Mitotane - DrugBank

ID Pharmacology Interactions References Trials Economics Properties Spectra Taxonomy

Targets (5)Enzymes (1)Carriers (2)

Targets (5)Enzymes (1)Carriers (2)Biointeractions (3)

Identification

Name

Mitotane

Accession Number

DB00648 (APRD00494)

Type

Small Molecule

Groups

Approved

Description

A derivative of the insecticide dichlorodiphenyldichloroethane that specifically inhibits cells of the adrenal cortex and their production of hormones. It is used to treat adrenocortical tumors and causes CNS damage, but no bone marrow depression. [PubChem]

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Mitotan

Mitotane

Mitotano

Mitotanum

Piprine-DDD, O-

External IDs

CB 313 / NSC 38721

Product Ingredients

Not Available

Approved Prescription Products

Name	Dosage	Strength	Route	Labeller	Marketing Start	Marketing End
Lysodren	Tablet	500 mg	Oral	Bristol Myers Squibb	1979-12-31	Not applicable	Canada
Lysodren	Tablet	500 mg	Oral	Laboratoire HRA Pharma	2004-04-28	Not applicable	EU
Lysodren	Tablet	500 mg/1	Oral	E.R. Squibb & Sons, L.L.C.	2009-06-01	Not applicable	US

Approved Generic Prescription Products

Not Available

Approved Over the Counter Products

Not Available

Unapproved/Other Products

Not Available

International Brands

Name	Company
Lisodren	Bristol-Myers Squibb
Lysodren	Not Available
Opeprim	Yakult Honsha

Brand mixtures

Not Available

Categories

UNII

78E4J5IB5J

CAS number

53-19-0

Weight

Average: 320.041
Monoisotopic: 317.953661148

Chemical Formula

C₁₄H₁₀Cl₄

InChI Key

JWBOIMRXGHLCPP-UHFFFAOYSA-N

InChI

InChI=1S/C14H10Cl4/c15-10-7-5-9(6-8-10)13(14(17)18)11-3-1-2-4-12(11)16/h1-8,13-14H

IUPAC Name

1-chloro-4-[2,2-dichloro-1-(2-chlorophenyl)ethyl]benzene

SMILES

ClC(Cl)C(C1=CC=C(Cl)C=C1)C1=CC=CC=C1Cl

Pharmacology

Indication

For treatment of inoperable adrenocortical tumours; Cushing's syndrome

Structured Indications

Pharmacodynamics

Mitotane is an oral chemotherapeutic agent indicated in the treatment of inoperable adrenal cortical carcinoma of both functional and nonfunctional types. Mitotane can best be described as an adrenal cytotoxic agent, although it can cause adrenal inhibition, apparently without cellular destruction. The administration of Mitotane alters the extra-adrenal metabolism of cortisol in man; leading to a reduction in measurable 17-hydroxy corticosteroids, even though plasma levels of corticosteroids do not fall. The drug apparently causes increased formation of 6-B-hydroxyl cortisol.

Mechanism of action

Its biochemical mechanism of action is unknown, although data are available to suggest that the drug modifies the peripheral metabolism of steroids as well as directly suppressing the adrenal cortex.

Target	Kind	Pharmacological action	Actions	Organism	UniProt ID
Cytochrome P450 11B1, mitochondrial	Protein	yes	inducer	Human	P15538	details
Adrenodoxin, mitochondrial	Protein	unknown	unknown	Human	P10109	details
Estrogen receptor alpha	Protein	unknown	Not Available	Human	P03372	details
Progesterone receptor	Protein	unknown	Not Available	Human	P06401	details
Androgen receptor	Protein	unknown	antagonist	Human	P10275	details

Absorption

About 40% oral Lysodren is absorbed

Volume of distribution

Not Available

Protein binding

Metabolism

Hepatic and renal

Route of elimination

A variable amount of metabolite (1%-17%) is excreted in the bile and the balance is apparently stored in the tissues.

Half life

18-159 days

Clearance

Not Available

Toxicity

Not Available

Affected organisms

Humans and other mammals

Pathways

Not Available

Pharmacogenomic Effects/ADRs

Not Available

Interactions

Drug Interactions

Drug	Interaction	Drug group
16-Bromoepiandrosterone	The serum concentration of 16-Bromoepiandrosterone can be decreased when it is combined with Mitotane.	Investigational
19-norandrostenedione	The serum concentration of 19-norandrostenedione can be decreased when it is combined with Mitotane.	Experimental, Illicit
5-androstenedione	The serum concentration of 5-androstenedione can be decreased when it is combined with Mitotane.	Experimental, Illicit
Abiraterone	The serum concentration of Abiraterone can be decreased when it is combined with Mitotane.	Approved
Acenocoumarol	The serum concentration of Acenocoumarol can be decreased when it is combined with Mitotane.	Approved
Acetaminophen	The serum concentration of Acetaminophen can be decreased when it is combined with Mitotane.	Approved
Acetyldigitoxin	Acetyldigitoxin may decrease the cardiotoxic activities of Mitotane.	Approved
Adinazolam	The serum concentration of Adinazolam can be decreased when it is combined with Mitotane.	Approved
Albendazole	The serum concentration of Albendazole can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Alclometasone	The serum concentration of Alclometasone can be decreased when it is combined with Mitotane.	Approved
Aldosterone	The serum concentration of Aldosterone can be decreased when it is combined with Mitotane.	Experimental
Alfentanil	The serum concentration of Alfentanil can be decreased when it is combined with Mitotane.	Approved, Illicit
Alfuzosin	The serum concentration of Alfuzosin can be decreased when it is combined with Mitotane.	Approved, Investigational
Aliskiren	The serum concentration of Aliskiren can be decreased when it is combined with Mitotane.	Approved, Investigational
Allylestrenol	The serum concentration of Allylestrenol can be decreased when it is combined with Mitotane.	Approved
Almotriptan	The serum concentration of Almotriptan can be decreased when it is combined with Mitotane.	Approved, Investigational
Alogliptin	The serum concentration of Alogliptin can be decreased when it is combined with Mitotane.	Approved
Alosetron	The serum concentration of Alosetron can be decreased when it is combined with Mitotane.	Approved, Withdrawn
Alprazolam	The serum concentration of Alprazolam can be decreased when it is combined with Mitotane.	Approved, Illicit, Investigational
Ambrisentan	The serum concentration of Ambrisentan can be decreased when it is combined with Mitotane.	Approved, Investigational
Ambroxol	The serum concentration of Ambroxol can be decreased when it is combined with Mitotane.	Approved
Amcinonide	The serum concentration of Amcinonide can be decreased when it is combined with Mitotane.	Approved
Aminophenazone	The serum concentration of Aminophenazone can be decreased when it is combined with Mitotane.	Approved, Withdrawn
Aminophylline	The serum concentration of Aminophylline can be decreased when it is combined with Mitotane.	Approved
Amiodarone	The serum concentration of Amiodarone can be decreased when it is combined with Mitotane.	Approved, Investigational
Amitriptyline	The serum concentration of Amitriptyline can be decreased when it is combined with Mitotane.	Approved
Amlodipine	The serum concentration of Amlodipine can be decreased when it is combined with Mitotane.	Approved
Amprenavir	The serum concentration of Amprenavir can be decreased when it is combined with Mitotane.	Approved
Androstenedione	The serum concentration of 4-Androstenedione can be decreased when it is combined with Mitotane.	Experimental, Illicit
Anecortave	The serum concentration of Anecortave can be decreased when it is combined with Mitotane.	Investigational
Antipyrine	The serum concentration of Antipyrine can be decreased when it is combined with Mitotane.	Approved
Apixaban	The serum concentration of Apixaban can be decreased when it is combined with Mitotane.	Approved
Apremilast	The serum concentration of Apremilast can be decreased when it is combined with Mitotane.	Approved, Investigational
Aprepitant	The serum concentration of Aprepitant can be decreased when it is combined with Mitotane.	Approved, Investigational
Argatroban	The serum concentration of Argatroban can be decreased when it is combined with Mitotane.	Approved, Investigational
Aripiprazole	The serum concentration of Aripiprazole can be decreased when it is combined with Mitotane.	Approved, Investigational
Artemether	The serum concentration of the active metabolites of Artemether can be reduced when Artemether is used in combination with Mitotane resulting in a loss in efficacy.	Approved
Asenapine	The serum concentration of Asenapine can be decreased when it is combined with Mitotane.	Approved
Astemizole	The serum concentration of Astemizole can be decreased when it is combined with Mitotane.	Approved, Withdrawn
Atazanavir	The serum concentration of Atazanavir can be decreased when it is combined with Mitotane.	Approved, Investigational
Atorvastatin	The serum concentration of Atorvastatin can be decreased when it is combined with Mitotane.	Approved
Avanafil	The serum concentration of Avanafil can be decreased when it is combined with Mitotane.	Approved
Axitinib	The serum concentration of Axitinib can be decreased when it is combined with Mitotane.	Approved, Investigational
Azelastine	The serum concentration of Azelastine can be decreased when it is combined with Mitotane.	Approved
Azithromycin	The serum concentration of Azithromycin can be decreased when it is combined with Mitotane.	Approved
Banoxantrone	The serum concentration of Banoxantrone can be decreased when it is combined with Mitotane.	Investigational
Beclomethasone dipropionate	The serum concentration of Beclomethasone dipropionate can be decreased when it is combined with Mitotane.	Approved, Investigational
Bedaquiline	The serum concentration of Bedaquiline can be decreased when it is combined with Mitotane.	Approved
Benzphetamine	The serum concentration of Benzphetamine can be decreased when it is combined with Mitotane.	Approved, Illicit
Benzyl alcohol	The serum concentration of Benzyl alcohol can be decreased when it is combined with Mitotane.	Approved
Betamethasone	The serum concentration of Betamethasone can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Bevacizumab	Bevacizumab may increase the cardiotoxic activities of Mitotane.	Approved, Investigational
Bexarotene	The serum concentration of Bexarotene can be decreased when it is combined with Mitotane.	Approved, Investigational
Bezafibrate	The serum concentration of Bezafibrate can be decreased when it is combined with Mitotane.	Approved
Bicalutamide	The serum concentration of Bicalutamide can be decreased when it is combined with Mitotane.	Approved
Bisoprolol	The serum concentration of Bisoprolol can be decreased when it is combined with Mitotane.	Approved
Boceprevir	The serum concentration of Boceprevir can be decreased when it is combined with Mitotane.	Withdrawn
Bortezomib	The serum concentration of Bortezomib can be decreased when it is combined with Mitotane.	Approved, Investigational
Bosentan	The serum concentration of Bosentan can be decreased when it is combined with Mitotane.	Approved, Investigational
Bosutinib	The serum concentration of Bosutinib can be decreased when it is combined with Mitotane.	Approved
Brentuximab vedotin	The serum concentration of Brentuximab vedotin can be decreased when it is combined with Mitotane.	Approved
Brexpiprazole	The serum concentration of Brexpiprazole can be decreased when it is combined with Mitotane.	Approved
Brinzolamide	The serum concentration of Brinzolamide can be decreased when it is combined with Mitotane.	Approved
Bromazepam	The serum concentration of Bromazepam can be decreased when it is combined with Mitotane.	Approved, Illicit
Bromocriptine	The serum concentration of Bromocriptine can be decreased when it is combined with Mitotane.	Approved, Investigational
Brompheniramine	The serum concentration of Brompheniramine can be decreased when it is combined with Mitotane.	Approved
Budesonide	The serum concentration of Budesonide can be decreased when it is combined with Mitotane.	Approved
Bupivacaine	The serum concentration of Bupivacaine can be decreased when it is combined with Mitotane.	Approved, Investigational
Buprenorphine	The serum concentration of Buprenorphine can be decreased when it is combined with Mitotane.	Approved, Illicit, Investigational, Vet Approved
Bupropion	The serum concentration of Bupropion can be decreased when it is combined with Mitotane.	Approved
Buspirone	The serum concentration of Buspirone can be decreased when it is combined with Mitotane.	Approved, Investigational
Busulfan	The serum concentration of Busulfan can be decreased when it is combined with Mitotane.	Approved, Investigational
Cabazitaxel	The serum concentration of Cabazitaxel can be decreased when it is combined with Mitotane.	Approved
Cabergoline	The serum concentration of Cabergoline can be decreased when it is combined with Mitotane.	Approved
Cabozantinib	The serum concentration of Cabozantinib can be decreased when it is combined with Mitotane.	Approved
Caffeine	The serum concentration of Caffeine can be decreased when it is combined with Mitotane.	Approved
Calcitriol	The serum concentration of Calcitriol can be decreased when it is combined with Mitotane.	Approved, Nutraceutical
Canagliflozin	The serum concentration of Canagliflozin can be decreased when it is combined with Mitotane.	Approved
Cannabidiol	The serum concentration of Cannabidiol can be decreased when it is combined with Mitotane.	Approved, Investigational
Carbamazepine	The serum concentration of Carbamazepine can be decreased when it is combined with Mitotane.	Approved, Investigational
Carbinoxamine	The serum concentration of Carbinoxamine can be decreased when it is combined with Mitotane.	Approved
Cariprazine	The serum concentration of Cariprazine can be decreased when it is combined with Mitotane.	Approved
Carvedilol	The serum concentration of Carvedilol can be decreased when it is combined with Mitotane.	Approved, Investigational
Celecoxib	The serum concentration of Celecoxib can be decreased when it is combined with Mitotane.	Approved, Investigational
Celiprolol	The serum concentration of Celiprolol can be decreased when it is combined with Mitotane.	Approved, Investigational
Cephalexin	The serum concentration of Cephalexin can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Ceritinib	The serum concentration of Ceritinib can be decreased when it is combined with Mitotane.	Approved
Cerivastatin	The serum concentration of Cerivastatin can be decreased when it is combined with Mitotane.	Withdrawn
Cevimeline	The serum concentration of Cevimeline can be decreased when it is combined with Mitotane.	Approved
Chenodeoxycholic acid	The serum concentration of Chenodeoxycholic acid can be decreased when it is combined with Mitotane.	Approved
Chlordiazepoxide	The serum concentration of Chlordiazepoxide can be decreased when it is combined with Mitotane.	Approved, Illicit
Chloroquine	The serum concentration of Chloroquine can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Chlorphenamine	The serum concentration of Chlorphenamine can be decreased when it is combined with Mitotane.	Approved
Chlorpromazine	The serum concentration of Chlorpromazine can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Chlorzoxazone	The serum concentration of Chlorzoxazone can be decreased when it is combined with Mitotane.	Approved
Cholecalciferol	The serum concentration of Cholecalciferol can be decreased when it is combined with Mitotane.	Approved, Nutraceutical
Ciclesonide	The serum concentration of Ciclesonide can be decreased when it is combined with Mitotane.	Approved, Investigational
Cilostazol	The serum concentration of Cilostazol can be decreased when it is combined with Mitotane.	Approved
Cinacalcet	The serum concentration of Cinacalcet can be decreased when it is combined with Mitotane.	Approved
Cisapride	The serum concentration of Cisapride can be decreased when it is combined with Mitotane.	Approved, Investigational, Withdrawn
Citalopram	The serum concentration of Citalopram can be decreased when it is combined with Mitotane.	Approved
Clarithromycin	The serum concentration of Clarithromycin can be decreased when it is combined with Mitotane.	Approved
Clindamycin	The serum concentration of Clindamycin can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Clobazam	The serum concentration of Clobazam can be decreased when it is combined with Mitotane.	Approved, Illicit
Clobetasol	The serum concentration of Clobetasol can be decreased when it is combined with Mitotane.	Investigational
Clobetasol propionate	The serum concentration of Clobetasol propionate can be decreased when it is combined with Mitotane.	Approved
Clocortolone	The serum concentration of Clocortolone can be decreased when it is combined with Mitotane.	Approved
Clofazimine	The serum concentration of Clofazimine can be decreased when it is combined with Mitotane.	Approved, Investigational
Clofibrate	The serum concentration of Clofibrate can be decreased when it is combined with Mitotane.	Approved
clomethiazole	The serum concentration of clomethiazole can be decreased when it is combined with Mitotane.	Investigational
Clomipramine	The serum concentration of Clomipramine can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Clonazepam	The serum concentration of Clonazepam can be decreased when it is combined with Mitotane.	Approved, Illicit
Clonidine	The serum concentration of Clonidine can be decreased when it is combined with Mitotane.	Approved
Clopidogrel	The serum concentration of Clopidogrel can be decreased when it is combined with Mitotane.	Approved, Nutraceutical
Clorazepate	The serum concentration of Clorazepate can be decreased when it is combined with Mitotane.	Approved, Illicit
Clotiazepam	The serum concentration of Clotiazepam can be decreased when it is combined with Mitotane.	Approved, Illicit
Clozapine	The serum concentration of Clozapine can be decreased when it is combined with Mitotane.	Approved
Cobimetinib	The serum concentration of Cobimetinib can be decreased when it is combined with Mitotane.	Approved
Cocaine	The serum concentration of Cocaine can be decreased when it is combined with Mitotane.	Approved, Illicit
Codeine	The serum concentration of Codeine can be decreased when it is combined with Mitotane.	Approved, Illicit
Colchicine	The serum concentration of Colchicine can be decreased when it is combined with Mitotane.	Approved
Conivaptan	The serum concentration of Conivaptan can be decreased when it is combined with Mitotane.	Approved, Investigational
Conjugated estrogens	The serum concentration of Conjugated Equine Estrogens can be decreased when it is combined with Mitotane.	Approved
Cortisone acetate	The serum concentration of Cortisone acetate can be decreased when it is combined with Mitotane.	Approved
Crizotinib	The serum concentration of Crizotinib can be decreased when it is combined with Mitotane.	Approved
Cyclobenzaprine	The serum concentration of Cyclobenzaprine can be decreased when it is combined with Mitotane.	Approved
Cyclophosphamide	The serum concentration of Cyclophosphamide can be decreased when it is combined with Mitotane.	Approved, Investigational
Cyclosporine	The serum concentration of Cyclosporine can be decreased when it is combined with Mitotane.	Approved, Investigational, Vet Approved
Cytarabine	The serum concentration of Cytarabine can be decreased when it is combined with Mitotane.	Approved, Investigational
Dabrafenib	The serum concentration of Dabrafenib can be decreased when it is combined with Mitotane.	Approved
Daclatasvir	The serum concentration of Daclatasvir can be decreased when it is combined with Mitotane.	Approved
Dantrolene	The serum concentration of Dantrolene can be decreased when it is combined with Mitotane.	Approved
Dapagliflozin	The serum concentration of Dapagliflozin can be decreased when it is combined with Mitotane.	Approved
Dapsone	The serum concentration of Dapsone can be decreased when it is combined with Mitotane.	Approved, Investigational
Darifenacin	The serum concentration of Darifenacin can be decreased when it is combined with Mitotane.	Approved, Investigational
Darunavir	The serum concentration of Darunavir can be decreased when it is combined with Mitotane.	Approved
Dasabuvir	The serum concentration of Dasabuvir can be decreased when it is combined with Mitotane.	Approved
Dasatinib	The serum concentration of Dasatinib can be decreased when it is combined with Mitotane.	Approved, Investigational
Daunorubicin	The serum concentration of Daunorubicin can be decreased when it is combined with Mitotane.	Approved
Delavirdine	The serum concentration of Delavirdine can be decreased when it is combined with Mitotane.	Approved
Deslanoside	Deslanoside may decrease the cardiotoxic activities of Mitotane.	Approved
Desoximetasone	The serum concentration of Desoximetasone can be decreased when it is combined with Mitotane.	Approved
Desoxycorticosterone acetate	The serum concentration of Desoxycorticosterone acetate can be decreased when it is combined with Mitotane.	Approved
Desoxycorticosterone Pivalate	The serum concentration of Desoxycorticosterone Pivalate can be decreased when it is combined with Mitotane.	Experimental, Vet Approved
Desvenlafaxine	The serum concentration of Desvenlafaxine can be decreased when it is combined with Mitotane.	Approved
Dexamethasone	The serum concentration of Dexamethasone can be decreased when it is combined with Mitotane.	Approved, Investigational, Vet Approved
Dexamethasone isonicotinate	The serum concentration of Dexamethasone isonicotinate can be decreased when it is combined with Mitotane.	Vet Approved
Dextromethorphan	The serum concentration of Dextromethorphan can be decreased when it is combined with Mitotane.	Approved
Dextropropoxyphene	The serum concentration of Dextropropoxyphene can be decreased when it is combined with Mitotane.	Approved, Illicit, Withdrawn
Diazepam	The serum concentration of Diazepam can be decreased when it is combined with Mitotane.	Approved, Illicit, Vet Approved
Diclofenac	The serum concentration of Diclofenac can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Dienogest	The serum concentration of Dienogest can be decreased when it is combined with Mitotane.	Approved
Diflorasone	The serum concentration of Diflorasone can be decreased when it is combined with Mitotane.	Approved
Difluocortolone	The serum concentration of Difluocortolone can be decreased when it is combined with Mitotane.	Approved
Difluprednate	The serum concentration of Difluprednate can be decreased when it is combined with Mitotane.	Approved
Digitoxin	The serum concentration of Digitoxin can be decreased when it is combined with Mitotane.	Approved
Digoxin	The serum concentration of Digoxin can be decreased when it is combined with Mitotane.	Approved
Dihydrocodeine	The serum concentration of Dihydrocodeine can be decreased when it is combined with Mitotane.	Approved, Illicit
Dihydroergotamine	The serum concentration of Dihydroergotamine can be decreased when it is combined with Mitotane.	Approved
Diltiazem	The serum concentration of Diltiazem can be decreased when it is combined with Mitotane.	Approved
Disopyramide	The serum concentration of Disopyramide can be decreased when it is combined with Mitotane.	Approved
Disulfiram	The serum concentration of Disulfiram can be decreased when it is combined with Mitotane.	Approved
Docetaxel	The serum concentration of Docetaxel can be decreased when it is combined with Mitotane.	Approved, Investigational
Dofetilide	The serum concentration of Dofetilide can be decreased when it is combined with Mitotane.	Approved
Dolasetron	The serum concentration of Dolasetron can be decreased when it is combined with Mitotane.	Approved
Domperidone	The serum concentration of Domperidone can be decreased when it is combined with Mitotane.	Approved, Investigational, Vet Approved
Donepezil	The serum concentration of Donepezil can be decreased when it is combined with Mitotane.	Approved
Dorzolamide	The serum concentration of Dorzolamide can be decreased when it is combined with Mitotane.	Approved
Doxepin	The serum concentration of Doxepin can be decreased when it is combined with Mitotane.	Approved
Doxorubicin	The serum concentration of Doxorubicin can be decreased when it is combined with Mitotane.	Approved, Investigational
Dronabinol	The serum concentration of Dronabinol can be decreased when it is combined with Mitotane.	Approved, Illicit
Dronedarone	The serum concentration of Dronedarone can be decreased when it is combined with Mitotane.	Approved
Dutasteride	The serum concentration of Dutasteride can be decreased when it is combined with Mitotane.	Approved, Investigational
Efavirenz	The serum concentration of Efavirenz can be decreased when it is combined with Mitotane.	Approved, Investigational
Eletriptan	The serum concentration of Eletriptan can be decreased when it is combined with Mitotane.	Approved, Investigational
Eliglustat	The serum concentration of Eliglustat can be decreased when it is combined with Mitotane.	Approved
Elvitegravir	The serum concentration of Elvitegravir can be decreased when it is combined with Mitotane.	Approved
Enalapril	The serum concentration of Enalapril can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Enzalutamide	The serum concentration of Enzalutamide can be decreased when it is combined with Mitotane.	Approved
Epinastine	The serum concentration of Epinastine can be decreased when it is combined with Mitotane.	Approved, Investigational
Eplerenone	The serum concentration of Eplerenone can be decreased when it is combined with Mitotane.	Approved
Equilenin	The serum concentration of Equilenin can be decreased when it is combined with Mitotane.	Experimental
Equilin	The serum concentration of Equilin can be decreased when it is combined with Mitotane.	Approved
Ergocalciferol	The serum concentration of Ergocalciferol can be decreased when it is combined with Mitotane.	Approved, Nutraceutical
Ergoloid mesylate	The serum concentration of Ergoloid mesylate can be decreased when it is combined with Mitotane.	Approved
Ergonovine	The serum concentration of Ergonovine can be decreased when it is combined with Mitotane.	Approved
Ergotamine	The serum concentration of Ergotamine can be decreased when it is combined with Mitotane.	Approved
Erlotinib	The serum concentration of Erlotinib can be decreased when it is combined with Mitotane.	Approved, Investigational
Erythromycin	The serum concentration of Erythromycin can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Escitalopram	The serum concentration of Escitalopram can be decreased when it is combined with Mitotane.	Approved, Investigational
Esomeprazole	The serum concentration of Esomeprazole can be decreased when it is combined with Mitotane.	Approved, Investigational
Estazolam	The serum concentration of Estazolam can be decreased when it is combined with Mitotane.	Approved, Illicit
Estradiol	The serum concentration of Estradiol can be decreased when it is combined with Mitotane.	Approved, Investigational, Vet Approved
Estradiol valerate/Dienogest	The serum concentration of Estradiol valerate/Dienogest can be decreased when it is combined with Mitotane.	Approved
Estramustine	The serum concentration of Estramustine can be decreased when it is combined with Mitotane.	Approved
Estrone	The serum concentration of Estrone can be decreased when it is combined with Mitotane.	Approved
Estrone sulfate	The serum concentration of Estrone sulfate can be decreased when it is combined with Mitotane.	Approved
Eszopiclone	The serum concentration of Eszopiclone can be decreased when it is combined with Mitotane.	Approved
Ethanol	The serum concentration of Ethanol can be decreased when it is combined with Mitotane.	Approved
Ethinyl Estradiol	The serum concentration of Ethinyl Estradiol can be decreased when it is combined with Mitotane.	Approved
Ethosuximide	The serum concentration of Ethosuximide can be decreased when it is combined with Mitotane.	Approved
Ethylmorphine	The serum concentration of Ethylmorphine can be decreased when it is combined with Mitotane.	Approved, Illicit
Etonogestrel	The serum concentration of Etonogestrel can be decreased when it is combined with Mitotane.	Approved, Investigational
Etoposide	The serum concentration of Etoposide can be decreased when it is combined with Mitotane.	Approved
Etoricoxib	The serum concentration of Etoricoxib can be decreased when it is combined with Mitotane.	Approved, Investigational
Etravirine	The serum concentration of Etravirine can be decreased when it is combined with Mitotane.	Approved
Everolimus	The serum concentration of Everolimus can be decreased when it is combined with Mitotane.	Approved
Exemestane	The serum concentration of Exemestane can be decreased when it is combined with Mitotane.	Approved, Investigational
Famciclovir	The serum concentration of Famciclovir can be decreased when it is combined with Mitotane.	Approved
Felbamate	The serum concentration of Felbamate can be decreased when it is combined with Mitotane.	Approved
Felodipine	The serum concentration of Felodipine can be decreased when it is combined with Mitotane.	Approved, Investigational
Fenofibrate	The serum concentration of Fenofibrate can be decreased when it is combined with Mitotane.	Approved
Fentanyl	The serum concentration of Fentanyl can be decreased when it is combined with Mitotane.	Approved, Illicit, Investigational, Vet Approved
Fesoterodine	The serum concentration of Fesoterodine can be decreased when it is combined with Mitotane.	Approved
Finasteride	The serum concentration of Finasteride can be decreased when it is combined with Mitotane.	Approved
Fingolimod	The serum concentration of Fingolimod can be decreased when it is combined with Mitotane.	Approved, Investigational
Flibanserin	The serum concentration of Flibanserin can be decreased when it is combined with Mitotane.	Approved
fluasterone	The serum concentration of fluasterone can be decreased when it is combined with Mitotane.	Investigational
Fludrocortisone	The serum concentration of Fludrocortisone can be decreased when it is combined with Mitotane.	Approved
Flumethasone	The serum concentration of Flumethasone can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Flunisolide	The serum concentration of Flunisolide can be decreased when it is combined with Mitotane.	Approved, Investigational
Flunitrazepam	The serum concentration of Flunitrazepam can be decreased when it is combined with Mitotane.	Approved, Illicit
Fluocinolone Acetonide	The serum concentration of Fluocinolone Acetonide can be decreased when it is combined with Mitotane.	Approved, Investigational, Vet Approved
Fluocinonide	The serum concentration of Fluocinonide can be decreased when it is combined with Mitotane.	Approved, Investigational
Fluocortolone	The serum concentration of Fluocortolone can be decreased when it is combined with Mitotane.	Approved, Withdrawn
Fluorometholone	The serum concentration of Fluorometholone can be decreased when it is combined with Mitotane.	Approved
Fluoxetine	The serum concentration of Fluoxetine can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Fluprednidene	The serum concentration of Fluprednidene can be decreased when it is combined with Mitotane.	Approved, Withdrawn
Fluprednisolone	The serum concentration of Fluprednisolone can be decreased when it is combined with Mitotane.	Approved
Flurandrenolide	The serum concentration of Flurandrenolide can be decreased when it is combined with Mitotane.	Approved
Flurazepam	The serum concentration of Flurazepam can be decreased when it is combined with Mitotane.	Approved, Illicit
Flutamide	The serum concentration of Flutamide can be decreased when it is combined with Mitotane.	Approved
Fluticasone furoate	The serum concentration of Fluticasone furoate can be decreased when it is combined with Mitotane.	Approved
Fluticasone propionate	The serum concentration of Fluticasone Propionate can be decreased when it is combined with Mitotane.	Approved
Fluvastatin	The serum concentration of Fluvastatin can be decreased when it is combined with Mitotane.	Approved
Formestane	The serum concentration of Formestane can be decreased when it is combined with Mitotane.	Approved, Investigational, Withdrawn
Fosamprenavir	The serum concentration of Fosamprenavir can be decreased when it is combined with Mitotane.	Approved
Fulvestrant	The serum concentration of Fulvestrant can be decreased when it is combined with Mitotane.	Approved, Investigational
Galantamine	The serum concentration of Galantamine can be decreased when it is combined with Mitotane.	Approved
Gefitinib	The serum concentration of Gefitinib can be decreased when it is combined with Mitotane.	Approved, Investigational
Gemfibrozil	The serum concentration of Gemfibrozil can be decreased when it is combined with Mitotane.	Approved
Glipizide	The serum concentration of Glipizide can be decreased when it is combined with Mitotane.	Approved
Glyburide	The serum concentration of Glyburide can be decreased when it is combined with Mitotane.	Approved
Granisetron	The serum concentration of Granisetron can be decreased when it is combined with Mitotane.	Approved, Investigational
Grepafloxacin	The serum concentration of Grepafloxacin can be decreased when it is combined with Mitotane.	Withdrawn
Guanfacine	The serum concentration of Guanfacine can be decreased when it is combined with Mitotane.	Approved, Investigational
Halofantrine	The serum concentration of Halofantrine can be decreased when it is combined with Mitotane.	Approved
Haloperidol	The serum concentration of Haloperidol can be decreased when it is combined with Mitotane.	Approved
Halothane	The serum concentration of Halothane can be decreased when it is combined with Mitotane.	Approved, Vet Approved
HE3286	The serum concentration of HE3286 can be decreased when it is combined with Mitotane.	Investigational
Hexobarbital	The serum concentration of Hexobarbital can be decreased when it is combined with Mitotane.	Approved
Histamine	The serum concentration of Histamine Phosphate can be decreased when it is combined with Mitotane.	Approved, Investigational
Hydrocodone	The serum concentration of Hydrocodone can be decreased when it is combined with Mitotane.	Approved, Illicit
Hydrocortisone	The serum concentration of Hydrocortisone can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Hydromorphone	The serum concentration of Hydromorphone can be decreased when it is combined with Mitotane.	Approved, Illicit
Hydroxyprogesterone caproate	The serum concentration of Hydroxyprogesterone caproate can be decreased when it is combined with Mitotane.	Approved
Ibrutinib	The serum concentration of Ibrutinib can be decreased when it is combined with Mitotane.	Approved
Idelalisib	The serum concentration of Idelalisib can be decreased when it is combined with Mitotane.	Approved
Ifosfamide	The serum concentration of Ifosfamide can be decreased when it is combined with Mitotane.	Approved
Iloperidone	The serum concentration of Iloperidone can be decreased when it is combined with Mitotane.	Approved
Imatinib	The serum concentration of Imatinib can be decreased when it is combined with Mitotane.	Approved
Imipramine	The serum concentration of Imipramine can be decreased when it is combined with Mitotane.	Approved
Imiquimod	The serum concentration of Imiquimod can be decreased when it is combined with Mitotane.	Approved, Investigational
Indacaterol	The serum concentration of Indacaterol can be decreased when it is combined with Mitotane.	Approved
Indapamide	The serum concentration of Indapamide can be decreased when it is combined with Mitotane.	Approved
Indinavir	The serum concentration of Indinavir can be decreased when it is combined with Mitotane.	Approved
Ipratropium bromide	The serum concentration of Ipratropium bromide can be decreased when it is combined with Mitotane.	Approved
Irinotecan	The serum concentration of the active metabolites of Irinotecan can be reduced when Irinotecan is used in combination with Mitotane resulting in a loss in efficacy.	Approved, Investigational
Isavuconazonium	The serum concentration of the active metabolites of Isavuconazonium can be reduced when Isavuconazonium is used in combination with Mitotane resulting in a loss in efficacy.	Approved, Investigational
Isosorbide Dinitrate	The serum concentration of Isosorbide Dinitrate can be decreased when it is combined with Mitotane.	Approved
Isosorbide Mononitrate	The serum concentration of Isosorbide Mononitrate can be decreased when it is combined with Mitotane.	Approved
Isradipine	The serum concentration of Isradipine can be decreased when it is combined with Mitotane.	Approved
Istaroxime	The serum concentration of Istaroxime can be decreased when it is combined with Mitotane.	Investigational
Itraconazole	The serum concentration of Itraconazole can be decreased when it is combined with Mitotane.	Approved, Investigational
Ivabradine	The serum concentration of Ivabradine can be decreased when it is combined with Mitotane.	Approved
Ivacaftor	The serum concentration of Ivacaftor can be decreased when it is combined with Mitotane.	Approved
Ivermectin	The serum concentration of Ivermectin can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Ixabepilone	The serum concentration of Ixabepilone can be decreased when it is combined with Mitotane.	Approved, Investigational
Ixazomib	The serum concentration of Ixazomib can be decreased when it is combined with Mitotane.	Approved
Ketamine	The serum concentration of Ketamine can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Ketazolam	The serum concentration of Ketazolam can be decreased when it is combined with Mitotane.	Approved
Ketobemidone	The serum concentration of Ketobemidone can be decreased when it is combined with Mitotane.	Approved
Ketoconazole	The serum concentration of Ketoconazole can be decreased when it is combined with Mitotane.	Approved, Investigational
Lansoprazole	The serum concentration of Lansoprazole can be decreased when it is combined with Mitotane.	Approved, Investigational
Lapatinib	The serum concentration of Lapatinib can be decreased when it is combined with Mitotane.	Approved, Investigational
Laquinimod	The serum concentration of Laquinimod can be decreased when it is combined with Mitotane.	Investigational
Lenvatinib	The serum concentration of Lenvatinib can be decreased when it is combined with Mitotane.	Approved
Lercanidipine	The serum concentration of Lercanidipine can be decreased when it is combined with Mitotane.	Approved, Investigational
Letrozole	The serum concentration of Letrozole can be decreased when it is combined with Mitotane.	Approved, Investigational
Levobupivacaine	The serum concentration of Levobupivacaine can be decreased when it is combined with Mitotane.	Approved
Levocetirizine	The serum concentration of Levocetirizine can be decreased when it is combined with Mitotane.	Approved
Levomethadyl Acetate	The serum concentration of Levomethadyl Acetate can be decreased when it is combined with Mitotane.	Approved
Levomilnacipran	The serum concentration of Levomilnacipran can be decreased when it is combined with Mitotane.	Approved
Levonorgestrel	The serum concentration of Levonorgestrel can be decreased when it is combined with Mitotane.	Approved, Investigational
Levothyroxine	The serum concentration of Levothyroxine can be decreased when it is combined with Mitotane.	Approved
Lidocaine	The serum concentration of Lidocaine can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Linagliptin	The serum concentration of Linagliptin can be decreased when it is combined with Mitotane.	Approved
Lisuride	The serum concentration of Lisuride can be decreased when it is combined with Mitotane.	Approved
Lomitapide	The serum concentration of Lomitapide can be decreased when it is combined with Mitotane.	Approved
Loperamide	The serum concentration of Loperamide can be decreased when it is combined with Mitotane.	Approved
Lopinavir	The serum concentration of Lopinavir can be decreased when it is combined with Mitotane.	Approved
Loratadine	The serum concentration of Loratadine can be decreased when it is combined with Mitotane.	Approved
Lorcaserin	The serum concentration of Lorcaserin can be decreased when it is combined with Mitotane.	Approved
Losartan	The serum concentration of Losartan can be decreased when it is combined with Mitotane.	Approved
Lovastatin	The serum concentration of Lovastatin can be decreased when it is combined with Mitotane.	Approved, Investigational
Lumefantrine	The serum concentration of Lumefantrine can be decreased when it is combined with Mitotane.	Approved
Lurasidone	The serum concentration of Lurasidone can be decreased when it is combined with Mitotane.	Approved
Macitentan	The serum concentration of Macitentan can be decreased when it is combined with Mitotane.	Approved
Maraviroc	The serum concentration of Maraviroc can be decreased when it is combined with Mitotane.	Approved, Investigational
ME-609	The serum concentration of ME-609 can be decreased when it is combined with Mitotane.	Investigational
Mebendazole	The serum concentration of Mebendazole can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Medroxyprogesterone acetate	The serum concentration of Medroxyprogesterone acetate can be decreased when it is combined with Mitotane.	Approved, Investigational
Medrysone	The serum concentration of Medrysone can be decreased when it is combined with Mitotane.	Approved
Mefloquine	The serum concentration of Mefloquine can be decreased when it is combined with Mitotane.	Approved
Melengestrol	The serum concentration of Melengestrol can be decreased when it is combined with Mitotane.	Vet Approved
Meloxicam	The serum concentration of Meloxicam can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Methadone	The serum concentration of Methadone can be decreased when it is combined with Mitotane.	Approved
Methaqualone	The serum concentration of Methaqualone can be decreased when it is combined with Mitotane.	Illicit, Withdrawn
Methoxsalen	The serum concentration of Methoxsalen can be decreased when it is combined with Mitotane.	Approved
Methoxyflurane	The serum concentration of Methoxyflurane can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Methylprednisolone	The serum concentration of Methylprednisolone can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Methyltestosterone	The serum concentration of Methyltestosterone can be decreased when it is combined with Mitotane.	Approved
Metronidazole	The serum concentration of Metronidazole can be decreased when it is combined with Mitotane.	Approved
Mexiletine	The serum concentration of Mexiletine can be decreased when it is combined with Mitotane.	Approved
Mianserin	The serum concentration of Mianserin can be decreased when it is combined with Mitotane.	Approved
Mibefradil	The serum concentration of Mibefradil can be decreased when it is combined with Mitotane.	Withdrawn
Miconazole	The serum concentration of Miconazole can be decreased when it is combined with Mitotane.	Approved, Investigational, Vet Approved
Midazolam	The serum concentration of Midazolam can be decreased when it is combined with Mitotane.	Approved, Illicit
Mifepristone	The serum concentration of Mifepristone can be decreased when it is combined with Mitotane.	Approved, Investigational
Mirabegron	The serum concentration of Mirabegron can be decreased when it is combined with Mitotane.	Approved
Mirtazapine	The serum concentration of Mirtazapine can be decreased when it is combined with Mitotane.	Approved
Modafinil	The serum concentration of Modafinil can be decreased when it is combined with Mitotane.	Approved, Investigational
Mometasone	The serum concentration of Mometasone can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Montelukast	The serum concentration of Montelukast can be decreased when it is combined with Mitotane.	Approved
Morphine	The serum concentration of Morphine can be decreased when it is combined with Mitotane.	Approved, Investigational
Mycophenolate mofetil	The serum concentration of Mycophenolate mofetil can be decreased when it is combined with Mitotane.	Approved, Investigational
Naloxegol	The serum concentration of Naloxegol can be decreased when it is combined with Mitotane.	Approved
Naloxone	The serum concentration of Naloxone can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Nateglinide	The serum concentration of Nateglinide can be decreased when it is combined with Mitotane.	Approved, Investigational
NCX 1022	The serum concentration of NCX 1022 can be decreased when it is combined with Mitotane.	Investigational
Nefazodone	The serum concentration of Nefazodone can be decreased when it is combined with Mitotane.	Approved, Withdrawn
Nelfinavir	The serum concentration of Nelfinavir can be decreased when it is combined with Mitotane.	Approved
Netupitant	The serum concentration of Netupitant can be decreased when it is combined with Mitotane.	Approved
Nevirapine	The serum concentration of Nevirapine can be decreased when it is combined with Mitotane.	Approved
Nicardipine	The serum concentration of Nicardipine can be decreased when it is combined with Mitotane.	Approved
Nicotine	The serum concentration of Nicotine can be decreased when it is combined with Mitotane.	Approved
Nifedipine	The serum concentration of Nifedipine can be decreased when it is combined with Mitotane.	Approved
Nilotinib	The serum concentration of Nilotinib can be decreased when it is combined with Mitotane.	Approved, Investigational
Nilvadipine	The serum concentration of Nilvadipine can be decreased when it is combined with Mitotane.	Approved
Nimodipine	The serum concentration of Nimodipine can be decreased when it is combined with Mitotane.	Approved
Nisoldipine	The serum concentration of Nisoldipine can be decreased when it is combined with Mitotane.	Approved
Nitrazepam	The serum concentration of Nitrazepam can be decreased when it is combined with Mitotane.	Approved
Nitrendipine	The serum concentration of Nitrendipine can be decreased when it is combined with Mitotane.	Approved
Norethisterone	The serum concentration of Norethisterone can be decreased when it is combined with Mitotane.	Approved
Norgestrel	The serum concentration of Norgestrel can be decreased when it is combined with Mitotane.	Approved
Nortriptyline	The serum concentration of Nortriptyline can be decreased when it is combined with Mitotane.	Approved
Olaparib	The serum concentration of Olaparib can be decreased when it is combined with Mitotane.	Approved
Oleandrin	Anvirzel may decrease the cardiotoxic activities of Mitotane.	Experimental
Oleoyl-estrone	The serum concentration of Oleoyl estrone can be decreased when it is combined with Mitotane.	Investigational
Olopatadine	The serum concentration of Olopatadine can be decreased when it is combined with Mitotane.	Approved
Omeprazole	The serum concentration of Omeprazole can be decreased when it is combined with Mitotane.	Approved, Investigational, Vet Approved
Ondansetron	The serum concentration of Ondansetron can be decreased when it is combined with Mitotane.	Approved
Orphenadrine	The serum concentration of Orphenadrine can be decreased when it is combined with Mitotane.	Approved
Osimertinib	The serum concentration of Osimertinib can be decreased when it is combined with Mitotane.	Approved
Ospemifene	The serum concentration of Ospemifene can be decreased when it is combined with Mitotane.	Approved
Ouabain	Ouabain may decrease the cardiotoxic activities of Mitotane.	Approved
Oxazepam	The serum concentration of Oxazepam can be decreased when it is combined with Mitotane.	Approved
Oxybutynin	The serum concentration of Oxybutynin can be decreased when it is combined with Mitotane.	Approved, Investigational
Oxycodone	The serum concentration of Oxycodone can be decreased when it is combined with Mitotane.	Approved, Illicit, Investigational
Oxymorphone	The serum concentration of Oxymorphone can be decreased when it is combined with Mitotane.	Approved, Investigational, Vet Approved
Paclitaxel	The serum concentration of Paclitaxel can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Palbociclib	The serum concentration of Palbociclib can be decreased when it is combined with Mitotane.	Approved
Palonosetron	The serum concentration of Palonosetron can be decreased when it is combined with Mitotane.	Approved, Investigational
Panobinostat	The serum concentration of Panobinostat can be decreased when it is combined with Mitotane.	Approved, Investigational
Pantoprazole	The serum concentration of Pantoprazole can be decreased when it is combined with Mitotane.	Approved
Paramethadione	The serum concentration of Paramethadione can be decreased when it is combined with Mitotane.	Approved
Paramethasone	The serum concentration of Paramethasone can be decreased when it is combined with Mitotane.	Approved
Parecoxib	The serum concentration of Parecoxib can be decreased when it is combined with Mitotane.	Approved
Paricalcitol	The serum concentration of Paricalcitol can be decreased when it is combined with Mitotane.	Approved, Investigational
Paritaprevir	The serum concentration of Paritaprevir can be decreased when it is combined with Mitotane.	Approved
Pazopanib	The serum concentration of Pazopanib can be decreased when it is combined with Mitotane.	Approved
Pentamidine	The serum concentration of Pentamidine can be decreased when it is combined with Mitotane.	Approved
Perampanel	The serum concentration of Perampanel can be decreased when it is combined with Mitotane.	Approved
Pergolide	The serum concentration of Pergolide can be decreased when it is combined with Mitotane.	Approved, Vet Approved, Withdrawn
Perhexiline	The serum concentration of Perhexiline can be decreased when it is combined with Mitotane.	Approved
Permethrin	The serum concentration of Permethrin can be decreased when it is combined with Mitotane.	Approved, Investigational
Perphenazine	The serum concentration of Perphenazine can be decreased when it is combined with Mitotane.	Approved
Pethidine	The serum concentration of Pethidine can be decreased when it is combined with Mitotane.	Approved
Phenacetin	The serum concentration of Phenacetin can be decreased when it is combined with Mitotane.	Withdrawn
Phenoxybenzamine	The serum concentration of Phenoxybenzamine can be decreased when it is combined with Mitotane.	Approved
Phenprocoumon	The serum concentration of Phenprocoumon can be decreased when it is combined with Mitotane.	Approved
Phenytoin	The serum concentration of Phenytoin can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Pilocarpine	The serum concentration of Pilocarpine can be decreased when it is combined with Mitotane.	Approved
Pimecrolimus	The serum concentration of Pimecrolimus can be decreased when it is combined with Mitotane.	Approved, Investigational
Pimozide	The serum concentration of Pimozide can be decreased when it is combined with Mitotane.	Approved
Pinacidil	The serum concentration of Pinacidil can be decreased when it is combined with Mitotane.	Withdrawn
Pioglitazone	The serum concentration of Pioglitazone can be decreased when it is combined with Mitotane.	Approved, Investigational
Pipotiazine	The serum concentration of Pipotiazine can be decreased when it is combined with Mitotane.	Approved
Podofilox	The serum concentration of Podofilox can be decreased when it is combined with Mitotane.	Approved
Pomalidomide	The serum concentration of Pomalidomide can be decreased when it is combined with Mitotane.	Approved
Ponatinib	The serum concentration of Ponatinib can be decreased when it is combined with Mitotane.	Approved
Posaconazole	The serum concentration of Posaconazole can be decreased when it is combined with Mitotane.	Approved, Investigational, Vet Approved
Prasterone	The serum concentration of Prasterone can be decreased when it is combined with Mitotane.	Approved, Nutraceutical
Prasterone sulfate	The serum concentration of dehydroepiandrosterone sulfate can be decreased when it is combined with Mitotane.	Investigational
Prasugrel	The serum concentration of Prasugrel can be decreased when it is combined with Mitotane.	Approved
Pravastatin	The serum concentration of Pravastatin can be decreased when it is combined with Mitotane.	Approved
Prazepam	The serum concentration of Prazepam can be decreased when it is combined with Mitotane.	Approved, Illicit
Praziquantel	The serum concentration of Praziquantel can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Prednicarbate	The serum concentration of Prednicarbate can be decreased when it is combined with Mitotane.	Approved
Prednisolone	The serum concentration of Prednisolone can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Prednisone	The serum concentration of Prednisone can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Pregnenolone	The serum concentration of Pregnenolone can be decreased when it is combined with Mitotane.	Experimental
Primaquine	The serum concentration of Primaquine can be decreased when it is combined with Mitotane.	Approved
Prochlorperazine	The serum concentration of Prochlorperazine can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Progesterone	The serum concentration of Progesterone can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Proguanil	The serum concentration of Proguanil can be decreased when it is combined with Mitotane.	Approved
Promazine	The serum concentration of Promazine can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Propafenone	The serum concentration of Propafenone can be decreased when it is combined with Mitotane.	Approved
Propofol	The serum concentration of Propofol can be decreased when it is combined with Mitotane.	Approved, Investigational, Vet Approved
Propranolol	The serum concentration of Propranolol can be decreased when it is combined with Mitotane.	Approved, Investigational
Pyrazinamide	The serum concentration of Pyrazinamide can be decreased when it is combined with Mitotane.	Approved
Quazepam	The serum concentration of Quazepam can be decreased when it is combined with Mitotane.	Approved, Illicit
Quetiapine	The serum concentration of Quetiapine can be decreased when it is combined with Mitotane.	Approved
Quinacrine	The serum concentration of Quinacrine can be decreased when it is combined with Mitotane.	Approved
Quinidine	The serum concentration of Quinidine can be decreased when it is combined with Mitotane.	Approved
Quinine	The serum concentration of Quinine can be decreased when it is combined with Mitotane.	Approved
Rabeprazole	The serum concentration of Rabeprazole can be decreased when it is combined with Mitotane.	Approved, Investigational
Raloxifene	The serum concentration of Raloxifene can be decreased when it is combined with Mitotane.	Approved, Investigational
Ramelteon	The serum concentration of Ramelteon can be decreased when it is combined with Mitotane.	Approved, Investigational
Ranolazine	The serum concentration of Ranolazine can be decreased when it is combined with Mitotane.	Approved, Investigational
Reboxetine	The serum concentration of Reboxetine can be decreased when it is combined with Mitotane.	Approved, Investigational
Regorafenib	The serum concentration of Regorafenib can be decreased when it is combined with Mitotane.	Approved
Repaglinide	The serum concentration of Repaglinide can be decreased when it is combined with Mitotane.	Approved, Investigational
Retapamulin	The serum concentration of Retapamulin can be decreased when it is combined with Mitotane.	Approved
Rifabutin	The serum concentration of Rifabutin can be decreased when it is combined with Mitotane.	Approved
Rifampicin	The serum concentration of Rifampicin can be decreased when it is combined with Mitotane.	Approved
Rilpivirine	The serum concentration of Rilpivirine can be decreased when it is combined with Mitotane.	Approved
Rimexolone	The serum concentration of Rimexolone can be decreased when it is combined with Mitotane.	Approved
Rimonabant	The serum concentration of Rimonabant can be decreased when it is combined with Mitotane.	Approved, Investigational
Riociguat	The serum concentration of Riociguat can be decreased when it is combined with Mitotane.	Approved
Risperidone	The serum concentration of Risperidone can be decreased when it is combined with Mitotane.	Approved, Investigational
Ritonavir	The serum concentration of Ritonavir can be decreased when it is combined with Mitotane.	Approved, Investigational
Rivaroxaban	The serum concentration of Rivaroxaban can be decreased when it is combined with Mitotane.	Approved
Rofecoxib	The serum concentration of Rofecoxib can be decreased when it is combined with Mitotane.	Investigational, Withdrawn
Roflumilast	The serum concentration of Roflumilast can be decreased when it is combined with Mitotane.	Approved
Rolapitant	The serum concentration of Rolapitant can be decreased when it is combined with Mitotane.	Approved
Romidepsin	The serum concentration of Romidepsin can be decreased when it is combined with Mitotane.	Approved, Investigational
Ropinirole	The serum concentration of Ropinirole can be decreased when it is combined with Mitotane.	Approved, Investigational
Ropivacaine	The serum concentration of Ropivacaine can be decreased when it is combined with Mitotane.	Approved
Rosuvastatin	The serum concentration of Rosuvastatin can be decreased when it is combined with Mitotane.	Approved
Rotigotine	The serum concentration of Rotigotine can be decreased when it is combined with Mitotane.	Approved
Roxithromycin	The serum concentration of Roxithromycin can be decreased when it is combined with Mitotane.	Approved, Withdrawn
Ruxolitinib	The serum concentration of Ruxolitinib can be decreased when it is combined with Mitotane.	Approved
Salmeterol	The serum concentration of Salmeterol can be decreased when it is combined with Mitotane.	Approved
Saquinavir	The serum concentration of Saquinavir can be decreased when it is combined with Mitotane.	Approved, Investigational
Saxagliptin	The serum concentration of Saxagliptin can be decreased when it is combined with Mitotane.	Approved
Selegiline	The serum concentration of Selegiline can be decreased when it is combined with Mitotane.	Approved, Investigational, Vet Approved
Selexipag	The serum concentration of Selexipag can be decreased when it is combined with Mitotane.	Approved
Seratrodast	The serum concentration of Seratrodast can be decreased when it is combined with Mitotane.	Approved
Sertindole	The serum concentration of Sertindole can be decreased when it is combined with Mitotane.	Approved, Withdrawn
Sertraline	The serum concentration of Sertraline can be decreased when it is combined with Mitotane.	Approved
Sevoflurane	The serum concentration of Sevoflurane can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Sibutramine	The serum concentration of Sibutramine can be decreased when it is combined with Mitotane.	Approved, Illicit, Investigational, Withdrawn
Sildenafil	The serum concentration of Sildenafil can be decreased when it is combined with Mitotane.	Approved, Investigational
Silodosin	The serum concentration of Silodosin can be decreased when it is combined with Mitotane.	Approved
Simeprevir	The serum concentration of Simeprevir can be decreased when it is combined with Mitotane.	Approved
Simvastatin	The serum concentration of Simvastatin can be decreased when it is combined with Mitotane.	Approved
Sirolimus	The serum concentration of Sirolimus can be decreased when it is combined with Mitotane.	Approved, Investigational
Sitagliptin	The serum concentration of Sitagliptin can be decreased when it is combined with Mitotane.	Approved, Investigational
Solifenacin	The serum concentration of Solifenacin can be decreased when it is combined with Mitotane.	Approved
Sonidegib	The serum concentration of Sonidegib can be decreased when it is combined with Mitotane.	Approved, Investigational
Sorafenib	The serum concentration of Sorafenib can be decreased when it is combined with Mitotane.	Approved, Investigational
Spiramycin	The serum concentration of Spiramycin can be decreased when it is combined with Mitotane.	Approved
Spironolactone	The therapeutic efficacy of Mitotane can be decreased when used in combination with Spironolactone.	Approved
Sufentanil	The serum concentration of Sufentanil can be decreased when it is combined with Mitotane.	Approved, Investigational
Sulfadiazine	The serum concentration of Sulfadiazine can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Sulfamethoxazole	The serum concentration of Sulfamethoxazole can be decreased when it is combined with Mitotane.	Approved
Sulfinpyrazone	The serum concentration of Sulfinpyrazone can be decreased when it is combined with Mitotane.	Approved
Sunitinib	The serum concentration of Sunitinib can be decreased when it is combined with Mitotane.	Approved, Investigational
Suvorexant	The serum concentration of Suvorexant can be decreased when it is combined with Mitotane.	Approved
Synthetic Conjugated Estrogens, A	The serum concentration of Synthetic Conjugated Estrogens, A can be decreased when it is combined with Mitotane.	Approved
Synthetic Conjugated Estrogens, B	The serum concentration of Synthetic Conjugated Estrogens, B can be decreased when it is combined with Mitotane.	Approved
Tacrolimus	The serum concentration of Tacrolimus can be decreased when it is combined with Mitotane.	Approved, Investigational
Tadalafil	The serum concentration of Tadalafil can be decreased when it is combined with Mitotane.	Approved, Investigational
Tamoxifen	The serum concentration of Tamoxifen can be decreased when it is combined with Mitotane.	Approved
Tamsulosin	The serum concentration of Tamsulosin can be decreased when it is combined with Mitotane.	Approved, Investigational
Tasimelteon	The serum concentration of Tasimelteon can be decreased when it is combined with Mitotane.	Approved
Tasosartan	The serum concentration of Tasosartan can be decreased when it is combined with Mitotane.	Approved
Taurochenodeoxycholic acid	The serum concentration of Taurochenodeoxycholic acid can be decreased when it is combined with Mitotane.	Experimental
Telaprevir	The serum concentration of Telaprevir can be decreased when it is combined with Mitotane.	Withdrawn
Telithromycin	The serum concentration of Telithromycin can be decreased when it is combined with Mitotane.	Approved
Temazepam	The serum concentration of Temazepam can be decreased when it is combined with Mitotane.	Approved
Temsirolimus	The serum concentration of Temsirolimus can be decreased when it is combined with Mitotane.	Approved
Teniposide	The serum concentration of Teniposide can be decreased when it is combined with Mitotane.	Approved
Terbinafine	The serum concentration of Terbinafine can be decreased when it is combined with Mitotane.	Approved, Investigational, Vet Approved
Terfenadine	The serum concentration of Terfenadine can be decreased when it is combined with Mitotane.	Withdrawn
Tesmilifene	The serum concentration of Tesmilifene can be decreased when it is combined with Mitotane.	Investigational
Testosterone	The serum concentration of Testosterone can be decreased when it is combined with Mitotane.	Approved, Investigational
Tetracycline	The serum concentration of Tetracycline can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Theophylline	The serum concentration of Theophylline can be decreased when it is combined with Mitotane.	Approved
Thiotepa	The serum concentration of Thiotepa can be decreased when it is combined with Mitotane.	Approved
Tiagabine	The serum concentration of Tiagabine can be decreased when it is combined with Mitotane.	Approved
Ticagrelor	The serum concentration of the active metabolites of Ticagrelor can be reduced when Ticagrelor is used in combination with Mitotane resulting in a loss in efficacy.	Approved
Ticlopidine	The serum concentration of Ticlopidine can be decreased when it is combined with Mitotane.	Approved
Tinidazole	The serum concentration of Tinidazole can be decreased when it is combined with Mitotane.	Approved, Investigational
Tiotropium	The serum concentration of Tiotropium can be decreased when it is combined with Mitotane.	Approved
Tipranavir	The serum concentration of Tipranavir can be decreased when it is combined with Mitotane.	Approved, Investigational
Tixocortol	The serum concentration of Tixocortol can be decreased when it is combined with Mitotane.	Approved
Tofacitinib	The serum concentration of Tofacitinib can be decreased when it is combined with Mitotane.	Approved, Investigational
Tolterodine	The serum concentration of Tolterodine can be decreased when it is combined with Mitotane.	Approved, Investigational
Tolvaptan	The serum concentration of Tolvaptan can be decreased when it is combined with Mitotane.	Approved
Toremifene	The serum concentration of Toremifene can be decreased when it is combined with Mitotane.	Approved, Investigational
Trabectedin	The serum concentration of Trabectedin can be decreased when it is combined with Mitotane.	Approved, Investigational
Tramadol	The serum concentration of Tramadol can be decreased when it is combined with Mitotane.	Approved, Investigational
Trastuzumab	Trastuzumab may increase the cardiotoxic activities of Mitotane.	Approved, Investigational
Trastuzumab emtansine	The serum concentration of Trastuzumab emtansine can be decreased when it is combined with Mitotane.	Approved
Trazodone	The serum concentration of Trazodone can be decreased when it is combined with Mitotane.	Approved, Investigational
Tretinoin	The serum concentration of Tretinoin can be decreased when it is combined with Mitotane.	Approved, Investigational, Nutraceutical
Triamcinolone	The serum concentration of Triamcinolone can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Triazolam	The serum concentration of Triazolam can be decreased when it is combined with Mitotane.	Approved
Trimethadione	The serum concentration of Trimethadione can be decreased when it is combined with Mitotane.	Approved
Trimethoprim	The serum concentration of Trimethoprim can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Trimipramine	The serum concentration of Trimipramine can be decreased when it is combined with Mitotane.	Approved
Troglitazone	The serum concentration of Troglitazone can be decreased when it is combined with Mitotane.	Withdrawn
Udenafil	The serum concentration of Udenafil can be decreased when it is combined with Mitotane.	Approved, Investigational
Ulipristal	The serum concentration of Ulipristal can be decreased when it is combined with Mitotane.	Approved
Valdecoxib	The serum concentration of Valdecoxib can be decreased when it is combined with Mitotane.	Investigational, Withdrawn
Vandetanib	The serum concentration of Vandetanib can be decreased when it is combined with Mitotane.	Approved
Vanoxerine	The serum concentration of Vanoxerine can be decreased when it is combined with Mitotane.	Investigational
Vardenafil	The serum concentration of Vardenafil can be decreased when it is combined with Mitotane.	Approved
Vemurafenib	The serum concentration of Vemurafenib can be decreased when it is combined with Mitotane.	Approved
Venetoclax	The serum concentration of Venetoclax can be decreased when it is combined with Mitotane.	Approved
Venlafaxine	The serum concentration of Venlafaxine can be decreased when it is combined with Mitotane.	Approved
Verapamil	The serum concentration of Verapamil can be decreased when it is combined with Mitotane.	Approved
Vicriviroc	The serum concentration of Vicriviroc can be decreased when it is combined with Mitotane.	Investigational
Vilanterol	The serum concentration of Vilanterol can be decreased when it is combined with Mitotane.	Approved
Vilazodone	The serum concentration of Vilazodone can be decreased when it is combined with Mitotane.	Approved
Vinblastine	The serum concentration of Vinblastine can be decreased when it is combined with Mitotane.	Approved
Vincristine	The serum concentration of Vincristine can be decreased when it is combined with Mitotane.	Approved, Investigational
Vindesine	The serum concentration of Vindesine can be decreased when it is combined with Mitotane.	Approved
Vinorelbine	The serum concentration of Vinorelbine can be decreased when it is combined with Mitotane.	Approved, Investigational
Vismodegib	The serum concentration of Vismodegib can be decreased when it is combined with Mitotane.	Approved
Vorapaxar	The serum concentration of Vorapaxar can be decreased when it is combined with Mitotane.	Approved
Voriconazole	The serum concentration of Voriconazole can be decreased when it is combined with Mitotane.	Approved, Investigational
Vortioxetine	The serum concentration of Vortioxetine can be decreased when it is combined with Mitotane.	Approved
Warfarin	The serum concentration of Warfarin can be decreased when it is combined with Mitotane.	Approved
Yohimbine	The serum concentration of Yohimbine can be decreased when it is combined with Mitotane.	Approved, Vet Approved
Zafirlukast	The serum concentration of Zafirlukast can be decreased when it is combined with Mitotane.	Approved, Investigational
Zalcitabine	The serum concentration of Zalcitabine can be decreased when it is combined with Mitotane.	Approved
Zaleplon	The serum concentration of Zaleplon can be decreased when it is combined with Mitotane.	Approved, Illicit, Investigational
Zidovudine	The serum concentration of Zidovudine can be decreased when it is combined with Mitotane.	Approved
Zileuton	The serum concentration of Zileuton can be decreased when it is combined with Mitotane.	Approved, Investigational, Withdrawn
Ziprasidone	The serum concentration of Ziprasidone can be decreased when it is combined with Mitotane.	Approved
Zolpidem	The serum concentration of Zolpidem can be decreased when it is combined with Mitotane.	Approved
Zomepirac	The serum concentration of Zomepirac can be decreased when it is combined with Mitotane.	Withdrawn
Zonisamide	The serum concentration of Zonisamide can be decreased when it is combined with Mitotane.	Approved, Investigational
Zopiclone	The serum concentration of Zopiclone can be decreased when it is combined with Mitotane.	Approved
Zuclopenthixol	The serum concentration of Zuclopenthixol can be decreased when it is combined with Mitotane.	Approved, Investigational

Food Interactions

Take without regard to meals.

References

Synthesis Reference

Not Available

General References

Not Available

External Links

Resource	Link
Human Metabolome Database (HMDB)	HMDB14786
KEGG Drug	D00420
PubChem Compound	4211
PubChem Substance	46508319
ChemSpider	4066
ChEBI	6954
ChEMBL	CHEMBL1670
Therapeutic Targets Database	DAP000033
PharmGKB	PA164746157
Drug Product Database	2100
RxList	http://www.rxlist.com/cgi/generic2/mitotane.htm
Drugs.com	http://www.drugs.com/cdi/mitotane.html
Wikipedia	Mitotane

ATC Codes

L01XX23 — Mitotane

AHFS Codes

10:00.00

PDB Entries

Not Available

FDA label

Not Available

MSDS

Download (57 KB)

Clinical Trials

Phase	Status	Purpose	Conditions	Count
1	Completed	Treatment	Prostate Cancer	1
2	Terminated	Treatment	Recurrent Adrenocortical Carcinoma / Stage III Adrenocortical Carcinoma / Stage IV Adrenocortical Carcinoma	1
3	Active Not Recruiting	Treatment	Stage I Adrenocortical Carcinoma / Stage II Adrenocortical Carcinoma / Stage III Adrenocortical Carcinoma / Stage IV Adrenocortical Carcinoma	1
3	Completed	Treatment	Carcinoma, Adrenal Cortical	1
3	Unknown Status	Treatment	Adrenocortical Carcinoma	1

Pharmacoeconomics

Manufacturers

Bristol myers squibb

Packagers

Dosage forms

Form	Route	Strength
Tablet	Oral	500 mg
Tablet	Oral	500 mg/1

Prices

Unit description	Cost	Unit
Mitotane powder	7.75USD	g
Lysodren 500 mg tablet	5.13USD	tablet

DrugBank does not sell nor buy drugs. Pricing information is supplied for informational purposes only.

Patents

Not Available

Properties

State

Solid

Experimental Properties

Property	Value	Source
melting point (°C)	77 °C	PhysProp
water solubility	0.1 mg/L (at 25 °C)	BIGGAR,JW & RIGGS,RI (1974)
logP	6	Not Available
logS	-6.51	ADME Research, USCD

Predicted Properties

Property	Value	Source
Water Solubility	9.42e-06 mg/mL	ALOGPS
logP	6.08	ALOGPS
logP	6.11	ChemAxon
logS	-7.5	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	79.97 m³·mol^-1	ChemAxon
Polarizability	29.93 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted ADMET features

Property	Value	Probability
Human Intestinal Absorption	+	0.9942
Blood Brain Barrier	+	0.9905
Caco-2 permeable	+	0.8815
P-glycoprotein substrate	Non-substrate	0.8053
P-glycoprotein inhibitor I	Non-inhibitor	0.9004
P-glycoprotein inhibitor II	Non-inhibitor	0.988
Renal organic cation transporter	Non-inhibitor	0.7959
CYP450 2C9 substrate	Non-substrate	0.7899
CYP450 2D6 substrate	Non-substrate	0.818
CYP450 3A4 substrate	Non-substrate	0.7045
CYP450 1A2 substrate	Inhibitor	0.9542
CYP450 2C9 inhibitor	Inhibitor	0.7241
CYP450 2D6 inhibitor	Non-inhibitor	0.9349
CYP450 2C19 inhibitor	Inhibitor	0.8993
CYP450 3A4 inhibitor	Non-inhibitor	0.8629
CYP450 inhibitory promiscuity	High CYP Inhibitory Promiscuity	0.8
Ames test	Non AMES toxic	0.9751
Carcinogenicity	Non-carcinogens	0.575
Biodegradation	Not ready biodegradable	0.9596
Rat acute toxicity	2.1911 LD50, mol/kg	Not applicable
hERG inhibition (predictor I)	Weak inhibitor	0.9221
hERG inhibition (predictor II)	Non-inhibitor	0.875

ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )

Spectra

Mass Spec (NIST)

Download (8.84 KB)

Spectra

Spectrum Type	Description	Splash Key
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available
MS	Mass Spectrum (Electron Ionization)	splash10-000i-2690000000-770065ddc57899130a31	View in MoNA
1D NMR	1H NMR Spectrum	Not Available
1D NMR	13C NMR Spectrum	Not Available

Taxonomy

Description

This compound belongs to the class of organic compounds known as diphenylmethanes. These are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Chlorobenzenes / Aryl chlorides / Organochlorides / Hydrocarbon derivatives / Alkyl chlorides

Substituents

Diphenylmethane / Halobenzene / Chlorobenzene / Aryl halide / Aryl chloride / Hydrocarbon derivative / Organochloride / Organohalogen compound / Alkyl halide / Alkyl chloride

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Targets

Details

1. Cytochrome P450 11B1, mitochondrial

Kind: Protein
Organism: Human
Pharmacological action: yes
Actions: inducer

General Function:: Steroid 11-beta-monooxygenase activity
Specific Function:: Has steroid 11-beta-hydroxylase activity. In addition to this activity, the 18 or 19-hydroxylation of steroids and the aromatization of androstendione to estrone have also been ascribed to cytochrome P450 XIB.
Gene Name:: CYP11B1
Uniprot ID:: P15538
Uniprot Name:: Cytochrome P450 11B1, mitochondrial
Molecular Weight:: 57572.44 Da

References

Lindhe O, Skogseid B, Brandt I: Cytochrome P450-catalyzed binding of 3-methylsulfonyl-DDE and o,p'-DDD in human adrenal zona fasciculata/reticularis. J Clin Endocrinol Metab. 2002 Mar;87(3):1319-26. [PubMed:11889204 ]

Details

2. Adrenodoxin, mitochondrial

Kind: Protein
Organism: Human
Pharmacological action: unknown
Actions: unknown

General Function:: Iron ion binding
Specific Function:: Participates in the synthesis of thyroid hormones. Essential for the synthesis of various steroid hormones, participates in the reduction of mitochondrial cytochrome P450 for steroidogenesis. Transfers electrons from adrenodoxin reductase to CYP11A1, a cytochrome P450 that catalyzes cholesterol side-chain cleavage.
Gene Name:: FDX1
Uniprot ID:: P10109
Uniprot Name:: Adrenodoxin, mitochondrial
Molecular Weight:: 19392.475 Da

References

Kandul SV, Iatsyk MI, Kononenko VIa: [Comparative study of the effect of chloditan on the concentration of cytochrome P-450 and adrenodoxin in various organs of the dog and rat]. Fiziol Zh. 1986 Sep-Oct;32(5):579-84. [PubMed:3770229 ]
Cabrini DA, Campos MM, Tratsk KS, Merino VF, Silva JA Jr, Souza GE, Avellar MC, Pesquero JB, Calixto JB: Molecular and pharmacological evidence for modulation of kinin B(1) receptor expression by endogenous glucocorticoids hormones in rats. Br J Pharmacol. 2001 Jan;132(2):567-77. [PubMed:11159707 ]
Cai W, Counsell RE, Schteingart DE, Sinsheimer JE, Vaz AD, Wotring LL: Adrenal proteins bound by a reactive intermediate of mitotane. Cancer Chemother Pharmacol. 1997;39(6):537-40. [PubMed:9118466 ]

Details

3. Estrogen receptor alpha

Kind: Protein
Organism: Human
Pharmacological action: unknown

General Function:: Zinc ion binding
Specific Function:: Nuclear hormone receptor. The steroid hormones and their receptors are involved in the regulation of eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Ligand-dependent nuclear transactivation involves either direct homodimer binding to a palindromic estrogen response element (ERE) sequence or association with other DNA-binding transcription fact...
Gene Name:: ESR1
Uniprot ID:: P03372
Uniprot Name:: Estrogen receptor
Molecular Weight:: 66215.45 Da

References

Scippo ML, Argiris C, Van De Weerdt C, Muller M, Willemsen P, Martial J, Maghuin-Rogister G: Recombinant human estrogen, androgen and progesterone receptors for detection of potential endocrine disruptors. Anal Bioanal Chem. 2004 Feb;378(3):664-9. Epub 2003 Oct 25. [PubMed:14579009 ]

Details

4. Progesterone receptor

Kind: Protein
Organism: Human
Pharmacological action: unknown

General Function:: Zinc ion binding
Specific Function:: The steroid hormones and their receptors are involved in the regulation of eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Progesterone receptor isoform B (PRB) is involved activation of c-SRC/MAPK signaling on hormone stimulation.Isoform A: inactive in stimulating c-Src/MAPK signaling on hormone stimulation.Isoform 4: Increases mitochondrial ...
Gene Name:: PGR
Uniprot ID:: P06401
Uniprot Name:: Progesterone receptor
Molecular Weight:: 98979.96 Da

References

Scippo ML, Argiris C, Van De Weerdt C, Muller M, Willemsen P, Martial J, Maghuin-Rogister G: Recombinant human estrogen, androgen and progesterone receptors for detection of potential endocrine disruptors. Anal Bioanal Chem. 2004 Feb;378(3):664-9. Epub 2003 Oct 25. [PubMed:14579009 ]

Details

5. Androgen receptor

Kind: Protein
Organism: Human
Pharmacological action: unknown
Actions: antagonist

General Function:: Zinc ion binding
Specific Function:: Steroid hormone receptors are ligand-activated transcription factors that regulate eukaryotic gene expression and affect cellular proliferation and differentiation in target tissues. Transcription factor activity is modulated by bound coactivator and corepressor proteins. Transcription activation is down-regulated by NR0B2. Activated, but not phosphorylated, by HIPK3 and ZIPK/DAPK3.
Gene Name:: AR
Uniprot ID:: P10275
Uniprot Name:: Androgen receptor
Molecular Weight:: 98987.9 Da

References

Maness SC, McDonnell DP, Gaido KW: Inhibition of androgen receptor-dependent transcriptional activity by DDT isomers and methoxychlor in HepG2 human hepatoma cells. Toxicol Appl Pharmacol. 1998 Jul;151(1):135-42. [PubMed:9705896 ]

Enzymes

Details

1. Cytochrome P450 3A4

Kind: Protein
Organism: Human
Pharmacological action: unknown
Actions: inducer

General Function:: Vitamin d3 25-hydroxylase activity
Specific Function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiot...
Gene Name:: CYP3A4
Uniprot ID:: P08684
Uniprot Name:: Cytochrome P450 3A4
Molecular Weight:: 57342.67 Da

Carriers

Details

1. Sex hormone-binding globulin

Kind: Protein
Organism: Human
Pharmacological action: unknown

General Function:: Androgen binding
Specific Function:: Functions as an androgen transport protein, but may also be involved in receptor mediated processes. Each dimer binds one molecule of steroid. Specific for 5-alpha-dihydrotestosterone, testosterone, and 17-beta-estradiol. Regulates the plasma metabolic clearance rate of steroid hormones by controlling their plasma concentration.
Gene Name:: SHBG
Uniprot ID:: P04278
Uniprot Name:: Sex hormone-binding globulin
Molecular Weight:: 43778.755 Da

References

Nader N, Raverot G, Emptoz-Bonneton A, Dechaud H, Bonnay M, Baudin E, Pugeat M: Mitotane has an estrogenic effect on sex hormone-binding globulin and corticosteroid-binding globulin in humans. J Clin Endocrinol Metab. 2006 Jun;91(6):2165-70. Epub 2006 Mar 21. [PubMed:16551731 ]
van Seters AP, Moolenaar AJ: Mitotane increases the blood levels of hormone-binding proteins. Acta Endocrinol (Copenh). 1991 May;124(5):526-33. [PubMed:1903011 ]

Details

2. Corticosteroid-binding globulin

Kind: Protein
Organism: Human
Pharmacological action: unknown

General Function:: Steroid binding
Specific Function:: Major transport protein for glucocorticoids and progestins in the blood of almost all vertebrate species.
Gene Name:: SERPINA6
Uniprot ID:: P08185
Uniprot Name:: Corticosteroid-binding globulin
Molecular Weight:: 45140.49 Da

References

Nader N, Raverot G, Emptoz-Bonneton A, Dechaud H, Bonnay M, Baudin E, Pugeat M: Mitotane has an estrogenic effect on sex hormone-binding globulin and corticosteroid-binding globulin in humans. J Clin Endocrinol Metab. 2006 Jun;91(6):2165-70. Epub 2006 Mar 21. [PubMed:16551731 ]
Tron'ko MD: [Effect of chlodithane (o,p'-DDD) on transcortin binding ability in Itsenko-Cushing's disease]. Fiziol Zh. 1970 Nov-Dec;16(6):844-5. [PubMed:5520073 ]

Drug created on June 13, 2005 07:24 / Updated on August 23, 2017 14:55

Structure for DB00648 (Mitotane)

Targets

References

References

References

References

References

Enzymes

Carriers

References

References