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Identification
NameEstriol
Accession NumberDB04573  (EXPT01361, DB05375)
TypeSmall Molecule
GroupsApproved, Vet Approved
DescriptionA hydroxylated metabolite of estradiol or estrone that has a hydroxyl group at C3-beta, 16-alpha, and 17-beta position. Estriol is a major urinary estrogen. During pregnancy, large amount of estriol is produced by the placenta. Isomers with inversion of the hydroxyl group or groups are called epiestriol. Though estriol is used as part of the primarily North American phenomenon of bioidentical hormone replacement therapy, it is not approved for use by the FDA or Health Canada. It is however available in the United States by prescription filled only by compounding pharmacies. It has also been approved and marketed throughout Europe and Asia for approximately 40 years for the treatment of post-menopausal hot flashes.
Structure
Thumb
Synonyms
(16alpha,17beta)-Estra-1,3,5(10)-triene-3,16,17-triol
(16α,17β)-estra-1,3,5(10)-triene-3,16,17-triol
1,3,5(10)-Estratriene-3,16-alpha,17beta-triol
16-alpha-Hydroxyestradiol
16alpha-hydroxyestradiol
16α-hydroxyestradiol
3,16alpha,17beta-Trihydroxy-delta(1,3,5)-estratriene
Deuslon-a
Estriel
Estriol
Oestriol
Trihydroxyestrin
External Identifiers Not Available
Approved Prescription ProductsNot Available
Approved Generic Prescription ProductsNot Available
Approved Over the Counter ProductsNot Available
Unapproved/Other Products Not Available
International Brands
NameCompany
AacifemineOrganon
ColpoestriolTemis-Lostalo
OvestinMerck Sharp & Dohme
Synapause EOrganon
Brand mixturesNot Available
Salts
Name/CASStructureProperties
Estriol tripropionate
Thumb
  • InChI Key: ONMZMZJEZHMWQL-REUUDLSRSA-N
  • Monoisotopic Mass: 456.251188884
  • Average Mass: 456.5711
DBSALT000069
Categories
UNIIFB33469R8E
CAS number50-27-1
WeightAverage: 288.3814
Monoisotopic: 288.172544634
Chemical FormulaC18H24O3
InChI KeyPROQIPRRNZUXQM-ZXXIGWHRSA-N
InChI
InChI=1S/C18H24O3/c1-18-7-6-13-12-5-3-11(19)8-10(12)2-4-14(13)15(18)9-16(20)17(18)21/h3,5,8,13-17,19-21H,2,4,6-7,9H2,1H3/t13-,14-,15+,16-,17+,18+/m1/s1
IUPAC Name
(1S,10R,11S,13R,14R,15S)-15-methyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadeca-2(7),3,5-triene-5,13,14-triol
SMILES
[H][C@@]12C[C@@H](O)[[email protected]](O)[C@@]1(C)CC[C@]1([H])C3=C(CC[C@@]21[H])C=C(O)C=C3
Pharmacology
IndicationUsed as a test to determine the general health of an unborn fetus.
Structured Indications Not Available
PharmacodynamicsEstriol (also oestriol) is one of the three main estrogens produced by the human body. It is only produced in significant amounts during pregnancy as it is made by the placenta. In pregnant women with multiple sclerosis (MS), estriol reduces the disease's symptoms noticeably, according to researchers at UCLA's Geffen Medical School.
Mechanism of actionEstriol levels can be measured to give an indication of the general health of the fetus. DHEA-S is produced by the adrenal cortex of the fetus. This is converted to estriol by the placenta. If levels of "unconjugated estriol" are abnormally low in a pregnant woman, this may indicate a problem with the development of the child. The drug interacts with a target cell receptor. When the estrogen receptor has bound its ligand it can enter the nucleus of the target cell, and regulate gene transcription which leads to formation of messenger RNA. The mRNA interacts with ribosomes to produce specific proteins that express the effect of estriol upon the target cell. Estrogens increase the hepatic synthesis of sex hormone binding globulin (SHBG), thyroid-binding globulin (TBG), and other serum proteins and suppress follicle-stimulating hormone (FSH) from the anterior pituitary.
TargetKindPharmacological actionActionsOrganismUniProt ID
Estrogen receptorProteinyes
agonist
HumanP03372 details
Estrogen receptor betaProteinunknown
agonist
HumanQ92731 details
Related Articles
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
SubstrateEnzymesProduct
Estriol
Not Available
Estriol-16-GlucuronideDetails
Estriol
Not Available
Estriol-17-glucuronideDetails
Estriol
Not Available
Estriol-3-glucuronideDetails
Estriol
Not Available
16-alpha,17-beta-estriol 17-beta-D-glucuronideDetails
Estriol
Not Available
Estriol 3-sulfate 16-glucuronideDetails
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityORAL (LD50): Acute: >2000 mg/kg [Rat].
Affected organisms
  • Humans and other mammals
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
Interactions
Drug Interactions
DrugInteractionDrug group
16-BromoepiandrosteroneThe serum concentration of 16-Bromoepiandrosterone can be increased when it is combined with Estriol.Investigational
19-norandrostenedioneThe serum concentration of 19-norandrostenedione can be increased when it is combined with Estriol.Experimental, Illicit
4-AndrostenedioneThe serum concentration of 4-Androstenedione can be increased when it is combined with Estriol.Experimental, Illicit
5-androstenedioneThe serum concentration of 5-androstenedione can be increased when it is combined with Estriol.Experimental, Illicit
AbciximabEstriol may decrease the anticoagulant activities of Abciximab.Approved
AcebutololThe serum concentration of Acebutolol can be decreased when it is combined with Estriol.Approved
AcenocoumarolEstriol may decrease the anticoagulant activities of Acenocoumarol.Approved
AcetaminophenThe serum concentration of Acetaminophen can be decreased when it is combined with Estriol.Approved
Acetylsalicylic acidThe serum concentration of Acetylsalicylic acid can be decreased when it is combined with Estriol.Approved, Vet Approved
AfatinibThe serum concentration of Afatinib can be decreased when it is combined with Estriol.Approved
AlbendazoleThe serum concentration of Estriol can be increased when it is combined with Albendazole.Approved, Vet Approved
AlclometasoneThe serum concentration of Alclometasone can be increased when it is combined with Estriol.Approved
AldosteroneThe serum concentration of Aldosterone can be increased when it is combined with Estriol.Experimental
AlectinibThe serum concentration of Estriol can be increased when it is combined with Alectinib.Approved
AlfentanilThe serum concentration of Estriol can be increased when it is combined with Alfentanil.Approved, Illicit
AlitretinoinThe serum concentration of Alitretinoin can be decreased when it is combined with Estriol.Approved, Investigational
AmantadineThe serum concentration of Estriol can be increased when it is combined with Amantadine.Approved
AmbrisentanThe serum concentration of Ambrisentan can be decreased when it is combined with Estriol.Approved, Investigational
Ambroxol acefyllinateThe serum concentration of Ambroxol acefyllinate can be increased when it is combined with Estriol.Experimental
AmcinonideThe serum concentration of Amcinonide can be increased when it is combined with Estriol.Approved
Aminohippuric acidThe serum concentration of Estriol can be increased when it is combined with Aminohippuric acid.Approved
AminophyllineThe serum concentration of Aminophylline can be increased when it is combined with Estriol.Approved
AmiodaroneThe serum concentration of Estriol can be decreased when it is combined with Amiodarone.Approved, Investigational
AmitriptylineThe serum concentration of Amitriptyline can be decreased when it is combined with Estriol.Approved
AmlodipineThe serum concentration of Estriol can be increased when it is combined with Amlodipine.Approved
AmprenavirThe serum concentration of Estriol can be decreased when it is combined with Amprenavir.Approved
AmsacrineThe serum concentration of Estriol can be increased when it is combined with Amsacrine.Approved
AnastrozoleThe therapeutic efficacy of Anastrozole can be decreased when used in combination with Estriol.Approved, Investigational
AncrodEstriol may decrease the anticoagulant activities of Ancrod.Investigational
AnecortaveThe serum concentration of Anecortave can be increased when it is combined with Estriol.Investigational
Anthrax immune globulin humanEstriol may increase the thrombogenic activities of Anthrax immune globulin human.Approved
Antithrombin III humanEstriol may decrease the anticoagulant activities of Antithrombin III human.Approved
ApixabanEstriol may decrease the anticoagulant activities of Apixaban.Approved
ArdeparinEstriol may decrease the anticoagulant activities of Ardeparin.Approved, Withdrawn
ArgatrobanEstriol may decrease the anticoagulant activities of Argatroban.Approved, Investigational
Arsenic trioxideThe serum concentration of Arsenic trioxide can be decreased when it is combined with Estriol.Approved, Investigational
AstemizoleThe serum concentration of Estriol can be increased when it is combined with Astemizole.Approved, Withdrawn
AtazanavirThe serum concentration of Atazanavir can be decreased when it is combined with Estriol.Approved, Investigational
AtenololThe serum concentration of Atenolol can be decreased when it is combined with Estriol.Approved
AtorvastatinThe serum concentration of Estriol can be increased when it is combined with Atorvastatin.Approved
AxitinibThe serum concentration of Axitinib can be decreased when it is combined with Estriol.Approved, Investigational
AzelastineThe serum concentration of Estriol can be increased when it is combined with Azelastine.Approved
AzithromycinThe serum concentration of Estriol can be increased when it is combined with Azithromycin.Approved
BecaplerminEstriol may decrease the anticoagulant activities of Becaplermin.Approved, Investigational
BeclomethasoneThe serum concentration of Beclomethasone can be increased when it is combined with Estriol.Investigational
Beclomethasone dipropionateThe serum concentration of Beclomethasone dipropionate can be increased when it is combined with Estriol.Approved, Investigational
BenzocaineThe serum concentration of Estriol can be increased when it is combined with Benzocaine.Approved
BepridilThe serum concentration of Estriol can be increased when it is combined with Bepridil.Approved, Withdrawn
BetamethasoneThe serum concentration of Betamethasone can be increased when it is combined with Estriol.Approved, Vet Approved
BetamethasoneThe serum concentration of Betamethasone can be decreased when it is combined with Estriol.Approved, Vet Approved
BiperidenThe serum concentration of Estriol can be increased when it is combined with Biperiden.Approved
BivalirudinEstriol may decrease the anticoagulant activities of Bivalirudin.Approved, Investigational
BoceprevirThe serum concentration of Boceprevir can be decreased when it is combined with Estriol.Approved
BosutinibThe serum concentration of Bosutinib can be decreased when it is combined with Estriol.Approved
Brentuximab vedotinThe serum concentration of Brentuximab vedotin can be decreased when it is combined with Estriol.Approved
BromocriptineThe serum concentration of Bromocriptine can be decreased when it is combined with Estriol.Approved, Investigational
BudesonideThe serum concentration of Budesonide can be increased when it is combined with Estriol.Approved
BuprenorphineThe serum concentration of Estriol can be increased when it is combined with Buprenorphine.Approved, Illicit, Investigational, Vet Approved
BuspironeThe serum concentration of Estriol can be increased when it is combined with Buspirone.Approved, Investigational
C1 Esterase Inhibitor (Human)Estriol may increase the thrombogenic activities of C1 Esterase Inhibitor (Human).Approved
C1 Esterase Inhibitor (Recombinant)Estriol may increase the thrombogenic activities of C1 Esterase Inhibitor (Recombinant).Approved
CabazitaxelThe serum concentration of Cabazitaxel can be decreased when it is combined with Estriol.Approved
CaffeineThe serum concentration of Caffeine can be decreased when it is combined with Estriol.Approved
CamptothecinThe serum concentration of Camptothecin can be decreased when it is combined with Estriol.Experimental
CanagliflozinThe serum concentration of Canagliflozin can be decreased when it is combined with Estriol.Approved
CandesartanThe serum concentration of Estriol can be increased when it is combined with Candesartan.Approved
CaptoprilThe serum concentration of Estriol can be increased when it is combined with Captopril.Approved
CarbamazepineThe serum concentration of Estriol can be decreased when it is combined with Carbamazepine.Approved, Investigational
CarfilzomibThe serum concentration of Carfilzomib can be decreased when it is combined with Estriol.Approved
CarvedilolThe serum concentration of Estriol can be increased when it is combined with Carvedilol.Approved, Investigational
CaspofunginThe serum concentration of Estriol can be increased when it is combined with Caspofungin.Approved
CelecoxibCelecoxib may increase the thrombogenic activities of Estriol.Approved, Investigational
CeritinibThe serum concentration of Ceritinib can be decreased when it is combined with Estriol.Approved
CerivastatinThe serum concentration of Cerivastatin can be decreased when it is combined with Estriol.Withdrawn
CertoparinEstriol may decrease the anticoagulant activities of Certoparin.Approved
Chenodeoxycholic acidThe therapeutic efficacy of Chenodeoxycholic acid can be decreased when used in combination with Estriol.Approved
ChloroquineThe serum concentration of Estriol can be increased when it is combined with Chloroquine.Approved, Vet Approved
ChlorpromazineThe serum concentration of Chlorpromazine can be decreased when it is combined with Estriol.Approved, Vet Approved
ChlorpropamideThe serum concentration of Estriol can be increased when it is combined with Chlorpropamide.Approved
ChlorprothixeneThe serum concentration of Estriol can be increased when it is combined with Chlorprothixene.Approved, Withdrawn
CholesterolThe serum concentration of Estriol can be increased when it is combined with Cholesterol.Experimental
Cholic AcidThe serum concentration of Estriol can be decreased when it is combined with Cholic Acid.Approved
CiclesonideThe serum concentration of Ciclesonide can be increased when it is combined with Estriol.Approved, Investigational
CilazaprilThe serum concentration of Estriol can be increased when it is combined with Cilazapril.Approved
CimetidineThe serum concentration of Estriol can be decreased when it is combined with Cimetidine.Approved
CiprofloxacinThe serum concentration of Ciprofloxacin can be decreased when it is combined with Estriol.Approved, Investigational
CisplatinThe serum concentration of Cisplatin can be decreased when it is combined with Estriol.Approved
CitalopramThe serum concentration of Citalopram can be decreased when it is combined with Estriol.Approved
Citric AcidEstriol may decrease the anticoagulant activities of Citric Acid.Nutraceutical, Vet Approved
ClarithromycinThe serum concentration of Clarithromycin can be decreased when it is combined with Estriol.Approved
ClobazamThe serum concentration of Clobazam can be decreased when it is combined with Estriol.Approved, Illicit
ClobetasolThe serum concentration of Clobetasol can be increased when it is combined with Estriol.Investigational
Clobetasol propionateThe serum concentration of Clobetasol propionate can be increased when it is combined with Estriol.Approved
ClocortoloneThe serum concentration of Clocortolone can be increased when it is combined with Estriol.Approved
ClofazimineThe serum concentration of Estriol can be increased when it is combined with Clofazimine.Approved, Investigational
ClomifeneThe serum concentration of Clomifene can be decreased when it is combined with Estriol.Approved, Investigational
ClomipramineThe serum concentration of Estriol can be increased when it is combined with Clomipramine.Approved, Vet Approved
ClonidineThe serum concentration of Clonidine can be decreased when it is combined with Estriol.Approved
ClopidogrelThe serum concentration of Clopidogrel can be decreased when it is combined with Estriol.Approved, Nutraceutical
ClotrimazoleThe serum concentration of Estriol can be decreased when it is combined with Clotrimazole.Approved, Vet Approved
ClozapineThe serum concentration of Clozapine can be decreased when it is combined with Estriol.Approved
CobicistatThe serum concentration of Estriol can be increased when it is combined with Cobicistat.Approved
CobimetinibThe serum concentration of Cobimetinib can be decreased when it is combined with Estriol.Approved
ColchicineThe serum concentration of Colchicine can be decreased when it is combined with Estriol.Approved
ColforsinThe serum concentration of Estriol can be increased when it is combined with Colforsin.Experimental
Conjugated Equine EstrogensThe serum concentration of Conjugated Equine Estrogens can be decreased when it is combined with Estriol.Approved
Cortisone acetateThe serum concentration of Cortisone acetate can be increased when it is combined with Estriol.Approved
CrizotinibThe serum concentration of Crizotinib can be decreased when it is combined with Estriol.Approved
CyclophosphamideThe serum concentration of Estriol can be increased when it is combined with Cyclophosphamide.Approved, Investigational
CyclosporineThe serum concentration of Estriol can be decreased when it is combined with Cyclosporine.Approved, Investigational, Vet Approved
Dabigatran etexilateThe serum concentration of Dabigatran etexilate can be decreased when it is combined with Estriol.Approved
DabrafenibThe serum concentration of Dabrafenib can be decreased when it is combined with Estriol.Approved
DaclatasvirThe serum concentration of Estriol can be increased when it is combined with Daclatasvir.Approved
DactinomycinThe serum concentration of Dactinomycin can be decreased when it is combined with Estriol.Approved
DalteparinEstriol may decrease the anticoagulant activities of Dalteparin.Approved
DanaparoidEstriol may decrease the anticoagulant activities of Danaparoid.Approved, Withdrawn
DapagliflozinThe serum concentration of Dapagliflozin can be decreased when it is combined with Estriol.Approved
DasatinibThe serum concentration of Dasatinib can be decreased when it is combined with Estriol.Approved, Investigational
DaunorubicinThe serum concentration of Estriol can be decreased when it is combined with Daunorubicin.Approved
DebrisoquinThe serum concentration of Debrisoquin can be decreased when it is combined with Estriol.Approved
dehydroepiandrosterone sulfateThe serum concentration of dehydroepiandrosterone sulfate can be increased when it is combined with Estriol.Investigational
DesipramineThe serum concentration of Estriol can be increased when it is combined with Desipramine.Approved
DesirudinEstriol may decrease the anticoagulant activities of Desirudin.Approved
DesloratadineThe serum concentration of Estriol can be increased when it is combined with Desloratadine.Approved, Investigational
DesoximetasoneThe serum concentration of Desoximetasone can be increased when it is combined with Estriol.Approved
Desoxycorticosterone acetateThe serum concentration of Desoxycorticosterone acetate can be increased when it is combined with Estriol.Approved
Desoxycorticosterone PivalateThe serum concentration of Desoxycorticosterone Pivalate can be increased when it is combined with Estriol.Experimental, Vet Approved
DexamethasoneThe serum concentration of Dexamethasone can be increased when it is combined with Estriol.Approved, Investigational, Vet Approved
Dexamethasone isonicotinateThe serum concentration of Dexamethasone isonicotinate can be increased when it is combined with Estriol.Vet Approved
DextranEstriol may decrease the anticoagulant activities of Dextran.Approved, Vet Approved
Dextran 40Estriol may decrease the anticoagulant activities of Dextran 40.Approved
Dextran 70Estriol may decrease the anticoagulant activities of Dextran 70.Approved
Dextran 75Estriol may decrease the anticoagulant activities of Dextran 75.Approved
DextromethorphanThe serum concentration of Estriol can be increased when it is combined with Dextromethorphan.Approved
DiazepamThe serum concentration of Diazepam can be decreased when it is combined with Estriol.Approved, Illicit, Vet Approved
DiclofenacThe serum concentration of Estriol can be increased when it is combined with Diclofenac.Approved, Vet Approved
DicoumarolEstriol may decrease the anticoagulant activities of Dicoumarol.Approved
DiethylstilbestrolThe serum concentration of Diethylstilbestrol can be decreased when it is combined with Estriol.Approved
DiflorasoneThe serum concentration of Diflorasone can be increased when it is combined with Estriol.Approved
DifluocortoloneThe serum concentration of Difluocortolone can be increased when it is combined with Estriol.Approved
DifluprednateThe serum concentration of Difluprednate can be increased when it is combined with Estriol.Approved
DigitoxinThe serum concentration of Digitoxin can be decreased when it is combined with Estriol.Approved
DigoxinThe serum concentration of Estriol can be decreased when it is combined with Digoxin.Approved
DihydroergotamineThe serum concentration of Estriol can be increased when it is combined with Dihydroergotamine.Approved
DihydrotestosteroneThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Estriol.Illicit
DiltiazemThe serum concentration of Diltiazem can be decreased when it is combined with Estriol.Approved
DipyridamoleThe serum concentration of Dipyridamole can be decreased when it is combined with Estriol.Approved
DocetaxelThe serum concentration of Docetaxel can be decreased when it is combined with Estriol.Approved, Investigational
DomperidoneThe serum concentration of Domperidone can be decreased when it is combined with Estriol.Approved, Investigational, Vet Approved
DoxazosinThe serum concentration of Estriol can be increased when it is combined with Doxazosin.Approved
DoxepinThe serum concentration of Estriol can be increased when it is combined with Doxepin.Approved
DoxorubicinThe serum concentration of Doxorubicin can be decreased when it is combined with Estriol.Approved, Investigational
DronabinolThe serum concentration of Estriol can be increased when it is combined with Dronabinol.Approved, Illicit
DronedaroneThe serum concentration of Estriol can be increased when it is combined with Dronedarone.Approved
DyphyllineThe serum concentration of Dyphylline can be increased when it is combined with Estriol.Approved
Edetic AcidEstriol may decrease the anticoagulant activities of Edetic Acid.Approved, Vet Approved
EdoxabanEstriol may decrease the anticoagulant activities of Edoxaban.Approved
ElbasvirThe serum concentration of Estriol can be increased when it is combined with Elbasvir.Approved
EletriptanThe serum concentration of Eletriptan can be decreased when it is combined with Estriol.Approved, Investigational
EnalaprilThe serum concentration of Estriol can be increased when it is combined with Enalapril.Approved, Vet Approved
EnoxaparinEstriol may decrease the anticoagulant activities of Enoxaparin.Approved
EnzalutamideThe serum concentration of Estriol can be increased when it is combined with Enzalutamide.Approved
EpinastineThe serum concentration of Epinastine can be decreased when it is combined with Estriol.Approved, Investigational
EquileninThe serum concentration of Equilenin can be increased when it is combined with Estriol.Experimental
EquilinThe serum concentration of Equilin can be increased when it is combined with Estriol.Approved
ErgonovineThe serum concentration of Estriol can be increased when it is combined with Ergonovine.Approved
ErgotamineThe serum concentration of Estriol can be increased when it is combined with Ergotamine.Approved
ErlotinibThe serum concentration of Erlotinib can be decreased when it is combined with Estriol.Approved, Investigational
ErythromycinThe serum concentration of Estriol can be decreased when it is combined with Erythromycin.Approved, Vet Approved
EstradiolThe serum concentration of Estradiol can be decreased when it is combined with Estriol.Approved, Investigational, Vet Approved
EstramustineThe serum concentration of Estriol can be increased when it is combined with Estramustine.Approved
EstroneThe serum concentration of Estrone can be increased when it is combined with Estriol.Approved
Estrone sulfateThe serum concentration of Estrone sulfate can be increased when it is combined with Estriol.Approved
Ethinyl EstradiolThe serum concentration of Ethinyl Estradiol can be decreased when it is combined with Estriol.Approved
Ethyl biscoumacetateEstriol may decrease the anticoagulant activities of Ethyl biscoumacetate.Withdrawn
EtodolacEtodolac may increase the thrombogenic activities of Estriol.Approved, Investigational, Vet Approved
EtoposideThe serum concentration of Etoposide can be decreased when it is combined with Estriol.Approved
EtoricoxibEtoricoxib may increase the thrombogenic activities of Estriol.Approved, Investigational
EtravirineThe serum concentration of Estriol can be increased when it is combined with Etravirine.Approved
ExemestaneThe therapeutic efficacy of Exemestane can be decreased when used in combination with Estriol.Approved, Investigational
EzetimibeThe serum concentration of Ezetimibe can be decreased when it is combined with Estriol.Approved
FelodipineThe serum concentration of Estriol can be increased when it is combined with Felodipine.Approved, Investigational
FentanylThe serum concentration of Estriol can be increased when it is combined with Fentanyl.Approved, Illicit, Investigational, Vet Approved
FesoterodineThe serum concentration of Fesoterodine can be decreased when it is combined with Estriol.Approved
FexofenadineThe serum concentration of Fexofenadine can be decreased when it is combined with Estriol.Approved
FidaxomicinThe serum concentration of Fidaxomicin can be decreased when it is combined with Estriol.Approved
fluasteroneThe serum concentration of fluasterone can be increased when it is combined with Estriol.Investigational
FluconazoleThe serum concentration of Estriol can be increased when it is combined with Fluconazole.Approved
FludrocortisoneThe serum concentration of Fludrocortisone can be increased when it is combined with Estriol.Approved
FluindioneEstriol may decrease the anticoagulant activities of Fluindione.Investigational
FlumethasoneThe serum concentration of Flumethasone can be increased when it is combined with Estriol.Approved, Vet Approved
FlunisolideThe serum concentration of Flunisolide can be increased when it is combined with Estriol.Approved, Investigational
Fluocinolone AcetonideThe serum concentration of Fluocinolone Acetonide can be increased when it is combined with Estriol.Approved, Investigational, Vet Approved
FluocinonideThe serum concentration of Fluocinonide can be increased when it is combined with Estriol.Approved, Investigational
FluocortoloneThe serum concentration of Fluocortolone can be increased when it is combined with Estriol.Approved, Withdrawn
FluorometholoneThe serum concentration of Fluorometholone can be increased when it is combined with Estriol.Approved
FluoxetineThe serum concentration of Estriol can be increased when it is combined with Fluoxetine.Approved, Vet Approved
FlupentixolThe serum concentration of Estriol can be increased when it is combined with Flupentixol.Approved, Withdrawn
FluphenazineThe serum concentration of Estriol can be increased when it is combined with Fluphenazine.Approved
FluprednideneThe serum concentration of Fluprednidene can be increased when it is combined with Estriol.Approved, Withdrawn
FluprednisoloneThe serum concentration of Fluprednisolone can be increased when it is combined with Estriol.Approved
FlurandrenolideThe serum concentration of Flurandrenolide can be increased when it is combined with Estriol.Approved
FlurazepamThe serum concentration of Estriol can be increased when it is combined with Flurazepam.Approved, Illicit
Fluticasone furoateThe serum concentration of Fluticasone furoate can be increased when it is combined with Estriol.Approved
Fluticasone PropionateThe serum concentration of Fluticasone Propionate can be increased when it is combined with Estriol.Approved
FluvoxamineThe serum concentration of Estriol can be increased when it is combined with Fluvoxamine.Approved, Investigational
FondaparinuxEstriol may decrease the anticoagulant activities of Fondaparinux.Investigational
Fondaparinux sodiumEstriol may decrease the anticoagulant activities of Fondaparinux sodium.Approved, Investigational
FormestaneThe serum concentration of Formestane can be increased when it is combined with Estriol.Approved, Investigational, Withdrawn
GabexateEstriol may decrease the anticoagulant activities of Gabexate.Investigational
GefitinibThe serum concentration of Gefitinib can be decreased when it is combined with Estriol.Approved, Investigational
GemcitabineThe serum concentration of Gemcitabine can be decreased when it is combined with Estriol.Approved
GenisteinThe serum concentration of Estriol can be increased when it is combined with Genistein.Investigational
GlyburideThe serum concentration of Estriol can be increased when it is combined with Glyburide.Approved
GlycerolThe serum concentration of Estriol can be increased when it is combined with Glycerol.Experimental
Gramicidin DThe serum concentration of Estriol can be increased when it is combined with Gramicidin D.Approved
GrazoprevirThe serum concentration of Grazoprevir can be decreased when it is combined with Estriol.Approved
GrepafloxacinThe serum concentration of Grepafloxacin can be decreased when it is combined with Estriol.Withdrawn
HaloperidolThe serum concentration of Haloperidol can be decreased when it is combined with Estriol.Approved
HE3286The serum concentration of HE3286 can be increased when it is combined with Estriol.Investigational
HeparinEstriol may decrease the anticoagulant activities of Heparin.Approved, Investigational
HirulogEstriol may decrease the anticoagulant activities of Hirulog.Experimental
HyaluronidaseThe therapeutic efficacy of Hyaluronidase can be decreased when used in combination with Estriol.Approved, Investigational
HydrocortisoneThe serum concentration of Hydrocortisone can be increased when it is combined with Estriol.Approved, Vet Approved
IbuprofenThe serum concentration of Ibuprofen can be decreased when it is combined with Estriol.Approved
IdelalisibThe serum concentration of Idelalisib can be decreased when it is combined with Estriol.Approved
idraparinuxEstriol may decrease the anticoagulant activities of idraparinux.Investigational
ImatinibThe serum concentration of Imatinib can be decreased when it is combined with Estriol.Approved
ImipramineThe serum concentration of Imipramine can be decreased when it is combined with Estriol.Approved
IndacaterolThe serum concentration of Indacaterol can be decreased when it is combined with Estriol.Approved
IndinavirThe serum concentration of Estriol can be decreased when it is combined with Indinavir.Approved
IndomethacinThe serum concentration of Indomethacin can be decreased when it is combined with Estriol.Approved, Investigational
IrinotecanThe serum concentration of Irinotecan can be decreased when it is combined with Estriol.Approved, Investigational
IsavuconazoniumThe serum concentration of Estriol can be increased when it is combined with Isavuconazonium.Approved, Investigational
IstaroximeThe serum concentration of Istaroxime can be increased when it is combined with Estriol.Investigational
ItraconazoleThe serum concentration of Estriol can be increased when it is combined with Itraconazole.Approved, Investigational
IvacaftorThe serum concentration of Estriol can be increased when it is combined with Ivacaftor.Approved
IvermectinThe serum concentration of Ivermectin can be decreased when it is combined with Estriol.Approved, Vet Approved
KetamineThe serum concentration of Estriol can be increased when it is combined with Ketamine.Approved, Vet Approved
KetazolamThe serum concentration of Ketazolam can be decreased when it is combined with Estriol.Approved
KetoconazoleThe serum concentration of Ketoconazole can be decreased when it is combined with Estriol.Approved, Investigational
LamivudineThe serum concentration of Lamivudine can be decreased when it is combined with Estriol.Approved, Investigational
LamotrigineThe serum concentration of Lamotrigine can be decreased when it is combined with Estriol.Approved, Investigational
LansoprazoleThe serum concentration of Lansoprazole can be decreased when it is combined with Estriol.Approved, Investigational
LapatinibThe serum concentration of Estriol can be increased when it is combined with Lapatinib.Approved, Investigational
LedipasvirThe serum concentration of Ledipasvir can be decreased when it is combined with Estriol.Approved
LenalidomideEstriol may increase the thrombogenic activities of Lenalidomide.Approved
LenvatinibThe serum concentration of Lenvatinib can be decreased when it is combined with Estriol.Approved
LepirudinEstriol may decrease the anticoagulant activities of Lepirudin.Approved
LevetiracetamThe serum concentration of Levetiracetam can be decreased when it is combined with Estriol.Approved, Investigational
LevofloxacinThe serum concentration of Levofloxacin can be decreased when it is combined with Estriol.Approved, Investigational
LevomilnacipranThe serum concentration of Levomilnacipran can be decreased when it is combined with Estriol.Approved
LevothyroxineThe serum concentration of Estriol can be decreased when it is combined with Levothyroxine.Approved
LidocaineThe serum concentration of Estriol can be increased when it is combined with Lidocaine.Approved, Vet Approved
LinagliptinThe serum concentration of Linagliptin can be decreased when it is combined with Estriol.Approved
LiothyronineThe serum concentration of Estriol can be decreased when it is combined with Liothyronine.Approved, Vet Approved
LiotrixThe serum concentration of Estriol can be decreased when it is combined with Liotrix.Approved
LisinoprilThe serum concentration of Estriol can be increased when it is combined with Lisinopril.Approved, Investigational
LomitapideThe serum concentration of Estriol can be increased when it is combined with Lomitapide.Approved
LoperamideThe serum concentration of Loperamide can be decreased when it is combined with Estriol.Approved
LopinavirThe serum concentration of Estriol can be increased when it is combined with Lopinavir.Approved
LoratadineThe serum concentration of Estriol can be increased when it is combined with Loratadine.Approved
LosartanThe serum concentration of Losartan can be decreased when it is combined with Estriol.Approved
LovastatinThe serum concentration of Estriol can be increased when it is combined with Lovastatin.Approved, Investigational
LumacaftorThe serum concentration of Estriol can be decreased when it is combined with Lumacaftor.Approved
LumiracoxibLumiracoxib may increase the thrombogenic activities of Estriol.Approved, Investigational
MannitolThe serum concentration of Mannitol can be decreased when it is combined with Estriol.Approved, Investigational
MaprotilineThe serum concentration of Estriol can be increased when it is combined with Maprotiline.Approved
ME-609The serum concentration of ME-609 can be increased when it is combined with Estriol.Investigational
MebendazoleThe serum concentration of Estriol can be increased when it is combined with Mebendazole.Approved, Vet Approved
MedrysoneThe serum concentration of Medrysone can be increased when it is combined with Estriol.Approved
MefloquineThe serum concentration of Estriol can be increased when it is combined with Mefloquine.Approved
Megestrol acetateThe serum concentration of Estriol can be increased when it is combined with Megestrol acetate.Approved, Vet Approved
MelengestrolThe serum concentration of Melengestrol can be increased when it is combined with Estriol.Vet Approved
MeprobamateThe serum concentration of Estriol can be increased when it is combined with Meprobamate.Approved, Illicit
MethadoneThe serum concentration of Estriol can be increased when it is combined with Methadone.Approved
MethotrexateThe serum concentration of Methotrexate can be decreased when it is combined with Estriol.Approved
MethylprednisoloneThe serum concentration of Methylprednisolone can be increased when it is combined with Estriol.Approved, Vet Approved
MetoprololThe serum concentration of Metoprolol can be decreased when it is combined with Estriol.Approved, Investigational
MibefradilThe serum concentration of Estriol can be increased when it is combined with Mibefradil.Withdrawn
MiconazoleThe serum concentration of Estriol can be increased when it is combined with Miconazole.Approved, Investigational, Vet Approved
MidazolamThe serum concentration of Estriol can be decreased when it is combined with Midazolam.Approved, Illicit
MifepristoneThe serum concentration of Estriol can be decreased when it is combined with Mifepristone.Approved, Investigational
MirabegronThe serum concentration of Mirabegron can be decreased when it is combined with Estriol.Approved
MitomycinThe serum concentration of Estriol can be increased when it is combined with Mitomycin.Approved
MitoxantroneThe serum concentration of Estriol can be decreased when it is combined with Mitoxantrone.Approved, Investigational
MometasoneThe serum concentration of Mometasone can be increased when it is combined with Estriol.Approved, Vet Approved
MorphineThe serum concentration of Morphine can be decreased when it is combined with Estriol.Approved, Investigational
Mycophenolate mofetilThe serum concentration of Mycophenolate mofetil can be decreased when it is combined with Estriol.Approved, Investigational
NabumetoneNabumetone may increase the thrombogenic activities of Estriol.Approved
NadololThe serum concentration of Nadolol can be decreased when it is combined with Estriol.Approved
NadroparinEstriol may decrease the anticoagulant activities of Nadroparin.Approved
NafamostatEstriol may decrease the anticoagulant activities of Nafamostat.Investigational
NaloxoneThe serum concentration of Naloxone can be decreased when it is combined with Estriol.Approved, Vet Approved
NaltrexoneThe serum concentration of Estriol can be increased when it is combined with Naltrexone.Approved, Investigational, Vet Approved
NaringeninThe serum concentration of Estriol can be increased when it is combined with Naringenin.Experimental
NCX 1022The serum concentration of NCX 1022 can be increased when it is combined with Estriol.Investigational
NefazodoneThe serum concentration of Estriol can be decreased when it is combined with Nefazodone.Approved, Withdrawn
NelfinavirThe serum concentration of Estriol can be decreased when it is combined with Nelfinavir.Approved
NeostigmineThe serum concentration of Estriol can be increased when it is combined with Neostigmine.Approved, Vet Approved
NicardipineThe serum concentration of Nicardipine can be decreased when it is combined with Estriol.Approved
NifedipineThe serum concentration of Estriol can be decreased when it is combined with Nifedipine.Approved
NilotinibThe serum concentration of Nilotinib can be decreased when it is combined with Estriol.Approved, Investigational
NintedanibThe serum concentration of Nintedanib can be decreased when it is combined with Estriol.Approved
NisoldipineThe serum concentration of Estriol can be increased when it is combined with Nisoldipine.Approved
NitrazepamThe serum concentration of Estriol can be increased when it is combined with Nitrazepam.Approved
NitrendipineThe serum concentration of Estriol can be increased when it is combined with Nitrendipine.Approved
NizatidineThe serum concentration of Nizatidine can be decreased when it is combined with Estriol.Approved
NorethisteroneThe serum concentration of Estriol can be decreased when it is combined with Norethisterone.Approved
OlanzapineThe serum concentration of Olanzapine can be decreased when it is combined with Estriol.Approved, Investigational
Oleoyl estroneThe serum concentration of Oleoyl estrone can be increased when it is combined with Estriol.Investigational
OmbitasvirThe serum concentration of Ombitasvir can be decreased when it is combined with Estriol.Approved
OmeprazoleThe serum concentration of Estriol can be increased when it is combined with Omeprazole.Approved, Investigational, Vet Approved
OsimertinibThe serum concentration of Osimertinib can be decreased when it is combined with Estriol.Approved
OspemifeneThe risk or severity of adverse effects can be increased when Estriol is combined with Ospemifene.Approved
OtamixabanEstriol may decrease the anticoagulant activities of Otamixaban.Investigational
P-NitrophenolThe serum concentration of Estriol can be increased when it is combined with P-Nitrophenol.Experimental
PaclitaxelThe serum concentration of Paclitaxel can be decreased when it is combined with Estriol.Approved, Vet Approved
Palmitic AcidThe serum concentration of Estriol can be increased when it is combined with Palmitic Acid.Experimental
PanobinostatThe serum concentration of Panobinostat can be decreased when it is combined with Estriol.Approved, Investigational
PantoprazoleThe serum concentration of Estriol can be increased when it is combined with Pantoprazole.Approved
ParamethasoneThe serum concentration of Paramethasone can be increased when it is combined with Estriol.Approved
ParecoxibParecoxib may increase the thrombogenic activities of Estriol.Approved
ParoxetineThe serum concentration of Estriol can be increased when it is combined with Paroxetine.Approved, Investigational
PazopanibThe serum concentration of Pazopanib can be decreased when it is combined with Estriol.Approved
Pentosan PolysulfateEstriol may decrease the anticoagulant activities of Pentosan Polysulfate.Approved
PerindoprilThe serum concentration of Estriol can be increased when it is combined with Perindopril.Approved
PhenindioneEstriol may decrease the anticoagulant activities of Phenindione.Approved
PhenobarbitalThe serum concentration of Estriol can be decreased when it is combined with Phenobarbital.Approved
PhenprocoumonEstriol may decrease the anticoagulant activities of Phenprocoumon.Approved
PhenytoinThe serum concentration of Phenytoin can be decreased when it is combined with Estriol.Approved, Vet Approved
PimozideThe serum concentration of Estriol can be increased when it is combined with Pimozide.Approved
PitavastatinThe serum concentration of Pitavastatin can be decreased when it is combined with Estriol.Approved
Platelet Activating FactorThe serum concentration of Estriol can be decreased when it is combined with Platelet Activating Factor.Experimental
PomalidomideThe serum concentration of Pomalidomide can be decreased when it is combined with Estriol.Approved
PonatinibThe serum concentration of Ponatinib can be decreased when it is combined with Estriol.Approved
PosaconazoleThe serum concentration of Estriol can be increased when it is combined with Posaconazole.Approved, Investigational, Vet Approved
PrasteroneThe risk or severity of adverse effects can be increased when Prasterone is combined with Estriol.Approved, Nutraceutical
PravastatinThe serum concentration of Pravastatin can be decreased when it is combined with Estriol.Approved
PrazosinThe serum concentration of Prazosin can be decreased when it is combined with Estriol.Approved
PrednicarbateThe serum concentration of Prednicarbate can be increased when it is combined with Estriol.Approved
PrednisoloneThe serum concentration of Prednisolone can be increased when it is combined with Estriol.Approved, Vet Approved
PrednisoneThe serum concentration of Prednisone can be increased when it is combined with Estriol.Approved, Vet Approved
PregnenoloneThe serum concentration of Pregnenolone can be increased when it is combined with Estriol.Experimental
ProbenecidThe serum concentration of Estriol can be increased when it is combined with Probenecid.Approved
ProgesteroneThe serum concentration of Estriol can be decreased when it is combined with Progesterone.Approved, Vet Approved
PromethazineThe serum concentration of Estriol can be increased when it is combined with Promethazine.Approved
PropafenoneThe serum concentration of Estriol can be increased when it is combined with Propafenone.Approved
PropranololThe serum concentration of Propranolol can be decreased when it is combined with Estriol.Approved, Investigational
Protein CEstriol may decrease the anticoagulant activities of Protein C.Approved
Protein S humanEstriol may decrease the anticoagulant activities of Protein S human.Approved
ProtocatechualdehydeEstriol may decrease the anticoagulant activities of Protocatechualdehyde.Approved
ProtriptylineThe serum concentration of Estriol can be increased when it is combined with Protriptyline.Approved
QuercetinThe serum concentration of Estriol can be increased when it is combined with Quercetin.Experimental
QuetiapineThe serum concentration of Quetiapine can be decreased when it is combined with Estriol.Approved
QuinacrineThe serum concentration of Estriol can be increased when it is combined with Quinacrine.Approved
QuinidineThe serum concentration of Quinidine can be decreased when it is combined with Estriol.Approved
QuinineThe serum concentration of Quinine can be decreased when it is combined with Estriol.Approved
RanitidineThe serum concentration of Ranitidine can be decreased when it is combined with Estriol.Approved
RanolazineThe serum concentration of Estriol can be increased when it is combined with Ranolazine.Approved, Investigational
ReboxetineThe serum concentration of Estriol can be increased when it is combined with Reboxetine.Approved, Investigational
RegorafenibThe serum concentration of Estriol can be increased when it is combined with Regorafenib.Approved
ReserpineThe serum concentration of Estriol can be decreased when it is combined with Reserpine.Approved
ReviparinEstriol may decrease the anticoagulant activities of Reviparin.Approved
RifampicinThe serum concentration of Estriol can be decreased when it is combined with Rifampicin.Approved
RilpivirineThe serum concentration of Estriol can be increased when it is combined with Rilpivirine.Approved
RimexoloneThe serum concentration of Rimexolone can be increased when it is combined with Estriol.Approved
RisperidoneThe serum concentration of Risperidone can be decreased when it is combined with Estriol.Approved, Investigational
RitonavirThe serum concentration of Estriol can be decreased when it is combined with Ritonavir.Approved, Investigational
RivaroxabanEstriol may decrease the anticoagulant activities of Rivaroxaban.Approved
RofecoxibRofecoxib may increase the thrombogenic activities of Estriol.Investigational, Withdrawn
RolapitantThe serum concentration of Estriol can be increased when it is combined with Rolapitant.Approved
RomidepsinThe serum concentration of Romidepsin can be decreased when it is combined with Estriol.Approved, Investigational
RopiniroleThe serum concentration of Ropinirole can be increased when it is combined with Estriol.Approved, Investigational
Salicylic acidThe serum concentration of Salicylic acid can be decreased when it is combined with Estriol.Approved, Vet Approved
SaquinavirThe serum concentration of Estriol can be decreased when it is combined with Saquinavir.Approved, Investigational
ScopolamineThe serum concentration of Estriol can be increased when it is combined with Scopolamine.Approved
SelegilineThe serum concentration of Estriol can be increased when it is combined with Selegiline.Approved, Investigational, Vet Approved
SelexipagThe serum concentration of Selexipag can be decreased when it is combined with Estriol.Approved
SertralineThe serum concentration of Estriol can be increased when it is combined with Sertraline.Approved
SilodosinThe serum concentration of Silodosin can be decreased when it is combined with Estriol.Approved
SimeprevirThe serum concentration of Simeprevir can be decreased when it is combined with Estriol.Approved
SimvastatinThe serum concentration of Estriol can be increased when it is combined with Simvastatin.Approved
SirolimusThe serum concentration of Estriol can be decreased when it is combined with Sirolimus.Approved, Investigational
SitagliptinThe serum concentration of Sitagliptin can be decreased when it is combined with Estriol.Approved, Investigational
SofosbuvirThe serum concentration of Sofosbuvir can be decreased when it is combined with Estriol.Approved
Somatropin recombinantThe therapeutic efficacy of Somatropin recombinant can be decreased when used in combination with Estriol.Approved, Investigational
SorafenibThe serum concentration of Sorafenib can be decreased when it is combined with Estriol.Approved, Investigational
SparfloxacinThe serum concentration of Sparfloxacin can be decreased when it is combined with Estriol.Approved
SphingosineThe serum concentration of Sphingosine can be decreased when it is combined with Estriol.Experimental
SpironolactoneThe serum concentration of Estriol can be increased when it is combined with Spironolactone.Approved
St. John's WortThe serum concentration of Estriol can be decreased when it is combined with St. John's Wort.Nutraceutical
StaurosporineThe serum concentration of Estriol can be increased when it is combined with Staurosporine.Experimental
StreptozocinThe serum concentration of Estriol can be decreased when it is combined with Streptozocin.Approved
SulfinpyrazoneThe serum concentration of Estriol can be increased when it is combined with Sulfinpyrazone.Approved
SulodexideEstriol may decrease the anticoagulant activities of Sulodexide.Approved, Investigational
SumatriptanThe serum concentration of Estriol can be increased when it is combined with Sumatriptan.Approved, Investigational
SunitinibThe serum concentration of Estriol can be increased when it is combined with Sunitinib.Approved, Investigational
TacrineThe serum concentration of Estriol can be increased when it is combined with Tacrine.Withdrawn
TacrolimusThe serum concentration of Estriol can be decreased when it is combined with Tacrolimus.Approved, Investigational
TamoxifenThe serum concentration of Estriol can be decreased when it is combined with Tamoxifen.Approved
Taurocholic AcidThe serum concentration of Taurocholic Acid can be decreased when it is combined with Estriol.Experimental
Technetium Tc-99m sestamibiThe serum concentration of Technetium Tc-99m sestamibi can be decreased when it is combined with Estriol.Approved
TelaprevirThe serum concentration of Telaprevir can be decreased when it is combined with Estriol.Approved
TelmisartanThe serum concentration of Estriol can be increased when it is combined with Telmisartan.Approved, Investigational
TemsirolimusThe serum concentration of Temsirolimus can be decreased when it is combined with Estriol.Approved
TerazosinThe serum concentration of Estriol can be increased when it is combined with Terazosin.Approved
TerfenadineThe serum concentration of Estriol can be increased when it is combined with Terfenadine.Withdrawn
TesmilifeneThe serum concentration of Estriol can be decreased when it is combined with Tesmilifene.Investigational
TestosteroneThe serum concentration of Estriol can be increased when it is combined with Testosterone.Approved, Investigational
ThalidomideEstriol may increase the thrombogenic activities of Thalidomide.Approved, Investigational, Withdrawn
TheophyllineThe serum concentration of Theophylline can be increased when it is combined with Estriol.Approved
Thyroid, porcineThe therapeutic efficacy of Thyroid, porcine can be decreased when used in combination with Estriol.Approved
TicagrelorThe serum concentration of Ticagrelor can be decreased when it is combined with Estriol.Approved
TimololThe serum concentration of Timolol can be decreased when it is combined with Estriol.Approved
TipranavirEstriol may increase the dermatologic adverse activities of Tipranavir.Approved, Investigational
TixocortolThe serum concentration of Tixocortol can be increased when it is combined with Estriol.Approved
TolvaptanThe serum concentration of Tolvaptan can be decreased when it is combined with Estriol.Approved
TopotecanThe serum concentration of Topotecan can be decreased when it is combined with Estriol.Approved, Investigational
ToremifeneThe serum concentration of Toremifene can be decreased when it is combined with Estriol.Approved, Investigational
Trastuzumab emtansineThe serum concentration of Trastuzumab emtansine can be decreased when it is combined with Estriol.Approved
TrazodoneThe serum concentration of Estriol can be decreased when it is combined with Trazodone.Approved, Investigational
TriamcinoloneThe serum concentration of Triamcinolone can be increased when it is combined with Estriol.Approved, Vet Approved
TrifluoperazineThe serum concentration of Estriol can be increased when it is combined with Trifluoperazine.Approved
TriflupromazineThe serum concentration of Estriol can be increased when it is combined with Triflupromazine.Approved, Vet Approved
TrimethoprimThe serum concentration of Estriol can be decreased when it is combined with Trimethoprim.Approved, Vet Approved
TrimipramineThe serum concentration of Estriol can be increased when it is combined with Trimipramine.Approved
TroleandomycinThe serum concentration of Estriol can be increased when it is combined with Troleandomycin.Approved
UlipristalThe serum concentration of Ulipristal can be decreased when it is combined with Estriol.Approved
UmeclidiniumThe serum concentration of Umeclidinium can be decreased when it is combined with Estriol.Approved
Ursodeoxycholic acidThe therapeutic efficacy of Ursodeoxycholic acid can be decreased when used in combination with Estriol.Approved, Investigational
ValdecoxibValdecoxib may increase the thrombogenic activities of Estriol.Investigational, Withdrawn
VecuroniumThe serum concentration of Vecuronium can be decreased when it is combined with Estriol.Approved
VenetoclaxThe serum concentration of Venetoclax can be decreased when it is combined with Estriol.Approved
VenlafaxineThe serum concentration of Venlafaxine can be decreased when it is combined with Estriol.Approved
VerapamilThe serum concentration of Estriol can be decreased when it is combined with Verapamil.Approved
VinblastineThe serum concentration of Estriol can be decreased when it is combined with Vinblastine.Approved
VincristineThe serum concentration of Vincristine can be decreased when it is combined with Estriol.Approved, Investigational
VinorelbineThe serum concentration of Estriol can be increased when it is combined with Vinorelbine.Approved, Investigational
VismodegibThe serum concentration of Vismodegib can be decreased when it is combined with Estriol.Approved
Vitamin CThe serum concentration of Estriol can be increased when it is combined with Vitamin C.Approved, Nutraceutical
WarfarinEstriol may decrease the anticoagulant activities of Warfarin.Approved
XimelagatranEstriol may decrease the anticoagulant activities of Ximelagatran.Approved, Investigational, Withdrawn
Ym150Estriol may decrease the anticoagulant activities of Ym150.Investigational
ZidovudineThe serum concentration of Zidovudine can be decreased when it is combined with Estriol.Approved
ZimelidineThe serum concentration of Estriol can be increased when it is combined with Zimelidine.Withdrawn
Food InteractionsNot Available
References
Synthesis Reference

James V. Freeman, Gary M. Johnson, “Synthesis of 6.alpha.-functionalized estriol haptens and protein conjugates thereof.” U.S. Patent US5902888, issued June, 1973.

US5902888
General References
  1. Soldan SS, Alvarez Retuerto AI, Sicotte NL, Voskuhl RR: Immune modulation in multiple sclerosis patients treated with the pregnancy hormone estriol. J Immunol. 2003 Dec 1;171(11):6267-74. [PubMed:14634144 ]
  2. Trimesta [Link]
External Links
ATC CodesG03CC06G03CA04
AHFS CodesNot Available
PDB EntriesNot Available
FDA labelNot Available
MSDSDownload (75.9 KB)
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+0.9966
Blood Brain Barrier+0.7057
Caco-2 permeable+0.7591
P-glycoprotein substrateSubstrate0.7862
P-glycoprotein inhibitor INon-inhibitor0.9208
P-glycoprotein inhibitor IINon-inhibitor0.9805
Renal organic cation transporterNon-inhibitor0.8619
CYP450 2C9 substrateNon-substrate0.7536
CYP450 2D6 substrateNon-substrate0.7993
CYP450 3A4 substrateSubstrate0.6892
CYP450 1A2 substrateNon-inhibitor0.6618
CYP450 2C9 inhibitorNon-inhibitor0.9399
CYP450 2D6 inhibitorNon-inhibitor0.9619
CYP450 2C19 inhibitorNon-inhibitor0.7086
CYP450 3A4 inhibitorNon-inhibitor0.8932
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9152
Ames testNon AMES toxic0.9133
CarcinogenicityNon-carcinogens0.9147
BiodegradationNot ready biodegradable0.9811
Rat acute toxicity1.9758 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.948
hERG inhibition (predictor II)Inhibitor0.7684
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
ManufacturersNot Available
Packagers
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point82-86Organon Laboratories Limited, England; British Patent 879,014; October 4, 1961.
logP2.45HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility0.119 mg/mLALOGPS
logP2.54ALOGPS
logP2.67ChemAxon
logS-3.4ALOGPS
pKa (Strongest Acidic)10.33ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area60.69 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity81.27 m3·mol-1ChemAxon
Polarizability33.07 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Download (2.96 KB)
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (3 TMS)splash10-005a-1983000000-2f46d0d29b48132f7670View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)splash10-0a4i-5900000000-2102cb581ac98fea87b0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)splash10-0a4i-1900000000-1fab12be883127f80c67View in MoNA
LC-MS/MSLC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)splash10-0a4i-5900000000-2102cb581ac98fea87b0View in MoNA
LC-MS/MSLC-MS/MS Spectrum - EI-B (JEOL JMS-01-SG-2) , Positivesplash10-000i-4970000000-1aa2bbf3f32fd687c37dView in MoNA
MSMass Spectrum (Electron Ionization)splash10-000i-3950000000-c2f0781bc5056d66aaf5View in MoNA
1D NMR1H NMR SpectrumNot Available
2D NMR[1H,13C] 2D NMR SpectrumNot Available
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as estrogens and derivatives. These are steroids with a structure containing a 3-hydroxylated estrane.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassEstrane steroids
Direct ParentEstrogens and derivatives
Alternative Parents
Substituents
  • Estrogen-skeleton
  • 17-hydroxysteroid
  • 16-hydroxysteroid
  • 16-alpha-hydroxysteroid
  • Hydroxysteroid
  • 3-hydroxysteroid
  • Phenanthrene
  • Tetralin
  • Benzenoid
  • Cyclic alcohol
  • Secondary alcohol
  • Polyol
  • 1,2-diol
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors

Targets

Kind
Protein
Organism
Human
Pharmacological action
yes
Actions
agonist
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
Molecular Weight:
66215.45 Da
References
  1. Sasson S: Equilibrium binding analysis of estrogen agonists and antagonists: relation to the activation of the estrogen receptor. Pathol Biol (Paris). 1991 Jan;39(1):59-69. [PubMed:2011412 ]
  2. Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
agonist
General Function:
Zinc ion binding
Specific Function:
Nuclear hormone receptor. Binds estrogens with an affinity similar to that of ESR1, and activates expression of reporter genes containing estrogen response elements (ERE) in an estrogen-dependent manner (PubMed:20074560). Isoform beta-cx lacks ligand binding ability and has no or only very low ere binding activity resulting in the loss of ligand-dependent transactivation ability. DNA-binding by...
Gene Name:
ESR2
Uniprot ID:
Q92731
Molecular Weight:
59215.765 Da
References
  1. Mishra RG, Stanczyk FZ, Burry KA, Oparil S, Katzenellenbogen BS, Nealen ML, Katzenellenbogen JA, Hermsmeyer RK: Metabolite ligands of estrogen receptor-beta reduce primate coronary hyperreactivity. Am J Physiol Heart Circ Physiol. 2006 Jan;290(1):H295-303. Epub 2005 Sep 30. [PubMed:16199482 ]

Transporters

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
inhibitor
General Function:
Sodium-independent organic anion transmembrane transporter activity
Specific Function:
Mediates the Na(+)-independent transport of organic anions such as sulfobromophthalein (BSP) and conjugated (taurocholate) and unconjugated (cholate) bile acids (By similarity). Selectively inhibited by the grapefruit juice component naringin.
Gene Name:
SLCO1A2
Uniprot ID:
P46721
Molecular Weight:
74144.105 Da
References
  1. Kanai N, Lu R, Bao Y, Wolkoff AW, Vore M, Schuster VL: Estradiol 17 beta-D-glucuronide is a high-affinity substrate for oatp organic anion transporter. Am J Physiol. 1996 Feb;270(2 Pt 2):F326-31. [PubMed:8779894 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrateinducer
General Function:
Xenobiotic-transporting atpase activity
Specific Function:
Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells.
Gene Name:
ABCB1
Uniprot ID:
P08183
Molecular Weight:
141477.255 Da
References
  1. Kim WY, Benet LZ: P-glycoprotein (P-gp/MDR1)-mediated efflux of sex-steroid hormones and modulation of P-gp expression in vitro. Pharm Res. 2004 Jul;21(7):1284-93. [PubMed:15290871 ]
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Drug created on September 07, 2007 15:04 / Updated on August 17, 2016 12:24