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Identification
NameDihydrotestosterone
Accession NumberDB02901  (EXPT01199)
TypeSmall Molecule
GroupsIllicit
DescriptionA potent androgenic metabolite of testosterone. Dihydrotestosterone (DHT) is generated by a 5-alpha reduction of testosterone. Unlike testosterone, DHT cannot be aromatized to estradiol therefore DHT is considered a pure androgenic steroid. [PubChem]
Structure
Thumb
Synonyms
17beta-Hydroxy-5alpha-androstan-3-one
17beta-Hydroxy-5alpha-androstane-3-one
17beta-Hydroxyandrostan-3-one
17β-hydroxy-3-oxo-5α-androstanone
17β-hydroxy-5α-androstan-3-one
4-Dihydrotestosterone
5alpha-Dihydrotestosterone
5α-DHT
Androstanolone
DHT
Dihydrotestosteron
Dihydrotestostérone
Stanolone
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
AnaboleenNot Available
AnabolexNot Available
AnaprotinNot Available
AndractimNot Available
AndroloneNot Available
Cristerona MBNot Available
NeodrolNot Available
ProteinaNot Available
ProtonaNot Available
StanaprolNot Available
Brand mixturesNot Available
SaltsNot Available
Categories
UNII08J2K08A3Y
CAS number521-18-6
WeightAverage: 290.4403
Monoisotopic: 290.224580204
Chemical FormulaC19H30O2
InChI KeyNVKAWKQGWWIWPM-ABEVXSGRSA-N
InChI
InChI=1S/C19H30O2/c1-18-9-7-13(20)11-12(18)3-4-14-15-5-6-17(21)19(15,2)10-8-16(14)18/h12,14-17,21H,3-11H2,1-2H3/t12-,14-,15-,16-,17-,18-,19-/m0/s1
IUPAC Name
(1S,2S,7S,10R,11S,14S,15S)-14-hydroxy-2,15-dimethyltetracyclo[8.7.0.0²,⁷.0¹¹,¹⁵]heptadecan-5-one
SMILES
[H][C@@]12CC[[email protected]](O)[C@@]1(C)CC[C@@]1([H])[C@@]2([H])CC[C@@]2([H])CC(=O)CC[C@]12C
Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as androgens and derivatives. These are 3-hydroxylated C19 steroid hormones. They are known to favor the development of masculine characteristics. They also show profound effects on scalp and body hair in humans.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassSteroids and steroid derivatives
Sub ClassAndrostane steroids
Direct ParentAndrogens and derivatives
Alternative Parents
Substituents
  • Androgen-skeleton
  • 3-oxo-5-alpha-steroid
  • 17-hydroxysteroid
  • Oxosteroid
  • Hydroxysteroid
  • 3-oxosteroid
  • Cyclohexanone
  • Cyclic alcohol
  • Cyclic ketone
  • Secondary alcohol
  • Ketone
  • Hydrocarbon derivative
  • Organooxygen compound
  • Carbonyl group
  • Alcohol
  • Aliphatic homopolycyclic compound
Molecular FrameworkAliphatic homopolycyclic compounds
External Descriptors
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
Related Articles
AbsorptionBioavailability is very low (0-2%) following oral administration.
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
SubstrateEnzymesProduct
Dihydrotestosterone
Not Available
11-Oxo-androsterone glucuronideDetails
Dihydrotestosterone
Not Available
3-alpha-Androstanediol glucuronideDetails
Dihydrotestosterone
Not Available
11-beta-Hydroxyandrosterone-3-glucuronideDetails
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityOral LD50 in rat is 7060 mg/kg. Oral LD50 in mouse is 3450 mg/kg.
Affected organisms
  • Humans and other mammals
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
PropertyValueProbability
Human Intestinal Absorption+1.0
Blood Brain Barrier+0.9818
Caco-2 permeable+0.8846
P-glycoprotein substrateSubstrate0.57
P-glycoprotein inhibitor INon-inhibitor0.5631
P-glycoprotein inhibitor IINon-inhibitor0.846
Renal organic cation transporterNon-inhibitor0.7884
CYP450 2C9 substrateNon-substrate0.7715
CYP450 2D6 substrateNon-substrate0.93
CYP450 3A4 substrateSubstrate0.7314
CYP450 1A2 substrateNon-inhibitor0.6853
CYP450 2C9 inhibitorNon-inhibitor0.9071
CYP450 2D6 inhibitorNon-inhibitor0.971
CYP450 2C19 inhibitorNon-inhibitor0.9025
CYP450 3A4 inhibitorNon-inhibitor0.8546
CYP450 inhibitory promiscuityLow CYP Inhibitory Promiscuity0.9647
Ames testNon AMES toxic0.9414
CarcinogenicityNon-carcinogens0.9182
BiodegradationNot ready biodegradable0.9686
Rat acute toxicity1.9757 LD50, mol/kg Not applicable
hERG inhibition (predictor I)Weak inhibitor0.9444
hERG inhibition (predictor II)Non-inhibitor0.576
ADMET data is predicted using admetSAR, a free tool for evaluating chemical ADMET properties. (23092397 )
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
StateSolid
Experimental Properties
PropertyValueSource
melting point181 °CPhysProp
water solubility5.25E+005 mg/L (at 25 °C)YALKOWSKY,SH & DANNENFELSER,RM (1992)
logP3.55HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
Water Solubility0.00998 mg/mLALOGPS
logP3.37ALOGPS
logP3.41ChemAxon
logS-4.5ALOGPS
pKa (Strongest Acidic)19.38ChemAxon
pKa (Strongest Basic)-0.88ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area37.3 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity83.6 m3·mol-1ChemAxon
Polarizability34.69 Å3ChemAxon
Number of Rings4ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Mass Spec (NIST)Download (11.2 KB)
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, PositiveNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, NegativeNot Available
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, NegativeNot Available
MSMass Spectrum (Electron Ionization)splash10-000x-9870000000-f6d80b2a53942c9af50bView in MoNA
1D NMR13C NMR SpectrumNot Available
References
Synthesis Reference

A. Glenn Braswell, Aftab J. Ahmed, “Composition for inhibiting production of dihydrotestosterone to treat benign prostate hyperplasia.” U.S. Patent US6264996, issued October, 1996.

US6264996
General ReferencesNot Available
External Links
ATC CodesA14AA01G03BB02
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSDownload (111 KB)
Interactions
Drug Interactions
Drug
4-Androstenedione4-Androstenedione may increase the fluid retaining activities of Dihydrotestosterone.
AcarboseDihydrotestosterone may increase the hypoglycemic activities of Acarbose.
AcenocoumarolDihydrotestosterone may increase the anticoagulant activities of Acenocoumarol.
AcetaminophenThe serum concentration of Dihydrotestosterone can be increased when it is combined with Acetaminophen.
AfatinibThe serum concentration of Dihydrotestosterone can be increased when it is combined with Afatinib.
AlbendazoleThe serum concentration of Dihydrotestosterone can be increased when it is combined with Albendazole.
AlbiglutideDihydrotestosterone may increase the hypoglycemic activities of Albiglutide.
AlclometasoneAlclometasone may increase the fluid retaining activities of Dihydrotestosterone.
AldosteroneAldosterone may increase the fluid retaining activities of Dihydrotestosterone.
AlectinibThe serum concentration of Dihydrotestosterone can be increased when it is combined with Alectinib.
AlfentanilThe serum concentration of Dihydrotestosterone can be increased when it is combined with Alfentanil.
AlogliptinDihydrotestosterone may increase the hypoglycemic activities of Alogliptin.
AmantadineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Amantadine.
AmcinonideAmcinonide may increase the fluid retaining activities of Dihydrotestosterone.
Aminohippuric acidThe serum concentration of Dihydrotestosterone can be increased when it is combined with Aminohippuric acid.
AmiodaroneThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Amiodarone.
AmitriptylineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Amitriptyline.
AmlodipineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Amlodipine.
AmprenavirThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Amprenavir.
AmsacrineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Amsacrine.
AstemizoleThe serum concentration of Dihydrotestosterone can be increased when it is combined with Astemizole.
AtazanavirThe serum concentration of Dihydrotestosterone can be increased when it is combined with Atazanavir.
AtenololThe serum concentration of Dihydrotestosterone can be increased when it is combined with Atenolol.
AtorvastatinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Atorvastatin.
AzelastineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Azelastine.
AzithromycinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Azithromycin.
Beclomethasone dipropionateBeclomethasone dipropionate may increase the fluid retaining activities of Dihydrotestosterone.
BenzocaineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Benzocaine.
BepridilThe serum concentration of Dihydrotestosterone can be increased when it is combined with Bepridil.
BetamethasoneBetamethasone may increase the fluid retaining activities of Dihydrotestosterone.
BiperidenThe serum concentration of Dihydrotestosterone can be increased when it is combined with Biperiden.
BosutinibThe serum concentration of Dihydrotestosterone can be increased when it is combined with Bosutinib.
BromocriptineDihydrotestosterone may increase the hypoglycemic activities of Bromocriptine.
BromocriptineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Bromocriptine.
BudesonideBudesonide may increase the fluid retaining activities of Dihydrotestosterone.
BuprenorphineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Buprenorphine.
BuspironeThe serum concentration of Dihydrotestosterone can be increased when it is combined with Buspirone.
C1 Esterase Inhibitor (Human)Dihydrotestosterone may increase the thrombogenic activities of C1 Esterase Inhibitor (Human).
C1 Esterase Inhibitor (Recombinant)Dihydrotestosterone may increase the thrombogenic activities of C1 Esterase Inhibitor (Recombinant).
CabazitaxelThe serum concentration of Dihydrotestosterone can be increased when it is combined with Cabazitaxel.
CaffeineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Caffeine.
CanagliflozinDihydrotestosterone may increase the hypoglycemic activities of Canagliflozin.
CanagliflozinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Canagliflozin.
CandesartanThe serum concentration of Dihydrotestosterone can be increased when it is combined with Candesartan.
CaptoprilThe serum concentration of Dihydrotestosterone can be increased when it is combined with Captopril.
CarbamazepineThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Carbamazepine.
CarvedilolThe serum concentration of Dihydrotestosterone can be increased when it is combined with Carvedilol.
CaspofunginThe serum concentration of Dihydrotestosterone can be increased when it is combined with Caspofungin.
ChloroquineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Chloroquine.
ChlorpromazineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Chlorpromazine.
ChlorpropamideDihydrotestosterone may increase the hypoglycemic activities of Chlorpropamide.
ChlorpropamideThe serum concentration of Dihydrotestosterone can be increased when it is combined with Chlorpropamide.
ChlorprothixeneThe serum concentration of Dihydrotestosterone can be increased when it is combined with Chlorprothixene.
CholesterolThe serum concentration of Dihydrotestosterone can be increased when it is combined with Cholesterol.
Cholic AcidThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Cholic Acid.
CiclesonideCiclesonide may increase the fluid retaining activities of Dihydrotestosterone.
CilazaprilThe serum concentration of Dihydrotestosterone can be increased when it is combined with Cilazapril.
CimetidineThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Cimetidine.
CiprofloxacinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Ciprofloxacin.
CitalopramThe serum concentration of Dihydrotestosterone can be increased when it is combined with Citalopram.
ClarithromycinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Clarithromycin.
Clobetasol propionateClobetasol propionate may increase the fluid retaining activities of Dihydrotestosterone.
ClocortoloneClocortolone may increase the fluid retaining activities of Dihydrotestosterone.
ClofazimineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Clofazimine.
ClomipramineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Clomipramine.
ClotrimazoleThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Clotrimazole.
CobicistatThe serum concentration of Dihydrotestosterone can be increased when it is combined with Cobicistat.
ColchicineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Colchicine.
ColforsinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Colforsin.
Cortisone acetateCortisone acetate may increase the fluid retaining activities of Dihydrotestosterone.
CrizotinibThe serum concentration of Dihydrotestosterone can be increased when it is combined with Crizotinib.
CyclophosphamideThe serum concentration of Dihydrotestosterone can be increased when it is combined with Cyclophosphamide.
CyclosporineDihydrotestosterone may increase the hepatotoxic activities of Cyclosporine.
CyclosporineThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Cyclosporine.
DaclatasvirThe serum concentration of Dihydrotestosterone can be increased when it is combined with Daclatasvir.
DactinomycinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Dactinomycin.
DapagliflozinDihydrotestosterone may increase the hypoglycemic activities of Dapagliflozin.
DasatinibThe serum concentration of Dihydrotestosterone can be increased when it is combined with Dasatinib.
DaunorubicinThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Daunorubicin.
DehydroepiandrosteroneDehydroepiandrosterone may increase the fluid retaining activities of Dihydrotestosterone.
dehydroepiandrosterone sulfatedehydroepiandrosterone sulfate may increase the fluid retaining activities of Dihydrotestosterone.
DesipramineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Desipramine.
DesloratadineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Desloratadine.
DesoximetasoneDesoximetasone may increase the fluid retaining activities of Dihydrotestosterone.
Desoxycorticosterone acetateDesoxycorticosterone acetate may increase the fluid retaining activities of Dihydrotestosterone.
DexamethasoneDexamethasone may increase the fluid retaining activities of Dihydrotestosterone.
Dexamethasone isonicotinateDexamethasone isonicotinate may increase the fluid retaining activities of Dihydrotestosterone.
DextromethorphanThe serum concentration of Dihydrotestosterone can be increased when it is combined with Dextromethorphan.
DiclofenacThe serum concentration of Dihydrotestosterone can be increased when it is combined with Diclofenac.
DicoumarolDihydrotestosterone may increase the anticoagulant activities of Dicoumarol.
DiflorasoneDiflorasone may increase the fluid retaining activities of Dihydrotestosterone.
DifluocortoloneDifluocortolone may increase the fluid retaining activities of Dihydrotestosterone.
DifluprednateDifluprednate may increase the fluid retaining activities of Dihydrotestosterone.
DigoxinThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Digoxin.
DihydroergotamineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Dihydroergotamine.
DiltiazemThe serum concentration of Dihydrotestosterone can be increased when it is combined with Diltiazem.
DipyridamoleThe serum concentration of Dihydrotestosterone can be increased when it is combined with Dipyridamole.
DisopyramideDihydrotestosterone may increase the hypoglycemic activities of Disopyramide.
DoxazosinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Doxazosin.
DoxepinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Doxepin.
DoxorubicinThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Doxorubicin.
DronabinolThe serum concentration of Dihydrotestosterone can be increased when it is combined with Dronabinol.
DronedaroneThe serum concentration of Dihydrotestosterone can be increased when it is combined with Dronedarone.
DulaglutideDihydrotestosterone may increase the hypoglycemic activities of Dulaglutide.
ElbasvirThe serum concentration of Dihydrotestosterone can be increased when it is combined with Elbasvir.
EmpagliflozinDihydrotestosterone may increase the hypoglycemic activities of Empagliflozin.
EnalaprilThe serum concentration of Dihydrotestosterone can be increased when it is combined with Enalapril.
EnzalutamideThe serum concentration of Dihydrotestosterone can be increased when it is combined with Enzalutamide.
EquileninEquilenin may increase the fluid retaining activities of Dihydrotestosterone.
EquilinEquilin may increase the fluid retaining activities of Dihydrotestosterone.
ErgonovineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Ergonovine.
ErgotamineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Ergotamine.
ErythromycinThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Erythromycin.
EstramustineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Estramustine.
EstriolThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Estriol.
EstroneEstrone may increase the fluid retaining activities of Dihydrotestosterone.
Ethyl biscoumacetateDihydrotestosterone may increase the anticoagulant activities of Ethyl biscoumacetate.
EtoposideThe serum concentration of Dihydrotestosterone can be increased when it is combined with Etoposide.
EtravirineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Etravirine.
ExenatideDihydrotestosterone may increase the hypoglycemic activities of Exenatide.
FelodipineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Felodipine.
FentanylThe serum concentration of Dihydrotestosterone can be increased when it is combined with Fentanyl.
FexofenadineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Fexofenadine.
FidaxomicinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Fidaxomicin.
FluconazoleThe serum concentration of Dihydrotestosterone can be increased when it is combined with Fluconazole.
FludrocortisoneFludrocortisone may increase the fluid retaining activities of Dihydrotestosterone.
FlumethasoneFlumethasone may increase the fluid retaining activities of Dihydrotestosterone.
FlunisolideFlunisolide may increase the fluid retaining activities of Dihydrotestosterone.
Fluocinolone AcetonideFluocinolone Acetonide may increase the fluid retaining activities of Dihydrotestosterone.
FluocinonideFluocinonide may increase the fluid retaining activities of Dihydrotestosterone.
FluocortoloneFluocortolone may increase the fluid retaining activities of Dihydrotestosterone.
FluorometholoneFluorometholone may increase the fluid retaining activities of Dihydrotestosterone.
FluoxetineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Fluoxetine.
FlupentixolThe serum concentration of Dihydrotestosterone can be increased when it is combined with Flupentixol.
FluphenazineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Fluphenazine.
FluprednideneFluprednidene may increase the fluid retaining activities of Dihydrotestosterone.
FluprednisoloneFluprednisolone may increase the fluid retaining activities of Dihydrotestosterone.
FlurandrenolideFlurandrenolide may increase the fluid retaining activities of Dihydrotestosterone.
FlurazepamThe serum concentration of Dihydrotestosterone can be increased when it is combined with Flurazepam.
Fluticasone furoateFluticasone furoate may increase the fluid retaining activities of Dihydrotestosterone.
Fluticasone PropionateFluticasone Propionate may increase the fluid retaining activities of Dihydrotestosterone.
FluvoxamineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Fluvoxamine.
GefitinibThe serum concentration of Dihydrotestosterone can be increased when it is combined with Gefitinib.
GenisteinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Genistein.
GliclazideDihydrotestosterone may increase the hypoglycemic activities of Gliclazide.
GlimepirideDihydrotestosterone may increase the hypoglycemic activities of Glimepiride.
GlipizideDihydrotestosterone may increase the hypoglycemic activities of Glipizide.
GlyburideDihydrotestosterone may increase the hypoglycemic activities of Glyburide.
GlyburideThe serum concentration of Dihydrotestosterone can be increased when it is combined with Glyburide.
GlycerolThe serum concentration of Dihydrotestosterone can be increased when it is combined with Glycerol.
Gramicidin DThe serum concentration of Dihydrotestosterone can be increased when it is combined with Gramicidin D.
GrepafloxacinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Grepafloxacin.
HaloperidolThe serum concentration of Dihydrotestosterone can be increased when it is combined with Haloperidol.
HydrocortisoneHydrocortisone may increase the fluid retaining activities of Dihydrotestosterone.
IdelalisibThe serum concentration of Dihydrotestosterone can be increased when it is combined with Idelalisib.
ImatinibThe serum concentration of Dihydrotestosterone can be increased when it is combined with Imatinib.
ImipramineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Imipramine.
IndinavirThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Indinavir.
IndomethacinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Indomethacin.
Insulin AspartDihydrotestosterone may increase the hypoglycemic activities of Insulin Aspart.
Insulin DetemirDihydrotestosterone may increase the hypoglycemic activities of Insulin Detemir.
Insulin GlargineDihydrotestosterone may increase the hypoglycemic activities of Insulin Glargine.
Insulin GlulisineDihydrotestosterone may increase the hypoglycemic activities of Insulin Glulisine.
Insulin HumanDihydrotestosterone may increase the hypoglycemic activities of Insulin Human.
Insulin LisproDihydrotestosterone may increase the hypoglycemic activities of Insulin Lispro.
IsavuconazoniumThe serum concentration of Dihydrotestosterone can be increased when it is combined with Isavuconazonium.
ItraconazoleThe serum concentration of Dihydrotestosterone can be increased when it is combined with Itraconazole.
IvacaftorThe serum concentration of Dihydrotestosterone can be increased when it is combined with Ivacaftor.
IvermectinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Ivermectin.
KetamineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Ketamine.
KetoconazoleThe serum concentration of Dihydrotestosterone can be increased when it is combined with Ketoconazole.
LanreotideDihydrotestosterone may increase the hypoglycemic activities of Lanreotide.
LansoprazoleThe serum concentration of Dihydrotestosterone can be increased when it is combined with Lansoprazole.
LapatinibThe serum concentration of Dihydrotestosterone can be increased when it is combined with Lapatinib.
LevofloxacinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Levofloxacin.
LevothyroxineThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Levothyroxine.
LidocaineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Lidocaine.
LiothyronineThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Liothyronine.
LiotrixThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Liotrix.
LiraglutideDihydrotestosterone may increase the hypoglycemic activities of Liraglutide.
LisinoprilThe serum concentration of Dihydrotestosterone can be increased when it is combined with Lisinopril.
LomitapideThe serum concentration of Dihydrotestosterone can be increased when it is combined with Lomitapide.
LoperamideThe serum concentration of Dihydrotestosterone can be increased when it is combined with Loperamide.
LopinavirThe serum concentration of Dihydrotestosterone can be increased when it is combined with Lopinavir.
LoratadineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Loratadine.
LosartanThe serum concentration of Dihydrotestosterone can be increased when it is combined with Losartan.
LovastatinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Lovastatin.
LumacaftorThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Lumacaftor.
MaprotilineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Maprotiline.
MebendazoleThe serum concentration of Dihydrotestosterone can be increased when it is combined with Mebendazole.
MecaserminDihydrotestosterone may increase the hypoglycemic activities of Mecasermin.
MedrysoneMedrysone may increase the fluid retaining activities of Dihydrotestosterone.
MefloquineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Mefloquine.
Megestrol acetateThe serum concentration of Dihydrotestosterone can be increased when it is combined with Megestrol acetate.
MelengestrolMelengestrol may increase the fluid retaining activities of Dihydrotestosterone.
MeprobamateThe serum concentration of Dihydrotestosterone can be increased when it is combined with Meprobamate.
MetforminDihydrotestosterone may increase the hypoglycemic activities of Metformin.
MethadoneThe serum concentration of Dihydrotestosterone can be increased when it is combined with Methadone.
MethylprednisoloneMethylprednisolone may increase the fluid retaining activities of Dihydrotestosterone.
MetoprololThe serum concentration of Dihydrotestosterone can be increased when it is combined with Metoprolol.
MibefradilThe serum concentration of Dihydrotestosterone can be increased when it is combined with Mibefradil.
MiconazoleThe serum concentration of Dihydrotestosterone can be increased when it is combined with Miconazole.
MidazolamThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Midazolam.
MifepristoneDihydrotestosterone may increase the hypoglycemic activities of Mifepristone.
MifepristoneThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Mifepristone.
MiglitolDihydrotestosterone may increase the hypoglycemic activities of Miglitol.
MitomycinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Mitomycin.
MitoxantroneThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Mitoxantrone.
MometasoneMometasone may increase the fluid retaining activities of Dihydrotestosterone.
MorphineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Morphine.
NaltrexoneThe serum concentration of Dihydrotestosterone can be increased when it is combined with Naltrexone.
NaringeninThe serum concentration of Dihydrotestosterone can be increased when it is combined with Naringenin.
NateglinideDihydrotestosterone may increase the hypoglycemic activities of Nateglinide.
NefazodoneThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Nefazodone.
NelfinavirThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Nelfinavir.
NeostigmineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Neostigmine.
NicardipineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Nicardipine.
NifedipineThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Nifedipine.
NilotinibThe serum concentration of Dihydrotestosterone can be increased when it is combined with Nilotinib.
NisoldipineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Nisoldipine.
NitrazepamThe serum concentration of Dihydrotestosterone can be increased when it is combined with Nitrazepam.
NitrendipineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Nitrendipine.
NorethisteroneThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Norethisterone.
OctreotideDihydrotestosterone may increase the hypoglycemic activities of Octreotide.
OmeprazoleThe serum concentration of Dihydrotestosterone can be increased when it is combined with Omeprazole.
P-NitrophenolThe serum concentration of Dihydrotestosterone can be increased when it is combined with P-Nitrophenol.
PaclitaxelThe serum concentration of Dihydrotestosterone can be increased when it is combined with Paclitaxel.
Palmitic AcidThe serum concentration of Dihydrotestosterone can be increased when it is combined with Palmitic Acid.
PantoprazoleThe serum concentration of Dihydrotestosterone can be increased when it is combined with Pantoprazole.
ParamethasoneParamethasone may increase the fluid retaining activities of Dihydrotestosterone.
ParoxetineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Paroxetine.
PasireotideDihydrotestosterone may increase the hypoglycemic activities of Pasireotide.
PentamidineDihydrotestosterone may increase the hypoglycemic activities of Pentamidine.
PerindoprilThe serum concentration of Dihydrotestosterone can be increased when it is combined with Perindopril.
PhenindioneDihydrotestosterone may increase the anticoagulant activities of Phenindione.
PhenobarbitalThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Phenobarbital.
PhenprocoumonDihydrotestosterone may increase the anticoagulant activities of Phenprocoumon.
PimozideThe serum concentration of Dihydrotestosterone can be increased when it is combined with Pimozide.
PioglitazoneDihydrotestosterone may increase the hypoglycemic activities of Pioglitazone.
Platelet Activating FactorThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Platelet Activating Factor.
PonatinibThe serum concentration of Dihydrotestosterone can be increased when it is combined with Ponatinib.
PosaconazoleThe serum concentration of Dihydrotestosterone can be increased when it is combined with Posaconazole.
PramlintideDihydrotestosterone may increase the hypoglycemic activities of Pramlintide.
PravastatinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Pravastatin.
PrazosinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Prazosin.
PrednicarbatePrednicarbate may increase the fluid retaining activities of Dihydrotestosterone.
PrednisolonePrednisolone may increase the fluid retaining activities of Dihydrotestosterone.
PrednisonePrednisone may increase the fluid retaining activities of Dihydrotestosterone.
PregnenolonePregnenolone may increase the fluid retaining activities of Dihydrotestosterone.
ProbenecidThe serum concentration of Dihydrotestosterone can be increased when it is combined with Probenecid.
ProgesteroneThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Progesterone.
PromethazineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Promethazine.
PropafenoneThe serum concentration of Dihydrotestosterone can be increased when it is combined with Propafenone.
PropranololThe serum concentration of Dihydrotestosterone can be increased when it is combined with Propranolol.
ProtriptylineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Protriptyline.
QuercetinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Quercetin.
QuinacrineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Quinacrine.
QuinidineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Quinidine.
QuinineDihydrotestosterone may increase the hypoglycemic activities of Quinine.
QuinineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Quinine.
RanitidineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Ranitidine.
RanolazineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Ranolazine.
ReboxetineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Reboxetine.
RegorafenibThe serum concentration of Dihydrotestosterone can be increased when it is combined with Regorafenib.
RepaglinideDihydrotestosterone may increase the hypoglycemic activities of Repaglinide.
ReserpineThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Reserpine.
RifampicinThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Rifampicin.
RilpivirineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Rilpivirine.
RimexoloneRimexolone may increase the fluid retaining activities of Dihydrotestosterone.
RitonavirThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Ritonavir.
RolapitantThe serum concentration of Dihydrotestosterone can be increased when it is combined with Rolapitant.
RosiglitazoneDihydrotestosterone may increase the hypoglycemic activities of Rosiglitazone.
SaquinavirThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Saquinavir.
SaxagliptinDihydrotestosterone may increase the hypoglycemic activities of Saxagliptin.
ScopolamineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Scopolamine.
SelegilineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Selegiline.
SertralineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Sertraline.
SimeprevirThe serum concentration of Dihydrotestosterone can be increased when it is combined with Simeprevir.
SimvastatinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Simvastatin.
SirolimusThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Sirolimus.
SitagliptinDihydrotestosterone may increase the hypoglycemic activities of Sitagliptin.
SorafenibThe serum concentration of Dihydrotestosterone can be increased when it is combined with Sorafenib.
SpironolactoneThe serum concentration of Dihydrotestosterone can be increased when it is combined with Spironolactone.
St. John's WortThe serum concentration of Dihydrotestosterone can be decreased when it is combined with St. John's Wort.
StaurosporineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Staurosporine.
StreptozocinThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Streptozocin.
SulfadiazineDihydrotestosterone may increase the hypoglycemic activities of Sulfadiazine.
SulfamethoxazoleDihydrotestosterone may increase the hypoglycemic activities of Sulfamethoxazole.
SulfinpyrazoneThe serum concentration of Dihydrotestosterone can be increased when it is combined with Sulfinpyrazone.
SulfisoxazoleDihydrotestosterone may increase the hypoglycemic activities of Sulfisoxazole.
SumatriptanThe serum concentration of Dihydrotestosterone can be increased when it is combined with Sumatriptan.
SunitinibDihydrotestosterone may increase the hypoglycemic activities of Sunitinib.
SunitinibThe serum concentration of Dihydrotestosterone can be increased when it is combined with Sunitinib.
TacrineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Tacrine.
TacrolimusThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Tacrolimus.
TamoxifenThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Tamoxifen.
Taurocholic AcidThe serum concentration of Dihydrotestosterone can be increased when it is combined with Taurocholic Acid.
TelmisartanThe serum concentration of Dihydrotestosterone can be increased when it is combined with Telmisartan.
TemsirolimusThe serum concentration of Dihydrotestosterone can be increased when it is combined with Temsirolimus.
TerazosinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Terazosin.
TerfenadineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Terfenadine.
TesmilifeneThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Tesmilifene.
TestosteroneThe serum concentration of Dihydrotestosterone can be increased when it is combined with Testosterone.
TicagrelorThe serum concentration of Dihydrotestosterone can be increased when it is combined with Ticagrelor.
TixocortolTixocortol may increase the fluid retaining activities of Dihydrotestosterone.
TolazamideDihydrotestosterone may increase the hypoglycemic activities of Tolazamide.
TolbutamideDihydrotestosterone may increase the hypoglycemic activities of Tolbutamide.
TolvaptanThe serum concentration of Dihydrotestosterone can be increased when it is combined with Tolvaptan.
TrazodoneThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Trazodone.
TriamcinoloneTriamcinolone may increase the fluid retaining activities of Dihydrotestosterone.
TrifluoperazineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Trifluoperazine.
TriflupromazineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Triflupromazine.
TrimethoprimThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Trimethoprim.
TrimipramineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Trimipramine.
TroleandomycinThe serum concentration of Dihydrotestosterone can be increased when it is combined with Troleandomycin.
VenlafaxineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Venlafaxine.
VerapamilThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Verapamil.
VinblastineThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Vinblastine.
VincristineThe serum concentration of Dihydrotestosterone can be decreased when it is combined with Vincristine.
VinorelbineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Vinorelbine.
WarfarinDihydrotestosterone may increase the anticoagulant activities of Warfarin.
ZimelidineThe serum concentration of Dihydrotestosterone can be increased when it is combined with Zimelidine.
Food InteractionsNot Available

Targets

Kind
Protein
Organism
Human
Pharmacological action
unknown
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
Molecular Weight:
98987.9 Da
References
  1. Askew EB, Gampe RT Jr, Stanley TB, Faggart JL, Wilson EM: Modulation of androgen receptor activation function 2 by testosterone and dihydrotestosterone. J Biol Chem. 2007 Aug 31;282(35):25801-16. Epub 2007 Jun 25. [PubMed:17591767 ]
  2. Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
General Function:
Testosterone dehydrogenase (nad+) activity
Specific Function:
Favors the reduction of estrogens and androgens. Also has 20-alpha-HSD activity. Uses preferentially NADH.
Gene Name:
HSD17B1
Uniprot ID:
P14061
Molecular Weight:
34949.715 Da

Enzymes

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Oxidoreductase activity, acting on paired donors, with incorporation or reduction of molecular oxygen, nad(p)h as one donor, and incorporation of one atom of oxygen
Specific Function:
Catalyzes the side-chain cleavage reaction of cholesterol to pregnenolone.
Gene Name:
CYP11A1
Uniprot ID:
P05108
Molecular Weight:
60101.87 Da
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Steroid 17-alpha-monooxygenase activity
Specific Function:
Conversion of pregnenolone and progesterone to their 17-alpha-hydroxylated products and subsequently to dehydroepiandrosterone (DHEA) and androstenedione. Catalyzes both the 17-alpha-hydroxylation and the 17,20-lyase reaction. Involved in sexual development during fetal life and at puberty.
Gene Name:
CYP17A1
Uniprot ID:
P05093
Molecular Weight:
57369.995 Da
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]
Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
General Function:
Oxygen binding
Specific Function:
Catalyzes the formation of aromatic C18 estrogens from C19 androgens.
Gene Name:
CYP19A1
Uniprot ID:
P11511
Molecular Weight:
57882.48 Da
References
  1. Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Carriers

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
Molecular Weight:
43778.755 Da
References
  1. Metzger J, Schnitzbauer A, Meyer M, Soder M, Cuilleron CY, Hauptmann H, Huber E, Luppa PB: Binding analysis of 1alpha- and 17alpha-dihydrotestosterone derivatives to homodimeric sex hormone-binding globulin. Biochemistry. 2003 Nov 25;42(46):13735-45. [PubMed:14622020 ]
  2. Hauptmann H, Metzger J, Schnitzbauer A, Cuilleron CY, Mappus E, Luppa PB: Syntheses and ligand-binding studies of 1 alpha- and 17 alpha-aminoalkyl dihydrotestosterone derivatives to human sex hormone-binding globulin. Steroids. 2003 Sep;68(7-8):629-39. [PubMed:12957668 ]

Transporters

Kind
Protein
Organism
Human
Pharmacological action
unknown
Actions
substrate
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. Fedoruk MN, Gimenez-Bonafe P, Guns ES, Mayer LD, Nelson CC: P-glycoprotein increases the efflux of the androgen dihydrotestosterone and reduces androgen responsive gene activity in prostate tumor cells. Prostate. 2004 Apr 1;59(1):77-90. [PubMed:14991868 ]
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Drug created on June 13, 2005 07:24 / Updated on August 17, 2016 12:23