DHT

5-ALPHA-DIHYDROTESTOSTERONE

Created:	1999-07-08
Last modified:	2011-06-04

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55 entries where DHT is found as a standalone ligand

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Chemical Details
Formal Charge	0
Atom Count	51
Chiral Atom Count	7
Bond Count	54
Aromatic Bond Count	0

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Chemical Component Summary
Name	5-ALPHA-DIHYDROTESTOSTERONE
Systematic Name (OpenEye OEToolkits)	(5S,8R,9S,10S,13S,14S,17S)-17-hydroxy-10,13-dimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
Formula	C₁₉ H₃₀ O₂
Molecular Weight	290.44
Type	NON-POLYMER

Chemical Descriptors
Type	Program	Version	Descriptor
SMILES	ACDLabs	10.04	O=C2CC1CCC3C(C1(C)CC2)CCC4(C3CCC4O)C
SMILES	CACTVS	3.341	C[C]12CC[CH]3[CH](CC[CH]4CC(=O)CC[C]34C)[CH]1CC[CH]2O
SMILES	OpenEye OEToolkits	1.5.0	CC12CCC(=O)CC1CCC3C2CCC4(C3CCC4O)C
Canonical SMILES	CACTVS	3.341	C[C@]12CC[C@H]3[C@@H](CC[C@H]4CC(=O)CC[C@]34C)[C@@H]1CC[C@@H]2O
Canonical SMILES	OpenEye OEToolkits	1.5.0	C[C@]12CCC(=O)C[C@@H]1CC[C@@H]3[C@@H]2CC[C@]4([C@H]3CC[C@@H]4O)C
InChI	InChI	1.03	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
InChIKey	InChI	1.03	NVKAWKQGWWIWPM-ABEVXSGRSA-N

Drug Info: DrugBank

DrugBank ID	DB02901
Name	Stanolone
Groups	illicit investigational
Description	A 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.
Synonyms	Androstanolona 17β-hydroxy-5α-androstan-3-one 17beta-Hydroxyandrostan-3-one 17beta-Hydroxy-5alpha-androstan-3-one Androstanolonum Dihydrotestostérone Dihydrotestosterone 5α-DHT Androstanolone Stanolone 17β-hydroxy-3-oxo-5α-androstanone DHT 17beta-Hydroxy-5alpha-androstane-3-one Dihydrotestosteron 5alpha-Dihydrotestosterone 4-Dihydrotestosterone
Categories	5-Androstanon (3) Derivatives Alimentary Tract and Metabolism Anabolic Agents for Systemic Use Anabolic Steroids Androgens Androstan Derivatives Androstanes Androstanols Fused-Ring Compounds Genito Urinary System and Sex Hormones Gonadal Hormones Gonadal Steroid Hormones Hormones Hormones, Hormone Substitutes, and Hormone Antagonists P-glycoprotein substrates Sex Hormones and Modulators of the Genital System Steroids Testosterone and derivatives Testosterone Congeners Thyroxine-binding globulin inhibitors
ATC-Code	A14AA01 G03BB02
CAS number	521-18-6

Drug Targets

Name	Target Sequence	Pharmacological Action	Actions
Estrogen receptor alpha	MTMTLHTKASGMALLHQIQGNELEPLNRPQLKIPLERPLGEVYLDSSKPA...	unknown
Mineralocorticoid receptor	METKGYHSLPEGLDMERRWGQVSQAVERSSLGPTERTDENNYMEIVNVSC...	unknown
Androgen receptor	MEVQLGLGRVYPRPPSKTYRGAFQNLFQSVREVIQNPGPRHPEAASAAPP...	unknown
Estradiol 17-beta-dehydrogenase 1	MARTVVLITGCSSGIGLHLAVRLASDPSQSFKVYATLRDLKTQGRLWEAA...	unknown
Cholesterol side-chain cleavage enzyme, mitochondrial	MLAKGLPPRSVLVKGCQTFLSAPREGLGRLRVPTGEGAGISTRSPRPFNE...	unknown	substrate
Steroid 17-alpha-hydroxylase/17,20 lyase	MWELVALLLLTLAYLFWPKRRCPGAKYPKSLLSLPLVGSLPFLPRHGHMH...	unknown	substrate
Cytochrome P450 19A1	MVLEMLNPIHYNITSIVPEAMPAATMPVLLLTGLFLLVWNYEGTSSIPGP...	unknown	substrate
Aldo-keto reductase family 1 member C3	MDSKHQCVKLNDGHFMPVLGFGTYAPPEVPRSKALEVTKLAIEAGFRHID...	unknown	product of
Sex hormone-binding globulin	MESRGPLATSRLLLLLLLLLLRHTRQGWALRPVLPTQSAHDPPAVHLSNG...	unknown
P-glycoprotein 1	MDLEGDRNGGAKKKNFFKLNNKSEKDKKEKKPTVSVFSMFRYSNWLDKLY...	unknown	substrate
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Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682