dihydrotestosterone   Click here for help

GtoPdb Ligand ID: 2856

Abbreviated name: DHT
Synonyms: 17β-hydroxy-5α-androstan-3-one | 5α-dihydrotestosterone | androstanolone | stanolone
PDB Ligand
Compound class: Metabolite
Comment: Dihydrotestosterone is an androgenic metabolite of testosterone, it is the primary contributing factor in male pattern baldness.
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2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 1
Rotatable bonds 0
Topological polar surface area 37.3
Molecular weight 290.22
XLogP 4.5
No. Lipinski's rules broken 0
SMILES / InChI / InChIKey
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Canonical SMILES O=C1CCC2(C(C1)CCC1C2CCC2(C1CCC2O)C)C
Isomeric SMILES O=C1CC[C@]2([C@H](C1)CC[C@@H]1[C@@H]2CC[C@]2([C@H]1CC[C@@H]2O)C)C
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
InChI Key NVKAWKQGWWIWPM-ABEVXSGRSA-N
Classification Click here for help
Compound class Metabolite
IUPAC Name Click here for help
(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
International Nonproprietary Names Click here for help
INN number INN
238 androstanolone
Synonyms Click here for help
17β-hydroxy-5α-androstan-3-one | 5α-dihydrotestosterone | androstanolone | stanolone
Database Links Click here for help
BindingDB Ligand 18161
CAS Registry No. 521-18-6 (source: Scifinder)
ChEBI CHEBI:16330
ChEMBL Ligand CHEMBL27769
DrugBank Ligand DB02901
DrugCentral Ligand 3927
GtoPdb PubChem SID 135651474
LIPID MAPS LMST02020042
PubChem CID 10635
RCSB PDB Ligand DHT
Search Google for chemical match using the InChIKey NVKAWKQGWWIWPM-ABEVXSGRSA-N
Search Google for chemicals with the same backbone NVKAWKQGWWIWPM
Search PubMed clinical trials androstanolone
Search PubMed titles androstanolone
Search PubMed titles/abstracts androstanolone
SynPHARM 6559 (in complex with Androgen receptor)
14316 (in complex with Androgen receptor)
UniChem Compound Search for chemical match using the InChIKey NVKAWKQGWWIWPM-ABEVXSGRSA-N
UniChem Connectivity Search for chemical match using the InChIKey NVKAWKQGWWIWPM-ABEVXSGRSA-N
Wikipedia Dihydrotestosterone