dihydrotestosterone   

GtoPdb Ligand ID: 2856

Abbreviated name: DHT
Synonyms: 5α-dihydrotestosterone | androstanolone | stanolone
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
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
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
Compound class Metabolite or derivative
IUPAC Name
(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
INN number INN
238 androstanolone
Synonyms
5α-dihydrotestosterone | androstanolone | stanolone
Database Links
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
NURSA Ligand 10.1621/1VFECP1A76
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
Search UniChem for chemical match using the InChIKey NVKAWKQGWWIWPM-ABEVXSGRSA-N
Search UniChem for chemicals with the same backbone NVKAWKQGWWIWPM
SynPHARM 6559 (in complex with Androgen receptor)
14316 (in complex with Androgen receptor)
Wikipedia Dihydrotestosterone