CHEBI:16330 - 17β-hydroxy-5α-androstan-3-one

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ChEBI Name 17β-hydroxy-5α-androstan-3-one
ChEBI ID CHEBI:16330
ChEBI ASCII Name 17beta-hydroxy-5alpha-androstan-3-one
Definition A 17β-hydroxy steroid that is testosterone in which the 4-5 double bond has been reduced to a single bond with α- configuration at position 5.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:793, CHEBI:11342, CHEBI:41876, CHEBI:11341, CHEBI:19175
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Formula C19H30O2
Net Charge 0
Average Mass 290.44030
Monoisotopic Mass 290.225
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
InChIKey NVKAWKQGWWIWPM-ABEVXSGRSA-N
SMILES [H][C@@]12CC[C@@]3([H])[C@]4([H])CC[C@H](O)[C@@]4(C)CC[C@]3([H])[C@@]1(C)CCC(=O)C2
Metabolite of Species Details
Mus musculus (NCBI:10090) Source: BioModels - MODEL1507180067 See: PubMed
Daphnia magna (NCBI:35525) See: Changes in the Metabolic Elimination Profile of Testosterone Following Exposure of the Crustacean Daphnia magna to TributyltinGerald A. LeBlanc and James B. McLachlanEcotoxicology and Environmental Safety 45, 296-303 (2000)
Homo sapiens (NCBI:9606) See: DOI
Roles Classification
Biological Role(s): androgen
A sex hormone that stimulates or controls the development and maintenance of masculine characteristics in vertebrates by binding to androgen receptors.
Daphnia magna metabolite
A Daphnia metabolite produced by the species Daphnia magna.
human metabolite
Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 17β-hydroxy-5α-androstan-3-one (CHEBI:16330) has parent hydride 5α-androstane (CHEBI:28859)
17β-hydroxy-5α-androstan-3-one (CHEBI:16330) has role Daphnia magna metabolite (CHEBI:83056)
17β-hydroxy-5α-androstan-3-one (CHEBI:16330) has role androgen (CHEBI:50113)
17β-hydroxy-5α-androstan-3-one (CHEBI:16330) has role human metabolite (CHEBI:77746)
17β-hydroxy-5α-androstan-3-one (CHEBI:16330) has role mouse metabolite (CHEBI:75771)
17β-hydroxy-5α-androstan-3-one (CHEBI:16330) is a 17β-hydroxy steroid (CHEBI:35343)
17β-hydroxy-5α-androstan-3-one (CHEBI:16330) is a 17β-hydroxyandrostan-3-one (CHEBI:85278)
17β-hydroxy-5α-androstan-3-one (CHEBI:16330) is a 3-oxo steroid (CHEBI:47788)
IUPAC Name
17β-hydroxy-5α-androstan-3-one
INNs Sources
androstanolona ChemIDplus
androstanolone WHO MedNet
androstanolone ChemIDplus
androstanolonum ChemIDplus
Synonyms Sources
17β-hydroxy-3-oxo-5α-androstanone UniProt
17beta-hydroxy-5alpha-androstan-3-one ChEBI
17beta-Hydroxy-5alpha-androstan-3-one KEGG COMPOUND
17beta-hydroxyandrostan-3-one ChEBI
17beta-Hydroxyandrostan-3-one KEGG COMPOUND
17beta-Hydroxyandrostan-3-one KEGG COMPOUND
4,5α-dihydrotestosterone ChEBI
5α-DHT ChEBI
5alpha-dihydrotestosterone ChEBI
5alpha-Dihydrotestosterone KEGG COMPOUND
Androstanolone KEGG COMPOUND
DHT PDBeChem
Dihydrotestosteron ChEBI
DIHYDROTESTOSTERONE PDBeChem
dihydrotestostérone ChEBI
Stanolone NIST Chemistry WebBook
Database Links Databases
17-BETA-HYDROXY-5ALPHA-ANDROSTAN-3-O MetaCyc
C03917 KEGG COMPOUND
D07456 KEGG DRUG
DB02901 DrugBank
DHT PDBeChem
Dihydrotestosterone Wikipedia
HMDB02961 HMDB
LMST02020042 LIPID MAPS
View more database links
Registry Numbers Types Sources
521-18-6 CAS Registry Number KEGG COMPOUND
521-18-6 CAS Registry Number ChemIDplus
521-18-6 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
15251265 PubMed citation Europe PMC
15811352 PubMed citation Europe PMC
18076420 PubMed citation Europe PMC
Last Modified
27 January 2016