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
Supplier Information
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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
3927 DrugCentral
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 NIST Chemistry WebBook
521-18-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
15251265 PubMed citation Europe PMC
15811352 PubMed citation Europe PMC
18076420 PubMed citation Europe PMC
Last Modified
22 February 2017