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CHEBI:28195 - 3α-hydroxy-5β-androstan-17-one

ChEBI IDCHEBI:28195
ChEBI Name3α-hydroxy-5β-androstan-17-one
Stars
ASCII Name3alpha-hydroxy-5beta-androstan-17-one
DefinitionAn androstanoid that is 5β-androstane substituted by an α-hydroxy group at position 3 and an oxo group at position 17. It is a metabolite of testosterone in mammals.
Secondary ChEBI IDsCHEBI:1710, CHEBI:11904, CHEBI:20236, CHEBI:40622
Last Modified18 October 2017
DownloadsMolfile
FormulaC19H30O2
Net Charge0
Average Mass290.447
Monoisotopic Mass290.22458
SMILES[H][C@]12CC[C@]3([H])[C@]([H])(CC[C@]4(C)C(=O)CC[C@@]34[H])[C@@]1(C)CC[C@@H](O)C2
InChIInChI=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/h12-16,20H,3-11H2,1-2H3/t12-,13-,14+,15+,16+,18+,19+/m1/s1
InChIKeyQGXBDMJGAMFCBF-BNSUEQOYSA-N
Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606) - DOI (10.1038/nbt.2488)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Biological Roles:
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
3α-hydroxy-5β-androstan-17-one (CHEBI:28195) has parent hydride 5β-androstane (CHEBI:20659)
3α-hydroxy-5β-androstan-17-one (CHEBI:28195) has role human metabolite (CHEBI:77746)
3α-hydroxy-5β-androstan-17-one (CHEBI:28195) has role mouse metabolite (CHEBI:75771)
3α-hydroxy-5β-androstan-17-one (CHEBI:28195) is a 17-oxo steroid (CHEBI:19168)
3α-hydroxy-5β-androstan-17-one (CHEBI:28195) is a 3α-hydroxy steroid (CHEBI:36835)
3α-hydroxy-5β-androstan-17-one (CHEBI:28195) is a androstanoid (CHEBI:50402)
Incoming Relation(s)
19-noretiocholanolone (CHEBI:746883) has functional parent 3α-hydroxy-5β-androstan-17-one (CHEBI:28195)
3α-hydroxy-5β-androstan-17-one 3-glucosiduronic acid (CHEBI:37451) has functional parent 3α-hydroxy-5β-androstan-17-one (CHEBI:28195)
IUPAC Name 
3α-hydroxy-5β-androstan-17-one
Synonyms  Source
3alpha-Hydroxy-5beta-androstan-17-oneKEGG COMPOUND
Etiocholan-3alpha-ol-17-oneKEGG COMPOUND
3alpha-Hydroxyetiocholan-17-oneKEGG COMPOUND
EtiocholanoloneChemIDplus
AETIOCHOLANOLONEPDBeChem
5β-androsteroneNIST Chemistry WebBook
UniProt Name  Source
3α-hydroxy-5β-androstan-17-oneUniProt
Manual XrefsDatabases
C04373KEGG COMPOUND
AE2PDBeChem
LMST02020059LIPID MAPS
EtiocholanoloneWikipedia
DB02854DrugBank
HMDB0000490HMDB
Registry NumbersSources
Reaxys:2217625Reaxys
CAS:53-42-9KEGG COMPOUND
CAS:53-42-9NIST Chemistry WebBook
CAS:53-42-9ChemIDplus
Citations