CHEBI:2495 - adrenosterone

ChEBI IDCHEBI:2495
ChEBI Nameadrenosterone
Stars
DefinitionA 3-oxo Δ4-steroid that is androst-4-ene carrying three oxo-substituents at positions 3, 11 and 17.
Last Modified4 July 2017
DownloadsMolfile
FormulaC19H24O3
Net Charge0
Average Mass300.398
Monoisotopic Mass300.17254
SMILES[H][C@@]12CCC3=CC(=O)CC[C@]3(C)[C@@]1([H])C(=O)C[C@]1(C)C(=O)CC[C@@]21[H]
InChIInChI=1S/C19H24O3/c1-18-8-7-12(20)9-11(18)3-4-13-14-5-6-16(22)19(14,2)10-15(21)17(13)18/h9,13-14,17H,3-8,10H2,1-2H3/t13-,14-,17+,18-,19-/m0/s1
InChIKeyRZRPTBIGEANTGU-IRIMSJTPSA-N
Species of MetaboliteComponentSourceComments
Abudefduf sexfasciatus (ncbitaxon:80948) - PubMed (25917864)
Homo sapiens (ncbitaxon:9606) - PubMed (14308712)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Sphyrna tiburo (ncbitaxon:7824) - PubMed (10469997)
Roles Classification
Biological Roles:
androgen  A sex hormone that stimulates or controls the development and maintenance of masculine characteristics in vertebrates by binding to androgen receptors.
human urinary metabolite  Any metabolite (endogenous or exogenous) found in human urine samples.
marine metabolite  Any metabolite produced during a metabolic reaction in marine macro- and microorganisms.
EC 1.1.1.146 (11beta-hydroxysteroid dehydrogenase) inhibitor  An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the action of 11β-hydroxysteroid dehydrogenase (EC 1.1.1.146).
ChEBI Ontology
Outgoing Relation(s)
adrenosterone (CHEBI:2495) has parent hydride androstane (CHEBI:35509)
adrenosterone (CHEBI:2495) has role androgen (CHEBI:50113)
adrenosterone (CHEBI:2495) has role EC 1.1.1.146 (11β-hydroxysteroid dehydrogenase) inhibitor (CHEBI:137626)
adrenosterone (CHEBI:2495) has role human urinary metabolite (CHEBI:84087)
adrenosterone (CHEBI:2495) has role marine metabolite (CHEBI:76507)
adrenosterone (CHEBI:2495) is a 11-oxo steroid (CHEBI:47787)
adrenosterone (CHEBI:2495) is a 17-oxo steroid (CHEBI:19168)
adrenosterone (CHEBI:2495) is a 3-oxo-Δ4 steroid (CHEBI:47909)
adrenosterone (CHEBI:2495) is a androstanoid (CHEBI:50402)
IUPAC Name 
androst-4-ene-3,11,17-trione
Synonyms  Source
11-ketoandrostenedioneChEBI
11-Keto-androstenedioneChemIDplus
11-OXOChemIDplus
11-oxoandrost-4-ene-3,17-dioneMetaCyc
11-oxoandrostenedioneChEBI
11-Oxy-4-androstenedioneChemIDplus
UniProt Name  Source
androst-4-ene-3,11,17-trioneUniProt
Manual XrefsDatabases
C05285KEGG COMPOUND
CPD-18926MetaCyc
HMDB0006772HMDB
Registry NumbersSources
Reaxys:3036825Reaxys
CAS:382-45-6KEGG COMPOUND
CAS:382-45-6NIST Chemistry WebBook
CAS:382-45-6ChemIDplus
Citations