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
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Abudefduf sexfasciatus (ncbitaxon:80948) - PubMed (25917864)
Sphyrna tiburo (ncbitaxon:7824) - PubMed (10469997)
Homo sapiens (ncbitaxon:9606) - PubMed (14308712)
Roles Classification
Biological Roles:
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.
androgen  A sex hormone that stimulates or controls the development and maintenance of masculine characteristics in vertebrates by binding to androgen receptors.
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-oxoandrost-4-ene-3,17-dioneMetaCyc
Reichstein's substance GChemIDplus
AndrenosteroneChemIDplus
11-Oxy-4-androstenedioneChemIDplus
NSC 12166ChemIDplus
11-Keto-androstenedioneChemIDplus
UniProt Name  Source
androst-4-ene-3,11,17-trioneUniProt
Manual XrefsDatabases
C05285KEGG COMPOUND
HMDB0006772HMDB
CPD-18926MetaCyc
Registry NumbersSources
Reaxys:3036825Reaxys
CAS:382-45-6KEGG COMPOUND
CAS:382-45-6ChemIDplus
CAS:382-45-6NIST Chemistry WebBook
Citations