CHEBI:2495 - adrenosterone

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ChEBI Name adrenosterone
ChEBI ID CHEBI:2495
Definition A 3-oxo Δ4-steroid that is androst-4-ene carrying three oxo-substituents at positions 3, 11 and 17.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C19H24O3
Net Charge 0
Average Mass 300.393
Monoisotopic Mass 300.173
InChI InChI=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
InChIKey RZRPTBIGEANTGU-IRIMSJTPSA-N
SMILES C1[C@@]2([C@@]([C@@]3(C(C1)=CC(CC3)=O)C)(C(C[C@@]4(C)[C@@]2([H])CCC4=O)=O)[H])[H]
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 See: PubMed
Sphyrna tiburo (NCBI:txid7824) See: PubMed
Abudefduf sexfasciatus (NCBI:txid80948) See: PubMed
Homo sapiens (NCBI:txid9606) See: PubMed
Roles Classification
Biological Role(s): 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 11beta-hydroxysteroid dehydrogenase (EC 1.1.1.146).
androgen
A sex hormone that stimulates or controls the development and maintenance of masculine characteristics in vertebrates by binding to androgen receptors.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
11-Keto-androstenedione ChemIDplus
11-ketoandrostenedione ChEBI
11-OXO ChemIDplus
11-oxoandrost-4-ene-3,17-dione MetaCyc
11-oxoandrostenedione ChEBI
11-Oxy-4-androstenedione ChemIDplus
4-Androsten-3,11,17-trione NIST Chemistry WebBook
Andrenosterone ChemIDplus
androst-4-ene-3,11,17-trione UniProt
NSC 12166 ChemIDplus
Reichstein's substance G ChemIDplus
Manual Xrefs Databases
C05285 KEGG COMPOUND
CPD-18926 MetaCyc
HMDB0006772 HMDB
View more database links
Registry Numbers Types Sources
3036825 Reaxys Registry Number Reaxys
382-45-6 CAS Registry Number KEGG COMPOUND
382-45-6 CAS Registry Number ChemIDplus
382-45-6 CAS Registry Number NIST Chemistry WebBook
Citations Waiting for Citations Types Sources
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Last Modified
04 July 2017