CHEBI:2495 - adrenosterone

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
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
Download Molfile XML SDF
Formula C19H24O3
Net Charge 0
Average Mass 300.393
Monoisotopic Mass 300.17254
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
10469997 PubMed citation Europe PMC
12434991 PubMed citation Europe PMC
12460593 PubMed citation Europe PMC
13061495 PubMed citation Europe PMC
13414169 PubMed citation Europe PMC
14288792 PubMed citation Europe PMC
14297229 PubMed citation Europe PMC
14308712 PubMed citation Europe PMC
16216911 PubMed citation Europe PMC
17360211 PubMed citation Europe PMC
17889091 PubMed citation Europe PMC
20355175 PubMed citation Europe PMC
2295425 PubMed citation Europe PMC
22987608 PubMed citation Europe PMC
23685396 PubMed citation Europe PMC
25435279 PubMed citation Europe PMC
25917864 PubMed citation Europe PMC
26478560 PubMed citation Europe PMC
26865584 PubMed citation Europe PMC
27154751 PubMed citation Europe PMC
27889993 PubMed citation Europe PMC
27901631 PubMed citation Europe PMC
28234803 PubMed citation Europe PMC
28472487 PubMed citation Europe PMC
4243440 PubMed citation Europe PMC
5215809 PubMed citation Europe PMC
5764541 PubMed citation Europe PMC
5870893 PubMed citation Europe PMC
6057562 PubMed citation Europe PMC
7927284 PubMed citation Europe PMC
955389 PubMed citation Europe PMC
Last Modified
04 July 2017