CHEBI:139311 - 20β-dihydrocortisol

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ChEBI Name 20β-dihydrocortisol
ChEBI ID CHEBI:139311
ChEBI ASCII Name 20beta-dihydrocortisol
Definition A 17α-hydroxy-C21-steroid that is cortisol in which the 20-oxo group has been reduced to a hydroxy group. It is a metabolite of cortisol identified in the urine of horses and humans, and its urinary excretion is increased in obesity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C21H32O5
Net Charge 0
Average Mass 364.482
Monoisotopic Mass 364.22497
InChI InChI=1S/C21H32O5/c1-19-7-5-13(23)9-12(19)3-4-14-15-6-8-21(26,17(25)11-22)20(15,2)10-16(24)18(14)19/h9,14-18,22,24-26H,3-8,10-11H2,1-2H3/t14-,15-,16-,17+,18+,19-,20-,21-/m0/s1
InChIKey AWWCEQOCFFQUKS-LCGKLAOVSA-N
SMILES C1[C@@]2([C@@]([C@@]3(C(C1)=CC(CC3)=O)C)([C@H](C[C@@]4([C@@](CC[C@@]24[H])(O)[C@@H](CO)O)C)O)[H])[H]
Metabolite of Species Details
Saimiri sciureus (NCBI:txid9521) Identified in urine. See: PubMed
Homo sapiens (NCBI:txid9606) Identified in urine. See: PubMed
Roles Classification
Biological Role(s): mammalian metabolite
Any animal metabolite produced during a metabolic reaction in mammals.
human urinary metabolite
Any metabolite (endogenous or exogenous) found in human urine samples.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 20β-dihydrocortisol (CHEBI:139311) has functional parent cortisol (CHEBI:17650)
20β-dihydrocortisol (CHEBI:139311) has role human urinary metabolite (CHEBI:84087)
20β-dihydrocortisol (CHEBI:139311) has role mammalian metabolite (CHEBI:75768)
20β-dihydrocortisol (CHEBI:139311) is a 11β-hydroxy steroid (CHEBI:35346)
20β-dihydrocortisol (CHEBI:139311) is a 17α-hydroxy-C21-steroid (CHEBI:138141)
20β-dihydrocortisol (CHEBI:139311) is a 20-hydroxy steroid (CHEBI:36854)
20β-dihydrocortisol (CHEBI:139311) is a 21-hydroxy steroid (CHEBI:35344)
20β-dihydrocortisol (CHEBI:139311) is a 3-oxo-Δ4 steroid (CHEBI:47909)
IUPAC Name
11β,17,20R,21-tetrahydroxypregn-4-en-3-one
Synonyms Sources
(11β,20R)-11,17,20,21-tetrahydroxypregn-4-en-3-one IUPAC
(20R)-dihydrocortisol ChEBI
11β,17α,20β,21-tetrahydroxy-4-pregnen-3-one ChEBI
20-β-dihydrocortisol ChEBI
20β-dihydrocortisol UniProt
20β-hydroxycortisol ChemIDplus
4-pregnene-11β,17α,20β,21-tetrol-3-one ChemIDplus
Δ4-pregnene-11β,17α,20β,21-tetraol-3-one ChemIDplus
Reichstein's compound E ChemIDplus
Reichstein's substance E ChemIDplus
Registry Number Type Source
116-58-5 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10218997 PubMed citation Europe PMC
10454084 PubMed citation Europe PMC
1152462 PubMed citation Europe PMC
1173507 PubMed citation Europe PMC
12074236 PubMed citation Europe PMC
194010 PubMed citation Europe PMC
28878267 PubMed citation Europe PMC
31209107 PubMed citation Europe PMC
6821952 PubMed citation Europe PMC
7176656 PubMed citation Europe PMC
Last Modified
21 August 2019