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CHEBI:139311 - 20β-dihydrocortisol

ChEBI IDCHEBI:139311
ChEBI Name20β-dihydrocortisol
Stars
ASCII Name20beta-dihydrocortisol
DefinitionA 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.
Last Modified21 August 2019
SubmitterKeeva
DownloadsMolfile
FormulaC21H32O5
Net Charge0
Average Mass364.482
Monoisotopic Mass364.22497
SMILES[H][C@@]12CC[C@](O)([C@H](O)CO)[C@@]1(C)C[C@H](O)[C@@]1([H])[C@@]2([H])CCC2=CC(=O)CC[C@@]21C
InChIInChI=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
InChIKeyAWWCEQOCFFQUKS-LCGKLAOVSA-N
Species of MetaboliteComponentSourceComments
Saimiri sciureus (ncbitaxon:9521) - PubMed (194010) Identified in urine.
Homo sapiens (ncbitaxon:9606) - PubMed (6821952) Identified in urine.
Roles Classification
Biological Roles:
human urinary metabolite  Any metabolite (endogenous or exogenous) found in human urine samples.
mammalian metabolite  Any animal metabolite produced during a metabolic reaction in mammals.
ChEBI Ontology
Outgoing Relation(s)
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  Source
(11β,20R)-11,17,20,21-tetrahydroxypregn-4-en-3-oneIUPAC
4-pregnene-11β,17α,20β,21-tetrol-3-oneChemIDplus
11β,17α,20β,21-tetrahydroxy-4-pregnen-3-oneChEBI
20β-hydroxycortisolChemIDplus
Reichstein's substance EChemIDplus
Reichstein's compound EChemIDplus
UniProt Name  Source
20β-dihydrocortisolUniProt
Registry NumbersSources
CAS:116-58-5ChemIDplus
Citations