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CHEBI:1294 - (20R,22R)-20,22-dihydroxycholesterol

ChEBI IDCHEBI:1294
ChEBI Name(20R,22R)-20,22-dihydroxycholesterol
Stars
ASCII Name(20R,22R)-20,22-dihydroxycholesterol
DefinitionAn oxysterol that is cholesterol substituted by hydroxy groups at positions 20 and 22 (the 20R,22R-stereoisomer).
Last Modified24 April 2017
DownloadsMolfile
FormulaC27H46O3
Net Charge0
Average Mass418.662
Monoisotopic Mass418.34470
SMILES[H][C@@]12CC=C3C[C@@H](O)CC[C@]3(C)[C@@]1([H])CC[C@@]1(C)[C@@]2([H])CC[C@]1([H])[C@@](C)(O)[C@H](O)CCC(C)C
InChIInChI=1S/C27H46O3/c1-17(2)6-11-24(29)27(5,30)23-10-9-21-20-8-7-18-16-19(28)12-14-25(18,3)22(20)13-15-26(21,23)4/h7,17,19-24,28-30H,6,8-16H2,1-5H3/t19-,20-,21-,22-,23-,24+,25-,26-,27+/m0/s1
InChIKeyISBSSBGEYIBVTO-TYKWNDPBSA-N
Species of MetaboliteComponentSourceComments
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification
Biological Roles:
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human metabolite  Any mammalian metabolite produced during a metabolic reaction in humans (Homo sapiens).
ChEBI Ontology
Outgoing Relation(s)
(20R,22R)-20,22-dihydroxycholesterol (CHEBI:1294) has role human metabolite (CHEBI:77746)
(20R,22R)-20,22-dihydroxycholesterol (CHEBI:1294) has role mouse metabolite (CHEBI:75771)
(20R,22R)-20,22-dihydroxycholesterol (CHEBI:1294) is a 20-hydroxy steroid (CHEBI:36854)
(20R,22R)-20,22-dihydroxycholesterol (CHEBI:1294) is a 22-hydroxy steroid (CHEBI:36863)
(20R,22R)-20,22-dihydroxycholesterol (CHEBI:1294) is a 3β-hydroxy-Δ5-steroid (CHEBI:1722)
(20R,22R)-20,22-dihydroxycholesterol (CHEBI:1294) is a 3β-sterol (CHEBI:35348)
(20R,22R)-20,22-dihydroxycholesterol (CHEBI:1294) is a cholestanoid (CHEBI:50401)
(20R,22R)-20,22-dihydroxycholesterol (CHEBI:1294) is a oxysterol (CHEBI:53030)
IUPAC Name 
(22R)-cholest-5-ene-3β,20,22-triol
Synonyms  Source
20alpha,22beta-DihydroxycholesterolKEGG COMPOUND
(22R)-20alpha,22-DihydroxycholesterolKEGG COMPOUND
20,22-DihydroxycholesterolChemIDplus
(20R,22R)-20,22-DihydroxycholesterolChemIDplus
20alpha,22R-DihydroxycholesterolChemIDplus
UniProt Name  Source
(20R,22R)-20,22-dihydroxycholesterolUniProt
Manual XrefsDatabases
C05501KEGG COMPOUND
HMDB0006763HMDB
20A-20B-DIHYDROXY-CHOLESTEROLMetaCyc
LMST01010200LIPID MAPS
Registry NumbersSources
Reaxys:2339391Reaxys
CAS:596-94-1ChemIDplus