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CHEBI:34310 - (24S)-24-hydroxycholesterol

ChEBI IDCHEBI:34310
ChEBI Name(24S)-24-hydroxycholesterol
Stars
ASCII Name(24S)-24-hydroxycholesterol
DefinitionA 24-hydroxycholesterol that has S configuration at position 24. It is the major metabolic breakdown product of cholesterol in the brain.
Last Modified21 May 2021
DownloadsMolfile
FormulaC27H46O2
Net Charge0
Average Mass402.663
Monoisotopic Mass402.34978
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@H](C)CC[C@H](O)C(C)C
InChIInChI=1S/C27H46O2/c1-17(2)25(29)11-6-18(3)22-9-10-23-21-8-7-19-16-20(28)12-14-26(19,4)24(21)13-15-27(22,23)5/h7,17-18,20-25,28-29H,6,8-16H2,1-5H3/t18-,20+,21+,22-,23+,24+,25+,26+,27-/m1/s1
InChIKeyIOWMKBFJCNLRTC-XWXSNNQWSA-N
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606)
- DOI (10.1038/nbt.2488)
blood (UBERON:0000178) PubMed (20671299)
cerebrospinal fluid (UBERON:0001359) PubMed (15061359)
blood serum (BTO:0000133) PubMed (25539717)
Roles Classification
Biological Roles:
mouse metabolite  Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
human blood serum metabolite  Any metabolite (endogenous or exogenous) found in human blood serum samples.
Application:
biomarker  A substance used as an indicator of a biological state.
ChEBI Ontology
Outgoing Relation(s)
(24S)-24-hydroxycholesterol (CHEBI:34310) has role biomarker (CHEBI:59163)
(24S)-24-hydroxycholesterol (CHEBI:34310) has role human blood serum metabolite (CHEBI:85234)
(24S)-24-hydroxycholesterol (CHEBI:34310) has role mouse metabolite (CHEBI:75771)
(24S)-24-hydroxycholesterol (CHEBI:34310) is a 24-hydroxycholesterol (CHEBI:50515)
Incoming Relation(s)
(24S)-24-hydroxycholesterol ester (CHEBI:82869) has functional parent (24S)-24-hydroxycholesterol (CHEBI:34310)
(24S)-hydroxycholesterol 24-sulfate (CHEBI:137385) has functional parent (24S)-24-hydroxycholesterol (CHEBI:34310)
(24S)-hydroxycholesterol 3-sulfate (CHEBI:137388) has functional parent (24S)-24-hydroxycholesterol (CHEBI:34310)
(24S)-hydroxycholesterol 3,24-disulfate (CHEBI:137389) has functional parent (24S)-24-hydroxycholesterol (CHEBI:34310)
IUPAC Name 
(24S)-cholest-5-ene-3β,24-diol
Synonyms  Source
24-HydroxycholesterolKEGG COMPOUND
CerebrosterolKEGG COMPOUND
Cholest-5-ene-3,24-diolKEGG COMPOUND
(24S)-24-HydroxycholesterolKEGG COMPOUND
24S-hydroxy-cholesterolLIPID MAPS
cholest-5-en-3β,24S-diolLIPID MAPS
UniProt Name  Source
(24S)-hydroxycholesterolUniProt
Manual XrefsDatabases
C13550KEGG COMPOUND
LMST01010019LIPID MAPS
CPD-7239MetaCyc
HMDB0001419HMDB
108790ChemSpider
FDB022611FooDB
Registry NumbersSources
Beilstein:3218472Beilstein
CAS:474-73-7KEGG COMPOUND
CAS:474-73-7ChemIDplus
Citations