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CHEBI:41633 - 24(S),25-epoxycholesterol

ChEBI IDCHEBI:41633
ChEBI Name24(S),25-epoxycholesterol
Stars
ASCII Name24(S),25-epoxycholesterol
DefinitionA 3β-hydroxy-Δ5-steroid that is desmosterol in which the double bond at position 24-25 has been oxidised to the corresponding epoxide (the 24S diastereoisomer). It is an oxysterol agonist of the liver X receptor.
Last Modified28 October 2019
DownloadsMolfile
FormulaC27H44O2
Net Charge0
Average Mass400.647
Monoisotopic Mass400.33413
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@]1([H])OC1(C)C
InChIInChI=1S/C27H44O2/c1-17(6-11-24-25(2,3)29-24)21-9-10-22-20-8-7-18-16-19(28)12-14-26(18,4)23(20)13-15-27(21,22)5/h7,17,19-24,28H,6,8-16H2,1-5H3/t17-,19+,20+,21-,22+,23+,24+,26+,27-/m1/s1
InChIKeyOSENKJZWYQXHBN-XVYZBDJZSA-N
Roles Classification
Biological Role:
liver X receptor agonist  Any compound that acts as an agonist towards the liver X receptors.
ChEBI Ontology
Outgoing Relation(s)
24(S),25-epoxycholesterol (CHEBI:41633) has functional parent desmosterol (CHEBI:17737)
24(S),25-epoxycholesterol (CHEBI:41633) has role liver X receptor agonist (CHEBI:86029)
24(S),25-epoxycholesterol (CHEBI:41633) is a 3β-hydroxy-Δ5-steroid (CHEBI:1722)
24(S),25-epoxycholesterol (CHEBI:41633) is a cholestanoid (CHEBI:50401)
24(S),25-epoxycholesterol (CHEBI:41633) is a epoxy steroid (CHEBI:145217)
IUPAC Name 
(24S)-24,25-epoxycholest-5-en-3β-ol
Synonyms  Source
24,25-epoxy-cholesterolLIPID MAPS
(24S)-24,25-epoxycholesterolChEBI
24S,25-epoxy-cholest-5-en-3β-olLIPID MAPS
24S,25-epoxy-cholesterolLIPID MAPS
24(S),25-ECChEBI
(3β,24S)-24,25-epoxycholest-5-en-3-olIUPAC
UniProt Name  Source
(24S)-25-epoxycholesterolUniProt
Manual XrefsDatabases
C15632KEGG COMPOUND
CO1PDBeChem
LMST01010012LIPID MAPS
LSM-5712LINCS
Registry NumbersSources
Reaxys:5765150Reaxys
CAS:77058-74-3KEGG COMPOUND
Citations