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

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ChEBI Name 24(S),25-epoxycholesterol
ChEBI ID CHEBI:41633
ChEBI ASCII Name 24(S),25-epoxycholesterol
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C27H44O2
Net Charge 0
Average Mass 400.63710
Monoisotopic Mass 400.33413
InChI InChI=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
InChIKey OSENKJZWYQXHBN-XVYZBDJZSA-N
SMILES C[C@H](CC[C@@H]1OC1(C)C)[C@H]1CC[C@H]2[C@@H]3CC=C4C[C@@H](O)CC[C@]4(C)[C@H]3CC[C@]12C
Roles Classification
Biological Role(s): liver X receptor agonist
Any compound that acts as an agonist towards the liver X receptors.
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ChEBI Ontology
Outgoing 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 Sources
(24S)-24,25-epoxycholesterol ChEBI
(24S)-25-epoxycholesterol UniProt
(3β,24S)-24,25-epoxycholest-5-en-3-ol IUPAC
24(S),25-EC ChEBI
24,25-epoxy-cholesterol LIPID MAPS
24S,25-epoxy-cholest-5-en-3β-ol LIPID MAPS
24S,25-epoxy-cholesterol LIPID MAPS
Manual Xrefs Databases
C15632 KEGG COMPOUND
CO1 PDBeChem
LMST01010012 LIPID MAPS
LSM-5712 LINCS
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Registry Numbers Types Sources
5765150 Reaxys Registry Number Reaxys
77058-74-3 CAS Registry Number KEGG COMPOUND
Citations Waiting for Citations Types Sources
19426978 PubMed citation Europe PMC
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Last Modified
28 October 2019