24(S),25-Epoxycholesterol

cas: 77058-74-3 — see every product listed under this CAS number, including other names

24(S),25-Epoxycholesterol (CAS 77058-74-3) is a chemical reagent available from Chemat. Available pack sizes: 1mg. Offered by: TargetMol.

brandTargetMol
catalog numberT71756-1mg
cas77058-74-3
size1mg
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Available pack sizes

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TargetMol 1mg 3314.75 Pln

properties

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Structural formula: {0} (CAS {1})

24(S),25-epoxycholesterol is a 3beta-hydroxy-5-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. It has a role as a liver X receptor agonist. It is an epoxy steroid, a 3beta-hydroxy-Delta(5)-steroid and a cholestanoid. It is functionally related to a desmosterol.

Source: ChEBI

Identity
Molecular formulaC27H44O2
Molecular weight400.6 g/mol
IUPAC name(3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-4-[(2S)-3,3-dimethyloxiran-2-yl]butan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol
InChIKeyOSENKJZWYQXHBN-XVYZBDJZSA-N
SMILESC[C@H](CC[C@H]1C(O1)(C)C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3CC=C5[C@@]4(CC[C@@H](C5)O)C)C

Computed by PubChem (NCBI)

Synonyms: 24(S),25-Epoxycholesterol, (24S,25)-epoxycholesterol, 24S,25-epoxy-cholesterol, 24S,25-epoxy-cholest-5-en-3beta-ol, 24,25-epoxy-cholesterol, 24(S), 25-epoxycholesterol, (24S)-24,25-epoxycholest-5-en-3beta-ol, (24s)-24,25-epoxycholesterol, 24,25-Epoxycholesterol, Spectrum5_001979
Related forms of this compound
(3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-4-(3,3-dimethyloxiran-2-yl)butan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol C27H44O2
(3S,8S,9S,10R,13R,14S,17R)-17-[(2R)-4-[3,3-bis(trideuteriomethyl)oxiran-2-yl]butan-2-yl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-ol C27H44O2
Isomers (same molecular formula)
(1S,3Z)-3-[(2E)-2-[(1R,3aS,7aR)-1-[(2R)-6-hydroxy-6-methylheptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol C27H44O2
[(2E)-3,7-dimethylocta-2,6-dienyl] (4E,8E)-5,9,13-trimethyltetradeca-4,8,12-trienoate C27H44O2
trans-(1R,3S,5Z)-5-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol C27H44O2
(1S)-3-[(Z)-2-[(1R,3aR,7aR)-1-[(2R)-6-hydroxy-6-methylheptan-2-yl]-7a-methyl-1,2,3,3a,6,7-hexahydroinden-4-yl]ethenyl]-4-methylcyclohex-3-en-1-ol C27H44O2
(1S,3Z)-3-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-7,7,7-trideuterio-6-hydroxy-6-(trideuteriomethyl)heptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol C27H44O2
(1R,3Z)-3-[(2E)-2-[(1R,3aS,7aR)-1-[(2R)-6-hydroxy-6-methylheptan-2-yl]-7a-methyl-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexan-1-ol C27H44O2
(8S,9S,10R,13R,14S,17R)-17-[(2R,6R)-7-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-1,2,6,7,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-3-one C27H44O2
(3S,9R,10S,13R,14R,17R)-17-[(2R)-6-hydroxy-6-methylheptan-2-yl]-10,13-dimethyl-2,3,4,9,11,12,14,15,16,17-decahydro-1H-cyclopenta[a]phenanthren-3-ol C27H44O2
(3S,8S,9S,10R,13R,14S,17R)-3-hydroxy-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,3,4,8,9,11,12,14,15,16,17-dodecahydrocyclopenta[a]phenanthren-7-one C27H44O2
trans-(1R,3S,5E)-5-[(2E)-2-[(1R,3aS,7aR)-7a-methyl-1-[(2R)-6-methylheptan-2-yl]-2,3,3a,5,6,7-hexahydro-1H-inden-4-ylidene]ethylidene]-4-methylidenecyclohexane-1,3-diol C27H44O2

Also listed as

(24S)-24,25-Epoxycholesterol Chemat Brand CAS 77058-74-3
24(S),25–epoxy Cholesterol GLPBio CAS 77058-74-3
24(S) 25-EPOXYCHOLESTEROL Sigma-Aldrich CAS 77058-74-3
(8S,9S,10R,13R,14S,17R)-17-((R)-4-((S)-3,3-Dimethyloxiran-2-yl)butan-2-yl)-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol, 98%, 98% Chemat CAS 77058-74-3
(24S,25)-Epoxycholesterol, 98.10% MedChemExpress CAS 77058-74-3