(24S)-24,25-Epoxycholesterol

CAS: 77058-74-3

Ref. TR-E589370

Product Information

• Name: (24S)-24,25-Epoxycholesterol
• Synonyms: (3S,8S,9S,10R,13R,14S,17S)-17-[4-[(2R)-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

Description

Applications (24S)-24,25-Epoxycholesterol is a derivative of 4β-Hydroxy Cholesterol (H917980), a metabolite of Cholesterol. It is formed from Cholesterol by the drug-metabolizing enzyme cytochrome P 450 3A4. A potential ligand for the nuclear receptor LXR and also a new endogenous CYP3A marker.
References Breuer, O., et al.: J. Lipid Res., 36, 2275 (1995), Pikuleva, I., et al.: J. Biol. Chem., 273, 18153 (1998), Chawla, A., et al.: Science, 294, 1866 (2001), Bodin, K., et al.: J. Biol. Chem., 276, 38685 (2001),

• Brand: TRC

Chemical properties

• Molecular weight: 400.637
• Formula: C₂₇H₄₄O₂
• Color/Form: Neat
• 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+/m0/s1
• InChI key: InChIKey=OSENKJZWYQXHBN-CXNRLNKLSA-N
• SMILES: CC(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