Coprostanol

• CAT Number: R067805
• CAS Number: 360-68-9
• Molecular Formula: C27H48O
• Molecular Weight: 388.68
• Purity: ≥95%
• Synonyms: 5-beta-Cholestan-3-beta-ol
• Solubility: chloroform, ethyl ether, warm methanol
• Storage: Store at -20°C
• IUPAC Name: (3S,5R,8R,9S,10S,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-ol
• InChI: InChI=1S/C27H48O/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(28)13-15-26(20,4)25(22)14-16-27(23,24)5/h18-25,28H,6-17H2,1-5H3/t19-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1
• InChIKey: QYIXCDOBOSTCEI-NWKZBHTNSA-N
• SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2CCC4C3(CCC(C4)O)C)C

Coprostanol is a sterol compound formed by the bacterial degradation of cholesterol in the intestines of animals, including humans. It is a major component of feces and sewage. Due to its stability and persistence, coprostanol serves as an indicator of fecal contamination in water sources and environmental samples. Its presence is used in environmental monitoring to assess water quality and to detect sources of pollution. Additionally, coprostanol has been investigated as a biomarker in studies related to human health and dietary habits.

Reference

1. P. Nichols et al. “Comparison of the abundance of the fecal sterol coprostanol and fecal bacterial groups in inner-shelf waters and sediments near Sydney,Australia” Journal of Chromatography A, vol. 643(1-2) pp. 189-195, 19932. R. Rosenfeld, B. Zumoff, and L. Hellman “Metabolism of coprostanol-C14 and cholestanol-4-C14 in man” Journal of Lipid Research, vol. 4(3) pp. 337-340, 19633. R. Bell et al. “Bile Acids” Journal of Biological Chemistry, vol. 240(3) pp. 1054-1058, 19654. L. Jayasinghe et al. “Application of pentafluorophenyldimethylsilyl derivatization for gas chromatography–electron-capture detection of supercriticallyextracted sterols” Journal of Chromatography A, vol. 809 pp. 109-120, 1998