Cholesterol 3-Sulfate Sodium Salt

• CAT Number: R001703
• CAS Number: 2864-50-8
• Molecular Formula: C27H45O4S • Na
• Molecular Weight: 488.7
• Purity: ≥95%
• Synonyms: (3β)-Cholest-5-en-3-ol 3-(Hydrogen Sulfate) Sodium Salt; Cholesterol Hydrogen Sulfate; Cholesteryl Sodium Sulfate; Sodium Cholesteryl Sulfate; ?
• Target: Endogenous Metabolite
• Storage: -20°C
• IUPAC Name: sodium;[(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] sulfate
• InChI: InChI=1S/C27H46O4S.Na/c1-18(2)7-6-8-19(3)23-11-12-24-22-10-9-20-17-21(31-32(28,29)30)13-15-26(20,4)25(22)14-16-27(23,24)5;/h9,18-19,21-25H,6-8,10-17H2,1-5H3,(H,28,29,30);/q;+1/p-1/t19-,21+,22+,23-,24+,25+,26+,27-;/m1./s1
• InChIKey: LMPVQXVJTZWENW-NLNIQXEESA-M
• SMILES: CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OS(=O)(=O)[O-])C)C.[Na+]

Cholesterol 3-Sulfate Sodium Salt (CAS 2864-50-8) is a useful chemical. Cholesterol sulfate is an endogenous component of cell membranes where it serves as a substrate for steroid synthesis, influences lipid metabolism, stabilizes cell membranes, regulates the activity of functional proteins, and plays a role in keratinocyte differentiation and development of the epidermal barrier. This synthetic formulation can be used to form nonconventional liposomes in order to study cellular membrane properties.

Reference

1.Strott, Charles A., and Yuko Higashi. "Cholesterol sulfate in human physiology: what's it all about?." Journal of lipid research 44.7 (2003): 1268-1278.
2.Meleard, Philippe, et al. "Bending elasticities of model membranes: influences of temperature and sterol content." Biophysical journal 72.6 (1997): 2616-2629.