Sodium cholesteryl sulfate

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Category	Natural Sterols
Catalog NO.	BPG-3293
Product Name	Sodium cholesteryl sulfate
CAS	2864-50-8
Molecular Formula	C27H45NaO4S
Molecular Weight	488.70

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Product Information

Description	Cholesteryl sulfate is an endogenous sterol component of cell membranes and modulates lipid metabolism, steroid synthesis and protein activity. It is converted to cholesterol by sterol sulfatase (STS).
Synonyms	Cholesteryl sodium sulfate; Cholesterol 3-sulfate sodium salt; 5-Cholesten-3beta-ol sulfate sodium salt
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
Canonical SMILES	CC(C)CCCC(C)C1CCC2C1(CCC3C2CC=C4C3(CCC(C4)OS(=O)(=O)[O-])C)C.[Na+]
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-KPNWGBFJSA-M
Melting Point	>166°C (dec.)
Purity	>99%
Solubility	Soluble in Methanol.
Appearance	White to Off-white Solid
Shelf Life	1 Year
Storage	Store at -20°C
Exact Mass	488.294
Hygroscopic	No
Light Sensitive	No
Percent Composition	C 66.36%, H 9.28%, Na 4.70%, O 13.10%, S 6.56%

References

1. Eberlin, L.S.,Dill, A.L., Costa, A.B., Ifa, D.R., Cheng, L., Masterson, T., Koch, M., Ratliff, T.L., Cooks, R.G. (2010). Cholesterol sulfate imaging in human prostate cancer tissue by desorption electrospray ionization mass spectrometry. Anal Chem. 82:3430-4. ...PubMed ID: 20373810.
2. Shapiro, R.A, Brindley, A.J, Martin, R.W. (2010). Thermal Stabilization of DMPC/DHPC Bicelles by Addition of Cholesterol Sulfate. J. Am. Chem. Soc. 132:11406-11407.[Abstract]...PubMed ID: 20684512.

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