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C9523 Sigma-Aldrich

Sodium cholesteryl sulfate

Synonym: 5-Cholesten-3β-ol sulfate sodium salt, Cholesterol 3-sulfate sodium salt, Cholesteryl sodium sulfate, Cholesteryl sulfate sodium salt

  • CAS Number 2864-50-8

  • Empirical Formula (Hill Notation) C27H45NaO4S

  • Molecular Weight 488.70

  •  Beilstein/REAXYS Number 3899884

  •  MDL number MFCD00079091

  •  eCl@ss 39023139

  •  PubChem Substance ID 24893166

  •  NACRES NA.77

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Properties

Related Categories Anionic Detergents, Bile Salts, Biochemicals and Reagents, Cholesterol and Derivatives, Detergents,
Quality Level   200
biological source   synthetic
description   anionic
assay   ≥98% (TLC)
form   powder
functional group   methyl
shipped in   ambient
storage temp.   −20°C
SMILES string   [H][C@@]([C@H](C)CCCC(C)C)([C@@]1(C)CC[C@@]23[H])CC[C@]1([C@](CC=C4C[C@H](CC[C@]34C)OS([O-])(=O)=O)2[H])[H].[Na+]
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
InChI key   LMPVQXVJTZWENW-KPNWGBFJSA-M

Description

Application

Sodium cholesteryl sulfate was used as the source of cholesterol in the preparation of Edgar′s growth medium used for embryology experiments. It was used as a standard for the separation of human stratum corneum lipids by thin layer chromatography.

Packaging

25, 100, 250 mg in poly bottle

Biochem/physiol Actions

Cholesteryl sulfate is a natural constituent of human spermatozoa and has major role in the maturation of sperms. It could also be involved in the capacitation of sperms and enables ovum penetration. Low concentrations of cholesteryl sulfate inhibits acrosin, the proteinase present in sperm acrosome that facilitates ovum penetration.

Preparation Note

Sodium cholesteryl sulfate yields clear, colorless solution in chloroform-methanol (1:1) mixture at 10 mg/ml.

Safety & Documentation

Safety Information

Personal Protective Equipment 
RIDADR 
NONH for all modes of transport
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Certificate of Origin (COO)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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