CAS 1256-86-6

Cholesterol sulfate

Description:

Cholesterol sulfate is a sulfated derivative of cholesterol, characterized by the presence of a sulfate group attached to the hydroxyl group of the cholesterol molecule. It is a white to off-white solid that is soluble in organic solvents but has limited solubility in water. Cholesterol sulfate plays a significant role in various biological processes, including cell membrane structure and function, as well as serving as a signaling molecule in cellular pathways. It is involved in the regulation of cholesterol metabolism and has been implicated in the modulation of cell proliferation and differentiation. The compound is also found in various tissues and is important for maintaining skin barrier function. In terms of safety, cholesterol sulfate is generally considered to have low toxicity, but like many chemical substances, it should be handled with care in laboratory settings. Its unique properties and biological significance make it a subject of interest in both biochemistry and pharmacology.

Formula: C₂₇H₄₆O₄S

InChI: InChI=1/C27H46O4S/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)/p-1/t19-,21+,22+,23-,24+,25+,26+,27-/m1/s1

InChI key: InChIKey=BHYOQNUELFTYRT-DPAQBDIFSA-N

SMILES: C[C@@]12[C@@]3([C@]([C@]4([C@](C)(CC3)[C@@]([C@@H](CCCC(C)C)C)(CC4)[H])[H])(CC=C1C[C@@H](OS(=O)(=O)O)CC2)[H])[H]

Synonyms:

• (3Beta)-Cholest-5-En-3-Yl Hydrogen Sulfate
• (3Beta)-Cholest-5-En-3-Yl Sulfate
• 5-Cholesten-3β-yl sulfate
• Ccris 7559
• Cholest-5-en-3-ol (3beta)-, hydrogen sulfate
• Cholest-5-en-3-ol (3β)-, hydrogen sulfate
• Cholest-5-en-3β-ol sulfate
• Cholesterol 3-sulfate
• Cholesterol sulfate
• Cholesterol, hydrogen sulfate
• Cholesteryl sulfate
• Cholesterol 3-sulfuric acid
• Cholesterol Sulfate Triethylamine Salt
• sulfuric acid [(3S,8S,9S,10R,13R,14S,17R)-17-[(1R)-1,5-dimethylhexyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] ester
• [(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] hydrogen sulfate
• 3β-Cholesteryl sulfate
• Cholesterol sulfuric acid

Cholesterol sulfate

CAS: 1256-86-6

Formula: C₂₇H₄₆O₄S

Molecular weight: 466.7167

Ref: IN-DA000NYB

Cholesterol sulfate

CAS: 1256-86-6

Cholesterol sulfate is a multifunctional endogenous sterol sulfate and selective DOCK2 inhibitor with an IC50 of 2 μM in mouse assays. Cholesterol sulfate plays multiple roles including in epidermal barrier formation by regulating keratinocyte differentiation and corneocyte desquamation, functions as a serine-protease inhibitor, acts as a glucocorticoid receptor antagonist, and activates RORα/γ in the thymus. Cholesterol sulfate serves as a critical research tool for investigating cutaneous biology, immunomodulation, steroid metabolism, sperm capacitation, platelet aggregation, and disorders such as X-linked ichthyosis.

Formula: C₂₇H₄₆O₄S

Purity: 97%

Color and Shape: Solid

Molecular weight: 466.72

Ref: TM-TN8971

Cholesterol Sulfate Triethylamine Salt

CAS: 1256-86-6

Formula: C₂₇H₄₆O₄S·Et₃N

Color and Shape: White To Off-White Solid

Molecular weight: 466.72 101.19

Ref: 4Z-C-5338