CAS 596-94-1

(20R,22R)-20,22-Dihydroxycholesterol

Description:

(20R,22R)-20,22-Dihydroxycholesterol, with the CAS number 596-94-1, is a sterol compound that plays a significant role in various biological processes. It is characterized by the presence of two hydroxyl (-OH) groups located at the 20th and 22nd carbon positions of the cholesterol backbone, which contributes to its unique properties and biological activity. This compound is typically found in animal tissues and is involved in the regulation of cholesterol metabolism and cellular signaling pathways. Its stereochemistry, denoted by the (20R,22R) configuration, is crucial for its biological function, influencing interactions with enzymes and receptors. As a derivative of cholesterol, it shares similar hydrophobic characteristics but exhibits increased solubility in polar solvents due to the hydroxyl groups. This compound is of interest in research related to lipid metabolism, cardiovascular health, and the synthesis of steroid hormones. Its study can provide insights into cholesterol-related diseases and potential therapeutic targets.

Formula: C₂₇H₄₆O₃

InChI: InChI=1/C27H46O3/c1-17(2)6-11-24(29)27(5,30)23-10-9-21-20-8-7-18-16-19(28)12-14-25(18,3)22(20)13-15-26(21,23)4/h7,17,19-24,28-30H,6,8-16H2,1-5H3/t19-,20-,21-,22-,23-,24?,25-,26-,27+/m0/s1

InChI key: InChIKey=ISBSSBGEYIBVTO-TYKWNDPBSA-N

SMILES: C[C@@]12[C@]([C@]3([C@](CC1)([C@]4(C)C(=CC3)C[C@@H](O)CC4)[H])[H])(CC[C@@]2([C@@]([C@@H](CCC(C)C)O)(C)O)[H])[H]

Synonyms:

• (20R,22R)-20,22-Dihydroxycholesterol
• (20R,22R)-Dihydroxycholesterol
• (22R)-20α,22-Dihydroxycholesterol
• (22R)-5-Cholesten-3β,20α,22-triol
• (3β)-Cholest-5-ene-3,20,22-triol
• (3β,22R)-Cholest-5-ene-3,20,22-triol
• 20α,22(R)-Dihydroxycholesterol
• 20α,22R-Dihydroxycholesterol
• 20α,22β-Dihydroxycholesterol
• Cholest-5-Ene-3,20,22-Triol, (3Β)-
• Cholest-5-ene-3,20,22-triol, (3β,22R)-
• Cholest-5-ene-3β,20,22-triol, (22R)-
• (22R)-Cholest-5-ene-3β,20,22-triol
• (3β,22R)-Dihydroxy Cholesterol
• ISBSSBGEYIBVTO-RCXKVKFCSA-N
• Oxy-16

20,22-dihydroxycholesterol

CAS: 596-94-1

Formula: C₂₇H₄₆O₃

Purity: 95%

Molecular weight: 418.6523

Ref: IN-DA00EBLV

(20R,22R)-20,22-dihydroxy Cholesterol

CAS: 596-94-1

Formula: C27H46O3

Purity: >95%

Color and Shape: Solid

Molecular weight: 418.65

Ref: 48-64-0062

20(R), 22(R)-Dihydroxy Cholesterol

CAS: 596-94-1

Formula: C₂₇H₄₆O₃

Molecular weight: 418.66

Ref: 4Z-C-5310

(3β,22R)-Dihydroxy Cholesterol

Controlled Product

CAS: 596-94-1

Formula: C₂₇H₄₆O₃

Color and Shape: Neat

Molecular weight: 418.652

Ref: TR-D452465

20,22-Dihydroxycholesterol

Controlled Product

CAS: 596-94-1

20,22-Dihydroxycholesterol is a reaction intermediate in the biosynthesis of cholesterol. It is formed as a side product during the synthesis of cholesterol and is converted to hydroxylated cholesterol by oxidation. 20,22-Dihydroxycholesterol is typically found in human serum after incubation with ultraviolet light. This compound has been shown to be synthesized by the mitochondria from dihydroxycholesterol, which is a reaction product of cholesterol synthesis. The enzyme cytochrome P450scc catalyzes the conversion of 20,22-dihydroxycholesterol to dihydroxycholesterol.

Formula: C₂₇H₄₆O₃

Purity: Min. 95%

Molecular weight: 418.65 g/mol

Ref: 3D-FD22051