CAS 566-26-7

7α-Hydroxycholesterol

Description:

7α-Hydroxycholesterol is a sterol compound and an important intermediate in the biosynthesis of bile acids and steroid hormones. It is characterized by a hydroxyl group at the 7α position of the cholesterol molecule, which influences its solubility and biological activity. This compound plays a significant role in cholesterol metabolism and is involved in various physiological processes, including the regulation of cholesterol homeostasis. 7α-Hydroxycholesterol is also known to act as a signaling molecule, influencing gene expression and cellular functions. In terms of physical properties, it is typically a white to off-white solid, soluble in organic solvents, and exhibits a melting point that varies based on purity. Its presence in biological systems can be indicative of certain metabolic conditions, and it is often studied in the context of cardiovascular health and liver function. As a compound with potential implications in health and disease, 7α-Hydroxycholesterol continues to be a subject of research in biochemistry and pharmacology.

Formula: C₂₇H₄₆O₂

InChI: InChI=1S/C27H46O2/c1-17(2)7-6-8-18(3)21-9-10-22-25-23(12-14-27(21,22)5)26(4)13-11-20(28)15-19(26)16-24(25)29/h16-18,20-25,28-29H,6-15H2,1-5H3/t18-,20+,21-,22+,23+,24-,25+,26+,27-/m1/s1

InChI key: InChIKey=OYXZMSRRJOYLLO-RVOWOUOISA-N

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

Synonyms:

• (3Beta,7Alpha,8Xi)-Cholest-5-Ene-3,7-Diol
• (3β,7α)-Cholest-5-ene-3,7-diol
• 7-alpha-Hydroxycholesterol
• 7alpha -Hydroxycholesterol
• 7α-Hydroxycholest-5-en-3β-ol
• 7α-Hydroxycholesterol
• Cholest-5-Ene-3,7-Diol, (3Beta,7Alpha,8Xi)-
• Cholest-5-en-3beta,7alpha-diol
• Cholest-5-ene-3,7-diol, (3beta,7alpha)-
• Cholest-5-ene-3,7-diol, (3β,7α)-
• Cholest-5-ene-3β,7α-diol

5-CHOLESTEN-3-β, 7-α-DIOL

CAS: 566-26-7

Formula: C₂₇H₄₆O₂

Purity: 98%

Color and Shape: Solid

Molecular weight: 402.6529

Ref: IN-DA00EETV

7α-Hydroxycholesterol

CAS: 566-26-7

Formula: C₂₇H₄₆O₂

Molecular weight: 402.66

Ref: 7W-GY0230

7-alfa-Hydroxy-Cholesterol

CAS: 566-26-7

Formula: C₂₇H₄₆O₂

Molecular weight: 402.67

Ref: 4Z-C-5320

7α-Hydroxycholesterol

CAS: 566-26-7

Formula: C₂₇H₄₆O₂

Purity: 95%~99%

Molecular weight: 402.663

Ref: BP-BP4426

7α-Hydroxycholesterol

CAS: 566-26-7

7α-Hydroxycholesterol is a cholesterol oxide formed by both enzymatic and non-enzymatic oxidation. It can be used as a biomarker for lipid peroxidation.

Formula: C₂₇H₄₆O₂

Purity: 98.54% - 99.98%

Color and Shape: Solid

Molecular weight: 402.65

Ref: TM-T19161

7a-Hydroxy Cholesterol-d7 (major)

Controlled Product

CAS: 566-26-7

Applications Secondary metabolite of Cholesterol. A representative lot was: 84%d7; 14% d6; 1% d5 with no detectable d0.
References Notaro, G., et al.: J. Nat. Prod., 55, 1588 (1992), Aydogmus, Z., et al.: Nat. Prod. Res., 18, 43 (2004), Mao, S., et al.: J. Nat. Prod ., 69, 1209 (2006), Shoji, T., et al.: J. Agric. Food Chem., 54, 884 (2006),

Formula: C₂₇H₃₉D₇O₂

Color and Shape: Neat

Molecular weight: 409.7

Ref: TR-H917992

7α-Hydroxy Cholesterol

Controlled Product

CAS: 566-26-7

Applications Secondary metabolite of Cholesterol.
References Notaro, G., et al.: J. Nat. Prod., 55, 1588 (1992), Aydogmus, Z., et al.: Nat. Prod. Res., 18, 43 (2004), Mao, S., et al.: J. Nat. Prod ., 69, 1209 (2006), Shoji, T., et al.: J. Agric. Food Chem., 54, 884 (2006),

Formula: C₂₇H₄₆O₂

Color and Shape: Off-White

Molecular weight: 402.65

Ref: TR-H917990

7a-Hydroxy cholesterol

Controlled Product

CAS: 566-26-7

7a-Hydroxycholesterol is a cholesterol metabolite that has been shown to inhibit the proliferation of 3T3-L1 preadipocytes and HL-60 cells. This compound also inhibits the growth of tumor cells by inhibiting the enzyme activities necessary for cell division and synthesis. 7a-Hydoxycholesterol has been found to be a potent inducer of cholesterol biosynthesis in cultured liver cells, which may be due to its ability to inhibit the conversion of cholesterol into bile acids. 7a-hydroxycholesterol has also been shown to inhibit viral replication in vitro. It binds to mitochondrial DNA and inhibits ATP production, leading to inhibition of mitochondrial membrane potential and cell death. 7a-hydroxycholesterol is also known as an oxysterol because it can be made from 25(OH)D3 or 2,5(OH)2D3. A high level of this metabolite is associated with atherosclerosis or formation of cholesterol deposits on artery walls

Formula: C₂₇H₄₆O₂

Purity: Min. 95%

Color and Shape: White Powder

Molecular weight: 402.65 g/mol

Ref: 3D-FH23946

7α-Hydroxy Cholesterol

CAS: 566-26-7

Formula: C₂₇H₄₆O₂

Molecular weight: 402.66

Ref: ST-EA-CP-C71053