CAS 1254-03-1

7α,12α-Dihydroxycholest-4-en-3-one

Description:

7α,12α-Dihydroxycholest-4-en-3-one, with the CAS number 1254-03-1, is a steroid compound that features a hydroxyl group at both the 7α and 12α positions of the cholesterol backbone, along with a double bond between the 4 and 5 carbon atoms. This compound is classified as a sterol and is part of the broader category of cholesterol derivatives. Its structure contributes to its biological activity, particularly in the context of cholesterol metabolism and regulation. The presence of hydroxyl groups enhances its solubility in polar solvents and may influence its interaction with biological membranes and proteins. This compound is of interest in biochemical research, particularly in studies related to lipid metabolism, cardiovascular health, and potential therapeutic applications. Additionally, its unique structural features may affect its reactivity and stability under various conditions, making it a subject of interest in both synthetic and medicinal chemistry.

Formula: C₂₇H₄₄O₃

InChI: InChI=1S/C27H44O3/c1-16(2)7-6-8-17(3)20-9-10-21-25-22(15-24(30)27(20,21)5)26(4)12-11-19(28)13-18(26)14-23(25)29/h13,16-17,20-25,29-30H,6-12,14-15H2,1-5H3/t17-,20-,21+,22+,23-,24+,25+,26+,27-/m1/s1

InChI key: InChIKey=UQPYXHJTHPHOMM-NIBOIBLTSA-N

SMILES: O[C@H]1[C@]2([C@]3([C@@](C)([C@@]([C@@H](CCCC(C)C)C)(CC3)[H])[C@@H](O)C[C@@]2([C@]4(C)C(C1)=CC(=O)CC4)[H])[H])[H]

Synonyms:

• (7Alpha,12Alpha)-7,12-Dihydroxycholest-4-En-3-One
• (7a,12a)-7,12-Dihydroxycholest-4-en-3-one
• 7a,12a-Dihydroxycholest-4-en-3one
• 7α,12α-Dihydroxycholest-4-en-3-one
• Cholest-4-en-3-one, 7,12-dihydroxy-, (7α,12α)-
• Cholest-4-en-3-one, 7α,12α-dihydroxy-
• Cholest-4-ene-7a,12a-diol-3-one

Cholest-4-en-3-one, 7,12-dihydroxy-, (7α,12α)-

CAS: 1254-03-1

Formula: C₂₇H₄₄O₃

Color and Shape: Solid

Molecular weight: 416.6365

Ref: IN-DA000NMM

7a,12a-Dihydroxycholest-4-en-3-one

CAS: 1254-03-1

Formula: C₂₇H₄₄O₃

Molecular weight: 416.65

Ref: 4Z-C-53103

7a,12a-Dihydroxycholest-4-en-3-one

Controlled Product

CAS: 1254-03-1

Applications A metabolite of Hydroxycholesterol and Hydroxysitosterol.
References Setchell, K., et al.: J. Clin. Invest., 102, 1690 (1998), Song, C., et al.: Endocrinology, 141, 4180 (2000), Bjorkhem, I., et al.: J. Biol. Chem., 276, 37004 (2001), Edwards, P., et al.: J. Lipid Res., 43, 2 (2002),

Formula: C₂₇H₄₄O₃

Color and Shape: White To Light Brown

Molecular weight: 416.64

Ref: TR-D452450

7a,12a-Dihydroxycholest-4-en-3-one

Controlled Product

CAS: 1254-03-1

7a,12a-Dihydroxylcholest-4-en-3-one is a structural analog of 7α,12α-dihydroxycholesterol. It has been studied for its catalytic mechanism and cavity. It is formed from the reaction of glutamate with cholesterol in a homogenate. The enzyme responsible for this biosynthesis is HMG CoA reductase, which converts 3 hydroxymethylglutaryl coenzyme A to mevalonate. Biochemical studies have shown that 7α,12α-dihydroxylcholest-4-en-3-one is metabolized by the liver into bile acids and excreted in the urine. This compound has also been shown to be an antiinflammatory agent due to its ability to inhibit prostaglandin synthesis and reduce inflammation.

Formula: C₂₇H₄₄O₃

Purity: Min. 95%

Molecular weight: 416.64 g/mol

Ref: 3D-FD22108