CAS 4185-00-6

(5β,7α)-7-Hydroxy-3-oxocholan-24-oic acid

Description:

(5β,7α)-7-Hydroxy-3-oxocholan-24-oic acid, commonly known as a bile acid derivative, is a steroid compound characterized by its hydroxyl and keto functional groups. This substance features a steroid nucleus, which is a fused four-ring structure typical of steroids, and it possesses a hydroxyl group at the 7α position, contributing to its solubility and biological activity. The presence of the keto group at the 3 position and the carboxylic acid functionality at the 24 position further define its chemical properties and reactivity. This compound is involved in various biological processes, particularly in the metabolism of lipids and the regulation of cholesterol levels. Its structural characteristics allow it to interact with specific receptors in the body, influencing metabolic pathways. Additionally, it may exhibit potential therapeutic effects, making it of interest in pharmaceutical research. Overall, (5β,7α)-7-Hydroxy-3-oxocholan-24-oic acid is significant in both biochemistry and medicinal chemistry due to its role in lipid metabolism and potential health implications.

Formula: C₂₄H₃₈O₄

InChI: InChI=1S/C24H38O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-15,17-20,22,26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,17-,18+,19+,20-,22+,23+,24-/m1/s1

InChI key: InChIKey=KNVADAPHVNKTEP-CIGXQKLNSA-N

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

Synonyms:

• 5β-Cholanic acid, 7α-hydroxy-3-oxo-
• (5β,7α)-7-Hydroxy-3-oxocholan-24-oic acid
• 5β-Cholan-24-oic acid, 7α-hydroxy-3-oxo-
• Cholan-24-oic acid, 7-hydroxy-3-oxo-, (5β,7α)-
• 7α-Hydroxy-3-oxo-5β-cholanoic acid

7α-hydroxy-3-oxo-5β-Cholan-24-oic Acid

CAS: 4185-00-6

Formula: C₂₄H₃₈O₄

Purity: 98%

Color and Shape: Solid

Molecular weight: 390.5561

Ref: IN-DA00C99I

3-keto-Chenodeoxycholic Acid

CAS: 4185-00-6

Formula: C24H38O4

Purity: >99%

Color and Shape: Solid

Molecular weight: 390.56

Ref: 48-65-1113

Obeticholic Acid Impurity 17

CAS: 4185-00-6

Formula: C₂₄H₃₈O₄

Molecular weight: 390.56

Ref: 4Z-O-056024

3-Oxo-7a-hydroxy-5b-cholanoic Acid

Controlled Product

CAS: 4185-00-6

Applications 3-Oxo-7a-hydroxy-5β-cholanoic Acid is a keto bile acid derivative.
References Bortolini, O. et al.: Tetra., 62, 4482 (2006); Bortolini, O. et al.: J. Org. Chem., 67, 5802 (2002);

Formula: C₂₄H₃₈O₄

Color and Shape: White To Light Yellow

Molecular weight: 390.56

Ref: TR-O856875

3-Oxo-7α-hydroxy-5β-cholanoic acid

Controlled Product

CAS: 4185-00-6

3-Oxo-7α-hydroxy-5β-cholanoic acid is a fatty acid that is an intermediate in the synthesis of bile acids. It is formed by the addition of hydroxyl groups to 7α, 12β-dihydroxycholesterol. The ethyl esters of 3-oxo-7α, 12β-dihydroxycholesterol are converted to 3-oxo-7α, 12β, 15β-, and 16β hydroxycholesterols by the action of bacteria such as Clostridium sp. or Propionibacterium sp. The formation of 3-oxo-7α, 12β, 15β-, and 16β hydroxycholesterols may be promoted by the presence of hydrochloric acid (HCl) or trifluoroacetic acid (TFA). 3OHDCA can be used for profiling human liver microsomes via HPLC analysis.

Formula: C₂₄H₃₈O₄

Purity: Min. 95%

Molecular weight: 390.6 g/mol

Ref: 3D-EAA18500

Obeticholic Acid Impurity 17

CAS: 4185-00-6

Formula: C₂₄H₃₈O₄

Molecular weight: 390.56

Ref: ST-EA-CP-O39032

3-Oxochenodeoxycholic acid

CAS: 4185-00-6

3-Oxochenodeoxycholic acid is an endogenous metabolite detectable in feces and may serve as a diagnostic marker for various diseases, including COVID-19.

Formula: C₂₄H₃₈O₄

Molecular weight: 390.556

Ref: TM-TN10385