CAS 6830-03-1

ω-Muricholic acid

Description:

ω-Muricholic acid, with the CAS number 6830-03-1, is a bile acid that is primarily found in rodents and is a derivative of cholic acid. It is characterized by its unique structure, which includes a hydroxyl group at the C-6 position and a double bond between the C-5 and C-6 positions, contributing to its biological activity. This compound plays a significant role in the metabolism of lipids and the regulation of cholesterol levels in the body. ω-Muricholic acid is known to activate specific nuclear receptors, such as the farnesoid X receptor (FXR), which is involved in bile acid homeostasis and glucose metabolism. Additionally, it exhibits potential therapeutic properties, including anti-inflammatory effects and the modulation of gut microbiota. Its solubility in organic solvents and its amphipathic nature allow it to interact with various biological membranes, influencing its function in digestion and absorption of dietary fats. Overall, ω-Muricholic acid is an important molecule in both physiological and pharmacological contexts.

Formula: C₂₄H₄₀O₅

InChI: InChI=1S/C24H40O5/c1-13(4-7-19(26)27)15-5-6-16-20-17(9-11-23(15,16)2)24(3)10-8-14(25)12-18(24)21(28)22(20)29/h13-18,20-22,25,28-29H,4-12H2,1-3H3,(H,26,27)/t13-,14-,15-,16+,17+,18+,20+,21-,22-,23-,24-/m1/s1

InChI key: InChIKey=DKPMWHFRUGMUKF-NTPBNISXSA-N

SMILES: C[C@@]12[C@@]3([C@]([C@]4([C@](C)(CC3)[C@@]([C@@H](CCC(O)=O)C)(CC4)[H])[H])([C@@H](O)[C@H](O)[C@@]1(C[C@H](O)CC2)[H])[H])[H]

Synonyms:

• ω-Muricholic acid
• Cholan-24-oic acid, 3,6,7-trihydroxy-, (3α,5β,6α,7β)-
• (3α,5β,6α,7β)-3,6,7-Trihydroxycholan-24-oic acid
• 5β-Cholan-24-oic acid, 3α,6α,7β-trihydroxy-
• (3a,5b,6a,7b)-3,6,7-trihydroxy-Cholan-24-oic acid
• delta-Muricholic Acid
• 3a,6a,7b-Trihydroxy-5b-cholanoic acid
• Ursodeoxycholic Acid Impurity 28

ω-Muricholic Acid

CAS: 6830-03-1

ω-Muricholic acid (ω-MCA) is a murine-specific secondary bile acid.

Formula: C₂₄H₄₀O₅

Color and Shape: Solid

Molecular weight: 408.57

Ref: TM-T40790

δ-Muricholic Acid

CAS: 6830-03-1

Formula: C₂₄H₄₀O₅

Molecular weight: 408.58

Ref: 4Z-C-5773

δ-Muricholic-d5 Acid

CAS: 6830-03-1

Formula: C₂₄H₃₅D₅O₅

Molecular weight: 413.61

Ref: 4Z-C-5774

ω-Muricholic Acid

Controlled Product

CAS: 6830-03-1

Stability Hygroscopic
Applications ω-Muricholic Acid is used in the regulation of weight gain and lipid metabolism by bacterial bile acid modification in gut for the control of obesity and hypercholesterolemia.
References Joyce, Susan A., et al.: Proc. Natl. Acad. Sci. USA, 111, 7421 (2014)

Formula: C₂₄H₄₀O₅

Color and Shape: Neat

Molecular weight: 408.57

Ref: TR-M732760

ω-Muricholic Acid-d5

Controlled Product

CAS: 6830-03-1

Formula: C₂₄D₅H₃₅O₅

Color and Shape: Neat

Molecular weight: 413.602

Ref: TR-M732762

Ω-Muricholic acid-d5

Controlled Product

CAS: 6830-03-1

Ω-Muricholic acid-d5 is a natural compound that belongs to the group of bile acids and has been shown to have physiological effects in the treatment of bowel disease. Ω-Muricholic acid-d5 is an analogue of chenodeoxycholic acid, a bile acid that can be synthesized from cholesterol. It has been shown to bind to the enzyme responsible for synthesis of cholic and udc acid, which are metabolites of chenodeoxycholic acid. Ω-Muricholic acid-d5 is used in animal studies as a potential therapy for chronic liver diseases, such as primary biliary cirrhosis and primary sclerosing cholangitis.

Formula: C₂₄H₄₀O₅

Purity: Min. 95%

Molecular weight: 408.6 g/mol

Ref: 3D-GAA83003