CAS 2393-59-1

β-Muricholic acid

Description:

β-Muricholic acid 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-3 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. β-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 has been studied for its potential effects on gut microbiota and its implications in metabolic disorders. The compound is typically synthesized from cholic acid through various chemical reactions, and its solubility and stability can vary depending on the pH and the presence of other substances. Overall, β-Muricholic acid is an important molecule in the study of metabolic processes and therapeutic applications.

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-CRKPLTDNSA-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:

• 5β-Cholan-24-oic acid, 3α,6β,7β-trihydroxy-
• (3α,5β,6β,7β)-3,6,7-Trihydroxycholan-24-oic acid
• Cholan-24-oic acid, 3,6,7-trihydroxy-, (3α,5β,6β,7β)-
• 5β-Cholanic acid, 3α,6β,7β-trihydroxy-
• β-Muricholic acid

(3a,5b,6b,7b)-3,6,7-trihydroxy-Cholan-24-oic acid

CAS: 2393-59-1

Formula: C₂₄H₄₀O₅

Purity: 98%

Color and Shape: Solid

Molecular weight: 408.5714

Ref: IN-DA00C2TG

β-Muricholic Acid

CAS: 2393-59-1

Formula: C₂₄H₄₀O₅

Molecular weight: 408.58

Ref: 4Z-C-5771

β-Muricholic-d5 Acid

CAS: 2393-59-1

Formula: C₂₄H₃₅D₅O₅

Molecular weight: 413.61

Ref: 4Z-C-5772

β-Muricholic Acid

Controlled Product

CAS: 2393-59-1

Applications β-Muricholic Acid is an bile acid found in urine. β-Muricholic Acid has been used in studies of down regulation of transporter protein through ubiquitin dependent protein degradation.
References Miyata, M., et al.: Euro. J. Pharmacol., 714, 507 (2013);

Formula: C₂₄H₄₀O₅

Color and Shape: White To Off-White

Molecular weight: 408.57

Ref: TR-M732755

β-Muricholic Acid Glucuronide Conjugate 4

Controlled Product

CAS: 2393-59-1

Formula: C₃₀H₄₈O₁₁

Color and Shape: Neat

Molecular weight: 584.7

Ref: TR-M234673

β-Muricholic Acid

CAS: 2393-59-1

β-Muricholic acid (β-MCA) is a murine-specific primary bile acid.[1],[2] Dietary administration of β-MCA reduces HMG-CoA reductase activity in liver microsomes from mice fed a high cholesterol and cholic acid diet.[3] Dietary administration of β-MCA also dissolves 100% of gallstones in a gallstone-susceptible mouse model of diet-induced cholesterol gallstones.[4]

Formula: C₂₄H₄₀O₅

Color and Shape: Solid

Molecular weight: 408.57

Ref: TM-T35400

β-Muricholic Acid-d5

Controlled Product

CAS: 2393-59-1

Formula: C₂₄D₅H₃₅O₅

Color and Shape: Neat

Molecular weight: 413.602

Ref: TR-M732757

β-Muricholic Acid Glucuronide Conjugate 1

Controlled Product

CAS: 2393-59-1

Formula: C₃₀H₄₈O₁₁

Color and Shape: Neat

Molecular weight: 584.696

Ref: TR-M234660

β-Muricholic Acid Glucuronide Conjugate 2

Controlled Product

CAS: 2393-59-1

Formula: C₃₀H₄₈O₁₁

Color and Shape: Neat

Molecular weight: 584.696

Ref: TR-M234663

²-Muricholic Acid-d5

Controlled Product

CAS: 2393-59-1

Muricholic acid-d5 is a bile acid that is synthesized from cholesterol. It can be found in the human body, as well as in other mammals and some birds. Muricholic acid-d5 has been shown to have physiological effects on the liver and heart, with toxicity being similar to that of cholic acid at high doses. Muricholic acid-d5 is a potential biomarker for hepatic steatosis, which may be associated with metabolic disorders.

Formula: C₂₄H₃₅D₅O₅

Purity: Min. 95%

Molecular weight: 413.6 g/mol

Ref: 3D-CAA39359