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β-Muricholic Acid

Product Name
β-Muricholic Acid
CAS No.
2393-59-1
Chemical Name
β-Muricholic Acid
Synonyms
6β;β-MCA;7β-triol;β-Muricholic Acid;5β-Cholanic Acid-3α;2-Muricholic Acid-d5;D5-β-Muricholic Acid;2H5]-β-Muricholic Acid;Ursodeoxycholic Acid Impurity 30;5β-CHOLANIC ACID-3α, 6β, 7β-TRIOL
CBNumber
CB81235447
Molecular Formula
C24H40O5
Formula Weight
408.58
MOL File
2393-59-1.mol
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β-Muricholic Acid Property

Melting point:
226 °C
Boiling point:
565.7±40.0 °C(Predicted)
Density 
1.184±0.06 g/cm3(Predicted)
storage temp. 
-20°C
solubility 
DMSO (Slightly), Ethanol (Slightly,Sonicated), Methanol (Slightly), Water (Sligh
form 
powder
pka
4.76±0.10(Predicted)
color 
white to beige
optical activity
[α]/D +59 to +65°, c = 0.1 in methanol
InChIKey
DKPMWHFRUGMUKF-UINRVLNBNA-N
SMILES
C[C@]12CC[C@@H](O)C[C@@]1([H])[C@H](O)[C@H](O)[C@@]1([H])[C@]3([H])CC[C@]([H])([C@H](C)CCC(=O)O)[C@@]3(C)CC[C@]21[H] |&1:1,4,7,9,11,13,15,19,21,28,32,r|
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Hazard and Precautionary Statements (GHS)

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML2372
Product name
β-Muricholic Acid
Purity
≥98% (HPLC)
Packaging
5mg
Price
$244
Updated
2025/07/31
Sigma-Aldrich
Product number
SML2372
Product name
β-Muricholic Acid
Purity
≥98% (HPLC)
Packaging
25mg
Price
$858
Updated
2025/07/31
Cayman Chemical
Product number
20287
Product name
β-Muricholic Acid
Purity
≥95%
Packaging
1mg
Price
$117
Updated
2024/03/01
Cayman Chemical
Product number
20287
Product name
β-Muricholic Acid
Purity
≥95%
Packaging
5mg
Price
$404
Updated
2024/03/01
Cayman Chemical
Product number
20287
Product name
β-Muricholic Acid
Purity
≥95%
Packaging
10mg
Price
$750
Updated
2024/03/01
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β-Muricholic Acid Chemical Properties,Usage,Production

Description

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

Uses

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.

Definition

ChEBI: Beta-muricholic acid is a member of the class of muricholic acids in which the hydroxy groups at positions 6 and 7 both have beta configuration. It is a member of muricholic acids, a 6beta-hydroxy steroid and a 7beta-hydroxy steroid. It is a conjugate acid of a beta-muricholate.

in vivo

β-Muricholic acid (Fed chow with 0.5% β-muricholic acid for 8 weeks) prevents diet-induced or experimental cholesterol gallstones in mice[2].

Animal Model:6-8 weeks, Male C57L/J mice (with a lithogenic diet (2% cholesterol and 0.5% cholic acid))[2]
Dosage:0.5% β-muricholic acid
Administration:Fed chow with 0.5% β-muricholic acid for 8 weeks
Result:Decreased gallstone prevalence to 20% through significantly reducing biliary secretion rate, saturation index, and intestinal absorption of cholesterol, as well as inducing phase boundary shift and an enlarged Region E that prevented the transition of cholesterol from its liquid crystalline phase to solid crystals and stones.

References

[1] ANNIKA WAHLSTR?M. Intestinal Crosstalk between Bile Acids and Microbiota and Its Impact on Host Metabolism.[J]. Cell metabolism, 2016, 24 1: 41-50. DOI: 10.1016/j.cmet.2016.05.005
[2] YUKIO FUJINO . Suppression of Hepatic HMG-CoA Reductase Activity by β-Muricholic Acid in Mice Fed a Diet Containing Cholesterol and Cholic Acid[J]. Japanese journal of pharmacology, 1988, 46 4: Pages 421-423. DOI: 10.1016/s0021-5198(19)43298-8
[3] DAVID Q-H WANG  Susumu T. Effect of beta-muricholic acid on the prevention and dissolution of cholesterol gallstones in C57L/J mice.[J]. Journal of Lipid Research, 2002, 43 11: 1960-1968. DOI: 10.1194/jlr.m200297-jlr200

β-Muricholic Acid Preparation Products And Raw materials

Raw materials

Preparation Products

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β-Muricholic Acid Suppliers

2393-59-1, β-Muricholic AcidRelated Search:


  • (3a,5b,6b,7b)-3,6,7-trihydroxy-Cholan-24-oic acid
  • 3a,6b,7b-Trihydroxy-5b-cholanoic acid
  • (3α,5β,6β,7β)-3,6,7-Trihydroxycholan-24-oic acid
  • β-Muricholic Acid
  • Ursodeoxycholic Acid Impurity 30
  • 5β-Cholanic Acid-3α
  • 7β-triol
  • β-MCA
  • 2H5]-β-Muricholic Acid
  • βMuricholic Acid,β Muricholic Acid
  • Cholan-24-oic acid, 3,6,7-trihydroxy-, (3α,5β,6β,7β)-
  • 5β-CHOLANIC ACID-3α, 6β, 7β-TRIOL
  • 2-Muricholic Acid-d5
  • D5-β-Muricholic Acid
  • 2393-59-1
  • Pharmaceuticals, Intermediates & Fine Chemicals, Steroids