ChemicalBook > CAS DataBase List > β-Muricholic Acid
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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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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2393-59-1, β-Muricholic AcidRelated Search:
Butyrylcholinesterase
Obeticholic Acid
Ursodeoxycholic acid
Chenodeoxycholic acid
4-[(5S,7S,8S,10S,13R,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
(4R)-4-[(3R,5R,8R,9S,10S,12R,13R,14S,17R)-3,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid
URSODEOXYCHOLIC-2,2,4,4-D4 ACID
Deoxyursocholic acid methyl ester
(5a,7b)-7-hydroxy-3-oxo-Cholan-24-oic acid
7-Oxyisotithocholic Acid
3alpha-Hydroxy-7-oxo-5beta-cholanic Acid
LITHOCHOLIC ACID
3,7-DIKETO-5BETA-CHOLAN-24-OIC ACID
(3a,5b,7a,12b)-3,7,12-trihydroxy-Cholan-24-oic acid
(3α,5β,7β)- 3,7,22-Trihydroxycholan-24-oic Acid
α-Muricholic Acid
(3b,5b,7a,12a)-3,7,12-trihydroxy-Cholan-24-oic acid
(4R)-4-[(3S,5S,7S,8S,9S,10R,13R,14S,17R)-3,7-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoic acid