α-Muricholic Acid Chemical Properties

Melting point:

200-202 °C

Boiling point:

565.7±40.0 °C(Predicted)

Density 

1.184±0.06 g/cm3(Predicted)

storage temp. 

Refrigerator

solubility 

DMSO (Slightly), Methanol (Slightly)

form 

Solid

pka

4.76±0.10(Predicted)

color 

White to Off-White

α-Muricholic Acid Usage And Synthesis

Description

α-Muricholic acid is a murine-specific primary bile acid. Dietary administration of soybean protein decreases fecal levels of α-muricholic acid in mice with high-fat diet-induced obesity which correlates with increases in fecal Clostridium cluster XIVa, a major producer of secondary bile acids. Plasma, liver, and muscle levels of α-muricholic acid are increased in mice switched from a high-fat to low-fat diet.

Uses

α-Muricholic Acid is an bile acid found in urine. Studies have linked α-Muricholic in the understanding of the complex signaling pathways of hepatic lipid abnormalities with type 2 diabetes and a treatment target for this condition.

Definition

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

in vivo

References

[1] HENDRIK J. EYSSEN  Jan A M  Guido G PARMENTIER. Sulfated Bile Acids in Germ-Free and Conventional Mice[J]. The FEBS journal, 1976, 66 3: 507-514. DOI: 10.1111/j.1432-1033.1976.tb10576.x
[2] TETSUYA UEHARA. c-Jun N-terminal kinase mediates hepatic injury after rat liver transplantation.[J]. Transplantation, 2004, 78 3: 324-332. DOI: 10.1097/01.tp.0000128859.42696.28
[3] KEITA WATANABE. Dietary soybean protein ameliorates high-fat diet-induced obesity by modifying the gut microbiota-dependent biotransformation of bile acids.[J]. ACS Applied Bio Materials, 2018: e0202083. DOI: 10.1371/journal.pone.0202083
[4] MICHAEL R. LA FRANO . Diet-induced obesity and weight loss alter bile acid concentrations and bile acid–sensitive gene expression in insulin target tissues of C57BL/6J mice[J]. Nutrition Research, 2017, 46: Pages 11-21. DOI: 10.1016/j.nutres.2017.07.006

α-Muricholic Acid(2393-58-0)Related Product Information

• ω-Agatoxin TK
• 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
• (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
• (4R)-4-[(3S,5R,8S,9S,10S,12S,13R,14S)-1,3,12-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
• 3alpha,7alpha-dihydroxy-12-oxo-5beta-cholan-24-oic acid