| Identification | Back Directory | [Name]
(3a,5b,6b,7a)-3,6,7-trihydroxy-Cholan-24-oic acid | [CAS]
2393-58-0 | [Synonyms]
a-Muricholic acid
alpha-Muricholate
α-Muricholic Acid
alfa-Muricholic Acid
DKPMWHFRUGMUKF-GDYCBZMLSA-N
(3a,5b,6b,7a)-3,6,7-trihydroxy-Cholan-24-oic acid | [Molecular Formula]
C24H40O5 | [MDL Number]
MFCD00271402 | [MOL File]
2393-58-0.mol | [Molecular Weight]
408.58 |
| Chemical Properties | Back Directory | [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 |
| Hazard Information | Back Directory | [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]
Sulfated and non-sulfated bile acids are determined in the intestines and in the feces of 7-month-old germ-free and conventional male mice. The major bile acids from germ-free mice are cholic acid, α-Muricholic acid and β-Muricholic acid[1].
In the context of primary bile acid, α-Muricholic acid is greatly reduced in high-fat diet (HFD)-soybean protein isolate (SPI) mice compared to the HFD controls[2]. | [storage]
Store at -20°C | [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 |
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