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SML2372

β-Muricholic Acid

≥98% (HPLC), farnesoid X receptor antagonist, powder

Synonym(s):

β-MCA, (3a,5b,6b,7b)-3,6,7-trihydroxy-cholan-24-oic acid, 5β-Cholanic acid-3α,6β,7β-triol, beta-Muricholic Acid

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About This Item

Empirical Formula (Hill Notation):
C24H40O5
CAS Number:
2393-59-1
Molecular Weight:
408.57
UNSPSC Code:
12352106
NACRES:
NA.77
MDL number:
MFCD00271403
Assay:
≥98% (HPLC)
Form:
powder
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Product Name

β-Muricholic Acid, ≥98% (HPLC)

assay

≥98% (HPLC)

form

powder

optical activity

[α]/D +59 to +65°, c = 0.5 in methanol

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

−20°C

SMILES string

O[C@H]1[C@H]2[C@@](C3C([C@H]1O)C4[C@@](C(CC4)C(CCC(=O)O)C)(CC3)C)(CC[C@H](C2)O)C

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

DKPMWHFRUGMUKF-CWNVCPLQSA-N

Application

β-Muricholic Acid has been used as a bile acid to study its effects on the expression of pluripotency, stemness, and inflammatory genes in primary mouse hepatocytes (PMH) and tumor-initiating stem-like cells(TICs). It has also been used as a bile acid to study its effects on gut transit ingnotobiotic or conventional mouse models.

Biochem/physiol Actions

β-Muricholic Acid is a naturally occurring trihydroxy hydrophilic bile acid that is produced in the liver of murine. It serves as a biliary cholesterol-desaturating agent and aids in the dissolution of cholesterol gallstones.
β-Muricholic acid (β-MCA) is a natural murine-specific bile acid. β-Muricholic acid has been shown to reduce the absorption of cholesterol. It also has some activity as a farnesoid X receptor antagonist.
Murine-specific bile acid, farnesoid X receptor antagonist

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000455419
0000455419
0000425710
0000425710
0000222682

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Ylva Bonde et al.
PloS one, 11(1), e0147772-e0147772 (2016-01-30)
High endogenous production of, or treatment with muricholic bile acids, strongly reduces the absorption of cholesterol. Mice abundant in muricholic bile acids may therefore display an increased resistance against dietary induced weight gain, steatosis, and glucose intolerance due to an
David Q-H Wang et al.
Journal of lipid research, 43(11), 1960-1968 (2002-10-29)
This study investigated whether beta-muricholic acid, a natural trihydroxy hydrophilic bile acid of rodents, acts as a biliary cholesterol-desaturating agent to prevent cholesterol gallstones and if it facilitates the dissolution of gallstones compared with ursodeoxycholic acid (UDCA). For gallstone prevention
Kyosuke Fujita et al.
Lipids, 52(4), 335-344 (2017-03-21)
The farnesoid X receptor (FXR) is a major nuclear receptor of bile acids; its activation suppresses sterol regulatory element-binding protein 1c (SREBP1c)-mediated lipogenesis and decreases the lipid contents in the liver. There are many reports showing that the administration of
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Global Trade Item Number

SKUGTIN
SML2372-5MG04061838811646
SML2372-25MG04061838811639