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SMB00915

BAA473 (11-oxo-12S-hydroxy lithocholic acid methyl ester)

≥95% (HPLC)

Synonym(s):

BAA473 (11-oxo-12S-hydroxy lithocholic acid methyl ester), (3α,5β,12β)-3,12-dihydroxy-11-oxo-cholan-24-oic-acid methyl ester

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About This Item

Empirical Formula (Hill Notation):
C25H40O5
CAS Number:
27240-87-5
Molecular Weight:
420.58
UNSPSC Code:
41141802
NACRES:
NA.25
Assay:
≥95% (HPLC)
Form:
powder

Key Documents

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InChI

1S/C25H40O5/c1-14(5-10-20(27)30-4)18-8-9-19-17-7-6-15-13-16(26)11-12-24(15,2)21(17)22(28)23(29)25(18,19)3/h14-19,21,23,26,29H,5-13H2,1-4H3

InChI key

RYGJYUKSMUSEMY-UHFFFAOYSA-N

SMILES string

O=C(CCC(C1CCC2C3CCC4CC(CCC4(C3C(C(C12C)O)=O)C)O)C)OC

assay

≥95% (HPLC)

form

powder

color

white to beige

mp

153.5—154.5 °C

solubility

chloroform: 20 mg/mL, colorless to light yellow

storage temp.

2-8°C

Quality Level

100

Related Categories

General description

BAA473 (11-oxo-12S-hydroxy lithocholic acid methyl ester) is a more potent analog of microbiome metabolite BAA485 (12-oxolithocholic acid) that activates the Pyrin inflammasome in myeloid and intestinal epithelial cells. BAA473 potently induces secretion of IL1β and IL18 in LPS-primed PBMCs and THP-1 cells.
Bile acids, natural steroid amphipathic compounds formed through cholesterol oxidation in the liver, play a crucial role in regulating lipid metabolism. They facilitate the digestion, absorption, and transport of lipids, lipid-soluble vitamins, and related molecules in the gastrointestinal tract. These bile acids also impact various aspects of cholesterol, glucose, and energy balance.

Application

BAA473 (11-oxo-12S-hydroxy lithocholic acid methyl ester) finds application in metabolomics, biochemical and microbiome research.

Features and Benefits

  • Can be used in Metabolomics and Biochemical research
  • High-quality compound suitable for multiple research applications

Other Notes

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Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000496014
0000496014
0000383966
0000370415
0000370412

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Irina Alimov et al.
The Journal of biological chemistry, 294(10), 3359-3366 (2019-01-17)
Bile acids are critical metabolites in the gastrointestinal tract and contribute to maintaining intestinal immune homeostasis through cross-talk with the gut microbiota. The conversion of bile acids by the gut microbiome is now recognized as a factor affecting both host

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