A metabolite of DCA
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12-keto Lithocholic Acid

Item No. 29547

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3α,5β)-3-hydroxy-12-oxo-cholan-24-oic acid
CAS Number
5130-29-0
Synonyms
  • 12-keto LCA
  • 12-keto Lithocholate
  • 12-KLCA
  • 12-oxo LCA
  • 12-oxo Lithocholate
  • 12-oxo Lithocholic Acid
Molecular Formula
C24H38O4
Formula Weight
390.6
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/mlEthanol:PBS (pH 7.2) (1:3): 0.25 mg/ml
SMILES
C[C@H](CCC(O)=O)[C@@]1([H])CC[C@@]([C@]21C)([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC2=O
InChi Code
InChI=1S/C24H38O4/c1-14(4-9-22(27)28)18-7-8-19-17-6-5-15-12-16(25)10-11-23(15,2)20(17)13-21(26)24(18,19)3/h14-20,25H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16-,17+,18-,19+,20+,23+,24-/m1/s1
InChi Key
CVNYHSDFZXHMMJ-VPUMZWJWSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
Certificates of Analysis & Batch Specific Data

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    5 mg

    $86

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    10 mg

    $137

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    25 mg

    $236

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    50 mg

    $427

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    12-keto Lithocholic acid is a metabolite of the secondary bile acid deoxycholic acid (DCA; Item Nos. 20756 | 18231).1,2 Fecal levels of 12-keto lithocholic acid are elevated in rats fed a diet supplemented with cholic acid (Item No. 20250) or DCA compared with rats fed a control diet or a diet supplemented with cholesterol (Item No. 9003100), hyodeoxycholic acid (HDCA; Item No. 20294), or lithocholic acid (LCA; Item No. 20253).2 12-keto Lithocholic acid activates the human pregnane X receptor (PXR; EC50 = 31.3 μM in a cell-based transactivation assay).3 12-keto Lithocholic acid levels are increased in duodenal bile from patients with type 2 diabetes.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Franco, P., Porru, E., Fiori, J., et al. Identification and quantification of oxo-bile acids in human faeces with liquid chromatography-mass spectrometry: A potent tool for human gut acidic sterolbiome studies. J. Chromatogr. A. 1585, 70-81 (2019).

    2. Sakai, K., Makino, T., Kawai, Y., et al. Intestinal microflora and bile acids. Effect of bile acids on the distribution of microflora and bile acid in the digestive tract of the rat. Microbiol. Immunol. 24(3), 187-196 (1980).

    3. Krasowski, M.D., Yasuda, K., Hagey, L.R., et al. Evolution of the pregnane X receptor: Adaptation to cross-species differences in biliary bile salts. Mol. Endocrinol. 19(7), 1720-1739 (2005).

    4. Andersén, E., Karlaganis, G., and Sjövall, J. Altered bile acid profiles in duodenal bile and urine in diabetic subjects. Eur. J. Clin. Invest. 18(2), 166-172 (1988).