A Certified Reference Material
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  • This product is qualified as a Certified Reference Material (CRM) that has been manufactured and tested to meet ISO/IEC 17025 and ISO 17034 international standards
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Lithocholic Acid (CRM)

Item No. 44907

Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3α,5β)-3-hydroxy-cholan-24-oic acid
CAS Number
434-13-9
Synonyms
  • 3α-hydroxy Cholanic Acid
  • LCA
  • Lithocholate
  • NSC 683770
Molecular Formula
C24H40O3
Formula Weight
376.6
Formulation (Request formulation change)
A 1 mg/ml solution in methanol
SMILES
C[C@H](CCC(O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])CC[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@@]21C
InChi Code
InChI=1S/C24H40O3/c1-15(4-9-22(26)27)19-7-8-20-18-6-5-16-14-17(25)10-12-23(16,2)21(18)11-13-24(19,20)3/h15-21,25H,4-14H2,1-3H3,(H,26,27)/t15-,16-,17-,18+,19-,20+,21+,23+,24-/m1/s1
InChi Key
SMEROWZSTRWXGI-HVATVPOCSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $89

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    Product Description

    Lithocholic acid (CRM) (Item No. 44907) is a certified reference material categorized as a secondary bile acid.1,2 Exogenously administered lithocholic acid induces cholestasis and hepatoxicity in animals.3 Plasma levels of lithocholic acid are increased in patients with Alzheimer’s disease but not patients with mild cognitive impairment.4 Lithocholic acid is secreted at lower amounts from patients with coronary artery disease (CAD) than from individuals without CAD.5 This product is intended for use in quantitative analytical research applications. This product is also available as a general research tool (Item No. 20253).

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Little, J.M., Zimniak, P., Shattuck, K.E., et al. Metabolism of lithocholic acid in the rat: Formation of lithocholic acid 3-O-glucuronide in vivo. J. Lipid. Res. 31(4), 615-622 (1990).

    2. Makishima, M., Lu, T.T., Xie, W., et al. Vitamin D receptor as an intestinal bile acid sensor. Science 296(5571), 1313-1316 (2002).

    3. Ashby, K., Navarro Almario, E.E., Tong, W., et al. Review article: Therapeutic bile acids and the risks for hepatotoxicity. Aliment. Pharmacol. Ther. 47(12), 1623-1638 (2018).

    4. Marksteiner, J., Blasko, I., Kemmler, G., et al. Bile acid quantification of 20 plasma metabolites identifies lithocholic acid as a putative biomarker in Alzheimer’s disease. Metabolomics 14(1), 1 (2018).

    5. Charach, G., Argov, O., Geiger, K., et al. Diminished bile acids excretion is a risk factor for coronary artery disease: 20-year follow up and long-term outcome. Ther. Adv. Gastroenterol. 11, 1756283X17743420 (2017).