A bile acid
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Isolithocholic Acid

Item No. 29545

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(3β,5β)-3-hydroxy-cholan-24-oic acid
CAS Number
1534-35-6
Synonyms
  • Isolithocholate
  • iso-LCA
Molecular Formula
C24H40O3
Formula Weight
376.6
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: slightly solubleEthanol: slightly solubleMethanol: slightly soluble
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-WFVDQZAMSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $90

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    10 mg

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    25 mg

    $328

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Isolithocholic acid is a bile acid that is formed via microbial metabolism of lithocholic acid (LCA; Item No. 20253) or lithocholic acid 3α-sulfate (Item No. 20676).1,2 Isolithocholic acid (0.01%) inhibits spore germination induced by taurocholic acid (TCA; Item No. 16215) in the C. difficile strains CD196, M68, BI9, and 630, as well as inhibits growth and decreases the cytotoxicity of C. difficile culture supernatants to Vero cells when used at a concentration of 0.0003%.3 Fecal levels of isolithocholic acid are decreased in a rat model of high-fat diet-induced obesity compared with rats fed a normal diet.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Batta, A.K., Salen, G., and Shefer, S. Transformation of bile acids into iso-bile acids by Clostridium perfringes: Possible transport of 3β-hydrogen via the coenzyme. Hepatology 5(6), 1126-1131 (1985).

    2. Borriello, S.P., and Owen, R.W. The metabolism of lithocholic acid and lithocholic acid-3-α-sulfate by human fecal bacteria. Lipids 17(7), 477-482 (1982).

    3. Thanissery, R., Winston, J.A., and Theriot, C.M. Inhibition of spore germination, growth, and toxin activity of clinically relevant C. difficile strains by gut microbiota derived secondary bile acids. Anaerobe 45, 86-100 (2017).

    4. Lin, H., An, Y., Tang, H., et al. Alterations of bile acids and gut microbiota in obesity induced by high fat diet in rat model. J. Agric. Food Chem. 67(13), 3624-3632 (2019).