An internal standard for the quantification of cholic acid
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Cholic Acid-24-13C

Item No. 40288

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(5β)-3α,7α,12α-trihydroxy-cholan-24-oic-24-13C acid
CAS Number
52886-36-9
Synonyms
  • Cholalic Acid-13C
  • Cholalin-13C
Molecular Formula
C23[13C]H40O5
Formula Weight
409.6
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetone: solubleDMSO: solubleMethanol: soluble
SMILES
C[C@H](CC[13C](O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])[C@H](O)C[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])C[C@H](O)[C@@]21C
InChi Code
InChI=1S/C24H40O5/c1-13(4-7-21(28)29)16-5-6-17-22-18(12-20(27)24(16,17)3)23(2)9-8-15(25)10-14(23)11-19(22)26/h13-20,22,25-27H,4-12H2,1-3H3,(H,28,29)/t13-,14+,15-,16-,17+,18+,19-,20+,22+,23+,24-/m1/s1/i21+1
InChi Key
BHQCQFFYRZLCQQ-HFINQHRVSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Cholic acid-24-13C is intended for use as an internal standard for the quantification of cholic acid (Item No. 20250) by GC- or LC-MS. Cholic acid-24-13C is an isotopically labeled form of cholic acid containing 13C at the carbon-24 position. Cholic acid is a primary bile acid.1 It is formed from cholesterol via a multistep process catalyzed by the cytochrome P450 (CYP) isoforms CYP7A1, CYP8B1, and CYP27A1. Cholic acid is conjugated to glycine or taurine by bile acid-CoA:amino acid N-acyltransferase (BAAT) to produce glycocholic acid (GCA; Item No. 20276) and taurocholic acid (TCA; Item No. 16215), respectively, in the liver, and is transformed into the secondary bile acid deoxycholic acid (DCA; Item No. 20756) by intestinal microbiota.1,2,3 It induces C. difficile colony formation in an agar dilution assay when used at a concentration of 0.1% w/v.4 Dietary administration of cholic acid (0.4% w/w) increases serum cholesterol levels, biliary phospholipid secretion, and fecal DCA levels in rats.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Šarenac, T.M., and Mikov, M. Bile acid synthesis: From nature to the chemical modification and synthesis and their applications as drugs and nutrients. Front. Pharmacol. 9, 939 (2018).

    2. Hunt, M.C., Siponen, M.I., and Alexson, S.E.H. The emerging role of acyl-CoA thioesterases and acyltransferases in regulating peroxisomal lipid metabolism. Biochim. Biophys. Acta 1822(9), 1397-1410 (2012).

    3. Staley, C., Weingarden, A.R., Khoruts, A., et al. Interaction of gut microbiota with bile acid metabolism and its influence on disease states. Appl. Microbiol. Biotechnol. 101(1), 47-64 (2017).

    4. Sorg, J.A., and Sonenshein, A.L. Bile salts and glycine as cogerminants for Clostridium difficile spores. J. Bacteriol. 190(7), 2505-2512 (2008).

    5. Uchida, K., Nomura, Y., and Takeuchi, N. Effects of cholic acid, chenodeoxycholic acid, and their related bile acids on cholesterol, phospholipid, and bile acid levels in serum, liver, bile, and feces of rats. J. Biochem. 87(1), 187-194 (1980).