A secondary bile acid
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Deoxycholic Acid (sodium salt hydrate)

Item No. 18231

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5β-3α,12α-dihydroxy-cholan-24-oic acid, monosodium salt, monohydrate
CAS Number
145224-92-6
Synonyms
  • DCA
  • Sodium Cholanoic Acid
Molecular Formula
C24H39O4 • Na [H2O]
Formula Weight
432.6
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 5 mg/mlDMSO: 10 mg/mlEthanol: 15 mg/mlPBS (pH 7.2): 1 mg/ml
SMILES
O[C@@H]1CC[C@@]2(C)[C@@](CC[C@]3([H])[C@]2([H])C[C@H](O)[C@@]4(C)[C@@]3([H])CC[C@]4([H])[C@H](C)CCC([O-])=O)([H])C1.[Na+].O
InChi Code
InChI=1S/C24H40O4.Na.H2O/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;;/h14-21,25-26H,4-13H2,1-3H3,(H,27,28);;1H2/q;+1;/p-1/t14-,15-,16-,17+,18-,19+,20+,21+,23+,24-;;/m1../s1
InChi Key
NDVHNZISGVSFMP-WTCAICSISA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 g

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Deoxycholic acid (DCA) is a secondary bile acid that is formed via microbial transformation of cholic acid (Item No. 20250) in the colon.1 It can be conjugated to glycine or taurine (Item No. 27031) to produce glycodeoxycholic acid (GDCA; Item No. 20274) or taurodeoxycholic acid (TDCA; Item No. 15935), respectively, in hepatocytes.1,2,3 DCA (0.2% v/v) inhibits spore germination induced by taurocholic acid (TCA; Item No. 16215) in seven C. difficile strains, as well as inhibits growth and decreases the cytotoxicity of C. difficile culture supernatants to Vero cells when used at a concentration of 0.02% v/v.1 It inhibits ionizing radiation-induced p53-dependent transcription in a reporter assay using HCT116 cells when used at a concentration of 200 µM.4 Fecal and intestinal tissue levels of DCA are increased in a rat model of high-fat diet-induced obesity compared with rats fed a normal diet.5 Increased serum DCA levels have been found in patients with colorectal cancer.6

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. 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).

    2. Schmid, A., Neumann, H., Karrasch, T., et al. Bile acid metabolome after an oral lipid tolerance test by liquid chromatography-tandem mass spectrometry (LC-MS/MS). PLoS One 11(2), e0148869 (2016).

    3. 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).

    4. Qiao, D., Gaitonde, S.V., Qi, W., et al. Deoxycholic acid suppresses p53 by stimulating proteasome-mediated p53 protein degradation. Carcinogenesis 22(6), 957-964 (2001).

    5. 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).

    6. Bayerdörffer, E., Mannes, G.A., Richter, W.O., et al. Increased serum deoxycholic acid levels in men with colorectal adenomas. Gastroenterology 104(1), 145-151 (1993).