A secondary bile acid
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Isomer(s)
34620Isoursodeoxycholic Acid
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Murideoxycholic Acid

Item No. 20290

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5β-3α,6β-dihydroxy-cholan-24-oic acid
CAS Number
668-49-5
Synonyms
  • MDCA
  • Murocholic Acid
  • NSC 18166
Molecular Formula
C24H40O4
Formula Weight
392.6
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mLDMF:PBS(pH 7.2)(1:1): 0.5 mg/mLDMSO: 20 mg/mLEthanol: 20 mg/mL
SMILES
C[C@H](CCC(O)=O)[C@@]1([H])CC[C@@]2([H])[C@]3([H])C[C@@H](O)[C@]4([H])C[C@H](O)CC[C@]4(C)[C@@]3([H])CC[C@@]21C
InChi Code
InChI=1S/C24H40O4/c1-14(4-7-22(27)28)17-5-6-18-16-13-21(26)20-12-15(25)8-10-24(20,3)19(16)9-11-23(17,18)2/h14-21,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15-,16+,17-,18+,19+,20+,21-,23-,24-/m1/s1
InChi Key
DGABKXLVXPYZII-PLYQRAMGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    Murideoxycholic acid (MDCA) is a secondary bile acid produced from α-muricholic acid (Item No. 20291) and β-muricholic acid (Item No. 20287).1 It is also a metabolite of lithocholic acid (Item No. 20253) in liver S9 fractions from humans and other species.2 MDCA prevents gallstone formation in hamsters fed a lithogenic diet but does not resolve gallstones in prairie dogs fed a high cholesterol diet.3,4 Gallstones formed during MDCA administration after a high cholesterol diet are comprised of an insoluble calcium salt of murideoxycholyl taurine.4 In humans, MDCA is rapidly absorbed and is metabolized as an endogenous bile acid with a half-life of approximately 3.5 days.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Wahlström, A., Sayin, S.I., Marschall, H.-I., et al. Intestinal crosstalk between bile acids and microbiota and its impact on host metabolism. Cell Metab. 24(1), 41-50 (2016).

    2. Thakare, R., Alamoudi, J.A., Gautam, N., et al. Species differences in bile acids II. Bile acid metabolism. J. Appl. Toxicol. 38(10), 1336-1352 (2018).

    3. Cohen, B.I., Matoba, N., Mosbach, E.H., et al. Bile acids substituted in the 6 position prevent cholesterol gallstone formation in the hamster. Gastroenterology 98(2), 397-405 (1990).

    4. Cohen, B.I., Ayyad, N., Mosbach, E.H., et al. Replacement of cholesterol gallstones by murideoxycholyl taurine gallstones in prairie dogs fed murideoxycholic acid. Hepatology 14(1), 158-168 (1991).

    5. Khallou, J., Legrand-Defretin, V., Parquet, M., et al. Metabolism and time-course excretion of murideoxycholic acid, a 6 β-hydroxylated bile acid, in humans. J. Hepatol. 17(3), 364-372 (1993).