An epimer of ursodeoxycholic acid
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Isoursodeoxycholic Acid

Item No. 34620

Technical Information
Formal Name
(3β,5β,7β)-3,7-dihydroxy-cholan-24-oic acid
CAS Number
78919-26-3
Synonyms
  • isoUDCA
  • IUDCA
  • 3β-Ursodeoxycholic Acid
Molecular Formula
C24H40O4
Formula Weight
Purity
≥98%
A solid
Methanol: soluble
SMILES
C[C@@]12[C@](CC[C@]2([H])[C@@H](CCC(O)=O)C)([H])[C@@]3([H])[C@@](CC1)([H])[C@@]4([C@](C[C@H](CC4)O)([H])C[C@@H]3O)C
InChi Code
InChI=1S/C24H40O4/c1-14(4-7-21(27)28)17-5-6-18-22-19(9-11-24(17,18)3)23(2)10-8-16(25)12-15(23)13-20(22)26/h14-20,22,25-26H,4-13H2,1-3H3,(H,27,28)/t14-,15+,16+,17-,18+,19+,20+,22+,23+,24-/m1/s1
InChi Key
RUDATBOHQWOJDD-DNMBCGTGSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Isoursodeoxycholic acid is a 3β-epimer of the secondary bile acid ursodeoxycholic acid (UDCA; Item No. 15121).1 It is formed from UDCA via epimerization in vivo and can be isomerized back into UDCA.2,1 Isoursodeoxycholic acid (2,500 mg/kg in the diet) decreases serum alkaline phosphatase (ALP), aspartate aminotransferase (AST), and alanine transaminase (ALT) levels in bile duct-ligated rats but does not affect liver histology.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Marschall, H.-U., Broomé, U., Einarsson, C., et alIsoursodeoxycholic acid: Metabolism and therapeutic effects in primary biliary cirrhosis. J. Lipid Res. 42(5), 735-742 (2001).

    2. Beuers, U., Fischer, S., Spengler, U., et alFormation of iso-ursodeoxycholic acid during administration of ursodeoxycholic acid in man. J. Hepatol. 13(1), 97-103 (1991).

    3. Purucker, E., Marschall, H.-U., Winograd, R., et alMetabolism and effects on cholestasis of isoursodeoxycholic and ursodeoxycholic acids in bile duct ligated rats. Biochim. Biophys. Acta 1526(1), 44-52 (2001).