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Dehydrocholic acid

From Wikipedia, the free encyclopedia
Dehydrocholic acid
Names
IUPAC name
3,7,12-Trioxo-5β-cholan-24-oic acid
Systematic IUPAC name
(4R)-[(1R,3aS,3bR,5aS,9aS,9bS,11aR)-9a,11a-Dimethyl-4,7,11-trioxohexadecahydro-1H-cyclopenta[a]phenanthren-1-yl]pentanoic acid
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.001.215 Edit this at Wikidata
KEGG
UNII
  • InChI=1/C24H34O5/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/h13-14,16-18,22H,4-12H2,1-3H3,(H,28,29)/t13-,14+,16-,17+,18+,22+,23+,24-/m1/s1
    Key: OHXPGWPVLFPUSM-KLRNGDHRBE
  • O=C2C[C@H]3CC(=O)[C@H]1[C@H]4[C@](C(=O)C[C@@H]1[C@@]3(C)CC2)([C@H](CC4)[C@H](C)CCC(=O)O)C
Properties
C24H34O5
Molar mass 402.531 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

Dehydrocholic acid is a synthetic bile acid, manufactured by the oxidation of cholic acid. It acts as a hydrocholeretic, increasing bile output to clear increased bile acid load.[1]

References

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  1. ^ Yousef IM, Barnwell SG, Tuchweber B, Weber A, Roy CC (1987). "Effect of complete sulfation of bile acids on bile formation in rats". Hepatology. 7 (3): 535–42. doi:10.1002/hep.1840070320. PMID 3570165. S2CID 20960189.