Structure and stereochemistry of the higher bile acid isolated from turtle bile: (22S,25R)-3 alpha,12 alpha,15 alpha,22-tetrahydroxy-5 beta-cholestan-26-oic acid.
The structure and stereochemistry of the higher bile acid, tetrahydroxyisosterocholanic acid (TISA), which was previously isolated from the bile of Amyda japonica (turtle) and proposed as a tetrahydroxyisosterocholanic acid, have been established as (22S,25R)-3 alpha,12 alpha,15 alpha,22-tetrahydroxy-5 beta-cholestan-26-oic acid by X-ray crystallographic analysis of its ethyl ester.
Kuramoto
T
T
Institute of Pharmaceutical Sciences, Hiroshima University School of Medicine, Japan.
Kameyama
Y
Y
Kaneda
M
M
Shiro
M
M
Hoshita
T
T
Une
M
M
D000818:Animals; D001646:Bile / Q000737:chemistry*; D002777:Cholestanols / Q000032:analysis / Q000737:chemistry*; D002855:Chromatography, Thin Layer; D018360:Crystallography, X-Ray; D005704:Gallbladder / Q000737:chemistry; D009682:Magnetic Resonance Spectroscopy; D008968:Molecular Conformation; D014426:Turtles / Q000378:metabolism*
C406434:3,12,15,22-tetrahydroxycholestan-26-oic acid; D002777:Cholestanols