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Bile acid


DATA No : BBA0077 INFORMANT : Takashi Iida

NAME : 3a,4b,12a-Trihydroxy-5b-cholan-24-oic Acid

COMMON NAME:
SYMBOL:
FORMULA: C24H40O5 MOL.WT (average) : 408.571


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BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:151-152degC(Ref. 0017)

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:

IR SPECTRA:nmax cm-1: 1706(C=O), 3402, 1036(OH)(Ref. 0017)

NMR SPECTRA:1H-NMR (CDCl3+20%DMSO-d6; 90MHz) d: 18-Me 0.67(s), 19-Me 0.93(s), 21-Me 0.97(d), 3b-H 3.30(brm), 4a-H 3.75(brm), 12b-H 3.92(m)(Ref. 0017)
Me ester 1H-NMR (CDCl3; 500MHz) d: 18-Me 0.66(s), 19-Me 0.93(s), 21-Me 0.94(d), 3b-H 3.37(brm), COOMe 3.64(s), 4a-H 3.73(dd,J, 10.2, 8.6), 12b-H 3.95(t, J, 2.6)(Ref. 0017)
Me ester 13C-NMR (CDCl3; 22.53MHz) d: C-1 34.6, C-2 27.4, C-3 76.7, C-4 72.5, C-5 48.5, C-6 20.8, C-7 25.8, C-8 35.9, C-9 35.4, C-10 36.4, C-11 28.7, C-12 73.0, C-13 46.5, C-14 48.3, C-15 23.6, C-16 27.4, C-17 47.3, C-18 12.7, C-19 23.2, C-20 35.1, C-21 17.3, C-22 31.1, C-23 30.9, C-24 174.6, C-25 51.4 (Ref. 0017)

MASS SPECTRA:Me ester (60eV) m/z: 404(M-H2O, 9%), 386(M-2H2O, 9%), 368(M-3H2O, 5%), 289(M-H2O-SC, 100%), 271(M-2H2O-SC, 23%), 253(M-3H2O-SC, 14%), 247(M-H2O-SC-ring D (42), 2%), 229(M-2H2O-SC-42, 3%)(Ref. 0017)

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE

CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[0017]
AUTHOR:Iida, T., Momose, T., Chang, F. C., Goto, J., and Nambara, T.
TITLE:Potential bile acid metabolites. XV. Synthesis of 4 beta-hydroxylated bile acids; unique bile acids in human fetal bile PubMed ID:2632079
JOURNAL:Chem Pharm Bull (Tokyo).
VOL:37 PAGE : 3323-3329 (1989)
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.