Back to HOME

Bile acid


DATA No : BBA0023 INFORMANT : Takashi Iida

NAME : 3b,4b-Dihydroxy-5b-cholan-24-oic Acid

COMMON NAME:
SYMBOL:
FORMULA: C24H40O4 MOL.WT (average) : 392.572


Download ChemDraw structure data
BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:189-191degC, (Me ester; mp, 131-133degC)(Ref. 0017)

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:

IR SPECTRA:nmaxcm-1: 1708 (C=O), 3412, 1028 (OH)(Ref. 0017)

NMR SPECTRA:1H-NMR (CDCl3+20%DMSO-d6; 90MHz) d: 18-Me 0.65(s), 21-Me 0.92(d), 19-Me 0.96(s), 4a-H 3.71(brm), 3a-H 3.93(m)(Ref. 0017)
Me ester 1H-NMR (CDCl3; 500MHz) d: 18-Me 0.63(s), 19-Me 0.96(s), 21-Me 0.88(d), COOMe 3.64(s), 3a-H 3.99(m), 4a-H 3.86(dd, J, 11.3, 3.0)(Ref. 0017)
Me ester 13C-NMR (CDCl3; 22.53MHz) d: C-1 29.2, C-2 25.8, C-3 68.4, C-4 69.5, C-5 44.0, C-6 21.1, C-7 26.0, C-8 35.5, C-9 41.6, C-10 36.6, C-11 20.7, C-12 40.1, C-13 42.6, C-14 56.6, C-15 24.1, C-16 28.1, C-17 56.0, C-18 12.0, C-19 23.6, C-20 35.3, C-21 18.2, C-22 31.0, C-23 31.0, C-24 174.6, C-25 51.4(Ref. 0017)

MASS SPECTRA:Me ester (60eV) m/z: 406(M+, 76%), 388 (M-H2O, 100%), 370(M-2H2O, 26%), 264(M-SC-part of ring D (27), 60%), 249(M-SC-ring D (42), 33%), 231(M-SC-42-H2O, 59%), 213(M-SC-42-2H2O, 39%)(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)
[TOP]

Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.