Back to HOME

Bile acid


DATA No : BBA0089 INFORMANT : Takashi Iida

NAME : 3a,7b,12b-Trihydroxy-5b-cholan-24-oic Acid

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


Download ChemDraw structure data
BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:191.5-193.0degC(Ref. 0031)

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:

IR SPECTRA:nmax cm-1: 1701 (C=O), 3636, 3448, 1049, 1010, 954 (OH)(Ref. 0031)

NMR SPECTRA:1H-NMR (CDCl3+10%DMSO-d6+D2O; 100MHz) d: 18-Me 0.71(s), 19-Me 0.92(s), 3b-, 7a- and 12a-H 3.44(brm)(Ref. 0031)
Me ester 1H-NMR (CDCl3; 100MHz) d: 18-Me 0.76(s), 19-Me 0.96(s), 3b-, 7a-and 12a-H 3.52(brm)(Ref. 0005/0031)
Me ester 13C-NMR (CDCl3; 22.53MHz) d: C-1 34.8, C-2 30.1, C-3 70.6 C-4 36.9, C-5 42.1, C-6 36.9, C-7 70.6, C-8 42.1, C-9 37.9, C-10 33.8, C-11 29.1, C-12 79.1, C-13 48.6, C-14 54.2, C-15 26.2, C-16 23.8, C-17 56.5, C-18 8.0, C-19 23.1, C-20 32.3, C-21 21.0, C-22 32.1, C-23 31.2, C-24 174.8, C-25 51.4(Ref. 0006)

MASS SPECTRA:Me ester (70eV) m/z: 402(M-H2O, 2%), 386(M-2H2O, 18%), 371(M-2H2O-CH3, 4%), 368(M-3H2O, 6%), 353(M-3H2O-CH3, 3%), 289(M-H2O-SC, 51%), 271(M-2H2O-SC, 100%), 253(M-3H2O-SC, 62%), 226(M-3H2O-SC-part of ring D (27), 3%)(Ref. 0010)
The spectrum (70eV) was shown as the Me-TMS derivative(Ref. 0007)

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE

CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[0005]
AUTHOR:Iida, T., and Chang, F. C.
TITLE:Proton Nuclear Magnetic Resonance Spectra of Hydroxylated Bile Acid Isomers and Their Oxo Derivatives
JOURNAL:J. Coll. Engin. Nihon Univ. (A)
VOL:24 PAGE : 163 -165 (1983)
[TOP]

[0006]
AUTHOR:Iida, T., Tamura, T.,Matsumoto, T., Chang, F. C.
TITLE:Carbon-13 NMR Spectra of Hydroxylated Bile Acid Stereoisomers.
JOURNAL:Org. Magn. Reson.
VOL:21 PAGE : 305 -309 (1983)
[TOP]

[0007]
AUTHOR:Lawson, A. M., and Setchell, K. D. R. (1988) Mass Spectrometry of Bile Acids, in The Bile Acids-Chemistry, Physiology, and Metabolism (Vol. 4: Methods and Applications) (Setchall, K. D. R., Kritchevsky, D., and Nair, P. P. eds), pp 167-267, Plenum Press, New York.
TITLE:
JOURNAL:
VOL: PAGE : - ()
[TOP]

[0010]
AUTHOR:Iida, T., Chang, F. C., Matsumoto, T., and Tamura, T.
TITLE:High Resolution Mass Spectra of Mono-, Di- and Trihydroxy Stereoisomers of Bile Acids.
JOURNAL:Biomed. Mass Spectrom.
VOL:9 PAGE : 473 -476 (1982)
[TOP]

[0031]
AUTHOR:Iida, T., and Chang, F. C.
TITLE:Potential Bile Acid Metabolites. 7. 3,7,12-Trihydroxy-5b-cholanic Acids.
JOURNAL:J. Org. Chem.
VOL:47 PAGE : 2972 -2978 (1982)
[TOP]

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