Back to HOME

Bile acid


DATA No : BBA0014 INFORMANT : Takashi Iida

NAME : 7b-Hydroxy-5a-cholan-24-oic Acid

COMMON NAME:
SYMBOL:
FORMULA: C24H40O3 MOL.WT (average) : 376.573


Download ChemDraw structure data
BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:90.5-91degC (Me ester)(Ref. 0041/0237)

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:

IR SPECTRA:Me ester: nmaxcm-1: 3356 (OH), 1742 (COOMe), 1166 (COOMe), 1072 (OH)(Ref. 0041)

NMR SPECTRA:Me ester 1H-NMR (CDCl3; 90MHz) d: 18-Me 0.68(s), 19-Me 0.80(s), 21-Me 0.93(d), 7a-H 3.37(m)(Ref. 0008)
Me ester 13C-NMR (CDCl3; 22.53MHz) d: C-1 39.0, C-2 22.3, C-3 26.8, C-4 28.9, C-5 44.5, C-6 39.1, C-7 75.4, C-8 44.0, C-9 53.5, C-10 35.3, C-11 21.1, C-12 40.4, C-13 43.9, C-14 56.2, C-15 27.0, C-16 28.6, C-17 55.5, C-18 12.4, C-19 12.4, C-20 35.3, C-21 18.5, C-22 31.3, C-23 31.3, C-24 174.3, C-25 51.1(Ref. 0011)

MASS SPECTRA:Me ester (20eV) m/z: 390(M+1, 9%), 372(M-H2O, 100%), 358(M-MeOH, 14%), 357(M-H2O-CH3, 32%), 257(M-H2O-SC (115), 58%), 249(M-141, 11%), 248(M-SC-part of ring D (27), 27%), 233(M-SC-ring D (42), 21%), 230(M-H2O-SC-27, 29%), 217(M-173, 42%), 215(M-H2O-SC-42, 26%)(Ref. 0009/0012)

OTHER SPECTRA:
CHROMATOGRAM DATA

SOURCE

CHEMICAL SYNTHESIS

METABOLISM

GENETIC INFORMATION

NOTE

REFERENCES
[0008]
AUTHOR:Iida, T., and Shinohara, T.
TITLE:Proton Nuclear Magnetic Resonance Spectra of Bile Acid Derivatives. Part2. Mono-, Di- and Trisubstituted Methyl 5a-Cholanoates.
JOURNAL:J. Coll. Engin. Nihon Univ. (A)
VOL:28 PAGE : 175 -179 (1987)
[TOP]

[0009]
AUTHOR:Elliott, W. H. (1972) Bile Acids, in Biochemical Applications of Mass Spectrometry (Waller, G. R. ed), pp291-312, John Wiley & Sons, Inc. New York.
TITLE:
JOURNAL:
VOL: PAGE : - ()
[TOP]

[0011]
AUTHOR:Iida, T., Chang, F. C., Goto, J., and Nambara, T.
TITLE:Carbon-13 Nuclear Magnetic Resonance Spectra of Bile Acid Derivatives. Part II. Mono-, Di- and Trihydroxy Stereoisomers of Methyl 5a-Cholanoates.
JOURNAL:Chem. Phys. Lipids
VOL:45 PAGE : 1 -12 (1987)
[TOP]

[0012]
AUTHOR:Iida, T., Tamura, T., and Matsumoto, T.
TITLE:Mass Spectra of Mono-, Di-, and Trihydroxy Stereoisomers of Methyl 5a-Cholanoates.
JOURNAL:J. Coll. Engin. Nihon Univ. (A)
VOL:29 PAGE : 279 -288 (1988)
[TOP]

[0041]
AUTHOR:Ziller, S. A., Jr., Doisy, E. A., Jr., and Elliott, W. H.
TITLE:Bile acids. XXV. Allochenodeoxycholic acid, a metabolite of 5 alpha-cholestan-3 beta-ol in the hyperthyroid rat PubMed ID:5715510
JOURNAL:J Biol Chem.
VOL:243 PAGE : 5280-5288 (1968)
[TOP]

[0237]
AUTHOR:Elliott, W. H. (1971) Allo Bile Acids, in The Bile Acids-Chemistry, Physiology, and Metabolism (Vol. 1: Chemistry) (Nair, P. P., and Kritchevsky, D. eds), pp47-93, Plenum Press, New York.
TITLE:
JOURNAL:
VOL: PAGE : - ()
[TOP]

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