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Bile acid


DATA No : BBA0017 INFORMANT : Takashi Iida

NAME : 12a-Hydroxy-5a-cholan-24-oic Acid

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


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BIOLOGICAL ACTIVITY

PHYSICAL AND CHEMICAL PROPERTIES
MELTING POINT:199degC, (Me ester; mp, 118-119degC)(Ref. 0013/0237)

BOILING POINT:

REFRACTIVE INDEX:

OPTICAL ROTATION:[a]d-25: +42.1pm0.5deg (C=1.01, MeOH)(Ref. 0013/0237)
[a]D: +41.6deg (Me ester)(Ref. 0237)

DENSITY:

SOLUBILITY:
SPECTRAL DATA
UV SPECTRA:

IR SPECTRA:nmax cm-1: 3378, 1712, 1093, 1030, 935, 884(Ref. 0013)

NMR SPECTRA:Me ester 1H-NMR (CDCl3; 90MHz) d: 18-Me 0.68(s), 19-Me 0.77(s), 21-Me 0.97(d), 12b-H 3.97(m)(Ref. 0008)
Me ester 13C-NMR (CDCl3 ; 22.53MHz) d: C-1 38.3, C-2 21.9, C-3 26.6, C-4 28.8, C-5 46.8, C-6 28.8, C-7 31.6, C-8 35.5, C-9 47.5, C-10 35.6, C-11 28.4, C-12 72.9, C-13 46.2, C-14 48.1, C-15 23.4, C-16 27.2, C-17 47.0, C-18 12.5, C-19 11.8, C-20 34.9, C-21 17.1, C-22 30.9, C-23 30.7, C-24 174.5, C-25 51.1(Ref. 0011)

MASS SPECTRA:Me ester (20eV) m/z: 372(M-H2O, 8%), 257(M-H2O-SC, 100%), 233(M-SC-42, 5%), 217(M-173, 5%), 215(M-H2O-SC-ring D (42), 5%)(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)
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[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 : - ()
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[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]

[0013]
AUTHOR:Mitra, M. N., and Elliott, W. H.
TITLE:Bile acids. XXIV. Raney nickel in the preparation of allocholanic acids PubMed ID:5742844
JOURNAL:J Org Chem.
VOL:33 PAGE : 2814-2818 (1968)
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[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 : - ()
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Last updated June 19, 2007. Copyright © 1989-2007 Japanese Conference on the Biochemistry of Lipids (JCBL). All rights reserved.