|
| COMMON NAME | : | Deoxycholic Acid |
| SYMBOL | : | |
| FORMULA | : | C24H40O4 MOL.WT (average) : 392.572 |
| BIOLOGICAL ACTIVITY |
| PHYSICAL AND CHEMICAL PROPERTIES |
| MELTING POINT | : | 173.8-174.4 C, (Me ester; mp, 75.5-95.5C)(Ref. 0025) |
| BOILING POINT | : | |
| REFRACTIVE INDEX | : | |
| OPTICAL ROTATION | : | [a]D: +49.8 (dioxane), +54.1 (EtOH)(Ref. 0025) [a]20.5D: +48 (butanore) (Me ester)(Ref. 0001) |
| DENSITY | : | |
| SOLUBILITY | : | |
| SPECTRAL DATA |
| UV SPECTRA | : | |
| IR SPECTRA | : | lmax mm: 5.80(COOH), 2.95, 9.65 (OH)(Ref. 0003/0025) Me ester nmax m: 9.65, 9.87, 10.32, 10.56(Ref. 0003) |
| NMR SPECTRA | : | Me ester 1H-NMR (CDCl3; 90MHz) d: 18-Me 0.68(s), 19-Me 0.91(s), 21-Me 0.96(d), 3b-H 3.5(brm),12b-H 3.93(m)(Ref. 0005) Me ester 13C-NMR (CDCl3; 22.53MHz) d: C-1 35.1, C-2 30.2, C-3 71.4, C-4 36.2, C-5 42.0, C-6 27.1, C-7 26.0, C-8 35.9, C-9 33.3, C-10 33.9, C-11 28.5, C-12 72.8, C-13 46.3, C-14 47.9, C-15 23.6, C-16 27.4, C-17 47.0, C-18 12.5, C-19 22.9, C-20 35.1, C-21 17.1, C-22 31.0, C-23 30.8, C-24 174.5, C-25 51.2(Ref. 0006) |
| MASS SPECTRA | : | Me ester (70eV) m/z: 388(M-H2O, 4%), 370(M-2H2O, 21%), 273(M-H2O-SC, 72%), 255(M-2H2O-SC, 100%), 213(M-2H2O-SC-ring D (42), 13%)(Ref. 0009/0010) The spectrum (70eV) was shown as the Me-TMS derivative(Ref. 0007) |
| OTHER SPECTRA | : | |
| CHROMATOGRAM DATA |
| SOURCE |
| CHEMICAL SYNTHESIS |
| METABOLISM |
| GENETIC INFORMATION |
| NOTE |
| REFERENCES |
| AUTHOR | : | Hill, R. A., Kirk, D. N., Makin, H. L. J., and Murphy, G. M. (1991) Chemical Data, Structures and Bibliographies, in Dictionary of Steroids, Chapman & Hall, London. |
| TITLE | : | |
| JOURNAL | : | |
| VOL | : | PAGE : - () |
| AUTHOR | : | Levin, S. J., and Johnston, C. G. |
| TITLE | : | Infrared Correlations in the Bile Acid Series |
| JOURNAL | : | Talanta. |
| VOL | : | 8 PAGE : 871 -879 (1961) |
| 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) |
| 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) |
| 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 | : | |
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| 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 : - () |
| 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) |
| AUTHOR | : | Chang, F. C., Wood, N. F., and Holton, W. G. |
| TITLE | : | 3 Beta, 12 Beta-Dihydroxycholanic Acid PubMed ID:14325490 |
| JOURNAL | : | J Org Chem. |
| VOL | : | 30 PAGE : 1718-1723 (1965) |
| AUTHOR | : | Haselwood, G. A. D. (1978) The Biological Importance of Bile Salts, in Frontiers of Biology (Vol. 47) (Neuberger, A., and Tatum, E. L. eds), North-Holland Publishing Co., Amsterdam. |
| TITLE | : | |
| JOURNAL | : | |
| VOL | : | PAGE : - () |
| AUTHOR | : | Matschiner, J. T. (1971) Naturally Occurring Bile Acids and Alcohols and their Origins. In The Bile Acids-Chemistry, Physiology, and Metabolism (Vol. 1 : Chemistry) (Nair, P. P., and Krichevsky, D. eds), pp. 11-46, Plenum Press, New York. |
| TITLE | : | |
| JOURNAL | : | |
| VOL | : | PAGE : - () |
| AUTHOR | : | Hofmann, A. F., Schteingart, C. D., and Hagey, L. R. (1995) Species Differences in Bile Acid Metabolism, in Bile Acids in Liver Diseases (Paumgartner, G., and Beuers, U. eds), pp 3-30, Kluwer Academic Publishers, Dordrecht. |
| TITLE | : | |
| JOURNAL | : | |
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| AUTHOR | : | Alme, B., Bremmelgaard, A., Sjovall, J., and Thomassen, P. |
| TITLE | : | Analysis of metabolic profiles of bile acids in urine using a lipophilic anion exchanger and computerized gas-liquid chromatorgaphy-mass spectrometry PubMed ID:864325 |
| JOURNAL | : | J Lipid Res. |
| VOL | : | 18 PAGE : 339-362 (1977) |
| AUTHOR | : | Bremmelgaard, A., and Sjovall, J. |
| TITLE | : | Bile acid profiles in urine of patients with liver diseases PubMed ID:118027 |
| JOURNAL | : | Eur J Clin Invest. |
| VOL | : | 9 PAGE : 341-348 (1979) |