|
| COMMON NAME | : | Allochenodeoxycholic Acid |
| SYMBOL | : | |
| FORMULA | : | C24H40O4 MOL.WT (average) : 392.572 |
| BIOLOGICAL ACTIVITY |
| PHYSICAL AND CHEMICAL PROPERTIES |
| MELTING POINT | : | 245-246 C, (Me ester; mp, 125-127C)(Ref. 0023/0024/0237) |
| BOILING POINT | : | |
| REFRACTIVE INDEX | : | |
| OPTICAL ROTATION | : | [a] : +6.38 (C=1.0, MeOH)(Ref. 0001/0237)[a]D: +6.4 (Me ester)(Ref. 0237) |
| DENSITY | : | |
| SOLUBILITY | : | |
| SPECTRAL DATA |
| UV SPECTRA | : | |
| IR SPECTRA | : | nmax cm-1: 1702 (C=O), 3402, 1030, 1003 (OH)(Ref. 0023/0024) |
| NMR SPECTRA | : | 1H-NMR (CDCl3+20%DMSO; 90MHz) d: 18-Me 0.65(s), 19-Me 0.76(s), 21-Me 0.92(d), 7b-H 3.75(m), 3b-H 3.97(m)(Ref. 0023/0024) Me ester 1H-NMR (CDCl3; 90MHz) d: 18-Me 0.66(s), 19-Me 0.78(s), 21-Me 0.92(d), COOMe 3.66(s), 7b-H 3.83(m), 3b-H 4.05(m)(Ref. 0008) Me ester 13C-NMR (CDCl3; 22.53MHz) d: C-1 32.2, C-2 29.1, C-3 66.4, C-4 35.9, C-5 31.8, C-6 36.6, C-7 68.0, C-8 39.8, C-9 46.2, C-10 36.4, C-11 20.7, C-12 39.9, C-13 42.9, C-14 50.8, C-15 23.6, C-16 28.0, C-17 56.2, C-18 11.9, C-19 10.1, C-20 35.4, C-21 18.4, C-22 31.2, C-23 31.2, C-24 174.3, C-25 51.1(Ref. 0011) |
| MASS SPECTRA | : | Me ester (70eV) m/z: 406(M+, 3%), 388(M-H2O, 73%), 373(M-H2O-CH3, 17%), 370(M-2H2O, 19%), 355(M-2H2O-CH3, 12%), 273(M-H2O-SC, 66%), 264(M-SC-part of ring D (27), 29%), 249(M-SC-ring D (42), 32%), 246(M-H2O-SC-27, 37%), 228(M-2H2O-SC-27, 32%), 213(M-2H2O-SC-42, 40%)(Ref. 0009/0012/0023/0024) |
| 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 | : | 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) |
| 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., 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) |
| 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) |
| AUTHOR | : | Iida, T., Momose, T., Nambara, T., and Chang, F. C. |
| TITLE | : | Potential Bile Acid Metabolites. X. Syntheses of Stereoisomeric 3,7-Dihydroxy-5a-cholanic Acids. |
| JOURNAL | : | Chem. Pharm. Bull. |
| VOL | : | 34 PAGE : 1929 -1933 (1986) |
| AUTHOR | : | Iida, T., Nishida, S., Chang, F. C., Niwa, T., Goto, J., and Nambara, T. |
| TITLE | : | Potential Bile Acid Metabolites. XXI. A New Synthesis of Allochenodeoxycholic and Allocholic Acids. |
| JOURNAL | : | Chem. Pharm. Bull |
| VOL | : | 41 PAGE : 763 -765 (1993) |
| 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) |
| 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) |
| AUTHOR | : | Nakagawa, M., Colombo, C., and Setchell, K. D. |
| TITLE | : | Comprehensive study of the biliary bile acid composition of patients with cystic fibrosis and associated liver disease before and after UDCA administration PubMed ID:2391071 |
| JOURNAL | : | Hepatology. |
| VOL | : | 12 PAGE : 322-334 (1990) |
| AUTHOR | : | Thomassen, P. A. |
| TITLE | : | Urinary bile acids in late pregnancy and in recurrent cholestasis of pregnancy PubMed ID:119641 |
| JOURNAL | : | Eur J Clin Invest. |
| VOL | : | 9 PAGE : 425-432 (1979) |
| 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 : - () |