Steroid
DATA No : SST9032
INFORMANT : Etsuko Yasugi
NAME : 5-cholestene-3
b,7
a-diol (7
a-hydroxycholesterol)
| COMMON NAME | : | |
| SYMBOL | : | |
| FORMULA | : | C27H46O2 MOL.WT (average) : 402.653 |
| PHYSICAL AND CHEMICAL PROPERTIES |
| MELTING POINT | : | dibenzoate : 171-172.5 C(Ref. 9062), 172.5-173.5 C(Ref. 9063) |
|
| BOILING POINT | : | |
|
| REFRACTIVE INDEX | : | |
|
| OPTICAL ROTATION | : | in CHCl3, dibenzoate : [a] = +94.3 (Ref. 9062), [a] = +95 (Ref. 9063) |
|
| DENSITY | : | |
|
| SOLUBILITY | : | |
| UV SPECTRA | : | |
|
| IR SPECTRA | : | |
|
| NMR SPECTRA | : | |
|
| MASS SPECTRA | : | GC-EI-MS(TMS) M/E=546[M], 456[M-HOTMS] (Ref. 9061) |
|
| OTHER SPECTRA | : | |
[9060]
| AUTHOR | : | Chicoye,E., Powrie,W.D., and Fennema,O. |
| TITLE | : | Photoxidation of Cholesterol in Spray-Dried Egg Yolk Upon Irradiation. |
| JOURNAL | : | J. Food Sci. |
| VOL | : | 33 PAGE : 581 -587 (1968) |
[9061]
| AUTHOR | : | Aringer, L., and Eneroth, P. |
| TITLE | : | Studies on the formation of C7-oxygenated cholesterol and beta-sitosterol metabolites in cell-free preparations of rat liver PubMed ID:4729972 |
| JOURNAL | : | J Lipid Res. |
| VOL | : | 14 PAGE : 563-572 (1973) |
[9062]
| AUTHOR | : | Bergstrom,S., and Wintersteiner,O. |
| TITLE | : | Autoxidation of Sterols in Colloidal Aqueous Solution. The Nature of the Products Formed from Cholesterol |
| JOURNAL | : | J. Biol. Chem. |
| VOL | : | 141 PAGE : 597 -610 (1941) |
[9063]
| AUTHOR | : | Haslewood,G.A.D. |
| TITLE | : | LXXXVIII. Metabolism of Steroids I. The Isolation of 7-Hydroxycholesterol and of the ""Hepatols"" from Ox Liver |
| JOURNAL | : | Biochem. J. |
| VOL | : | 33 PAGE : 709 -712 (1939) |
[9064]
| AUTHOR | : | Bergstrom,S., and Wintersteiner,O. |
| TITLE | : | Autoxidation of Sterols in Colloidal Aqueous Solution III. Quantitative Studies on Cholesterol |
| JOURNAL | : | J. Biol. Chem. |
| VOL | : | 145 PAGE : 309 -326 (1942) |
[9065]
| AUTHOR | : | Fioriti, J. A., and Sims, R. J. |
| TITLE | : | Autoxidation products from cholesterol PubMed ID:6041381 |
| JOURNAL | : | J Am Oil Chem Soc. |
| VOL | : | 44 PAGE : 221-224 (1967) |
[9066]
| AUTHOR | : | Maerker,G., and Bunick,F.J. |
| TITLE | : | Cholesterol Oxides II. Measurement of the 5,6-Epoxides During Cholesterol Oxidation in Aqueous Disoersions. |
| JOURNAL | : | J. Am. Oil Chem. Soc. |
| VOL | : | 63 PAGE : 771 -777 (1986) |
[9067]
| AUTHOR | : | Maerker,G. |
| TITLE | : | Cholesterol Autoxidation-Current Status. |
| JOURNAL | : | J. Am. Oil Chem. Soc. |
| VOL | : | 64 PAGE : 388 -392 (1987) |
[9068]
| AUTHOR | : | Shefer, S., Hauser, S., and Mosbach, E. H. |
| TITLE | : | 7-alpha-hydroxylation of cholestanol by rat liver microsomes PubMed ID:5650927 |
| JOURNAL | : | J Lipid Res. |
| VOL | : | 9 PAGE : 328-333 (1968) |
[9069]
| AUTHOR | : | Aringer, L., Eneroth, P., and Nordstrom, L. |
| TITLE | : | Side chain hydroxylation of cholesterol, campesterol and beta-sitosterol in rat liver mitochondria PubMed ID:932558 |
| JOURNAL | : | J Lipid Res. |
| VOL | : | 17 PAGE : 263-272 (1976) |
[9070]
| AUTHOR | : | Finocchiaro,E.T., Lee,K., and Richardson,T. |
| TITLE | : | Identification and Quantification of Cholesterol Oxides in Grated Cheese and Bleaches Butteroil. |
| JOURNAL | : | J. Am. Oil Chem. Soc. |
| VOL | : | 61 PAGE : 877 -883 (1984) |
[9071]
| AUTHOR | : | Missler,S.R., Wasilchuk,and Merritt,Jr.C. |
| TITLE | : | Separation and Identification of Cholesterol Oxidation Products in Dried Egg Preparations. |
| JOURNAL | : | J. Food Sci. |
| VOL | : | 50 PAGE : 595 -598 (1985) |
[9072]
| AUTHOR | : | Herian,A.M., and Lee,K. |
| TITLE | : | 7a- and 7b-Hydroxycholesterols Formed in a Dry Egg Nog Mix Exposed to Fluorescent Light. |
| JOURNAL | : | J. Food Sci. |
| VOL | : | 50 PAGE : 276 -277 (1985) |
[9073]
| AUTHOR | : | Peng, S. K., Taylor, C. B., Tham, P., Werthessen, N. T., and Mikkelson, B. |
| TITLE | : | Effect of auto-oxidation products from cholesterol on aortic smooth muscle cells: an in vitro study PubMed ID:579964 |
| JOURNAL | : | Arch Pathol Lab Med. |
| VOL | : | 102 PAGE : 57-61 (1978) |
[9074]
| AUTHOR | : | Baranowski, A., Adams, C. W., High, O. B., and Bowyer, D. B. |
| TITLE | : | Connective tissue responses to oxysterols PubMed ID:7066074 |
| JOURNAL | : | Atherosclerosis. |
| VOL | : | 41 PAGE : 255-266 (1982) |
[9075]
| AUTHOR | : | Hill, J. C., Peng, S. K., Morin, R. J., and Taylor, C. B. |
| TITLE | : | Effects of cholesterol autoxidation derivatives on hexose transport in cultured aortic smooth muscle cells PubMed ID:6479295 |
| JOURNAL | : | Exp Mol Pathol. |
| VOL | : | 41 PAGE : 249-257 (1984) |
[9076]
| AUTHOR | : | Peng, S. K., Taylor, C. B., Hill, J. C., and Morin, R. J. |
| TITLE | : | Cholesterol oxidation derivatives and arterial endothelial damage PubMed ID:3986012 |
| JOURNAL | : | Atherosclerosis. |
| VOL | : | 54 PAGE : 121-133 (1985) |
[9077]
| AUTHOR | : | Tokuyasu, K., Imai, H., Taura, S., Cho, B. H., and Kummerow, F. A. |
| TITLE | : | Aortic lesions in nonlaying hens with endogenous hyperlipidemia PubMed ID:6892521 |
| JOURNAL | : | Arch Pathol Lab Med. |
| VOL | : | 104 PAGE : 41-45 (1980) |
[9078]
| AUTHOR | : | Smith, L. L., Smart, V. B., and Ansari, G. A. |
| TITLE | : | Mutagenic cholesterol preparations PubMed ID:386108 |
| JOURNAL | : | Mutat Res. |
| VOL | : | 68 PAGE : 23-30 (1979) |
[9079]
| AUTHOR | : | Ansari, G. A., Walker, R. D., Smart, V. B., and Smith, L. L. |
| TITLE | : | Further investigations of mutagenic cholesterol preparations PubMed ID:7040182 |
| JOURNAL | : | Food Chem Toxicol. |
| VOL | : | 20 PAGE : 35-41 (1982) |
[9080]
| AUTHOR | : | Sevanian, A., and Peterson, A. R. |
| TITLE | : | Cholesterol epoxide is a direct-acting mutagen PubMed ID:6588383 |
| JOURNAL | : | Proc Natl Acad Sci U S A. |
| VOL | : | 81 PAGE : 4198-4202 (1984) |
[9081]
| AUTHOR | : | Bischoff, F., and Bryson, G. |
| TITLE | : | The pharmacodynamics and toxicology of steroids and related compounds PubMed ID:335852 |
| JOURNAL | : | Adv Lipid Res. |
| VOL | : | 15 PAGE : 61-157 (1977) |
[9082]
| AUTHOR | : | Peng, S. K., Tham, P., Taylor, C. B., and Mikkelson, B. |
| TITLE | : | Cytotoxicity of oxidation derivatives of cholesterol on cultured aortic smooth muscle cells and their effect on cholesterol biosynthesis PubMed ID:34998 |
| JOURNAL | : | Am J Clin Nutr. |
| VOL | : | 32 PAGE : 1033-1042 (1979) |
[9083]
| AUTHOR | : | Parsons, P. G., and Goss, P. |
| TITLE | : | Chromosome damage and DNA repair induced in human fibroblasts by UV and cholesterol oxide PubMed ID:708320 |
| JOURNAL | : | Aust J Exp Biol Med Sci. |
| VOL | : | 56 PAGE : 287-296 (1978) |
[9084]
| AUTHOR | : | Peng, S. K., Taylor, C. B., Mosbach, E. H., Huang, W. Y., Hill, J., and Mikkelson, B. |
| TITLE | : | Distribution of 25-hydroxycholesterol in plasma lipoproteins and its role in atherogenesis. A study in squirrel monkeys PubMed ID:7066085 |
| JOURNAL | : | Atherosclerosis. |
| VOL | : | 41 PAGE : 395-402 (1982) |
[9085]
| AUTHOR | : | Peng, S. K., Hill, J. C., Morin, R. J., and Taylor, C. B. |
| TITLE | : | Influence of cholesterol oxidation derivatives on membrane bound enzymes in cultured aortic smooth muscle cells PubMed ID:2994076 |
| JOURNAL | : | Proc Soc Exp Biol Med. |
| VOL | : | 180 PAGE : 126-132 (1985) |
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