| Chemical & Physical Properties | |
|---|---|
| CAS Number | 752-56-7 |
| Catalog No. | 2A-2196715 |
| Chinese Name | 四丁酸核黄素酯 |
| Synonyms | riboflavine tetrabutyrate |
| Molecular Formula | C33H44N4O10 |
| Molecular Weight | 656.73 |
| Density | 1.29g/cm3 |
| Melting Point | 149ºC |
| Storage Condition | room temperature |
| Application | Riboflavin tetrabutyrate is a lipophilic flavin derivative with antioxidant and lipid peroxide-removing activity. |
| PubChem ID | 597403 |
| MDL Number | C33H44N4O10 |
| SMILES | CCCC(=O)OCC(OC(=O)CCC)C(OC(=O)CCC)C(Cn1c2nc(=O)[nH]c(=O)c-2nc2cc(C)c(C)cc21)OC(=O)CCC |
| InChI | InChI=1S/C33H44N4O10/c1-7-11-25(38)44-18-24(46-27(40)13-9-3)30(47-28(41)14-10-4)23(45-26(39)12-8-2)17-37-22-16-20(6)19(5)15-21(22)34-29-31(37)35-33(43)36-32(29)42/h15-16,23-24,30H,7-14,17-18H2,1-6H3,(H,36,42,43)/t23-,24+,30-/m0/s1 |
| InChI Key | MJNIWUJSIGSWKK-BBANNHEPSA-N |
| MSDS | msds/198499_1_752_56_7.pdf |
| Bioactivity | Riboflavin tetrabutyrate is a lipophilic flavin derivative with antioxidative and lipid peroxide-removing activity. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Metabolic Disease In Vitro Riboflavin tetrabutyrate inhibits oxygen uptake by lipid peroxidation. Riboflavin tetrabutyrate is suppressive against both NADPH-coupled and ascorbate-induced microsomal lipid peroxidation. Riboflavin tetrabutyrate seems to exhibit its antioxidative action at or after the hydrogen atom is abstracted as a free radical from an active methylene group of polyunsaturated fatty acids during the process of enzymic oxidation-reduction reaction[1]. In Vivo Riboflavin tetrabutyrate might improve the metabolism of lipids in patients suffering from atherosclerosis, diabetes, fatty liver and so on through the inhibition of lipid peroxide, resulting in the decrease of the elevated serum lipid[1]. Feeding of riboflavin tetrabutyrate results in an increase in the hepatic activity of 3-ketoacyl-CoA thiolase by 50% of the control level, while the activities of renal 3-ketoacyl-CoA thiolase and of hepatic and renal acyl-CoA synthetase and acyl-CoA dehydrogenase remain unaffected. The increase in hepatic 3-ketoacyl-CoA thiolase activity suggests that prolonged riboflavin tetrabutyrate administration results in an increased beta-oxidation of fatty acid in the liver [2]. Animal Admin Rats: Riboflavin tetrabutyrate-14C (700 μg, corresponding to 400 μg of riboflavin; total radioactivity 2.19×105 cpm) is suspended in 0.2mL of soybean oil and given per os . In the case of injection, same amount of Riboflavin tetrabutyrate-14C is dissolved in 1mL of soybean oil and injected subcutaneously into the back of rat[3]. References [1]. Tahara K, et al. Effect of riboflavin and riboflavin 2',3',4',5'-tetrabutyrate on rat liver microsomallipid peroxidation. J Nutr Sci Vitaminol (Tokyo). 1974;20(2):81-8. [2]. Okuno E, et al. Effect of chronic administration of riboflavin 2',3',4',5'-tetrabutyrate on the hepatic enzymes of fatty acid oxidation in the rat. J Nutr Sci Vitaminol (Tokyo). 1983 Dec;29(6):637-42. [3]. Yagi K, et al. Studies on fatty acid esters of flavins. VI. Incorporation of riboflavin part of riboflavin tetrabutyrate-2-14C into flavin nucleotides in the organs of rat. J Vitaminol (Kyoto). 1969 Jun 10;15(2):155-9. Chemical & Physical Properties Density 1.29g/cm3 Melting Point 149ºC Molecular Formula C33H44N4O10 Molecular Weight 656.72300 Exact Mass 656.30600 PSA 185.84000 LogP 3.72880 Index of Refraction 1.584 InChIKey MJNIWUJSIGSWKK-BBANNHEPSA-N SMILES CCCC(=O)OCC(OC(=O)CCC)C(OC(=O)CCC)C(Cn1c2nc(=O)[nH]c(=O)c-2nc2cc(C)c(C)cc21)OC(=O)CCC |
| Use of | Riboflavin tetrabutyrate is a lipophilic flavin derivative with antioxidative and lipid peroxide-removing activity. Properties Name Riboflavin Tetrabutyrate Synonym More Synonyms Riboflavin Tetrabutyrate Biological Activity Description Riboflavin tetrabutyrate is a lipophilic flavin derivative with antioxidative and lipid peroxide-removing activity. Related Catalog Signaling Pathways >> Others >> Others Research Areas >> Metabolic Disease In Vitro Riboflavin tetrabutyrate inhibits oxygen uptake by lipid peroxidation. Riboflavin tetrabutyrate is suppressive against both NADPH-coupled and ascorbate-induced microsomal lipid peroxidation. Riboflavin tetrabutyrate seems to exhibit its antioxidative action at or after the hydrogen atom is abstracted as a free radical from an active methylene group of polyunsaturated fatty acids during the process of enzymic oxidation-reduction reaction[1]. In Vivo Riboflavin tetrabutyrate might improve the metabolism of lipids in patients suffering from atherosclerosis, diabetes, fatty liver and so on through the inhibition of lipid peroxide, resulting in the decrease of the elevated serum lipid[1]. Feeding of riboflavin tetrabutyrate results in an increase in the hepatic activity of 3-ketoacyl-CoA thiolase by 50% of the control level, while the activities of renal 3-ketoacyl-CoA thiolase and of hepatic and renal acyl-CoA synthetase and acyl-CoA dehydrogenase remain unaffected. The increase in hepatic 3-ketoacyl-CoA thiolase activity suggests that prolonged riboflavin tetrabutyrate administration results in an increased beta-oxidation of fatty acid in the liver [2]. References [1]. Tahara K, et al. Effect of riboflavin and riboflavin 2',3',4',5'-tetrabutyrate on rat liver microsomallipid peroxidation. J Nutr Sci Vitaminol (Tokyo). 1974;20(2):81-8. [2]. Okuno E, et al. Effect of chronic administration of riboflavin 2',3',4',5'-tetrabutyrate on the hepatic enzymes of fatty acid oxidation in the rat. J Nutr Sci Vitaminol (Tokyo). 1983 Dec;29(6):637-42. Chemical & Physical Properties Molecular Formula C33H44N4O10 Exact Mass 656.30600 PSA 185.84000 LogP 3.72880 Index of Refraction 1.584 InChIKey MJNIWUJSIGSWKK-BBANNHEPSA-N |
| Transport Info | Product name: Riboflavin tetrabutyrate |
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