CAS 752-56-7|Riboflavin Tetrabutyrate

Introduction:Basic information about CAS 752-56-7|Riboflavin Tetrabutyrate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameRiboflavin Tetrabutyrate
CAS Number752-56-7Molecular Weight656.72300
Density1.29g/cm3Boiling Point/
Molecular FormulaC33H44N4O10Melting Point149ºC
MSDSUSAFlash Point/

Names

NameRiboflavin Tetrabutyrate
SynonymMore Synonyms

Riboflavin Tetrabutyrate BiologicalActivity

DescriptionRiboflavin tetrabutyrate is a lipophilic flavin derivative with antioxidative and lipid peroxide-removing activity.
Related CatalogSignaling Pathways >>Others >>OthersResearch Areas >>Metabolic Disease
In VitroRiboflavin 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 VivoRiboflavin 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 AdminRats: 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

Density1.29g/cm3
Melting Point149ºC
Molecular FormulaC33H44N4O10
Molecular Weight656.72300
Exact Mass656.30600
PSA185.84000
LogP3.72880
Index of Refraction1.584
InChIKeyMJNIWUJSIGSWKK-BBANNHEPSA-N
SMILESCCCC(=O)OCC(OC(=O)CCC)C(OC(=O)CCC)C(Cn1c2nc(=O)[nH]c(=O)c-2nc2cc(C)c(C)cc21)OC(=O)CCC

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
VJ1755000
CHEMICAL NAME :
Riboflavin, 2',3',4',5'-tetrabutyrate
CAS REGISTRY NUMBER :
752-56-7
LAST UPDATED :
199103
DATA ITEMS CITED :
6
MOLECULAR FORMULA :
C33-H44-N4-O10
MOLECULAR WEIGHT :
656.81

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>7500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,887,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>4500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,887,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
>4500 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,887,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>15 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,887,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Intraperitoneal
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>10 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,887,1982
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Subcutaneous
SPECIES OBSERVED :
Rodent - mouse
DOSE/DURATION :
>10 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
NIIRDN Drugs in Japan (Ethical Drugs). (Yakugyo Jiho Co., Ltd., Tokyo, Japan) Volume(issue)/page/year: 6,887,1982

Safety Information

Safety PhrasesS22-S24/25

Synonyms

riboflavine tetrabutyrate
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