RiboflavineCAS# 83-88-5 |
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Chemical structure
3D structure
Cas No. | 83-88-5 | SDF | Download SDF |
PubChem ID | 1072 | Appearance | Yellow powder |
Formula | C17H20N4O6 | M.Wt | 376.36 |
Type of Compound | Miscellaneous | Storage | Desiccate at -20°C |
Synonyms | Vitamin B2; E101 | ||
Solubility | H2O : 14.29 mg/mL (37.97 mM; ultrasonic and adjust pH to 8 with NaOH) H2O : < 0.1 mg/mL (insoluble) DMSO : < 1 mg/mL (insoluble or slightly soluble) | ||
Chemical Name | 7,8-dimethyl-10-(2,3,4,5-tetrahydroxypentyl)benzo[g]pteridine-2,4-dione | ||
SMILES | CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(CO)O)O)O | ||
Standard InChIKey | AUNGANRZJHBGPY-UHFFFAOYSA-N | ||
Standard InChI | InChI=1S/C17H20N4O6/c1-7-3-9-10(4-8(7)2)21(5-11(23)14(25)12(24)6-22)15-13(18-9)16(26)20-17(27)19-15/h3-4,11-12,14,22-25H,5-6H2,1-2H3,(H,20,26,27) | ||
General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. |
Description | Riboflavin is an easily absorbed micronutrient with a key role in maintaining health in humans and other animals. Riboflavine exhibits anti-inflammatory, hepatoprotective, and antioxidant properties, can treat the regression of neurological impairment. Riboflavine deficiency may lead to angular conjunctivitis. |
Targets | TNF-α | NOS | NO | MDA |
In vitro | Riboflavine-shuttled extracellular electron transfer from Enterococcus faecalis to electrodes in microbial fuel cells.[Pubmed: 25345758]Can J Microbiol. 2014 Nov;60(11):753-9.Great attention has been focused on Gram-negative bacteria in the application of microbial fuel cells.
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In vivo | Leigh syndrome and leukodystrophy due to partial succinate dehydrogenase deficiency: regression with riboflavin.[Pubmed: 10230482]Arch Pediatr. 1999 Apr;6(4):421-6.Succinate dehydrogenase (SDH) deficiency is rare. Clinical manifestations can appear in infancy with a marked impairment of psychomotor development with pyramidal signs and extrapyramidal rigidity.
Riboflavine (vitamin B-2) reduces hepatocellular injury following liver ischaemia and reperfusion in mice.[Pubmed: 24560968]Food Chem Toxicol. 2014 May;67:65-71.Riboflavine has been shown to exhibit anti-inflammatory and antioxidant properties in the settings of experimental sepsis and ischaemia/reperfusion (I/R) injury.
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Animal Research | Carbon tetrachloride-induced hepatotoxicity in rat is reversed by treatment with riboflavine.[Pubmed: 24874442]Int Immunopharmacol. 2014 Aug;21(2):383-8.Liver is a vital organ for the detoxification of toxic substances present in the body and hepatic injury is associated with excessive exposure to toxicants.
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Riboflavine Dilution Calculator
Riboflavine Molarity Calculator
1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
1 mM | 2.657 mL | 13.2852 mL | 26.5703 mL | 53.1406 mL | 66.4258 mL |
5 mM | 0.5314 mL | 2.657 mL | 5.3141 mL | 10.6281 mL | 13.2852 mL |
10 mM | 0.2657 mL | 1.3285 mL | 2.657 mL | 5.3141 mL | 6.6426 mL |
50 mM | 0.0531 mL | 0.2657 mL | 0.5314 mL | 1.0628 mL | 1.3285 mL |
100 mM | 0.0266 mL | 0.1329 mL | 0.2657 mL | 0.5314 mL | 0.6643 mL |
* Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. |
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Carbon tetrachloride-induced hepatotoxicity in rat is reversed by treatment with riboflavin.[Pubmed:24874442]
Int Immunopharmacol. 2014 Aug;21(2):383-8.
Liver is a vital organ for the detoxification of toxic substances present in the body and hepatic injury is associated with excessive exposure to toxicants. The present study was designed to evaluate the possible hepatoprotective effects of riboflavin against carbon tetrachloride (CCl4) induced hepatic injury in rats. Rats were divided into six groups. Hepatotoxicity was induced by the administration of a single intraperitoneal dose of CCl4 in experimental rats. Riboflavin was administered at 30 and 100mg/kg by oral gavage to test its protective effect on hepatic injury biochemically and histopathologically in the blood/liver and liver respectively. The administration of CCl4 resulted in marked alteration in serum hepatic enzymes (like AST, ALT and ALP), oxidant parameters (like GSH and MDA) and pro-inflammatory cytokine TNF-alpha release from blood leukocytes indicative of hepatic injury. Changes in serum hepatic enzymes, oxidant parameters and TNF-alpha production induced by CCl4 were reversed by riboflavin treatment in a dose dependent manner. Treatment with standard drug, silymarin also reversed CCl4 induced changes in biomarkers of liver function, oxidant parameters and inflammation. The biochemical observations were paralleled by histopathological findings in rat liver both in the case of CCl4 and treatment groups. In conclusion, riboflavin produced a protective effect against CCl4-induced liver damage. Our study suggests that riboflavin may be used as a hepato-protective agent against toxic effects caused by CCl4 and other chemical agents in the liver.
[Leigh syndrome and leukodystrophy due to partial succinate dehydrogenase deficiency: regression with riboflavin].[Pubmed:10230482]
Arch Pediatr. 1999 Apr;6(4):421-6.
UNLABELLED: Succinate dehydrogenase (SDH) deficiency is rare. Clinical manifestations can appear in infancy with a marked impairment of psychomotor development with pyramidal signs and extrapyramidal rigidity. CASE REPORT: A 10-month-old boy developed severe neurological features, evoking a Leigh syndrome; magnetic resonance imaging showed features of leukodystrophy. A deficiency in the complex II respiratory chain (succinate dehydrogenase [SDH]) was shown. The course was remarkable by the regression of neurological impairment under treatment by riboflavin. The delay of psychomotor development, mainly involving language, was moderate at the age of 5 years. CONCLUSION: The relatively good prognosis of this patient, despite severe initial neurological impairment, may be due to the partial enzyme deficiency and/or riboflavin administration.
Riboflavin (vitamin B-2) reduces hepatocellular injury following liver ischaemia and reperfusion in mice.[Pubmed:24560968]
Food Chem Toxicol. 2014 May;67:65-71.
Riboflavin has been shown to exhibit anti-inflammatory and antioxidant properties in the settings of experimental sepsis and ischaemia/reperfusion (I/R) injury. We investigated the effect of riboflavin on normothermic liver I/R injury. Mice were submitted to 60 min of ischaemia plus saline or riboflavin treatment (30 mumoles/kg BW) followed by 6 h of reperfusion. Hepatocellular injury was evaluated by aminotransferase levels, reduced glutathione (GSH) content and the histological damage score. Hepatic neutrophil accumulation was assessed using the naphthol method and by measuring myeloperoxidase activity. Hepatic oxidative/nitrosative stress was estimated by immunohistochemistry. Liver endothelial and inducible nitric oxide synthase (eNOS/iNOS) and nitric oxide (NO) amounts were assessed by immunoblotting and a chemiluminescence assay. Riboflavin significantly reduced serum and histological parameters of hepatocellular damage, neutrophil infiltration and oxidative/nitrosative stress. Furthermore, riboflavin infusion partially recovered hepatic GSH reserves and decreased the liver contents of eNOS/iNOS and NO. These data indicate that riboflavin exerts antioxidant and anti-inflammatory effects in the ischaemic liver, protecting hepatocytes against I/R injury. The mechanism of these effects appears to be related to the intrinsic antioxidant potential of riboflavin/dihydroriboflavin and to reduced hepatic expression of eNOS/iNOS and reduced NO levels, culminating in attenuation of oxidative/nitrosative stress and the acute inflammatory response.
Riboflavin-shuttled extracellular electron transfer from Enterococcus faecalis to electrodes in microbial fuel cells.[Pubmed:25345758]
Can J Microbiol. 2014 Nov;60(11):753-9.
Great attention has been focused on Gram-negative bacteria in the application of microbial fuel cells. In this study, the Gram-positive bacterium Enterococcus faecalis was employed in microbial fuel cells. Bacterial biofilms formed by E. faecalis ZER6 were investigated with respect to electricity production through the riboflavin-shuttled extracellular electron transfer. Trace riboflavin was shown to be essential for transferring electrons derived from the oxidation of glucose outside the peptidoglycan layer in the cell wall of E. faecalis biofilms formed on the surface of electrodes, in the absence of other potential electron mediators (e.g., yeast extract).