Showing chemical card for riboflavin (CFc000337974)
Record Information
Version
1.0
Creation Date
Update Date
2022-09-14 05:32:08 UTC
Chemfont ID
CFc000337974
Molecule Identification
Common Name
riboflavin
Definition
Riboflavin, also known as vitamin b2 or lactoflavin, is a member of the class of compounds known as flavins. Flavins are compounds containing a flavin (7,8-dimethyl-benzo[g]pteridine-2,4-dione) moiety, with a structure characterized by an isoalloaxzine tricyclic ring. Riboflavin is practically insoluble (in water) and a very weakly acidic compound (based on its pKa). Riboflavin can be found in a number of food items such as passion fruit, alaska blueberry, garden rhubarb, and bog bilberry, which makes riboflavin a potential biomarker for the consumption of these food products. Riboflavin can be found primarily in most biofluids, including feces, saliva, urine, and cerebrospinal fluid (CSF), as well as throughout most human tissues. Riboflavin exists in all living species, ranging from bacteria to humans. In humans, riboflavin is involved in the riboflavin metabolism. Moreover, riboflavin is found to be associated with alcoholism and anorexia nervosa. Riboflavin is a non-carcinogenic (not listed by IARC) potentially toxic compound. Riboflavin is a drug which is used for the treatment of ariboflavinosis (vitamin b2 deficiency). Riboflavin was discovered in 1920, isolated in 1933, and first made in 1935. It is on the World Health Organization's List of Essential Medicines, the most effective and safe medicines needed in a health system. Riboflavin is available as a generic medication and over the counter. In the United States a month of supplements costs less than 25 USD. Some countries require its addition to grains . Binds to riboflavin hydrogenase, riboflavin kinase, and riboflavin synthase. Riboflavin is the precursor of flavin mononucleotide (FMN, riboflavin monophosphate) and flavin adenine dinucleotide (FAD). The antioxidant activity of riboflavin is principally derived from its role as a precursor of FAD and the role of this cofactor in the production of the antioxidant reduced glutathione. Reduced glutathione is the cofactor of the selenium-containing glutathione peroxidases among other things. The glutathione peroxidases are major antioxidant enzymes. Reduced glutathione is generated by the FAD-containing enzyme glutathione reductase (DrugBank). Binds to riboflavin hydrogenase, riboflavin kinase, and riboflavin synthase. Riboflavin is the precursor of flavin mononucleotide (FMN, riboflavin monophosphate) and flavin adenine dinucleotide (FAD). The antioxidant activity of riboflavin is principally derived from its role as a precursor of FAD and the role of this cofactor in the production of the antioxidant reduced glutathione. Reduced glutathione is the cofactor of the selenium-containing glutathione peroxidases among other things. The glutathione peroxidases are major antioxidant enzymes. Reduced glutathione is generated by the FAD-containing enzyme glutathione reductase (T3DB).
Belongs to the class of organic compounds known as flavins. Flavins are compounds containing a flavin (7,8-dimethyl-benzo[g]pteridine-2,4-dione) moiety, with a structure characterized by an isoalloaxzine tricyclic ring.
