Chemical Component Summary

NameRIBOFLAVIN
SynonymsRIBOFLAVINE; VITAMIN B2
Identifiers7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrakis(oxidanyl)pentyl]benzo[g]pteridine-2,4-dione
FormulaC17 H20 N4 O6
Molecular Weight376.364
TypeNON-POLYMER
Isomeric SMILESCc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@@H]([C@@H](CO)O)O)O
InChIInChI=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)/t11-,12+,14-/m0/s1
InChIKeyAUNGANRZJHBGPY-SCRDCRAPSA-N

Chemical Details

Formal Charge0
Atom Count47
Chiral Atom Count3
Bond Count49
Aromatic Bond Count6

Drug Info: DrugBank

DrugBank IDDB00140 
NameRiboflavin
Groups
  • approved
  • investigational
  • nutraceutical
  • vet_approved
DescriptionNutritional factor found in milk, eggs, malted barley, liver, kidney, heart, and leafy vegetables. The richest natural source is yeast. It occurs in the free form only in the retina of the eye, in whey, and in urine; its principal forms in tissues and cells are as flavin mononucleotide and flavin-adenine dinucleotide.
Synonyms
  • 6,7-Dimethyl-9-D-ribitylisoalloxazine
  • 1-Deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)pentitol
  • Lactoflavine
  • Vitamin G
  • 7,8-Dimethyl-10-ribitylisoalloxazine
Brand Names
  • Everyday Multiple Vitamins With Iron
  • Formula F L W
  • Multivitamin with 0.25 mg Fluoride
  • Stress B With 1000 Mg Vitamin C
  • B C Antistress Cap
IndicationFor the treatment of ariboflavinosis (vitamin B2 deficiency).
Categories
  • Alimentary Tract and Metabolism
  • Biological Factors
  • Coenzymes
  • Dermatologicals
  • Enzymes and Coenzymes
ATC-Code
  • A11HA04
  • S01XA26
CAS number83-88-5

Drug Targets

NameTarget SequencePharmacological ActionActions
Riboflavin kinaseMRHLPYFCRGQVVRGFGRGSKQLGIPTANFPEQVVDNLPADISTGIYYGW...unknownligand
Riboflavin synthaseMFTGIVQGTAKLVSIDEKPNFRTHVVELPDHMLDGLETGASVAHNGCCLT...unknownother
Flavin reductase (NADPH)MAVKKIAIFGATGQTGLTTLAQAVQAGYEVTVLVRDSSRLPSEGPRPAHV...unknownproduct of
Amine oxidase [flavin-containing] AMENQEKASIAGHMFDVVVIGGGISGLSAAKLLTEYGVSVLVLEARDRVGG...unknowncofactor
Methylenetetrahydrofolate reductaseMVNEARGNSSLNPCLEGSASSGSESSKDSSRCSTPGLDPERHERLREKMR...unknowncofactor
View More
Drug Info/Drug Targets: DrugBank 3.0: a comprehensive resource for 'omics' research on drugs. Knox C, Law V, Jewison T, Liu P, Ly S, Frolkis A, Pon A, Banco K, Mak C, Neveu V, Djoumbou Y, Eisner R, Guo AC, Wishart DS. Nucleic Acids Res. 2011 Jan; 39 (Database issue):D1035-41. | PMID:21059682

Related Resource References

Resource NameReference
PubChem 493570
ChEMBL CHEMBL1534
ChEBI CHEBI:17015