RBF

RIBOFLAVIN

Created: 1999-07-08
Last modified:  2020-06-05

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Chemical Details

Formal Charge0
Atom Count47
Chiral Atom Count3
Bond Count49
Aromatic Bond Count6
2D diagram of RBF

Chemical Component Summary

NameRIBOFLAVIN
SynonymsRIBOFLAVINE; VITAMIN B2
Systematic Name (OpenEye OEToolkits)7,8-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

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs12.01N=2C(=O)NC(=O)C3=Nc1cc(C)c(C)cc1N(C=23)CC(O)C(O)C(O)CO
SMILESCACTVS3.385Cc1cc2N=C3C(=O)NC(=O)N=C3N(C[CH](O)[CH](O)[CH](O)CO)c2cc1C
SMILESOpenEye OEToolkits1.7.6Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(CO)O)O)O
Canonical SMILESCACTVS3.385 Cc1cc2N=C3C(=O)NC(=O)N=C3N(C[C@H](O)[C@H](O)[C@H](O)CO)c2cc1C
Canonical SMILESOpenEye OEToolkits1.7.6 Cc1cc2c(cc1C)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@@H]([C@@H](CO)O)O)O
InChIInChI1.03 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)/t11-,12+,14-/m0/s1
InChIKeyInChI1.03 AUNGANRZJHBGPY-SCRDCRAPSA-N

Drug Info: DrugBank

DrugBank IDDB00140 
NameRiboflavin
Groups
  • approved
  • vet_approved
  • investigational
  • nutraceutical
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
  • 7,8-Dimethyl-10-ribitylisoalloxazine
  • Riboflavin
  • Lactoflavin
  • Riboflavinum
  • Lactoflavine
Brand Names
  • Coenzyme Q10 Isotonix Vitamin and Mineral Supplement
  • Prenatal Vitamins Plus
  • Ferra Naka Plus Vitamins
  • Gynedyn Tab
  • MultiVitamin with Fluoride
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