Riboflavin
7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4-dione
Molecular Identity
Riboflavin
7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4-dione
PubChem CID: 493570
Riboflavin is D-Ribitol in which the hydroxy group at position 5 is substituted by a 7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl moiety. It is a nutritional factor found in milk, eggs, malted barley, liver, kidney, heart, and leafy vegetables, but the richest natural source is yeast. The free form occurs 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. It has a role as an antioxidant, a cofactor, a photosensitizing agent, an anti-inflammatory agent, a mouse metabolite, a plant metabolite, an Escherichia coli metabolite, a food colouring, a fundamental metabolite and a human urinary metabolite. It is a vitamin B2 and a flavin. It is a conjugate acid of a riboflavin(1-).
2D Structure
Properties
C17H20N4O6
Molecular Formula
376.40
Molecular Weight
g/mol
376.1383
Exact Mass
Da
-1.5
XLogP
Drug-like (Lipinski: < 5)
155
TPSA
May have limited oral absorption
5
H-Bond Donors
7
H-Bond Acceptors
680
Complexity
SMILES
Canonical SMILES
SMILES: CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)CC(C(C(CO)O)O)OIsomeric SMILES
SMILES: CC1=CC2=C(C=C1C)N(C3=NC(=O)NC(=O)C3=N2)C[C@@H]([C@@H]([C@@H](CO)O)O)OSynonyms(20)
riboflavinvitamin B283-88-5RiboflavineLactoflavinVitamin GLactoflavineFlavaxinBeflavineBeflavinRibodermRibipcaRibovelLactobeneRibocrisina
Data from PubChem (NCBI)
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Drug Network
Trials and conditions connected to Riboflavin
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