riboflavin

Description

Riboflavin (vitamin B₂) is a water-soluble vitamin essential for human nutrition that functions primarily as the precursor of the FMN and FAD cofactors involved in redox reactions, energy metabolism, stress responses, and cellular growth. Owing to its broad use in pharmaceuticals, food, cosmetics, and animal feed, riboflavin represents a high-value industrial product [248, 345]. In Escherichia coli, riboflavin production can be enhanced by increasing carbon flux through the pentose phosphate pathway [345].

Chemical Formula:

C₁₇H₁₉N₄O₆

Molecular Weight:

375.36 Daltons

Monoisotopic Mass:

376.1382843954 Daltons

SMILES:

CC1(C=C3(C(=CC(C)=1)N(CC(O)C(O)C(O)CO)C2(C(C(=O)[N-]C(=O)N=2)=N3)))

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)/p-1/t11-,12+,14-/m0/s1

InChIKey:

AUNGANRZJHBGPY-SCRDCRAPSA-M

Synonyms

vitamin B₂
Lactoflavin
7,8-Dimethyl-10-ribitylisoalloxazine
RF

Databases

MetaCyc: RIBOFLAVIN

RefMet: Riboflavin

BiGG: ribflv

PubChem (CID): 45480541 493570

HMDB: HMDB00244

ChEBI: 57986 17015

ChemSpider: 108964

KEGG: C00255

CAS: 83-88-5

MediaDB: compounds/250/

Seed: cpd00220

MetaNetX: MNXM270

PupChem (SID): 3554

CHEMBL: CHEMBL1534

KNApSAcK: C00001552

PDB-CCD: RBF

3DMET: B01201

NIKKAJI: J3.876H