EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:17015 - riboflavin

ChEBI IDCHEBI:17015
ChEBI Nameriboflavin
Stars
DefinitionD-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.
Secondary ChEBI IDsCHEBI:8843, CHEBI:15044, CHEBI:27299, CHEBI:45214, CHEBI:529204
Last Modified20 July 2021
DownloadsMolfile

FormulaC17H20N4O6
Net Charge0
Average Mass376.369
Monoisotopic Mass376.13828
SMILESCc1cc2nc3c(=O)nc(=O)nc-3n(C[C@H](O)[C@H](O)[C@H](O)CO)c2cc1C
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

Wikipedia
Species of MetaboliteComponentSourceComments
Homo sapiens (ncbitaxon:9606)
cerebrospinal fluid (UBERON:0001359) PubMed (182198)
urine (BTO:0001419) Article (Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.)
blood (UBERON:0000178) Article (Geigy Scientific Tables, 8th Rev edition, pp. 165-177. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp., Basel, Switzerland c1981-1992.)
saliva (UBERON:0001836) Article (Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles. )
- MetaboLights (MTBLS306) From MetaboLights
- MetaboLights (MTBLS290) From MetaboLights
Escherichia coli (ncbitaxon:562) - PubMed (21988831)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Mangifera indica (ncbitaxon:29780) - PubMed (31681339)
Roles Classification

ChEBI Ontology
IUPAC Name 
1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-D-ribitol
INNs  Source
riboflavine  frWHO MedNet
riboflavinWHO MedNet
riboflavina  esWHO MedNet
riboflavinum  laWHO MedNet
Synonyms  Source
lactoflavinKEGG COMPOUND
7,8-dimethyl-10-ribitylisoalloxazineKEGG COMPOUND
Vitamin B2KEGG COMPOUND
7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4(3H,10H)-dioneIUPAC
5-deoxy-5-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-D-ribitolChEBI
6,7-dimethyl-9-D-ribitylisoalloxazineChemIDplus
Brand Names  Source
FiboflavinChemIDplus
HyflavinChemIDplus
DermadramChemIDplus
Flavin BbChemIDplus
BeflavinChemIDplus
FlaxainChemIDplus
Manual XrefsDatabases
C00255KEGG COMPOUND
RBFPDBeChem
D00050KEGG DRUG
DB00140DrugBank
US2807611Patent
US2876169Patent
RiboflavinWikipedia
HMDB0000244HMDB
RIBOFLAVINMetaCyc
C00001552KNApSAcK
LSM-4084LINCS
2834DrugCentral
FDB012160FooDB
431981ChemSpider
Registry NumbersSources
Reaxys:97831Reaxys
CAS:83-88-5KEGG COMPOUND
CAS:83-88-5NIST Chemistry WebBook
CAS:83-88-5ChemIDplus
Citations