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CHEBI:17015 - riboflavin
| Formula | C17H20N4O6 |
| Net Charge | 0 |
| Average Mass | 376.369 |
| Monoisotopic Mass | 376.13828 |
| SMILES | Cc1cc2nc3c(=O)nc(=O)nc-3n(C[C@H](O)[C@H](O)[C@H](O)CO)c2cc1C |
| InChI | 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 |
| InChIKey | AUNGANRZJHBGPY-SCRDCRAPSA-N |
| Wikipedia |
|---|
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| 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 |
|---|
| Chemical Role: | antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. |
| Biological Roles: | plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. fundamental metabolite Any metabolite produced by all living cells. cofactor An organic molecule or ion (usually a metal ion) that is required by an enzyme for its activity. It may be attached either loosely (coenzyme) or tightly (prosthetic group). Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). food colouring A food additive that imparts colour to food. In European countries, E-numbers for permitted food colours are from E 100 to E 199, divided into yellows (E 100-109), oranges (E 110-119), reds (E 120-129), blues and violets (E 130-139), greens (E 140-149), browns and blacks (E 150-159), and others (E 160-199). human urinary metabolite Any metabolite (endogenous or exogenous) found in human urine samples. water-soluble vitamin (role) Any vitamin that dissolves in water and readily absorbed into tissues for immediate use. Unlike the fat-soluble vitamins, they are not stored in the body and need to be replenished regularly in the diet and will rarely accumulate to toxic levels since they are quickly excreted from the body via urine. |
| Applications: | anti-inflammatory agent Any compound that has anti-inflammatory effects. photosensitizing agent A chemical compound that can be excited by light of a specific wavelength and subsequently transfer energy to a chosen reactant. This is commonly molecular oxygen within a cancer tissue, which is converted to (highly rective) singlet state oxygen. This rapidly reacts with any nearby biomolecules, ultimately killing the cancer cells. food colouring A food additive that imparts colour to food. In European countries, E-numbers for permitted food colours are from E 100 to E 199, divided into yellows (E 100-109), oranges (E 110-119), reds (E 120-129), blues and violets (E 130-139), greens (E 140-149), browns and blacks (E 150-159), and others (E 160-199). nutraceutical A product in capsule, tablet or liquid form that provide essential nutrients, such as a vitamin, an essential mineral, a protein, an herb, or similar nutritional substance. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| riboflavin (CHEBI:17015) has role Escherichia coli metabolite (CHEBI:76971) |
| riboflavin (CHEBI:17015) has role anti-inflammatory agent (CHEBI:67079) |
| riboflavin (CHEBI:17015) has role antioxidant (CHEBI:22586) |
| riboflavin (CHEBI:17015) has role cofactor (CHEBI:23357) |
| riboflavin (CHEBI:17015) has role food colouring (CHEBI:77182) |
| riboflavin (CHEBI:17015) has role fundamental metabolite (CHEBI:78675) |
| riboflavin (CHEBI:17015) has role human urinary metabolite (CHEBI:84087) |
| riboflavin (CHEBI:17015) has role mouse metabolite (CHEBI:75771) |
| riboflavin (CHEBI:17015) has role photosensitizing agent (CHEBI:47868) |
| riboflavin (CHEBI:17015) has role plant metabolite (CHEBI:76924) |
| riboflavin (CHEBI:17015) is a flavin (CHEBI:30527) |
| riboflavin (CHEBI:17015) is a vitamin B2 (CHEBI:176838) |
| riboflavin (CHEBI:17015) is conjugate acid of riboflavin(1−) (CHEBI:57986) |
| Incoming Relation(s) |
| 7,8-didemethyl-8-hydroxy-5-deazariboflavin (CHEBI:43034) has functional parent riboflavin (CHEBI:17015) |
| 8-amino-8-demethylriboflavin (CHEBI:137336) has functional parent riboflavin (CHEBI:17015) |
| 8-demethyl-8-(methylamino)riboflavin (CHEBI:137340) has functional parent riboflavin (CHEBI:17015) |
| dihydroriboflavins (CHEBI:15031) has functional parent riboflavin (CHEBI:17015) |
| riboflavin cyclic 4',5'-phosphate (CHEBI:15045) has functional parent riboflavin (CHEBI:17015) |
| riboflavin sodium phosphate (CHEBI:32098) has functional parent riboflavin (CHEBI:17015) |
| roseoflavin (CHEBI:72346) has functional parent riboflavin (CHEBI:17015) |
| vitamin B complex (CHEBI:75782) has part riboflavin (CHEBI:17015) |
| riboflavin(1−) (CHEBI:57986) is conjugate base of riboflavin (CHEBI:17015) |
| IUPAC Name |
|---|
| 1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-D-ribitol |
| INNs | Source |
|---|---|
| riboflavine | WHO MedNet |
| riboflavin | WHO MedNet |
| riboflavina | WHO MedNet |
| riboflavinum | WHO MedNet |
| Synonyms | Source |
|---|---|
| lactoflavin | KEGG COMPOUND |
| 7,8-dimethyl-10-ribitylisoalloxazine | KEGG COMPOUND |
| Vitamin B2 | KEGG COMPOUND |
| 7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4(3H,10H)-dione | IUPAC |
| 5-deoxy-5-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)-D-ribitol | ChEBI |
| 6,7-dimethyl-9-D-ribitylisoalloxazine | ChemIDplus |
| Brand Names | Source |
|---|---|
| Fiboflavin | ChemIDplus |
| Hyflavin | ChemIDplus |
| Dermadram | ChemIDplus |
| Flavin Bb | ChemIDplus |
| Beflavin | ChemIDplus |
| Flaxain | ChemIDplus |
| Manual Xrefs | Databases |
|---|---|
| C00255 | KEGG COMPOUND |
| RBF | PDBeChem |
| D00050 | KEGG DRUG |
| DB00140 | DrugBank |
| US2807611 | Patent |
| US2876169 | Patent |
| Riboflavin | Wikipedia |
| HMDB0000244 | HMDB |
| RIBOFLAVIN | MetaCyc |
| C00001552 | KNApSAcK |
| LSM-4084 | LINCS |
| 2834 | DrugCentral |
| FDB012160 | FooDB |
| 431981 | ChemSpider |
| Citations |
|---|