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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 |
|---|---|---|---|
| Escherichia coli (ncbitaxon:562) | - | PubMed (21988831) | |
| Homo sapiens (ncbitaxon:9606) | |||
| 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. ) | ||
| 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.) | ||
| cerebrospinal fluid (UBERON:0001359) | PubMed (182198) | ||
| - | MetaboLights (MTBLS306) | From MetaboLights | |
| - | MetaboLights (MTBLS290) | From MetaboLights | |
| Mangifera indica (ncbitaxon:29780) | - | PubMed (31681339) | |
| Mus musculus (ncbitaxon:10090) | - | PubMed (19425150) | Source: BioModels - MODEL1507180067 |
| Roles Classification |
|---|
| Chemical Roles: | 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). antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. |
| Biological Roles: | Escherichia coli metabolite Any bacterial metabolite produced during a metabolic reaction in Escherichia coli. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. 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). mouse metabolite Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus). 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). fundamental metabolite Any metabolite produced by all living cells. human urinary metabolite Any metabolite (endogenous or exogenous) found in human urine samples. immunosuppressive agent An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response. analgesic An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. 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: | 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. anti-ulcer drug One of various classes of drugs with different action mechanisms used to treat or ameliorate peptic ulcer or irritation of the gastrointestinal tract. 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). renoprotective agent Any compound that is able to prevent damage to the kidneys. antipsoriatic A drug used to treat psoriasis. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. anti-anaemic agent A compound which increases either the number of red cells or the amount of haemoglobin in the blood. anti-inflammatory agent Any compound that has anti-inflammatory effects. immunosuppressive agent An agent that suppresses immune function by one of several mechanisms of action. Classical cytotoxic immunosuppressants act by inhibiting DNA synthesis. Others may act through activation of T-cells or by inhibiting the activation of helper cells. In addition, an immunosuppressive agent is a role played by a compound which is exhibited by a capability to diminish the extent and/or voracity of an immune response. cardiovascular drug A drug that affects the rate or intensity of cardiac contraction, blood vessel diameter or blood volume. ophthalmology drug Any compound used for the treatment of eye conditions or eye diseases. analgesic An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms. 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 analgesic (CHEBI:35480) |
| riboflavin (CHEBI:17015) has role anti-anaemic agent (CHEBI:75835) |
| riboflavin (CHEBI:17015) has role anti-inflammatory agent (CHEBI:67079) |
| riboflavin (CHEBI:17015) has role anti-ulcer drug (CHEBI:49201) |
| riboflavin (CHEBI:17015) has role antineoplastic agent (CHEBI:35610) |
| riboflavin (CHEBI:17015) has role antioxidant (CHEBI:22586) |
| riboflavin (CHEBI:17015) has role antipsoriatic (CHEBI:50748) |
| riboflavin (CHEBI:17015) has role cardiovascular drug (CHEBI:35554) |
| 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 immunosuppressive agent (CHEBI:35705) |
| riboflavin (CHEBI:17015) has role mouse metabolite (CHEBI:75771) |
| riboflavin (CHEBI:17015) has role ophthalmology drug (CHEBI:66981) |
| riboflavin (CHEBI:17015) has role photosensitizing agent (CHEBI:47868) |
| riboflavin (CHEBI:17015) has role plant metabolite (CHEBI:76924) |
| riboflavin (CHEBI:17015) has role renoprotective agent (CHEBI:231911) |
| 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 |
|---|---|
| riboflavin | WHO MedNet |
| riboflavina | WHO MedNet |
| riboflavine | WHO MedNet |
| riboflavinum | WHO MedNet |
| Synonyms | Source |
|---|---|
| 1-deoxy-1-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)pentitol | NIST Chemistry WebBook |
| 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 |
| 7,8-dimethyl-10-[(2S,3S,4R)-2,3,4,5-tetrahydroxypentyl]benzo[g]pteridine-2,4(3H,10H)-dione | IUPAC |
| 7,8-dimethyl-10-ribitylisoalloxazine | KEGG COMPOUND |
| 7,8-dimethyl-10-(D-ribo-2,3,4,5-tetrahydroxypentyl)benzo[g]pteridine-2,4(3H,10H)-dione | ChEBI |
| Brand Names | Source |
|---|---|
| Aqua-Flave | ChemIDplus |
| Beflavin | ChemIDplus |
| Beflavine | ChemIDplus |
| Bisulase | KEGG DRUG |
| Dermadram | ChemIDplus |
| E-b2 | ChEMBL |
| Manual Xrefs | Databases |
|---|---|
| 2834 | DrugCentral |
| 431981 | ChemSpider |
| C00001552 | KNApSAcK |
| C00255 | KEGG COMPOUND |
| D00050 | KEGG DRUG |
| DB00140 | DrugBank |
| FDB012160 | FooDB |
| HMDB0000244 | HMDB |
| LSM-4084 | LINCS |
| RBF | PDBeChem |
| Riboflavin | Wikipedia |
| RIBOFLAVIN | MetaCyc |
| US2807611 | Patent |
| US2876169 | Patent |
| Citations |
|---|