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CHEBI:15864 - luteolin
| Formula | C15H10O6 |
| Net Charge | 0 |
| Average Mass | 286.239 |
| Monoisotopic Mass | 286.04774 |
| SMILES | O=c1cc(-c2ccc(O)c(O)c2)oc2cc(O)cc(O)c12 |
| InChI | InChI=1S/C15H10O6/c16-8-4-11(19)15-12(20)6-13(21-14(15)5-8)7-1-2-9(17)10(18)3-7/h1-6,16-19H |
| InChIKey | IQPNAANSBPBGFQ-UHFFFAOYSA-N |
| Wikipedia |
|---|
| Species of Metabolite | Component | Source | Comments |
|---|---|---|---|
| Cirsium japonicum (ncbitaxon:516546) | whole plant (BTO:0001461) | PubMed (21899269) | Hot methanolic extract of dried whole plant |
| Olea europaea (ncbitaxon:4146) | leaf (BTO:0000713) | PubMed (22014168) | Methanolic extract of dried olive leaves |
| Mimosa diplotricha (ncbitaxon:512270) | aerial part (BTO:0001658) | PubMed (21875046) | Ethanolic extract of aerial part |
| Brassica napus (ncbitaxon:3708) | |||
| leaf lamina (BTO:0000719) | MetaboLights (MTBLS309) | From MetaboLights | |
| - | MetaboLights (MTBLS309) | From MetaboLights | |
| - | MetaboLights (MTBLS312) | From MetaboLights | |
| Sorghum bicolor (ncbitaxon:4558) | - | MetaboLights (MTBLS69) | From MetaboLights |
| Arabidopsis thaliana (ncbitaxon:3702) | |||
| cell suspension culture (BTO:0000221) | MetaboLights (MTBLS311) | From MetaboLights | |
| - | MetaboLights (MTBLS129) | From MetaboLights | |
| Lepisorus ussuriensis (ncbitaxon:699700) | whole plant (BTO:0001461) | PubMed (26569039) |
| Roles Classification |
|---|
| Chemical Role: | radical scavenger A role played by a substance that can react readily with, and thereby eliminate, radicals. |
| Biological Roles: | EC 2.3.1.85 (fatty acid synthase) inhibitor An EC 2.3.1.* (acyltransferase transferring other than amino-acyl group) inhibitor that interferes with the action of fatty acid synthase (EC 2.3.1.85), a multi-enzyme protein involved in fatty acid synthesis. vascular endothelial growth factor receptor antagonist An antagonist at the vascular endothelial growth factor receptor. immunomodulator Biologically active substance whose activity affects or plays a role in the functioning of the immune system. apoptosis inducer Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms. c-Jun N-terminal kinase inhibitor An EC 2.7.11.24 (mitogen-activated protein kinase) inhibitor that inhibits the action of c-Jun N-terminal kinase. plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. |
| Applications: | nephroprotective agent Any protective agent that is able to prevent damage to the kidney. immunomodulator Biologically active substance whose activity affects or plays a role in the functioning of the immune system. anti-inflammatory agent Any compound that has anti-inflammatory effects. angiogenesis inhibitor An agent and endogenous substances that antagonize or inhibit the development of new blood vessels. antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| luteolin (CHEBI:15864) has role angiogenesis inhibitor (CHEBI:48422) |
| luteolin (CHEBI:15864) has role anti-inflammatory agent (CHEBI:67079) |
| luteolin (CHEBI:15864) has role antineoplastic agent (CHEBI:35610) |
| luteolin (CHEBI:15864) has role apoptosis inducer (CHEBI:68495) |
| luteolin (CHEBI:15864) has role c-Jun N-terminal kinase inhibitor (CHEBI:90172) |
| luteolin (CHEBI:15864) has role EC 2.3.1.85 (fatty acid synthase) inhibitor (CHEBI:71476) |
| luteolin (CHEBI:15864) has role immunomodulator (CHEBI:50846) |
| luteolin (CHEBI:15864) has role nephroprotective agent (CHEBI:76595) |
| luteolin (CHEBI:15864) has role plant metabolite (CHEBI:76924) |
| luteolin (CHEBI:15864) has role radical scavenger (CHEBI:48578) |
| luteolin (CHEBI:15864) has role vascular endothelial growth factor receptor antagonist (CHEBI:65207) |
| luteolin (CHEBI:15864) is a 3'-hydroxyflavonoid (CHEBI:27741) |
| luteolin (CHEBI:15864) is a tetrahydroxyflavone (CHEBI:38684) |
| luteolin (CHEBI:15864) is conjugate acid of luteolin-7-olate (CHEBI:57545) |
| Incoming Relation(s) |
| 4',5,7-trihydroxy-3'-methoxyflavone (CHEBI:16514) has functional parent luteolin (CHEBI:15864) |
| 5,3'-di-O-methylluteolin (CHEBI:69455) has functional parent luteolin (CHEBI:15864) |
| 6-C-[2-O-α-L-rhamnopyranosyl-(1''→2')]-β-D-xylopyranosylluteolin (CHEBI:70202) has functional parent luteolin (CHEBI:15864) |
| 6-C-[2'-O-α-L-rhamnopyranosyl-(1''→2')]-α-L-arabinopyranosylluteolin (CHEBI:70201) has functional parent luteolin (CHEBI:15864) |
| 6-C-α-L-arabinopyranosyl-8-C-β-D-glucosylluteolin (CHEBI:75566) has functional parent luteolin (CHEBI:15864) |
| 6-hydroxyluteolin (CHEBI:2197) has functional parent luteolin (CHEBI:15864) |
| 6-hydroxyluteolin 7-O-laminaribioside (CHEBI:66046) has functional parent luteolin (CHEBI:15864) |
| 6-methoxyluteolin 7-α-L-rhamnoside (CHEBI:28314) has functional parent luteolin (CHEBI:15864) |
| 7-O-[β-D-arabinopyranosyl-(1→6)-β-D-glucosyl]luteolin (CHEBI:75532) has functional parent luteolin (CHEBI:15864) |
| carlinoside (CHEBI:3421) has functional parent luteolin (CHEBI:15864) |
| cassiaoccidentalin B (CHEBI:70205) has functional parent luteolin (CHEBI:15864) |
| diosmetin (CHEBI:4630) has functional parent luteolin (CHEBI:15864) |
| hypolaetin (CHEBI:5837) has functional parent luteolin (CHEBI:15864) |
| isoorientin (CHEBI:17965) has functional parent luteolin (CHEBI:15864) |
| lucenin-2 (CHEBI:6553) has functional parent luteolin (CHEBI:15864) |
| luteolin O-glucuronoside (CHEBI:25091) has functional parent luteolin (CHEBI:15864) |
| luteolin 6-C-[β-D-glucosyl-(1→2)-α-L-arabinoside] (CHEBI:131834) has functional parent luteolin (CHEBI:15864) |
| luteolin 7-O-(6-O-malonyl-β-D-glucoside) (CHEBI:6579) has functional parent luteolin (CHEBI:15864) |
| luteolin 7-O-neohesperidoside (CHEBI:31788) has functional parent luteolin (CHEBI:15864) |
| luteolin 7-O-β-D-glucoside (CHEBI:27994) has functional parent luteolin (CHEBI:15864) |
| luteolin monosulfate (CHEBI:233657) has functional parent luteolin (CHEBI:15864) |
| luteolin-4'-O-β-D-glucopyranoside (CHEBI:68986) has functional parent luteolin (CHEBI:15864) |
| luteolin-7-O-α-L-rhamnoside (CHEBI:70030) has functional parent luteolin (CHEBI:15864) |
| maysin (CHEBI:70206) has functional parent luteolin (CHEBI:15864) |
| ochnaflavone (CHEBI:194126) has functional parent luteolin (CHEBI:15864) |
| orientin (CHEBI:7781) has functional parent luteolin (CHEBI:15864) |
| luteolin-7-olate (CHEBI:57545) is conjugate base of luteolin (CHEBI:15864) |
| IUPAC Name |
|---|
| 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-chromen-4-one |
| Synonyms | Source |
|---|---|
| Luteolin | KEGG COMPOUND |
| 3',4',5,7-Tetrahydroxyflavone | KEGG COMPOUND |
| 5,7,3',4'-Tetrahydroxyflavone | KEGG COMPOUND |
| 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-benzopyrone | ChemIDplus |
| Luteolol | ChemIDplus |
| 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4H-1-benzopyran-4-one | ChemIDplus |
| Manual Xrefs | Databases |
|---|---|
| C01514 | KEGG COMPOUND |
| LMPK12110006 | LIPID MAPS |
| 5734-TETRAHYDROXYFLAVONE | MetaCyc |
| Luteolin | Wikipedia |
| HMDB0005800 | HMDB |
| C00000674 | KNApSAcK |
| LSM-5229 | LINCS |
| LU2 | PDBeChem |
| DB15584 | DrugBank |
| FDB013255 | FooDB |
| 4444102 | ChemSpider |
| Citations |
|---|