EMBL-EBI | Chemical Biology | ChEBI
Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search
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: | plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. apoptosis inducer Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms. vascular endothelial growth factor receptor antagonist An antagonist at the vascular endothelial growth factor receptor. 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. immunomodulator Biologically active substance whose activity affects or plays a role in the functioning of the immune system. 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. |
| Applications: | antineoplastic agent A substance that inhibits or prevents the proliferation of neoplasms. immunomodulator Biologically active substance whose activity affects or plays a role in the functioning of the immune system. nephroprotective agent Any protective agent that is able to prevent damage to the kidney. 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. |
| 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 |
|---|