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CHEBI:17395 - cis-caffeic acid
| Formula | C9H8O4 |
| Net Charge | 0 |
| Average Mass | 180.159 |
| Monoisotopic Mass | 180.04226 |
| SMILES | O=C(O)/C=C\c1ccc(O)c(O)c1 |
| InChI | InChI=1S/C9H8O4/c10-7-3-1-6(5-8(7)11)2-4-9(12)13/h1-5,10-11H,(H,12,13)/b4-2- |
| InChIKey | QAIPRVGONGVQAS-RQOWECAXSA-N |
| Roles Classification |
|---|
| Chemical Roles: | antioxidant A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base). Bronsted acid A molecular entity capable of donating a hydron to an acceptor (Brønsted base). |
| Biological Roles: | plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. human xenobiotic metabolite Any human metabolite produced by metabolism of a xenobiotic compound in humans. EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor A lipoxygenase inhibitor that interferes with the action of arachidonate 15-lipoxygenase (EC 1.13.11.33). plant metabolite Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms. EC 2.5.1.18 (glutathione transferase) inhibitor An EC 2.5.1.* (non-methyl-alkyl or aryl transferase) inhibitor that interferes with the action of a glutathione transferase (EC 2.5.1.18). EC 3.5.1.98 (histone deacetylase) inhibitor An EC 3.5.1.* (non-peptide linear amide C-N hydrolase) inhibitor that interferes with the function of histone deacetylase (EC 3.5.1.98). EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor A lipoxygenase inhibitor that interferes with the action of arachidonate 5-lipoxygenase (EC 1.13.11.34). |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| cis-caffeic acid (CHEBI:17395) has role human xenobiotic metabolite (CHEBI:76967) |
| cis-caffeic acid (CHEBI:17395) has role plant metabolite (CHEBI:76924) |
| cis-caffeic acid (CHEBI:17395) is a caffeic acid (CHEBI:36281) |
| cis-caffeic acid (CHEBI:17395) is conjugate acid of cis-caffeate (CHEBI:58129) |
| Incoming Relation(s) |
| (2S,3R)-cis-caftaric acid (CHEBI:76082) has functional parent cis-caffeic acid (CHEBI:17395) |
| 3-(Z)-caffeoyllupeol (CHEBI:65549) has functional parent cis-caffeic acid (CHEBI:17395) |
| 5-O-cis-caffeoylquinic acid (CHEBI:75489) has functional parent cis-caffeic acid (CHEBI:17395) |
| malvidin 3-O-{6-O-[(Z)-caffeoyl]-β-D-glucoside} (CHEBI:131452) has functional parent cis-caffeic acid (CHEBI:17395) |
| cis-caffeate (CHEBI:58129) is conjugate base of cis-caffeic acid (CHEBI:17395) |
| IUPAC Name |
|---|
| (2Z)-3-(3,4-dihydroxyphenyl)prop-2-enoic acid |
| Synonyms | Source |
|---|---|
| Caffeate | KEGG COMPOUND |
| Caffeic acid | KEGG COMPOUND |
| 3,4-Dihydroxycinnamic acid | KEGG COMPOUND |
| cis-Caffeic acid | KEGG COMPOUND |
| Citations |
|---|