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CHEBI:36281 - caffeic acid
| Formula | C9H8O4 |
| Net Charge | 0 |
| Average Mass | 180.159 |
| Monoisotopic Mass | 180.04226 |
| SMILES | [H]C(=Cc1ccc(O)c(O)c1)C(=O)O |
| 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) |
| InChIKey | QAIPRVGONGVQAS-UHFFFAOYSA-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). |
| Biological Roles: | 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 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). 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 1.13.11.33 (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. |
| ChEBI Ontology |
|---|
| Outgoing Relation(s) |
| caffeic acid (CHEBI:36281) has role antioxidant (CHEBI:22586) |
| caffeic acid (CHEBI:36281) has role EC 1.13.11.33 (arachidonate 15-lipoxygenase) inhibitor (CHEBI:64996) |
| caffeic acid (CHEBI:36281) has role EC 1.13.11.34 (arachidonate 5-lipoxygenase) inhibitor (CHEBI:64964) |
| caffeic acid (CHEBI:36281) has role EC 2.5.1.18 (glutathione transferase) inhibitor (CHEBI:76797) |
| caffeic acid (CHEBI:36281) has role EC 3.5.1.98 (histone deacetylase) inhibitor (CHEBI:61115) |
| caffeic acid (CHEBI:36281) has role plant metabolite (CHEBI:76924) |
| caffeic acid (CHEBI:36281) is a catechols (CHEBI:33566) |
| caffeic acid (CHEBI:36281) is a hydroxycinnamic acid (CHEBI:24689) |
| Incoming Relation(s) |
| N1,N5,N10-tricaffeoyl spermidine (CHEBI:81478) has functional parent caffeic acid (CHEBI:36281) |
| 3,4,5-tricaffeoylquinic acid (CHEBI:233498) has functional parent caffeic acid (CHEBI:36281) |
| alkyl caffeate ester (CHEBI:65331) has functional parent caffeic acid (CHEBI:36281) |
| caffeoyl-CoA (CHEBI:15518) has functional parent caffeic acid (CHEBI:36281) |
| cis-caffeic acid (CHEBI:17395) is a caffeic acid (CHEBI:36281) |
| trans-caffeic acid (CHEBI:16433) is a caffeic acid (CHEBI:36281) |
| IUPAC Name |
|---|
| 3-(3,4-dihydroxyphenyl)prop-2-enoic acid |
| Manual Xrefs | Databases |
|---|---|
| HMDB0001964 | HMDB |
| C01481 | KEGG COMPOUND |
| LSM-5272 | LINCS |
| Registry Numbers | Sources |
|---|---|
| Reaxys:2210883 | Reaxys |
| Citations |
|---|