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3,4-dihydroxy-5-prenylcinnamic acid
A hydroxycinnamic acid that is trans-caffeic acid substituted by a prenyl group at position 5. Isolated from Brazilian propolis, it exhibits antioxidant activity.


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03. Biological Effects of Specific Chemicals: biochemical uses [CHEBI:52206] > metabolite [CHEBI:25212] > secondary metabolite [CHEBI:26619] > 3,4-dihydroxy-5-prenylcinnamic acid [CHEBI:65784]
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03. Biological Effects of Specific Chemicals 
03. Biological Effects of Specific Chemicals
 biochemical uses [CHEBI:52206] (3306) 
 metabolite [CHEBI:25212] (2692) 
 secondary metabolite [CHEBI:26619] (2225) 
 3,4-dihydroxy-5-prenylcinnamic acid [CHEBI:65784] (1)
08. Chemical Category 
08. Chemical Category
 main group molecular entity [CHEBI:33579] (25650) 
 s-block molecular entity [CHEBI:33674] (7287) 
 hydrogen molecular entity [CHEBI:33608] (6932) 
 hydroxides [CHEBI:24651] (5641) 
 oxoacid [CHEBI:24833] (3119) 
 carbon oxoacid [CHEBI:35605] (3012) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 3,4-dihydroxy-5-prenylcinnamic acid [CHEBI:65784] (1)
 p-block molecular entity [CHEBI:33675] (25343) 
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 hydroxides [CHEBI:24651] (5641) 
 oxoacid [CHEBI:24833] (3119) 
 carbon oxoacid [CHEBI:35605] (3012) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 3,4-dihydroxy-5-prenylcinnamic acid [CHEBI:65784] (1)
 organooxygen compound [CHEBI:36963] (11352) 
 carbon oxoacid [CHEBI:35605] (3012) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 3,4-dihydroxy-5-prenylcinnamic acid [CHEBI:65784] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 3,4-dihydroxy-5-prenylcinnamic acid [CHEBI:65784] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbon oxoacid [CHEBI:35605] (3012) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 3,4-dihydroxy-5-prenylcinnamic acid [CHEBI:65784] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 3,4-dihydroxy-5-prenylcinnamic acid [CHEBI:65784] (1)
 carbon group molecular entity [CHEBI:33582] (23847) 
 organic molecular entity [CHEBI:50860] (23769) 
 heteroorganic entity [CHEBI:33285] (15197) 
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbon oxoacid [CHEBI:35605] (3012) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 3,4-dihydroxy-5-prenylcinnamic acid [CHEBI:65784] (1)
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 3,4-dihydroxy-5-prenylcinnamic acid [CHEBI:65784] (1)
 organic acid [CHEBI:64709] (3008) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 3,4-dihydroxy-5-prenylcinnamic acid [CHEBI:65784] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 3,4-dihydroxy-5-prenylcinnamic acid [CHEBI:65784] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 organic molecule [CHEBI:72695] (11399) 
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 3,4-dihydroxy-5-prenylcinnamic acid [CHEBI:65784] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 oxoacid [CHEBI:24833] (3119) 
 carbon oxoacid [CHEBI:35605] (3012) 
 carboxylic acid [CHEBI:33575] (3005) 
 monocarboxylic acid [CHEBI:25384] (1620) 
 cinnamic acids [CHEBI:23252] (30) 
 hydroxycinnamic acid [CHEBI:24689] (23) 
 3,4-dihydroxy-5-prenylcinnamic acid [CHEBI:65784] (1)
09. Chemical Capabilities 
09. Chemical Capabilities
 antioxidant [CHEBI:22586] (199) 
 3,4-dihydroxy-5-prenylcinnamic acid [CHEBI:65784] (1)
ChEBI Compound Accession Identifier  [CHEBI:65784]
ChEBI Compound Description  A hydroxycinnamic acid that is trans-caffeic acid substituted by a prenyl group at position 5. Isolated from Brazilian propolis, it exhibits antioxidant activity.
ChEBI Compound Identification Number  65784
ChEBI InChI Value  InChI=1S/C14H16O4/c1-9(2)3-5-11-7-10(4-6-13(16)17)8-12(15)14(11)18/h3-4,6-8,15,18H,5H2,1-2H3,(H,16,17)/b6-4+
ChEBI InChIKey Value  JVQIELYQOZIVPK-GQCTYLIASA-N
ChEBI Compound Name  3,4-dihydroxy-5-prenylcinnamic acid
ChEBI SMILES Value  CC(C)=CCc1cc(cc(O)c1O)\C=C\C(O)=O
ChEBI Substance ID  160709631
ChEBI URL  ChEBI:65784
ChemSpider ID  8642598
Ontomatica Chemical Accession Key (OnChAKey)  JVQIELYQOZIVPK_GQCTYLIASA_N_000_000000
PubChem Compound ID  10467187