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methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate
A benzoate ester that is methyl benzoate substituted by hydroxy groups at positions 3 and 4 and a prenyl group at position 5. Isolated from Piper glabratum and Piper acutifolium, it exhibits antileishmanial activity.

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07. Part of Biological Source of Chemical: plant structure [PO:0009011]
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03. Biological Effects of Specific Chemicals: antimicrobial agent [CHEBI:33281] > antimicrobial drug [CHEBI:36043] > antiprotozoal drug [CHEBI:35820] > antileishmanial agent [CHEBI:70868]
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more general categories    information about this item
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) 
 methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate [CHEBI:66709] (1)
 antimicrobial agent [CHEBI:33281] (927) 
 antimicrobial drug [CHEBI:36043] (169) 
 antiprotozoal drug [CHEBI:35820] (168) 
 antileishmanial agent [CHEBI:70868] (22) 
 methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate [CHEBI:66709] (1)
06. Name of Biological Source of Chemical 
06. Name of Biological Source of Chemical
 Plantae (1926) 
 Magnoliophyta (1872) 
 Magnoliopsida (1649) 
 Piperales (63) 
 Piperaceae (62) 
 Piper (62) 
 Piper acutifolium (1)
 Piper glabratum (1)
07. Part of Biological Source of Chemical 
07. Part of Biological Source of Chemical
 plant structure [PO:0009011] (1497) 
 multi-tissue plant structure [PO:0025496] (1114) 
 plant organ [PO:0009008] (970) 
 phyllome [PO:0006001] (351) 
 leaf [PO:0025034] (351)
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) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 phenols [CHEBI:33853] (868) 
 benzenediols [CHEBI:33570] (188) 
 catechols [CHEBI:33566] (97) 
 methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate [CHEBI:66709] (1)
 p-block molecular entity [CHEBI:33675] (25343) 
 chalcogen molecular entity [CHEBI:33304] (15225) 
 oxygen molecular entity [CHEBI:25806] (14414) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 phenols [CHEBI:33853] (868) 
 benzenediols [CHEBI:33570] (188) 
 catechols [CHEBI:33566] (97) 
 methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate [CHEBI:66709] (1)
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 benzoate ester [CHEBI:36054] (83) 
 methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate [CHEBI:66709] (1)
 organochalcogen compound [CHEBI:36962] (11874) 
 organooxygen compound [CHEBI:36963] (11352) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 benzoate ester [CHEBI:36054] (83) 
 methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate [CHEBI:66709] (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) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 benzoate ester [CHEBI:36054] (83) 
 methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate [CHEBI:66709] (1)
 organic hydroxy compound [CHEBI:33822] (3050) 
 phenols [CHEBI:33853] (868) 
 benzenediols [CHEBI:33570] (188) 
 catechols [CHEBI:33566] (97) 
 methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate [CHEBI:66709] (1)
 ester [CHEBI:35701] (3370) 
 carboxylic ester [CHEBI:33308] (1495) 
 benzoate ester [CHEBI:36054] (83) 
 methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate [CHEBI:66709] (1)
 aromatic ester [CHEBI:62732] (94) 
 benzoate ester [CHEBI:36054] (83) 
 methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate [CHEBI:66709] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenols [CHEBI:33853] (868) 
 benzenediols [CHEBI:33570] (188) 
 catechols [CHEBI:33566] (97) 
 methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate [CHEBI:66709] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 benzoate ester [CHEBI:36054] (83) 
 methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate [CHEBI:66709] (1)
 polyatomic entity [CHEBI:36357] (18777) 
 molecule [CHEBI:25367] (11520) 
 cyclic compound [CHEBI:33595] (7817) 
 aromatic compound [CHEBI:33655] (3799) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenols [CHEBI:33853] (868) 
 benzenediols [CHEBI:33570] (188) 
 catechols [CHEBI:33566] (97) 
 methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate [CHEBI:66709] (1)
 aromatic ester [CHEBI:62732] (94) 
 benzoate ester [CHEBI:36054] (83) 
 methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate [CHEBI:66709] (1)
 organic cyclic compound [CHEBI:33832] (7633) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenols [CHEBI:33853] (868) 
 benzenediols [CHEBI:33570] (188) 
 catechols [CHEBI:33566] (97) 
 methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate [CHEBI:66709] (1)
 organic molecule [CHEBI:72695] (11399) 
 organic cyclic compound [CHEBI:33832] (7633) 
 organic aromatic compound [CHEBI:33659] (3593) 
 phenols [CHEBI:33853] (868) 
 benzenediols [CHEBI:33570] (188) 
 catechols [CHEBI:33566] (97) 
 methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate [CHEBI:66709] (1)
 organic oxo compound [CHEBI:36587] (5932) 
 carbonyl compound [CHEBI:36586] (5928) 
 carboxylic ester [CHEBI:33308] (1495) 
 benzoate ester [CHEBI:36054] (83) 
 methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate [CHEBI:66709] (1)
 heteroatomic molecular entity [CHEBI:37577] (13672) 
 hydroxides [CHEBI:24651] (5641) 
 organic hydroxy compound [CHEBI:33822] (3050) 
 phenols [CHEBI:33853] (868) 
 benzenediols [CHEBI:33570] (188) 
 catechols [CHEBI:33566] (97) 
 methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate [CHEBI:66709] (1)
ChEBI Compound Accession Identifier:   [CHEBI:66709]
ChEBI Compound Description:   A benzoate ester that is methyl benzoate substituted by hydroxy groups at positions 3 and 4 and a prenyl group at position 5. Isolated from Piper glabratum and Piper acutifolium, it exhibits antileishmanial activity.
ChEBI Compound Identification Number:   66709
ChEBI InChI Value:   InChI=1S/C13H16O4/c1-8(2)4-5-9-6-10(13(16)17-3)7-11(14)12(9)15/h4,6-7,14-15H,5H2,1-3H3
ChEBI InChIKey Value:   ZVMALUVLYJRPEZ-UHFFFAOYSA-N
ChEBI Compound Name:   methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate
ChEBI SMILES Value:   COC(=O)c1cc(O)c(O)c(CC=C(C)C)c1
ChEBI Substance ID:   160710592
ChEBI URL:   ChEBI:66709
ChemSpider ID:   24709392
Ontomatica Chemical Accession Key (OnChAKey):   ZVMALUVLYJRPEZ_UHFFFAOYSA_N_000_000000
PubChem Compound ID:   25058114