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CHEBI:66709 - methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate

ChEBI IDCHEBI:66709
ChEBI Namemethyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate
Stars
DefinitionA 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.
Last Modified13 April 2015
DownloadsMolfile
FormulaC13H16O4
Net Charge0
Average Mass236.267
Monoisotopic Mass236.10486
SMILESCOC(=O)c1cc(O)c(O)c(CC=C(C)C)c1
InChIInChI=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
InChIKeyZVMALUVLYJRPEZ-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Piper acutifolium (IPNI:680276-1) leaf (BTO:0000713) PubMed (18712933)
Piper glabratum (ncbitaxon:405326) leaf (BTO:0000713) PubMed (18712933)
Roles Classification
Biological Roles:
antileishmanial agent  An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application:
antileishmanial agent  An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
ChEBI Ontology
Outgoing Relation(s)
methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate (CHEBI:66709) has role antileishmanial agent (CHEBI:70868)
methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate (CHEBI:66709) has role metabolite (CHEBI:25212)
methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate (CHEBI:66709) is a benzoate ester (CHEBI:36054)
methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate (CHEBI:66709) is a catechols (CHEBI:33566)
methyl 3,4-dihydroxy-5-(3'-methyl-2'-butenyl)benzoate (CHEBI:66709) is a methyl ester (CHEBI:25248)
IUPAC Name 
methyl 3,4-dihydroxy-5-(3-methylbut-2-en-1-yl)benzoate
Registry NumbersSources
Reaxys:19220845Reaxys
Citations