CHEBI:70484 - (S)-1'-methyloctyl caffeate

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ChEBI Name (S)-1'-methyloctyl caffeate
ChEBI ID CHEBI:70484
ChEBI ASCII Name (S)-1'-methyloctyl caffeate
Definition An alkyl caffeate ester obtained by the formal condensation of trans-caffeic acid with nonan-2-ol. Isolated from the leaves of Piper sanguineispicum, it has been shown to exhibit antileishmanial activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C18H26O4
Net Charge 0
Average Mass 306.39660
Monoisotopic Mass 306.18311
InChI InChI=1S/C18H26O4/c1-3-4-5-6-7-8-14(2)22-18(21)12-10-15-9-11-16(19)17(20)13-15/h9-14,19-20H,3-8H2,1-2H3/b12-10+/t14-/m0/s1
InChIKey DEXGFPWDAXJBTA-WONIAPNHSA-N
SMILES CCCCCCC[C@H](C)OC(=O)\C=C\c1ccc(O)c(O)c1
Metabolite of Species Details
Piper sanguineispicum (IPNI:199083-2) Found in leaf (BTO:0000713). 90% ethanolic extract of dried leaves See: PubMed
Roles Classification
Biological Role(s): antileishmanial agent
An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): antileishmanial agent
An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing (S)-1'-methyloctyl caffeate (CHEBI:70484) has functional parent nonan-2-ol (CHEBI:78304)
(S)-1'-methyloctyl caffeate (CHEBI:70484) has role antileishmanial agent (CHEBI:70868)
(S)-1'-methyloctyl caffeate (CHEBI:70484) has role plant metabolite (CHEBI:76924)
(S)-1'-methyloctyl caffeate (CHEBI:70484) is a alkyl caffeate ester (CHEBI:65331)
IUPAC Name
(2S)-nonan-2-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Registry Number Type Source
21092027 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
20954722 PubMed citation Europe PMC
Last Modified
15 April 2015