CHEBI:70482 - (S)-1'-methylbutyl caffeate

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ChEBI Name (S)-1'-methylbutyl caffeate
ChEBI ID CHEBI:70482
ChEBI ASCII Name (S)-1'-methylbutyl caffeate
Definition An alkyl caffeate ester obtained by the formal condensation of trans-caffeic acid with 2-pentanol. 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 C14H18O4
Net Charge 0
Average Mass 250.29030
Monoisotopic Mass 250.12051
InChI InChI=1S/C14H18O4/c1-3-4-10(2)18-14(17)8-6-11-5-7-12(15)13(16)9-11/h5-10,15-16H,3-4H2,1-2H3/b8-6+/t10-/m0/s1
InChIKey AGXDVPULWUXVDT-PCGIRMHASA-N
SMILES CCC[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): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
antileishmanial agent
An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
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'-methylbutyl caffeate (CHEBI:70482) has functional parent pentan-2-ol (CHEBI:77518)
(S)-1'-methylbutyl caffeate (CHEBI:70482) has role antileishmanial agent (CHEBI:70868)
(S)-1'-methylbutyl caffeate (CHEBI:70482) has role plant metabolite (CHEBI:76924)
(S)-1'-methylbutyl caffeate (CHEBI:70482) is a alkyl caffeate ester (CHEBI:65331)
IUPAC Name
(2S)-pentan-2-yl (2E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
Registry Number Type Source
21092025 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
20954722 PubMed citation Europe PMC
Last Modified
15 April 2015