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

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
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
Download Molfile XML SDF
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 2-nonanol (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