EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

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

ChEBI IDCHEBI:70484
ChEBI Name(S)-1'-methyloctyl caffeate
Stars
ASCII Name(S)-1'-methyloctyl caffeate
DefinitionAn 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.
Last Modified15 April 2015
DownloadsMolfile
FormulaC18H26O4
Net Charge0
Average Mass306.402
Monoisotopic Mass306.18311
SMILESCCCCCCC[C@H](C)OC(=O)/C=C/c1ccc(O)c(O)c1
InChIInChI=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
InChIKeyDEXGFPWDAXJBTA-WONIAPNHSA-N
Species of MetaboliteComponentSourceComments
Piper sanguineispicum (IPNI:199083-2) leaf (BTO:0000713) PubMed (20954722) 90% ethanolic extract of dried leaves
Roles Classification
Biological Roles:
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:
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)
(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 NumbersSources
Reaxys:21092027Reaxys
Citations