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CHEBI:69546 - egonol-9(Z),12(Z)linoleate

Default Structure
ChEBI IDCHEBI:69546
ChEBI Nameegonol-9(Z),12(Z)linoleate
Stars
ASCII Nameegonol-9(Z),12(Z)linoleate
DefinitionA fatty acid ester obtained by the formal condensation of egonol with linoleic acid. Isolated from the fruits of Styrax agrestis, it exhibits inhibitory activity against acetylcholinesterase.
Last Modified7 October 2019
DownloadsMolfile
FormulaC37H48O6
Net Charge0
Average Mass588.785
Monoisotopic Mass588.34509
SMILESCCCCC/C=C\C/C=C\CCCCCCCC(=O)OCCCc1cc(OC)c2oc(-c3ccc4c(c3)OCO4)cc2c1
InChIInChI=1S/C37H48O6/c1-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-20-36(38)40-23-18-19-29-24-31-27-33(43-37(31)35(25-29)39-2)30-21-22-32-34(26-30)42-28-41-32/h7-8,10-11,21-22,24-27H,3-6,9,12-20,23,28H2,1-2H3/b8-7-,11-10-
InChIKeyNHCDDUNWYVJRPS-NQLNTKRDSA-N
Species of MetaboliteComponentSourceComments
Styrax agrestis (ncbitaxon:153522) ripe fruit (PO:0007038) PubMed (21939219) Dried, powdered fruits were extracted with ethylacetate.
Roles Classification
Biological Roles:
EC 3.1.1.7 (acetylcholinesterase) inhibitor  An EC 3.1.1.* (carboxylic ester hydrolase) inhibitor that interferes with the action of enzyme acetylcholinesterase (EC 3.1.1.7), which helps breaking down of acetylcholine into choline and acetic acid.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
ChEBI Ontology
Outgoing Relation(s)
egonol-9(Z),12(Z)linoleate (CHEBI:69546) has functional parent egonol (CHEBI:69558)
egonol-9(Z),12(Z)linoleate (CHEBI:69546) has functional parent linoleic acid (CHEBI:17351)
egonol-9(Z),12(Z)linoleate (CHEBI:69546) has parent hydride 1-benzofuran (CHEBI:35260)
egonol-9(Z),12(Z)linoleate (CHEBI:69546) has role EC 3.1.1.7 (acetylcholinesterase) inhibitor (CHEBI:38462)
egonol-9(Z),12(Z)linoleate (CHEBI:69546) has role plant metabolite (CHEBI:76924)
egonol-9(Z),12(Z)linoleate (CHEBI:69546) is a 1-benzofurans (CHEBI:38830)
egonol-9(Z),12(Z)linoleate (CHEBI:69546) is a aromatic ether (CHEBI:35618)
egonol-9(Z),12(Z)linoleate (CHEBI:69546) is a benzodioxoles (CHEBI:38298)
egonol-9(Z),12(Z)linoleate (CHEBI:69546) is a polyunsaturated fatty ester (CHEBI:145039)
Incoming Relation(s)
7-demethoxyegonol-9(Z),12(Z)linoleate (CHEBI:69547) has functional parent egonol-9(Z),12(Z)linoleate (CHEBI:69546)
IUPAC Name 
3-[2-(1,3-benzodioxol-5-yl)-7-methoxy-1-benzofuran-5-yl]propyl (9Z,12Z)-octadeca-9,12-dienoate
Registry NumbersSources
Reaxys:22007796Reaxys
Citations