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CHEBI:67466 - ivain II

ChEBI IDCHEBI:67466
ChEBI Nameivain II
Stars
DefinitionA diterpenoid isolated from the aerial parts of Ajuga bracteosa and has been shown to exhibit antifeedant activity.
Last Modified24 August 2016
DownloadsMolfile
FormulaC28H42O9
Net Charge0
Average Mass522.635
Monoisotopic Mass522.28288
SMILES[H][C@]12CCO[C@@]1([H])O[C@]([H])([C@@]1(C)[C@H](C)C[C@H](OC(C)=O)[C@]3(COC(C)=O)[C@]1([H])CC[C@H](OC(=O)C(C)C)[C@]31CO1)C2
InChIInChI=1S/C28H42O9/c1-15(2)24(31)36-21-8-7-20-26(6,22-12-19-9-10-32-25(19)37-22)16(3)11-23(35-18(5)30)27(20,13-33-17(4)29)28(21)14-34-28/h15-16,19-23,25H,7-14H2,1-6H3/t16-,19-,20-,21+,22+,23+,25+,26+,27+,28-/m1/s1
InChIKeyPWKXWHAZACEABO-LIPLWNDUSA-N
Species of MetaboliteComponentSourceComments
Ajuga bracteosa (IPNI:444535-1) aerial part (BTO:0001658) PubMed (21539300) Crude dichloromethane extract of dried and powdered aerial parts
Roles Classification
Biological Role:
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application:
antifeedant  A substance that prevents pests from feeding.
ChEBI Ontology
Outgoing Relation(s)
ivain II (CHEBI:67466) has role antifeedant (CHEBI:22583)
ivain II (CHEBI:67466) has role plant metabolite (CHEBI:76924)
ivain II (CHEBI:67466) is a acetate ester (CHEBI:47622)
ivain II (CHEBI:67466) is a cyclic acetal (CHEBI:59770)
ivain II (CHEBI:67466) is a diterpenoid (CHEBI:23849)
ivain II (CHEBI:67466) is a furofuran (CHEBI:47790)
ivain II (CHEBI:67466) is a spiro-epoxide (CHEBI:133131)
IUPAC Name 
(1R,2S,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5-[(2S,3aR,6aS)-hexahydrofuro[2,3-b]furan-2-yl]-5,6-dimethyloctahydro-2H-spiro[naphthalene-1,2'-oxiran]-2-yl 2-methylpropanoate
Registry NumbersSources
Reaxys:21534273Reaxys
CAS:79495-90-2ChemIDplus
Citations