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CHEBI:67468 - ajubractin E

ChEBI IDCHEBI:67468
ChEBI Nameajubractin E
Stars
DefinitionA diterpenoid isolated from the aerial parts of Ajuga bracteosa.
Last Modified24 August 2016
DownloadsMolfile
FormulaC24H36O8
Net Charge0
Average Mass452.544
Monoisotopic Mass452.24102
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](O)[C@]31CO1)C2
InChIInChI=1S/C24H36O8/c1-13-9-20(31-15(3)26)23(11-29-14(2)25)17(5-6-18(27)24(23)12-30-24)22(13,4)19-10-16-7-8-28-21(16)32-19/h13,16-21,27H,5-12H2,1-4H3/t13-,16-,17-,18+,19+,20+,21+,22+,23+,24-/m1/s1
InChIKeyYGOONLMJIAXMBW-PVSOBBEXSA-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)
ajubractin E (CHEBI:67468) has role antifeedant (CHEBI:22583)
ajubractin E (CHEBI:67468) has role plant metabolite (CHEBI:76924)
ajubractin E (CHEBI:67468) is a acetate ester (CHEBI:47622)
ajubractin E (CHEBI:67468) is a cyclic acetal (CHEBI:59770)
ajubractin E (CHEBI:67468) is a diterpenoid (CHEBI:23849)
ajubractin E (CHEBI:67468) is a furofuran (CHEBI:47790)
ajubractin E (CHEBI:67468) is a spiro-epoxide (CHEBI:133131)
IUPAC Name 
{(1R,2S,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-5-[(2S,3aR,6aS)-hexahydrofuro[2,3-b]furan-2-yl]-2-hydroxy-5,6-dimethyloctahydro-8aH-spiro[naphthalene-1,2'-oxiran]-8a-yl}methyl acetate
Synonyms  Source
3β-hydroxy-14,15-dihydroclerodinChEBI
3-epi-14,15-dihydrocaryoptinolChEBI
Registry NumbersSources
Reaxys:21534270Reaxys
Citations