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CHEBI:67469 - 15-hydroxyajubractin C

ChEBI IDCHEBI:67469
ChEBI Name15-hydroxyajubractin C
Stars
DefinitionA diterpenoid isolated from the aerial parts of Ajuga bracteosa.
Last Modified24 August 2016
DownloadsMolfile
FormulaC29H44O10
Net Charge0
Average Mass552.661
Monoisotopic Mass552.29345
SMILES[H][C@]12CC(O)O[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)CC)[C@]31CO1)C2
InChIInChI=1S/C29H44O10/c1-7-15(2)25(33)37-21-9-8-20-27(6,22-11-19-12-24(32)39-26(19)38-22)16(3)10-23(36-18(5)31)28(20,13-34-17(4)30)29(21)14-35-29/h15-16,19-24,26,32H,7-14H2,1-6H3/t15?,16-,19+,20-,21+,22+,23+,24?,26-,27+,28+,29-/m1/s1
InChIKeyRZHRFYOKQJTDFE-RAHYLWCHSA-N
Species of MetaboliteComponentSourceComments
Ajuga bracteosa (IPNI:444535-1) aerial part (BTO:0001658) PubMed (21539300) Crude dichloromethane extract of dried and powdered aerial parts, C-15 epimeric mixture
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)
15-hydroxyajubractin C (CHEBI:67469) has role antifeedant (CHEBI:22583)
15-hydroxyajubractin C (CHEBI:67469) has role plant metabolite (CHEBI:76924)
15-hydroxyajubractin C (CHEBI:67469) is a acetate ester (CHEBI:47622)
15-hydroxyajubractin C (CHEBI:67469) is a cyclic acetal (CHEBI:59770)
15-hydroxyajubractin C (CHEBI:67469) is a diterpenoid (CHEBI:23849)
15-hydroxyajubractin C (CHEBI:67469) is a furofuran (CHEBI:47790)
15-hydroxyajubractin C (CHEBI:67469) is a spiro-epoxide (CHEBI:133131)
IUPAC Name 
(1R,2S,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5-[(2S,3aS,6aR)-5-hydroxyhexahydrofuro[2,3-b]furan-2-yl]-5,6-dimethyloctahydro-2H-spiro[naphthalene-1,2'-oxiran]-2-yl 2-methylbutanoate
Citations