CHEBI:67470 - 14-hydro-15-hydroxyajugachin A

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ChEBI Name 14-hydro-15-hydroxyajugachin A
ChEBI ID CHEBI:67470
Definition A diterpenoid isolated from Ajuga bracteosa and has been shown to exhibit antifeedant activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C28H42O10
Net Charge 0
Average Mass 538.62710
Monoisotopic Mass 538.27780
InChI InChI=1S/C28H42O10/c1-14(2)24(32)36-20-8-7-19-26(6,21-10-18-11-23(31)38-25(18)37-21)15(3)9-22(35-17(5)30)27(19,12-33-16(4)29)28(20)13-34-28/h14-15,18-23,25,31H,7-13H2,1-6H3/t15-,18+,19-,20+,21+,22+,23?,25-,26+,27+,28-/m1/s1
InChIKey SGUPXQYJFIEPOK-ZJADYXILSA-N
SMILES CC(C)C(=O)O[C@H]1CC[C@@H]2[C@@](C)([C@@H]3C[C@H]4CC(O)O[C@H]4O3)[C@H](C)C[C@H](OC(C)=O)[C@@]2(COC(C)=O)[C@@]11CO1
Metabolite of Species Details
Ajuga bracteosa (IPNI:444535-1) Found in aerial part (BTO:0001658). Crude dichloromethane extract of dried and powdered aerial parts, C-15 epimeric mixture See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
Application(s): antifeedant
A substance that prevents pests from feeding.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 14-hydro-15-hydroxyajugachin A (CHEBI:67470) has role antifeedant (CHEBI:22583)
14-hydro-15-hydroxyajugachin A (CHEBI:67470) has role plant metabolite (CHEBI:76924)
14-hydro-15-hydroxyajugachin A (CHEBI:67470) is a acetate ester (CHEBI:47622)
14-hydro-15-hydroxyajugachin A (CHEBI:67470) is a cyclic acetal (CHEBI:59770)
14-hydro-15-hydroxyajugachin A (CHEBI:67470) is a diterpenoid (CHEBI:23849)
14-hydro-15-hydroxyajugachin A (CHEBI:67470) is a furofuran (CHEBI:47790)
14-hydro-15-hydroxyajugachin A (CHEBI:67470) 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-methylpropanoate
Citation Waiting for Citations Type Source
21539300 PubMed citation Europe PMC
Last Modified
24 August 2016