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CHEBI:67457 - ajubractin A

ChEBI IDCHEBI:67457
ChEBI Nameajubractin A
Stars
DefinitionA diterpenoid isolated from the aerial parts of Ajuga bracteosa.
Last Modified24 August 2016
DownloadsMolfile
FormulaC29H42O9
Net Charge0
Average Mass534.646
Monoisotopic Mass534.28288
SMILES[H][C@@]12OC=C[C@]1([H])C[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)O2
InChIInChI=1S/C29H42O9/c1-7-16(2)25(32)37-22-9-8-21-27(6,23-13-20-10-11-33-26(20)38-23)17(3)12-24(36-19(5)31)28(21,14-34-18(4)30)29(22)15-35-29/h10-11,16-17,20-24,26H,7-9,12-15H2,1-6H3/t16?,17-,20-,21-,22+,23+,24+,26+,27+,28+,29-/m1/s1
InChIKeyOLCVSVNALLDZGQ-IOTHXJBKSA-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.
ChEBI Ontology
Outgoing Relation(s)
ajubractin A (CHEBI:67457) has role plant metabolite (CHEBI:76924)
ajubractin A (CHEBI:67457) is a acetate ester (CHEBI:47622)
ajubractin A (CHEBI:67457) is a cyclic acetal (CHEBI:59770)
ajubractin A (CHEBI:67457) is a diterpenoid (CHEBI:23849)
ajubractin A (CHEBI:67457) is a furofuran (CHEBI:47790)
ajubractin A (CHEBI:67457) is a spiro-epoxide (CHEBI:133131)
IUPAC Name 
(1R,2S,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-5-[(2S,3aS,6aS)-2,3,3a,6a-tetrahydrofuro[2,3-b]furan-2-yl]octahydro-2H-spiro[naphthalene-1,2'-oxiran]-2-yl 2-methylbutanoate
Synonym  Source
3β-[(2-methyl)butyryloxy]clerodinChEBI
Registry NumbersSources
Reaxys:21534272Reaxys
Citations