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CHEBI:67458 - ajubractin B

ChEBI IDCHEBI:67458
ChEBI Nameajubractin B
Stars
DefinitionA diterpenoid isolated from the aerial parts of Ajuga bracteosa.
Last Modified24 August 2016
DownloadsMolfile
FormulaC28H40O9
Net Charge0
Average Mass520.619
Monoisotopic Mass520.26723
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)C)[C@]31CO1)O2
InChIInChI=1S/C28H40O9/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/h9-10,15-16,19-23,25H,7-8,11-14H2,1-6H3/t16-,19-,20-,21+,22+,23+,25+,26+,27+,28-/m1/s1
InChIKeyRKCOYWMHQMBBIY-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.
ChEBI Ontology
Outgoing Relation(s)
ajubractin B (CHEBI:67458) has role plant metabolite (CHEBI:76924)
ajubractin B (CHEBI:67458) is a acetate ester (CHEBI:47622)
ajubractin B (CHEBI:67458) is a cyclic acetal (CHEBI:59770)
ajubractin B (CHEBI:67458) is a diterpenoid (CHEBI:23849)
ajubractin B (CHEBI:67458) is a furofuran (CHEBI:47790)
ajubractin B (CHEBI:67458) 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-methylpropanoate
Synonym  Source
3β-(isobutyryloxy)clerodinChEBI
Registry NumbersSources
Reaxys:21534271Reaxys
Citations