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CHEBI:69876 - ajugatakasin A

ChEBI IDCHEBI:69876
ChEBI Nameajugatakasin A
Stars
DefinitionA diterpene lactone isolated from the whole plants of Ajuga ciliata.
Last Modified24 August 2016
DownloadsMolfile
FormulaC34H46O11
Net Charge0
Average Mass630.731
Monoisotopic Mass630.30401
SMILES[H][C@]12[C@H](OC(=O)/C(C)=C/C)CC[C@]3(CO3)[C@]1(COC(C)=O)[C@@H](OC(C)=O)C[C@@H](C)[C@]2(C)C[C@H](OC(=O)/C(C)=C/C)C1=CC(=O)OC1
InChIInChI=1S/C34H46O11/c1-9-19(3)30(38)44-25-11-12-33(17-42-33)34(18-41-22(6)35)27(43-23(7)36)13-21(5)32(8,29(25)34)15-26(24-14-28(37)40-16-24)45-31(39)20(4)10-2/h9-10,14,21,25-27,29H,11-13,15-18H2,1-8H3/b19-9+,20-10+/t21-,25-,26+,27+,29-,32+,33+,34-/m1/s1
InChIKeyBGAZAIQJEALJJF-NFWHYXGOSA-N
Species of MetaboliteComponentSourceComments
Ajuga ciliata (ncbitaxon:199542) whole plant (BTO:0001461) PubMed (21682262) Methanol extract of air-dried whole plant
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)
ajugatakasin A (CHEBI:69876) has role plant metabolite (CHEBI:76924)
ajugatakasin A (CHEBI:69876) is a acetate ester (CHEBI:47622)
ajugatakasin A (CHEBI:69876) is a butenolide (CHEBI:50523)
ajugatakasin A (CHEBI:69876) is a diterpene lactone (CHEBI:49193)
ajugatakasin A (CHEBI:69876) is a enoate ester (CHEBI:51702)
ajugatakasin A (CHEBI:69876) is a spiro-epoxide (CHEBI:133131)
IUPAC Name 
(1S)-2-[(1R,4R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5,6-dimethyl-4-{[(2E)-2-methylbut-2-enoyl]oxy}octahydro-2H-spiro[naphthalene-1,2'-oxiran]-5-yl]-1-(5-oxo-2,5-dihydrofuran-3-yl)ethyl (2E)-2-methylbut-2-enoate
Registry NumbersSources
Reaxys:7845928Reaxys
Citations