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CHEBI:69886 - ajugalide B

ChEBI IDCHEBI:69886
ChEBI Nameajugalide B
Stars
DefinitionA diterpene lactone isolated from the whole plants of Ajuga ciliata.
Last Modified24 August 2016
DownloadsMolfile
FormulaC26H36O10
Net Charge0
Average Mass508.564
Monoisotopic Mass508.23085
SMILES[H][C@]12[C@H](OC(C)=O)CC[C@]3(CO3)[C@]1(COC(C)=O)[C@@H](OC(C)=O)C[C@@H](C)[C@]2(C)C[C@H](O)C1=CC(=O)OC1
InChIInChI=1S/C26H36O10/c1-14-8-21(36-17(4)29)26(13-33-15(2)27)23(20(35-16(3)28)6-7-25(26)12-34-25)24(14,5)10-19(30)18-9-22(31)32-11-18/h9,14,19-21,23,30H,6-8,10-13H2,1-5H3/t14-,19+,20-,21+,23-,24+,25+,26-/m1/s1
InChIKeyMBBUQNSETPVJDQ-KOOOSSTKSA-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)
ajugalide B (CHEBI:69886) has role plant metabolite (CHEBI:76924)
ajugalide B (CHEBI:69886) is a acetate ester (CHEBI:47622)
ajugalide B (CHEBI:69886) is a butenolide (CHEBI:50523)
ajugalide B (CHEBI:69886) is a diterpene lactone (CHEBI:49193)
ajugalide B (CHEBI:69886) is a spiro-epoxide (CHEBI:133131)
IUPAC Name 
(1R,4R,4aR,5S,6R,8S,8aR)-8a-[(acetyloxy)methyl]-5-[(2S)-2-hydroxy-2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-5,6-dimethyloctahydro-2H-spiro[naphthalene-1,2'-oxirane]-4,8-diyl diacetate
Registry NumbersSources
Reaxys:10132162Reaxys
Citations