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CHEBI:69878 - ajugamarin A1

ChEBI IDCHEBI:69878
ChEBI Nameajugamarin A1
Stars
DefinitionA diterpene lactone isolated from the whole plants of Ajuga ciliata.
Last Modified24 August 2016
DownloadsMolfile
FormulaC29H40O10
Net Charge0
Average Mass548.629
Monoisotopic Mass548.26215
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](O)C1=CC(=O)OC1
InChIInChI=1S/C29H40O10/c1-7-16(2)26(34)39-22-8-9-28(14-37-28)29(15-36-18(4)30)23(38-19(5)31)10-17(3)27(6,25(22)29)12-21(32)20-11-24(33)35-13-20/h7,11,17,21-23,25,32H,8-10,12-15H2,1-6H3/b16-7+/t17-,21+,22-,23+,25-,27+,28+,29-/m1/s1
InChIKeyHZPBAEMQRBYDPW-CJARLIFWSA-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)
ajugamarin A1 (CHEBI:69878) has role plant metabolite (CHEBI:76924)
ajugamarin A1 (CHEBI:69878) is a acetate ester (CHEBI:47622)
ajugamarin A1 (CHEBI:69878) is a butenolide (CHEBI:50523)
ajugamarin A1 (CHEBI:69878) is a diterpene lactone (CHEBI:49193)
ajugamarin A1 (CHEBI:69878) is a spiro-epoxide (CHEBI:133131)
IUPAC Name 
(1R,4R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5-[(2S)-2-hydroxy-2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-5,6-dimethyloctahydro-2H-spiro[naphthalene-1,2'-oxiran]-4-yl (2E)-2-methylbut-2-enoate
Registry NumbersSources
Reaxys:5786632Reaxys
Citations