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CHEBI:69884 - ajugamarin A2

ChEBI IDCHEBI:69884
ChEBI Nameajugamarin A2
Stars
DefinitionA diterpene lactone isolated from the whole plants of Ajuga ciliata.
Last Modified24 August 2016
DownloadsMolfile
FormulaC31H42O11
Net Charge0
Average Mass590.666
Monoisotopic Mass590.27271
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(C)=O)C1=CC(=O)OC1
InChIInChI=1S/C31H42O11/c1-8-17(2)28(36)42-23-9-10-30(15-39-30)31(16-38-19(4)32)25(41-21(6)34)11-18(3)29(7,27(23)31)13-24(40-20(5)33)22-12-26(35)37-14-22/h8,12,18,23-25,27H,9-11,13-16H2,1-7H3/b17-8+/t18-,23-,24+,25+,27-,29+,30+,31-/m1/s1
InChIKeyIAAHUGSOWYSQSN-BEEMTZEWSA-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 A2 (CHEBI:69884) has role plant metabolite (CHEBI:76924)
ajugamarin A2 (CHEBI:69884) is a acetate ester (CHEBI:47622)
ajugamarin A2 (CHEBI:69884) is a butenolide (CHEBI:50523)
ajugamarin A2 (CHEBI:69884) is a diterpene lactone (CHEBI:49193)
ajugamarin A2 (CHEBI:69884) is a enoate ester (CHEBI:51702)
ajugamarin A2 (CHEBI:69884) is a spiro-epoxide (CHEBI:133131)
IUPAC Name 
(1R,4R,4aR,5S,6R,8S,8aR)-8-(acetyloxy)-8a-[(acetyloxy)methyl]-5-[(2S)-2-(acetyloxy)-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:6033534Reaxys
CAS:122587-82-0ChemIDplus
Citations