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CHEBI:69881 - ajugamarin B1

ChEBI IDCHEBI:69881
ChEBI Nameajugamarin B1
Stars
DefinitionA diterpene lactone isolated from the whole plants of Ajuga ciliata.
Last Modified24 August 2016
DownloadsMolfile
FormulaC29H42O10
Net Charge0
Average Mass550.645
Monoisotopic Mass550.27780
SMILES[H][C@]12[C@H](OC(=O)[C@@H](C)CC)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/C29H42O10/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/h11,16-17,21-23,25,32H,7-10,12-15H2,1-6H3/t16-,17+,21-,22+,23-,25+,27-,28-,29+/m0/s1
InChIKeyBRIXIZXUQQCUIP-PVHCJARNSA-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 B1 (CHEBI:69881) has role plant metabolite (CHEBI:76924)
ajugamarin B1 (CHEBI:69881) is a acetate ester (CHEBI:47622)
ajugamarin B1 (CHEBI:69881) is a butenolide (CHEBI:50523)
ajugamarin B1 (CHEBI:69881) is a diterpene lactone (CHEBI:49193)
ajugamarin B1 (CHEBI:69881) 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 (2S)-2-methylbutanoate
Registry NumbersSources
Reaxys:5786113Reaxys
CAS:121521-88-8ChemIDplus
Citations