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CHEBI:69871 - ajugaciliatin J

ChEBI IDCHEBI:69871
ChEBI Nameajugaciliatin J
Stars
DefinitionA diterpene lactone isolated from the whole plant Ajuga ciliata.
Last Modified12 March 2015
DownloadsMolfile
FormulaC25H38O7
Net Charge0
Average Mass450.572
Monoisotopic Mass450.26175
SMILES[H][C@]12CCC[C@](O)(COC(=O)/C(C)=C/C)[C@]1(CO)[C@@H](O)C[C@@H](C)[C@]2(C)CCC1=CC(=O)OC1
InChIInChI=1S/C25H38O7/c1-5-16(2)22(29)32-15-24(30)9-6-7-19-23(4,10-8-18-12-21(28)31-13-18)17(3)11-20(27)25(19,24)14-26/h5,12,17,19-20,26-27,30H,6-11,13-15H2,1-4H3/b16-5+/t17-,19-,20+,23+,24+,25+/m1/s1
InChIKeyMKJOVGRMTQOYAQ-DONKYKGPSA-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)
ajugaciliatin J (CHEBI:69871) has functional parent tiglic acid (CHEBI:9592)
ajugaciliatin J (CHEBI:69871) has role plant metabolite (CHEBI:76924)
ajugaciliatin J (CHEBI:69871) is a butenolide (CHEBI:50523)
ajugaciliatin J (CHEBI:69871) is a carbobicyclic compound (CHEBI:36785)
ajugaciliatin J (CHEBI:69871) is a diterpene lactone (CHEBI:49193)
ajugaciliatin J (CHEBI:69871) is a enoate ester (CHEBI:51702)
ajugaciliatin J (CHEBI:69871) is a triol (CHEBI:27136)
IUPAC Name 
{(1R,4aR,5S,6R,8S,8aR)-1,8-dihydroxy-8a-(hydroxymethyl)-5,6-dimethyl-5-[2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]decahydronaphthalen-1-yl}methyl (2E)-2-methylbut-2-enoate
Synonym  Source
4α,6α,19-trihydroxy-18-tigloyloxyneo-clerod-13-en-15,16-olideChEBI
Registry NumbersSources
Reaxys:21728539Reaxys
Citations