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CHEBI:69870 - ajugaciliatin I

ChEBI IDCHEBI:69870
ChEBI Nameajugaciliatin I
Stars
DefinitionA diterpene lactone isolated from the whole plant Ajuga ciliata.
Last Modified12 March 2015
DownloadsMolfile
FormulaC27H40O8
Net Charge0
Average Mass492.609
Monoisotopic Mass492.27232
SMILES[H][C@]12CCC[C@](O)(COC(C)=O)[C@]1(COC(=O)/C(C)=C/C)[C@@H](O)C[C@@H](C)[C@]2(C)CCC1=CC(=O)OC1
InChIInChI=1S/C27H40O8/c1-6-17(2)24(31)35-16-27-21(8-7-10-26(27,32)15-34-19(4)28)25(5,18(3)12-22(27)29)11-9-20-13-23(30)33-14-20/h6,13,18,21-22,29,32H,7-12,14-16H2,1-5H3/b17-6+/t18-,21-,22+,25+,26+,27+/m1/s1
InChIKeyAMVXZRRATHTNNC-PIJHPVSDSA-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 I (CHEBI:69870) has functional parent tiglic acid (CHEBI:9592)
ajugaciliatin I (CHEBI:69870) has role plant metabolite (CHEBI:76924)
ajugaciliatin I (CHEBI:69870) is a acetate ester (CHEBI:47622)
ajugaciliatin I (CHEBI:69870) is a butenolide (CHEBI:50523)
ajugaciliatin I (CHEBI:69870) is a carbobicyclic compound (CHEBI:36785)
ajugaciliatin I (CHEBI:69870) is a diol (CHEBI:23824)
ajugaciliatin I (CHEBI:69870) is a diterpene lactone (CHEBI:49193)
ajugaciliatin I (CHEBI:69870) is a enoate ester (CHEBI:51702)
IUPAC Name 
[(1S,2R,4S,4aR,5R,8aR)-5-[(acetyloxy)methyl]-4,5-dihydroxy-1,2-dimethyl-1-[2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]octahydronaphthalen-4a(2H)-yl]methyl (2E)-2-methylbut-2-enoate
Synonym  Source
18-acetoxy-4α,6α-dihydroxy-19-tigloyloxy-neo-clerod-13-en-15,16-olideChEBI
Registry NumbersSources
Reaxys:21728541Reaxys
Citations