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CHEBI:69862 - ajugaciliatin C

ChEBI IDCHEBI:69862
ChEBI Nameajugaciliatin C
Stars
DefinitionA diterpene lactone isolated from the whole plants of Ajuga ciliata.
Last Modified2 December 2014
DownloadsMolfile
FormulaC34H49ClO11
Net Charge0
Average Mass669.208
Monoisotopic Mass668.29634
SMILES[H][C@]12[C@H](OC(=O)/C(C)=C/C)CC[C@](O)(CCl)[C@]1(COC(C)=O)[C@@H](OC(C)=O)C[C@@H](C)[C@]2(C)C[C@H](OC(=O)[C@@H](C)CC)C1=CC(=O)OC1
InChIInChI=1S/C34H49ClO11/c1-9-19(3)30(39)45-25-11-12-33(41,17-35)34(18-43-22(6)36)27(44-23(7)37)13-21(5)32(8,29(25)34)15-26(24-14-28(38)42-16-24)46-31(40)20(4)10-2/h9,14,20-21,25-27,29,41H,10-13,15-18H2,1-8H3/b19-9+/t20-,21+,25+,26-,27-,29+,32-,33-,34+/m0/s1
InChIKeyFSGBQFACPORIQG-FKSBINAYSA-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 C (CHEBI:69862) has functional parent tiglic acid (CHEBI:9592)
ajugaciliatin C (CHEBI:69862) has role plant metabolite (CHEBI:76924)
ajugaciliatin C (CHEBI:69862) is a acetate ester (CHEBI:47622)
ajugaciliatin C (CHEBI:69862) is a butenolide (CHEBI:50523)
ajugaciliatin C (CHEBI:69862) is a carbobicyclic compound (CHEBI:36785)
ajugaciliatin C (CHEBI:69862) is a diterpene lactone (CHEBI:49193)
ajugaciliatin C (CHEBI:69862) is a organochlorine compound (CHEBI:36683)
ajugaciliatin C (CHEBI:69862) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(1R,4R,4aR,5S,7R,8S,8aR)-5-(acetyloxy)-4a-[(acetyloxy)methyl]-4-(chloromethyl)-4-hydroxy-7,8-dimethyl-8-[(2S)-2-{[(2S)-2-methylbutanoyl]oxy}-2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]decahydronaphthalen-1-yl (2E)-2-methylbut-2-enoate
Synonym  Source
(12S,2'''S)-6α,19-diacetoxy-18-chloro-4α-hydroxy-12-(2-methylbutanoyloxy)-1β-tigloyloxy-neo-clerod-13-en-15,16-olideChEBI
Registry NumbersSources
Reaxys:21728548Reaxys
Citations