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CHEBI:69863 - ajugaciliatin D

ChEBI IDCHEBI:69863
ChEBI Nameajugaciliatin D
Stars
DefinitionA diterpene lactone isolated from the whole plants of Ajuga ciliata.
Last Modified2 December 2014
DownloadsMolfile
FormulaC31H45ClO11
Net Charge0
Average Mass629.143
Monoisotopic Mass628.26504
SMILES[H][C@]12[C@H](OC(=O)[C@@H](C)CC)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(C)=O)C1=CC(=O)OC1
InChIInChI=1S/C31H45ClO11/c1-8-17(2)28(37)43-23-9-10-30(38,15-32)31(16-40-19(4)33)25(42-21(6)35)11-18(3)29(7,27(23)31)13-24(41-20(5)34)22-12-26(36)39-14-22/h12,17-18,23-25,27,38H,8-11,13-16H2,1-7H3/t17-,18+,23+,24-,25-,27+,29-,30-,31+/m0/s1
InChIKeyFZKHKRKSDNPHDK-JKZOSZDYSA-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 D (CHEBI:69863) has role plant metabolite (CHEBI:76924)
ajugaciliatin D (CHEBI:69863) is a acetate ester (CHEBI:47622)
ajugaciliatin D (CHEBI:69863) is a butenolide (CHEBI:50523)
ajugaciliatin D (CHEBI:69863) is a carbobicyclic compound (CHEBI:36785)
ajugaciliatin D (CHEBI:69863) is a diterpene lactone (CHEBI:49193)
ajugaciliatin D (CHEBI:69863) is a organochlorine compound (CHEBI:36683)
ajugaciliatin D (CHEBI:69863) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(1R,4R,4aR,5S,7R,8S,8aR)-5-(acetyloxy)-4a-[(acetyloxy)methyl]-8-[(2S)-2-(acetyloxy)-2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-4-(chloromethyl)-4-hydroxy-7,8-dimethyldecahydronaphthalen-1-yl (2S)-2-methylbutanoate
Synonym  Source
(12S,2'S)-6α,12,19-triacetoxy-18-chloro-4α-hydroxy-(2-methylbutanoyloxy)-1βtigloyloxy-neo-clerod-13-en-15,16-olideChEBI
Registry NumbersSources
Reaxys:21728545Reaxys
Citations