EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:69860 - ajugaciliatin A

ChEBI IDCHEBI:69860
ChEBI Nameajugaciliatin A
Stars
DefinitionA diterpene lactone isolated from the whole plants of Ajuga ciliata.
Last Modified2 December 2014
DownloadsMolfile
FormulaC34H51ClO11
Net Charge0
Average Mass671.224
Monoisotopic Mass670.31199
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(=O)[C@@H](C)CC)C1=CC(=O)OC1
InChIInChI=1S/C34H51ClO11/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/h14,19-21,25-27,29,41H,9-13,15-18H2,1-8H3/t19-,20-,21+,25+,26-,27-,29+,32-,33-,34+/m0/s1
InChIKeyOJICUDLHEUVKBY-NVVYUONASA-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 A (CHEBI:69860) has role plant metabolite (CHEBI:76924)
ajugaciliatin A (CHEBI:69860) is a acetate ester (CHEBI:47622)
ajugaciliatin A (CHEBI:69860) is a butenolide (CHEBI:50523)
ajugaciliatin A (CHEBI:69860) is a carbobicyclic compound (CHEBI:36785)
ajugaciliatin A (CHEBI:69860) is a diterpene lactone (CHEBI:49193)
ajugaciliatin A (CHEBI:69860) is a organochlorine compound (CHEBI:36683)
ajugaciliatin A (CHEBI:69860) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(1S)-2-[(1S,2R,4S,4aR,5R,8R,8aR)-4-(acetyloxy)-4a-[(acetyloxy)methyl]-5-(chloromethyl)-5-hydroxy-1,2-dimethyl-8-{[(2S)-2-methylbutanoyl]oxy}decahydronaphthalen-1-yl]-1-(5-oxo-2,5-dihydrofuran-3-yl)ethyl (2S)-2-methylbutanoate
Synonym  Source
(12S,2'S,2'''S)-6α,19-diacetoxy-18-chloro-4α-hydroxy-1β,12-(di-2-methylbutanoyloxy)-neo-clerod-13-en-15,16-olideChEBI
Registry NumbersSources
Reaxys:21728549Reaxys
Citations