EMBL-EBI | Chemical Biology | ChEBI

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

CHEBI:69864 - ajugaciliatin E

ChEBI IDCHEBI:69864
ChEBI Nameajugaciliatin E
Stars
DefinitionA diterpene lactone isolated from the whole plants of Ajuga ciliata.
Last Modified2 December 2014
DownloadsMolfile
FormulaC34H47ClO11
Net Charge0
Average Mass667.192
Monoisotopic Mass666.28069
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(C)=C/C)C1=CC(=O)OC1
InChIInChI=1S/C34H47ClO11/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/h9-10,14,21,25-27,29,41H,11-13,15-18H2,1-8H3/b19-9+,20-10+/t21-,25-,26+,27+,29-,32+,33+,34-/m1/s1
InChIKeyRNFBKZKYPCIMDW-NFWHYXGOSA-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 E (CHEBI:69864) has functional parent tiglic acid (CHEBI:9592)
ajugaciliatin E (CHEBI:69864) has role plant metabolite (CHEBI:76924)
ajugaciliatin E (CHEBI:69864) is a acetate ester (CHEBI:47622)
ajugaciliatin E (CHEBI:69864) is a butenolide (CHEBI:50523)
ajugaciliatin E (CHEBI:69864) is a carbobicyclic compound (CHEBI:36785)
ajugaciliatin E (CHEBI:69864) is a diterpene lactone (CHEBI:49193)
ajugaciliatin E (CHEBI:69864) is a organochlorine compound (CHEBI:36683)
ajugaciliatin E (CHEBI:69864) 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-{[(2E)-2-methylbut-2-enoyl]oxy}decahydronaphthalen-1-yl]-1-(5-oxo-2,5-dihydrofuran-3-yl)ethyl (2E)-2-methylbut-2-enoate
Synonym  Source
(12S)-6α,19-diacetoxy-18-chloro-4α-hydroxy-1β,12-ditigloyloxy-neo-clerod-13-en-15,16-olideChEBI
Registry NumbersSources
Reaxys:21728547Reaxys
Citations