CHEBI:69864 - ajugaciliatin E

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ChEBI Name ajugaciliatin E
ChEBI ID CHEBI:69864
Definition A diterpene lactone isolated from the whole plants of Ajuga ciliata.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C34H47ClO11
Net Charge 0
Average Mass 667.18300
Monoisotopic Mass 666.28069
InChI InChI=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
InChIKey RNFBKZKYPCIMDW-NFWHYXGOSA-N
SMILES C\C=C(/C)C(=O)O[C@@H](C[C@@]1(C)[C@H](C)C[C@H](OC(C)=O)[C@]2(COC(C)=O)[C@@H]1[C@@H](CC[C@]2(O)CCl)OC(=O)C(\C)=C\C)C1=CC(=O)OC1
Metabolite of Species Details
Ajuga ciliata (NCBI:txid199542) Found in whole plant (BTO:0001461). Methanol extract of air-dried whole plant See: PubMed
Roles Classification
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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-olide ChEBI
Registry Number Type Source
21728547 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21682262 PubMed citation Europe PMC
Last Modified
02 December 2014