CHEBI:69870 - ajugaciliatin I

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ChEBI Name ajugaciliatin I
ChEBI ID CHEBI:69870
Definition A diterpene lactone isolated from the whole plant Ajuga ciliata.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C27H40O8
Net Charge 0
Average Mass 492.60170
Monoisotopic Mass 492.27232
InChI InChI=1S/C27H40O8/c1-6-17(2)24(31)35-16-27-21(8-7-10-26(27,32)15-34-19(4)28)25(5,18(3)12-22(27)29)11-9-20-13-23(30)33-14-20/h6,13,18,21-22,29,32H,7-12,14-16H2,1-5H3/b17-6+/t18-,21-,22+,25+,26+,27+/m1/s1
InChIKey AMVXZRRATHTNNC-PIJHPVSDSA-N
SMILES C\C=C(/C)C(=O)OC[C@@]12[C@@H](O)C[C@@H](C)[C@](C)(CCC3=CC(=O)OC3)[C@H]1CCC[C@]2(O)COC(C)=O
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 I (CHEBI:69870) has functional parent tiglic acid (CHEBI:9592)
ajugaciliatin I (CHEBI:69870) has role plant metabolite (CHEBI:76924)
ajugaciliatin I (CHEBI:69870) is a acetate ester (CHEBI:47622)
ajugaciliatin I (CHEBI:69870) is a butenolide (CHEBI:50523)
ajugaciliatin I (CHEBI:69870) is a carbobicyclic compound (CHEBI:36785)
ajugaciliatin I (CHEBI:69870) is a diol (CHEBI:23824)
ajugaciliatin I (CHEBI:69870) is a diterpene lactone (CHEBI:49193)
ajugaciliatin I (CHEBI:69870) is a enoate ester (CHEBI:51702)
IUPAC Name
[(1S,2R,4S,4aR,5R,8aR)-5-[(acetyloxy)methyl]-4,5-dihydroxy-1,2-dimethyl-1-[2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]octahydronaphthalen-4a(2H)-yl]methyl (2E)-2-methylbut-2-enoate
Synonym Source
18-acetoxy-4α,6α-dihydroxy-19-tigloyloxy-neo-clerod-13-en-15,16-olide ChEBI
Registry Number Type Source
21728541 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21682262 PubMed citation Europe PMC
Last Modified
12 March 2015