CHEBI:69861 - ajugaciliatin B

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ChEBI Name ajugaciliatin B
ChEBI ID CHEBI:69861
Definition A diterpene lactone isolated from the whole plants of Ajuga ciliata and has been shown to exhibit neuroprotective activity.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C31H45ClO11
Net Charge 0
Average Mass 629.13500
Monoisotopic Mass 628.26504
InChI InChI=1S/C31H45ClO11/c1-8-17(2)28(37)43-24(22-12-26(36)39-14-22)13-29(7)18(3)11-25(42-21(6)35)31(16-40-19(4)33)27(29)23(41-20(5)34)9-10-30(31,38)15-32/h12,17-18,23-25,27,38H,8-11,13-16H2,1-7H3/t17-,18+,23+,24-,25-,27+,29-,30-,31+/m0/s1
InChIKey LMCZPZLFURXAIA-JKZOSZDYSA-N
SMILES CC[C@H](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(C)=O)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.
Application(s): neuroprotective agent
Any compound that can be used for the treatment of neurodegenerative disorders.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ajugaciliatin B (CHEBI:69861) has role neuroprotective agent (CHEBI:63726)
ajugaciliatin B (CHEBI:69861) has role plant metabolite (CHEBI:76924)
ajugaciliatin B (CHEBI:69861) is a acetate ester (CHEBI:47622)
ajugaciliatin B (CHEBI:69861) is a butenolide (CHEBI:50523)
ajugaciliatin B (CHEBI:69861) is a carbobicyclic compound (CHEBI:36785)
ajugaciliatin B (CHEBI:69861) is a diterpene lactone (CHEBI:49193)
ajugaciliatin B (CHEBI:69861) is a organochlorine compound (CHEBI:36683)
ajugaciliatin B (CHEBI:69861) is a tertiary alcohol (CHEBI:26878)
IUPAC Name
(1S)-2-[(1S,2R,4S,4aR,5R,8R,8aR)-4,8-bis(acetyloxy)-4a-[(acetyloxy)methyl]-5-(chloromethyl)-5-hydroxy-1,2-dimethyldecahydronaphthalen-1-yl]-1-(5-oxo-2,5-dihydrofuran-3-yl)ethyl (2S)-2-methylbutanoate
Synonym Source
(12S,2'''S)-1β,6α,19-triacetoxy-18-chloro-4α-hydroxy-12-(2-methylbutanoyloxy)-neo-clerod-13-en-15,16-olide ChEBI
Registry Number Type Source
21728544 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21682262 PubMed citation Europe PMC
Last Modified
02 December 2014