CHEBI:69885 - ajugapantin A

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ChEBI Name ajugapantin A
ChEBI ID CHEBI:69885
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 C28H38O11
Net Charge 0
Average Mass 550.59470
Monoisotopic Mass 550.24141
InChI InChI=1S/C28H38O11/c1-15-9-23(39-19(5)32)28(14-35-16(2)29)25(21(37-17(3)30)7-8-27(28)13-36-27)26(15,6)11-22(38-18(4)31)20-10-24(33)34-12-20/h10,15,21-23,25H,7-9,11-14H2,1-6H3/t15-,21-,22+,23+,25-,26+,27+,28-/m1/s1
InChIKey KBIJVGBQDPMKKO-BAOLRMIKSA-N
SMILES C[C@@H]1C[C@H](OC(C)=O)[C@]2(COC(C)=O)[C@H]([C@@H](CC[C@]22CO2)OC(C)=O)[C@@]1(C)C[C@H](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.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ajugapantin A (CHEBI:69885) has role plant metabolite (CHEBI:76924)
ajugapantin A (CHEBI:69885) is a acetate ester (CHEBI:47622)
ajugapantin A (CHEBI:69885) is a butenolide (CHEBI:50523)
ajugapantin A (CHEBI:69885) is a diterpene lactone (CHEBI:49193)
ajugapantin A (CHEBI:69885) is a spiro-epoxide (CHEBI:133131)
IUPAC Name
(1R,4R,4aR,5S,6R,8S,8aR)-8a-[(acetyloxy)methyl]-5-[(2S)-2-(acetyloxy)-2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-5,6-dimethyloctahydro-2H-spiro[naphthalene-1,2'-oxirane]-4,8-diyl diacetate
Registry Number Type Source
5686507 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
21682262 PubMed citation Europe PMC
Last Modified
24 August 2016