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CHEBI:69866 - ajugamarin A1 chlorohydrin

ChEBI IDCHEBI:69866
ChEBI Nameajugamarin A1 chlorohydrin
Stars
DefinitionA diterpene lactone isolated from the whole plants of Ajuga ciliata.
Last Modified2 December 2014
DownloadsMolfile
FormulaC29H41ClO10
Net Charge0
Average Mass585.090
Monoisotopic Mass584.23883
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](O)C1=CC(=O)OC1
InChIInChI=1S/C29H41ClO10/c1-7-16(2)26(35)40-22-8-9-28(36,14-30)29(15-38-18(4)31)23(39-19(5)32)10-17(3)27(6,25(22)29)12-21(33)20-11-24(34)37-13-20/h7,11,17,21-23,25,33,36H,8-10,12-15H2,1-6H3/b16-7+/t17-,21+,22-,23+,25-,27+,28+,29-/m1/s1
InChIKeyCWWDVANTGWQWKM-CJARLIFWSA-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.
Application:
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
ChEBI Ontology
Outgoing Relation(s)
ajugamarin A1 chlorohydrin (CHEBI:69866) has role neuroprotective agent (CHEBI:63726)
ajugamarin A1 chlorohydrin (CHEBI:69866) has role plant metabolite (CHEBI:76924)
ajugamarin A1 chlorohydrin (CHEBI:69866) is a acetate ester (CHEBI:47622)
ajugamarin A1 chlorohydrin (CHEBI:69866) is a butenolide (CHEBI:50523)
ajugamarin A1 chlorohydrin (CHEBI:69866) is a carbobicyclic compound (CHEBI:36785)
ajugamarin A1 chlorohydrin (CHEBI:69866) is a diol (CHEBI:23824)
ajugamarin A1 chlorohydrin (CHEBI:69866) is a diterpene lactone (CHEBI:49193)
ajugamarin A1 chlorohydrin (CHEBI:69866) is a organochlorine compound (CHEBI:36683)
IUPAC Name 
(1R,4R,4aR,5S,7R,8S,8aR)-5-(acetyloxy)-4a-[(acetyloxy)methyl]-4-(chloromethyl)-4-hydroxy-8-[(2S)-2-hydroxy-2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-7,8-dimethyldecahydronaphthalen-1-yl (2E)-2-methylbut-2-enoate
Registry NumbersSources
Reaxys:5786836Reaxys
Citations