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CHEBI:69865 - ajugamarin A2 chlorohydrin

ChEBI IDCHEBI:69865
ChEBI Nameajugamarin A2 chlorohydrin
Stars
DefinitionA diterpene lactone isolated from the whole plants of Ajuga ciliata.
Last Modified2 December 2014
DownloadsMolfile
FormulaC31H43ClO11
Net Charge0
Average Mass627.127
Monoisotopic Mass626.24939
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](OC(C)=O)C1=CC(=O)OC1
InChIInChI=1S/C31H43ClO11/c1-8-17(2)28(37)43-23-9-10-30(38,15-32)31(16-40-19(4)33)25(42-21(6)35)11-18(3)29(7,27(23)31)13-24(41-20(5)34)22-12-26(36)39-14-22/h8,12,18,23-25,27,38H,9-11,13-16H2,1-7H3/b17-8+/t18-,23-,24+,25+,27-,29+,30+,31-/m1/s1
InChIKeyMQMQEPSKXRDQHX-BEEMTZEWSA-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 A2 chlorohydrin (CHEBI:69865) has functional parent tiglic acid (CHEBI:9592)
ajugamarin A2 chlorohydrin (CHEBI:69865) has role neuroprotective agent (CHEBI:63726)
ajugamarin A2 chlorohydrin (CHEBI:69865) has role plant metabolite (CHEBI:76924)
ajugamarin A2 chlorohydrin (CHEBI:69865) is a acetate ester (CHEBI:47622)
ajugamarin A2 chlorohydrin (CHEBI:69865) is a butenolide (CHEBI:50523)
ajugamarin A2 chlorohydrin (CHEBI:69865) is a carbobicyclic compound (CHEBI:36785)
ajugamarin A2 chlorohydrin (CHEBI:69865) is a diterpene lactone (CHEBI:49193)
ajugamarin A2 chlorohydrin (CHEBI:69865) is a organochlorine compound (CHEBI:36683)
ajugamarin A2 chlorohydrin (CHEBI:69865) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(1R,4R,4aR,5S,7R,8S,8aR)-5-(acetyloxy)-4a-[(acetyloxy)methyl]-8-[(2S)-2-(acetyloxy)-2-(5-oxo-2,5-dihydrofuran-3-yl)ethyl]-4-(chloromethyl)-4-hydroxy-7,8-dimethyldecahydronaphthalen-1-yl (2E)-2-methylbut-2-enoate
Registry NumbersSources
Reaxys:26277984Reaxys
Citations