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CHEBI:66126 - juglanin A

ChEBI IDCHEBI:66126
ChEBI Namejuglanin A
Stars
DefinitionA cyclic ketone isolated from the extract of the seed husks of walnuts Juglans regia and has been shown to exhibit cytotoxic activity against human hepatoma cells.
Last Modified15 March 2013
DownloadsMolfile
FormulaC21H24O5
Net Charge0
Average Mass356.418
Monoisotopic Mass356.16237
SMILESCOc1ccc2cc1Oc1ccc(c(O)c1OC)CCCCC(=O)CC2
InChIInChI=1S/C21H24O5/c1-24-17-11-8-14-7-10-16(22)6-4-3-5-15-9-12-18(26-19(17)13-14)21(25-2)20(15)23/h8-9,11-13,23H,3-7,10H2,1-2H3
InChIKeyWQHLZXQHMPOZGL-UHFFFAOYSA-N
Species of MetaboliteComponentSourceComments
Juglans regia (ncbitaxon:51240) pericarp (BTO:0001017) PubMed (18496782)
Roles Classification
Biological Role:
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
neuroprotective agent  Any compound that can be used for the treatment of neurodegenerative disorders.
ChEBI Ontology
Outgoing Relation(s)
juglanin A (CHEBI:66126) has role antineoplastic agent (CHEBI:35610)
juglanin A (CHEBI:66126) has role metabolite (CHEBI:25212)
juglanin A (CHEBI:66126) has role neuroprotective agent (CHEBI:63726)
juglanin A (CHEBI:66126) is a aromatic ether (CHEBI:35618)
juglanin A (CHEBI:66126) is a cyclic ketone (CHEBI:3992)
juglanin A (CHEBI:66126) is a methoxybenzenes (CHEBI:51683)
juglanin A (CHEBI:66126) is a phenols (CHEBI:33853)
IUPAC Name 
16-hydroxy-4,17-dimethoxy-2-oxatricyclo[13.2.2.13,7]icosa-1(17),3(20),4,6,15,18-hexaen-10-one
Manual XrefsDatabases
24721802ChemSpider
Registry NumbersSources
Reaxys:18605218Reaxys
Citations