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CHEBI:66802 - obochalcolactone

ChEBI IDCHEBI:66802
ChEBI Nameobochalcolactone
Stars
DefinitionA member of the class of chalcones isolated from the trunk barks of Cryptocarya obovata and has been shown to exhibit cytotoxicity against the KB cell line.
Last Modified17 April 2013
DownloadsMolfile
FormulaC34H30O7
Net Charge0
Average Mass550.607
Monoisotopic Mass550.19915
SMILES[H][C@]1(C[C@@H]2C[C@@]3([H])C[C@](/C=C/c4ccccc4)(Oc4c(C(=O)/C=C/c5ccccc5)c(O)cc(O)c43)O2)CC=CC(=O)O1
InChIInChI=1S/C34H30O7/c35-27(15-14-22-8-3-1-4-9-22)32-29(37)20-28(36)31-24-18-26(19-25-12-7-13-30(38)39-25)40-34(21-24,41-33(31)32)17-16-23-10-5-2-6-11-23/h1-11,13-17,20,24-26,36-37H,12,18-19,21H2/b15-14+,17-16+/t24-,25+,26-,34-/m0/s1
InChIKeyPRJFEGMPMYRWIX-MXIXYQCPSA-N
Species of MetaboliteComponentSourceComments
Cryptocarya obovata (ncbitaxon:29743)
trunk bark (BTO:0001494) PubMed (15165150)
fruit (BTO:0000486) PubMed (15165150)
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.
Application:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
ChEBI Ontology
Outgoing Relation(s)
obochalcolactone (CHEBI:66802) has role antineoplastic agent (CHEBI:35610)
obochalcolactone (CHEBI:66802) has role metabolite (CHEBI:25212)
obochalcolactone (CHEBI:66802) is a chalcones (CHEBI:23086)
obochalcolactone (CHEBI:66802) is a cyclic ether (CHEBI:37407)
obochalcolactone (CHEBI:66802) is a phenols (CHEBI:33853)
obochalcolactone (CHEBI:66802) is a δ-lactone (CHEBI:18946)
IUPAC Name 
(6R)-6-({(2R,4S,6S)-7,9-dihydroxy-2-[(E)-2-phenylethenyl]-10-[(2E)-3-phenylprop-2-enoyl]-5,6-dihydro-4H-2,6-methano-1,3-benzodioxocin-4-yl}methyl)-5,6-dihydro-2H-pyran-2-one
Synonym  Source
(6R)-6-({(1S,9R,11S)-3,5-dihydroxy-6-[(2E)-3-phenyl-2-propenoyl]-9-[(E)-2-phenylvinyl]-8,10-dioxatricyclo[7.3.1.0[2,7]]trideca-2,4,6-trien-11-yl}methyl)-5,6-dihydro-2H-pyran-2-oneChEBI
Registry NumbersSources
Reaxys:10744655Reaxys
Citations