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CHEBI:66817 - ochrocarpin G

ChEBI IDCHEBI:66817
ChEBI Nameochrocarpin G
Stars
DefinitionA furanocoumarin that is 8,9-dihydro-2H-furo[2,3-h]chromen-2-one substituted by a hydroxy group at position 5, a 2-hydroxypropan-2-yl group at position 8, 2-methylbutanoyl group at position 6 and a (1R)-1-(acetyloxy)propyl group at position 4. Isolated from the bark of Ochrocarpos punctatus, it exhibits cytotoxicity against the A2780 ovarian cancer cell line.
Last Modified18 April 2013
DownloadsMolfile
FormulaC24H30O8
Net Charge0
Average Mass446.496
Monoisotopic Mass446.19407
SMILESCC[C@H](C)C(=O)c1c2c(c3oc(=O)cc([C@@H](CC)OC(C)=O)c3c1O)CC(C(C)(C)O)O2
InChIInChI=1S/C24H30O8/c1-7-11(3)20(27)19-21(28)18-13(15(8-2)30-12(4)25)10-17(26)32-22(18)14-9-16(24(5,6)29)31-23(14)19/h10-11,15-16,28-29H,7-9H2,1-6H3/t11-,15+,16?/m0/s1
InChIKeyVBJCSMQHVABALD-DNMUGYJGSA-N
Species of MetaboliteComponentSourceComments
Ochrocarpos punctatus (IPNI:428950-1) bark (BTO:0001301) PubMed (12141854)
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)
ochrocarpin G (CHEBI:66817) has role antineoplastic agent (CHEBI:35610)
ochrocarpin G (CHEBI:66817) has role metabolite (CHEBI:25212)
ochrocarpin G (CHEBI:66817) is a acetate ester (CHEBI:47622)
ochrocarpin G (CHEBI:66817) is a furanocoumarin (CHEBI:24128)
ochrocarpin G (CHEBI:66817) is a phenols (CHEBI:33853)
ochrocarpin G (CHEBI:66817) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
(1R)-1-{5-hydroxy-8-(2-hydroxypropan-2-yl)-6-[(2S)-2-methylbutanoyl]-2-oxo-8,9-dihydro-2H-furo[2,3-h]chromen-4-yl}propyl acetate
Synonym  Source
8,9-dihydro-5-hydroxy-8-(1-hydroxy-1-methylethyl)-6-(2-methyl-1-oxobutyl)-4-(1R-acetyloxypropyl)-2H-furo[2',3':5,6]benzo[1,2-b]pyran-2-oneIUPAC
Registry NumbersSources
Reaxys:9307642Reaxys
Citations