EMBL-EBI | Chemical Biology | ChEBI

Example searches: iron*, InChI=1S/CH4O/c1-2/h2H,1H3, caffeine | Advanced Search

CHEBI:66811 - ochrocarpin A

ChEBI IDCHEBI:66811
ChEBI Nameochrocarpin A
Stars
DefinitionA furanocoumarin that is 2H-furo[2,3-h]chromen-2-one substituted by a hydroxy group at position 5, 2-hydroxypropan-2-yl group at position 8, a 2-methylbutanoyl group at position 6 and a phenyl 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
FormulaC25H24O6
Net Charge0
Average Mass420.461
Monoisotopic Mass420.15729
SMILESCC[C@H](C)C(=O)c1c(O)c2c(-c3ccccc3)cc(=O)oc2c2cc(C(C)(C)O)oc12
InChIInChI=1S/C25H24O6/c1-5-13(2)21(27)20-22(28)19-15(14-9-7-6-8-10-14)12-18(26)31-23(19)16-11-17(25(3,4)29)30-24(16)20/h6-13,28-29H,5H2,1-4H3/t13-/m0/s1
InChIKeyLPGFEBXRFJLODR-ZDUSSCGKSA-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 A (CHEBI:66811) has role antineoplastic agent (CHEBI:35610)
ochrocarpin A (CHEBI:66811) has role metabolite (CHEBI:25212)
ochrocarpin A (CHEBI:66811) is a furanocoumarin (CHEBI:24128)
ochrocarpin A (CHEBI:66811) is a phenols (CHEBI:33853)
ochrocarpin A (CHEBI:66811) is a tertiary alcohol (CHEBI:26878)
IUPAC Name 
5-hydroxy-8-(2-hydroxypropan-2-yl)-6-[(2S)-2-methylbutanoyl]-4-phenyl-2H-furo[2,3-h]chromen-2-one
Synonym  Source
5-hydroxy-8-(1-hydroxy-1-methylethyl)-6-(2-methyl-1-oxobutyl)-4-phenyl-2H-furo[2',3':5,6]benzo[1,2-b]pyran-2-oneChEBI
Registry NumbersSources
Reaxys:9304699Reaxys
Citations