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CHEBI:66644 - maackiaflavanone B

ChEBI IDCHEBI:66644
ChEBI Namemaackiaflavanone B
Stars
DefinitionA dihydroxyflavanone that is (2S)-flavanone substituted by hydroxy groups at positions 5 and 7, prenyl groups at positions 8 and 3' and a 6,6-dimethyl-3,6-dihydro-2H-pyran ring fused across positions 4' and 5'. Isolated from the stem barks of Maackia amurensis, it exhibits cytotoxicity against human cancer cell lines.
Last Modified28 March 2013
DownloadsMolfile
FormulaC30H34O5
Net Charge0
Average Mass474.597
Monoisotopic Mass474.24062
SMILESCC(C)=CCc1cc([C@@H]2CC(=O)c3c(O)cc(O)c(CC=C(C)C)c3O2)cc2c1OC(C)(C)C=C2
InChIInChI=1S/C30H34O5/c1-17(2)7-9-19-13-21(14-20-11-12-30(5,6)35-28(19)20)26-16-25(33)27-24(32)15-23(31)22(29(27)34-26)10-8-18(3)4/h7-8,11-15,26,31-32H,9-10,16H2,1-6H3/t26-/m0/s1
InChIKeyWWMWKWWJSMMNPL-SANMLTNESA-N
Species of MetaboliteComponentSourceComments
Maackia amurensis (ncbitaxon:37501) stem (BTO:0001300) PubMed (19252325) Previous component: stem bark;
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)
maackiaflavanone B (CHEBI:66644) has role antineoplastic agent (CHEBI:35610)
maackiaflavanone B (CHEBI:66644) has role metabolite (CHEBI:25212)
maackiaflavanone B (CHEBI:66644) is a dihydroxyflavanone (CHEBI:38749)
IUPAC Name 
(2S)-5,7-dihydroxy-2',2'-dimethyl-8,8'-bis(3-methylbut-2-en-1-yl)-2,3-dihydro-2'H,4H-2,6'-bichromen-4-one
Synonym  Source
(2S)-5,7-dihydroxy-3',8-di(3-methylbut-2-enyl)-2'',2''-dimethylpyrano[5'',6'':5',4']flavanoneChEBI
Manual XrefsDatabases
CN101434592Patent
Registry NumbersSources
Reaxys:19598949Reaxys
Citations