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CHEBI:66647 - macaflavanone G

ChEBI IDCHEBI:66647
ChEBI Namemacaflavanone G
Stars
DefinitionA trihydroxyflavanone that is (2S)-flavanone substituted by hydroxy groups at positions 5, 7 and 4', a prenyl group at position 6 and a (2S)-2-methyl-2-(4-methylpent-3-en-1-yl)tetrahydro-2H-pyran ring fused across positions 2' and 3'. Isolated from the leaves of Macaranga tanarius, it exhibits antineoplastic activity.
Last Modified5 April 2018
DownloadsMolfile
FormulaC30H36O6
Net Charge0
Average Mass492.612
Monoisotopic Mass492.25119
SMILESCC(C)=CCC[C@]1(C)CCc2c([C@@H]3CC(=O)c4c(cc(O)c(CC=C(C)C)c4O)O3)ccc(O)c2O1
InChIInChI=1S/C30H36O6/c1-17(2)7-6-13-30(5)14-12-20-19(10-11-22(31)29(20)36-30)25-16-24(33)27-26(35-25)15-23(32)21(28(27)34)9-8-18(3)4/h7-8,10-11,15,25,31-32,34H,6,9,12-14,16H2,1-5H3/t25-,30+/m0/s1
InChIKeyYDKQMGVESZZFGP-SETSBSEESA-N
Species of MetaboliteComponentSourceComments
Macaranga tanarius (ncbitaxon:109849) leaf (BTO:0000713) PubMed (18844422)
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)
macaflavanone G (CHEBI:66647) has role antineoplastic agent (CHEBI:35610)
macaflavanone G (CHEBI:66647) has role metabolite (CHEBI:25212)
macaflavanone G (CHEBI:66647) is a 4'-hydroxyflavanones (CHEBI:140331)
macaflavanone G (CHEBI:66647) is a trihydroxyflavanone (CHEBI:38739)
IUPAC Name 
(2S,2'R)-5,7,8'-trihydroxy-2'-methyl-6-(3-methylbut-2-en-1-yl)-2'-(4-methylpent-3-en-1-yl)-2,3,3',4'-tetrahydro-2'H,4H-2,5'-bichromen-4-one
Synonym  Source
(2S)-5,7-dihydroxy-2-[(2R)-8-hydroxy-2-methyl-2-(4-methylpent-3-enyl)-3,4-dihydrochromen-5-yl]-6-(3-methylbut-2-enyl)-2,3-dihydrochromen-4-oneChEBI
Registry NumbersSources
Reaxys:19334086Reaxys
Citations