CHEBI:66647 - macaflavanone G

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ChEBI Name macaflavanone G
ChEBI ID CHEBI:66647
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C30H36O6
Net Charge 0
Average Mass 492.60320
Monoisotopic Mass 492.25119
InChI InChI=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
InChIKey YDKQMGVESZZFGP-SETSBSEESA-N
SMILES CC(C)=CCC[C@]1(C)CCc2c(ccc(O)c2O1)[C@@H]1CC(=O)c2c(O1)cc(O)c(CC=C(C)C)c2O
Metabolite of Species Details
Macaranga tanarius (NCBI:txid109849) Found in leaf (BTO:0000713). See: PubMed
Roles Classification
Biological Role(s): metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
Application(s): antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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-one ChEBI
Registry Number Type Source
19334086 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
18844422 PubMed citation Europe PMC
Last Modified
05 April 2018