CHEBI:66644 - maackiaflavanone B

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name maackiaflavanone B
ChEBI ID CHEBI:66644
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C30H34O5
Net Charge 0
Average Mass 474.58800
Monoisotopic Mass 474.24062
InChI InChI=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
InChIKey WWMWKWWJSMMNPL-SANMLTNESA-N
SMILES CC(C)=CCc1cc(cc2C=CC(C)(C)Oc12)[C@@H]1CC(=O)c2c(O)cc(O)c(CC=C(C)C)c2O1
Metabolite of Species Details
Maackia amurensis (NCBI:txid37501) Found in stem (BTO:0001300). Previous component: stem bark; 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 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']flavanone ChEBI
Manual Xref Database
CN101434592 Patent
View more database links
Registry Number Type Source
19598949 Reaxys Registry Number Reaxys
Citation Waiting for Citations Type Source
19252325 PubMed citation Europe PMC
Last Modified
28 March 2013