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CHEBI:65899 - flavokawain B

ChEBI IDCHEBI:65899
ChEBI Nameflavokawain B
Stars
DefinitionA member of the class of chalcones that consists of trans-chalcone substituted by hydroxy group at positions 2' and methoxy groups at positions 4' and 6'. Isolated from Piper methysticum and Piper rusbyi, it exhibits antileishmanial, anti-inflammatory and antineoplastic activities.
Last Modified25 January 2013
DownloadsMolfile
FormulaC17H16O4
Net Charge0
Average Mass284.311
Monoisotopic Mass284.10486
SMILESCOc1cc(O)c(C(=O)/C=C/c2ccccc2)c(OC)c1
InChIInChI=1S/C17H16O4/c1-20-13-10-15(19)17(16(11-13)21-2)14(18)9-8-12-6-4-3-5-7-12/h3-11,19H,1-2H3/b9-8+
InChIKeyQKQLSQLKXBHUSO-CMDGGOBGSA-N
Species of MetaboliteComponentSourceComments
Piper methysticum (ncbitaxon:130404) - PubMed (11830162)
Piper rusbyi (ncbitaxon:538341) leaf (BTO:0000713) PubMed (17354169)
Roles Classification
Biological Roles:
apoptosis inducer  Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
antileishmanial agent  An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
Applications:
antineoplastic agent  A substance that inhibits or prevents the proliferation of neoplasms.
antileishmanial agent  An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
anti-inflammatory agent  Any compound that has anti-inflammatory effects.
ChEBI Ontology
Outgoing Relation(s)
flavokawain B (CHEBI:65899) has functional parent trans-chalcone (CHEBI:48965)
flavokawain B (CHEBI:65899) has role anti-inflammatory agent (CHEBI:67079)
flavokawain B (CHEBI:65899) has role antileishmanial agent (CHEBI:70868)
flavokawain B (CHEBI:65899) has role antineoplastic agent (CHEBI:35610)
flavokawain B (CHEBI:65899) has role apoptosis inducer (CHEBI:68495)
flavokawain B (CHEBI:65899) has role metabolite (CHEBI:25212)
flavokawain B (CHEBI:65899) is a chalcones (CHEBI:23086)
flavokawain B (CHEBI:65899) is a dimethoxybenzene (CHEBI:51681)
flavokawain B (CHEBI:65899) is a phenols (CHEBI:33853)
IUPAC Name 
(2E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenylprop-2-en-1-one
Synonyms  Source
4',6'-dimethoxy-2'-hydroxychalconeChEBI
2'-hydroxy-4',6'-dimethoxychalconeHMDB
Manual XrefsDatabases
HMDB0033691HMDB
WO2005067950Patent
Registry NumbersSources
Reaxys:2059845Reaxys
CAS:1175-97-9ChemIDplus
Citations