CHEBI:65899 - flavokawain B

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name flavokawain B
ChEBI ID CHEBI:65899
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
Download Molfile XML SDF
Formula C17H16O4
Net Charge 0
Average Mass 284.30650
Monoisotopic Mass 284.10486
InChI InChI=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+
InChIKey QKQLSQLKXBHUSO-CMDGGOBGSA-N
SMILES COc1cc(O)c(C(=O)\C=C\c2ccccc2)c(OC)c1
Metabolite of Species Details
Piper methysticum (NCBI:txid130404) See: PubMed
Piper rusbyi (NCBI:txid538341) Found in leaf (BTO:0000713). See: PubMed
Roles Classification
Biological Role(s): antileishmanial agent
An antiprotozoal drug used to treat or prevent infections caused by protozoan parasites that belong to the genus Leishmania.
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.
Application(s): 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.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 Sources
2'-hydroxy-4',6'-dimethoxychalcone HMDB
4',6'-dimethoxy-2'-hydroxychalcone ChEBI
Manual Xrefs Databases
HMDB0033691 HMDB
WO2005067950 Patent
View more database links
Registry Numbers Types Sources
1175-97-9 CAS Registry Number ChemIDplus
2059845 Reaxys Registry Number Reaxys
Citations Waiting for Citations Types Sources
11830162 PubMed citation Europe PMC
17354169 PubMed citation Europe PMC
19537711 PubMed citation Europe PMC
20112340 PubMed citation Europe PMC
21543203 PubMed citation Europe PMC
22540374 PubMed citation Europe PMC
Last Modified
25 January 2013