flavokawain B

CHEBI:65899 ·resolve ·ANTIPROTOZOAL ·EXACT SEEDED

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. — ChEBI

Machine-generated and unreviewed. Identity, structure and cross-references come straight from ChEBI's and CARD's own data; no curator has signed off on this record yet.

Classification

Strictly broader compounds or drug classes this molecule belongs to.

CHEBI:23086 CHEBI:23086
CHEBI:33853 CHEBI:33853
CHEBI:51681 CHEBI:51681

Chemical structure

Computed structure properties
Molecular formula	C17H16O4
Charge	0
Average mass	284.311 Da
Monoisotopic mass	284.10486 Da
Source	ChEBI
InChIKey	QKQLSQLKXBHUSO-CMDGGOBGSA-N

SMILES

COc1cc(O)c(C(=O)/C=C/c2ccccc2)c(OC)c1

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+

Also called

(2E)-1-(2-hydroxy-4,6-dimethoxyphenyl)-3-phenylprop-2-en-1-one (EXACT_SYNONYM)— chebi
2'-hydroxy-4',6'-dimethoxychalcone (EXACT_SYNONYM)— chebi
4',6'-dimethoxy-2'-hydroxychalcone (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:1175-97-9
hmdb:HMDB0033691
patent:WO2005067950
reaxys:2059845

Activity roles

Every antimicrobial role a source asserts for this compound — the unreduced evidence behind its antimicrobial_class.

CHEBI:70868 CHEBI:70868

Source concepts

Every upstream concept that resolved to this record. The merge is the product: this is what shows ChEBI and CARD are describing the same structure.

Upstream concepts merged into this record
Source	Native ID	Label	Minted CURIE	Version
CHEBI	`CHEBI:65899`	flavokawain B	`antibioticmech:chebi-2a7aeb7bcd`	2026-08-30

Curation history

SEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Seeded from data/raw/ inventories (CHEBI)
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories
RESEEDED_FROM_SOURCES 2026-08-30 · seed_from_sources
Re-seeded from updated data/raw/ inventories

Provenance

Seeded by scripts/seed_from_sources.py from the committed inventories in data/raw/. View the record.