licocoumarone

CHEBI:69098 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A member of the class of 1-benzofurans which consists of 1-benzofuran substituted by a hydroxy group at position 6, a methoxy group at position 4, a prenyl group at position 5 and a 2,4-dihydroxyphenyl group at position 2. It has been isolated from Glycyrrhiza uralensis. — 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:33572 CHEBI:33572
CHEBI:35618 CHEBI:35618
CHEBI:38830 CHEBI:38830

Chemical structure

Computed structure properties
Molecular formula	C20H20O5
Charge	0
Average mass	340.375 Da
Monoisotopic mass	340.13107 Da
Source	ChEBI
InChIKey	CNPMAFLUEHEXRE-UHFFFAOYSA-N

SMILES

COc1c(CC=C(C)C)c(O)cc2oc(-c3ccc(O)cc3O)cc12

InChI

InChI=1S/C20H20O5/c1-11(2)4-6-14-17(23)10-19-15(20(14)24-3)9-18(25-19)13-7-5-12(21)8-16(13)22/h4-5,7-10,21-23H,6H2,1-3H3

Also called

4-[6-hydroxy-4-methoxy-5-(3-methylbut-2-en-1-yl)-1-benzofuran-2-yl]benzene-1,3-diol (EXACT_SYNONYM)— chebi
2-(2',4'-dihydroxyphenyl)-6-hydroxy-5-isopentenyl-4-methoxybenzofuran (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

hmdb:HMDB0038755
lipidmaps:LMPK12160045
reaxys:4821696

Activity roles

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

CHEBI:33282 CHEBI:33282

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:69098`	licocoumarone	`antibioticmech:chebi-8080cab7f4`	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.