glycyrin

CHEBI:69086 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A member of the class of coumarins that is coumarin substituted by methoxy groups at positions 5 and 7, a prenyl group at position 6 and a 2,4-dihydroxyphenyl group at position 3. Isolated from Glycyrrhiza uralensis, it exhibits antibacterial activity. — 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:23403 CHEBI:23403
CHEBI:35618 CHEBI:35618
CHEBI:76250 CHEBI:76250

Chemical structure

Computed structure properties
Molecular formula	C22H22O6
Charge	0
Average mass	382.412 Da
Monoisotopic mass	382.14164 Da
Source	ChEBI
InChIKey	FWWGXZYUURXJLK-UHFFFAOYSA-N

SMILES

COc1cc2oc(=O)c(-c3ccc(O)cc3O)cc2c(OC)c1CC=C(C)C

InChI

InChI=1S/C22H22O6/c1-12(2)5-7-15-19(26-3)11-20-17(21(15)27-4)10-16(22(25)28-20)14-8-6-13(23)9-18(14)24/h5-6,8-11,23-24H,7H2,1-4H3

Also called

3-(2,4-dihydroxyphenyl)-5,7-dimethoxy-6-(3-methylbut-2-en-1-yl)-2H-chromen-2-one (EXACT_SYNONYM)— chebi
3-(2',4'-dihydroxyphenyl)-5,7-dimethoxy-2-isopentenylcoumarin (EXACT_SYNONYM)— chebi
3-(2,4-dihydroxyphenyl)-5,7-dimethoxy-6-(3-methyl-but-2-enyl)-1-benzopyran-2-one (EXACT_SYNONYM)— chebi
3-(2,4-dihydroxyphenyl)-5,7-dimethoxy-6-prenylcoumarin (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:66056-18-6
hmdb:HMDB0033712
lipidmaps:LMPK12160017
patent:WO2004064830
reaxys:1667250

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:69086`	glycyrin	`antibioticmech:chebi-0ec5010a9f`	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.