ethylzingerone

CHEBI:172922 ·resolve ·ANTIBACTERIAL ·EXACT SEEDED

A methyl ketone that is 4-phenylbutan-2-one in which the phenyl ring is substituted at positions 3 and 4 by ethoxy and hydroxy groups, respectively. It is a preservative with antimicrobial activity and a good safety profile that has been approved for use in cosmetics. It is structurally similar to zingerone, a phytochemical found in the root of the ginger plant Zingiber officinale. — 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:33853 CHEBI:33853
CHEBI:35618 CHEBI:35618
CHEBI:51867 CHEBI:51867

Chemical structure

Computed structure properties
Molecular formula	C12H16O3
Charge	0
Average mass	208.257 Da
Monoisotopic mass	208.10994 Da
Source	ChEBI
InChIKey	MXLOKFOWFPJWCW-UHFFFAOYSA-N

SMILES

CCOc1cc(CCC(C)=O)ccc1O

InChI

InChI=1S/C12H16O3/c1-3-15-12-8-10(5-4-9(2)13)6-7-11(12)14/h6-8,14H,3-5H2,1-2H3

Also called

4-(3-ethoxy-4-hydroxyphenyl)butan-2-one (EXACT_SYNONYM)— chebi
4-(3-ethoxy-4-hydroxyphenyl)-2-butanone (EXACT_SYNONYM)— chebi
HEPB (EXACT_SYNONYM)— chebi
hydroxyethoxyphenyl butanone (EXACT_SYNONYM)— chebi

Cross-references

Equivalent identifiers for this same structure in other resources.

cas:569646-79-3
chemspider:24208550

Activity roles

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

CHEBI:172949 CHEBI:172949
CHEBI:33282 CHEBI:33282
CHEBI:35718 CHEBI:35718

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:172922`	ethylzingerone	`antibioticmech:chebi-57f0bb035c`	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.