CHEBI:172922 - ethylzingerone

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ChEBI Name ethylzingerone
ChEBI ID CHEBI:172922
Definition 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Rob Nash
Supplier Information
Download Molfile XML SDF
Formula C12H16O3
Net Charge 0
Average Mass 208.257
Monoisotopic Mass 208.10994
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
InChIKey MXLOKFOWFPJWCW-UHFFFAOYSA-N
SMILES CCOC1=CC(CCC(C)=O)=CC=C1O
Roles Classification
Biological Role(s): antifungal agent
An antimicrobial agent that destroys fungi by suppressing their ability to grow or reproduce.
antimicrobial cosmetic preservative
An antimicrobial agent that is added to cosmetic formulations to maintain the microbiological safety of the products by inhibiting the growth of fungi or bacteria.
antibacterial agent
A substance (or active part thereof) that kills or slows the growth of bacteria.
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ChEBI Ontology
Outgoing ethylzingerone (CHEBI:172922) has role antibacterial agent (CHEBI:33282)
ethylzingerone (CHEBI:172922) has role antifungal agent (CHEBI:35718)
ethylzingerone (CHEBI:172922) has role antimicrobial cosmetic preservative (CHEBI:172949)
ethylzingerone (CHEBI:172922) is a aromatic ether (CHEBI:35618)
ethylzingerone (CHEBI:172922) is a methyl ketone (CHEBI:51867)
ethylzingerone (CHEBI:172922) is a phenols (CHEBI:33853)
IUPAC Name
4-(3-ethoxy-4-hydroxyphenyl)butan-2-one
Synonyms Sources
4-(3-ethoxy-4-hydroxyphenyl)-2-butanone ChemIDplus
HEPB SUBMITTER
hydroxyethoxyphenyl butanone ChemIDplus
Manual Xref Database
24208550 ChemSpider
View more database links
Registry Number Type Source
569646-79-3 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
19367122 PubMed citation SUBMITTER
28487064 PubMed citation SUBMITTER
31170420 PubMed citation SUBMITTER
32186482 PubMed citation Europe PMC
32737133 PubMed citation SUBMITTER
33468481 PubMed citation SUBMITTER
Last Modified
20 May 2021