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zingerone

Structure via PubChem · Public domain (PubChem)

EntityQ1064625· pop 18· linked from 25 articles

Also known as 4-(4-Hydroxy-3-methoxyphenyl)-2-butanone, Gingerone, 4-(3-Methoxy-4-hydroxyphenyl)-2-butanone, 2-(4-Hydroxy-3-methoxyphenyl)ethyl methyl ketone, Zingherone, 3-Methoxy-4-hydroxybenzylacetone, 4-Hydroxy-3-methoxybenzylacetone, (0)-Paradol

Zingerone, also called vanillylacetone, is a major flavor component of ginger, providing the sweet flavor of cooked ginger. Zingerone is a crystalline solid that is sparingly soluble in water and soluble in ether.

Chemical data

Formula
C11H14O3
Molecular weight
194.23 g/mol
IUPAC name
4-(4-hydroxy-3-methoxyphenyl)butan-2-one
SMILES
CC(=O)CCC1=CC(=C(C=C1)O)OC
InChIKey
OJYLAHXKWMRDGS-UHFFFAOYSA-N
XLogP
0.8
Polar surface area
46.5 Ų
H-bond donors
1
H-bond acceptors
3
Formal charge
0

via PubChem

Drug data · ChEMBL

Molecule type
Small molecule

via ChEMBL · EBI

Wikidata facts

Mass
194.094
Show 6 more facts
chemical formula
C₁₁H₁₄O₃
Commons category
Zingerone
canonical SMILES
CC(=O)CCC1=CC(=C(C=C1)O)OC
time of discovery or invention
1917-00-00
subject has role
flavor enhancer
melting point
41.0
Sources (2)

via Wikidata · CC0

~2 min read

Encyclopedic overview

5 sections
Contents
  • Production
  • History
  • Current methods
  • Biological effects
  • References

Zingerone, also called vanillylacetone, is a major flavor component of ginger, providing the sweet flavor of cooked ginger. Zingerone is a crystalline solid that is sparingly soluble in water and soluble in ether.

Zingerone is similar in chemical structure to other flavor chemicals such as vanillin and eugenol. It is used as a flavor additive in spice oils and in perfumery to introduce spicy aromas.

Excerpted from Wikipedia’s “zingerone” article, available under the CC BY-SA 4.0 licence.

Gallery (2)