Structure via PubChem · Public domain (PubChem)
dimethylhydroxy furanone
Sign in to saveAlso known as Pineapple ketone, 2,5-Dimethyl-4-hydroxy-3(2H)-furanone, 2,5-Dimethyl-4-hydroxy-2,3-dihydrofuran-3-one, 2,5-Dimethyl-3-hydroxy-4-oxo-4,5-dihydrofuran, 4-hydroxy-2,5-dimethyl-3(2H)-furanone, HDMF, 4-hydroxy-2,5-dimethylfuran-3-one
Furaneol, or strawberry furanone, is an organic compound used in the flavor, perfume and cosmetics industry. It is formally a derivative of furan. It is a white or colorless solid that is soluble in water and organic solvents.
Chemical data
- Formula
- C6H8O3
- Molecular weight
- 128.13 g/mol
- IUPAC name
- 4-hydroxy-2,5-dimethylfuran-3-one
- SMILES
- CC1C(=O)C(=C(O1)C)O
- InChIKey
- INAXVXBDKKUCGI-UHFFFAOYSA-N
- XLogP
- 0.7
- 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
Show 5 more facts
- found in taxon
- Apium graveolens
- chemical formula
- C₆H₈O₃
- canonical SMILES
- CC1C(=O)C(=C(O1)C)O
- Commons category
- Furaneol
- subject has role
- food ingredient
via Wikidata · CC0
~2 min read
Encyclopedic overview
5 sectionsContents
- Odor and occurrence
- Furaneol acetate
- Stereoisomerism
- Biosynthesis
- References
Furaneol, or strawberry furanone, is an organic compound used in the flavor, perfume and cosmetics industry. It is formally a derivative of furan. It is a white or colorless solid that is soluble in water and organic solvents.
==Odor and occurrence== Although possessed of a caramel-like odor at high concentrations, it exhibits a sweet strawberry aroma when dilute. It is found in strawberries and a variety of other fruits and it is partly responsible for the smell of fresh pineapple. It is also an important component of the odours of buckwheat, and tomato. Furaneol accumulation during ripening has been observed in strawberries and can reach a high concentration of 37 μg/g. ===Furaneol acetate=== The acetate ester of furaneol, also known as caramel acetate and strawberry acetate, is also popular with flavorists to achieve a fatty toffee taste and it is used in traces in perfumery to add a sweet gourmand note.
Excerpted from Wikipedia’s “dimethylhydroxy furanone” article, available under the CC BY-SA 4.0 licence.