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Zingerone information


Zingerone
Zingerone
Names
Preferred IUPAC name
4-(4-Hydroxy-3-methoxyphenyl)butan-2-one
Identifiers
CAS Number
  • 122-48-5 ☒N
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:68657 ☒N
ChEMBL
  • ChEMBL25894 checkY
ChemSpider
  • 28952 checkY
ECHA InfoCard 100.004.136 Edit this at Wikidata
PubChem CID
  • 31211
UNII
  • 4MMW850892 checkY
CompTox Dashboard (EPA)
  • DTXSID8047420 Edit this at Wikidata
InChI
  • InChI=1S/C11H14O3/c1-8(12)3-4-9-5-6-10(13)11(7-9)14-2/h5-7,13H,3-4H2,1-2H3 checkY
    Key: OJYLAHXKWMRDGS-UHFFFAOYSA-N checkY
  • InChI=1/C11H14O3/c1-8(12)3-4-9-5-6-10(13)11(7-9)14-2/h5-7,13H,3-4H2,1-2H3
    Key: OJYLAHXKWMRDGS-UHFFFAOYAN
SMILES
  • O=C(C)CCc1cc(OC)c(O)cc1
Properties
Chemical formula
C11H14O3
Molar mass 194.22 g/mol
Melting point 40 to 41 °C (104 to 106 °F; 313 to 314 K)
Boiling point 187 to 188 °C (369 to 370 °F; 460 to 461 K) at 14 mmHg
Solubility in water
Insoluble
Solubility Miscible in ether
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Zingerone, also called vanillylacetone, is a major flavor component of ginger, providing the sweet flavor of cooked ginger.[1] 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.

Fresh ginger does not contain zingerone, but it is produced by cooking or drying of the ginger root, which causes a reverse aldol reaction on gingerol.

  1. ^ Monge, P; Scheline, R; Solheim, E (1976). "The metabolism of zingerone, a pungent principle of ginger". Xenobiotica. 6 (7): 411–23. doi:10.3109/00498257609151654. PMID 997589.

and 27 Related for: Zingerone information

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Zingerone

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Zingerone, also called vanillylacetone, is a major flavor component of ginger, providing the sweet flavor of cooked ginger. Zingerone is a crystalline...

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Ginger

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consisting of sesquiterpenes, such as beta-bisabolene and zingiberene, zingerone, shogaols, and gingerols with [6]-gingerol (1-[4'-hydroxy-3'-methoxyp...

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Gingerol

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Cooking ginger transforms gingerol via a reverse aldol reaction into zingerone, which is less pungent and has a spicy-sweet aroma. When ginger is dried...

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Shogaol

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structure to gingerol. The most common of the group is [6]-shogaol. Like zingerone, it is produced when ginger is dried or cooked. Moreover, shogaol (and...

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C11H14O3

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mass: 194.22 g/mol) may refer to: Butylparaben tert-Butyl peroxybenzoate Zingerone (also called vanillylacetone) This set index page lists chemical structure...

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Pollinator

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specific chemical attractant and reward (methyl eugenol, raspberry ketone or zingerone) present in their floral fragrances. Many insects other than bees accomplish...

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Bactrocera cucurbitae

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several attractants e.g. anisyl acetone, cue-lure, raspberry ketone and zingerone. They are pollinators/visitors of some orchids, especially Bulbophyllum...

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Attractant

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phenylpropanoids (e.g. methyl eugenol) and phenylbutanoids (e.g. raspberry ketone zingerone and anisyl acetone/a combination of the three phenylbutanoids. a) Tan...

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Orchid

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simultaneously acts as a floral reward (e.g. methyl eugenol, raspberry ketone, or zingerone) to perform pollination. The flowers may produce attractive odours. Although...

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Bulbophyllum

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Bactrocera and Zeugodacus species) via methyl eugenol, raspberry ketone or zingerone that also act as floral reward during pollination. To facilitate pollinarium...

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Zingiber zerumbet

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Gingerols Zingibain (enzyme) Oleoresins and derivatives: Gingerdiols Acetoxy gingerdiols Diacetoxy gingerdiols Processed Azashogaol Shogaols Zingerone...

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Raspberry ketone

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1021/jo00099a017. Smith, Leverett R. (1996). "Rheosmin ('Raspberry Ketone') and Zingerone, and Their Preparation by Crossed Aldol-Catalytic Hydrogenation Sequences"...

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Semiochemical

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(e.g. methyl eugenol) or a phenylbutanoid (e.g. raspberry ketone and zingerone). The goals of using semiochemicals in pest control are to monitor pest...

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Ginger wine

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Gingerols Zingibain (enzyme) Oleoresins and derivatives: Gingerdiols Acetoxy gingerdiols Diacetoxy gingerdiols Processed Azashogaol Shogaols Zingerone...

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Myoga

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Gingerols Zingibain (enzyme) Oleoresins and derivatives: Gingerdiols Acetoxy gingerdiols Diacetoxy gingerdiols Processed Azashogaol Shogaols Zingerone...

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Ginger tea

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Gingerols Zingibain (enzyme) Oleoresins and derivatives: Gingerdiols Acetoxy gingerdiols Diacetoxy gingerdiols Processed Azashogaol Shogaols Zingerone...

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Pork shogayaki

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Gingerols Zingibain (enzyme) Oleoresins and derivatives: Gingerdiols Acetoxy gingerdiols Diacetoxy gingerdiols Processed Azashogaol Shogaols Zingerone...

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Zingiber cassumunar

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Gingerols Zingibain (enzyme) Oleoresins and derivatives: Gingerdiols Acetoxy gingerdiols Diacetoxy gingerdiols Processed Azashogaol Shogaols Zingerone...

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Paradol

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Gingerols Zingibain (enzyme) Oleoresins and derivatives: Gingerdiols Acetoxy gingerdiols Diacetoxy gingerdiols Processed Azashogaol Shogaols Zingerone...

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Bioprospecting

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I, Bilal S, Mir M (2015). "A review on pharmacological properties of zingerone (4-(4-hydroxy-3-methoxyphenyl)-2-butanone)". ScientificWorldJournal. 2015:...

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Aroma of wine

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which produces some of the spice notes associated with Chardonnay and zingerone responsible for the different spice notes associated with Syrah. Other...

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Xiao Yao Wan

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Gingerols Zingibain (enzyme) Oleoresins and derivatives: Gingerdiols Acetoxy gingerdiols Diacetoxy gingerdiols Processed Azashogaol Shogaols Zingerone...

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Bulbophyllum baileyi

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"fruity" fragrance. It has been suggested that the flies are seeking zingerone which they use as a sexual attractant. The labellum of the flower is delicately...

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Zingiber spectabile

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Gingerols Zingibain (enzyme) Oleoresins and derivatives: Gingerdiols Acetoxy gingerdiols Diacetoxy gingerdiols Processed Azashogaol Shogaols Zingerone...

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Zingibain

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Gingerols Zingibain (enzyme) Oleoresins and derivatives: Gingerdiols Acetoxy gingerdiols Diacetoxy gingerdiols Processed Azashogaol Shogaols Zingerone...

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Interspecies communication

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(e.g. methyl eugenol) or a phenylbutanoid (e.g. raspberry ketone and zingerone). Social scientists and others have historically criticized research in...

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Pollination of orchids

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specific male attractants e.g. methyl eugenol (ME), raspberry ketone (RK) or zingerone (ZN). Methyl eugenol is a sex pheromone precursor for many quarantine...

Word Count : 5154

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