(6)-Shogaol

Shogaol

[6]-shogaol
Shogaol
Général
Nom IUPAC (E)-1-(4-Hydroxy-3-methoxyphenyl)
dec-4-en-3-one
No CAS 555-66-8
PubChem 5281794
SMILES
Propriétés chimiques
Formule brute C17H24O3  [Isomères]
Masse molaire 276,3707 gmol-1
C 73,88 %, H 8,75 %, O 17,37 %,
Unités du SI & CNTP, sauf indication contraire.

Le shogaol, ou [6]-shogaol, est un composé phénolique de la famille des vanilloïdes au goût piquant (pseudo-chaleur).

Sommaire

Origine

Le terme shogaol est dérivé du nom japonais du gingembre (生姜、shōga).

Le [6]-shogaol, qui se trouve dans le gingembre, est chimiquement proche du [6]-gingerol, le composant piquant principal du gingembre[1],[2].

Comme le zingerone, il est produit en partir du [6]-gingerol lors du séchage[1] ou de la cuisson[3].

Propriétés

Sur l'échelle de Scoville, le [6]-shogaol (160 000 SHU) est plus piquant que le [6]-gingerol, mais moins que la capsaïcine, le piquant des piments.


Composés Échelle de Scoville
(Unité SHU)
Capsaïcine 16 000 000[4]
[6]-shogaol 160 000[5],[6]
Pipérine 100 000[5],[6]
[6]-gingerol 60 000[5],[6]

Notes et références de l'article

  1. a  et b (en) Jolad SD, Lantz RC, Chen GJ, Bates RB, Timmermann BN. Commercially processed dry ginger (Zingiber officinale): composition and effects on LPS-stimulated PGE2 production. Phytochemistry. 2005 Jul;66(13):1614-35 PMID 15996695
  2. (en) Lee S, Khoo C, Halstead CW, Huynh T, Bensoussan A (2007) Liquid chromatographic determination of 6-, 8-, 10-gingerol, and 6-shogaol in ginger (Zingiber officinale) as the raw herb and dried aqueous extract. J AOAC Int. 90(5):1219-26. PMID 17955965
  3. (en) H McGee (2004). On Food and Cooking: The Science and Lore of the Kitchen (2nd ed.). New York: Scribner pp. 425-426. (ISBN 0684800012)
  4. (en) MA Cliff and H Heymann (1992) Time–intensity evaluation of oral burn. J. Sens. Stud., 8, 201–211. DOI:10.1111/j.1745-459X.1992.tb00195.x
  5. a , b  et c (en) S Narasimhan and VS Govindarajan (1978) Evaluation of spices and oleoresin-VI-pungency of ginger components, gingerols and shogoals and quality. International Journal of Food Science & Technology 13 (1), 1–36. Résumé
  6. a , b  et c (en) VS Govindarajan, S Narasimhan, B Rajalakshmi and D Rajalakshmi (1980) Evaluation of spices and oleoresins - Correlation of pungency stimuli and pungency in ginger. Zeitschrift für Lebensmitteluntersuchung und -Forschung A, Volume 170(3), p200-203 DOI:10.1007/BF01042540

Voir aussi

Articles connexes

Liens et documents externes


  • Portail de la chimie Portail de la chimie
  • Portail de l’alimentation et de la gastronomie Portail de l’alimentation et de la gastronomie
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