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From Wikipedia, the free encyclopedia

(6)-Shogaol
6-shogaol.svg
Names
IUPAC name
(E)-1-(4-Hydroxy-3- methoxyphenyl)dec-4-en-3-one
Other names
  • (6)-Shogaol
  • (E)-(6)-Shogaol
  • Enexasogaol
Identifiers
3D model (JSmol)
ChEMBL
ChemSpider
ECHA InfoCard 100.190.262
UNII
Properties
C17H24O3
Molar mass 276.38 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is ☑Y☒N ?)
Infobox references
Shogaol
Heat
Very hot
Scoville scale 160,000 SHU

Shogaols are pungent constituents of ginger similar in chemical structure to gingerol. The most common of the group is (6)-shogaol. Like zingerone, it is produced when ginger is dried or cooked.[1] Moreover, shogaol (and gingerol) are converted to other constituents when heat is applied over time, which is why ginger loses its spiciness as it is cooked.

The name shogaol is derived from the Japanese name for ginger (生姜、shōga).

Shogaol is rated 160,000 SHU on Scoville scale. When compared to other pungent compounds, shogaol is moderately more pungent than piperine, but less than capsaicin.

Compound Scoville Heat Units
(SHU)
Capsaicin 16,000,000[2]
(6)-Shogaol 160,000
Piperine 100,000
(6)-Gingerol 60,000

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Transcription

how to get rid of bloated stomach abdominal bloating is a condition in which the stomach feel full and tighten to build up of gas in the small intestine this can make the stomach area visibly swollen many times loading is accompanied by other symptoms like clamps belching pain diarrhea shortness of breath and lower back pain a number of factors can cause bloating the main reason is the build-up of intestinal gas other causes include constipation technical officers anorexia anxiety smoking water retention trapped air overeating indigestion premenstrual syndrome pms menopause and irritable bowel syndrome it's a good way to relieve bloating is to encourage passing gas and bowel movement try some simple home remedies to get rid of bloating eat fruits with the skin fresh berries in whole fruits like apples and pears are great for beating glowed just dope stripped off the skin as that's where the largest amount of fiber reside fiber helps reduce bloating by preventing constipation and keeping things moving through the digestive systems so women should aim for 25 grams per day ginger ginger is a well-known herb that can be used to reduce gas and bloating it contains several active ingredients including the punching compounds in generals and showgirls that help reduce inflammation in the intestines and relaxing and coastal muscles place five to 16 slices of ginger in a cup and pour boiling water into the cup cover the cup and let expedia for about 10 minutes at a little honey and lemon juice to it and then drink it up to three times a day another option is to eat one piece pune fresh grated ginger before meals you can also grate ginger root and sprinkle it on your food adults can optic a 0.25 21 grams of powdered ginger root daily caraway seeds caraway has MP systemic effects as well as antimicrobial and carbonated properties to chemicals present in caraway seeds carving carving help through the smooth muscle tissues of the digestive tract and promote explosion of gas to give you instant relief from stomach bloating if you suffer from frequent loading to a pinch of caraway seed several times throughout the day if the case of raw caraway seeds is too strong for you try some caraway crackers alternatively you can brew crushed caraway seeds to make a tee pumpkin eating pumpkin is an excellent way to prevent unwanted flatulence as well as bloating pumpkin contains a good amount of vitamin A for Kathy him and fiber that helped indigestion adding just one cup of pumpkin to your meals can help create a smooth digestive flow and reduce gas you can steam Baker boiling or included as an ingredient in your recipes bananas a good source of fiber bananas can help reduce bloating and gas associated with constipation also bananas contain potassium a mineral that helps regulate fluid levels in your body and gives relief from bloating if you eat bananas regularly you can eliminate bloating you can eat them as a snack or add them to fruit salad and baked desserts or lemon water drinking warm water is good for health is it helps remove harmful toxins from the body as well as keep the body hydrated lemons are rich in vitamins being fee riboflavin calcium phosphorus magnesium proteins and carbohydrates that helped indigestion also the acidic property of lemon stimulates the production of hydrochloric acid which helps break down food when water and lemon are mixed together it can be highly beneficial for your digestive system drinking warm lemon water can give you relief some bloating gas and constipation bloating can affect your daily activities but with these remedies you can keep your stomach happy however if the condition is chronic it may require medication in the change in diet and lifestyle to resolve consult your doctor if this is the case if you liked the video give it a thumbs up and share it with your friends if you want more recipes and kits subscribe to the channel stay healthy and goodbye

Shogaols group

(4)-Shogaol, (8)-shogaol, (10)-shogaol, and (12)-shogaol (all found in ginger) together constitute the group shogaols. There also exist in ginger cultivars methylated shogaols: methyl 6-shogaol and methyl 8-shogaol, respectively.[3]

Shogaols are artifacts formed during storage or through excess heat, probably created by a dehydration reaction of the gingerols. The ratio of shogaols to gingerols sometimes is taken as an indication of product quality.[4]

(8)-shogaol
(10)-shogaol

Synthesis

A possible synthesis starts with a claisen condensation of vanillin and acetone, producing dehydrozingerone. Afterwards the product reacts in an aldol condensation with hexanal in tetrahydrofurane to 6-dehydroshogaol and 6-dehydrogingerol. Latter can be hydrogenated to 6-gingerol by a catalyst. In the last step hydrochloric acid is added to get the desired 6-shogaol.[5]

Possible synthesis of 6-shogaol starting from vanillin
Possible synthesis of 6-shogaol starting from vanillin

References

  1. ^ Harold McGee (2004). On Food and Cooking: The Science and Lore of the Kitchen (2nd ed.). New York: Scribner. pp. 425–426. 
  2. ^ Govindarajan, Sathyanarayana (1991). "Capsicum — Production, Technology, Chemistry, and Quality. Part V. Impact on Physiology, Pharmacology, Nutrition, and Metabolism; Structure, Pungency, Pain, and Desensitization Sequences". Critical Reviews in Food Science and Nutrition. 29 (6): 435–474. 
  3. ^ "Analysis of Chemical Properties of Edible and Medicinal Ginger by Metabolomics Approach : Table 1". Retrieved 3 December 2016. 
  4. ^ NSF International Determination of Gingerols and Shogaols in Zingiber officinale rhizome and powdered extract by High-Performance Liquid Chromatography[full citation needed]
  5. ^ Hung-Cheng Shih; et al. (March 2014). "Synthesis of Analogues of Gingerol and Shogaol, the Active Pungent Principles from the Rhizomes of Zingiber officinale and Evaluation of Their Anti-Platelet Aggregation Effects". International Journal of Molecular Sciences. 15 (3): 3926—3951. PMC 3975376Freely accessible. 
This page was last edited on 8 September 2018, at 15:54
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