Gingerol

Gingerol
Names
	IUPAC names (S)-5-hydroxy-1-(4-hydroxy-3-; methoxyphenyl)-3-decanone
Identifiers
CAS Number	23513-14-6;
3D model (JSmol)	Interactive image;
ECHA InfoCard	100.131.126
CompTox Dashboard (EPA)	DTXSID3041035 ;
	SMILES O=C(C[C@@H](O)CCCCC); CCC1=CC=C(O)C(OC)=C1;
Properties
Chemical formula	C17H26O4
Molar mass	294.38 g/mol
Density	? g/cm3
Melting point	30-32 °C
Boiling point	°C
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Gingerol, or sometimes [6]-gingerol, is the active constituent of fresh ginger. Chemically, gingerol is a relative of capsaicin, the compound that gives chile peppers their spiciness. It is normally found as a pungent yellow oil, but also can form a low-melting crystalline solid.

Cooking ginger transforms gingerol into zingerone, which is less pungent and has a spicy-sweet aroma.

Gingerol may reduce nausea caused by motion sickness or pregnancy^[1] and may also relieve migraine.^[2]

[6]-Gingerol has been used to induce a suspended animation-like hypothermic state in rats ^[3].

References

^ Ernst, E. (2000). "Efficacy of ginger for nausea and vomiting: a systematic review of randomized clinical trials" (PDF). British Journal of Anaesthesia. 84 (3): 367–371. PMID 10793599. Retrieved 2006-09-06. {{cite journal}}: Unknown parameter |coauthors= ignored (|author= suggested) (help); Unknown parameter |day= ignored (help); Unknown parameter |month= ignored (help)
^ Mustafa, T. (1990). "Ginger (Zingiber officinale) in Migraine Headache". Journal of Ethnopharmacology. 29: 267–273. doi:10.1016/0378-8741(90)90037-T. {{cite journal}}: Unknown parameter |coauthors= ignored (|author= suggested) (help) PMID 2214812
^ Ueki S, Miyoshi M, Shido O, Hasegawa J, Watanabe T (2008). "Systemic administration of [6]-gingerol, a pungent constituent of ginger, induces hypothermia in rats via an inhibitory effect on metabolic rate". European Journal of Pharmacology. 584: 87. doi:10.1016/j.ejphar.2008.01.031. PMID 18295202.{{cite journal}}: CS1 maint: multiple names: authors list (link)

This article about an alcohol is a stub. You can help Wikipedia by expanding it.

This article about an aromatic compound is a stub. You can help Wikipedia by expanding it.

[1] Ernst, E. (2000). "Efficacy of ginger for nausea and vomiting: a systematic review of randomized clinical trials" (PDF). British Journal of Anaesthesia. 84 (3): 367–371. PMID 10793599. Retrieved 2006-09-06. {{cite journal}}: Unknown parameter |coauthors= ignored (|author= suggested) (help); Unknown parameter |day= ignored (help); Unknown parameter |month= ignored (help)

[2] Mustafa, T. (1990). "Ginger (Zingiber officinale) in Migraine Headache". Journal of Ethnopharmacology. 29: 267–273. doi:10.1016/0378-8741(90)90037-T. {{cite journal}}: Unknown parameter |coauthors= ignored (|author= suggested) (help) PMID 2214812

[3] Ueki S, Miyoshi M, Shido O, Hasegawa J, Watanabe T (2008). "Systemic administration of [6]-gingerol, a pungent constituent of ginger, induces hypothermia in rats via an inhibitory effect on metabolic rate". European Journal of Pharmacology. 584: 87. doi:10.1016/j.ejphar.2008.01.031. PMID 18295202.{{cite journal}}: CS1 maint: multiple names: authors list (link)

[1]

[2]

[3]