Gingerol
2443818
221249499
2008-06-23T18:31:15Z
DOI bot
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{{Chembox new
| Name = Gingerol
| ImageFile = Gingerol.png
<!-- | ImageSize = 250px -->
| ImageName = Gingerol
| IUPACName = (''S'')-5-hydroxy-1-(4-hydroxy-3-<br />methoxyphenyl)-3-decanone
| Section1 = {{Chembox Identifiers
| CASNo = 23513-14-6
| SMILES = O=C(C[C@@H](O)CCCCC)<br />CCC1=CC=C(O)C(OC)=C1
}}
| Section2 = {{Chembox Properties
| Formula = C<sub>17</sub>H<sub>26</sub>O<sub>4</sub>
| MolarMass = 294.38 g/mol
| Density = ? g/cm<sup>3</sup>
| MeltingPt = 30-32 °C
| BoilingPt = °C
}}
}}
'''Gingerol''', or sometimes [6]-gingerol, is the active constituent of fresh [[ginger]]. Chemically, gingerol is a relative of [[capsaicin]], the compound that gives [[chile pepper]]s 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<ref>{{cite journal | last = Ernst | first = E. | coauthors = and M. H. Pittler | year = 2000 | title = Efficacy of ginger for nausea and vomiting: a systematic review of randomized clinical trials | journal = British Journal of Anaesthesia | volume = 84 | issue = 3 | pages = 367–371 | url = http://bja.oxfordjournals.org/cgi/content/abstract/84/3/367 | format = PDF | accessdate = 2006-09-06 | pmid = 10793599}}</ref> and may also relieve migraine.<ref>{{cite journal | last = Mustafa | first = T. | coauthors = and K. C. Srivastava | year = 1990 | title = Ginger (''Zingiber officinale'') in Migraine Headache | journal = Journal of Ethnopharmacology | volume = 29 | pages = 267–273 | doi = 10.1016/0378-8741(90)90037-T}} PMID 2214812</ref>
[6]-Gingerol has been used to induce a [[suspended animation]]-like [[hypothermia|hypothermic]] state in rats <ref>{{cite journal | author=Ueki S, Miyoshi M, Shido O, Hasegawa J, Watanabe T | title=Systemic administration of [6]-gingerol, a pungent constituent of ginger, induces hypothermia in rats via an inhibitory effect on metabolic rate | journal=EUROPEAN JOURNAL OF PHARMACOLOGY | year=2008 | pmid=18295202 | doi=10.1016/j.ejphar.2008.01.031 | volume=584 | pages=87 }}</ref>.
==References==
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<references />
[[Category:Phenols]]
[[Category:Ketones]]
[[Category:Pungent flavors]]
{{alcohol-stub}}
[[de:Gingerol]]
[[fr:Gingerol]]