Gingerol

Chembox new
Name = Gingerol
ImageFile = Gingerol.png ImageName = Gingerol
IUPACName = ("S")-5-hydroxy-1-(4-hydroxy-3-
methoxyphenyl)-3-decanone
Section1 = Chembox Identifiers
CASNo = 23513-14-6
SMILES = O=C(C [C@@H] (O)CCCCC)
CCC1=CC=C(O)C(OC)=C1
Section2 = Chembox Properties
Formula = C₁₇H₂₆O₄
MolarMass = 294.38 g/mol
Density = ? g/cm³
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 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 [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] and may also relieve migraine. [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]

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

References