Description
6-Shogaol is a pungent constituent of ginger similar in chemical structure to gingerol. It has anti-inflammatory properties. lt was reported to have antipyretic and analgesic effects in addition to inhibitory effect on lipoxygenase activity. lt effectively inhibit invasion and metastasis of hepatocellular carcinoma through diverse molecular mechanisms, including inhibition of the MAPK and PI3k/Akt pathways and NF-κB and STAT3 activities to suppress expression of MMP-2/-9 and uPA and block angiogenesis. lt inhibits the growth of human cancer cells and induces apoptosis in COLO 205 cells through modulation of mitochondrial functions regulated by reactive oxygen species (ROS).
Synonyms
1-(3-Methoxy-4-hydroxyphenyl)-4-decene-3-one; 1-(4-Hydroxy-3-methoxyphenyl)-4-decen-3-one
IUPAC Name
(E)-1-(4-hydroxy-3-methoxyphenyl)dec-4-en-3-one
Molecular Formula
C17H24O3
Canonical SMILES
CCCCCC=CC(=O)CCC1=CC(=C(C=C1)O)OC
InChI
InChI=1S/C17H24O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h7-8,10,12-13,19H,3-6,9,11H2,1-2H3/b8-7+
InChIKey
OQWKEEOHDMUXEO-BQYQJAHWSA-N
Boiling Point
427.5±35.0 °C | Condition: Press: 760 Torr
Density
1.0448 g/cm3 | Condition: Temp: 25 °C
Solubility
Chloroform (Slightly), Ethyl Acetate (Slightly)
Application
6-Shogaol exhibits a variety of biological activities including anticancer, anti-inflammation, and anti-oxidation. It has a very strong antitussive (anti-cough) effect.