Paradol

Last updated
Paradol
Paradol.png
Names
Preferred IUPAC name
1-(4-Hydroxy-3-methoxyphenyl)decan-3-one
Other names
[6]-Paradol
Identifiers
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.043.829 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 248-228-1
KEGG
MeSH C421614
PubChem CID
UNII
  • InChI=1S/C17H26O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h10,12-13,19H,3-9,11H2,1-2H3 X mark.svgN
    Key: CZNLTCTYLMYLHL-UHFFFAOYSA-N X mark.svgN
  • InChI=1/C17H26O3/c1-3-4-5-6-7-8-15(18)11-9-14-10-12-16(19)17(13-14)20-2/h10,12-13,19H,3-9,11H2,1-2H3
    Key: CZNLTCTYLMYLHL-UHFFFAOYAE
  • CCCCCCCC(=O)CCC1=CC(=C(C=C1)O)OC
Properties
C17H26O3
Molar mass 278.39 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Paradol is the active flavor constituent of the seeds of Guinea pepper ( Aframomum melegueta or grains of paradise). [1] It is also found in ginger. [2] Paradol has been found to have antioxidant and antitumor promoting effects in a mouse model. [3]

It is used in flavors as an essential oil to give spiciness.

See also

Related Research Articles

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Aframomum corrorima is a species of flowering plant in the ginger family, Zingiberaceae. It is an herbaceous perennial that produces leafy stems 1–2 meters tall from rhizomatous roots. The alternately-arranged leaves are dark green, 10–30 cm long and 2.5–6 cm across, elliptical to oblong in shape. Pink flowers are borne near the ground and give way to red, fleshy fruits containing shiny brown seeds, which are typically 3–5 mm in diameter.

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References

  1. Xavier Fernandez; Christine Pintaric; Louisette Lizzani-Cuvelier; André-Michel Loiseau; Alain Morello & Patrick Pellerin (2006). "Chemical composition of absolute and supercritical carbon dioxide extract of Aframomum melegueta". Flavour and Fragrance Journal. 21 (1): 162–165. doi:10.1002/ffj.1554.
  2. Jolad SD, Lantz RC, Chen GJ, Bates RB, Timmermann BN (2005). "Commercially processed dry ginger (Zingiber officinale): composition and effects on LPS-stimulated PGE2 production". Phytochemistry. 66 (13): 1614–1635. Bibcode:2005PChem..66.1614J. doi:10.1016/j.phytochem.2005.05.007. PMID   15996695.
  3. Chung WY, Jung YJ, Surh YJ, Lee SS, Park KK (2001). "Antioxidative and antitumor promoting effects of [6]-paradol and its homologs". Mutat. Res. 496 (1–2): 199–206. Bibcode:2001MRGTE.496..199C. doi:10.1016/s1383-5718(01)00221-2. PMID   11551496.