Paradol

Paradol
	source ↗
Names
	Preferred IUPAC name 1-(4-Hydroxy-3-methoxyphenyl)decan-3-one
	Other names [6]-Paradol
Identifiers
CAS Number	27113-22-0 Y;
3D model (JSmol)	Interactive image;
ChemSpider	85173 N;
ECHA InfoCard	100.043.829
EC Number	248-228-1;
KEGG	C10482 N;
MeSH	C421614
PubChem CID	94378;
UNII	BO24ID7E9U Y;
CompTox Dashboard (EPA)	DTXSID90181574 ;
	InChI 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 N Key: CZNLTCTYLMYLHL-UHFFFAOYSA-N N; 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;
	SMILES CCCCCCCC(=O)CCC1=CC(=C(C=C1)O)OC;
Properties
Chemical formula	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). N verify (what is YN ?) Infobox references

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.

References

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.
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.
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.

[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.

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See also

References