Piceol

Piceol
	; Chemical structure of piceol
Names
	IUPAC name 1-(4-Hydroxyphenyl)ethanone
	Other names 4-Hydroxy acetophenone; 4'-Hydroxy acetophenone; (4-Hydroxyphenyl)ethan-1-one; p-Hydroxyacetophenone
Identifiers
CAS Number	99-93-4;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:28032;
ChemSpider	7189;
ECHA InfoCard	100.002.548
PubChem CID	7469;
CompTox Dashboard (EPA)	DTXSID0029133 ;
	InChI InChI=1S/C8H8O2/c1-6(9)7-2-4-8(10)5-3-7/h2-5,10H,1H3 Key: TXFPEBPIARQUIG-UHFFFAOYSA-N;
	SMILES CC(=O)C1=CC=C(C=C1)O;
Properties
Chemical formula	C8H8O2
Molar mass	136.150 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Piceol is a phenolic compound found in the needles and in mycorrhizal roots of Norway spruces (Picea abies).^[1]^[2] Picein is the glucoside of piceol.^[3]

Metabolism

Diprenylated derivatives of piceol can be isolated from Ophryosporus macrodon.^[4]

4-Hydroxyacetophenone monooxygenase is an enzyme that transforms piceol into 4-hydroxyphenylacetic acid. This enzyme is found in Pseudomonas fluorescens.

References

^ Løkke H. Picein and piceol concentrations in Norway spruce. Ecotoxicol Environ Saf. 1990 Jun;19(3):301-9.
^ Phenolics of mycorrhizas and non-mycorrhizal roots of Norway spruce. Babette Münzenberger, Jürgen Heilemann, Dieter Strack, Ingrid Kottke and Franz Oberwinkler, Planta, Volume 182, Number 1, pages 142-148, doi:10.1007/BF00239996
^ Picein and piceol concentrations in Norway spruce. Hans Løkke, Ecotoxicology and Environmental Safety, Volume 19, Issue 3, June 1990, Pages 301–309, doi:10.1016/0147-6513(90)90032-Z
^ Diprenylated derivatives of p-hydroxyacetophenone from Ophryosporus macrodon. Elizabeth Sigstad, César A.N. Catalán, Jesús G. Diaz and Werner Herz, Phytochemistry, Volume 33, Issue 1, 29 April 1993, Pages 165–169, doi:10.1016/0031-9422(93)85415-N

This article about an aromatic compound is a stub. You can help Wikipedia by expanding it.

[1] Løkke H. Picein and piceol concentrations in Norway spruce. Ecotoxicol Environ Saf. 1990 Jun;19(3):301-9.

[2] Phenolics of mycorrhizas and non-mycorrhizal roots of Norway spruce. Babette Münzenberger, Jürgen Heilemann, Dieter Strack, Ingrid Kottke and Franz Oberwinkler, Planta, Volume 182, Number 1, pages 142-148, doi:10.1007/BF00239996

[3] Picein and piceol concentrations in Norway spruce. Hans Løkke, Ecotoxicology and Environmental Safety, Volume 19, Issue 3, June 1990, Pages 301–309, doi:10.1016/0147-6513(90)90032-Z

[4] Diprenylated derivatives of p-hydroxyacetophenone from Ophryosporus macrodon. Elizabeth Sigstad, César A.N. Catalán, Jesús G. Diaz and Werner Herz, Phytochemistry, Volume 33, Issue 1, 29 April 1993, Pages 165–169, doi:10.1016/0031-9422(93)85415-N

[1]

[2]

[3]

[4]