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
ChEBI	CHEBI:28032
ChemSpider	7189
Jmol interactive 3D	Image
PubChem	7469
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	136.15 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

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