Piceol

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Piceol
Piceol.svg
Chemical structure of piceol
Names
Preferred IUPAC name
1-(4-Hydroxyphenyl)ethan-1-one
Other names
1-(4-Hydroxyphenyl)ethanone
4-Hydroxy acetophenone
4'-Hydroxy acetophenone
p-Hydroxyacetophenone
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.002.548
Properties
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]

Uses[edit]

Piceol is used in the synthesis of several pharmaceutical drugs including octopamine, sotalol, bamethan, and dyclonine.

Metabolism[edit]

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.

See also[edit]

References[edit]

  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