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

Picein

Chemical structure of picein
Names
IUPAC name
1-[4-(β-D-Glucopyranosyloxy)phenyl]ethan-1-one
Systematic IUPAC name
1-(4-{[(2S,3R,4S,5S,6R)-3,4,5-Trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)ethan-1-one
Other names
L-Picein
Ameliaroside
Identifiers
3D model (JSmol)
Abbreviations Glc(b)-O-Ph(4-Ac)
ChemSpider
ECHA InfoCard 100.007.704 Edit this at Wikidata
UNII
  • InChI=1S/C14H18O7/c1-7(16)8-2-4-9(5-3-8)20-14-13(19)12(18)11(17)10(6-15) 21-14/h2-5,10-15,17-19H,6H2,1H3/t10-,11-,12+,13-,14-/m1/s1
    Key: GOZCEKPKECLKNO-RKQHYHRCSA-N
  • CC(=O)C1=CC=C(C=C1)O[C@H]2[C@@H]([C@H]([C@@H]([C@H](O2)CO)O)O)O
Properties
C14H18O7
Molar mass 298.291 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

See also

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References

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  1. ^ Münzenberger, Babette; Heilemann, Jürgen; Strack, Dieter; Kottke, Ingrid; Oberwinkler, Franz (1990). "Phenolics of mycorrhizas and non-mycorrhizal roots of Norway spruce". Planta. 182 (1): 142–8. doi:10.1007/BF00239996. PMID 24197010. S2CID 43504838.
  2. ^ Løkke, Hans (1990). "Picein and piceol concentrations in Norway spruce". Ecotoxicology and Environmental Safety. 19 (3): 301–9. doi:10.1016/0147-6513(90)90032-Z. PMID 2364913.