Chemistry:Picein

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
CAS Number	530-14-3 ;
3D model (JSmol)	Interactive image;
Abbreviations	Glc(b)-O-Ph(4-Ac)
ChemSpider	83169;
PubChem CID	92123;
UNII	2H3ACT49CQ ;
	InChI 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;
	SMILES 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
Chemical formula	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).
	Infobox references

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

References

↑ 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.
↑ 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.

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Names
Chemical structure of picein
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
CAS Number	530-14-3^Y
3D model (JSmol)	Interactive image
Abbreviations	Glc(b)-O-Ph(4-Ac)
ChemSpider	83169
PubChem CID	92123
UNII	2H3ACT49CQ^Y
InChI 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
SMILES 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
Chemical formula	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).
Infobox references