Sinapyl alcohol

Sinapyl alcohol
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Names
	IUPAC name 4-(3-hydroxyprop-1-enyl)-2,6-dimethoxyphenol
	Other names sinapoyl alcohol, 4-hydroxy-3,5-dimethoxycinnamyl alcohol
Identifiers
CAS Number	537-33-7
ChEBI	CHEBI:64557
ChemSpider	4444145
Jmol 3D model	Interactive image
KEGG	C02325
PubChem	5280507
	InChI InChI=1S/C11H14O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-4,6-7,12-13H,5H2,1-2H3/b4-3+ Key: LZFOPEXOUVTGJS-ONEGZZNKSA-N ; InChI=1/C11H14O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-4,6-7,12-13H,5H2,1-2H3/b4-3+ Key: LZFOPEXOUVTGJS-ONEGZZNKBU ;
	SMILES OC/C=C/c1cc(OC)c(O)c(OC)c1 ;
Properties
Chemical formula	C11H14O4
Molar mass	210.226
Appearance	colourless solid
Melting point	61 to 65 °C (142 to 149 °F; 334 to 338 K)
Vapor pressure	{{{value}}}
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

Sinapyl alcohol is an organic compound structurally related to cinnamic acid. It is biosynthetized via the phenylpropanoid biochemical pathway, its immediate precursor being sinapaldehyde. This phytochemical is one of the monolignols, which are precursor to lignin or lignans.^[1] It is also a biosynthetic precursor to various stilbenoids and coumarins.

References

↑ Wout Boerjan, John Ralph, Marie Baucher "Lignin Biosynthesis" Annu. Rev. Plant Biol. 2003, vol. 54, pp. 519–46. doi:10.1146/annurev.arplant.54.031902.134938