Sinapyl alcohol

Sinapyl alcohol
Names
	Preferred IUPAC name 4-[(1E)-3-Hydroxyprop-1-en-1-yl]-2,6-dimethoxyphenol
	Other names Sinapoyl alcohol, 4-Hydroxy-3,5-dimethoxycinnamyl alcohol
Identifiers
CAS Number	537-33-7 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:64557 ;
ChemSpider	4444145 ;
ECHA InfoCard	100.190.507
KEGG	C02325 ;
PubChem CID	5280507;
UNII	8O6NO04SMV ;
CompTox Dashboard (EPA)	DTXSID501314695 DTXSID10895025, DTXSID501314695 ;
	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 ;
	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)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) 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

^ Boerjan, Wout; Ralph, John; Baucher, Marie (2003). "Lignin Biosynthesis". Annu. Rev. Plant Biol. 54: 519–46. doi:10.1146/annurev.arplant.54.031902.134938. PMID 14503002.

v t e Types of monolignols
Aglycones	coniferyl alcohol sinapyl alcohol paracoumaryl alcohol
Glycosides	Coniferin

v t e Types of phenylpropanoids
Classes of phenylpropanoids	Hydroxycinnamic acids Chromones (Furanochromones) Cinnamaldehydes Monolignols Coumarins Chalcones Flavonoids Allylbenzenes Stilbenoids Lignans Lignins Suberins
Examples	Rhododendrin