Sinapyl alcohol

Sinapyl alcohol
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^Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:64557^N
ChemSpider	4444145^N
ECHA InfoCard	100.190.507
KEGG	C02325^N
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+^N Key: LZFOPEXOUVTGJS-ONEGZZNKSA-N^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)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N verify (what is ^YN ?)
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

Types of Monolignols

Aglycones	coniferyl alcohol sinapyl alcohol paracoumaryl alcohol

Glycosides	Coniferin

Types of phenylpropanoids

Classes of phenylpropanoids	Hydroxycinnamic acids Chromones (Furanochromones) Cinnamaldehydes Monolignols Coumarins Chalcones Flavonoids Phenylpropenes Stilbenoids Lignans Lignins Suberins

Examples	Rhododendrin

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