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Sinapyl alcohol

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Sinapyl alcohol
Names
IUPAC name
4-(3-hydroxyprop-1-enyl)-2,6-dimethoxyphenol
Other names
sinapoyl alcohol, 4-hydroxy-3,5-dimethoxycinnamyl alcohol
Identifiers
3D model (JSmol)
ChEBI
ChemSpider
ECHA InfoCard 100.190.507 Edit this at Wikidata
KEGG
  • 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
  • OC/C=C/c1cc(OC)c(O)c(OC)c1
Properties
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).
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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.

See also

References

  1. ^ Boerjan, Wout; Ralph, John; Baucher, Marie (2003). "Lignin Biosynthesis". Annu. Rev. Plant Biol. 54: 519–546. doi:10.1146/annurev.arplant.54.031902.134938.
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