Sinapyl alcohol

Summary

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.

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
  • 537-33-7 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:64557 ☒N
ChemSpider
  • 4444145 ☒N
ECHA InfoCard 100.190.507 Edit this at Wikidata
KEGG
  • C02325 ☒N
  • 5280507
UNII
  • 8O6NO04SMV checkY
  • DTXSID10895025 Edit this at Wikidata
  • 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
  • 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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Infobox references

See also edit

References edit

  1. ^ 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.