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  Y
3D model (JSmol)	Interactive image
ChEBI	CHEBI:64557  N
ChemSpider	4444145  N
ECHA InfoCard	100.190.507
KEGG	C02325  N
PubChem CID	5280507
UNII	8O6NO04SMV  Y
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+ N Key: LZFOPEXOUVTGJS-ONEGZZNKSA-N 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). 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.

See also

• Sinapinic acid
• Syringol
• Syringaldehyde
• Syringic acid
• Acetosyringone
• Sinapine
• Canolol
• Phenolic content in wine

References

1. Boerjan, Wout; Ralph, John; Baucher, Marie (2003). "Lignin Biosynthesis". Annu. Rev. Plant Biol. 54 (1): 519–46. Bibcode:2003AnRPB..54..519B. doi:10.1146/annurev.arplant.54.031902.134938. PMID   14503002.