Sinapinaldehyde

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Structural formula
Structural formula of sinapinaldehyde
General
Surname Sinapinaldehyde
other names
  • trans -3,5-dimethoxy-4-hydroxycinnamaldehyde
  • ( E ) -3,5-dimethoxy-4-hydroxycinnamaldehyde
  • ( 2E ) -3- (4-Hydroxy-3,5-dimethoxyphenyl) -2-propenaldehyde
Molecular formula C 11 H 12 O 4
External identifiers / databases
CAS number 4206-58-0
EC number 627-731-3
ECHA InfoCard 100.156.065
PubChem 119216
ChemSpider 106501
Wikidata Q2288772
properties
Molar mass 208.21 g mol −1
Physical state

firmly

Melting point

104-106 ° C

safety instructions
GHS labeling of hazardous substances
07 - Warning

Caution

H and P phrases H: 315-319-335
P: 261-305 + 351 + 338
As far as possible and customary, SI units are used. Unless otherwise noted, the data given apply to standard conditions .

Sinapinaldehyde ( trans -3,5-dimethoxy-4-hydroxycinnamaldehyde) is a chemical compound from the group of phenylpropanoids or cinnamic acid derivatives, which is found in Senra incana (Hibisceae) and occurs in cork oaks ( Quercus suber ). In Arabidopsis thaliana this compound is part of the lignin biosynthetic pathway . The enzyme dihydroflavonol-4-reductase converts sinapinaldehyde and NADPH to sinapyl alcohol and NADP .

Individual evidence

  1. a b c data sheet trans-3,5-dimethoxy-4-hydroxycinnamaldehyde from Sigma-Aldrich , accessed on December 27, 2012 ( PDF ).
  2. Mohamed Hussein Farah, Gunnar Samuelsson: “Pharmacologically Active Phenylpropanoids from Senra incana ”, Planta Medica , 1992 , 58  (1), pp. 14-18 ( doi : 10.1055 / s-2006-961380 ).
  3. Elvira Conde, Estrella Cadahía, María Concepción García-Vallejo, Brígida Fernández de Simón: "polyphenolic composition of Quercus suber Cork from Different Provenances Spanish", J. Agric. Food Chem. , 1998 , 46  (8), pp. 3166-3171 ( doi : 10.1021 / jf970863k ).
  4. arabidopsisreactome.org: Dihydroflavonol 4-reductase .