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382159

Sigma-Aldrich

trans-3,5-Dimethoxy-4-hydroxycinnamaldehyde

98%

Synonym(s):

Sinapinaldehyde

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About This Item

Linear Formula:
HOC6H2(OCH3)2CH=CHCHO
CAS Number:
4206-58-0
Molecular Weight:
208.21
MDL number:
MFCD00075980
UNSPSC Code:
12352100
PubChem Substance ID:
24863871

Assay

98%

form

solid

mp

104-106 °C (lit.)

storage temp.

2-8°C

SMILES string

[H]C(=O)\C([H])=C(/[H])c1cc(OC)c(O)c(OC)c1

InChI

1S/C11H12O4/c1-14-9-6-8(4-3-5-12)7-10(15-2)11(9)13/h3-7,13H,1-2H3/b4-3+

InChI key

CDICDSOGTRCHMG-ONEGZZNKSA-N

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Application

trans-3,5-Dimethoxy-4-hydroxycinnamaldehyde (Sinapinaldehyde) is suitable for use in the determination of phenolic compounds by HPLC with multiple wavelength detector in grape marc distillates aged in Quercus petraea, Quercus robur and Quercus alba wooden barrels. It is suitable for use in the GC/MS positive ion chemical ionization (PICI) characterization of volatile phenols and benzene aldehydes in various woods.

Pictograms

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H315,H319,H335

Hazard Classifications

Eye Irrit. 2 - Skin Irrit. 2 - STOT SE 3

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

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Erin K Bomati et al.
The Plant cell, 17(5), 1598-1611 (2005-04-15)
We describe the three-dimensional structure of sinapyl alcohol dehydrogenase (SAD) from Populus tremuloides (aspen), a member of the NADP(H)-dependent dehydrogenase family that catalyzes the last reductive step in the formation of monolignols. The active site topology revealed by the crystal
M H Farah et al.
Planta medica, 58(1), 14-18 (1992-02-01)
Coniferaldehyde, scopoletin, sinapaldehyde, and syringaldehyde were isolated from an aqueous extract of Senra incana. All four compounds inhibited prostaglandin synthetase in a dose-dependent way. Compared to aspirin, the potency of coniferaldehyde and scopoletin was about five times higher, whereas syringaldehyde
First Approach to the Analytical Characterization of Barrel-Aged Grape Marc Distillates Using Phenolic Compounds and Colour Parameters.
Rodriguez-Solana R, et al.
Food Technology and Biotechnology, 52(4), 391-402 (2014)
L Li et al.
The Plant cell, 13(7), 1567-1586 (2001-07-13)
Cinnamyl alcohol dehydrogenase (CAD; EC 1.1.1.195) has been thought to mediate the reduction of both coniferaldehyde and sinapaldehyde into guaiacyl and syringyl monolignols in angiosperms. Here, we report the isolation of a novel aspen gene (PtSAD) encoding sinapyl alcohol dehydrogenase
David Fournand et al.
Phytochemistry, 62(2), 139-146 (2002-12-17)
Capillary zone electrophoresis has been used to monitor the first steps of the dehydrogenative polymerization of coniferyl alcohol, sinapyl aldehyde, or a mixture of both, catalyzed by the horseradish peroxidase (HRP)-H(2)O(2) system. When coniferyl alcohol was the unique HRP substrate
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