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Merck
CN

W318101

2-Methoxycinnamaldehyde

greener alternative

natural, 98%, FG

Synonym(s):

o-Methoxycinnamaldehyde

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About This Item

Linear Formula:
CH3OC6H4CH=CHCHO
CAS Number:
Molecular Weight:
162.19
Council of Europe no.:
571
FEMA Number:
3181
UNSPSC Code:
12164502
Flavis number:
5.048
NACRES:
NA.21
EC Number:
216-131-3
PubChem Substance ID:
MDL number:
Organoleptic:
cinnamon; woody; spicy; sweet
Grade:
FG
Fragrance grade
Halal
Kosher
natural
Agency:
follows IFRA guidelines
Food allergen:
no known allergens
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Product Name

2-Methoxycinnamaldehyde, natural, 98%, FG

SMILES string

[H]C(=O)C=Cc1ccccc1OC

InChI

1S/C10H10O2/c1-12-10-7-3-2-5-9(10)6-4-8-11/h2-8H,1H3/b6-4+

InChI key

KKVZAVRSVHUSPL-GQCTYLIASA-N

grade

FG
Fragrance grade
Halal
Kosher
natural

agency

follows IFRA guidelines

reg. compliance

EU Regulation 1223/2009
EU Regulation 1334/2008 & 178/2002
FDA 21 CFR 172.515

assay

98%

greener alternative product characteristics

Less Hazardous Chemical Syntheses
Use of Renewable Feedstocks
Learn more about the Principles of Green Chemistry.

sustainability

Greener Alternative Product

bp

160-161 °C/12 mmHg (lit.)

mp

44.0-49.0 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

fragrance allergen

no known allergens

greener alternative category

organoleptic

cinnamon; woody; spicy; sweet

Quality Level

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Application


  • Network pharmacology combined with molecular docking and experimental validation to explore the potential mechanism of Cinnamomi ramulus against ankylosing spondylitis.: This study investigates the anti-inflammatory potential of 2-Methoxycinnamaldehyde in Cinnamomi ramulus. Its application extends to novel therapeutic approaches for treating ankylosing spondylitis, demonstrating significant implications for medicinal chemistry and pharmacology (Wei et al., 2023).

  • Ramulus Cinnamomi essential oil exerts an anti-inflammatory effect on RAW264.7 cells through N-acylethanolamine acid amidase inhibition.: The study elaborates on the anti-inflammatory activities of 2-Methoxycinnamaldehyde, offering a biochemical pathway that could be exploited in anti-inflammatory drug design (Jia et al., 2023).
  • Metabolomics-Driven Exploration of the Antibacterial Activity and Mechanism of 2-Methoxycinnamaldehyde.: This article offers insights into the antibacterial properties of 2-Methoxycinnamaldehyde, using metabolomics to explore its mechanism of action, significant for developments in antimicrobial treatments (Qian et al., 2022).


General description

We are committed to bringing you greener alternative products, which adhere to one or more of The 12 Principles of Greener Chemistry. This product is Biobased and thus aligns with "Less Hazardous Chemical Syntheses" and "Use of Renewable Feedstocks".

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Warning

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk

WGK 2

flash_point_f

235.4 °F

flash_point_c

113 °C


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Daishi Yamakawa et al.
Biochemical and biophysical research communications, 415(1), 174-180 (2011-10-29)
Blood vessels are mainly composed of intraluminal endothelial cells (ECs) and mural cells adhering to the ECs on their basal side. Immature blood vessels lacking mural cells are leaky; thus, the process of mural cell adhesion to ECs is indispensable
R Montes-Belmont et al.
Journal of food protection, 61(5), 616-619 (1998-08-26)
The effects of 11 plant essential oils for maize kernel protection against Aspergillus flavus were studied. Tests were conducted to determine optimal levels of dosages for maize protection, effects of combinations of essential oils, and residual effects and toxicity of
O B Samuelsen et al.
Xenobiotica; the fate of foreign compounds in biological systems, 16(9), 845-852 (1986-09-01)
The metabolism of o-methoxycinnamaldehyde (1.3 mmol/kg, intragastrically) was studied in rats. Identification of the urinary metabolites by g.l.c.-mass spectrometry and quantification by h.p.l.c. showed that the major metabolic pathway (approx. two-thirds of the dose) was oxidation to the corresponding cinnamic
Alavala Matta Reddy et al.
Planta medica, 70(9), 823-827 (2004-10-27)
Nuclear factor (NF)-cB is a transcription factor regulating the expression of inflammatory and immune genes. In the present study, an extract from stem bark of Cinnamomum cassia Blume(Lauraceae) was discovered to have an inhibitory effect on LPS-induced NF-KB transcriptional activity
Ludger Wennemann et al.
Mededelingen (Rijksuniversiteit te Gent. Fakulteit van de Landbouwkundige en Toegepaste Biologische Wetenschappen), 67(3), 499-509 (2003-04-17)
High wheel tractor applications of 4-methoxycinnamaldehyde (MCA)-coated corn granules ('grits') were conducted in Ruski Krstur (Serbia) in summer 2001 in a 5 ha corn field. Grits are a by-product after corn is harvested and separated from the cob and used

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