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W318101

Sigma-Aldrich

2-Methoxycinnamaldehyde

natural, 98%, FG

Synonym(s):

o-Methoxycinnamaldehyde

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About This Item

Linear Formula:
CH3OC6H4CH=CHCHO
CAS Number:
Molecular Weight:
162.19
FEMA Number:
3181
EC Number:
Council of Europe no.:
571
MDL number:
UNSPSC Code:
12164502
PubChem Substance ID:
Flavis number:
5.048
NACRES:
NA.21

grade

FG
Fragrance grade
Halal
Kosher
natural

Quality Level

Agency

follows IFRA guidelines

reg. compliance

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

Assay

98%

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

Organoleptic

cinnamon; woody; spicy; sweet

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

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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).


Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

WGK 2

Flash Point(F)

235.4 °F

Flash Point(C)

113 °C


Certificates of Analysis (COA)

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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
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
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
Guang-Ping Lv et al.
Journal of separation science, 33(15), 2341-2348 (2010-06-24)
A pressurized liquid extraction and GC-MS method was developed for simultaneous quantitative determination of the seven components, including cinnamaldehyde, copaene, cinnamic acid, coumarin, 2-methoxycinnamaldehyde, 2-methoxycinnamic acid and safrole in Cinnamomum cassia. The results showed that methanol and ethanol was not

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