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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:
1504-74-1
Molecular Weight:
162.19
FEMA Number:
3181
EC Number:
216-131-3
Council of Europe no.:
571
MDL number:
MFCD00007001
UNSPSC Code:
12164502
PubChem Substance ID:
329830575
Flavis number:
5.048
NACRES:
NA.21

grade

FG
Fragrance grade
Halal
Kosher
natural

Quality Level

400

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
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 2

Flash Point(F)

235.4 °F

Flash Point(C)

113 °C

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Certificates of Analysis (COA)

Lot/Batch Number
SHBR5590
SHBR2711
SHBQ4831
SHBP5325
SHBP9746

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R Giordani et al.
Phytotherapy research : PTR, 20(1), 58-61 (2006-01-07)
The antifungal activity of the essential oil from Cinnamomum cassia, alone or combined with amphotericin B, a drug widely used for most indications despite side-effects was investigated. The composition of the oil was analysed by GC/MS and characterized by its
Jian-you Guo et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 31(13), 1087-1090 (2006-10-20)
To observe the effect of 2-methoxycinnamaldehyde (isolated from fraction A of Guizhi Tang) on activity of COX and PGE2 release in rat cerebral microvascular endothelial cells (rCMEC) stimulated by IL-1. rCMEC were cultured, and identified by immunohistochemistry for von Willebrand
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
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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