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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

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)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
Jian-You Guo et al.
Biological & pharmaceutical bulletin, 29(11), 2214-2221 (2006-11-02)
Prostaglandin E2 (PGE2) works as a common final mediator of the febrile. Guizhi-Tang, one of the most famous traditional Chinese medical formula used to treat influenza, common cold and other pyretic conditions, was previously reported to reduce the production of
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

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