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289019

Sigma-Aldrich

2-Methoxycinnamaldehyde, predominantly trans

96%

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Linear Formula:
CH3OC6H4CH=CHCHO
CAS Number:
Molecular Weight:
162.19
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:

Quality Level

Assay

96%

form

solid

bp

128-130 °C/0.6 mmHg (lit.)

mp

44-46 °C (lit.)

SMILES string

COc1ccccc1\C=C\C=O

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

General description

2-Methoxycinnamaldehyde is one of the components of Cinnamomum cassia. It was identified using high-pressure liquid chromatography (HPLC) and gas chromatography–mass spectrometry.

Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

WGK

WGK 2

Flash Point(F)

235.4 °F

Flash Point(C)

113 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Information

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R Z Behar et al.
Toxicology in vitro : an international journal published in association with BIBRA, 28(2), 198-208 (2014-02-12)
In a prior study on electronic cigarette (EC) refill fluids, Cinnamon Ceylon was the most cytotoxic of 36 products tested. The purpose of the current study was to determine if high cytotoxicity is a general feature of cinnamon-flavored EC refill
Tran Minh Ngoc et al.
Natural product communications, 9(4), 487-488 (2014-05-30)
A new coumarin derivative, coumacasia (1) and eight known compounds, coumarin (2), cinnamaldehyde (3), 2-methoxycinnamaldehyde (4), 2-hydroxycinnamaldehyde (5), coniferaldehyde (6), cinnamic acid (7), 2-hydroxycinnamic acid (8), and cinnamic alcohol (9), were isolated from the methanol extract of Cinnamomum cassia. Their
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

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