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methyl (E)-cinnamate

Names

[ CAS No. ]:
1754-62-7

[ Name ]:
methyl (E)-cinnamate

[Synonym ]:
MFCD00008458
Methyl trans-cinnamate

Biological Activity

[Description]:

Methyl (E)-cinnamate (EMC), a phytochemical constituent isolated from Alpinia katsumadai Hayata, is a natural flavor compound with anti-inflammatory properties. Methyl (E)-cinnamate is widely used in the food and commodity industry[1].

[Related Catalog]:

Signaling Pathways >> Others >> Others
Research Areas >> Inflammation/Immunology

[In Vitro]

Methyl (E)-cinnamate (0~30 μM; 24 hours; MC3T3-E1 cells) significantly increases the cleaved forms of poly (ADP-ribose) polymerase (PARP) and caspase-3, while it decreases the expression levels of Survivin and Bcl-2, and significantly increases TUNEL-positive and DAPI-stained cells[1]. Methyl (E)-cinnamate (0~30 μM;7 days; MC3T3-E1 cells) suppresses the osteoblast differentiation[1]. Methyl (E)-cinnamate (1~100 μM; 24 and 48 hours; MC3T3-E1 cells) decreases cell survival and induces morphological changes. EMC decreases MAPKs signaling and cell migration[1]. Western Blot Analysis[1] Cell Line: MC3T3-E1 cells Concentration: 0~30 μM Incubation Time: 24 hours Result: Significantly increased the cleaved forms of poly (ADP-ribose) polymerase (PARP) and caspase-3, while it decreased the expression levels of Survivin and Bcl-2. Apoptosis Analysis[1] Cell Line: MC3T3-E1 cells Concentration: 0~30 μM Incubation Time: 24 hours Result: Significantly increased TUNEL-positive and DAPI-stained cells. Cell Differentiation Assay[1] Cell Line: MC3T3-E1 cells Concentration: 0~30 μM Incubation Time: 7 days Result: Suppressed the osteoblast differentiation.

[References]

[1]. Park KR, et al. A Phytochemical Constituent, (E)-Methyl-Cinnamate Isolated from Alpinia katsumadai Hayata Suppresses Cell Survival, Migration, and Differentiation in Pre-Osteoblasts. Int J Mol Sci. 2020;21(10):3700. Published 2020 May 24.

Chemical & Physical Properties

[ Density]:
1.078 g/cm3

[ Boiling Point ]:
261.9ºC at 760 mmHg

[ Melting Point ]:
34-38ºC

[ Molecular Formula ]:
C10H10O2

[ Molecular Weight ]:
162.18500

[ Flash Point ]:
141.3ºC

[ Exact Mass ]:
162.06800

[ PSA ]:
26.30000

[ LogP ]:
1.87280

[ Vapour Pressure ]:
0.0112mmHg at 25°C

[ Index of Refraction ]:
1.558

[ Storage condition ]:
2-8°C

MSDS

Safety Information

[ Personal Protective Equipment ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ Safety Phrases ]:
S22-S24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
1

[ RTECS ]:
GE0190000

Articles

Contribution of cinnamic acid analogues in rosmarinic acid to inhibition of snake venom induced hemorrhage.

Bioorg. Med. Chem. 19 , 2392-6, (2011)

In our previous paper, we reported that rosmarinic acid (1) of Argusia argentea could neutralize snake venom induced hemorrhagic action. Rosmarinic acid (1) consists of two phenylpropanoids: caffeic a...

BF3·OEt2-promoted diastereoselective diacetoxylation of alkenes by PhI(OAc)2.

J. Org. Chem. 76(24) , 9997-10004, (2011)

Selective syn and anti diacetoxylations of alkenes have been achieved using a PhI(OAc)(2)/BF(3)·OEt(2) system in the presence and absence of water, respectively. A broad range of substrates including ...

Stoichiometric model of alpha-cyclodextrin complex formation.

J. Pharm. Sci. 69(5) , 564-7, (1980)

The solubility, spectral, and kinetic methods were used to study complexing between alpha-cyclodextrin (ligand, L) and 3,5-dimethoxycinnamic acid, benzalacetone, and methyl cinnamate (substrates, S). ...


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Related Compounds