Methyl p-coumarate

Names

[ Name ]:
Methyl p-coumarate

[Synonym ]:
2-Propenoic acid, 3-(4-hydroxyphenyl)-, methyl ester
p-Hydroxycinnamic acid methyl ester
methyl (2E)-3-(4-hydroxyphenyl)prop-2-enoate
2-Propenoic acid, 3-(4-hydroxyphenyl)-, methyl ester, (2E)-
Cinnamic acid, p-hydroxy-, methyl ester
EINECS 223-531-1
Methyl 3-(4-hydroxyphenyl)acrylate
Methyl-4-hydroxy cinnamate
Methyl (2E)-3-(4-hydroxyphenyl)acrylate
Methyl 4-hydroxycinnamate
MFCD00157167
2-Propenoic acid, 3- (4-hydroxyphenyl)-, methyl ester
methyl trans-p-hydroxycinnamate

Biological Activity

[Description]:

Methyl p-coumarate (Methyl 4-hydroxycinnamate), an esterified derivative of p-Coumaric acid (pCA), is isolated from the flower of Trixis michuacana var longifolia. Methyl p-coumarate could inhibit the melanin formation in B16 mouse melanoma cells. Methyl p-coumarate also has strong in vitro inhibitory effect on A. alternata and other pathogens[1][2].

[Related Catalog]:

Research Areas >> Cancer

Research Areas >> Infection

Signaling Pathways >> Anti-infection >> Fungal

[References]

[1]. Kubo I, et, al. Methyl p-coumarate, a melanin formation inhibitor in B16 mouse melanoma cells. Bioorg Med Chem. 2004 Oct 15;12(20):5349-54.

[2]. Yuan S, et, al. Defense Responses, Induced by p-Coumaric Acid and Methyl p-Coumarate, of Jujube ( Ziziphus jujuba Mill.) Fruit against Black Spot Rot Caused by Alternaria alternate. J Agric Food Chem. 2019 Mar 13;67(10):2801-2810.

Chemical & Physical Properties

[ Density]:
1.2±0.1 g/cm3

[ Boiling Point ]:
306.6±17.0 °C at 760 mmHg

[ Melting Point ]:
144-145ºC

[ Molecular Formula ]:
C₁₀H₁₀O₃

[ Molecular Weight ]:
178.185

[ Flash Point ]:
132.8±13.7 °C

[ Exact Mass ]:
178.062988

[ PSA ]:
46.53000

[ LogP ]:
1.64

[ Vapour Pressure ]:
0.0±0.7 mmHg at 25°C

[ Index of Refraction ]:
1.593

MSDS

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Safety Information

[ Hazard Codes ]:
Xi

[ HS Code ]:
2918290000

Synthetic Route

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Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2918290000

[ Summary ]:
HS: 2918290000 other carboxylic acids with phenol function but without other oxygen function, their anhydrides, halides, peroxides, peroxyacids and their derivatives Tax rebate rate:9.0% Supervision conditions:AB(certificate of inspection for goods inward,certificate of inspection for goods outward) VAT:17.0% MFN tariff:6.5% General tariff:30.0%