Methyl cinnamate

Modify Date: 2025-08-21 12:07:10

Methyl cinnamate Structure
Methyl cinnamate structure
 Common Name Methyl cinnamate
CAS Number 103-26-4 Molecular Weight 162.185
Density 1.1±0.1 g/cm3 Boiling Point 261.9±0.0 °C at 760 mmHg
Molecular Formula C10H10O2 Melting Point 34-38 °C(lit.)
MSDS Chinese USA Flash Point 141.3±9.9 °C

 Use of Methyl cinnamate


Methyl cinnamate (Methyl 3-phenylpropenoate), an active component of Zanthoxylum armatum, is a widely used natural flavor compound. Methyl cinnamate (Methyl 3-phenylpropenoate) possesses antimicrobial activity and is a tyrosinase inhibitor that can prevent food browning. Methyl cinnamate (Methyl 3-phenylpropenoate) has antiadipogenic activity through mechanisms mediated, in part, by the CaMKK2-AMPK signaling pathway[1].

 Names

Name Methyl cinnamate
Synonym More Synonyms

 Methyl cinnamate Biological Activity

Description Methyl cinnamate (Methyl 3-phenylpropenoate), an active component of Zanthoxylum armatum, is a widely used natural flavor compound. Methyl cinnamate (Methyl 3-phenylpropenoate) possesses antimicrobial activity and is a tyrosinase inhibitor that can prevent food browning. Methyl cinnamate (Methyl 3-phenylpropenoate) has antiadipogenic activity through mechanisms mediated, in part, by the CaMKK2-AMPK signaling pathway[1].
Related Catalog
In Vitro In 3T3-L1 cell model, Methyl cinnamate (Methyl 3-phenylpropenoate) inhibits adipocyte differentiation by attenuating expression of the adipogenic transcription factors SREBP-1, PPARγ, and C/EBPα and the transcriptional activity of PPARγ. In addition, Methyl cinnamate (Methyl 3-phenylpropenoate) activates the CaMKK2−AMPK signaling cascade involved in the regulation of adipogenesis[1].
References

[1]. Chen YY, et al. Methyl cinnamate inhibits adipocyte differentiation via activation of the CaMKK2-AMPK pathwayin 3T3-L1 preadipocytes. J Agric Food Chem. 2012 Feb 1;60(4):955-63.

 Chemical & Physical Properties

Density 1.1±0.1 g/cm3
Boiling Point 261.9±0.0 °C at 760 mmHg
Melting Point 34-38 °C(lit.)
Molecular Formula C10H10O2
Molecular Weight 162.185
Flash Point 141.3±9.9 °C
Exact Mass 162.068085
PSA 26.30000
LogP 2.18
Vapour Pressure 0.0±0.5 mmHg at 25°C
Index of Refraction 1.559
Storage condition 0-10°C
Water Solubility insoluble

 Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :
GE0190000
CHEMICAL NAME :
Cinnamic acid, methyl ester
CAS REGISTRY NUMBER :
103-26-4
LAST UPDATED :
199712
DATA ITEMS CITED :
5
MOLECULAR FORMULA :
C10-H10-O2
MOLECULAR WEIGHT :
162.20
WISWESSER LINE NOTATION :
1OV1U1R

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Oral
SPECIES OBSERVED :
Rodent - rat
DOSE/DURATION :
2610 mg/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 13,849,1975
TYPE OF TEST :
LD50 - Lethal dose, 50 percent kill
ROUTE OF EXPOSURE :
Administration onto the skin
SPECIES OBSERVED :
Rodent - rabbit
DOSE/DURATION :
>5 gm/kg
TOXIC EFFECTS :
Details of toxic effects not reported other than lethal dose value
REFERENCE :
FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 13,849,1975 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 83204 No. of Facilities: 21 (estimated) No. of Industries: 1 No. of Occupations: 19 No. of Employees: 2695 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 83204 No. of Facilities: 3528 (estimated) No. of Industries: 15 No. of Occupations: 36 No. of Employees: 57284 (estimated) No. of Female Employees: 39442 (estimated)

 Safety Information

Personal Protective Equipment Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter
Hazard Codes Xn
Safety Phrases S22-S24/25
RIDADR NONH for all modes of transport
WGK Germany 1
RTECS GE0190000
HS Code 2916399090

 Synthetic Route

 Customs

HS Code 2916399090
Summary 2916399090 other aromatic monocarboxylic acids, their anhydrides, halides, peroxides, peroxyacids and their derivatives VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:6.5% General tariff:30.0%

 Articles16

More 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). ...

 Synonyms

METHYLCINNAMATE
METHYL CINANMATE
Cinnamic acid methylester
E-3-phenyl-acrylic acid methyl ester
(E)-cinnamic acid methyl ester
TRANS-CINNAMIC ACID METHYL ESTER
cinnamic acid methyl ester
(2E)-3-Phenyl-2-propenoic acid methyl ester
trans-3-Phenylacrylic Acid Methyl Ester
METHYL-3-PHENYLPROPENOTE
Methyl (2E)-3-phenylacrylate
Methyl cinnamate
METHYL CINNAMATE/CINNAMIC ACID METHYL ESTER
EINECS 203-093-8
Methyl (E)-cinnamate
2-Propenoic acid, 3-phenyl-, methyl ester, (2E)-
CINNAMICACIDMETHYLESTER
MFCD00008458
Methyl trans-3-Phenylacrylate
METHYL 3-PHENYLACRYLATE
methyl (2E)-3-phenylprop-2-enoate
METHYL CIMNAMATE NATURAL
METHYL CINNAMYLATE
Methyl trans-cinnamate
FEMA 2698
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