Introduction：Basic information about CAS 103-26-4|Methyl cinnamate, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
| Common Name | Methyl cinnamate |
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| CAS Number | 103-26-4 | Molecular Weight | 162.185 |
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| Density | 1.1±0.1 g/cm3 | Boiling Point | 261.9±0.0 °C at 760 mmHg |
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| Molecular Formula | C10H10O2 | Melting Point | 34-38 °C(lit.) |
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| MSDS | ChineseUSA | Flash Point | 141.3±9.9 °C |
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Names
| Name | Methyl cinnamate |
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| Synonym | More Synonyms |
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Methyl cinnamate BiologicalActivity
| 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]. |
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| Related Catalog | Signaling Pathways >>Epigenetics >>AMPKResearch Areas >>InfectionSignaling Pathways >>Metabolic Enzyme/Protease >>TyrosinaseSignaling Pathways >>PI3K/Akt/mTOR >>AMPKResearch Areas >>Metabolic DiseaseSignaling Pathways >>Anti-infection >>Bacterial |
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| 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]. |
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| 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. |
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Chemical & Physical Properties
| Density | 1.1±0.1 g/cm3 |
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| Boiling Point | 261.9±0.0 °C at 760 mmHg |
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| Melting Point | 34-38 °C(lit.) |
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| Molecular Formula | C10H10O2 |
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| Molecular Weight | 162.185 |
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| Flash Point | 141.3±9.9 °C |
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| Exact Mass | 162.068085 |
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| PSA | 26.30000 |
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| LogP | 2.18 |
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| Vapour Pressure | 0.0±0.5 mmHg at 25°C |
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| Index of Refraction | 1.559 |
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| InChIKey | CCRCUPLGCSFEDV-BQYQJAHWSA-N |
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| SMILES | COC(=O)C=Cc1ccccc1 |
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| Storage condition | 0-10°C |
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| Water Solubility | insoluble |
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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 DATAACUTE 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)
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Safety Information
| Personal Protective Equipment | Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter |
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| Hazard Codes | Xn |
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| Safety Phrases | S22-S24/25 |
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| RIDADR | NONH for all modes of transport |
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| WGK Germany | 1 |
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| RTECS | GE0190000 |
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| HS Code | 2916399090 |
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Customs
| HS Code | 2916399090 |
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| 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% |
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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 |
