肉桂酸甲酯

肉桂酸甲酯用途

Methyl cinnamate (Methyl 3-phenylpropenoate),是花椒的有效成分,也是一种用途广泛的天然香料化合物。Methyl cinnamate (Methyl 3-phenylpropenoate) 具有抗菌活性,是一种防止食品褐变的酪氨酸酶 (tyrosinase) 抑制剂。Methyl cinnamate (Methyl 3-phenylpropenoate) 通过由 CaMKK2-AMPK 信号途径介导的机制具有抗脂活性。

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肉桂酸甲酯名称

[ CAS 号 ]:
103-26-4

[ 中文名 ]:
桂酸甲酯

[ 英文名 ]:
Methyl cinnamate

[英文别名 ]:

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

肉桂酸甲酯生物活性

[ 描述 ]:

[ 相关类别 ]:

信号通路 >> 表观遗传学 >> AMPK

研究领域 >> 感染

信号通路 >> 代谢酶/蛋白酶 >> 酪氨酸酶

信号通路 >> PI3K/Akt/mTOR 信号通路 >> AMPK

研究领域 >> 代谢疾病

信号通路 >> 抗感染 >> 细菌

[体外研究]

在3T3-L1细胞模型中,肉桂酸甲酯(3-苯基丙酸甲酯)通过抑制脂肪生成转录因子SREBP-1、PPARγ和C/EBPα的表达和PPARγ的转录活性抑制脂肪细胞分化。此外,肉桂酸甲酯(3-苯基丙烯酸甲酯)激活参与脂肪生成调节的CaMKK2-AMPK信号级联[1]。

[参考文献]

[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.

肉桂酸甲酯物理化学性质

[ 密度 ]:
1.1±0.1 g/cm3

[ 沸点 ]:
261.9±0.0 °C at 760 mmHg

[ 熔点 ]:
34-38 °C(lit.)

[ 分子式 ]:
C₁₀H₁₀O₂

[ 分子量 ]:
162.185

[ 闪点 ]:
141.3±9.9 °C

[ 精确质量 ]:
162.068085

[ PSA ]:
26.30000

[ LogP ]:
2.18

[ 外观性状 ]:
白色至淡黄色晶体水果的气味

[ 蒸汽压 ]:
0.0±0.5 mmHg at 25°C

[ 折射率 ]:
1.559

[ 储存条件 ]:
0-10°C

[ 水溶解性 ]:
insoluble

肉桂酸甲酯MSDS

详细MSDS(安全技术说明书)

肉桂酸甲酯毒性和生态

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)

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肉桂酸甲酯安全信息

[ 个人防护装备 ]:
Eyeshields;Gloves;type N95 (US);type P1 (EN143) respirator filter

[ 危害码 (欧洲) ]:
Xn

[ 安全声明 (欧洲) ]:
S22-S24/25

[ 危险品运输编码 ]:
NONH for all modes of transport

[ WGK德国 ]:
1

[ RTECS号 ]:
GE0190000

[ 海关编码 ]:
2916399090

肉桂酸甲酯合成路线

详细合成路线

肉桂酸甲酯上下游产品

肉桂酸甲酯上游产品

肉桂酸甲酯下游产品

肉桂酸甲酯制备

由肉桂酸与甲醇酯化而得。将肉桂酸、甲醇和硫酸的混合物加热回流5h，加收过量的甲醇。冷却，分去酸层，水洗后再用10%碳酸钠溶液洗涤，然后用水洗至中性。得粗品，经重结晶或减压蒸馏[收集132-134℃（2.0kPa）馏分]，得肉桂酸甲酯成品。收率约70%。

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肉桂酸甲酯海关

[ 海关编码 ]: 2916399090

[ 中文概述 ]:
2916399090 其他芳香一元羧酸. 增值税率:17.0% 退税率:9.0% 监管条件:无最惠国关税:6.5% 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 丙烯酸、丙烯酸盐或酯应报明包装

[ 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%

肉桂酸甲酯文献

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). ...

更多文献

肉桂酸甲酯

肉桂酸甲酯用途

肉桂酸甲酯名称

肉桂酸甲酯生物活性

肉桂酸甲酯物理化学性质

肉桂酸甲酯MSDS

详细MSDS(安全技术说明书)

肉桂酸甲酯毒性和生态

CHEMICAL IDENTIFICATION

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

肉桂酸甲酯安全信息

肉桂酸甲酯合成路线

详细合成路线

肉桂酸甲酯上下游产品

肉桂酸甲酯上游产品

肉桂酸甲酯下游产品

肉桂酸甲酯制备

肉桂酸甲酯海关

肉桂酸甲酯文献

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