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对羟基肉桂酸

对羟基肉桂酸用途

【用途一】
用作医药与香料工业中间体

对羟基肉桂酸名称

[ CAS 号 ]:
7400-08-0

[ 中文名 ]:
对羟基肉桂酸

[ 英文名 ]:
p-Hydroxy-cinnamic acid

[中文别名 ]:

[英文别名 ]:

p-Hydroxycinnamic acid
b-[4-Hydroxyphenyl]acrylic Acid
E-4-HydroxycinnamicAcid
2-Propenoic acid, 3-(4-hydroxyphenyl)-, (2E)-
4-Coumaric acid
4-Hydroxycinnamic acid
p-Hydroxycinnamic acid, trans
2-Propenoic acid, 3- (4-hydroxyphenyl)-
(2E)-3-(4-Hydroxyphenyl)acrylic acid
(E)-4-Hydroxycinnamic acid

对羟基肉桂酸生物活性

[ 描述 ]:

p-Hydroxycinnamic acid 是一种常见的食用酚,能够抑制血小板 (platelet) 的活性,其对血栓素 B2 和前列腺素 E2 的 IC50 值分别为 371 μM,126 μM。

[ 相关类别 ]:

信号通路 >> G 蛋白偶联受体/G 蛋白 >> 前列腺素受体

天然产物 >> 酸和醛

研究领域 >> 其他

[ 靶点 ]

PGE2:126 μM (IC50)

TXB2:371 μM (IC50)

Human Endogenous Metabolite

[体外研究]

对羟基肉桂酸(对香豆酸)是一种普遍存在的具有抗氧化和抗炎特性的植物代谢产物。对羟基肉桂酸(500μM和1mM)分别相对于基础水平降低ADP诱导的血小板聚集(55•2(SE 4•01)％和35•6(SE 2•35)％)。对羟基肉桂酸能够改变血小板功能,这是一种模拟初级止血的剪切诱导装置。对羟基肉桂酸也会干扰花生四烯酸级联,减少血栓素B2的产生和脂多糖诱导的前列腺素E2的产生(分别为IC50 371和126μM)[1]。

[参考文献]

[1]. Luceri C, et al. p-Coumaric acid, a common dietary phenol, inhibits platelet activity in vitro and in vivo. Br J Nutr. 2007 Mar;97(3):458-63.

[相关活性小分子]

对羟基肉桂酸物理化学性质

[ 密度 ]:
1.3±0.1 g/cm3

[ 沸点 ]:
346.1±17.0 °C at 760 mmHg

[ 熔点 ]:
212-214ºC

[ 分子式 ]:
C₉H₈O₃

[ 分子量 ]:
164.158

[ 闪点 ]:
177.3±17.4 °C

[ 精确质量 ]:
164.047348

[ PSA ]:
57.53000

[ LogP ]:
1.88

[ 外观性状 ]:
淡黄色至米色结晶粉末

[ 蒸汽压 ]:
0.0±0.8 mmHg at 25°C

[ 折射率 ]:
1.660

[ 储存条件 ]:
-20°C

对羟基肉桂酸毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GD9094000

CHEMICAL NAME :: Cinnamic acid, p-hydroxy-

CAS REGISTRY NUMBER :: 7400-08-0

BEILSTEIN REFERENCE NO. :: 2207383

LAST UPDATED :: 199701

DATA ITEMS CITED :: 6

MOLECULAR FORMULA :: C9-H8-O3

MOLECULAR WEIGHT :: 164.17

WISWESSER LINE NOTATION :: QV1U1R DQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD50 - Lethal dose, 50 percent kill

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 657 mg/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

REFERENCE :: YKKZAJ Yakugaku Zasshi. Journal of Pharmacy. (Nippon Yakugakkai, 2-12-15 Shibuya, Shibuya-ku, Tokyo 150, Japan) No.1- 1881- Volume(issue)/page/year: 104,793,1984 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 2800 mg/kg

SEX/DURATION :: male 56 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Paternal Effects - testes, epididymis, sperm duct Reproductive - Paternal Effects - prostate, seminal vesicle, Cowper's gland, accessory glands Reproductive - Fertility - mating performance (e.g. # sperm positive females per # females mated; # copulations per # estrus cycles)

REFERENCE :: CCPTAY Contraception. (Geron-X, Inc., POB 1108, Los Altos, CA 94022) V.1- 1970- Volume(issue)/page/year: 23,677,1981

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 35 mg/kg

SEX/DURATION :: female 6 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - other measures of fertility

REFERENCE :: IJEBA6 Indian Journal of Experimental Biology. (Publications & Information Directorate, CSIR, Hillside Rd., New Delhi 110 012, India) V.1- 1963- Volume(issue)/page/year: 16,1285,1978

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 50 mg/kg

SEX/DURATION :: female 6 day(s) after conception

TOXIC EFFECTS :: Reproductive - Fertility - abortion

REFERENCE :: CCPTAY Contraception. (Geron-X, Inc., POB 1108, Los Altos, CA 94022) V.1- 1970- Volume(issue)/page/year: 20,49,1979

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 9600 mg/kg

SEX/DURATION :: female 12 day(s) pre-mating

TOXIC EFFECTS :: Reproductive - Maternal Effects - uterus, cervix, vagina

REFERENCE :: SCIEAS Science. (American Assoc. for the Advancement of Science, 1333 H St., NW, Washington, DC 20005) V.1- 1895- Volume(issue)/page/year: 195,575,1977

对羟基肉桂酸安全信息

[ 危害码 (欧洲) ]:
Xi:Irritant

[ 风险声明 (欧洲) ]:
R36/37/38

[ 安全声明 (欧洲) ]:
S22-S26-S36/37/39

[ WGK德国 ]:
2

[ RTECS号 ]:
GD9095000

对羟基肉桂酸

对羟基肉桂酸用途

对羟基肉桂酸名称

对羟基肉桂酸生物活性

对羟基肉桂酸物理化学性质

对羟基肉桂酸毒性和生态

CHEMICAL IDENTIFICATION

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

对羟基肉桂酸安全信息

对羟基肉桂酸合成路线

详细合成路线

对羟基肉桂酸上下游产品

对羟基肉桂酸上游产品

对羟基肉桂酸下游产品

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