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7400-08-0

7400-08-0结构式
7400-08-0结构式

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中文名 对羟基肉桂酸
英文名 4-coumaric acid
中文别名 对羟基苯丙烯酸
反式-4-羟基桂皮酸
3-(4-羟基苯基)丙烯酸
4-羟基肉桂酸
3-(4-羟基苯基)-2-丙烯酸
对羟基肉硅酸
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
EINECS 231-000-0
trans-p-hydroxycinnamic acid
PARA-HYDROXYCINNAMIC ACID
p-coumaric acid
hydroxycinnamic acid
p-Coumaric acid, trans
trans-4-hydroxycinnamic acid
trans-4-coumaric acid
trans-p-Coumaric Acid
(2E)-3-(4-hydroxyphenyl)prop-2-enoic acid
β-[4-hydroxyphenyl]acrylic acid
p-Hydroxy-cinnamic acid
(E)-p-hydroxycinnamic acid
β-(4-Hydroxyphenyl)acrylic acid
MFCD00004399
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
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.

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
计算化学

1.疏水参数计算参考值(XlogP):无

2.氢键供体数量:2

3.氢键受体数量:3

4.可旋转化学键数量:2

5.互变异构体数量:4

6.拓扑分子极性表面积:57.5

7.重原子数量:12

8.表面电荷:0

9.复杂度:178

10.同位素原子数量:0

11.确定原子立构中心数量:0

12.不确定原子立构中心数量:0

13.确定化学键立构中心数量:1

14.不确定化学键立构中心数量:0

15.共价键单元数量:1

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

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