姜酮； 4-(4-羟基-3-甲氧基苯基)-2-丁酮

姜酮； 4-(4-羟基-3-甲氧基苯基)-2-丁酮用途

Zingerone (Vanillylacetone) 是一种无毒的甲氧基苯酚,从生姜中得到,具有抗炎、抗糖尿病、抗脂质过敏、抗腹泻、抗痉挛和抗肿瘤[3]等活性[1]。Zingerone 能够缓解氧化应激和炎症,下调 NF-κB 介导的信号通路[2]。Zingerone 作为抗有丝分裂剂,能够抑制神经母细胞瘤的生长[3]。

姜酮； 4-(4-羟基-3-甲氧基苯基)-2-丁酮名称

[ CAS 号 ]:
122-48-5

[ 中文名 ]:
姜酮

[ 英文名 ]:
zingerone

[中文别名 ]:

[英文别名 ]:

UNII-4MMW850892
Vanillyl acetone
4-(4-Hydroxy-3-methoxyphenyl)-2-butanone
4-(4-hydroxy-3-methoxyphenyl)butan-2-one
Zingiberone
2-Butanone, 4-(4-hydroxy-3-methoxyphenyl)-
EINECS 204-548-3
Vanillylacetone
MFCD00048232
3-Methoxy-4-hydroxybenzylacetone

姜酮； 4-(4-羟基-3-甲氧基苯基)-2-丁酮生物活性

[ 描述 ]:

[ 相关类别 ]:

研究领域 >> 癌症

研究领域 >> 炎症/免疫

研究领域 >> 代谢疾病

天然产物 >> 酚类

[ 靶点 ]

NF-κB[3]

[体外研究]

Zingerone是一种无毒的甲氧基苯酚,具有强效的抗炎,抗糖尿病,抗脂肪,抗腹泻,解痉作用[1]。姜油酮(0-2 mM)可降低神经母细胞瘤细胞的存活率[3]。 Zingerone(0-2 mM)可降低细胞周期蛋白D1的表达,增加BE(2)-M17细胞中caspase-3和PARP-1的裂解[3]。

[体内研究]

Zingerone(50,100 mg/kg,每日口服,持续21天)通过减轻大鼠的氧化应激和炎症来预防四氧嘧啶诱导的糖尿病[2]。 Zingerone(10 mg/kg,ip)通过有丝分裂停滞,细胞分裂失败和细胞凋亡刺激抑制肿瘤进展[3]。

[参考文献]

[1]. Ahmad B, et al. A Review on Pharmacological Properties of Zingerone (4-(4-Hydroxy-3-methoxyphenyl)-2-butanone). ScientificWorldJournal. 2015;2015:816364.

[2]. Ahmad B, et al. Zingerone (4-(4-hydroxy-3-methylphenyl) butan-2-one) protects against alloxan-induced diabetes via alleviation of oxidative stress and inflammation: Probable role of NF-kB activation. Saudi Pharm J. 2018 Dec;26(8):1137-1145.

[3]. Choi JS, et al. Zingerone Suppresses Tumor Development through Decreasing Cyclin D1 Expression and Inducing Mitotic Arrest. Int J Mol Sci. 2018 Sep 19;19(9).

[相关活性小分子]

姜酮； 4-(4-羟基-3-甲氧基苯基)-2-丁酮物理化学性质

[ 密度 ]:
1.1±0.1 g/cm3

[ 沸点 ]:
323.0±27.0 °C at 760 mmHg

[ 熔点 ]:
40-41 °C(lit.)

[ 分子式 ]:
C₁₁H₁₄O₃

[ 分子量 ]:
194.227

[ 闪点 ]:
123.7±17.2 °C

[ 精确质量 ]:
194.094299

[ PSA ]:
46.53000

[ LogP ]:
0.64

[ 外观性状 ]:
透明略黄色液体

[ 蒸汽压 ]:
0.0±0.7 mmHg at 25°C

[ 折射率 ]:
1.526

[ 储存条件 ]:
2-8°C

[ 水溶解性 ]:
可溶于：甲醇

姜酮； 4-(4-羟基-3-甲氧基苯基)-2-丁酮MSDS

姜酮； 4-(4-羟基-3-甲氧基苯基)-2-丁酮毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: EL8900000

CHEMICAL NAME :: 2-Butanone, 4-(4-hydroxy-3-methoxyphenyl)-

CAS REGISTRY NUMBER :: 122-48-5

BEILSTEIN REFERENCE NO. :: 2051099

LAST UPDATED :: 199701

DATA ITEMS CITED :: 4

MOLECULAR FORMULA :: C11-H14-O3

MOLECULAR WEIGHT :: 194.25

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: Standard Draize test

ROUTE OF EXPOSURE :: Administration onto the skin

SPECIES OBSERVED :: Rodent - rabbit

REFERENCE :: FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,851,1982 ** ACUTE TOXICITY DATA **

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2580 mg/kg

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

REFERENCE :: FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,851,1982

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 :: FCTOD7 Food and Chemical Toxicology. (Pergamon Press Inc., Maxwell House, Fairview Park, Elmsford, NY 10523) V.20- 1982- Volume(issue)/page/year: 20,851,1982

姜酮； 4-(4-羟基-3-甲氧基苯基)-2-丁酮安全信息

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

[ 危害码 (欧洲) ]:
Xi

[ 风险声明 (欧洲) ]:
R36/37/38

[ 安全声明 (欧洲) ]:
S26-S36

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

[ WGK德国 ]:
2

[ RTECS号 ]:
EL8900000

[ 包装等级 ]:
II; III

[ 危险类别 ]:
4.1

[ 海关编码 ]:
29333999

姜酮； 4-(4-羟基-3-甲氧基苯基)-2-丁酮合成路线

姜酮； 4-(4-羟基-3-甲氧基苯基)-2-丁酮上下游产品

姜酮； 4-(4-羟基-3-甲氧基苯基)-2-丁酮上游产品

姜酮； 4-(4-羟基-3-甲氧基苯基)-2-丁酮下游产品

姜酮； 4-(4-羟基-3-甲氧基苯基)-2-丁酮海关

[ 海关编码 ]: 2914509090

[ 中文概述 ]:
2914509090 含其他含氧基的酮. 增值税率:17.0% 退税率:9.0% 监管条件:无最惠国关税:5.5% 普通关税:30.0%

[ 申报要素 ]: 品名, 成分含量, 用途, 丙酮报明包装

[ Summary ]:
HS:2914509090 other ketones with other oxygen function VAT:17.0% Tax rebate rate:9.0% Supervision conditions:none MFN tariff:5.5% General tariff:30.0%

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