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覆盆子酮

覆盆子酮用途

Raspberry ketone 是覆盆子中主要的芳香族化合物,主要用作化妆品的香料和食品增味剂；同时可作为 PPAR-α 的激动剂起作用。

覆盆子酮名称

[ CAS 号 ]:
5471-51-2

[ 中文名 ]:
4-(4-羟基苯基)-2-丁酮

[ 英文名 ]:
4-(4-Hydroxyphenyl)-2-butanone

[中文别名 ]:

[英文别名 ]:

Oxyphenalon
4-hydroxy benzyl acetone
Raspberry keton
4-(4-Hydroxyphenyl)-2-butanone
Frambinone
Rheosmin
OXYPHENONE
OXYPHENYLON
Raspberry ketone
EINECS 226-806-4

覆盆子酮生物活性

[ 描述 ]:

Raspberry ketone 是覆盆子中主要的芳香族化合物,主要用作化妆品的香料和食品增味剂；同时可作为 PPAR-α 的激动剂起作用。

[ 相关类别 ]:

研究领域 >> 代谢疾病

天然产物 >> 酚类

研究领域 >> 心血管疾病

[ 靶点 ]

PPAR-α

[体外研究]

覆盆子酮(1,10,20和50μM)抑制3T3-L1前脂肪细胞中的脂肪生成和脂质积累。覆盆子酮(10μM)显着阻断C /EBPα,PPARγ和aP2表达,并增加ATGL和HSL以及CPT1B的表达[1]。

[体内研究]

覆盆子酮(0.5％,1％或2％)增加总胆固醇(TC),甘油三酯(TG),低密度脂蛋白胆固醇含量(LDL-C),ISI(胰岛素敏感指数),PPAR-的水平α和LDLR降低血清AST(天冬氨酸氨基转移酶),ALT(丙氨酸氨基转移酶),ALP(碱性磷酸酶),IRI(胰岛素抵抗指数),GLU(葡萄糖),INS(胰岛素敏感指数),LEP(瘦素)的血清水平与高脂肪饮食诱导的NASH模型相比,大鼠中的TNF-α和TNF-α。覆盆子酮也会导致SOD活性增加[2]。覆盆子酮对异丙肾上腺素诱导的大鼠心肌梗死具有心脏保护作用,其作用可能与其PPAR-α激动活性有关[3]。

[细胞实验]

对于细胞毒性研究，培养并分化3T3-L1前脂肪细胞。树莓酮在含10％胎牛血清的DMEM中处理4 d后，用CytoTox 96非放射性细胞毒性检测试剂盒立即检测培养基中的乳酸脱氢酶（LDH）浓度[1]。

[动物实验]

在实验期间，动物室每笼饲养4只大鼠，在温度控制在20-26°C，湿度为40-70％，12/12-h天的条件下，可自由饮用水和食物。夜灯循环。大鼠用正常饮食喂养1周，然后随机分为5组：正常对照组（NC）组（n = 8）喂食正常饮食8周，模型对照组（MC）组喂食高剂量组（n = 8）脂肪饮食（82％标准饮食，8.3％蛋黄粉，9.0％猪油，0.5％胆固醇和0.2％牛磺胆酸钠），覆盆子酮低剂量（RKL）组（n = 8），覆盆子酮中剂量（RKM）组（n = 8）和覆盆子酮高剂量（RKH）组（n = 8）。首先给大鼠喂食高脂肪饮食4周，然后给这些大鼠胃内注射0.5％，1％或2％的覆盆子酮。前两组大鼠以相同剂量（每只大鼠2毫升/天）灌胃色拉油，每天一次，上午10:00，持续4周[2]。

[参考文献]

[1]. Park KS. Raspberry ketone, a naturally occurring phenolic compound, inhibits adipogenic and lipogenic gene expression in 3T3-L1 adipocytes. Pharm Biol. 2015 Jun;53(6):870-5.

[2]. Wang L, et al. Raspberry ketone protects rats fed high-fat diets against nonalcoholic steatohepatitis. J Med Food. 2012 May;15(5):495-503.

[3]. Khan V, et al. Raspberry ketone protects against isoproterenol-induced myocardial infarction in rats. Life Sci. 2018 Feb 1;194:205-212.

[相关活性小分子]

覆盆子酮物理化学性质

[ 密度 ]:
1.1±0.1 g/cm3

[ 沸点 ]:
292.2±15.0 °C at 760 mmHg

[ 熔点 ]:
81-85 °C(lit.)

[ 分子式 ]:
C₁₀H₁₂O₂

[ 分子量 ]:
164.201

[ 闪点 ]:
122.9±13.0 °C

[ 精确质量 ]:
164.083725

[ PSA ]:
37.30000

[ LogP ]:
0.94

[ 外观性状 ]:
白色粉末

[ 蒸汽压 ]:
0.0±0.6 mmHg at 25°C

[ 折射率 ]:
1.535

[ 储存条件 ]:
Refrigerator

覆盆子酮MSDS

详细MSDS(安全技术说明书)

覆盆子酮毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: EL8925000

CHEMICAL NAME :: 2-Butanone, 4-(p-hydroxyphenyl)-

CAS REGISTRY NUMBER :: 5471-51-2

BEILSTEIN REFERENCE NO. :: 0776080

LAST UPDATED :: 199701

DATA ITEMS CITED :: 5

MOLECULAR FORMULA :: C10-H12-O2

MOLECULAR WEIGHT :: 164.22

WISWESSER LINE NOTATION :: QR D2V1

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 :: 1320 mg/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Behavioral - analgesia

REFERENCE :: FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 8,349,1970

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 350 mg/kg

TOXIC EFFECTS :: Behavioral - altered sleep time (including change in righting reflex) Behavioral - analgesia

REFERENCE :: FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 8,349,1970 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - M4912 No. of Facilities: 18 (estimated) No. of Industries: 1 No. of Occupations: 13 No. of Employees: 3245 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - M4912 No. of Facilities: 7 (estimated) No. of Industries: 1 No. of Occupations: 5 No. of Employees: 1557 (estimated) No. of Female Employees: 276 (estimated)

覆盆子酮安全信息

[ 符号 ]:

GHS07

[ 信号词 ]:
Warning

[ 危害声明 ]:
H302

[ 警示性声明 ]:
P301 + P312 + P330

[ 个人防护装备 ]:
dust mask type N95 (US);Eyeshields;Gloves

[ 危害码 (欧洲) ]:
Xn:Harmful

[ 风险声明 (欧洲) ]:
R22

[ 安全声明 (欧洲) ]:
S26-S36/37/39

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

[ WGK德国 ]:
2

[ RTECS号 ]:
EL8925000

[ 海关编码 ]:
2914501100

覆盆子酮上下游产品

覆盆子酮上游产品

覆盆子酮下游产品

覆盆子酮制备

由对羟基苯甲醛同丙酮在碱存在下缩合再选择加氢而得；或由苯酚同甲基乙烯基酮在硫酸存在下反应制得。将粗制品先减压蒸馏，再先后在甲苯和稀乙醇中结晶精制。

覆盆子酮海关

[ 海关编码 ]: 2914501100

[ 中文概述 ]:
HS: 2914501100. 覆盆子酮. 增值税率:17.0%. 退税率:9.0%. 监管条件:无. 最低关税: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: 2914501100. 4-(4-hydroxyphenyl)butan-2-one. VAT:17.0%. tax rebate rate:9.0%. supervision conditions:None. MFN tarrif:5.5%. general tariff:30.0%

覆盆子酮文献

A convenient screening method to differentiate phenolic skin whitening tyrosinase inhibitors from leukoderma-inducing phenols.

J. Dermatol. Sci. 80 , 18-24, (2015)

Tyrosinase is able to oxidize a great number of phenols and catechols to form ortho-quinones. Ortho-quinones are highly reactive compounds that exert cytotoxicity through binding with thiol enzymes an...

Effect of essential oils, such as raspberry ketone and its derivatives, on antiandrogenic activity based on in vitro reporter gene assay.

Bioorg. Med. Chem. Lett. 20 , 2111-4, (2010)

The effect of essential oils, such as raspberry ketone, on androgen (AR) receptor was investigated using a MDA-kb2 human breast cancer cell line for predicting potential AR activity. Among them, eugen...

Molecularly imprinted polymers for cleanup and selective extraction of curcuminoids in medicinal herbal extracts.

Anal. Bioanal. Chem 407(3) , 803-12, (2015)

This paper describes the synthesis of novel molecularly imprinted polymers (MIPs), prepared by a noncovalent imprinting approach, for cleanup and preconcentration of curcumin (CUR) and bisdemethoxycur...

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