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香豆素

香豆素用途

Coumarin 是中国北沙参中主要的生物活性成分,具有抗癌,抗炎,抗病毒等多种药理活性。

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香豆素名称

[ CAS 号 ]:
91-64-5

[ 中文名 ]:
香豆素

[ 英文名 ]:
Coumarin

[中文别名 ]:

[英文别名 ]:

MFCD00006850
Kumarin
EINECS 202-086-7
Rattex
CUMARIN
chromen-2-one
COUMARINE
Coumarin

香豆素生物活性

[ 描述 ]:

Coumarin 是中国北沙参中主要的生物活性成分,具有抗癌,抗炎,抗病毒等多种药理活性。

[ 相关类别 ]:

信号通路 >> 其他 >> 其他

研究领域 >> 炎症/免疫

研究领域 >> 癌症

研究领域 >> 感染

天然产物 >> 苯丙酸类

[参考文献]

[1]. Liu M, et al. Quantitative analysis of nine coumarins in rat urine and bile after oral administration of Radix Glehniae extract by high-performance liquid chromatography-electrospray ionization tandem mass spectrometry. Biomed Chromatogr. 2011 Jul;25(7):783-93.

[相关活性小分子]

香豆素物理化学性质

[ 密度 ]:
1.2±0.1 g/cm3

[ 沸点 ]:
298.0±0.0 °C at 760 mmHg

[ 熔点 ]:
68-73 °C(lit.)

[ 分子式 ]:
C₉H₆O₂

[ 分子量 ]:
146.143

[ 闪点 ]:
118.3±16.1 °C

[ 精确质量 ]:
146.036774

[ PSA ]:
30.21000

[ LogP ]:
1.39

[ 外观性状 ]:
白色结晶固体

[ 蒸汽压 ]:
0.0±0.6 mmHg at 25°C

[ 折射率 ]:
1.595

[ 储存条件 ]:
库房低温,通风,干燥,与食品原料分开存放

[ 水溶解性 ]:
1.7 g/L (20 ºC)

香豆素MSDS

详细MSDS(安全技术说明书)

香豆素毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GN4200000

CHEMICAL NAME :: Coumarin

CAS REGISTRY NUMBER :: 91-64-5

BEILSTEIN REFERENCE NO. :: 0383644

LAST UPDATED :: 199710

DATA ITEMS CITED :: 36

MOLECULAR FORMULA :: C9-H6-O2

MOLECULAR WEIGHT :: 146.15

WISWESSER LINE NOTATION :: T66 BOVJ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - man

DOSE/DURATION :: 87 mg/kg/17W-I

TOXIC EFFECTS :: Liver - liver function tests impaired

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Human - woman

DOSE/DURATION :: 30 mg/kg/30D-I

TOXIC EFFECTS :: Liver - liver function tests impaired

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 293 mg/kg

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

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 196 mg/kg

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

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 220 mg/kg

TOXIC EFFECTS :: Behavioral - analgesia Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - true cholinesterase

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 242 mg/kg

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

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - guinea pig

DOSE/DURATION :: 202 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Liver - other changes

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 1400 mg/kg/7D-I

TOXIC EFFECTS :: Liver - changes in liver weight Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - phosphatases Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - dehydrogenases

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 4800 mg/kg/16D-I

TOXIC EFFECTS :: Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 9750 mg/kg/13W-I

TOXIC EFFECTS :: Liver - hepatitis (hepatocellular necrosis), zonal Blood - changes in erythrocyte (RBC) count Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - transaminases

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 88 gm/kg/42W-C

TOXIC EFFECTS :: Liver - other changes Nutritional and Gross Metabolic - weight loss or decreased weight gain Biochemical - Enzyme inhibition, induction, or change in blood or tissue levels - other transferases

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 3600 mg/kg/16D-I

TOXIC EFFECTS :: Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 9750 mg/kg/13W-I

TOXIC EFFECTS :: Liver - changes in liver weight Blood - normocytic anemia

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Mammal - dog

DOSE/DURATION :: 1900 mg/kg/19D-I

TOXIC EFFECTS :: Liver - jaundice, other or unclassified Blood - hemorrhage Related to Chronic Data - death

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - hamster

DOSE/DURATION :: 109 gm/kg/13W-C

TOXIC EFFECTS :: Liver - changes in liver weight Nutritional and Gross Metabolic - weight loss or decreased weight gain

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 18025 mg/kg/2Y-I

TOXIC EFFECTS :: Tumorigenic - neoplastic by RTECS criteria Kidney, Ureter, Bladder - Kidney tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 144 gm/kg/2Y-I

TOXIC EFFECTS :: Tumorigenic - Carcinogenic by RTECS criteria Lungs, Thorax, or Respiration - bronchiogenic carcinoma

TYPE OF TEST :: TD - Toxic dose (other than lowest)

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 200 gm/kg/2Y-C

TOXIC EFFECTS :: Tumorigenic - equivocal tumorigenic agent by RTECS criteria Liver - tumors

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 3600 mg/kg

SEX/DURATION :: female 6-17 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Embryo or Fetus - fetotoxicity (except death, e.g., stunted fetus)

MUTATION DATA

TYPE OF TEST :: DNA damage

TEST SYSTEM :: Mammal - species unspecified Lymphocyte

DOSE/DURATION :: 20 mmol/L

REFERENCE :: PNASA6 Proceedings of the National Academy of Sciences of the United States of America. (National Academy of Sciences, Printing & Pub. Office, 2101 Constitution Ave., Washington, DC 20418) V.1- 1915- Volume(issue)/page/year: 48,686,1962 *** REVIEWS *** IARC Cancer Review:Animal Limited Evidence IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 10,113,1976 IARC Cancer Review:Human No Adequate Data IMEMDT IARC Monographs on the Evaluation of Carcinogenic Risk of Chemicals to Man. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) V.1- 1972- Volume(issue)/page/year: 10,113,1976 IARC Cancer Review:Group 3 IMSUDL IARC Monographs, Supplement. (WHO Publications Centre USA, 49 Sheridan Ave., Albany, NY 12210) No.1- 1979- Volume(issue)/page/year: 7,56,1987 TOXICOLOGY REVIEW PMDCAY Progress in Medical Chemistry. (Elsevier Science Pub. Co., Inc., 52 Vanderbilt Ave., New York, NY 10017) V.1- 1961- Volume(issue)/page/year: 10,85,1974 TOXICOLOGY REVIEW MUREAV Mutation Research. (Elsevier Science Pub. B.V., POB 211, 1000 AE Amsterdam, Netherlands) V.1- 1964- Volume(issue)/page/year: 47,161,1978 TOXICOLOGY REVIEW FCTXAV Food and Cosmetics Toxicology. (London, UK) V.1-19, 1963-81. For publisher information, see FCTOD7. Volume(issue)/page/year: 17,277,1979 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOHS - National Occupational Hazard Survey (1974) NOHS Hazard Code - 20340 No. of Facilities: 379 (estimated) No. of Industries: 14 No. of Occupations: 39 No. of Employees: 31272 (estimated) NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - 20340 No. of Facilities: 16304 (estimated) No. of Industries: 113 No. of Occupations: 99 No. of Employees: 239705 (estimated) No. of Female Employees: 110313 (estimated)

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香豆素安全信息

[ 符号 ]:

GHS06

[ 信号词 ]:
Danger

[ 危害声明 ]:
H301

[ 警示性声明 ]:
P301 + P310

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

[ 危害码 (欧洲) ]:
Xn:Harmful

[ 风险声明 (欧洲) ]:
R20/21/22;R36/37/38;R40

[ 安全声明 (欧洲) ]:
S36-S36/37-S26

[ 危险品运输编码 ]:
UN 2811 6.1/PG 3

[ WGK德国 ]:
1

[ RTECS号 ]:
GN4200000

[ 包装等级 ]:
III

[ 危险类别 ]:
6.1

[ 海关编码 ]:
2932999099

香豆素合成路线

详细合成路线

香豆素上下游产品

香豆素上游产品

香豆素下游产品

香豆素制备

1.由水杨醛经珀金（Perkin）反应制得。这是珀金在1868年最初采用的合成方法。水杨醛与乙酐反应可以使用煅烧的碳酸钾作为催化剂。将碳酸、乙酐加入水杨醛中，加热至187℃，在气相温度约120℃时蒸出乙酸，然后再加入乙酐，在210-212℃进行反应。得到的香豆素粗品用水洗涤，再真空蒸馏。然后用乙醇或异丙醇重结晶，在50℃干燥得成品。

由邻甲酚与磷酰氯作用，得到中间体邻甲酚磷酸酯，并在180℃氯化，将甲基变为-CHCI2，然后再在160-180℃与醋酸钠作用5h进行环化即得。如果邻甲酚与光气作用，则经由中间体邻甲酚碳酸酯而完成这一工艺过程：邻甲酚钠盐与光气在60℃、0.15MPa下反应生成邻甲酚碳酸酯。用氯气在180-185℃将酯化进行氯化，至含氯量约为37%，相当于每个甲酚的侧链上含有两个氯原子。最后，在吡啶或氧化锌和氧化钴存在下，与乙酸和乙酐缩合，反应得到香豆素，该法收率相当高。

3. 烟草：BU，14。

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香豆素海关

[ 海关编码 ]: 2932201000

[ 中文概述 ]:
HS:2932201000 香豆素、甲基香豆素及乙基香豆素增值税率:17.0% 退税率:13.0% 监管条件:无最低关税:6.5% 普通关税:20.0%

[ 申报要素 ]: 品名, 成分含量, 用途

[ Summary ]:
HS:2932201000 2h-chromen-2-one VAT:17.0% Tax rebate rate:13.0% Supervision conditions:none MFN tariff:6.5% General tariff:20.0%

香豆素文献

Proteasome functioning in breast cancer: connection with clinical-pathological factors.

PLoS ONE 9(10) , e109933, (2014)

Breast cancer is one of four oncology diseases that are most widespread in the world. Moreover, breast cancer is one of leading causes of cancer-related deaths in female population within economically...

Mitochondrial targeting of bilirubin regulatory enzymes: An adaptive response to oxidative stress.

Toxicol. Appl. Pharmacol. 282(1) , 77-89, (2015)

The intracellular level of bilirubin (BR), an endogenous antioxidant that is cytotoxic at high concentrations, is tightly controlled within the optimal therapeutic range. We have recently described a ...

Pre-clinical evaluation of AZD-2014, a novel mTORC1/2 dual inhibitor, against renal cell carcinoma.

Cancer Lett. 357(2) , 468-75, (2015)

Here we found that dual mTORC1/2 inhibitor AZD-2014 significantly inhibited RCC cell survival and growth, with higher efficiency than conventional mTORC1 inhibitors rapamycin and RAD001. RCC cell apop...

更多文献

香豆素

香豆素用途

香豆素名称

香豆素生物活性

香豆素物理化学性质

香豆素MSDS

详细MSDS(安全技术说明书)

香豆素毒性和生态

CHEMICAL IDENTIFICATION

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

MUTATION DATA

香豆素安全信息

香豆素合成路线

详细合成路线

香豆素上下游产品

香豆素上游产品

香豆素下游产品

香豆素制备

香豆素海关

香豆素文献

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