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4-甲基伞形酮

4-甲基伞形酮用途

4-Methylumbelliferone 是一种透明质酸生物合成抑制剂,具有抗肿瘤和抗转移作用。

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4-甲基伞形酮名称

[ CAS 号 ]:
90-33-5

[ 中文名 ]:
4-甲基伞形酮

[ 英文名 ]:
4-Methylumbelliferone

[中文别名 ]:

[英文别名 ]:

LM 94
7-hydroxy-4-methyl-coumarin
BMU
CantabbY
Medilla
7-hydroxy-4-methyl-chromen-2-one
4-Methylumbelliferone
EINECS 201-986-7
Crodimon
4-methyl-7-hydroxy coumarin

4-甲基伞形酮生物活性

[ 描述 ]:

4-Methylumbelliferone 是一种透明质酸生物合成抑制剂,具有抗肿瘤和抗转移作用。

[ 相关类别 ]:

信号通路 >> 其他 >> 其他

研究领域 >> 癌症

研究领域 >> 心血管疾病

天然产物 >> 苯丙酸类

[ 靶点 ]

hyaluronic acid[1]

[体外研究]

4-甲基伞形酮(4-MU)影响血管生成的几个关键步骤,包括内皮细胞增殖,粘附,管形成和细胞外基质重塑。对于HMEC和RF-24内皮细胞,增殖测定中的半数最大抑制浓度(IC 50)值分别为0.65±0.04和0.37±0.03mM。 4-甲基伞形酮(2mM)处理24小时诱导13％的HMEC和5％的RF-24细胞凋亡。在用1mM 4-甲基伞形酮处理24小时后,粘附的内皮细胞的数量减少> 20％。对于HMEC和RF-24,管形成测定中的最小抑制浓度分别为2和0.5mM 4-甲基伞形酮。在两种测试的内皮细胞系中,基质金属蛋白酶-2表达在4-甲基伞形酮治疗后差异性改变[1]。

[细胞实验]

使用96孔微量培养板中的MTT染料还原测定。该测定依赖于活细胞的线粒体脱氢酶对蓝色甲product产物的MTT降低，其可以通过分光光度法测量。将内皮细胞（总体积为100μL完全培养基中的2.5×103细胞）在每个孔中与4-甲基伞形酮（4-MU）（0,0.5,1,1.5和2mM）的连续稀释液一起温育。在黑暗中（37℃，5％CO 2在潮湿气氛中）孵育3天后，向每个孔中加入10μLMTT（在PBS中5mg / mL），并将板再孵育4小时。（37℃）。将甲crystals溶解在150μL的0.04N HCl-2丙醇中，并在550nm下用分光光度法测量样品。所有测定均以一式四份进行，并且进行至少三次独立实验。 IC50值计算为产生50％细胞存活率的化合物浓度，将对照获得的值作为100％[1]。

[参考文献]

[1]. García-Vilas JA, et al. 4-methylumbelliferone inhibits angiogenesis in vitro and in vivo. J Agric Food Chem. 2013 May 1;61(17):4063-71.

[相关活性小分子]

4-甲基伞形酮物理化学性质

[ 密度 ]:
1.319 g/cm3

[ 沸点 ]:
377.4ºC at 760 mmHg

[ 熔点 ]:
188.5-190 °C(lit.)

[ 分子式 ]:
C₁₀H₈O₃

[ 分子量 ]:
176.16900

[ 闪点 ]:
174.5ºC

[ 精确质量 ]:
176.04700

[ PSA ]:
50.44000

[ LogP ]:
1.80700

[ 外观性状 ]:
固体

[ 储存条件 ]:
-20°C Freezer

[ 稳定性 ]:
Stable. Combustible. Incompatible with strong oxidizing agents.

[ 水溶解性 ]:
slightly soluble

4-甲基伞形酮MSDS

详细MSDS(安全技术说明书)

4-甲基伞形酮毒性和生态

CHEMICAL IDENTIFICATION

RTECS NUMBER :: GN7000000

CHEMICAL NAME :: Coumarin, 7-hydroxy-4-methyl-

CAS REGISTRY NUMBER :: 90-33-5

BEILSTEIN REFERENCE NO. :: 0142217

LAST UPDATED :: 199710

DATA ITEMS CITED :: 15

MOLECULAR FORMULA :: C10-H8-O3

MOLECULAR WEIGHT :: 176.18

WISWESSER LINE NOTATION :: T66 BOVJ E1 IQ

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 :: 3850 mg/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Eye) - lacrimation Sense Organs and Special Senses (Eye) - ptosis Behavioral - altered sleep time (including change in righting reflex)

REFERENCE :: KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 5,1619,1971

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 2550 mg/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Eye) - lacrimation Sense Organs and Special Senses (Eye) - ptosis Behavioral - altered sleep time (including change in righting reflex)

REFERENCE :: KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 5,1619,1971

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 7200 mg/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Skin and Appendages - hair

REFERENCE :: KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 5,1619,1971

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

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 2850 mg/kg

TOXIC EFFECTS :: Sense Organs and Special Senses (Eye) - lacrimation Sense Organs and Special Senses (Eye) - ptosis Behavioral - altered sleep time (including change in righting reflex)

REFERENCE :: KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 5,1619,1971

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

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: 1250 mg/kg

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

REFERENCE :: PHTXA6 Pharmacology and Toxicology. English translation of FATOAO. (New York, NY) V.20-22, 1957-59. Discontinued. Volume(issue)/page/year: 21,555,1958

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

ROUTE OF EXPOSURE :: Subcutaneous

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >10 gm/kg

TOXIC EFFECTS :: Behavioral - somnolence (general depressed activity) Skin and Appendages - hair

REFERENCE :: KSRNAM Kiso to Rinsho. Clinical Report. (Yubunsha Co., Ltd., 1-5, Kanda Suda-Cho, Chiyoda-ku, KS Bldg., Tokyo 101, Japan) V.1- 1960- Volume(issue)/page/year: 5,1619,1971 ** OTHER MULTIPLE DOSE TOXICITY DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 56 gm/kg/4W-C

TOXIC EFFECTS :: Liver - changes in liver weight

REFERENCE :: OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 4,1001,1970

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

SPECIES OBSERVED :: Rodent - rat

DOSE/DURATION :: 182 gm/kg/26W-C

TOXIC EFFECTS :: Liver - changes in liver weight Endocrine - changes in pituitary weight

REFERENCE :: OYYAA2 Oyo Yakuri. Pharmacometrics. (Oyo Yakuri Kenkyukai, CPO Box 180, Sendai 980-91, Japan) V.1- 1967- Volume(issue)/page/year: 4,1001,1970 ** REPRODUCTIVE DATA **

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 6 gm/kg

SEX/DURATION :: female 9-14 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Newborn - growth statistics (e.g.%, reduced weight gain)

REFERENCE :: GNRIDX Gendai no Rinsho. (Tokyo, Japan) V.1-10, 1967-76(?). Volume(issue)/page/year: 4,413,1970

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 6 gm/kg

SEX/DURATION :: female 7-12 day(s) after conception

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

REFERENCE :: GNRIDX Gendai no Rinsho. (Tokyo, Japan) V.1-10, 1967-76(?). Volume(issue)/page/year: 4,403,1970

TYPE OF TEST :: TDLo - Lowest published toxic dose

ROUTE OF EXPOSURE :: Oral

DOSE :: 1500 mg/kg

SEX/DURATION :: female 7-12 day(s) after conception

TOXIC EFFECTS :: Reproductive - Effects on Newborn - stillbirth

REFERENCE :: GNRIDX Gendai no Rinsho. (Tokyo, Japan) V.1-10, 1967-76(?). Volume(issue)/page/year: 4,403,1970 *** NIOSH STANDARDS DEVELOPMENT AND SURVEILLANCE DATA *** NIOSH OCCUPATIONAL EXPOSURE SURVEY DATA : NOES - National Occupational Exposure Survey (1983) NOES Hazard Code - X7017 No. of Facilities: 25 (estimated) No. of Industries: 2 No. of Occupations: 4 No. of Employees: 2001 (estimated) No. of Female Employees: 395 (estimated)

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4-甲基伞形酮安全信息

[ 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) ]:
R20/21/22;R36/37/38

[ 安全声明 (欧洲) ]:
S26-S37/39

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

[ WGK德国 ]:
2

[ RTECS号 ]:
GN7000000

4-甲基伞形酮合成路线

详细合成路线

4-甲基伞形酮上下游产品

4-甲基伞形酮上游产品

4-甲基伞形酮下游产品

4-甲基伞形酮制备

由间苯二酚与乙酰乙酸乙酯经环合反应而得。将浓硫酸冷至10℃以下，于搅拌下滴加由间苯二酚与乙酰乙酸乙酯配成的溶液，滴完后放置12h。然后将反应物投入有碎冰的水中，将析出的沉淀滤出，用稀氢氧化钠溶液及稀硫酸精制而得成品。

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4-甲基伞形酮文献

Placental profiling of UGT1A enzyme expression and activity and interactions with preeclampsia at term.

Eur. J. Drug Metab. Pharmacokinet. 40 , 471-80, (2015)

Placental UDP-glucuronosyltransferase (UGT) enzymes have critical roles in hormone, nutrient, chemical balance and fetal exposure during pregnancy. Placental UGT1A isoforms were profiled and differenc...

Cell protrusions induced by hyaluronan synthase 3 (HAS3) resemble mesothelial microvilli and share cytoskeletal features of filopodia.

Exp. Cell Res. 337 , 179-91, (2015)

Previous studies have shown that overexpression of enzymatically active GFP-HAS induces the growth of long, slender protrusions that share many features of both filopodia and microvilli. These protrus...

DNA-Linked Enzyme-Coupled Assay for Probing Glucosyltransferase Specificity.

ACS Synth. Biol. 4 , 833-41, (2015)

Traditional enzyme characterization methods are low-throughput and therefore limit engineering efforts in synthetic biology and biotechnology. Here, we propose a DNA-linked enzyme-coupled assay (DLEnC...

更多文献

4-甲基伞形酮

4-甲基伞形酮用途

4-甲基伞形酮名称

4-甲基伞形酮生物活性

4-甲基伞形酮物理化学性质

4-甲基伞形酮MSDS

详细MSDS(安全技术说明书)

4-甲基伞形酮毒性和生态

CHEMICAL IDENTIFICATION

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

4-甲基伞形酮安全信息

4-甲基伞形酮合成路线

详细合成路线

4-甲基伞形酮上下游产品

4-甲基伞形酮上游产品

4-甲基伞形酮下游产品

4-甲基伞形酮制备

4-甲基伞形酮文献

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