3148-09-2

• 常用中文名：Muconomycin A
• 常用英文名：Verrucarin A
• CAS号：3148-09-2
• 分子式：C₂₆H₃₂O₉
• 分子量：488.52700
• 相关类别： 信号通路 细胞凋亡 细胞凋亡
• 发布时间：2018-09-22 03:12:18
• 更新时间：2024-01-09 12:50:03
• Verrucarin A (Muconomycin A) 是一种 D 型大环真菌毒素,来源于Myrothecium verrucaria,是一种蛋白质合成 (protein synthesis) 的抑制剂。Verrucarin A 抑制白血病细胞系生长,激活巨噬细胞 caspases、凋亡和炎症信号。Verrucarin A 能有效提高 p38 MAPK 的磷酸化,降低 ERK/Akt 的磷酸化。Verrucarin A 通过 p21 和 p53 的诱导引起细胞周期调控的解除。

名称

• 中文名: 疣孢菌素A
• 英文名: verrucarin A
• 中文别名: 疣孢菌素
• 英文别名: Muconomycin A; Antibiotic 379Y; VER A; Verrucarin A

物化性质

• 密度: 1.32g/cm3
• 沸点: 747.4ºC at 760mmHg
• 熔点: >360ºC
• 分子式: C₂₆H₃₂O₉
• 分子量: 488.52700
• 闪点: 250.2ºC
• 精确质量: 488.20500
• PSA: 120.89000
• LogP: 1.78050
• 外观性状: 固体
• 折射率: 1.584
• 储存条件: 2-8°C，密封，干燥

生物活性

• 描述: Verrucarin A (Muconomycin A) 是一种 D 型大环真菌毒素,来源于Myrothecium verrucaria,是一种蛋白质合成 (protein synthesis) 的抑制剂。Verrucarin A 抑制白血病细胞系生长,激活巨噬细胞 caspases、凋亡和炎症信号。Verrucarin A 能有效提高 p38 MAPK 的磷酸化,降低 ERK/Akt 的磷酸化。Verrucarin A 通过 p21 和 p53 的诱导引起细胞周期调控的解除。
• 相关类别:
  信号通路 >> 细胞凋亡 >> 细胞凋亡
  研究领域 >> 癌症
• 体外研究: 疣甲素(0-0.6μM/ml；24-48小时)-诱导MCF-7细胞的时间和剂量依赖性生长抑制[1]。疣甲素增加活性氧(ROS)水平,导致线粒体膜电位(Δψm)丢失,导致Bax/Bcl-2比值增加、细胞色素c释放、caspase活化、PARP降解和细胞凋亡[1]。细胞活力测定[1]细胞系：MCF-7细胞浓度：0-0.6μM/ml孵育时间：24小时和48小时结果：MCF-7细胞生长受到明显抑制,24小时和48小时的IC50s分别为0.41和0.29μM/ml。
• 参考文献:

  [1]. Palanivel K, et al. Verrucarin A alters cell-cycle regulatory proteins and induces apoptosis through reactive oxygen species-dependent p38MAPK activation in the human breast cancer cell line MCF-7. Tumour Biol. 2014;35(10):10159-10167.

  [2]. Palanivel K, et al. Verrucarin A, a protein synthesis inhibitor, induces growth inhibition and apoptosis in breast cancer cell lines MDA-MB-231 and T47D. Biotechnol Lett. 2013;35(9):1395-1403.

毒性和生态

CHEMICAL IDENTIFICATION RTECS NUMBER : WH1314900 CHEMICAL NAME : Spiro(16,18-methano-1H,3H,23H-(1,6,12)trioxacycloocta decino(3,4-d)(1)benzo pyran-17(18H),2'- oxirane)-3,9,14-trione, 4,5,6,7,16,16a,19a,22-octahydro-4-hydroxy-5,16a,21-tr imethyl-, stereoisomer CAS REGISTRY NUMBER : 3148-09-2 LAST UPDATED : 199209 DATA ITEMS CITED : 9 MOLECULAR FORMULA : C27-H34-O9 MOLECULAR WEIGHT : 502.61 HEALTH HAZARD DATA ACUTE TOXICITY DATA TYPE OF TEST : Standard Draize test ROUTE OF EXPOSURE : Administration onto the skin SPECIES OBSERVED : Rodent - guinea pig TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 870 ug/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 : 500 ug/kg TOXIC EFFECTS : Skin and Appendages - dermatitis, other (after systemic exposure) Biochemical - Metabolism (Intermediary) - effect on inflammation or mediation of inflammation TYPE OF TEST : LD50 - Lethal dose, 50 percent kill ROUTE OF EXPOSURE : Subcutaneous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 3900 ug/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 : Intravenous SPECIES OBSERVED : Rodent - mouse DOSE/DURATION : 1500 ug/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 : Intravenous SPECIES OBSERVED : Rodent - rabbit DOSE/DURATION : 540 ug/kg TOXIC EFFECTS : Details of toxic effects not reported other than lethal dose value TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Rodent - rat DOSE/DURATION : 14 mg/kg/8W-C TOXIC EFFECTS : Blood - changes in leukocyte (WBC) count TYPE OF TEST : TDLo - Lowest published toxic dose ROUTE OF EXPOSURE : Intravenous SPECIES OBSERVED : Primate - monkey DOSE/DURATION : 5 mg/kg/50D-C TOXIC EFFECTS : Blood - leukopenia Blood - changes in cell count (unspecified) Related to Chronic Data - death MUTATION DATA TYPE OF TEST : DNA inhibition TEST SYSTEM : Rodent - mouse Lymphocyte DOSE/DURATION : 1 nmol/L REFERENCE : PLMEAA Planta Medica. (Georg Thieme Verlag, Postfach 732, D-7000 Stuttgart 1, Fed. Rep. Ger.) V.1- 1953- Volume(issue)/page/year: 34,231,1978

安全

• 符号: GHS06
• 信号词: Danger
• 危害声明: H300 + H310 + H330
• 警示性声明: P260-P264-P280-P284-P301 + P310-P302 + P350
• 个人防护装备: Eyeshields;Faceshields;full-face particle respirator type N100 (US);Gloves;respirator cartridge type N100 (US);type P1 (EN143) respirator filter;type P3 (EN 143) respirator cartridges
• 危害码 (欧洲): T+: Very toxic;
• 风险声明 (欧洲): 26/27/28
• 危险品运输编码: UN 2811 6.1/PG 1
• WGK德国: 3
• RTECS号: WH1314900
• 包装等级: I
• 危险类别: 6.1(a)

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