102396-24-7

• 常用中文名：Jasplakinolide
• 常用英文名：Jasplakinolide
• CAS号：102396-24-7
• 分子式：C₃₆H₄₅BrN₄O₆
• 分子量：709.670
• 相关类别： 信号通路 抗感染 真菌
• 发布时间：2017-02-19 09:43:41
• 更新时间：2024-01-04 18:00:05
• Jasplakinolide 是一种有效的肌动蛋白聚合反应 (actin polymerization) 诱导剂,可以稳定先前存在的肌动蛋白丝。Jasplakinolide 与鬼笔环肽竞争性结合 F-肌动蛋白,Kd 值为 15 nM。Jasplakinolide 是一种来自海洋海绵 (marine sponge) 的天然环状肽,具有抗真菌和抗肿瘤活性。

名称

• 英文名: jaspamide
• 英文别名: (4R,7R,10S,13S,15E,17R,19S)-7-[(2-Bromo-1H-indol-3-yl)methyl]-4-(4-hydroxyphenyl)-8,10,13,15,17,19-hexamethyl-1-oxa-5,8,11-triazacyclononadec-15-ene-2,6,9,12-tetrone; Jaspamide; jasplakinolide; jasplakinolide,jaspis johnstoni; 1-Oxa-5,8,11-triazacyclononadec-15-ene-2,6,9,12-tetrone, 7-[(2-bromo-1H-indol-3-yl)methyl]-4-(4-hydroxyphenyl)-8,10,13,15,17,19-hexamethyl-, (4R,7R,10S,13S,15E,17R,19S)-

物化性质

• 密度: 1.2±0.1 g/cm3
• 沸点: 968.3±65.0 °C at 760 mmHg
• 分子式: C₃₆H₄₅BrN₄O₆
• 分子量: 709.670
• 闪点: 539.4±34.3 °C
• 精确质量: 708.252258
• PSA: 140.83000
• LogP: 4.24
• 外观性状: 薄膜
• 蒸汽压: 0.0±0.3 mmHg at 25°C
• 折射率: 1.553
• 储存条件: -20°C
• 分子结构:

  1、摩尔折射率：184.96

  2、摩尔体积（cm³/mol）：521.3

  3、等张比容（90.2K）：1457.5

  4、表面张力（dyne/cm）：61

  5、介电常数：无可用的

  6、极化率（10^-24cm³）：73.32

  7、单一同位素质量：708.25224 Da

  8、标称质量：708 Da

  9、平均质量：709.6697 Da

• 计算化学:

  1、 疏水参数计算参考值（XlogP）：5.6

  2、 氢键供体数量：4

  3、 氢键受体数量：6

  4、 可旋转化学键数量：3

  5、 互变异构体数量：8

  6、 拓扑分子极性表面积（TPSA）：141

  7、 重原子数量：47

  8、 表面电荷：0

  9、 复杂度：1140

  10、同位素原子数量：0

  11、确定原子立构中心数量：6

  12、不确定原子立构中心数量：0

  13、确定化学键立构中心数量：1

  14、不确定化学键立构中心数量：0

  15、共价键单元数量：1

生物活性

• 描述: Jasplakinolide 是一种有效的肌动蛋白聚合反应 (actin polymerization) 诱导剂,可以稳定先前存在的肌动蛋白丝。Jasplakinolide 与鬼笔环肽竞争性结合 F-肌动蛋白,Kd 值为 15 nM。Jasplakinolide 是一种来自海洋海绵 (marine sponge) 的天然环状肽,具有抗真菌和抗肿瘤活性。
• 相关类别:
  信号通路 >> 细胞骨架 >> Arp2/3复合物
  研究领域 >> 癌症
  研究领域 >> 感染
  信号通路 >> 抗感染 >> 真菌
• 体外研究: 茉莉酸内酯对PC3前列腺癌细胞的抑制作用为35nm的IC50[2]。茉莉酸内酯(10μM；2小时)在有丝分裂过程中产生双核细胞。茉莉酸诱导弓形虫速殖子中含F-肌动蛋白的顶端延伸[2]。茉莉花素内酯(1毫米；60分钟)诱导弓形虫速殖子形成含有肌动蛋白的顶端延伸[2]。
• 参考文献:

  [1]. Bubb MR, et al. Jasplakinolide, a cytotoxic natural product, induces actin polymerization and competitively inhibits the binding of phalloidin to F-actin. J Biol Chem. 1994 May 27;269(21):14869-71.

  [2]. Holzinger A, et al. Jasplakinolide: an actin-specific reagent that promotes actin polymerization. Methods Mol Biol. 2009;586:71-87.

MSDS

SECTION 1: Identification of the substance/mixture and of the company/undertaking Product identifiers Product name: Jasplakinolide REACH No.: A registration number is not available for this substance as the substance or its uses are exempted from registration, the annual tonnage does not require a registration or the registration is envisaged for a later registration deadline. CAS-No.: 102396-24-7 SECTION 2: Hazards identification Classification of the substance or mixture Not a hazardous substance or mixture according to Regulation (EC) No. 1272/2008. This substance is not classified as dangerous according to Directive 67/548/EEC. Label elements The product does not need to be labelled in accordance with EC directives or respective national laws. Other hazards - none SECTION 3: Composition/information on ingredients Substances Synonyms: Jaspamide Formula: C36H45BrN4O6 Molecular weight: 709,67 g/mol CAS-No.: 102396-24-7 No components need to be disclosed according to the applicable regulations. SECTION 4: First aid measures Description of first aid measures If inhaled If breathed in, move person into fresh air. If not breathing, give artificial respiration. In case of skin contact Wash off with soap and plenty of water. In case of eye contact Flush eyes with water as a precaution. If swallowed Never give anything by mouth to an unconscious person. Rinse mouth with water. Most important symptoms and effects, both acute and delayed The most important known symptoms and effects are described in the labelling (see section 2.2) and/or in section 11 Indication of any immediate medical attention and special treatment needed No data available SECTION 5: Firefighting measures Extinguishing media Suitable extinguishing media Use water spray, alcohol-resistant foam, dry chemical or carbon dioxide. Special hazards arising from the substance or mixture Carbon oxides, Nitrogen oxides (NOx), Hydrogen bromide gas Advice for firefighters Wear self-contained breathing apparatus for firefighting if necessary. Further information No data available SECTION 6: Accidental release measures Personal precautions, protective equipment and emergency procedures Avoid dust formation. Avoid breathing vapours, mist or gas. For personal protection see section 8. Environmental precautions Do not let product enter drains. Methods and materials for containment and cleaning up Sweep up and shovel. Keep in suitable, closed containers for disposal. Reference to other sections For disposal see section 13. SECTION 7: Handling and storage Precautions for safe handling Provide appropriate exhaust ventilation at places where dust is formed. For precautions see section 2.2. Conditions for safe storage, including any incompatibilities Store in cool place. Keep container tightly closed in a dry and well-ventilated place. Recommended storage temperature -20 °C Specific end use(s) Apart from the uses mentioned in section 1.2 no other specific uses are stipulated SECTION 8: Exposure controls/personal protection Control parameters Components with workplace control parameters Exposure controls Appropriate engineering controls General industrial hygiene practice. Personal protective equipment Eye/face protection Use equipment for eye protection tested and approved under appropriate government standards such as NIOSH (US) or EN 166(EU). Skin protection Handle with gloves. Gloves must be inspected prior to use. Use proper glove removal technique (without touching glove's outer surface) to avoid skin contact with this product. Dispose of contaminated gloves after use in accordance with applicable laws and good laboratory practices. Wash and dry hands. The selected protective gloves have to satisfy the specifications of EU Directive 89/686/EEC and the standard EN 374 derived from it. Body Protection Choose body protection in relation to its type, to the concentration and amount of dangerous substances, and to the specific work-place., The type of protective equipment must be selected according to the concentration and amount of the dangerous substance at the specific workplace. Respiratory protection Respiratory protection is not required. Where protection from nuisance levels of dusts are desired, use type N95 (US) or type P1 (EN 143) dust masks. Use respirators and components tested and approved under appropriate government standards such as NIOSH (US) or CEN (EU). Control of environmental exposure Do not let product enter drains. SECTION 9: Physical and chemical properties Information on basic physical and chemical properties a) AppearanceForm: film b) OdourNo data available c) Odour ThresholdNo data available d) pHNo data available e) Melting point/freezingNo data available point f) Initial boiling point and No data available boiling range g) Flash pointNo data available h) Evaporation rateNo data available i) Flammability (solid, gas) No data available j) Upper/lowerNo data available flammability or explosive limits k) Vapour pressureNo data available l) Vapour densityNo data available m) Relative densityNo data available n) Water solubilityNo data available o) Partition coefficient: n- log Pow: 4,065 octanol/water p) Auto-ignitionNo data available temperature q) DecompositionNo data available temperature r) ViscosityNo data available s) Explosive propertiesNo data available t) Oxidizing propertiesNo data available Other safety information No data available SECTION 10: Stability and reactivity Reactivity No data available Chemical stability Stable under recommended storage conditions. Possibility of hazardous reactions No data available Conditions to avoid No data available Incompatible materials Strong oxidizing agents Hazardous decomposition products Other decomposition products - No data available In the event of fire: see section 5 SECTION 11: Toxicological information Information on toxicological effects Acute toxicity No data available Skin corrosion/irritation No data available Serious eye damage/eye irritation No data available Respiratory or skin sensitisation No data available Germ cell mutagenicity No data available Carcinogenicity IARC:No component of this product present at levels greater than or equal to 0.1% is identified as probable, possible or confirmed human carcinogen by IARC. Reproductive toxicity No data available Specific target organ toxicity - single exposure No data available Specific target organ toxicity - repeated exposure No data available Aspiration hazard No data available Additional Information RTECS: GX7000000 To the best of our knowledge, the chemical, physical, and toxicological properties have not been thoroughly investigated. SECTION 12: Ecological information Toxicity No data available Persistence and degradability No data available Bioaccumulative potential No data available Mobility in soil No data available Results of PBT and vPvB assessment PBT/vPvB assessment not available as chemical safety assessment not required/not conducted Other adverse effects No data available SECTION 13: Disposal considerations Waste treatment methods Product Offer surplus and non-recyclable solutions to a licensed disposal company. Contaminated packaging Dispose of as unused product. SECTION 14: Transport information UN number ADR/RID: -IMDG: -IATA: - UN proper shipping name ADR/RID: Not dangerous goods IMDG: Not dangerous goods IATA:Not dangerous goods Transport hazard class(es) ADR/RID: -IMDG: -IATA: - Packaging group ADR/RID: -IMDG: -IATA: - Environmental hazards ADR/RID: noIMDG Marine pollutant: noIATA: no Special precautions for user No data available SECTION 15: Regulatory information This safety datasheet complies with the requirements of Regulation (EC) No. 1907/2006. Safety, health and environmental regulations/legislation specific for the substance or mixture No data available Chemical Safety Assessment SECTION 16 - ADDITIONAL INFORMATION N/A

安全

• 危险品运输编码: UN 3172
• RTECS号: GX7000000
• 包装等级: III
• 危险类别: 6.1(b)