3-chloro-4-(3-chloro-2-nitrophenyl)-1H-pyrrole

• ChemBase编号: 132935
• 分子式: C10H6Cl2N2O2
• 平均质量: 257.07284
• 单一同位素质量: 255.9806328
• SMILES: c1cc(c(c(c1)Cl)[N+](=O)[O-])c1c[nH]cc1Cl
• Canonical SMILES: Clc1c[nH]cc1c1cccc(c1[N+](=O)[O-])Cl
• InChI: InChI=1S/C10H6Cl2N2O2/c11-8-3-1-2-6(10(8)14(15)16)7-4-13-5-9(7)12/h1-5,13H
• InChIKey: QJBZDBLBQWFTPZ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-chloro-4-(3-chloro-2-nitrophenyl)-1H-pyrrole
• IUPAC传统名: pyrrolnitrin
• 别名: 3-Chloro-4-(3-chloro-2-nitrophenyl)pyrrole; Pyrrolnitrin from Pseudomonas cepacia

登记号

• EC号: 213-812-7
• MDL号: MFCD00865605
• PubChem SID: 24898985; 162227212
• PubChem CID: 13916

理论计算性质

• Acid pKa: 15.312431
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 3.8484287
• LogD (pH = 7.4): 3.8484287
• Log P: 3.8484287
• 摩尔折射率: 62.8873 cm^3
• 极化性: 24.67312 Å^3
• 极化表面积: 61.61 Å^2
• 可自由旋转的化学键: 2
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: solid

安全信息

• RTECS编号: UX9450000
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 2
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H319-H335
• GHS警示性声明: P261-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Gloves
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98% (HPLC)
• 运输包装: wet ice

详细说明

Sigma Aldrich - P8861

Specificity
The purified antibiotic has strong antifungal activity and is less efficient against bacteria or yeast.
Biochem/physiol Actions
Pyrrolnitrin blocks the terminal electron transport between succinate or reduced NADH and coenzyme Q. In mitochondria preparations of S. cerevisiae, the antibiotic inhibited succinate oxidase, NADH oxidase, succinate cythochrome C reductase, and NADH-cytochrome C reductase. Pyrrolnitrin is involved in many cellular processes such as oxidative stress, electron transport, DNA and RNA synthesis.