N-(2-oxooxolan-3-yl)tetradecanamide

• ChemBase编号: 155991
• 分子式: C18H33NO3
• 平均质量: 311.45952
• 单一同位素质量: 311.24604392
• SMILES: CCCCCCCCCCCCCC(=O)NC1CCOC1=O
• Canonical SMILES: CCCCCCCCCCCCCC(=O)NC1CCOC1=O
• InChI: InChI=1S/C18H33NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-17(20)19-16-14-15-22-18(16)21/h16H,2-15H2,1H3,(H,19,20)
• InChIKey: ZQAYHOXXVBVXPZ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-(2-oxooxolan-3-yl)tetradecanamide
• IUPAC传统名: N-(2-oxooxolan-3-yl)tetradecanamide
• 别名: N-Myristoyl-DL-homoserine lactone; N-Tetradecanoyl-DL-homoserine lactone

登记号

• CAS号: 98206-80-5
• MDL号: MFCD01862913
• Beilstein号: 1649579
• PubChem SID: 24846910; 162250129
• PubChem CID: 4534674

理论计算性质

• Acid pKa: 12.613446
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 4.5084467
• LogD (pH = 7.4): 4.508445
• Log P: 4.508447
• 摩尔折射率: 88.0959 cm^3
• 极化性: 35.125824 Å^3
• 极化表面积: 55.4 Å^2
• 可自由旋转的化学键: 13
• 里宾斯基五规则: true

分子性质

安全信息

• 德国WGK号: 3
• 个人保护装置: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥97.0% (HPLC)
• Empirical Formula (Hill Notation): C18H33NO3

详细说明

Sigma Aldrich - 10937

Application
Induces violacein expression in a Chromobacterium violaceum mutant usually not able to produce homoserine lactones.1
Biochem/physiol Actions
N-Tetradecanoyl-DL-homoserine lactone is a member of N-acyl-homoserine lactone family. N-acylhomoserine lactones (AHL) regulate gene expression in gram-negative bacteria, such as Echerichia and Salmonella are involved in quorum sensing, cell to cell communication among bacteria. Some AHLs are potent chemoattractants for human immune cells such as neutrophils.