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

• ChemBase编号: 155994
• 分子式: C11H19NO3
• 平均质量: 213.27346
• 单一同位素质量: 213.13649347
• SMILES: CCCCCCC(=O)NC1CCOC1=O
• Canonical SMILES: CCCCCCC(=O)NC1CCOC1=O
• InChI: InChI=1S/C11H19NO3/c1-2-3-4-5-6-10(13)12-9-7-8-15-11(9)14/h9H,2-8H2,1H3,(H,12,13)
• InChIKey: FTMZLSDESAOPSZ-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-(2-oxooxolan-3-yl)heptanamide
• IUPAC传统名: N-(2-oxooxolan-3-yl)heptanamide
• 别名: N-Heptanoyl-DL-homoserine lactone

登记号

• CAS号: 106983-26-0
• MDL号: MFCD01862914
• PubChem SID: 162250132; 24846912
• PubChem CID: 5057188

理论计算性质

• Acid pKa: 12.644621
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 1.3964663
• LogD (pH = 7.4): 1.3964645
• Log P: 1.3964667
• 摩尔折射率: 55.8889 cm^3
• 极化性: 22.264418 Å^3
• 极化表面积: 55.4 Å^2
• 可自由旋转的化学键: 6
• 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: -20°C

产品相关信息

• 纯度: ≥97.0% (HPLC)
• Empirical Formula (Hill Notation): C11H19NO3

详细说明

Sigma Aldrich - 10939

Application
Application test: Induces violacein expression in a Chromobacterium violaceum mutant usually not able to produce homoserine lactones.1
Biochem/physiol Actions
N-Heptanoyl-DL-homoserine lactone is a member of N-acyl-homoserine lactone family. N-acylhomoserine lactones (AHL) regulate gene expression in gram-negative bacteria, such asEcherichia 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.