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

• ChemBase编号: 155914
• 分子式: C14H25NO3
• 平均质量: 255.3532
• 单一同位素质量: 255.18344367
• SMILES: CCCCCCCCCC(=O)NC1CCOC1=O
• Canonical SMILES: CCCCCCCCCC(=O)NC1CCOC1=O
• InChI: InChI=1S/C14H25NO3/c1-2-3-4-5-6-7-8-9-13(16)15-12-10-11-18-14(12)17/h12H,2-11H2,1H3,(H,15,16)
• InChIKey: TZWZKDULKILUPV-UHFFFAOYSA-N

名称和登记号

名称

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

登记号

• CAS号: 106983-36-2
• MDL号: MFCD03095526
• Beilstein号: 1644700
• PubChem SID: 24850404; 162250052
• PubChem CID: 11644562

理论计算性质

• Acid pKa: 12.613446
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 2.7301722
• LogD (pH = 7.4): 2.7301702
• Log P: 2.7301726
• 摩尔折射率: 69.6919 cm^3
• 极化性: 27.7698 Å^3
• 极化表面积: 55.4 Å^2
• 可自由旋转的化学键: 9
• 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): C14H25NO3

详细说明

Sigma Aldrich - 17248

Application
Application test: Induces violacein expression in a Chromobacterium violaceum mutant usually not able to produce homoserine lactones1
Biochem/physiol Actions
N-Decanoyl-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.