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

• ChemBase编号: 155904
• 分子式: C16H29NO3
• 平均质量: 283.40636
• 单一同位素质量: 283.21474379
• SMILES: CCCCCCCCCCCC(=O)NC1CCOC1=O
• Canonical SMILES: CCCCCCCCCCCC(=O)NC1CCOC1=O
• InChI: InChI=1S/C16H29NO3/c1-2-3-4-5-6-7-8-9-10-11-15(18)17-14-12-13-20-16(14)19/h14H,2-13H2,1H3,(H,17,18)
• InChIKey: WILLZMOKUUPJSL-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-(2-oxooxolan-3-yl)dodecanamide
• IUPAC传统名: N-(2-oxooxolan-3-yl)dodecanamide
• 别名: N-Lauroyl-DL-homoserine lactone; N-Dodecanoyl-DL-homoserine lactone

登记号

• CAS号: 18627-38-8
• MDL号: MFCD03100412
• PubChem SID: 162250042; 24850402
• PubChem CID: 11565426

理论计算性质

• Acid pKa: 12.613446
• 质子受体: 2
• 质子供体: 1
• LogD (pH = 5.5): 3.6193094
• LogD (pH = 7.4): 3.6193078
• Log P: 3.61931
• 摩尔折射率: 78.8939 cm^3
• 极化性: 31.446163 Å^3
• 极化表面积: 55.4 Å^2
• 可自由旋转的化学键: 11
• 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): C16H29NO3

详细说明

Sigma Aldrich - 17247

Application
Application test: Induces violacein expression in a Chromobacterium violaceum mutant usually not able to produce homoserine lactones1.
Biochem/physiol Actions
Quorum-sensing signal generation.2
N-Lauroyl- 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.