3-oxo-N-[(3S)-2-oxooxolan-3-yl]decanamide

• ChemBase编号: 154105
• 分子式: C14H23NO4
• 平均质量: 269.33672
• 单一同位素质量: 269.16270822
• SMILES: CCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O
• Canonical SMILES: CCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O
• InChI: InChI=1S/C14H23NO4/c1-2-3-4-5-6-7-11(16)10-13(17)15-12-8-9-19-14(12)18/h12H,2-10H2,1H3,(H,15,17)/t12-/m0/s1
• InChIKey: KYGIKEQVUKTKRR-LBPRGKRZSA-N

名称和登记号

名称

• IUPAC标准名: 3-oxo-N-[(3S)-2-oxooxolan-3-yl]decanamide
• IUPAC传统名: 3-oxo-N-[(3S)-2-oxooxolan-3-yl]decanamide
• 别名: N-(3-Oxodecanoyl)-L-homoserine lactone

登记号

• MDL号: MFCD12912432
• PubChem SID: 162248244
• PubChem CID: 10221060

理论计算性质

• 可自由旋转的化学键: 9
• 里宾斯基五规则: true
• Acid pKa: 10.296827
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 2.0628824
• LogD (pH = 7.4): 2.06234
• Log P: 2.0628893
• 摩尔折射率: 70.3851 cm^3
• 极化性: 27.87623 Å^3
• 极化表面积: 72.47 Å^2

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

• 运输包装: wet ice
• Empirical Formula (Hill Notation): C14H23NO4

详细说明

Sigma Aldrich - O9014

Biochem/physiol Actions
Acyl homoserine lactone used as an autoinducer of quorum signaling by Pseudomonas putida, Yersinia enterocolitica, and other Gram-negative bacteria.1
N-(3-oxodecanoyl) homoserine-L-lactone (3-oxo-C10 HSL) is among a group of homoserine lactones that includes; N-octanoyl-homoserine lactone (N-C8-HSL), N-(3-oxododecanoyl)homoserine-L-lactone (3-oxo-C12-HSL), N-(3-Oxotetradecanoyl)-L-homoserine lactone (3-oxo-C14-HSL, N-(3-hydroxydecanoyl)-L-homoserine lactone, and N-(3-hydroxyoctanoyl)-L-homoserine lactone involved in the processes of bacterial quorum sensing. These N-acyl-homoserine lactones are used to study the processes and mechanisms of bacterial quorum sensing.