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

• ChemBase编号: 154106
• 分子式: C18H31NO4
• 平均质量: 325.44304
• 单一同位素质量: 325.22530848
• SMILES: CCCCCCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O
• Canonical SMILES: CCCCCCCCCCCC(=O)CC(=O)N[C@H]1CCOC1=O
• InChI: InChI=1S/C18H31NO4/c1-2-3-4-5-6-7-8-9-10-11-15(20)14-17(21)19-16-12-13-23-18(16)22/h16H,2-14H2,1H3,(H,19,21)/t16-/m0/s1
• InChIKey: YQFJJDSGBAAUPW-INIZCTEOSA-N

名称和登记号

名称

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

登记号

• MDL号: MFCD12912433
• PubChem SID: 162248245
• PubChem CID: 9883786

理论计算性质

• Acid pKa: 10.296827
• 质子受体: 3
• 质子供体: 1
• LogD (pH = 5.5): 3.841157
• LogD (pH = 7.4): 3.8406146
• Log P: 3.8411639
• 摩尔折射率: 88.7891 cm^3
• 极化性: 35.214638 Å^3
• 极化表面积: 72.47 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
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H319
• GHS警示性声明: P305 + P351 + P338
• 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): C18H31NO4

详细说明

Sigma Aldrich - O9264

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