2-hexadecanamidoacetic acid

• ChemBase编号: 3118
• 分子式: C18H35NO3
• 平均质量: 313.4754
• 单一同位素质量: 313.26169399
• SMILES: C(=O)(O)CNC(=O)CCCCCCCCCCCCCCC
• Canonical SMILES: CCCCCCCCCCCCCCCC(=O)NCC(=O)O
• InChI: InChI=1S/C18H35NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-17(20)19-16-18(21)22/h2-16H2,1H3,(H,19,20)(H,21,22)
• InChIKey: KVTFEOAKFFQCCX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 2-hexadecanamidoacetic acid
• IUPAC传统名: N-palmitoyl glycine
• 别名: N-Hexadecanoylglycine; Hexadecanoylaminoacetic acid; N-palmitoyl glycine; PalGly

登记号

• CAS号: 2441-41-0
• MDL号: MFCD00153471
• PubChem SID: 46505498; 160966562
• PubChem CID: 151008

理论计算性质

JChem

• Acid pKa: 4.0466223
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 3.6865194
• LogD (pH = 7.4): 2.0195756
• Log P: 5.1512995
• 摩尔折射率: 89.8871 cm^3
• 极化性: 35.599537 Å^3
• 极化表面积: 66.4 Å^2
• 可自由旋转的化学键: 16
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 6.18
• LOG S: -5.65
• 溶解度: 7.08e-04 g/l

分子性质

理化性质

• 溶解度: DMSO: >10 mg/mL
• 外观: white to off-white solid

安全信息

• 德国WGK号: 2
• 个人保护装置: Eyeshields, Gloves, half-mask respirator (US), multi-purpose combination respirator cartridge (US)
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C18H35NO3

详细说明

DrugBank - DB03440

Drug information: experimental

Sigma Aldrich - P0064

Biochem/physiol Actions
PalGly is an endogenous signaling lipid that modulates calcium influx and nitric oxide production. PalGly inhibits heat-evoked firing of wide dynamic range (WDR) neurons, activates calcium influx in DRG cells and stimulates NO production. Preliminary studies suggest its signaling mechanism involves GPCR-mediated cation channel activation and a Gαi/o-coupled signaling pathway, which is being further investigated.