N-[(2S)-1-hydroxy-3-(4-hydroxyphenyl)propan-2-yl]octadec-9-enamide

• ChemBase编号: 154164
• 分子式: C27H45NO3
• 平均质量: 431.6511
• 单一同位素质量: 431.33994431
• SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)N[C@@H](Cc1ccc(cc1)O)CO
• Canonical SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)N[C@@H](Cc1ccc(cc1)O)CO
• InChI: InChI=1S/C27H45NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-27(31)28-25(23-29)22-24-18-20-26(30)21-19-24/h9-10,18-21,25,29-30H,2-8,11-17,22-23H2,1H3,(H,28,31)/t25-/m0/s1
• InChIKey: ICDMLAQPOAVWNH-VWLOTQADSA-N

名称和登记号

名称

• IUPAC标准名: N-[(2S)-1-hydroxy-3-(4-hydroxyphenyl)propan-2-yl]octadec-9-enamide
• IUPAC传统名: N-[(2S)-1-hydroxy-3-(4-hydroxyphenyl)propan-2-yl]octadec-9-enamide
• 别名: (N-[(S)-2-Hydroxy-1-(4-hydroxybenzyl)-ethyl]-octadec-9-enoamide; OMDM-1

登记号

• MDL号: MFCD05865240
• PubChem SID: 162248303
• PubChem CID: 71311808

理论计算性质

• Acid pKa: 9.50429
• 质子受体: 3
• 质子供体: 3
• LogD (pH = 5.5): 7.279722
• LogD (pH = 7.4): 7.2763834
• Log P: 7.279766
• 摩尔折射率: 131.4321 cm^3
• 极化性: 51.209774 Å^3
• 极化表面积: 69.56 Å^2
• 可自由旋转的化学键: 19
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO: soluble ~24 mg/mL
• 外观: off-white powder

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

产品相关信息

• 纯度: ≥97% (HPLC)
• Empirical Formula (Hill Notation): C27H45NO3

详细说明

Sigma Aldrich - O2389

Biochem/physiol Actions
Potent, selective inhibitor of anadamide cellular uptake with low affinity for CB1 and CB2 receptors, no activity at VR1 receptor or fatty acid amide hydrolase (FAAH); stable to enzymatic hydrolysis by rat brain homogenates.