(9E)-octadec-9-enamide

• ChemBase编号: 3433
• 分子式: C18H35NO
• 平均质量: 281.4766
• 单一同位素质量: 281.27186475
• SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)N
• Canonical SMILES: CCCCCCCC/C=C/CCCCCCCC(=O)N
• InChI: InChI=1S/C18H35NO/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18(19)20/h9-10H,2-8,11-17H2,1H3,(H2,19,20)/b10-9+
• InChIKey: FATBGEAMYMYZAF-MDZDMXLPSA-N

名称和登记号

名称

• IUPAC标准名: (9E)-octadec-9-enamide; octadec-9-enamide
• IUPAC传统名: elaidoylamide; @elaidoylamide; 9-octadecenamide; octadec-9-enamide
• 别名: trans-9,10-Octadecenoamide; (9E)-9-Octadecenamide; Elaidic Acid Amide; Elaidic Amide; Elaidoylamide; trans-9-Octadecenamide; Elaidamide; Elaidoylamide; Oleylamide; 9-Octadecenamide; (Z)-9-Octadecenamide; 9,10-Octadecenoamide; Oleic acid amide; cis-9,10-Octadecenoamide; ODA; Sleepamide; 18:1 amide; OLEAMIDE

登记号

• CAS号: 4303-70-2; 301-02-0
• EC号: 206-103-9
• PubChem SID: 160966872; 46508720
• PubChem CID: 5353370; 5283387
• CHEBI ID: 116314
• CHEMBL: 15927
• Chemspider ID: 4446508
• IUPHAR配体索引: 284
• 美国药典/FDA物质标识码: 7L25QK8BWO
• 维基百科标题: Oleamide

理论计算性质

JChem

• Acid pKa: 16.920465
• 质子受体: 1
• 质子供体: 1
• LogD (pH = 5.5): 5.9768553
• LogD (pH = 7.4): 5.9768558
• Log P: 5.9768558
• 摩尔折射率: 89.2244 cm^3
• 极化性: 34.883404 Å^3
• 极化表面积: 43.09 Å^2
• 可自由旋转的化学键: 15
• 里宾斯基五规则: false

ALOGPS 2.1

• Log P: 7.19
• LOG S: -6.59
• 溶解度: 7.31e-05 g/l

分子性质

理化性质

• 溶解度: Dichloromethane; Ethyl Acetate; Hexane; Insoluble in water; Tetrahydrofuran
• 外观: Creamy solid; White Solid
• 熔点: 102-104 °C; 91-93°C
• 沸点: >200 °C
• 闪点: >200 °C
• 密度: 0.879 g/cm^3

安全信息

• 保存条件: -20°C; -20°C Freezer
• NFPA704:
  

  0

  1

  0

产品相关信息

• 纯度: ≥98%

详细说明

MP Biomedicals - 02195936

Purity: >98%
A neuroactive signaling fatty acid amide present in the CSF which induces sleep. Serves as a novel modulator of 5-hydroxytryptamine (serotonin) receptors and as a substrate for neuroblastoma (mouse) anandamide amidohydrolase.

DrugBank - DB03784

Drug information: experimental

Toronto Research Chemicals - E500000

Structural analog of oleamide (cis-9,10-octadecenoamide), a sleep-inducing fatty acid amide found naturally in cerebrospinal fluid.

参考文献

• Cravatt, B.F., et al., Science , 268(5216) : 1506-1509 (1995).
• Cravatt, F.B., et al.: Science, 268, 1506 (1995)
• Patterson, J.E., et al.: J. Am. Chem. Soc., 118, 5938 (1995)
• Boger, D.L., et al.: Proc. Natl. Acad. Sci. USA, 95, 4810 (1998)