(9Z)-octadec-9-enamide

• ChemBase编号: 133078
• 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-KTKRTIGZSA-N

名称和登记号

名称

• IUPAC标准名: (9Z)-octadec-9-enamide
• IUPAC传统名: oleamide
• 别名: Oleylamide; Crodamide O; Adogen 73; Neutron (amide); Kemamide U; Unislip 1759; Oleamide; cis-9,10-Octadecenoamide; cis-9-Octadecenamide; Oleic acid amide; Oleamide

登记号

• CAS号: 301-02-0
• EC号: 206-103-9
• MDL号: MFCD00053638
• PubChem SID: 24897957; 162227355
• PubChem CID: 5283387

理论计算性质

• 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

分子性质

理化性质

• 溶解度: Clear Colourless Solution 5mg/0.1 ml of Chloroform
• 外观: White Solid
• 熔点: 76-78°C

安全信息

• 保存条件: -20°C Freezer
• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 德国WGK号: 1
• 危险公开号: 36/37/38
• 安全公开号: 26-36
• GHS危险品标识: GHS07
• GHS警示词: Warning
• GHS危险声明: H315-H317-H319-H335
• GHS警示性声明: P261-P280-P305 + P351 + P338
• 个人保护装置: dust mask type N95 (US), Eyeshields, Faceshields, Gloves
• 保存温度: -20°C

产品相关信息

• 纯度: ≥99%

详细说明

Sigma Aldrich - O2136

Biochem/physiol Actions
Sleep-inducing brain lipid, which allosterically modulates GABAA receptors and potentiates 5-HT7 serotonin receptor responses. Selective endogenous agonist of rat and human CB1 cannabinoid receptor.

Toronto Research Chemicals - O255000

A brain lipid that induces physiological sleep at nanomolar quantities when injected into rats. This lipid may represent a new class of biological signaling molecules.

参考文献

• Kim, M., et al.: Drug Delivery, 15, 373 (2008)
• Burstein, S., et al.: Bioorg. Med. Chem., 16, 9644 (2008)
• Sudhahar, V., et al.: Eur. J. Pharmacol., 607, 143 (2008)