N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]icosa-5,8,11,14-tetraenamide

• ChemBase编号: 125919
• 分子式: C30H42N2O2
• 平均质量: 462.66668
• 单一同位素质量: 462.32462859
• SMILES: O=C(CCC/C=C/C/C=C/C/C=C/C/C=C/CCCCC)NCCc1c[nH]c2c1cc(O)cc2
• Canonical SMILES: CCCCC/C=C/C/C=C/C/C=C/C/C=C/CCCC(=O)NCCc1c[nH]c2c1cc(O)cc2
• InChI: InChI=1S/C30H42N2O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-30(34)31-23-22-26-25-32-29-21-20-27(33)24-28(26)29/h6-7,9-10,12-13,15-16,20-21,24-25,32-33H,2-5,8,11,14,17-19,22-23H2,1H3,(H,31,34)
• InChIKey: QJDNHGXNNRLIGA-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]icosa-5,8,11,14-tetraenamide
• IUPAC传统名: N-[2-(5-hydroxy-1H-indol-3-yl)ethyl]icosa-5,8,11,14-tetraenamide
• 别名: N-arachidonoyl-serotonin; Arachidonoyl serotonin; AA-5-HT; N-[2-(5-Hydroxy-1H-indol-3-yl)ethyl]-(5Z,8Z,11Z,14Z)-5,8,11,14-Eicosatetraenamide; Arachidonoylserotonin

登记号

• CAS号: 187947-37-1
• MDL号: MFCD02179189
• PubChem SID: 162220263
• PubChem CID: 14420957; 10027372
• CHEMBL: 191534
• Chemspider ID: 8202943
• 维基百科标题: Arachidonoyl_serotonin

理论计算性质

• Acid pKa: 9.556519
• 质子受体: 2
• 质子供体: 3
• LogD (pH = 5.5): 7.8121967
• LogD (pH = 7.4): 7.8092356
• Log P: 7.8122354
• 摩尔折射率: 149.1079 cm^3
• 极化性: 56.99765 Å^3
• 极化表面积: 65.12 Å^2
• 可自由旋转的化学键: 17
• 里宾斯基五规则: false

分子性质

理化性质

• 溶解度: DMSO: >10 mg/mL
• 外观: yellow oil

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
• 保存温度: -20°C

产品相关信息

• 纯度: ≥98% (HPLC)
• 运输包装: wet ice
• Empirical Formula (Hill Notation): C30H42N2O2

详细说明

Sigma Aldrich - A7357

Application
Arachidonoylserotonin is a fatty acid amide hydrolase (FAAH) inhibitor and transient receptor potential vanilloid-type I (TRPV1) antagonist. Both FAAH and TRPV1 are targets for chronic pain treatment. Arachidonoylserotonin has been used in a study to determine the involvement of endovanilloids in the cortical plastic changes associated with peripheral nerve injury.
Biochem/physiol Actions
Arachidonoylserotonin is a Fatty Acid Amide Hydrolase (FAAH) Inhibitor and Transient Receptor Potential Vanilloid-Type I (TRPV1) Antagonist. FAAH and TRPV1 are targets for chronic pain treatment. Arachidonylserotonin is a dual target agent and is analgesic in rodents.