N-[(4-hydroxy-3-methoxyphenyl)methyl]nonanamide

• ChemBase编号: 128648
• 分子式: C17H27NO3
• 平均质量: 293.40118
• 单一同位素质量: 293.19909373
• SMILES: CCCCCCCCC(=O)NCc1cc(c(cc1)O)OC
• Canonical SMILES: CCCCCCCCC(=O)NCc1ccc(c(c1)OC)O
• InChI: InChI=1S/C17H27NO3/c1-3-4-5-6-7-8-9-17(20)18-13-14-10-11-15(19)16(12-14)21-2/h10-12,19H,3-9,13H2,1-2H3,(H,18,20)
• InChIKey: RGOVYLWUIBMPGK-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: N-[(4-hydroxy-3-methoxyphenyl)methyl]nonanamide
• IUPAC传统名: nonivamide
• 别名: 壬酸香草酰胺; N-[(4-Hydroxy-3-methoxyphenyl)methyl]nonanamide; 8-Nordihydrocapsaicin; AH 23491X; N-(4-Hydroxy-3-methoxybenzyl)nonamide; N-Vanillylnonamide; NSC 172795; Nonanoylvanillyl Amide; Nonivamide; Nonylic Acid Vanillylamide; Nonylic Vanillylamide; Vanillyl n-Nonylamide; Vanillyl Pelargonic Amide; N-Vanillylnonanamide; Pseudocapsaicin; vanillyl-N-nonylamidn; nonylic acid vanillyl amidn; pelargonic acid vanillylamide (PAVAn; pelargonyl vanillyl amide; Nonivamide; Capsaicin synthetic; N-(4-Hydroxy-3-methoxybenzyl)nonanamide; N-Vanillylpelargonamide; Nonanoic acid vanillylamide; Nonylvanylamide; N-Vanillylnonanamide; Pelargonic acid vanillylamide

登记号

• CAS号: 2444-46-4
• EC号: 219-46-4; 219-484-1
• MDL号: MFCD00017286
• Beilstein号: 2144300
• PubChem SID: 24278775; 24886983; 162222955; 24892401
• PubChem CID: 2998
• KEGG ID: D08282
• 维基百科标题: Nonivamide

理论计算性质

• Acid pKa: 9.928692
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 3.8245556
• LogD (pH = 7.4): 3.8232968
• Log P: 3.824572
• 摩尔折射率: 84.6522 cm^3
• 极化性: 33.069572 Å^3
• 极化表面积: 58.56 Å^2
• 可自由旋转的化学键: 10
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: insoluble in water; methanol: soluble100 mg/mL, clear to slightly hazy, colorless to deep brown-yellow; soluble in methanol
• 外观: powder; white to off-white powder
• 熔点: 54°C; 55-61 °C
• 闪点: 190 °C; 190 °C (closed cup); 374 °F
• 自燃点: 330 °C
• 密度: 1.10 g/cm^3
• 气味: pungent

安全信息

• 欧盟危险性物质标志: 刺激性(Irritant) (Xi)
• 联合国危险货物编号: 2811
• 德国WGK号: 2
• 联合国危险货物等级: 6.1
• 联合国危险货物包装类别(PG): 3
• 危险公开号: 36/37/38-43
• 安全公开号: 26-36/37
• GHS危险品标识: GHS07
• GHS警示词: Warning
• 半数致死量: 511 mg/kg (rat, oral)
• 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
• RID/ADR: UN 2811 6.1/PG 3
• 保存温度: 2-8°C

药理学性质

• 相关基因信息: rat ... Trpv1(83810), Trpv4(66026)

产品相关信息

• 纯度: ≥97%; ≥97.0% (HPLC)
• 级别: purum
• Empirical Formula (Hill Notation): C17H27NO3

详细说明

Sigma Aldrich - V9130

Other Notes
Synthetic analogue of capsaicin with similar bioactivity.

Toronto Research Chemicals - V097635

N-Vanillylnonanamide is a synthetic analogue of Capsaicin (175680) with similar bioactivity.

参考文献

• Turgut, C., et al.: Environ. Sci. Pollut. Res., 11, 7 (2003)
• Xu, Q., et al.: Environ. Toxicol., 20, 467 (2003)