3-[2-(dimethylamino)(2H4)ethyl]-1H-indol-4-ol

• ChemBase编号: 177101
• 分子式: C12H16N2O
• 平均质量: 204.26824
• 单一同位素质量: 204.12626314
• SMILES: c1cc(c2c(c1)[nH]cc2CCN(C)C)O
• Canonical SMILES: CN(CCc1c[nH]c2c1c(O)ccc2)C
• InChI: InChI=1S/C12H16N2O/c1-14(2)7-6-9-8-13-10-4-3-5-11(15)12(9)10/h3-5,8,13,15H,6-7H2,1-2H3
• InChIKey: SPCIYGNTAMCTRO-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 3-[2-(dimethylamino)(^2H₄)ethyl]-1H-indol-4-ol
• IUPAC传统名: 3-[2-(dimethylamino)(^2H₄)ethyl]-1H-indol-4-ol
• 别名: 3-[2-(Dimethylamino)ethyl]-1H-indol-4-ol-d4; 4-Hydroxy-N,N-dimethyltryptamine-d4; Psilocyn-d4; Psilocin-d4

登记号

• PubChem SID: 164233011
• PubChem CID: 71751873

理论计算性质

• Acid pKa: 8.971079
• 质子受体: 2
• 质子供体: 2
• LogD (pH = 5.5): -1.3831663
• LogD (pH = 7.4): -0.095287494
• Log P: 1.1496978
• 摩尔折射率: 62.4231 cm^3
• 极化性: 25.082687 Å^3
• 极化表面积: 39.26 Å^2
• 可自由旋转的化学键: 3
• 里宾斯基五规则: true

分子性质

理化性质

• 外观: Methanol, Tetrahydrofuran

详细说明

Toronto Research Chemicals - P839632

The minor hallucinogenic component of the Teonanacatl mushroom. Psilocin is the 4-hydroxy analog of Psilocybin, formed by metabolic dephosphorylation of Psilocybin, and is an active neurochemical. Psychomimetic. Controlled substance (hallucinogen).

参考文献

• Hofmann, et al.: Experientia, 14, 397 (1958)
• Callahan, P., et al.: J. Pharmacol. Exp. Ther., 246, 866 (1958)
• Appel, J., et al.: Eur. J. Pharmacol., 159, 41 (1958)
• Blair, J., et al.: J. Med. Chem., 43, 4701 (1958)