3-{2-[methyl(propan-2-yl)amino]ethyl}-1H-indol-4-ol

• ChemBase ID: 170644
• Molecular Formular: C14H20N2O
• Molecular Mass: 232.3214
• Monoisotopic Mass: 232.15756327
• SMILES: c1ccc2c(c1O)c(c[nH]2)CCN(C(C)C)C
• Canonical SMILES: CN(C(C)C)CCc1c[nH]c2c1c(O)ccc2
• InChI: InChI=1S/C14H20N2O/c1-10(2)16(3)8-7-11-9-15-12-5-4-6-13(17)14(11)12/h4-6,9-10,15,17H,7-8H2,1-3H3
• InChIKey: RXKGHZCQFXXWFQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{2-[methyl(propan-2-yl)amino]ethyl}-1H-indol-4-ol
• IUPAC Traditional name: 4-HO-MiPT
• Synonyms: 3-[2-[Methyl(1-methylethyl)amino]ethyl]-1H-indol-4-ol; 4-Hydroxy-N-isopropyl-N-methyltryptamine

Database IDs

• CAS Number: 77872-43-6
• PubChem SID: 164226554
• PubChem CID: 10082683

CALCULATED PROPERTIES

• Acid pKa: 9.065218
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.68289673
• LogD (pH = 7.4): 0.26225877
• Log P: 1.6715342
• Molar Refractivity: 71.5905 cm^3
• Polarizability: 28.694574 Å^3
• Polar Surface Area: 39.26 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H942880

A related homologue of Psilocin.

REFERENCES

• de Boer, D., et al.: Pharm. World Sci., 26, 110 (2004)
• Brandt, S., et al.: Analyst, 130, 330 (2004)
• Matsumoto, T., et al.: J. Health Sci., 52, 805 (2004)