4-{2-[bis(2H3)methylamino]ethyl}phenol

• ChemBase ID: 170015
• Molecular Formular: C10H15NO
• Molecular Mass: 165.2322
• Monoisotopic Mass: 165.11536411
• SMILES: c1c(ccc(c1)CCN(C)C)O
• Canonical SMILES: CN(CCc1ccc(cc1)O)C
• InChI: InChI=1S/C10H15NO/c1-11(2)8-7-9-3-5-10(12)6-4-9/h3-6,12H,7-8H2,1-2H3
• InChIKey: KUBCEEMXQZUPDQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{2-[bis(^2H₃)methylamino]ethyl}phenol
• IUPAC Traditional name: 4-{2-[bis(^2H₃)methylamino]ethyl}phenol
• Synonyms: 4-[2-(Dimethyl-d6)aminoethyl]phenol; Eremursine; Anhalin-d6; Anhaline-d6; Cactine-d6; p-[2-[(Dimethyl-d6)amino]ethyl]phenol; Hordenin-d6; Peyocactine-d6; N,N-(Dimethyl-d6)-4-hydroxy-β-phenethylamine; N,N-(Dimethyl-d6)tyramine; N,N-(Dimethyl-d6)-p-hydroxyphenethylamine; Ordenina-d6; p-Hydroxy-N,N-(dimethyl-d6)phenethylamine; Hordenine-d6

Database IDs

• PubChem SID: 164225925
• PubChem CID: 71748771

CALCULATED PROPERTIES

• Acid pKa: 10.308364
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): -1.4050452
• LogD (pH = 7.4): 0.058829598
• Log P: 1.6291746
• Molar Refractivity: 51.3366 cm^3
• Polarizability: 19.761406 Å^3
• Polar Surface Area: 23.47 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H669602

A labelled phenethylamine alkaloid with antibacterial and antibiotic properties found mainly in plants from the cactaceae family. It showed effects similar to Cytosine (C998950) and acted as a depressant on the central nervous system (CNS) during animal t

REFERENCES

• Aliev, K.U. et al.: Med. Zhur. Uzbek., 8, 71 (1966)
• Ghosal, S. et al. Planta Medica, 22, 434 (1966)
• Starha, R. et al.: Biochem. Sys. Ecol., 27, 839 (1966)