3-(2-aminoethyl)phenol

• ChemBase ID: 128285
• Molecular Formular: C8H11NO
• Molecular Mass: 137.17904
• Monoisotopic Mass: 137.08406398
• SMILES: Oc1cc(ccc1)CCN
• Canonical SMILES: NCCc1cccc(c1)O
• InChI: InChI=1S/C8H11NO/c9-5-4-7-2-1-3-8(10)6-7/h1-3,6,10H,4-5,9H2
• InChIKey: GHFGJTVYMNRGBY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-aminoethyl)phenol
• IUPAC Traditional name: m-tyramine
• Synonyms: 3-(2-Aminoethyl)phenol; m-(2-Aminoethyl)phenol; 2-(3-Hydroxyphenyl)ethylamine; 3-Hydroxyphenethylamine; Metatyramine; m-Hydroxyphenethylamine; m-Tyramine; m-Tyramine; 3-Tyramine; 3-Hydroxyphenylethylamine; Meta-Tyramine

Database IDs

• CAS Number: 588-05-6
• PubChem SID: 162222593
• PubChem CID: 11492
• Chemspider ID: 11008
• Wikipedia Title: Meta-Tyramine

CALCULATED PROPERTIES

• Acid pKa: 10.269896
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -1.9230882
• LogD (pH = 7.4): -1.1816224
• Log P: 0.6382834
• Molar Refractivity: 41.2673 cm^3
• Polarizability: 16.070765 Å^3
• Polar Surface Area: 46.25 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - T898490

Brain microsomes were able to metabolize tyramine to dopamine.

REFERENCES

• Boobis, A., et al.: Xenobiotica, 20, 1139 (1990)
• Coleman, T., et al.: Drug Metab. Dispos., 28, 1094 (1990)
• Berry, M., et al.: J. Neurochem., 90, 257 (1990)