2-(3,4,5-trimethoxyphenyl)ethan-1-amine

• ChemBase ID: 128277
• Molecular Formular: C11H17NO3
• Molecular Mass: 211.25758
• Monoisotopic Mass: 211.12084341
• SMILES: O(c1cc(cc(OC)c1OC)CCN)C
• Canonical SMILES: NCCc1cc(OC)c(c(c1)OC)OC
• InChI: InChI=1S/C11H17NO3/c1-13-9-6-8(4-5-12)7-10(14-2)11(9)15-3/h6-7H,4-5,12H2,1-3H3
• InChIKey: RHCSKNNOAZULRK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(3,4,5-trimethoxyphenyl)ethan-1-amine
• IUPAC Traditional name: mescaline
• Synonyms: 3,4,5-trimethoxyphenethylamine; Mescaline

Database IDs

• CAS Number: 54-04-6
• PubChem SID: 162222585
• PubChem CID: 4076
• CHEBI ID: 28346
• CHEMBL: 26687
• Chemspider ID: 3934
• KEGG ID: C06546
• Unique Ingredient Identifier: RHO99102VC
• Wikipedia Title: Mescaline

CALCULATED PROPERTIES

• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): -2.0942051
• LogD (pH = 7.4): -1.3747406
• Log P: 0.91466165
• Molar Refractivity: 58.676 cm^3
• Polarizability: 23.01609 Å^3
• Polar Surface Area: 53.71 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 183°C (361.4°F)

Pharmacology Properties

• Admin Routes: Oral, Intravenous
• Half Life: 6 hours
• Legal Status: Class A (UK); Schedule 9 (Australia); Schedule I (US); Schedule III (Canada)
• Pregnancy Category: C (US)