4-[1-(1-hydroxycyclohexyl)-2-{[2-(4-hydroxyphenyl)ethyl]amino}ethyl]phenol

• ChemBase ID: 167240
• Molecular Formular: C22H29NO3
• Molecular Mass: 355.47056
• Monoisotopic Mass: 355.21474379
• SMILES: c1cc(ccc1C(C1(CCCCC1)O)CNCCc1ccc(cc1)O)O
• Canonical SMILES: Oc1ccc(cc1)CCNCC(C1(O)CCCCC1)c1ccc(cc1)O
• InChI: InChI=1S/C22H29NO3/c24-19-8-4-17(5-9-19)12-15-23-16-21(18-6-10-20(25)11-7-18)22(26)13-2-1-3-14-22/h4-11,21,23-26H,1-3,12-16H2
• InChIKey: UMYJDHWHTKQULQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[1-(1-hydroxycyclohexyl)-2-{[2-(4-hydroxyphenyl)ethyl]amino}ethyl]phenol
• IUPAC Traditional name: 4-[1-(1-hydroxycyclohexyl)-2-{[2-(4-hydroxyphenyl)ethyl]amino}ethyl]phenol
• Synonyms: 1-[1-(4-Hydroxyphenyl)]-2-[((2-(4-hydroxyphenyl)ethyl)amino)ethyl]cyclohexanol; 4-[2-[[2-(1-hydroxycyclohexyl)-2-(4-hydroxyphenyl)ethyl]amino]ethyl]phenol; rac N,N-Didesmethyl-N-(4-hydroxyphenethyl)-O-desmethyl Venlafaxine

Database IDs

• PubChem SID: 162261373
• PubChem CID: 71316029

CALCULATED PROPERTIES

• Acid pKa: 9.565925
• H Acceptors: 4
• H Donor: 4
• LogD (pH = 5.5): 0.70229053
• LogD (pH = 7.4): 1.4334935
• Log P: 3.1591997
• Molar Refractivity: 104.5957 cm^3
• Polarizability: 40.81142 Å^3
• Polar Surface Area: 72.72 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D441110

An impurity of O-Desmethylvenlafaxine (D296500).