4-[(1S)-2-(dimethylamino)-1-(1-hydroxycyclohexyl)ethyl]phenol

• ChemBase ID: 166613
• Molecular Formular: C16H25NO2
• Molecular Mass: 263.3752
• Monoisotopic Mass: 263.18852905
• SMILES: c1cc(ccc1[C@H](C1(CCCCC1)O)CN(C)C)O
• Canonical SMILES: CN(C[C@@H](C1(O)CCCCC1)c1ccc(cc1)O)C
• InChI: InChI=1S/C16H25NO2/c1-17(2)12-15(13-6-8-14(18)9-7-13)16(19)10-4-3-5-11-16/h6-9,15,18-19H,3-5,10-12H2,1-2H3/t15-/m1/s1
• InChIKey: KYYIDSXMWOZKMP-OAHLLOKOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1S)-2-(dimethylamino)-1-(1-hydroxycyclohexyl)ethyl]phenol
• IUPAC Traditional name: 4-[(1S)-2-(dimethylamino)-1-(1-hydroxycyclohexyl)ethyl]phenol
• Synonyms: (S)-(+)-4-[2-(Dimethylamino)-1-(1-hydroxycyclo-hexyl)ethyl]phenol; S-(+)-O-Desmethyl Venlafaxine

Database IDs

• CAS Number: 142761-12-4
• PubChem SID: 162260746
• PubChem CID: 9816723

CALCULATED PROPERTIES

• Acid pKa: 10.111714
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -0.5600763
• LogD (pH = 7.4): 1.0721254
• Log P: 2.2934265
• Molar Refractivity: 78.5419 cm^3
• Polarizability: 30.689209 Å^3
• Polar Surface Area: 43.7 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 235-237°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - D296510

A metabolite of Venlafaxine, a selective serotonin noradrenaline reuptake inhibitor. Used as an antidepressant.