5-(1-hydroxy-2-{[1-(4-hydroxyphenyl)propan-2-yl]amino}ethyl)benzene-1,3-diol

• ChemBase ID: 1143
• Molecular Formular: C17H21NO4
• Molecular Mass: 303.35294
• Monoisotopic Mass: 303.14705816
• SMILES: OC(CNC(Cc1ccc(O)cc1)C)c1cc(O)cc(O)c1
• Canonical SMILES: CC(Cc1ccc(cc1)O)NCC(c1cc(O)cc(c1)O)O
• InChI: InChI=1S/C17H21NO4/c1-11(6-12-2-4-14(19)5-3-12)18-10-17(22)13-7-15(20)9-16(21)8-13/h2-5,7-9,11,17-22H,6,10H2,1H3
• InChIKey: LSLYOANBFKQKPT-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(1-hydroxy-2-{[1-(4-hydroxyphenyl)propan-2-yl]amino}ethyl)benzene-1,3-diol
• IUPAC Traditional name: fenoterol
• Brand Name: Berotec
• Synonyms: Fenoterolum [inn-latin]; Phenoterol; Fenoterol

Database IDs

• CAS Number: 13392-18-2
• PubChem SID: 46509099; 160964606
• PubChem CID: 3343

CALCULATED PROPERTIES

JChem

• Acid pKa: 8.845504
• H Acceptors: 5
• H Donor: 5
• LogD (pH = 5.5): -0.75285935
• LogD (pH = 7.4): 0.33011234
• Log P: 1.4733138
• Molar Refractivity: 84.9976 cm^3
• Polarizability: 33.004528 Å^3
• Polar Surface Area: 92.95 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 1.36
• LOG S: -3.27
• Solubility (Water): 1.62e-01 g/l

DETAILS

DrugBank - DB01288

• Drug Groups: approved
• Description: An adrenergic beta-2 agonist that is used as a bronchodilator and tocolytic. [PubChem]
• Indication: Fenoterol is used for the treatment of asthma.
• Pharmacology: Fenoterol is a beta agonist designed to open up the airways to the lungs by decreasing bronchconstriction.
• Toxicity: Symptoms of overdose include angina (chest pain), dizziness, dry mouth, fatigue, flu-like symptoms, headache, heart irregularities, high or low blood pressure, high blood sugar, insomnia, muscle cramps, nausea, nervousness, rapid heartbeat, seizures, and tremor.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic.
• External Links: Wikipedia