guaifenesin   Click here for help

GtoPdb Ligand ID: 7617

Synonyms: glyceryl guaiacolate | guaiphenesin | Mucinex®
Approved drug
guaifenesin is an approved drug (FDA (2002))
Compound class: Synthetic organic
Comment: The approved drug is a racemic mixture of enantiomers; R-guaifenesin and S-guaifenesin. We show the non-stereo structure to represent the mixture.
2D Structure
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Physico-chemical Properties
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Hydrogen bond acceptors 2
Hydrogen bond donors 2
Rotatable bonds 5
Topological polar surface area 58.92
Molecular weight 198.09
XLogP 0.2
No. Lipinski's rules broken 0
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Canonical SMILES OCC(COc1ccccc1OC)O
Isomeric SMILES OCC(COc1ccccc1OC)O
InChI InChI=1S/C10H14O4/c1-13-9-4-2-3-5-10(9)14-7-8(12)6-11/h2-5,8,11-12H,6-7H2,1H3
No information available.
Summary of Clinical Use Click here for help
Guaifenesin is an expectorant used to reduce chest congestion caused by the common cold, infections, or allergies. This drug is available with or without prescription in the US. Guaifenesin is often sold in fixed-mixture formulations containing codeine (antitussive) and pseudoephedrine( decongestant) to treat painful and persistent coughs with mucus buildup and nasal congestion.
Mechanism Of Action and Pharmacodynamic Effects Click here for help
Guaifenesin works by thinning and loosening mucus in the airways, clearing congestion, and making breathing easier, although the precise mechanistic target of drug action is unknown.
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