Identification
- Generic Name
- Guaiacol
- DrugBank Accession Number
- DB11359
- Background
Guaiacol is an agent thought to have disinfectant properties and used as an expectorant. Guaiacol is a phenolic natural product first isolated from Guaiac resin and the oxidation of lignin. Guaiacol is also present in wood smoke, as a product of pyrolysis of lignin. Guaiacol has been found in the urine of patients with neuroblastoma and pheochromocytoma.
- Type
- Small Molecule
- Groups
- Approved
- Structure
Structure for Guaiacol (DB11359)
- Weight
- Average: 124.139
Monoisotopic: 124.052429498 - Chemical Formula
- C7H8O2
- Synonyms
- 1-hydroxy-2-methoxybenzene
- 2-methoxyl-4-vinylphenol
- 2-methoxyphenol
- Guaiacol
- o-guaiacol
- o-hydroxyanisole
- o-Methoxyphenol
- Pyrocatechol monomethyl ether
- Pyroguaiac acid
- External IDs
- Fema no. 2532
- NSC-3815
Pharmacology
- Indication
It is used medicinally as an expectorant, antiseptic, and local anesthetic. Guaiacol is used in traditional dental pulp sedation, and has the property of inducing cell proliferation; guaiacol is a potent scavenger of reactive oxygen radicals and its radical scavenging activity may be associated with its effect on cell proliferation.
Reduce drug development failure ratesBuild, train, & validate machine-learning modelswith evidence-based and structured datasets.Build, train, & validate predictive machine-learning models with structured datasets.- Associated Conditions
Indication Type Indication Combined Product Details Approval Level Age Group Patient Characteristics Dose Form Used in combination to manage Productive cough Combination Product in combination with: Camphor (DB01744), Eucalyptol (DB03852) ••• ••• ••••••••••• Used in combination to manage Chest congestion Combination Product in combination with: Camphor (DB01744), Eucalyptol (DB03852) ••• ••• ••••••••••• Used in combination for symptomatic treatment of Dry socket syndrome Combination Product in combination with: Eugenol (DB09086) •••••••••••• ••••• - Associated Therapies
- Contraindications & Blackbox Warnings
Prevent Adverse Drug Events TodayTap into our Clinical API for life-saving information on contraindications & blackbox warnings, population restrictions, harmful risks, & more.Avoid life-threatening adverse drug events with our Clinical API- Pharmacodynamics
Not Available
- Mechanism of action
Target Actions Organism USerum albumin Not Available Humans - Absorption
In rats, guaiacol is rapidly absorbed, being present in the blood 5 minutes after oral administration, and reaching its peak plasma concentration in about 10 minutes. Its elimination from the blood is usually as rapid.
- Volume of distribution
Not Available
- Protein binding
Not Available
- Metabolism
- Not Available
- Route of elimination
Excreted by rabbits in combined form with sulfate (15%) and glucuronic acid (72%).
- Half-life
Not Available
- Clearance
Not Available
- Adverse Effects
Improve decision support & research outcomesWith structured adverse effects data, including: blackbox warnings, adverse reactions, warning & precautions, & incidence rates. View sample adverse effects data in our new Data Library!Improve decision support & research outcomes with our structured adverse effects data.- Toxicity
Not Available
- Pathways
- Not Available
- Pharmacogenomic Effects/ADRs
- Not Available
Interactions
- Drug Interactions
- This information should not be interpreted without the help of a healthcare provider. If you believe you are experiencing an interaction, contact a healthcare provider immediately. The absence of an interaction does not necessarily mean no interactions exist.Not Available
- Food Interactions
- No interactions found.
Products
Drug product information from 10+ global regionsOur datasets provide approved product information including:dosage, form, labeller, route of administration, and marketing period.Access drug product information from over 10 global regions.- Product Ingredients
Ingredient UNII CAS InChI Key Guaiacol carbonate Q71XPQ6R29 553-17-3 ORUJFMPWKPVXLZ-UHFFFAOYSA-N Guaiacol hydrochloride Not Available Not Available AXHWIVKRWPJSOF-UHFFFAOYSA-N - Mixture Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image Analgesic Balm Guaiacol (1.25 %) + Eucalyptus oil (2.5 %) + Levomenthol (3.12 %) + Methyl salicylate (25 %) Ointment Topical Stanley Pharmaceuticals, A Division Of Vita Health Products Inc. 1965-12-31 2000-07-27 Canada 
Creo-rectal Adultes/adults Guaiacol carbonate (600 mg) + Camphor (5 mg) + Diphenylpyraline hydrochloride (1.5 mg) Suppository Rectal Laboratoires Confab Inc 1951-12-31 Not applicable Canada Creo-rectal Enfants/children Guaiacol carbonate (200 mg) + Camphor (2 mg) + Diphenylpyraline hydrochloride (0.5 mg) Suppository Rectal Laboratoires Confab Inc 1951-12-31 Not applicable Canada Creo-rectal Nourrisson Guaiacol carbonate (100 mg) + Camphor (1 mg) + Diphenylpyraline hydrochloride (0.25 mg) Suppository Rectal Sandoz Canada Incorporated 1951-12-31 2012-11-02 Canada Demo Cineol Inj Guaiacol (167 mg / mL) + Camphor (20 mg / mL) + Eucalyptol (184 mg / mL) Liquid Intramuscular Sabex Inc 1951-12-31 1998-08-12 Canada - Unapproved/Other Products
Name Ingredients Dosage Route Labeller Marketing Start Marketing End Region Image Dry Socket Guaiacol (0.0416 g/1g) + Eugenol (0.0416 g/1g) Paste Dental Dentsply Llc, Professional Division, Trading As "Sultan Healthcare" 1963-01-01 Not applicable US 
Categories
- Drug Categories
- Chemical TaxonomyProvided by Classyfire
- Description
- This compound belongs to the class of organic compounds known as methoxyphenols. These are compounds containing a methoxy group attached to the benzene ring of a phenol moiety.
- Kingdom
- Organic compounds
- Super Class
- Benzenoids
- Class
- Phenols
- Sub Class
- Methoxyphenols
- Direct Parent
- Methoxyphenols
- Alternative Parents
- Phenoxy compounds / Methoxybenzenes / Anisoles / Alkyl aryl ethers / 1-hydroxy-4-unsubstituted benzenoids / 1-hydroxy-2-unsubstituted benzenoids / Hydrocarbon derivatives
- Substituents
- 1-hydroxy-2-unsubstituted benzenoid / 1-hydroxy-4-unsubstituted benzenoid / Alkyl aryl ether / Anisole / Aromatic homomonocyclic compound / Ether / Hydrocarbon derivative / Methoxybenzene / Methoxyphenol / Monocyclic benzene moiety
- Molecular Framework
- Aromatic homomonocyclic compounds
- External Descriptors
- phenols, monomethoxybenzene (CHEBI:28591) / a guaiacol (CPD-400)
- Affected organisms
- Not Available
Chemical Identifiers
- UNII
- 6JKA7MAH9C
- CAS number
- 90-05-1
- InChI Key
- LHGVFZTZFXWLCP-UHFFFAOYSA-N
- InChI
- InChI=1S/C7H8O2/c1-9-7-5-3-2-4-6(7)8/h2-5,8H,1H3
- IUPAC Name
- 2-methoxyphenol
- SMILES
- COC1=C(O)C=CC=C1
References
- General References
- Monograph [Link]
- External Links
- Human Metabolome Database
- HMDB0001398
- KEGG Drug
- D00117
- KEGG Compound
- C01502
- PubChem Compound
- 460
- PubChem Substance
- 347827973
- ChemSpider
- 447
- BindingDB
- 50240369
- 5031
- ChEBI
- 28591
- ChEMBL
- CHEMBL13766
- ZINC
- ZINC000013512224
- PDBe Ligand
- JZ3
- Wikipedia
- Guaiacol
- PDB Entries
- 4a6z / 4a78 / 4g05 / 4qoq / 5ncb / 6hqk / 6hql / 6hqm / 6hqn / 6hqo … show 5 more
Clinical Trials
Pharmacoeconomics
- Manufacturers
- Not Available
- Packagers
- Not Available
- Dosage Forms
Form Route Strength Ointment Topical Liquid Intramuscular Suppository Rectal Liquid Dental Paste Dental Solution Intramuscular 100.000 mg Solution Topical Syrup Oral Lozenge Oral - Prices
- Not Available
- Patents
- Not Available
Properties
- State
- Not Available
- Experimental Properties
- Not Available
- Predicted Properties
Property Value Source Water Solubility 67.4 mg/mL ALOGPS logP 1.32 ALOGPS logP 1.51 Chemaxon logS -0.27 ALOGPS pKa (Strongest Acidic) 9.98 Chemaxon pKa (Strongest Basic) -4.9 Chemaxon Physiological Charge 0 Chemaxon Hydrogen Acceptor Count 2 Chemaxon Hydrogen Donor Count 1 Chemaxon Polar Surface Area 29.46 Å2 Chemaxon Rotatable Bond Count 1 Chemaxon Refractivity 34.5 m3·mol-1 Chemaxon Polarizability 12.69 Å3 Chemaxon Number of Rings 1 Chemaxon Bioavailability 1 Chemaxon Rule of Five Yes Chemaxon Ghose Filter No Chemaxon Veber's Rule Yes Chemaxon MDDR-like Rule No Chemaxon - Predicted ADMET Features
- Not Available
Spectra
- Mass Spec (NIST)
- Not Available
- Spectra
- Chromatographic Properties
Collision Cross Sections (CCS)
Adduct CCS Value (Å2) Source type Source [M-H]- 123.103164 predictedDarkChem Lite v0.1.0 [M-H]- 122.217164 predictedDarkChem Lite v0.1.0 [M-H]- 123.267064 predictedDarkChem Lite v0.1.0 [M-H]- 122.128064 predictedDarkChem Lite v0.1.0 [M-H]- 123.18873 predictedDeepCCS 1.0 (2019) [M+H]+ 124.283964 predictedDarkChem Lite v0.1.0 [M+H]+ 123.309364 predictedDarkChem Lite v0.1.0 [M+H]+ 123.133364 predictedDarkChem Lite v0.1.0 [M+H]+ 123.115964 predictedDarkChem Lite v0.1.0 [M+H]+ 126.60736 predictedDeepCCS 1.0 (2019) [M+Na]+ 123.070164 predictedDarkChem Lite v0.1.0 [M+Na]+ 122.345864 predictedDarkChem Lite v0.1.0 [M+Na]+ 123.213364 predictedDarkChem Lite v0.1.0 [M+Na]+ 122.351564 predictedDarkChem Lite v0.1.0 [M+Na]+ 135.5297 predictedDeepCCS 1.0 (2019)
Targets
Build, predict & validate machine-learning models
Use our structured and evidence-based datasets to unlock newinsights and accelerate drug research.
Use our structured and evidence-based datasets to unlock new insights and accelerate drug research.
- Kind
- Protein
- Organism
- Humans
- Pharmacological action
- Unknown
- General Function
- Toxic substance binding
- Specific Function
- Serum albumin, the main protein of plasma, has a good binding capacity for water, Ca(2+), Na(+), K(+), fatty acids, hormones, bilirubin and drugs. Its main function is the regulation of the colloid...
- Gene Name
- ALB
- Uniprot ID
- P02768
- Uniprot Name
- Serum albumin
- Molecular Weight
- 69365.94 Da
References
- Ogata N, Shibata T: Binding of alkyl- and alkoxy-substituted simple phenolic compounds to human serum proteins. Res Commun Mol Pathol Pharmacol. 2000;107(1-2):167-73. [Article]
Drug created at December 03, 2015 16:52 / Updated at February 21, 2021 18:53