CHEBI:28591 - guaiacol

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ChEBI Name guaiacol
ChEBI ID CHEBI:28591
Definition A monomethoxybenzene that consists of phenol with a methoxy substituent at the ortho position.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:5549, CHEBI:24434
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Formula C7H8O2
Net Charge 0
Average Mass 124.13722
Monoisotopic Mass 124.052
InChI InChI=1S/C7H8O2/c1-9-7-5-3-2-4-6(7)8/h2-5,8H,1H3
InChIKey LHGVFZTZFXWLCP-UHFFFAOYSA-N
SMILES COc1ccccc1O
Roles Classification
Biological Role(s): EC 1.1.1.25 (shikimate dehydrogenase) inhibitor
An EC 1.1.1.* (oxidoreductase acting on donor CH-OH group, NAD+ or NADP+ acceptor) inhibitor that interferes with the action of shikimate dehydrogenase (EC 1.1.1.25).
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
disinfectant
An antimicrobial agent that is applied to non-living objects to destroy harmful microorganisms or to inhibit their activity.
Application(s): expectorant
Compounds that are considered to increase the volume of secretions in the respiratory tract, so facilitating their removal by ciliary action and coughing. Compare with mucolytics, which decrease the viscosity of mucus, facilitating its removal by ciliary action and expectoration, and antitussives, which suppress the cough reflex.
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ChEBI Ontology
Outgoing guaiacol (CHEBI:28591) has functional parent catechol (CHEBI:18135)
guaiacol (CHEBI:28591) has role disinfectant (CHEBI:48219)
guaiacol (CHEBI:28591) has role EC 1.1.1.25 (shikimate dehydrogenase) inhibitor (CHEBI:77484)
guaiacol (CHEBI:28591) has role expectorant (CHEBI:77035)
guaiacol (CHEBI:28591) has role plant metabolite (CHEBI:76924)
guaiacol (CHEBI:28591) is a guaiacols (CHEBI:134251)
Incoming 4-hydroxy-3-methoxybenzene-1-sulfonic acid (CHEBI:85537) has functional parent guaiacol (CHEBI:28591)
9,9,9-trimethylisoeugenol (CHEBI:59100) has functional parent guaiacol (CHEBI:28591)
eugenol (CHEBI:4917) has functional parent guaiacol (CHEBI:28591)
guaiacylglycerol-β-guaiacyl ether (CHEBI:53650) has functional parent guaiacol (CHEBI:28591)
isoeugenol (CHEBI:18224) has functional parent guaiacol (CHEBI:28591)
IUPAC Name
2-methoxyphenol
Synonyms Sources
1-Hydroxy-2-methoxybenzene ChemIDplus
2-Hydroxyanisole ChemIDplus
2-methoxyphenol UniProt
Catechol monomethyl ether KEGG COMPOUND
Guaiacol KEGG COMPOUND
Guaiacol KEGG COMPOUND
o-Methoxyphenol KEGG COMPOUND
Database Links Databases
1334 DrugCentral
C00002654 KNApSAcK
C00029459 KNApSAcK
C01502 KEGG COMPOUND
C15572 KEGG COMPOUND
CPD-400 MetaCyc
D00117 KEGG DRUG
Guaiacol Wikipedia
HMDB0001398 HMDB
JZ3 PDBeChem
LSM-6001 LINCS
RU94026717 Patent
View more database links
Registry Numbers Types Sources
508112 Reaxys Registry Number Reaxys
90-05-1 CAS Registry Number KEGG COMPOUND
90-05-1 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
22103597 PubMed citation Europe PMC
23587706 PubMed citation Europe PMC
24295708 PubMed citation Europe PMC
Last Modified
07 April 2017