CHEBI:143107 - 2-acetamidophenol

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ChEBI Name 2-acetamidophenol
ChEBI ID CHEBI:143107
Definition A member of the class of phenols that is 2-aminophenol in which one of the hydrogens attached to the amino group has been replaced by an acetyl group. A positional isomer of paracetamol which possesses anti-inflammatory, anti-arthritic and anti-platelet aggregation properties.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Anne Morgat
Supplier Information
Download Molfile XML SDF
Formula C8H9NO2
Net Charge 0
Average Mass 151.165
Monoisotopic Mass 151.06333
InChI InChI=1S/C8H9NO2/c1-6(10)9-7-4-2-3-5-8(7)11/h2-5,11H,1H3,(H,9,10)
InChIKey ADVGKWPZRIDURE-UHFFFAOYSA-N
SMILES C1(=C(C=CC=C1)NC(=O)C)O
Roles Classification
Biological Role(s): xenobiotic metabolite
Any metabolite produced by metabolism of a xenobiotic compound.
apoptosis inducer
Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms.
Application(s): platelet aggregation inhibitor
A drug or agent which antagonizes or impairs any mechanism leading to blood platelet aggregation, whether during the phases of activation and shape change or following the dense-granule release reaction and stimulation of the prostaglandin-thromboxane system.
anti-inflammatory agent
Any compound that has anti-inflammatory effects.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
antirheumatic drug
A drug used to treat rheumatoid arthritis.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 2-acetamidophenol (CHEBI:143107) has role anti-inflammatory agent (CHEBI:67079)
2-acetamidophenol (CHEBI:143107) has role antineoplastic agent (CHEBI:35610)
2-acetamidophenol (CHEBI:143107) has role antirheumatic drug (CHEBI:35842)
2-acetamidophenol (CHEBI:143107) has role apoptosis inducer (CHEBI:68495)
2-acetamidophenol (CHEBI:143107) has role platelet aggregation inhibitor (CHEBI:50427)
2-acetamidophenol (CHEBI:143107) has role xenobiotic metabolite (CHEBI:76206)
2-acetamidophenol (CHEBI:143107) is a acetamides (CHEBI:22160)
2-acetamidophenol (CHEBI:143107) is a phenols (CHEBI:33853)
IUPAC Name
N-(2-hydroxyphenyl)acetamide
Synonyms Sources
2'-hydroxyacetanilide ChemIDplus
2-(acetylamino)phenol ChEBI
2-(N-acetylamino)phenol ChEBI
2-acetamidophenol UniProt
2-acetaminophenol ChemIDplus
2-hydroxyacetanilide HMDB
acet-o-aminofenol ChemIDplus
N-(2-hydroxyphenyl)acetamide ChemIDplus
N-acetyl-2-aminophenol ChemIDplus
N-acetyl-o-aminophenol ChemIDplus
o-(acetylamino)phenol ChemIDplus
o-acetamidophenol ChemIDplus
o-acetaminophenol NIST Chemistry WebBook
o-acetylaminofenol ChemIDplus
o-hydroxyacetanilide ChemIDplus
Manual Xrefs Databases
5Q1J PDB
9KS PDBeChem
HMDB0061919 HMDB
US2005049229 Patent
View more database links
Registry Numbers Types Sources
607592 Reaxys Registry Number Reaxys
614-80-2 CAS Registry Number NIST Chemistry WebBook
614-80-2 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
20452462 PubMed citation Europe PMC
23971042 PubMed citation Europe PMC
24186846 PubMed citation Europe PMC
24370547 PubMed citation Europe PMC
24846408 PubMed citation Europe PMC
25663820 PubMed citation Europe PMC
28474155 PubMed citation Europe PMC
29790115 PubMed citation Europe PMC
Last Modified
21 May 2019