CHEBI:27565 - 4-aminosalicylic acid

ChEBI IDCHEBI:27565
ChEBI Name4-aminosalicylic acid
Stars
DefinitionAn aminobenzoic acid that is salicylic acid substituted by an amino group at position 4.
Secondary ChEBI IDsCHEBI:1789, CHEBI:20320, CHEBI:41152
Last Modified12 June 2025
DownloadsMolfile
FormulaC7H7NO3
Net Charge0
Average Mass153.137
Monoisotopic Mass153.04259
SMILESNc1ccc(C(=O)O)c(O)c1
InChIInChI=1S/C7H7NO3/c8-4-1-2-5(7(10)11)6(9)3-4/h1-3,9H,8H2,(H,10,11)
InChIKeyWUBBRNOQWQTFEX-UHFFFAOYSA-N
Wikipedia
Roles Classification
Chemical Roles:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Bronsted acid  A molecular entity capable of donating a hydron to an acceptor (Brønsted base).
Biological Role:
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
Application:
antitubercular agent  A substance that kills or slows the growth of Mycobacterium tuberculosis and is used in the treatment of tuberculosis.
ChEBI Ontology
Outgoing Relation(s)
4-aminosalicylic acid (CHEBI:27565) has functional parent salicylic acid (CHEBI:16914)
4-aminosalicylic acid (CHEBI:27565) has role antitubercular agent (CHEBI:33231)
4-aminosalicylic acid (CHEBI:27565) is a aminobenzoic acid (CHEBI:22495)
4-aminosalicylic acid (CHEBI:27565) is a phenols (CHEBI:33853)
4-aminosalicylic acid (CHEBI:27565) is conjugate acid of 4-aminosalicylate(1−) (CHEBI:137598)
Incoming Relation(s)
4-aminosalicylate(1−) (CHEBI:137598) is conjugate base of 4-aminosalicylic acid (CHEBI:27565)
IUPAC Name 
4-amino-2-hydroxybenzoic acid
Synonyms  Source
2-HYDROXY-4-AMINOBENZOIC ACIDPDBeChem
4-AminosalicylateKEGG COMPOUND
4-Aminosalicylic acidKEGG COMPOUND
Aminosalicylic acidChemIDplus
p-aminosalicylic acidNIST Chemistry WebBook
Para-amino salicylic acidChemIDplus
Brand Name  Source
PaserDrugBank
Manual XrefsDatabases
2050DrugCentral
Aminosalicylic_AcidWikipedia
BHAPDBeChem
C02518KEGG COMPOUND
D00162KEGG DRUG
DB00233DrugBank
DE50835Patent
HMDB0014378HMDB
LSM-5862LINCS
US2844625Patent
US427564Patent
Registry NumbersSources
Gmelin:306153Gmelin
Reaxys:473071Reaxys
CAS:65-49-6NIST Chemistry WebBook
CAS:65-49-6KEGG COMPOUND
CAS:65-49-6ChemIDplus
Citations