CHEBI:6775 - mesalamine

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ChEBI Name mesalamine
ChEBI ID CHEBI:6775
Definition A monohydroxybenzoic acid that is salicylic acid substituted by an amino group at the 5-position.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C7H7NO3
Net Charge 0
Average Mass 153.13540
Monoisotopic Mass 153.043
InChI InChI=1S/C7H7NO3/c8-4-1-2-6(9)5(3-4)7(10)11/h1-3,9H,8H2,(H,10,11)
InChIKey KBOPZPXVLCULAV-UHFFFAOYSA-N
SMILES Nc1ccc(O)c(c1)C(O)=O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Application(s): non-steroidal anti-inflammatory drug
An anti-inflammatory drug that is not a steroid. In addition to anti-inflammatory actions, non-steroidal anti-inflammatory drugs have analgesic, antipyretic, and platelet-inhibitory actions. They act by blocking the synthesis of prostaglandins by inhibiting cyclooxygenase, which converts arachidonic acid to cyclic endoperoxides, precursors of prostaglandins.
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ChEBI Ontology
Outgoing mesalamine (CHEBI:6775) has functional parent salicylic acid (CHEBI:16914)
mesalamine (CHEBI:6775) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
mesalamine (CHEBI:6775) is a amino acid (CHEBI:33709)
mesalamine (CHEBI:6775) is a aromatic amine (CHEBI:33860)
mesalamine (CHEBI:6775) is a monocarboxylic acid (CHEBI:25384)
mesalamine (CHEBI:6775) is a monohydroxybenzoic acid (CHEBI:25389)
mesalamine (CHEBI:6775) is a phenols (CHEBI:33853)
mesalamine (CHEBI:6775) is conjugate acid of mesalaminate(1−) (CHEBI:20551)
Incoming mesalaminate(1−) (CHEBI:20551) is conjugate base of mesalamine (CHEBI:6775)
IUPAC Name
5-amino-2-hydroxybenzoic acid
INNs Sources
mesalazina WHO MedNet
mésalazine WHO MedNet
mesalazine DrugBank
mesalazinum WHO MedNet
Synonyms Sources
3-carboxy-4-hydroxyaniline ChEBI
5-Aminosalicylic acid ChemIDplus
5-ASA ChemIDplus
m-Aminosalicylic acid ChemIDplus
Mesalazine KEGG DRUG
p-Aminosalicylsaeure ChEBI
Brand Names Sources
Asacol KEGG DRUG
Asacolitin DrugBank
Canasa DrugBank
Claversal DrugBank
Fisalamine DrugBank
Iialda KEGG DRUG
Lixacol DrugBank
Mesasal DrugBank
Pentasa KEGG DRUG
Rowasa KEGG DRUG
Salofalk DrugBank
Database Links Databases
1710 DrugCentral
CPD-12711 MetaCyc
D00377 KEGG DRUG
DB00244 DrugBank
HMDB0014389 HMDB
LSM-5427 LINCS
Mesalamine Wikipedia
View more database links
Registry Numbers Types Sources
2090421 Beilstein Registry Number Beilstein
2090421 Reaxys Registry Number Reaxys
89-57-6 CAS Registry Number ChemIDplus
Citations Waiting for Citations Types Sources
10648473 PubMed citation Europe PMC
22304735 PubMed citation Europe PMC
22648999 PubMed citation Europe PMC
23137838 PubMed citation Europe PMC
23146664 PubMed citation Europe PMC
23302220 PubMed citation Europe PMC
28166217 PubMed citation Europe PMC
Last Modified
12 June 2017