CHEBI:9014 - salsalate

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ChEBI Name salsalate
ChEBI ID CHEBI:9014
Definition A dimeric benzoate ester obtained by intermolecular condensation between the carboxy of one molecule of salicylic acid with the phenol group of a second. It is a prodrug for salycylic acid that is used for treatment of rheumatoid arthritis and osteoarthritis and also shows activity against type II diabetes.
Stars This entity has been manually annotated by the ChEBI Team.
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Formula C14H10O5
Net Charge 0
Average Mass 258.22620
Monoisotopic Mass 258.053
InChI InChI=1S/C14H10O5/c15-11-7-3-1-5-9(11)14(18)19-12-8-4-2-6-10(12)13(16)17/h1-8,15H,(H,16,17)
InChIKey WVYADZUPLLSGPU-UHFFFAOYSA-N
SMILES OC(=O)c1ccccc1OC(=O)c1ccccc1O
Roles Classification
Chemical Role(s): Bronsted acid
A molecular entity capable of donating a hydron to an acceptor (Bronsted base).
(via oxoacid )
Biological Role(s): non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
EC 3.5.2.6 (beta-lactamase) inhibitor
An EC 3.5.2.* (non-peptide cyclic amide C-N hydrolase) inhibitor that interferes with the action of beta-lactamase (EC 3.5.2.6).
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.
non-narcotic analgesic
A drug that has principally analgesic, antipyretic and anti-inflammatory actions. Non-narcotic analgesics do not bind to opioid receptors.
antirheumatic drug
A drug used to treat rheumatoid arthritis.
hypoglycemic agent
A drug which lowers the blood glucose level.
antineoplastic agent
A substance that inhibits or prevents the proliferation of neoplasms.
prodrug
A compound that, on administration, must undergo chemical conversion by metabolic processes before becoming the pharmacologically active drug for which it is a prodrug.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing salsalate (CHEBI:9014) has functional parent salicylic acid (CHEBI:16914)
salsalate (CHEBI:9014) has role antineoplastic agent (CHEBI:35610)
salsalate (CHEBI:9014) has role antirheumatic drug (CHEBI:35842)
salsalate (CHEBI:9014) has role EC 3.5.2.6 (β-lactamase) inhibitor (CHEBI:35625)
salsalate (CHEBI:9014) has role hypoglycemic agent (CHEBI:35526)
salsalate (CHEBI:9014) has role non-narcotic analgesic (CHEBI:35481)
salsalate (CHEBI:9014) has role non-steroidal anti-inflammatory drug (CHEBI:35475)
salsalate (CHEBI:9014) has role prodrug (CHEBI:50266)
salsalate (CHEBI:9014) is a benzoate ester (CHEBI:36054)
salsalate (CHEBI:9014) is a benzoic acids (CHEBI:22723)
salsalate (CHEBI:9014) is a phenols (CHEBI:33853)
salsalate (CHEBI:9014) is a salicylates (CHEBI:26596)
IUPAC Name
2-[(2-hydroxybenzoyl)oxy]benzoic acid
INNs Sources
salsalate WHO MedNet
salsalate KEGG DRUG
salsalato ChemIDplus
salsalatum DrugBank
Synonyms Sources
2-Carboxyphenyl salicylate NIST Chemistry WebBook
Disalicylic acid NIST Chemistry WebBook
Disalicylsäure ChemIDplus
O-Salicylcylsalicylsäure ChemIDplus
o-Salicylsalicylic acid ChemIDplus
Salicylic acid bimolecular ester NIST Chemistry WebBook
Salicyloxysalicylic acid NIST Chemistry WebBook
Salicyloylsalicylic acid ChemIDplus
salicylsalicylic acid DrugBank
Sasapyrin ChemIDplus
Sasapyrine KEGG DRUG
Sasapyrinum ChemIDplus
Brand Name Source
Disalcid KEGG DRUG
Manual Xrefs Databases
2420 DrugCentral
D00428 KEGG DRUG
DB01399 DrugBank
Salsalate Wikipedia
View more database links
Registry Numbers Types Sources
2590908 Reaxys Registry Number Reaxys
552-94-3 CAS Registry Number KEGG DRUG
552-94-3 CAS Registry Number NIST Chemistry WebBook
552-94-3 CAS Registry Number ChemIDplus
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Last Modified
19 June 2017