General Information of Drug (ID: DM13P4C)

Drug Name
Salsalate
Synonyms
Diacesal; Diplosal; Disalcid; Disalicylsaeure; Disalyl; Nobacid; Salflex; Salical; Salina; Saloxium; Salsalato; Salsalatum;Salysal; Sasapirin; Sasapyrin; Sasapyrine; Sasapyrinum; Disalicylic acid; Sal Ester Sal; Salicylic Acid Salicylate; Salicyloylsalicylic acid; Salicylsalicylic acid; Disalcid (TN); O-Salicylcylsalicylsaeure; O-Salicyloylsalicylic Acid; O-Salicylsalicylic acid; Salflex (TN); Salicylic acid, bimolecular ester; Salicylic acid, salicylate; Salsalato [INN-Spanish]; Salsalatum [INN-Latin]; Salsitab (TN); Sasapyrine (JAN); Mono-Gesic (TN); Salsalate (USP/INN); Salsalate [USAN:INN:BAN]; Benzoic acid, 2-hydroxy-, 2-carboxyphenyl ester; 2-((2-Hydroxybenzoyl)oxy)benzoic acid; 2-(2-hydroxybenzoyl)oxybenzoic acid; 2-Carboxyphenyl salicylate; 2-Salicyloyloxybenzoic Acid; 2-{[(2-hydroxyphenyl)carbonyl]oxy}benzoic acid
Indication
Disease Entry ICD 11 Status REF
Rheumatoid arthritis FA20 Approved [1], [2]
Therapeutic Class
Antiinflammatory Agents
Drug Type
Small molecular drug
Structure
3D MOL 2D MOL
#Ro5 Violations (Lipinski): 0 Molecular Weight (mw) 258.23
Topological Polar Surface Area (xlogp) 3
Rotatable Bond Count (rotbonds) 4
Hydrogen Bond Donor Count (hbonddonor) 2
Hydrogen Bond Acceptor Count (hbondacc) 5
ADMET Property
Half-life
The concentration or amount of drug in body reduced by one-half in 1 hour (parent compound), and 3.5 - 16 hours (active metabolite) [3]
Chemical Identifiers
Formula
C14H10O5
IUPAC Name
2-(2-hydroxybenzoyl)oxybenzoic acid
Canonical SMILES
C1=CC=C(C(=C1)C(=O)OC2=CC=CC=C2C(=O)O)O
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
Cross-matching ID
PubChem CID
5161
ChEBI ID
CHEBI:9014
CAS Number
552-94-3
DrugBank ID
DB01399
TTD ID
D0Y0JH

Molecular Interaction Atlas of This Drug


Drug Therapeutic Target (DTT)
DTT Name DTT ID UniProt ID MOA REF
Prostaglandin G/H synthase 1 (COX-1) TT8NGED PGH1_HUMAN Inhibitor [4], [5]
Molecular Interaction Atlas (MIA) Jump to Detail Molecular Interaction Atlas of This Drug

Molecular Expression Atlas of This Drug

The Studied Disease Rheumatoid arthritis
ICD Disease Classification FA20
Molecule Name Molecule Type Gene Name p-value Fold-Change Z-score
Prostaglandin G/H synthase 1 (COX-1) DTT PTGS1 3.97E-03 0.16 0.43
Molecular Expression Atlas (MEA) Jump to Detail Molecular Expression Atlas of This Drug

Drug-Drug Interaction (DDI) Information of This Drug

Coadministration of a Drug Treating the Disease Different from Salsalate (Comorbidity)
DDI Drug Name DDI Drug ID Severity Mechanism Comorbidity REF
Remdesivir DMBFZ6L Moderate Decreased renal excretion of Salsalate caused by Remdesivir mediated nephrotoxicity. 1D6YCoronavirus Disease 2019 [1D6YCoronavirus Disease 2019] [15]
Tromethamine DMOBLGK Moderate as urine pH determines the ionization state of weakly acidic or weakly alkaline drugs. Salsalate caused by Tromethamine mediated altered urine pH. Acidosis [5C73] [16]
Inotersen DMJ93CT Major Increased risk of nephrotoxicity by the combination of Salsalate and Inotersen. Amyloidosis [5D00] [17]
ABT-492 DMJFD2I Moderate Additive CNS depression effects by the combination of Salsalate and ABT-492. Bacterial infection [1A00-1C4Z] [18]
Iodipamide DMXIQYS Major Increased risk of nephrotoxicity by the combination of Salsalate and Iodipamide. Cholelithiasis [DC11] [19]
Ardeparin DMYRX8B Moderate Increased risk of bleeding by the combination of Salsalate and Ardeparin. Coronary thrombosis [BA43] [20]
Danaparoid DM6CLBN Moderate Increased risk of bleeding by the combination of Salsalate and Danaparoid. Deep vein thrombosis [BD71] [20]
Rivaroxaban DMQMBZ1 Moderate Increased risk of bleeding by the combination of Salsalate and Rivaroxaban. Deep vein thrombosis [BD71] [20]
SODIUM CITRATE DMHPD2Y Moderate as urine pH determines the ionization state of weakly acidic or weakly alkaline drugs. Salsalate caused by SODIUM CITRATE mediated altered urine pH. Discovery agent [N.A.] [16]
Dexlansoprazole DM1DBV5 Minor Decreased absorption of Salsalate due to altered gastric pH caused by Dexlansoprazole. Gastro-oesophageal reflux disease [DA22] [21]
Teriflunomide DMQ2FKJ Major Increased risk of hepatotoxicity by the combination of Salsalate and Teriflunomide. Hyper-lipoproteinaemia [5C80] [22]
Sodium acetate anhydrous DMH21E0 Moderate as urine pH determines the ionization state of weakly acidic or weakly alkaline drugs. Salsalate caused by Sodium acetate anhydrous mediated altered urine pH. Hypo-osmolality/hyponatraemia [5C72] [16]
Calaspargase pegol DMQZBXI Moderate Increased risk of bleeding by the combination of Salsalate and Calaspargase pegol. Malignant haematopoietic neoplasm [2B33] [23]
Exjade DMHPRWG Major Increased risk of nephrotoxicity by the combination of Salsalate and Exjade. Mineral absorption/transport disorder [5C64] [24]
Deflazacort DMV0RNS Moderate Increased risk of GI mucosal injury/bleeding risk by the combination of Salsalate and Deflazacort. Muscular dystrophy [8C70] [25]
Prasugrel DM7MT6E Moderate Increased risk of bleeding by the combination of Salsalate and Prasugrel. Myocardial infarction [BA41-BA43] [26]
Everolimus DM8X2EH Major Increased risk of nephrotoxicity by the combination of Salsalate and Everolimus. Renal cell carcinoma [2C90] [27]
Temsirolimus DMS104F Major Increased risk of nephrotoxicity by the combination of Salsalate and Temsirolimus. Renal cell carcinoma [2C90] [27]
Apixaban DM89JLN Moderate Increased risk of bleeding by the combination of Salsalate and Apixaban. Thrombosis [DB61-GB90] [20]
Brilinta DMBR01X Moderate Increased risk of bleeding by the combination of Salsalate and Brilinta. Thrombosis [DB61-GB90] [17]
Insulin degludec DMPL395 Moderate Increased risk of hypoglycemia by the combination of Salsalate and Insulin degludec. Type-1/2 diabete [5A10-5A11] [28]
Plazomicin DMKMBES Moderate Increased risk of nephrotoxicity by the combination of Salsalate and Plazomicin. Urinary tract infection [GC08] [29]
Betrixaban DM2C4RF Moderate Increased risk of bleeding by the combination of Salsalate and Betrixaban. Venous thromboembolism [BD72] [20]
⏷ Show the Full List of 23 DDI Information of This Drug

References

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2 Drug information of Salsalate, 2008. eduDrugs.
3 Trend Analysis of a Database of Intravenous Pharmacokinetic Parameters in Humans for 1352 Drug Compounds
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6 The C50T polymorphism of the cyclooxygenase-1 gene and the risk of thrombotic events during low-dose therapy with acetyl salicylic acid. Thromb Haemost. 2008 Jul;100(1):70-5.
7 Comparative inhibitory activity of rofecoxib, meloxicam, diclofenac, ibuprofen, and naproxen on COX-2 versus COX-1 in healthy volunteers. J Clin Pharmacol. 2000 Oct;40(10):1109-20.
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9 Cox-2 inhibitory effects of naturally occurring and modified fatty acids. J Nat Prod. 2001 Jun;64(6):745-9.
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11 Drugs@FDA. U.S. Food and Drug Administration. U.S. Department of Health & Human Services.
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14 Differential metabolism of dihomo-gamma-linolenic acid and arachidonic acid by cyclo-oxygenase-1 and cyclo-oxygenase-2: implications for cellular synthesis of prostaglandin E1 and prostaglandin E2. Biochem J. 2002 Jul 15;365(Pt 2):489-96.
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27 Product Information. Prograf (tacrolimus). Fujisawa, Deerfield, IL.
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29 Assael BM, Chiabrando C, Gagliardi L, Noseda A, Bamonte F, Salmona M "Prostaglandins and aminoglycoside nephrotoxicity." Toxicol Appl Pharmacol 78 (1985): 386-94. [PMID: 4049389]