magnesium(2+) ion (2-hydroxyethyl)trimethylazanium tris(2-hydroxybenzoate)

• ChemBase ID: 1212
• Molecular Formular: C26H29MgNO10
• Molecular Mass: 539.81416
• Monoisotopic Mass: 539.16418783
• SMILES: C[N+](C)(C)CCO.c1ccc(c(c1)C(=O)[O-])O.c1ccc(c(c1)C(=O)[O-])O.[Mg+2].c1ccc(c(c1)C(=O)[O-])O
• Canonical SMILES: [O-]C(=O)c1ccccc1O.[O-]C(=O)c1ccccc1O.[O-]C(=O)c1ccccc1O.OCC[N+](C)(C)C.[Mg+2]
• InChI: InChI=1S/3C7H6O3.C5H14NO.Mg/c3*8-6-4-2-1-3-5(6)7(9)10;1-6(2,3)4-5-7;/h3*1-4,8H,(H,9,10);7H,4-5H2,1-3H3;/q;;;+1;+2/p-3
• InChIKey: FQCQGOZEWWPOKI-UHFFFAOYSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: magnesium(2+) ion (2-hydroxyethyl)trimethylazanium tris(2-hydroxybenzoate)
• IUPAC Traditional name: magnesium(2+) ion choline tris(o-hydroxybenzoate)
• Synonyms: Trisalicylate-choline

Database IDs

• PubChem SID: 162103321
• PubChem CID: 54682045

CALCULATED PROPERTIES

• Acid pKa: 2.7897391
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): -0.6725287
• LogD (pH = 7.4): -1.5175761
• Log P: 1.9772635
• Molar Refractivity: 46.1322 cm^3
• Polarizability: 13.208861 Å^3
• Polar Surface Area: 60.36 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

DETAILS

DrugBank - DB01401

• Drug Groups: approved
• Description: Choline magnesium trisalicylate is a non-acetylated salicylate used widely as a nonsteroidal anti-inflammatory drug. Trisalicylate significantly reduces methotrexate renal clearance, displacing methotrexate from protein, increasing the fraction unbound by 28%.(PMID: 1728115, 1618240)
• Indication: Choline magnesium trisalicylate is used to reduce pain and inflammation caused by conditions such as arthritis. This medication is also used to treat fever in adults.
• Pharmacology: Trisalicylate-choline is a non-steroidal anti-inflammatory drug (NSAID) that contains a combination of choline salicylate and magnesium salicylate. Does not affect platelet aggregation.
• Toxicity: Salicylate intoxication, known as salicylism, may occur with large doses or extended therapy. Common symptoms of salicylism include headache, dizziness, tinnitus, hearing impairment, confusion, drowsiness, sweating, vomiting, diarrhea, and hyperventilation. A more severe degree of salicylate intoxication can lead to CNS disturbances, alteration in electrolyte balance, respiratory and metabolic acidosis, hyperthermia, and dehydration.
• Elimination: renal