methanesulfonic acid ethyl 4-[(6-carbamimidamidohexanoyl)oxy]benzoate

• ChemBase ID: 157736
• Molecular Formular: C17H27N3O7S
• Molecular Mass: 417.47718
• Monoisotopic Mass: 417.15697122
• SMILES: CCOC(=O)c1ccc(cc1)OC(=O)CCCCCNC(=N)N.CS(=O)(=O)O
• Canonical SMILES: CS(=O)(=O)O.CCOC(=O)c1ccc(cc1)OC(=O)CCCCCNC(=N)N
• InChI: InChI=1S/C16H23N3O4.CH4O3S/c1-2-22-15(21)12-7-9-13(10-8-12)23-14(20)6-4-3-5-11-19-16(17)18;1-5(2,3)4/h7-10H,2-6,11H2,1H3,(H4,17,18,19);1H3,(H,2,3,4)
• InChIKey: DNTNDFLIKUKKOC-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methanesulfonic acid ethyl 4-[(6-carbamimidamidohexanoyl)oxy]benzoate; ethyl 4-[(6-carbamimidamidohexanoyl)oxy]benzoate; methanesulfonic acid
• IUPAC Traditional name: methanesulfonic acid ethyl 4-[(6-carbamimidamidohexanoyl)oxy]benzoate; ethyl 4-[(6-carbamimidamidohexanoyl)oxy]benzoate; methanesulfonic acid
• Synonyms: 4-[[6-[(Aminoiminomethyl)amino]-1-oxohexyl]oxyl]benzoic acid ethyl ester mesylate salt; FOY; Megacart; Gabexate mesylate; 4-[[6-[(Aminoiminomethyl)amino]-1-oxohexyl]oxy]benzoic Acid Ethyl Ester Monomethanesulfonate; Arodate; FOY 007; FOY-S 983; Gabexate Mesilate; Gabexate Monomethanesulfonate; Megacert; Mesyl Gabexate; Gabexate Mesylate; 4-(6-胍基己酰氧基)苯甲酸乙酯甲磺酸盐; 4-[[6-[(氨基亚氨基甲基)氨基]-1-氧己基]氧]苯甲酸乙酯 甲磺酸盐; 福耶; 甲磺酸加贝酯

Database IDs

• CAS Number: 56974-61-9
• MDL Number: MFCD00210299
• PubChem SID: 162251873
• PubChem CID: 6604561

CALCULATED PROPERTIES

• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -0.31773
• LogD (pH = 7.4): -0.31566507
• Log P: 2.0977025
• Molar Refractivity: 96.695 cm^3
• Polarizability: 33.257797 Å^3
• Polar Surface Area: 114.5 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Apperance: solid

Safety Information

• RTECS: DG2800800
• German water hazard class: 2
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Pharmacology Properties

• Target: Proteasome

Product Information

• Grade: analytical standard, for drug analysis
• Salt Data: Mesylate
• Empirical Formula (Hill Notation): C16H23N3O4 · CH4O3S

DETAILS

Sigma Aldrich - G2417

Application
Serine protease inhibitor.

Toronto Research Chemicals - G122800

Gabexate Mesylate is a serine protease inhibitor. Gabexate Mesylate inhibits trypsin, plasmin, plasma kallikrein and thrombin. Gabexate Mesylate inhibits lipopolysaccharide-induced tumor necrosis factor-α (TNF-α) production through nuclear factor-κB and a

REFERENCES

• Yuksel, M. et al.: J. Pharmacol. Exp. Therap., 305, 298 (2003)
• Tamura, Y. et al.: Biochim. Biophys. Acta, 484, 417 (2003)
• Ohno, H. et al.: Thromb. Res., 24, 445 (2003)