methyl 2-{[2-(2-{2-[bis(2-methoxy-2-oxoethyl)amino]phenoxy}ethoxy)phenyl](2-methoxy-2-oxoethyl)amino}acetate

• ChemBase ID: 161152
• Molecular Formular: C26H32N2O10
• Molecular Mass: 532.53968
• Monoisotopic Mass: 532.20569523
• SMILES: c1cccc(c1N(CC(=O)OC)CC(=O)OC)OCCOc1ccccc1N(CC(=O)OC)CC(=O)OC
• Canonical SMILES: COC(=O)CN(c1ccccc1OCCOc1ccccc1N(CC(=O)OC)CC(=O)OC)CC(=O)OC
• InChI: InChI=1S/C26H32N2O10/c1-33-23(29)15-27(16-24(30)34-2)19-9-5-7-11-21(19)37-13-14-38-22-12-8-6-10-20(22)28(17-25(31)35-3)18-26(32)36-4/h5-12H,13-18H2,1-4H3
• InChIKey: LCPLRKMZANZSAJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl 2-{[2-(2-{2-[bis(2-methoxy-2-oxoethyl)amino]phenoxy}ethoxy)phenyl](2-methoxy-2-oxoethyl)amino}acetate
• IUPAC Traditional name: methyl 2-{[2-(2-{2-[bis(2-methoxy-2-oxoethyl)amino]phenoxy}ethoxy)phenyl](2-methoxy-2-oxoethyl)amino}acetate
• Synonyms: N,N'-[1,2-Ethanediylbis(oxy-2,1-phenylene)]bis[N-(2-methoxy-2-oxoethyl)glycine 1,1'-Dimethyl Ester; Tetramethyl 1,2-Bis-(2-aminophenoxy)ethane-N,N,N’,N’-tetraacetate; BAPTA-tetramethyl Ester

Database IDs

• CAS Number: 125367-34-2
• PubChem SID: 162255287
• PubChem CID: 3452402

CALCULATED PROPERTIES

• H Acceptors: 8
• H Donor: 0
• LogD (pH = 5.5): 2.1712213
• LogD (pH = 7.4): 2.1712213
• Log P: 2.1712213
• Molar Refractivity: 135.3454 cm^3
• Polarizability: 52.545513 Å^3
• Polar Surface Area: 130.14 Å^2
• Rotatable Bonds: 19
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Hot Methanol; Toluene
• Apperance: White Solid
• Melting Point: 93-95°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - B127520

BAPTA-tetramethyl ester is a lipophilic diester of BAPTA used for inhibition of proteolytic activities of certain metalloproteinases, calpain and TACE.

REFERENCES

• Tsien, R.Y., Biochemistry, 19, 2396 (1980)
• Wu, S.Y., et al.: J. Neurophysiology, 74, 2600 (1980)
• Venant, A., et al.: Biol. Cell, 85, 197 (1980)
• Tucker, T., et al.: Neuron, 15, 1323 (1995)