tetrasodium 2-{[2-(2-{2-[bis(carboxylatomethyl)amino]phenoxy}ethoxy)phenyl](carboxylatomethyl)amino}acetate

• ChemBase ID: 155989
• Molecular Formular: C22H20N2Na4O10
• Molecular Mass: 564.36068
• Monoisotopic Mass: 564.07087197
• SMILES: c1ccc(c(c1)N(CC(=O)[O-])CC(=O)[O-])OCCOc1ccccc1N(CC(=O)[O-])CC(=O)[O-].[Na+].[Na+].[Na+].[Na+]
• Canonical SMILES: [O-]C(=O)CN(c1ccccc1OCCOc1ccccc1N(CC(=O)[O-])CC(=O)[O-])CC(=O)[O-].[Na+].[Na+].[Na+].[Na+]
• InChI: InChI=1S/C22H24N2O10.4Na/c25-19(26)11-23(12-20(27)28)15-5-1-3-7-17(15)33-9-10-34-18-8-4-2-6-16(18)24(13-21(29)30)14-22(31)32;;;;/h1-8H,9-14H2,(H,25,26)(H,27,28)(H,29,30)(H,31,32);;;;/q;4*+1/p-4
• InChIKey: ZWSMLJACYSGFKD-UHFFFAOYSA-J

NAMES AND DATABASE IDS

Names

• IUPAC name: tetrasodium 2-{[2-(2-{2-[bis(carboxylatomethyl)amino]phenoxy}ethoxy)phenyl](carboxylatomethyl)amino}acetate
• IUPAC Traditional name: tetrasodium 2-{[2-(2-{2-[bis(carboxylatomethyl)amino]phenoxy}ethoxy)phenyl](carboxylatomethyl)amino}acetate
• Synonyms: 1,2-Bis (2-aminophenoxy) ethane-N,N,N′,N′-tetraacetic acid tetrasodium salt; BAPTA-Na4; Tetrasodium 1,2-bis(2-aminophenoxy)ethane-N,N,N′,N′-tetraacetate; 1,2-Bis(2-aminophenoxy)ethane-N,N,N′,N′-tetraacetic acid tetrasodium salt; 1,2-Bis(2-aminophenoxy)ethane-N,N,N',N'-tetraacetic acid tetrasodium salt; BAPTA tetrasodium salt hydrate; 1,2-双(2-氨基苯氧基)乙烷-N,N,N′,N′-四乙酸 四钠盐; BAPTA 四钠盐水合物

Database IDs

• CAS Number: 126824-24-6
• MDL Number: MFCD00067691; MFCD02683087
• Beilstein Number: 8818619
• PubChem SID: 162250127; 24848704
• PubChem CID: 2734965

CALCULATED PROPERTIES

• Acid pKa: 3.103757
• H Acceptors: 12
• H Donor: 0
• LogD (pH = 5.5): -5.409319
• LogD (pH = 7.4): -11.502751
• Log P: 1.587645
• Molar Refractivity: 159.6174 cm^3
• Polarizability: 43.834656 Å^3
• Polar Surface Area: 185.46 Å^2
• Rotatable Bonds: 15
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: H2O: soluble10 mg/mL, clear, faintly yellow
• Fluorescence: λex 254 nm; λem 363 nm in H2O; λex 274 nm; λem 363 nm (with calcium)

Safety Information

• German water hazard class: 3
• TSCA Listed: 否
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (HPLC); 98%
• Impurities: ≤12.5% water
• Empirical Formula (Hill Notation): C22H20N2Na4O10

DETAILS

Sigma Aldrich - 14513

Application
suitable as Ca2+-indicator (fluorescence suppressed by Ca2+)
BAPTA-Na4 is a fluorescent compound utilized to determine free Ca2+ by performing fluorescence emission scans at an excitation wavelength of 299 nm and measuring the emission wavelength at 360 nm 1,2,3.
Other Notes
Chelator with a greater selectivity for calcium compared with magnesium (spectrophotometric monitoring):4