tricaesium(1+) ion 2-{2-[bis(carboxylatomethyl)amino]-5-[5-(4-methoxyphenyl)thiophen-2-yl]phenoxy}acetate

• ChemBase ID: 156731
• Molecular Formular: C23H18Cs3NO8S
• Molecular Mass: 867.17227
• Monoisotopic Mass: 866.79166554
• SMILES: COc1ccc(cc1)c1ccc(s1)c1ccc(c(c1)OCC(=O)[O-])N(CC(=O)[O-])CC(=O)[O-].[Cs+].[Cs+].[Cs+]
• Canonical SMILES: COc1ccc(cc1)c1ccc(s1)c1ccc(c(c1)OCC(=O)[O-])N(CC(=O)[O-])CC(=O)[O-].[Cs+].[Cs+].[Cs+]
• InChI: InChI=1S/C23H21NO8S.3Cs/c1-31-16-5-2-14(3-6-16)19-8-9-20(33-19)15-4-7-17(18(10-15)32-13-23(29)30)24(11-21(25)26)12-22(27)28;;;/h2-10H,11-13H2,1H3,(H,25,26)(H,27,28)(H,29,30);;;/q;3*+1/p-3
• InChIKey: NGBHHWFWLRPQLU-UHFFFAOYSA-K

NAMES AND DATABASE IDS

Names

• IUPAC name: tricaesium(1+) ion 2-{2-[bis(carboxylatomethyl)amino]-5-[5-(4-methoxyphenyl)thiophen-2-yl]phenoxy}acetate
• IUPAC Traditional name: tricaesium(1+) ion 2-{2-[bis(carboxylatomethyl)amino]-5-[5-(4-methoxyphenyl)thiophen-2-yl]phenoxy}acetate
• Synonyms: 2-Amino-5-[5-(4-methoxyphenyl)-2-thienyl]phenol-N,N,O-triacetic acid tricesium salt; Thio-OMe tricesium salt

Database IDs

• MDL Number: MFCD03453213
• PubChem SID: 162250868; 24857563
• PubChem CID: 16211860

CALCULATED PROPERTIES

• Acid pKa: 3.851142
• H Acceptors: 9
• H Donor: 0
• LogD (pH = 5.5): -0.14350027
• LogD (pH = 7.4): -5.3589845
• Log P: 3.2682018
• Molar Refractivity: 151.1245 cm^3
• Polarizability: 47.493065 Å^3
• Polar Surface Area: 142.09 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 337 nm; λem 418 nm in 0.1 M Tris pH 8.0, 10 mM Ca2+; λex 337 nm; λem 485 nm in 0.1 M Tris pH 8.0 (without Ca2+)

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Empirical Formula (Hill Notation): C23H18Cs3NO8S

DETAILS

Sigma Aldrich - 29216

Features and Benefits
This is a new Calcium indicator with promising properties which provide an excellent addition to fluorescent Ca2+/Mg2+ indicators available already. It is a low-affinity Ca2+-indicators (Kd ca 126 μM). Such indicators are useful for determination of Ca2+ in intracellular compartments [or for monitoring steep increases in intracellular concentration of Ca2+ . The indicator offers the interesting property of being both excitation and emission rationable, thus ratiomeric measurements are possible both in excitations as emission mode.Thio-OMe does also show strong blue shift of emission maximum (485nm to 418 nm) by binding to Ca2+.