2-{[2-(2-{2-[bis(carboxymethyl)amino]-5-(2,7-dichloro-6-hydroxy-3-oxo-3H-xanthen-9-yl)phenoxy}ethoxy)phenyl](carboxymethyl)amino}acetic acid amine

• ChemBase ID: 130782
• Molecular Formular: C35H31Cl2N3O13
• Molecular Mass: 772.53894
• Monoisotopic Mass: 771.12339343
• SMILES: c1ccc(c(c1)N(CC(=O)O)CC(=O)O)OCCOc1cc(ccc1N(CC(=O)O)CC(=O)O)c1c2cc(c(cc2oc2cc(=O)c(cc12)Cl)O)Cl.N
• Canonical SMILES: OC(=O)CN(c1ccc(cc1OCCOc1ccccc1N(CC(=O)O)CC(=O)O)c1c2cc(Cl)c(=O)cc2oc2c1cc(Cl)c(c2)O)CC(=O)O.N
• InChI: InChI=1S/C35H28Cl2N2O13.H3N/c36-21-10-19-28(12-25(21)40)52-29-13-26(41)22(37)11-20(29)35(19)18-5-6-24(39(16-33(46)47)17-34(48)49)30(9-18)51-8-7-50-27-4-2-1-3-23(27)38(14-31(42)43)15-32(44)45;/h1-6,9-13,40H,7-8,14-17H2,(H,42,43)(H,44,45)(H,46,47)(H,48,49);1H3
• InChIKey: FNBIDSKDJJRWBQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[2-(2-{2-[bis(carboxymethyl)amino]-5-(2,7-dichloro-6-hydroxy-3-oxo-3H-xanthen-9-yl)phenoxy}ethoxy)phenyl](carboxymethyl)amino}acetic acid amine
• IUPAC Traditional name: {[2-(2-{2-[bis(carboxymethyl)amino]-5-(2,7-dichloro-3-hydroxy-6-oxoxanthen-9-yl)phenoxy}ethoxy)phenyl](carboxymethyl)amino}acetic acid amine
• Synonyms: Glycine, N-[2-[[[[2-[bis(carboxymethyl) amino]-5-(2,7-dichloro-6-hydroxy-3-oxo-3H-xanthen-9-yl)phenoxyy]methyl]methyl]oxy]-4-methylphenyl]-N-(carboxymethyl)-pentaammonium salt; Fluo 3 pentaammonium salt

Database IDs

• CAS Number: 3339221-91-9
• MDL Number: MFCD00133325
• PubChem SID: 162225060; 24894873
• PubChem CID: 71308334

CALCULATED PROPERTIES

• Acid pKa: 3.006507
• H Acceptors: 15
• H Donor: 5
• LogD (pH = 5.5): -4.009354
• LogD (pH = 7.4): -11.018325
• Log P: 3.6637008
• Molar Refractivity: 195.9635 cm^3
• Polarizability: 69.82733 Å^3
• Polar Surface Area: 220.67 Å^2
• Rotatable Bonds: 16
• Lipinski's Rule of Five: false

PROPERTIES

Safety Information

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

Product Information

• Purity: ≥75% (HPLC)

DETAILS

Sigma Aldrich - F4897

Application
Cell impermeable fluorescent indicator of intracellular Ca2+; non-fluorescent in the absence of Ca2+, lower binding affinity allows measurement of higher peaks of Ca2+ transients than with FURA-2.