2-[4,5-bis({[bis(pyridin-2-ylmethyl)azaniumyl]methyl})-2,7-dichloro-6-oxido-3-oxo-3H-xanthen-9-yl]benzoate

• ChemBase ID: 179584
• Molecular Formular: C46H36Cl2N6O5
• Molecular Mass: 823.72124
• Monoisotopic Mass: 822.21242364
• SMILES: c1(c(c(cc2c1oc1c(c2c2ccccc2C(=O)[O-])cc(c(=O)c1C[NH+](Cc1ncccc1)Cc1ccccn1)Cl)Cl)[O-])C[NH+](Cc1ccccn1)Cc1ncccc1
• Canonical SMILES: Clc1cc2c(c(c1=O)C[NH+](Cc1ccccn1)Cc1ccccn1)oc1c(c2c2ccccc2C(=O)[O-])cc(c(c1C[NH+](Cc1ccccn1)Cc1ccccn1)[O-])Cl
• InChI: InChI=1S/C46H36Cl2N6O5/c47-39-21-35-41(33-15-1-2-16-34(33)46(57)58)36-22-40(48)43(56)38(28-54(25-31-13-5-9-19-51-31)26-32-14-6-10-20-52-32)45(36)59-44(35)37(42(39)55)27-53(23-29-11-3-7-17-49-29)24-30-12-4-8-18-50-30/h1-22,55H,23-28H2,(H,57,58)
• InChIKey: NKEYRLVORYSIBB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4,5-bis({[bis(pyridin-2-ylmethyl)azaniumyl]methyl})-2,7-dichloro-6-oxido-3-oxo-3H-xanthen-9-yl]benzoate
• IUPAC Traditional name: 2-[4,5-bis({[bis(pyridin-2-ylmethyl)ammonio]methyl})-2,7-dichloro-6-oxido-3-oxoxanthen-9-yl]benzoate
• Synonyms: 9-(o-Carboxyphenyl)-2,7-dichloro-4,5-bis[bis(2-pyridylmethyl)aminomethyl]-6-hydroxy-3-xanthenone; 4',5'-Bis[[bis(2-pyridinylmethyl)amino]methyl]-2',7'-dichloro-3',6'-dihydroxy-spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one; ZP 1; Zinpyr-1

Database IDs

• CAS Number: 288574-78-7
• PubChem SID: 164235494
• PubChem CID: 4250763

CALCULATED PROPERTIES

• Acid pKa: -0.10131866
• H Acceptors: 9
• H Donor: 2
• LogD (pH = 5.5): 3.2063336
• LogD (pH = 7.4): 1.0363643
• Log P: 3.8012233
• Molar Refractivity: 280.5652 cm^3
• Polarizability: 86.44003 Å^3
• Polar Surface Area: 149.93 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: 10mg/mL DMSO; Dichloromethane; Ethanol
• Apperance: Pink Salmon Solid
• Melting Point: 185-187°C

Safety Information

• Storage Condition: Refrigerator
• Storage Warning: Temperature Sensitive; Store at -20°C

DETAILS

Toronto Research Chemicals - Z440000

A cell-permeable fluorescent probe selective for Zinc. Fluorescence: max. Em. l = 515nm

REFERENCES

• Koh, J., et al.: Science, 272, 1013 (1996)
• Suh, S., et al.: Brain Res., 852, 268 (1996)
• Finney, L., et al.: Science, 300, 931 (1996)
• Lopantsev, V., et al.: Neuroscience, 116, 237 (1996)
• Kambe, T., et al.: Cell Mol. Life Sci., 61, 49 (1996)