2-(5-{[(2-{[bis(pyridin-2-ylmethyl)amino]methyl}phenyl)amino]methyl}-2-chloro-6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid

• ChemBase ID: 179585
• Molecular Formular: C40H31ClN4O5
• Molecular Mass: 683.15094
• Monoisotopic Mass: 682.19829779
• SMILES: c1(c(ccc2c1oc1c(c2c2ccccc2C(=O)O)cc(c(=O)c1)Cl)O)CNc1c(cccc1)CN(Cc1ncccc1)Cc1ncccc1
• Canonical SMILES: OC(=O)c1ccccc1c1c2cc(Cl)c(=O)cc2oc2c1ccc(c2CNc1ccccc1CN(Cc1ccccn1)Cc1ccccn1)O
• InChI: InChI=1S/C40H31ClN4O5/c41-33-19-31-37(20-36(33)47)50-39-30(38(31)28-12-2-3-13-29(28)40(48)49)15-16-35(46)32(39)21-44-34-14-4-1-9-25(34)22-45(23-26-10-5-7-17-42-26)24-27-11-6-8-18-43-27/h1-20,44,46H,21-24H2,(H,48,49)
• InChIKey: UHNQTFFTOHVMJY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(5-{[(2-{[bis(pyridin-2-ylmethyl)amino]methyl}phenyl)amino]methyl}-2-chloro-6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid
• IUPAC Traditional name: 2-(5-{[(2-{[bis(pyridin-2-ylmethyl)amino]methyl}phenyl)amino]methyl}-2-chloro-6-hydroxy-3-oxoxanthen-9-yl)benzoic acid
• Synonyms: 9-(o-Carboxyphenyl)-2-chloro-5-[2-{bis(2-pyridylmethyl)aminomethyl}-N-methylaniline]-6-hydroxy-3-xanthanone; 5'-[[[2-[[bis(2-pyridinylmethyl)amino]methyl]phenyl]amino]methyl]-2'-chloro-3',6'-dihydroxy-spiro[isobenzofuran-1(3H),9'-[9H]xanthen]-3-one; ZP 4; Zinpyr-4

Database IDs

• CAS Number: 502467-23-4
• PubChem SID: 164235495
• PubChem CID: 5081552

CALCULATED PROPERTIES

• Polarizability: 73.2107 Å^3
• Polar Surface Area: 124.88 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: false
• Acid pKa: 3.7004418
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): 3.7997282
• LogD (pH = 7.4): 1.4649436
• Log P: 4.0048823
• Molar Refractivity: 205.42 cm^3

PROPERTIES

Physical Property

• Solubility: Dichloromethane; DMSO; Ethanol
• Apperance: Orange Powder

DETAILS

Toronto Research Chemicals - Z440020

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)