5-({2-[bis(pyridin-2-ylmethyl)amino]ethyl}amino)-2-(2,7-difluoro-6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid

• ChemBase ID: 153816
• Molecular Formular: C34H26F2N4O5
• Molecular Mass: 608.5908464
• Monoisotopic Mass: 608.18712639
• SMILES: c1ccnc(c1)CN(CCNc1ccc(c(c1)C(=O)O)c1c2cc(c(cc2oc2cc(=O)c(cc12)F)O)F)Cc1ccccn1
• Canonical SMILES: OC(=O)c1cc(NCCN(Cc2ccccn2)Cc2ccccn2)ccc1c1c2cc(F)c(=O)cc2oc2c1cc(F)c(c2)O
• InChI: InChI=1S/C34H26F2N4O5/c35-27-14-25-31(16-29(27)41)45-32-17-30(42)28(36)15-26(32)33(25)23-8-7-20(13-24(23)34(43)44)39-11-12-40(18-21-5-1-3-9-37-21)19-22-6-2-4-10-38-22/h1-10,13-17,39,41H,11-12,18-19H2,(H,43,44)
• InChIKey: PUDBCJSXTISPOO-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-({2-[bis(pyridin-2-ylmethyl)amino]ethyl}amino)-2-(2,7-difluoro-6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid
• IUPAC Traditional name: 5-({2-[bis(pyridin-2-ylmethyl)amino]ethyl}amino)-2-(2,7-difluoro-3-hydroxy-6-oxoxanthen-9-yl)benzoic acid
• Synonyms: 5-{2-[Bis(2-pyridylmethyl)amino]ethylamino}-2′,7′-difluorofluorescein; ZnAF-1F

Database IDs

• CAS Number: 443302-08-7
• MDL Number: MFCD08277020
• PubChem SID: 24889426; 162247955
• PubChem CID: 16218749

CALCULATED PROPERTIES

• Acid pKa: 4.2560415
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): 2.002718
• LogD (pH = 7.4): -0.64258945
• Log P: 2.2566411
• Molar Refractivity: 175.9118 cm^3
• Polarizability: 61.191406 Å^3
• Polar Surface Area: 124.88 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 492 nm; λem 517 nm in PBS, Zn2+

Safety Information

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

Product Information

• Purity: ≥90% (HPCE)
• Empirical Formula (Hill Notation): C34H26F2N4O5

DETAILS

Sigma Aldrich - 90917

Application
suitable for the fluorimetric detection of Zn2+,1