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

• ChemBase ID: 153819
• Molecular Formular: C34H28N4O5
• Molecular Mass: 572.60992
• Monoisotopic Mass: 572.20597002
• SMILES: c1ccnc(c1)CN(CCNc1ccc(c(c1)C(=O)O)c1c2ccc(cc2oc2cc(=O)ccc12)O)Cc1ccccn1
• Canonical SMILES: Oc1ccc2c(c1)oc1c(c2c2ccc(cc2C(=O)O)NCCN(Cc2ccccn2)Cc2ccccn2)ccc(=O)c1
• InChI: InChI=1S/C34H28N4O5/c39-25-8-11-28-31(18-25)43-32-19-26(40)9-12-29(32)33(28)27-10-7-22(17-30(27)34(41)42)37-15-16-38(20-23-5-1-3-13-35-23)21-24-6-2-4-14-36-24/h1-14,17-19,37,39H,15-16,20-21H2,(H,41,42)
• InChIKey: SAVLVCGHDLKAAF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

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

Database IDs

• CAS Number: 321859-09-0
• MDL Number: MFCD08277016
• PubChem SID: 24887031; 162247958
• PubChem CID: 10281516

CALCULATED PROPERTIES

• Acid pKa: 5.8003798
• H Acceptors: 9
• H Donor: 3
• LogD (pH = 5.5): 1.9217035
• LogD (pH = 7.4): -0.22611013
• Log P: 1.9935343
• Molar Refractivity: 175.4925 cm^3
• Polarizability: 61.78702 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 514 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: ≥95.0% (HPCE)
• Empirical Formula (Hill Notation): C34H28N4O5

DETAILS

Sigma Aldrich - 76663

Application
suitable for the fluorimetric detection of Zn2+,1,2