5-[({5-[bis(carboxymethyl)amino]-5-carboxypentyl}carbamothioyl)amino]-2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid

• ChemBase ID: 175748
• Molecular Formular: C31H29N3O11S
• Molecular Mass: 651.64046
• Monoisotopic Mass: 651.15227976
• SMILES: N(CC(=O)O)(CC(=O)O)C(CCCCNC(=S)Nc1cc(c(cc1)c1c2c(oc3c1ccc(=O)c3)cc(cc2)O)C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)CN(C(C(=O)O)CCCCNC(=S)Nc1ccc(c(c1)C(=O)O)c1c2ccc(=O)cc2oc2c1ccc(c2)O)CC(=O)O
• InChI: InChI=1S/C31H29N3O11S/c35-17-5-8-20-24(12-17)45-25-13-18(36)6-9-21(25)28(20)19-7-4-16(11-22(19)29(41)42)33-31(46)32-10-2-1-3-23(30(43)44)34(14-26(37)38)15-27(39)40/h4-9,11-13,23,35H,1-3,10,14-15H2,(H,37,38)(H,39,40)(H,41,42)(H,43,44)(H2,32,33,46)
• InChIKey: IFLIYYOLIRSPCH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[({5-[bis(carboxymethyl)amino]-5-carboxypentyl}carbamothioyl)amino]-2-(6-hydroxy-3-oxo-3H-xanthen-9-yl)benzoic acid
• IUPAC Traditional name: 5-[({5-[bis(carboxymethyl)amino]-5-carboxypentyl}carbamothioyl)amino]-2-(3-hydroxy-6-oxoxanthen-9-yl)benzoic acid
• Synonyms: N-[6-(2-Biscarboxymethylamino)-1-carboxypentyl]-N’-[5-fluoresceinyl]thiourea; NTA-FITC

Database IDs

• PubChem SID: 164231658
• PubChem CID: 3281610

CALCULATED PROPERTIES

• Acid pKa: 3.2813995
• H Acceptors: 12
• H Donor: 7
• LogD (pH = 5.5): -3.865862
• LogD (pH = 7.4): -11.046204
• Log P: 2.1744409
• Molar Refractivity: 179.9691 cm^3
• Polarizability: 63.555412 Å^3
• Polar Surface Area: 223.03 Å^2
• Rotatable Bonds: 13
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; Methanol
• Apperance: Reddish Orange Solid
• Melting Point: >200°C (dec.)

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Light Sensitive

DETAILS

Toronto Research Chemicals - N925000

A fluorescent reagent for the detection of proteins having Histidine-tag (his-tag).

REFERENCES

• Amano, H., et al.: Analytical Sciences, 17, Supplement, i1469 (2001)