4-{2-[7-(diethylamino)-2-oxo-2H-chromen-3-yl]ethenyl}-1-{6-[(2,5-dioxopyrrolidin-1-yl)oxy]-6-oxohexyl}pyridin-1-ium-3-sulfonate

• ChemBase ID: 154154
• Molecular Formular: C30H33N3O9S
• Molecular Mass: 611.66272
• Monoisotopic Mass: 611.19375065
• SMILES: CCN(CC)c1ccc2cc(c(=O)oc2c1)/C=C/c1cc[n+](cc1S(=O)(=O)[O-])CCCCCC(=O)ON1C(=O)CCC1=O
• Canonical SMILES: CCN(c1ccc2c(c1)oc(=O)c(c2)/C=C/c1cc[n+](cc1S(=O)(=O)[O-])CCCCCC(=O)ON1C(=O)CCC1=O)CC
• InChI: InChI=1S/C30H33N3O9S/c1-3-32(4-2)24-12-11-22-18-23(30(37)41-25(22)19-24)10-9-21-15-17-31(20-26(21)43(38,39)40)16-7-5-6-8-29(36)42-33-27(34)13-14-28(33)35/h9-12,15,17-20H,3-8,13-14,16H2,1-2H3
• InChIKey: MBVYUWVQIQRLNQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-{2-[7-(diethylamino)-2-oxo-2H-chromen-3-yl]ethenyl}-1-{6-[(2,5-dioxopyrrolidin-1-yl)oxy]-6-oxohexyl}pyridin-1-ium-3-sulfonate
• IUPAC Traditional name: 4-{2-[7-(diethylamino)-2-oxochromen-3-yl]ethenyl}-1-{6-[(2,5-dioxopyrrolidin-1-yl)oxy]-6-oxohexyl}pyridin-1-ium-3-sulfonate
• Synonyms: 6-[4-(7-Diethylamino-2-oxo-1-benzopyran-3-ylvinyl)-3-sulfonatopyridinio]hexanoic acid N-succinimidyl ester; Fluorescent Red Mega 520 NHS-ester

Database IDs

• MDL Number: MFCD06798201
• PubChem SID: 24885829; 162248293
• PubChem CID: 16218397

CALCULATED PROPERTIES

• Acid pKa: -2.1854897
• H Acceptors: 8
• H Donor: 0
• LogD (pH = 5.5): -2.1746037
• LogD (pH = 7.4): -2.1501837
• Log P: -5.0018096
• Molar Refractivity: 159.0392 cm^3
• Polarizability: 60.92457 Å^3
• Polar Surface Area: 154.3 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 556 nm; λem 667 nm in 0.1 M phosphate pH 7.0

Safety Information

• German water hazard class: 3
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90% (coupling to amines)
• Suitability: suitable for fluorescence
• Empirical Formula (Hill Notation): C30H33N3O9S