1-(5-carboxypentyl)-2-{2-[7-(diethylamino)-4-hydroxy-2-oxo-2H-chromen-3-yl]ethenyl}-3,3-dimethyl-3H-indol-1-ium-5-sulfonate

• ChemBase ID: 154224
• Molecular Formular: C31H36N2O8S
• Molecular Mass: 596.69114
• Monoisotopic Mass: 596.21923712
• SMILES: CCN(CC)c1ccc2c(c1)oc(=O)c(c2O)/C=C/C1=[N+](c2ccc(cc2C1(C)C)S(=O)(=O)[O-])CCCCCC(=O)O
• Canonical SMILES: CCN(c1ccc2c(c1)oc(=O)c(c2O)/C=C/C1=[N+](CCCCCC(=O)O)c2c(C1(C)C)cc(cc2)S(=O)(=O)[O-])CC
• InChI: InChI=1S/C31H36N2O8S/c1-5-32(6-2)20-11-13-22-26(18-20)41-30(37)23(29(22)36)14-16-27-31(3,4)24-19-21(42(38,39)40)12-15-25(24)33(27)17-9-7-8-10-28(34)35/h11-16,18-19H,5-10,17H2,1-4H3,(H2,34,35,38,39,40)
• InChIKey: ACILOXWOYCJZEB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-(5-carboxypentyl)-2-{2-[7-(diethylamino)-4-hydroxy-2-oxo-2H-chromen-3-yl]ethenyl}-3,3-dimethyl-3H-indol-1-ium-5-sulfonate
• IUPAC Traditional name: 1-(5-carboxypentyl)-2-{2-[7-(diethylamino)-4-hydroxy-2-oxochromen-3-yl]ethenyl}-3,3-dimethylindol-1-ium-5-sulfonate
• Synonyms: Fluorescent Red Mega 500

Database IDs

• CAS Number: 540528-13-0
• MDL Number: MFCD06798196
• PubChem SID: 162248363; 24880461
• PubChem CID: 54706719

CALCULATED PROPERTIES

• Acid pKa: -1.8932384
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 2.1654103
• LogD (pH = 7.4): 0.28277385
• Log P: 1.3238181
• Molar Refractivity: 172.0598 cm^3
• Polarizability: 61.55209 Å^3
• Polar Surface Area: 147.28 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 508 nm; λem 608 nm in 0.1 M phosphate pH 7.0

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥90% (HPLC)
• Suitability: suitable for fluorescence
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C31H36N2O8S

DETAILS

Sigma Aldrich - 56900

General description
Fluorescent red Mega 500 and other Mega dyes are specifically designed for multicolor techniques. It is characterized by an extremely large stoke′s shift between excitation and emission maxima. This dye is especially well suited for excitation by argon lasers or other short wavelength excitation light. This also means, that it can be excited with the same light source or filter arrangement than fluorescein and other widely used dyes as well as other Mega dye. Due to the different emission wavelength several different labels can be detected independently in the same experiment. Due to the small size of the Mega-labels and the direct conversion of excitation light into emission without using a FRET mechanism we foresee a variety of possible applications including DNA sequencing and FISH microscopy.