3-[(2-carboxyethyl)(methyl)amino]-7-[ethyl(3-sulfonatopropyl)amino]-5λ4,10-phenoxazin-5-ylium

• ChemBase ID: 155800
• Molecular Formular: C21H25N3O6S
• Molecular Mass: 447.5047
• Monoisotopic Mass: 447.14640654
• SMILES: CCN(CCCS(=O)(=O)[O-])c1ccc2c(c1)[o+]c1cc(ccc1n2)N(C)CCC(=O)O
• Canonical SMILES: CCN(c1ccc2c(c1)[o+]c1c(n2)ccc(c1)N(CCC(=O)O)C)CCCS(=O)(=O)[O-]
• InChI: InChI=1S/C21H25N3O6S/c1-3-24(10-4-12-31(27,28)29)16-6-8-18-20(14-16)30-19-13-15(5-7-17(19)22-18)23(2)11-9-21(25)26/h5-8,13-14H,3-4,9-12H2,1-2H3,(H-,25,26,27,28,29)
• InChIKey: RCTKCVWZEGPPCK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[(2-carboxyethyl)(methyl)amino]-7-[ethyl(3-sulfonatopropyl)amino]-5λ^4,10-phenoxazin-5-ylium
• IUPAC Traditional name: 3-[(2-carboxyethyl)(methyl)amino]-7-[ethyl(3-sulfonatopropyl)amino]-5λ^4,10-phenoxazin-5-ylium
• Synonyms: 3-[N-(2-Carboxyethyl)methylamino]-7-[N-ethyl(3-sulfonatopropyl)amino]phenoxazin-5-ium; EVOblue™ 30

Database IDs

• CAS Number: 343257-52-3
• MDL Number: MFCD03791081
• PubChem SID: 162249938; 24872816
• PubChem CID: 4380226

CALCULATED PROPERTIES

• Acid pKa: -1.0910593
• H Acceptors: 9
• H Donor: 1
• LogD (pH = 5.5): -0.4618349
• LogD (pH = 7.4): -2.2328877
• Log P: 1.6135174
• Molar Refractivity: 116.5329 cm^3
• Polarizability: 46.862553 Å^3
• Polar Surface Area: 127.01 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF: soluble
• Fluorescence: λex 635 nm; λem 666 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: -20°C

Product Information

• Purity: ≥90.0% (coupling to amines)
• Grade: for fluorescence
• Empirical Formula (Hill Notation): C21H25N3O6S

DETAILS

Sigma Aldrich - 49328

Features and Benefits
EVOblue® 30 is a fluorescent dye for covalently labeling a wide range of biological molecules. The lower excitation energy needed for EVOblue 30 causes less photodestruction and exceeds the lifetime of the fluorescent signal compared to common dyes. EVOblue 30 is optimized for an excitation at 635 nm and an emission around 670 nm - both allowing the use of common laser and filter sets. In contrast to commercially available red excitable dyes, EVOblue 30 reveals a high chemical stability and suitablity for high performance fluorescence applications.
Other Notes
Fluorescent marker for the red spectral region which is very stable1
Legal Information
EVOblue is a trademark of Evotec Technologies GmbH