6-(dimethylamino)-10-(3-{[2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl]carbamoyl}propyl)-N,N-dimethyl-3,10-dihydroacridin-3-iminium perchlorate

• ChemBase ID: 154172
• Molecular Formular: C27H32ClN5O7
• Molecular Mass: 574.02528
• Monoisotopic Mass: 573.19902607
• SMILES: CN(C)c1ccc2cc3ccc(=[N+](C)C)cc3n(c2c1)CCCC(=O)NCCN1C(=O)C=CC1=O.[O-][Cl](=O)(=O)=O
• Canonical SMILES: [O-][Cl](=O)(=O)=O.O=C(CCCn1c2cc(ccc2cc2c1cc(=[N+](C)C)cc2)N(C)C)NCCN1C(=O)C=CC1=O
• InChI: InChI=1S/C27H31N5O3.ClHO4/c1-29(2)21-9-7-19-16-20-8-10-22(30(3)4)18-24(20)31(23(19)17-21)14-5-6-25(33)28-13-15-32-26(34)11-12-27(32)35;2-1(3,4)5/h7-12,16-18H,5-6,13-15H2,1-4H3;(H,2,3,4,5)
• InChIKey: IEQSJFQKROSLEM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(dimethylamino)-10-(3-{[2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl]carbamoyl}propyl)-N,N-dimethyl-3,10-dihydroacridin-3-iminium perchlorate
• IUPAC Traditional name: 6-(dimethylamino)-10-(3-{[2-(2,5-dioxopyrrol-1-yl)ethyl]carbamoyl}propyl)-N,N-dimethylacridin-3-iminium perchlorate
• Synonyms: Atto 495 maleimide

Database IDs

• MDL Number: MFCD07370103
• PubChem SID: 162248311
• PubChem CID: 25164078

CALCULATED PROPERTIES

• Acid pKa: 15.415712
• H Acceptors: 5
• H Donor: 1
• LogD (pH = 5.5): -3.3883007
• LogD (pH = 7.4): -2.1101046
• Log P: -1.9932841
• Molar Refractivity: 154.6192 cm^3
• Polarizability: 51.70192 Å^3
• Polar Surface Area: 75.97 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 500 nm; λem 524 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

• Suitability: corresponds to standard for coupling to thiols; suitable for fluorescence
• Product Line: BioReagent

DETAILS

Sigma Aldrich - 41022

Application
Atto fluorescent labels are designed for high sensitivity applications, including single molecule detection. Atto labels have rigid structures that do not show any cis-trans-isomerization. Thus these labels display exceptional intensity with minimal spectral shift on conjugation.