4-(6-amino-3-imino-3,10-dihydroacridin-10-yl)-N-[2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl]butanamide; perchloric acid

• ChemBase ID: 154174
• Molecular Formular: C23H24ClN5O7
• Molecular Mass: 517.91896
• Monoisotopic Mass: 517.13642581
• SMILES: c1cc(cc2c1cc1ccc(=N)cc1n2CCCC(=O)NCCN1C(=O)C=CC1=O)N.O[Cl](=O)(=O)=O
• Canonical SMILES: O[Cl](=O)(=O)=O.O=C(CCCn1c2cc(N)ccc2cc2c1cc(=N)cc2)NCCN1C(=O)C=CC1=O
• InChI: InChI=1S/C23H23N5O3.ClHO4/c24-17-5-3-15-12-16-4-6-18(25)14-20(16)27(19(15)13-17)10-1-2-21(29)26-9-11-28-22(30)7-8-23(28)31;2-1(3,4)5/h3-8,12-14,24H,1-2,9-11,25H2,(H,26,29);(H,2,3,4,5)
• InChIKey: KHHWHZCVGMYUGL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-(6-amino-3-imino-3,10-dihydroacridin-10-yl)-N-[2-(2,5-dioxo-2,5-dihydro-1H-pyrrol-1-yl)ethyl]butanamide; perchloric acid
• IUPAC Traditional name: 4-(3-amino-6-iminoacridin-10-yl)-N-[2-(2,5-dioxopyrrol-1-yl)ethyl]butanamide; perchloric acid
• Synonyms: Atto 465 maleimide

Database IDs

• MDL Number: MFCD07370109
• PubChem SID: 162248313
• PubChem CID: 71311813

CALCULATED PROPERTIES

• Acid pKa: 15.623136
• H Acceptors: 6
• H Donor: 3
• LogD (pH = 5.5): -3.0623488
• LogD (pH = 7.4): -3.046375
• Log P: 0.3625362
• Molar Refractivity: 134.2976 cm^3
• Polarizability: 44.058174 Å^3
• Polar Surface Area: 119.59 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 452 nm; λem 502 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% (coupling to thiols)
• Suitability: suitable for fluorescence
• Product Line: BioReagent

DETAILS

Sigma Aldrich - 55607

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.