1-{4-[(2,5-dioxopyrrolidin-1-yl)oxy]-4-oxobutyl}-11-ethyl-2,2-dimethyl-4-(sulfonatomethyl)-2,8,9,10-tetrahydro-1H-13-oxa-1,6,11-triazapentacen-11-ium

• ChemBase ID: 156033
• Molecular Formular: C31H34N4O8S
• Molecular Mass: 622.68866
• Monoisotopic Mass: 622.20973507
• SMILES: CC[N+]1=c2cc3c(=Nc4cc5c(cc4O3)N(C(C=C5CS(=O)(=O)[O-])(C)C)CCCC(=O)ON3C(=O)CCC3=O)cc2CCC1
• Canonical SMILES: CC[N+]1=c2cc3Oc4cc5c(cc4N=c3cc2CCC1)C(=CC(N5CCCC(=O)ON1C(=O)CCC1=O)(C)C)CS(=O)(=O)[O-]
• InChI: InChI=1S/C31H34N4O8S/c1-4-33-11-5-7-19-13-22-26(15-24(19)33)42-27-16-25-21(14-23(27)32-22)20(18-44(39,40)41)17-31(2,3)34(25)12-6-8-30(38)43-35-28(36)9-10-29(35)37/h13-17H,4-12,18H2,1-3H3
• InChIKey: PVQYIKUDSQLKDA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1-{4-[(2,5-dioxopyrrolidin-1-yl)oxy]-4-oxobutyl}-11-ethyl-2,2-dimethyl-4-(sulfonatomethyl)-2,8,9,10-tetrahydro-1H-13-oxa-1,6,11-triazapentacen-11-ium
• IUPAC Traditional name: 11-{4-[(2,5-dioxopyrrolidin-1-yl)oxy]-4-oxobutyl}-1-ethyl-10,10-dimethyl-8-(sulfonatomethyl)-3,4-dihydro-2H-13-oxa-1,6,11-triazapentacen-1-ium
• Synonyms: Atto 680 NHS ester

Database IDs

• MDL Number: MFCD03456139
• PubChem SID: 162250171
• PubChem CID: 16218508

CALCULATED PROPERTIES

• Acid pKa: -1.0045952
• H Acceptors: 9
• H Donor: 0
• LogD (pH = 5.5): 1.2331873
• LogD (pH = 7.4): 1.2332842
• Log P: -0.64057386
• Molar Refractivity: 176.7648 cm^3
• Polarizability: 62.26913 Å^3
• Polar Surface Area: 148.72 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 680 nm; λem 695 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)
• Suitability: suitable for fluorescence
• Product Line: BioReagent

DETAILS

Sigma Aldrich - 75999

Application
Molar absorption 120,000 1/M cm, abs: 675 nm, em: 705 nm, QY=0.3, Tfl 3.4 ns (unpublished data); excitation energy acceptor in an acceptor/donor zeolite system1.