9-{3-[(2,5-dioxopyrrolidin-1-yl)oxy]-3-oxopropyl}-N-ethyl-6-(ethylamino)-2,7-dimethyl-3H-xanthen-3-iminium perchlorate

• ChemBase ID: 156037
• Molecular Formular: C26H30ClN3O9
• Molecular Mass: 563.9841
• Monoisotopic Mass: 563.16705724
• SMILES: CCNc1cc2c(cc1C)c(c1cc(/c(=[NH+]/CC)/cc1o2)C)CCC(=O)ON1C(=O)CCC1=O.[O-][Cl](=O)(=O)=O
• Canonical SMILES: [O-][Cl](=O)(=O)=O.CCNc1cc2oc3c/c(=[NH+]\CC)/c(cc3c(c2cc1C)CCC(=O)ON1C(=O)CCC1=O)C
• InChI: InChI=1S/C26H29N3O5.ClHO4/c1-5-27-20-13-22-18(11-15(20)3)17(7-10-26(32)34-29-24(30)8-9-25(29)31)19-12-16(4)21(28-6-2)14-23(19)33-22;2-1(3,4)5/h11-14,27H,5-10H2,1-4H3;(H,2,3,4,5)
• InChIKey: HVCUIKJJDQLPQR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 9-{3-[(2,5-dioxopyrrolidin-1-yl)oxy]-3-oxopropyl}-N-ethyl-6-(ethylamino)-2,7-dimethyl-3H-xanthen-3-iminium perchlorate
• IUPAC Traditional name: 9-{3-[(2,5-dioxopyrrolidin-1-yl)oxy]-3-oxopropyl}-N-ethyl-6-(ethylamino)-2,7-dimethylxanthen-3-iminium perchlorate
• Synonyms: Atto 520 NHS ester

Database IDs

• MDL Number: MFCD03456129
• PubChem SID: 162250175; 24887233
• PubChem CID: 16218539

CALCULATED PROPERTIES

• Acid pKa: 17.709066
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): 1.8843951
• LogD (pH = 7.4): 2.7585502
• Log P: 2.795359
• Molar Refractivity: 143.584 cm^3
• Polarizability: 49.134796 Å^3
• Polar Surface Area: 98.91 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Fluorescence: λex 520 nm; λem 540 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: ≥80.0% (coupling to amines)
• Suitability: suitable for fluorescence
• Product Line: BioReagent
• Empirical Formula (Hill Notation): C26H30ClN3O9

DETAILS

Sigma Aldrich - 77810

Application
Molar absorption 110,000 1/M cm, abs: 521 nm, em: 548 nm, QY=0.9, Tfl 3.8 ns
abs.: λmax 515 nm; em.: λmax 526 nm