2,5-dioxopyrrolidin-1-yl 4',5'-dichloro-3',6'-dihydroxy-2',7'-dimethoxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylate

• ChemBase ID: 158612
• Molecular Formular: C27H17Cl2NO11
• Molecular Mass: 602.32998
• Monoisotopic Mass: 601.01786573
• SMILES: COc1cc2c(c(c1O)Cl)Oc1c(cc(c(c1Cl)O)OC)C12c2cc(ccc2C(=O)O1)C(=O)ON1C(=O)CCC1=O
• Canonical SMILES: COc1cc2c(c(c1O)Cl)Oc1c(C32OC(=O)c2c3cc(cc2)C(=O)ON2C(=O)CCC2=O)cc(c(c1Cl)O)OC
• InChI: InChI=1S/C27H17Cl2NO11/c1-37-15-8-13-23(19(28)21(15)33)39-24-14(9-16(38-2)22(34)20(24)29)27(13)12-7-10(3-4-11(12)26(36)40-27)25(35)41-30-17(31)5-6-18(30)32/h3-4,7-9,33-34H,5-6H2,1-2H3
• InChIKey: UUVBVONAGUSCCH-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 4',5'-dichloro-3',6'-dihydroxy-2',7'-dimethoxy-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 4',5'-dichloro-3',6'-dihydroxy-2',7'-dimethoxy-3-oxospiro[2-benzofuran-1,9'-xanthene]-6-carboxylate
• Synonyms: 6-JOE SE; 6-Carboxy-4′,5′-dichloro-2′,7′-dimethoxyfluorescein N-hydroxysuccinimide ester; 2,5-Dioxopyrrolidin-1-yl 4',5'-dichloro-3',6'-dihydroxy-2',7'-diMethoxy-3-oxo-3H-spiro[isobenzofuran-1,9'-xanthene]-6-carboxylate

Database IDs

• CAS Number: 113394-23-3
• MDL Number: MFCD01311845
• PubChem SID: 162252748
• PubChem CID: 44625907

CALCULATED PROPERTIES

• Acid pKa: 7.79888
• H Acceptors: 8
• H Donor: 2
• LogD (pH = 5.5): 3.9980962
• LogD (pH = 7.4): 3.8436303
• Log P: 4.000258
• Molar Refractivity: 141.5661 cm^3
• Polarizability: 54.13042 Å^3
• Polar Surface Area: 158.13 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

PROPERTIES

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: 97%
• Shipped in: wet ice
• Mol. Weight: mol wt 602.34
• Empirical Formula (Hill Notation): C27H17Cl2NO11

DETAILS

Sigma Aldrich - C4109

General description
A traditional fluorophore used in automated DNA sequencing. Characterized by an intermediate-wavelength spectra, high quantum yield, and low pH sensitivity in the physiological range.