2,5-dioxopyrrolidin-1-yl 3',6'-bis(dimethylamino)-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylate

• ChemBase ID: 178476
• Molecular Formular: C29H25N3O7
• Molecular Mass: 527.5247
• Monoisotopic Mass: 527.16925016
• SMILES: c1(cc2c(cc1)C1(c3c(O2)cc(cc3)N(C)C)c2c(ccc(c2)C(=O)ON2C(=O)CCC2=O)C(=O)O1)N(C)C
• Canonical SMILES: O=C1CCC(=O)N1OC(=O)c1ccc2c(c1)C1(OC2=O)c2ccc(cc2Oc2c1ccc(c2)N(C)C)N(C)C
• InChI: InChI=1S/C29H25N3O7/c1-30(2)17-6-9-20-23(14-17)37-24-15-18(31(3)4)7-10-21(24)29(20)22-13-16(5-8-19(22)28(36)38-29)27(35)39-32-25(33)11-12-26(32)34/h5-10,13-15H,11-12H2,1-4H3
• InChIKey: LVKNGXYHCROLAQ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2,5-dioxopyrrolidin-1-yl 3',6'-bis(dimethylamino)-3-oxo-3H-spiro[2-benzofuran-1,9'-xanthene]-6-carboxylate
• IUPAC Traditional name: 2,5-dioxopyrrolidin-1-yl 3',6'-bis(dimethylamino)-3-oxospiro[2-benzofuran-1,9'-xanthene]-6-carboxylate
• Synonyms: 3',6'-Bis(dimethylamino)-3-oxospiro[isobenzofuran-1(3H),9'-[9H]xanthene]-6-carboxylic Acid 2,5-Dioxo-1-pyrrolidinyl Ester; 2-(6-Tetramethylrhodamine)carboxylic Acid N-Hydroxysuccinimide Ester

Database IDs

• CAS Number: 1027512-41-9
• PubChem SID: 164234386
• PubChem CID: 71752494

CALCULATED PROPERTIES

• Acid pKa: 17.697289
• H Acceptors: 6
• H Donor: 0
• LogD (pH = 5.5): 3.9230657
• LogD (pH = 7.4): 3.9306326
• Log P: 3.9307294
• Molar Refractivity: 143.9255 cm^3
• Polarizability: 53.38711 Å^3
• Polar Surface Area: 105.69 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T305245

2-(6-Tetramethylrhodamine)carboxylic Acid N-Hydroxysuccinimide Ester is a fluorescent compound used for the rapid and selective modification of sulfhydryl groups of enzymes.

REFERENCES

• Totani, K. et al.: Biochemistry, 48, 2933 (2009)
• Stauffer, D.A., and Karlin, A.: Biochemistry, 33, 6840 (2009)