3',6'-bis(dimethylamino)-3H-spiro[2-benzofuran-1,9'-xanthene]-3-one; N-[2-(methanesulfonylsulfanyl)ethyl]acetamide

• ChemBase ID: 178474
• Molecular Formular: C29H33N3O6S2
• Molecular Mass: 583.71882
• Monoisotopic Mass: 583.18107779
• SMILES: c1(ccc2c(c1)Oc1c(C32c2c(C(=O)O3)cccc2)ccc(c1)N(C)C)N(C)C.C(=O)(NCCSS(=O)(=O)C)C
• Canonical SMILES: CN(c1ccc2c(c1)Oc1c(C32OC(=O)c2c3cccc2)ccc(c1)N(C)C)C.CC(=O)NCCSS(=O)(=O)C
• InChI: InChI=1S/C24H22N2O3.C5H11NO3S2/c1-25(2)15-9-11-19-21(13-15)28-22-14-16(26(3)4)10-12-20(22)24(19)18-8-6-5-7-17(18)23(27)29-24;1-5(7)6-3-4-10-11(2,8)9/h5-14H,1-4H3;3-4H2,1-2H3,(H,6,7)
• InChIKey: XRWWYYMLHIPCSG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3',6'-bis(dimethylamino)-3H-spiro[2-benzofuran-1,9'-xanthene]-3-one; N-[2-(methanesulfonylsulfanyl)ethyl]acetamide
• IUPAC Traditional name: 3',6'-bis(dimethylamino)spiro[2-benzofuran-1,9'-xanthene]-3-one; N-[2-(methanesulfonylsulfanyl)ethyl]acetamide
• Synonyms: MTS-TAMRA; 2-((5(6)-Tetramethyl-rhodamine)carboxylamino)ethyl Methanethiosulfonate (90%)

Database IDs

• PubChem SID: 164234384
• PubChem CID: 71752493

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 4.6958976
• LogD (pH = 7.4): 4.7034645
• Log P: 4.7035613
• Molar Refractivity: 116.1155 cm^3
• Polarizability: 42.833286 Å^3
• Polar Surface Area: 42.01 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Dimethylformamide; Methanol
• Apperance: Red Solid
• Melting Point: 186-191°C (dec.)

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Moisture, Light Sensitive

DETAILS

Toronto Research Chemicals - T305175

A fluoresent compound used for the rapid and selective modification of sulfhydryl groups of enzymes.Fluorescence: max. Abs. 535nm; max. Em. 605nm;

REFERENCES

• Stauffer, D.A., and Karlin, A.: Biochemistry, 33, 6840 (1994)
• Yang, N. et al.: Neuron, 16, 113 (1994)
• Kuner, T. et al.: Neuron, 17, 343 (1996)