N-[2-(1-methoxy-1-oxo-1λ6-disulfen-1-yl)ethyl]-2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetamide

• ChemBase ID: 172843
• Molecular Formular: C15H17NO6S2
• Molecular Mass: 371.42858
• Monoisotopic Mass: 371.04972927
• SMILES: c1(ccc2c(c1)oc(=O)cc2CC(=O)NCCS(=O)(=S)OC)OC
• Canonical SMILES: COc1ccc2c(c1)oc(=O)cc2CC(=O)NCCS(=S)(=O)OC
• InChI: InChI=1S/C15H17NO6S2/c1-20-11-3-4-12-10(8-15(18)22-13(12)9-11)7-14(17)16-5-6-24(19,23)21-2/h3-4,8-9H,5-7H2,1-2H3,(H,16,17)
• InChIKey: QDGMKGDMTFRXOJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[2-(1-methoxy-1-oxo-1λ^6-disulfen-1-yl)ethyl]-2-(7-methoxy-2-oxo-2H-chromen-4-yl)acetamide
• IUPAC Traditional name: N-[2-(1-methoxy-1-oxo-1λ^6-disulfen-1-yl)ethyl]-2-(7-methoxy-2-oxochromen-4-yl)acetamide
• Synonyms: 2-[[2-(7-Methoxy-2-oxo-2H-1-benzopyran-4-yl)acetyl]amino]ethanesulfonothioic Acid O-Methyl Ester; MTS-EMCA; N-[2-Methanethiosulfonylethyl]-7-methoxycoumarin-4-acetamide

Database IDs

• CAS Number: 887406-79-3
• PubChem SID: 164228753
• PubChem CID: 4686394

CALCULATED PROPERTIES

• Acid pKa: 14.855372
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.7542643
• LogD (pH = 7.4): 0.7542643
• Log P: 0.7542643
• Molar Refractivity: 92.4386 cm^3
• Polarizability: 36.97611 Å^3
• Polar Surface Area: 90.93 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO
• Apperance: White Solid
• Melting Point: 158-160°C

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Moisture/Temperature/Light Sensitive

DETAILS

Toronto Research Chemicals - M259800

A fluorescent compound used for the rapid and selective modification of sulfhydryl groups of enzymes.Fluorescence: max. Abs. 335nm; max. Em. 393nm

REFERENCES

• Stauffer, D.A., et al.: Biochemistry, 33, 6840 (1994)
• Kuner, T., et al.: Neuron, 17, 343 (1994)
• Holmgren, M., et al.: Neuropharmacology, 35, 7, 797 (1994)
• Yang, N., et al.: Neuron, 16, 113 (1994)