N-[2-(methanesulfonylsulfanyl)ethyl]-4-(pyren-1-yl)butanamide

• ChemBase ID: 153169
• Molecular Formular: C23H23NO3S2
• Molecular Mass: 425.56362
• Monoisotopic Mass: 425.1119356
• SMILES: CS(=O)(=O)SCCNC(=O)CCCc1ccc2ccc3cccc4c3c2c1cc4
• Canonical SMILES: O=C(CCCc1ccc2c3c1ccc1c3c(cc2)ccc1)NCCSS(=O)(=O)C
• InChI: InChI=1S/C23H23NO3S2/c1-29(26,27)28-15-14-24-21(25)7-3-4-16-8-9-19-11-10-17-5-2-6-18-12-13-20(16)23(19)22(17)18/h2,5-6,8-13H,3-4,7,14-15H2,1H3,(H,24,25)
• InChIKey: HFNULURRKCOTIG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-[2-(methanesulfonylsulfanyl)ethyl]-4-(pyren-1-yl)butanamide
• IUPAC Traditional name: N-[2-(methanesulfonylsulfanyl)ethyl]-4-(pyren-1-yl)butanamide
• Synonyms: Methanesulfonothioic Acid S-[2-[[1-Oxo-4-(1-pyrenyl)butyl]amino]ethyl] Ester; 2-[3-(1-Pyrenyl)propylcarboxamido]ethyl Methanethiosulfonate; Pyrene-7-MTS; 2-[3-(1-Pyrenyl)propylcarboxamido]ethyl methanethiosulfonate

Database IDs

• CAS Number: 384342-66-9
• MDL Number: MFCD01320458
• PubChem SID: 162247308
• PubChem CID: 4399698

CALCULATED PROPERTIES

• Acid pKa: 15.595335
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 3.739851
• LogD (pH = 7.4): 3.7398515
• Log P: 3.7398515
• Molar Refractivity: 119.6052 cm^3
• Polarizability: 50.901306 Å^3
• Polar Surface Area: 63.24 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMSO
• Apperance: White to Off-White Solid
• Melting Point: 113-114°C
• Fluorescence: λex 348 nm; λem 378 nm in 0.1 M phosphate pH 7.0

Safety Information

• Storage Condition: -20°C Freezer
• Storage Warning: Light Sensitive
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335-H413
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: -20°C

Product Information

• Purity: ≥95% (TLC)
• Grade: for fluorescence
• Suitability: corresponds for coupling to thiols
• Empirical Formula (Hill Notation): C23H23NO3S2

DETAILS

Toronto Research Chemicals - P991250

A fluoresent compound used for the rapid and selective modification of sulfhydryl groups of enzymes.Fluorescence: max. Abs. 340nm; max. Em. 376nm; e x 10-3: 40

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)