sodium 5-({2-[3-(methanesulfonylsulfanyl)propanamido]ethyl}amino)naphthalene-1-sulfonate

• ChemBase ID: 172809
• Molecular Formular: C16H19N2NaO6S3
• Molecular Mass: 454.51663
• Monoisotopic Mass: 454.03029362
• SMILES: CS(=O)(=O)SCCC(=O)NCCNc1cccc2c1cccc2S(=O)(=O)[O-].[Na+]
• Canonical SMILES: O=C(CCSS(=O)(=O)C)NCCNc1cccc2c1cccc2S(=O)(=O)[O-].[Na+]
• InChI: InChI=1S/C16H20N2O6S3.Na/c1-26(20,21)25-11-8-16(19)18-10-9-17-14-6-2-5-13-12(14)4-3-7-15(13)27(22,23)24;/h2-7,17H,8-11H2,1H3,(H,18,19)(H,22,23,24);/q;+1/p-1
• InChIKey: FODFVVVPDXOYHW-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 5-({2-[3-(methanesulfonylsulfanyl)propanamido]ethyl}amino)naphthalene-1-sulfonate
• IUPAC Traditional name: sodium 5-({2-[3-(methanesulfonylsulfanyl)propanamido]ethyl}amino)naphthalene-1-sulfonate
• Synonyms: 5-[[2-[[3-[(Methylsulfonyl)thio]-1-oxopropyl]amino]ethyl]amino]-1-naphthalenesulfonic Acid Monosodium Salt; MTS-1,5-EDANS-Carboxyethyl; N-(Methanethiosulfonylethylcarboxamidoethyl)-5 -naphthylamine-1-sulfonic acid, Sodium Salt

Database IDs

• CAS Number: 359436-83-2
• PubChem SID: 164228719
• PubChem CID: 4572327

CALCULATED PROPERTIES

• Acid pKa: -1.3591223
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -1.5324087
• LogD (pH = 7.4): -1.8802743
• Log P: -0.046159364
• Molar Refractivity: 105.2494 cm^3
• Polarizability: 43.077915 Å^3
• Polar Surface Area: 132.47 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Methanol
• Apperance: Dark Yellow Powder
• Melting Point: >210°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M259500

A fluorescent compound used for the rapid and selective modification of sulfhydryl groups of enzymes.Fluorescence: max. Abs. 335nm; max. Em. 493nm; e x 10-3: 5.7

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 (1994)
• Holmgren, M., et al.: Neuropharmacology, 35, 7, 797 (1996)