2-[6-(diethylamino)-3-(diethyliminiumyl)-3H-xanthen-9-yl]-5-{[2-(methanesulfonylsulfanyl)ethyl]sulfamoyl}benzene-1-sulfonate

• ChemBase ID: 154089
• Molecular Formular: C30H37N3O8S4
• Molecular Mass: 695.89008
• Monoisotopic Mass: 695.14634916
• SMILES: CCN(CC)c1ccc2c(c1)oc1cc(=[N+](CC)CC)ccc1c2c1ccc(cc1S(=O)(=O)[O-])S(=O)(=O)NCCSS(=O)(=O)C
• Canonical SMILES: CCN(c1ccc2c(c1)oc1c(c2c2ccc(cc2S(=O)(=O)[O-])S(=O)(=O)NCCSS(=O)(=O)C)ccc(=[N+](CC)CC)c1)CC
• InChI: InChI=1S/C30H37N3O8S4/c1-6-32(7-2)21-10-13-24-27(18-21)41-28-19-22(33(8-3)9-4)11-14-25(28)30(24)26-15-12-23(20-29(26)45(38,39)40)44(36,37)31-16-17-42-43(5,34)35/h10-15,18-20,31H,6-9,16-17H2,1-5H3
• InChIKey: DZJCGEWZGVLAEE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[6-(diethylamino)-3-(diethyliminiumyl)-3H-xanthen-9-yl]-5-{[2-(methanesulfonylsulfanyl)ethyl]sulfamoyl}benzene-1-sulfonate
• IUPAC Traditional name: 2-[3-(diethylamino)-6-(diethyliminio)xanthen-9-yl]-5-{[2-(methanesulfonylsulfanyl)ethyl]sulfamoyl}benzenesulfonate
• Synonyms: MTS-rhodamine; Sulforhodamine methanethiosulfonate; MTSR; 3,6-Bis(diethylamino)-9-[4-[[[2-[(methylsulfonyl)thio]ethyl]amino]sulfonyl]-2-sulfophenyl]xanthylium Inner Salt; Sulfo Rhodamine Methanethiosulfonate, 98%

Database IDs

• CAS Number: 386229-71-6
• MDL Number: MFCD16879013
• PubChem SID: 162248228
• PubChem CID: 4611020

CALCULATED PROPERTIES

• Acid pKa: -2.3187711
• H Acceptors: 9
• H Donor: 1
• LogD (pH = 5.5): 1.4382932
• LogD (pH = 7.4): 1.4592675
• Log P: -1.3772943
• Molar Refractivity: 202.8734 cm^3
• Polarizability: 70.91166 Å^3
• Polar Surface Area: 152.99 Å^2
• Rotatable Bonds: 11
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Methanol
• Apperance: Purple Solid
• Melting Point: >260°C
• Fluorescence: λem 586 nm±15 nm

Safety Information

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

Product Information

• Purity: ≥95% (coupling rate)
• Shelf Life: (limited shelf life, expiry date on the label)
• Empirical Formula (Hill Notation): C30H37N3O8S4

DETAILS

Toronto Research Chemicals - S699150

A fluoresent compound used for the rapid and selective modification of sulfhydryl groups of enzymes. Fluorescence: max. Abs. 565nm; max. Em. 586nm; e x 10-3: 84

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)