sodium 1-{4-[(2,5-dioxopyrrolidin-1-yl)methyl]cyclohexanecarbonyloxy}-2,5-dioxopyrrolidine-3-sulfonate

• ChemBase ID: 178025
• Molecular Formular: C16H19N2NaO9S
• Molecular Mass: 438.38483
• Monoisotopic Mass: 438.07089548
• SMILES: C1CC(=O)N(C1=O)CC1CCC(CC1)C(=O)ON1C(=O)CC(C1=O)S(=O)(=O)[O-].[Na+]
• Canonical SMILES: O=C(C1CCC(CC1)CN1C(=O)CCC1=O)ON1C(=O)CC(C1=O)S(=O)(=O)[O-].[Na+]
• InChI: InChI=1S/C16H20N2O9S.Na/c19-12-5-6-13(20)17(12)8-9-1-3-10(4-2-9)16(23)27-18-14(21)7-11(15(18)22)28(24,25)26;/h9-11H,1-8H2,(H,24,25,26);/q;+1/p-1
• InChIKey: ZRQXMDXRCPBFDX-UHFFFAOYSA-M

NAMES AND DATABASE IDS

Names

• IUPAC name: sodium 1-{4-[(2,5-dioxopyrrolidin-1-yl)methyl]cyclohexanecarbonyloxy}-2,5-dioxopyrrolidine-3-sulfonate
• IUPAC Traditional name: sodium 1-{4-[(2,5-dioxopyrrolidin-1-yl)methyl]cyclohexanecarbonyloxy}-2,5-dioxopyrrolidine-3-sulfonate
• Synonyms: 4-[(2,5-Dihydro-2,5-dioxo-1H-pyrrol-1-yl)methyl]cyclohexanecarboxylic Acid 2,5-Dioxo-3-sulfo-1-pyrrolidinyl Ester, Sodium Salt; Sulfo-SMCC; Sulfo-N-Succinimidyl 4-(Maleimidomethyl)cyclohexane-1-carboxylate, Sodium Salt, 90%

Database IDs

• CAS Number: 92921-24-9
• PubChem SID: 164233935
• PubChem CID: 25221599

CALCULATED PROPERTIES

• Acid pKa: -1.2507063
• H Acceptors: 8
• H Donor: 0
• LogD (pH = 5.5): -3.1399527
• LogD (pH = 7.4): -3.1401722
• Log P: -0.76356965
• Molar Refractivity: 88.5749 cm^3
• Polarizability: 36.292614 Å^3
• Polar Surface Area: 158.26 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Water
• Apperance: Off-White Solid
• Melting Point: >260°C (dec.)

Safety Information

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

DETAILS

Toronto Research Chemicals - S735000

A sulfhydryl and amino reactive heterobifunctional protein crosslinking reagent. Spacer Arm: 11.6 Angstroms

REFERENCES

• Maham, D.G., et al.: Anal. Biochem., 162, 163 (1987)
• Yoshitake, S., et al.: Eur. J. Biochem., 101, 395 (1987)
• Hashida, S., et al.: J. Applied Biochem., 6, 56 (1987)
• Samoszuk, M.K., et al.: Antibody Immunocon. Radiopharm., 2(1987)
• 37 (1989)