3-({3-[(4-hexylphenyl)formamido]propyl}dimethylazaniumyl)propane-1-sulfonate

• ChemBase ID: 169968
• Molecular Formular: C21H36N2O4S
• Molecular Mass: 412.58654
• Monoisotopic Mass: 412.23957864
• SMILES: [N+](CCCS(=O)(=O)[O-])(C)(C)CCCNC(=O)c1ccc(cc1)CCCCCC
• Canonical SMILES: CCCCCCc1ccc(cc1)C(=O)NCCC[N+](CCCS(=O)(=O)[O-])(C)C
• InChI: InChI=1S/C21H36N2O4S/c1-4-5-6-7-10-19-11-13-20(14-12-19)21(24)22-15-8-16-23(2,3)17-9-18-28(25,26)27/h11-14H,4-10,15-18H2,1-3H3,(H-,22,24,25,26,27)
• InChIKey: VDAAAAIRUVAYCF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-({3-[(4-hexylphenyl)formamido]propyl}dimethylazaniumyl)propane-1-sulfonate
• IUPAC Traditional name: 3-({3-[(4-hexylphenyl)formamido]propyl}dimethylammonio)propane-1-sulfonate
• Synonyms: ASB-C60; 4-n-Hexylbenzoylamido-propyl-dimethylammoniosulfobetaine

Database IDs

• PubChem SID: 162264100
• PubChem CID: 4656502

CALCULATED PROPERTIES

• Acid pKa: -0.973092
• H Acceptors: 4
• H Donor: 1
• LogD (pH = 5.5): 0.8039455
• LogD (pH = 7.4): 0.8039462
• Log P: 0.6144631
• Molar Refractivity: 125.3074 cm^3
• Polarizability: 44.838867 Å^3
• Polar Surface Area: 86.3 Å^2
• Rotatable Bonds: 14
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Water

Safety Information

• Storage Warning: Hygroscopic

DETAILS

Toronto Research Chemicals - H295625

A Zwitterionic detergent containing an aromatic core that is useful for solubilizing and stabilizing integral membrane proteins by breaking aggregates. Shown to be comptaible with urea (approx. 7M).

REFERENCES

• Tastet, C., et al.: Proteomics, 3, 111 (2003)