3-[dimethyl({3-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanamido]propyl})azaniumyl]propane-1-sulfonate

• ChemBase ID: 105471
• Molecular Formular: C32H58N2O7S
• Molecular Mass: 614.87712
• Monoisotopic Mass: 614.39647321
• SMILES: C[C@H](CCC(=O)NCCC[N+](C)(C)CCCS(=O)(=O)[O-])[C@H]1CC[C@H]2[C@@H]3[C@H](O)C[C@@H]4C[C@H](O)CC[C@]4(C)[C@H]3C[C@H](O)[C@]12C
• Canonical SMILES: O[C@@H]1CC[C@]2([C@@H](C1)C[C@H]([C@@H]1[C@@H]2C[C@H](O)[C@]2([C@H]1CC[C@@H]2[C@@H](CCC(=O)NCCC[N+](CCCS(=O)(=O)[O-])(C)C)C)C)O)C
• InChI: InChI=1S/C32H58N2O7S/c1-21(8-11-29(38)33-14-6-15-34(4,5)16-7-17-42(39,40)41)24-9-10-25-30-26(20-28(37)32(24,25)3)31(2)13-12-23(35)18-22(31)19-27(30)36/h21-28,30,35-37H,6-20H2,1-5H3,(H-,33,38,39,40,41)/t21-,22+,23-,24-,25+,26+,27-,28+,30+,31+,32-/m1/s1
• InChIKey: UMCMPZBLKLEWAF-BCTGSCMUSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[dimethyl({3-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0^2,^7.0^1^1,^1^5]heptadecan-14-yl]pentanamido]propyl})azaniumyl]propane-1-sulfonate; 3-[dimethyl({3-[(4R)-4-[(1S,2S,5R,7S,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.0?,?.0??,??]heptadecan-14-yl]pentanamido]propyl})azaniumyl]propane-1-sulfonate
• IUPAC Traditional name: chaps detergent
• Synonyms: N,N-Dimethyl-N-(3-sulfopropyl)-3-[[(3α,5β,7α,12α)-3,7,12-trihydroxy-24-oxocholan-24-yl]amino]-1-propanaminium Inner Salt; CHAPS; 3-[(3-Cholamidopropyl)dimethylammonio]-1-propanesulfonate; 3-[(3-Cholamidopropyl)-dimethyl-ammonio]-1-propane sulfonate; CHAPS

Database IDs

• CAS Number: 75621-03-3
• PubChem SID: 162092511
• PubChem CID: 107670

CALCULATED PROPERTIES

• Acid pKa: -1.0029829
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -1.0806569
• LogD (pH = 7.4): -1.0806528
• Log P: -1.8833573
• Molar Refractivity: 174.7363 cm^3
• Polarizability: 65.82985 Å^3
• Polar Surface Area: 146.99 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMF; hot Methanol; Water (50mg/1ml),
• Apperance: White Powder (Yellow Tinge)
• Melting Point: 255-260°C; 265°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere; Room Temperature (15-30°C)

Product Information

• Purity: >98%

DETAILS

MP Biomedicals - 04808196

Purity: >98% Zwitterionic detergent useful for solubilizing membrane proteins. Frequently used prior to electrophoresis since it generally does not denature the proteins.C₃₂H₅₈N₂O₇S MW 614.9

MP Biomedicals - 02190319

A nondenaturing zwitterionic detergent for solubilizing membrane proteins.

Toronto Research Chemicals - C292500

A non-denaturing zwitterionic detergent for membrane biochemistry.

REFERENCES

• Hjelmeland, L.H., Proc. Nat. Acad. Sci. USA, 77: 6368 (1980).
• Hjelmeland, L.H., et al.: Proc. Nat. Acad. Sci. U.S.A., 77, 6368 (1980)
• Chen, Y., et al.: Biochemistry, 31, 2415 (1980)
• Ofri, D., et al.: J. Neurochem., 58, 628 (1980)