3-[dimethyl({3-[(4R)-4-[(1S,2S,5R,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 hydrate

• ChemBase ID: 147719
• Molecular Formular: C32H60N2O8S
• Molecular Mass: 632.8924
• Monoisotopic Mass: 632.40703789
• SMILES: C[C@H](CCC(=O)NCCC[N+](C)(C)CCCS(=O)(=O)[O-])[C@H]1CC[C@@H]2[C@@]1([C@H](C[C@H]1[C@H]2[C@@H](CC2[C@@]1(CC[C@H](C2)O)C)O)O)C.O
• Canonical SMILES: O[C@@H]1CC[C@]2(C(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.O
• InChI: InChI=1S/C32H58N2O7S.H2O/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);1H2/t21-,22?,23-,24-,25+,26+,27-,28+,30+,31+,32-;/m1./s1
• InChIKey: SJCUTFKCLFLIFE-FIRIAATKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[dimethyl({3-[(4R)-4-[(1S,2S,5R,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 hydrate
• IUPAC Traditional name: 3-[dimethyl({3-[(4R)-4-[(1S,2S,5R,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})ammonio]propane-1-sulfonate hydrate
• Synonyms: CHAPS; 3-[(3-Cholamidopropyl)dimethylammonio]-1-propanesulfonate hydrate; 3-[3-(胆酰胺丙基)二甲氨基]丙磺酸 水合物

Database IDs

• CAS Number: 331717-45-4
• PubChem SID: 162241903; 24853601
• PubChem CID: 71311298

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

• Melting Point: 157 °C (dec.)(lit.)

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: nwg
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338

Product Information

• Purity: 98%
• Empirical Formula (Hill Notation): C32H58N2O7S · xH2O

DETAILS

Sigma Aldrich - 226947

Packaging
1 g in glass bottle
5 g in poly bottle
Application
Zwitterionic detergent for membrane protein solubilization.1,2,3