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331717-45-4 molecular structure
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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

ChemBase ID: 130814
Molecular Formular: C32H58N2O7S
Molecular Mass: 614.87712
Monoisotopic Mass: 614.39647321
SMILES and InChIs

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
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
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-RFCNGIAKSA-N

Cite this record

CBID:130814 http://www.chembase.cn/molecule-130814.html

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NAMES AND DATABASE IDS

NAMES AND DATABASE IDS

Names Database IDs
IUPAC name
3-[dimethyl({3-[(4R)-4-[(1S,2S,5R,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanamido]propyl})azaniumyl]propane-1-sulfonate
IUPAC Traditional name
3-[dimethyl({3-[(4R)-4-[(1S,2S,5R,9R,10R,11S,14R,15R,16S)-5,9,16-trihydroxy-2,15-dimethyltetracyclo[8.7.0.02,7.011,15]heptadecan-14-yl]pentanamido]propyl})ammonio]propane-1-sulfonate
Synonyms
CHAPS
CHAPS hydrate
3-[(3-Cholamidopropyl)dimethylammonio]-1-propanesulfonate
CHAPS
3-[(3-Cholamidopropyl)dimethylammonio]-1-propanesulfonate hydrate
CHAPS solution
CHAPS 100 mM solution
3-[3-(胆酰胺丙基)二甲氨基]丙磺酸 水合物
3-[(3-胆酰胺丙基)二甲氨基]丙磺酸内盐
CHAPS
CAS Number
331717-45-4
75621-03-3
MDL Number
MFCD00012116
PubChem SID
24892750
24851886
24892997
162225092
24892560
PubChem CID
53229977

DATA SOURCES

DATA SOURCES

All Sources Commercial Sources Non-commercial Sources
Data Source Data ID
PubChem 53229977 external link

CALCULATED PROPERTIES

CALCULATED PROPERTIES

JChem
Acid pKa -1.0029829  H Acceptors
H Donor LogD (pH = 5.5) -1.0806569 
LogD (pH = 7.4) -1.0806528  Log P -1.8833573 
Molar Refractivity 174.7363 cm3 Polarizability 65.82985 Å3
Polar Surface Area 146.99 Å2 Rotatable Bonds 12 
Lipinski's Rule of Five false 

PROPERTIES

PROPERTIES

Physical Property Safety Information Product Information Bioassay(PubChem)
Solubility
H2O: soluble0.1 M, clear, colorless expand Show data source
H2O: soluble50 mg/mL at 20 °C, clear, colorless expand Show data source
Melting Point
157 °C (dec.)(lit.) expand Show data source
Density
1.01 g/mL at 20 °C expand Show data source
Critical Micelle Concentration
6 mM(20-25°C) expand Show data source
Aggregation Number of Micelle
10 expand Show data source
Transition Temperature
cloud point >100 °C expand Show data source
European Hazard Symbols
Toxic Toxic (T) expand Show data source
Irritant Irritant (Xi) expand Show data source
MSDS Link
Download expand Show data source
Download expand Show data source
Download expand Show data source
German water hazard class
- expand Show data source
3 expand Show data source
Risk Statements
36/37/38 expand Show data source
61 expand Show data source
61-36/37/38 expand Show data source
Safety Statements
26 expand Show data source
53-26-45 expand Show data source
53-45 expand Show data source
GHS Pictograms
GHS07 expand Show data source
GHS08 expand Show data source
GHS Signal Word
Danger expand Show data source
Warning expand Show data source
GHS Hazard statements
H315-H319-H335 expand Show data source
H315-H319-H335-H360D expand Show data source
GHS Precautionary statements
P201-P261-P305 + P351 + P338-P308 + P313 expand Show data source
P261-P305 + P351 + P338 expand Show data source
Personal Protective Equipment
Eyeshields, Gloves expand Show data source
Storage Temperature
2-8°C expand Show data source
Purity
≥97.0% expand Show data source
≥98% (TLC) expand Show data source
≥98.0% (TLC) expand Show data source
Concentration
100 mM in H2O expand Show data source
Suitability
suitable for electrophoresis expand Show data source
Ignition Residue
≤0.1% expand Show data source
Description
zwitterionic expand Show data source
Impurities
≤0.001% Phosphorus (P) expand Show data source
≤0.1% Insoluble matter expand Show data source
≤8% water expand Show data source
Cation Traces
Al: ≤0.0005% expand Show data source
Ca: ≤0.0005% expand Show data source
Ca: ≤10 mg/kg expand Show data source
Cd: ≤5 mg/kg expand Show data source
Co: ≤5 mg/kg expand Show data source
Cr: ≤5 mg/kg expand Show data source
Cu: ≤0.0005% expand Show data source
Cu: ≤5 mg/kg expand Show data source
Fe: ≤0.0005% expand Show data source
Fe: ≤5 mg/kg expand Show data source
K: ≤0.005% expand Show data source
K: ≤50 mg/kg expand Show data source
Mg: ≤0.0005% expand Show data source
Mg: ≤5 mg/kg expand Show data source
Mn: ≤5 mg/kg expand Show data source
Na: ≤0.005% expand Show data source
Na: ≤50 mg/kg expand Show data source
NH4+: ≤0.05% expand Show data source
Ni: ≤5 mg/kg expand Show data source
Pb: ≤0.001% expand Show data source
Pb: ≤5 mg/kg expand Show data source
Zn: ≤0.0005% expand Show data source
Zn: ≤5 mg/kg expand Show data source
Antion Traces
chloride (Cl-): ≤0.05% expand Show data source
chloride (Cl-): ≤50 mg/kg expand Show data source
sulfate (SO42-): ≤50 mg/kg expand Show data source
Quality Level
ELITE expand Show data source
Mol. Weight
micellar avg mol wt 6150 expand Show data source
Empirical Formula (Hill Notation)
C32H58N2O7S expand Show data source
C32H58N2O7S · xH2O expand Show data source

DETAILS

DETAILS

Sigma Aldrich Sigma Aldrich
Sigma Aldrich - 26680 external link
Application
CHAPS is a nondenaturing zwitterionic detergent for membrane biochemistry.Useful for solubilizing membrane proteins and breaking protein-protein interactions. CHAPS’ small micellar molecular weight (6,150) and high critical micelle concentration (6-10 mM) allow it to be removed from samples by dialysis. It is also suitable for protein solubilization for isoelectric focusing and two-dimensional electrophoresis. CHAPS is commonly used for non-denaturing (without urea) IEF and has been shown to give excellent resolution of some subcellular preparations and plant proteins. Concentrations between 2-4% (w/v) are typically used in an IEF gel.
Other Notes
Zwitterionic detergent for the solubilisation of membrane proteins. Combines the useful properties of both the sulfobetaine-type and the bile salt detergents1,2; As a non-toxic stabilizing agent for growth factors3
Sigma Aldrich - C3023 external link
General description
A solution at 50 mg/ml in water yields a clear-colorless solution. Aqueous solutions of CHAPS can be autoclaved.
Sigma Aldrich - 05-2605 external link
Application
CHAPS is a nondenaturing zwitterionic detergent for membrane biochemistry.Useful for solubilizing membrane proteins and breaking protein-protein interactions. CHAPS’ small micellar molecular weight (6,150) and high critical micelle concentration (6-10 mM) allow it to be removed from samples by dialysis. It is also suitable for protein solubilization for isoelectric focusing and two-dimensional electrophoresis. CHAPS is commonly used for non-denaturing (without urea) IEF and has been shown to give excellent resolution of some subcellular preparations and plant proteins. Concentrations between 2-4% (w/v) are typically used in an IEF gel.
Suitability
for biological purposes

REFERENCES

REFERENCES

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PATENTS

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