2-(cyclohexylamino)ethane-1-sulfonic acid

• ChemBase ID: 2999
• Molecular Formular: C8H17NO3S
• Molecular Mass: 207.29048
• Monoisotopic Mass: 207.09291441
• SMILES: OS(=O)(=O)CCNC1CCCCC1
• Canonical SMILES: OS(=O)(=O)CCNC1CCCCC1
• InChI: InChI=1S/C8H17NO3S/c10-13(11,12)7-6-9-8-4-2-1-3-5-8/h8-9H,1-7H2,(H,10,11,12)
• InChIKey: MKWKNSIESPFAQN-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(cyclohexylamino)ethane-1-sulfonic acid
• IUPAC Traditional name: @N-cyclohexyltaurine; N-cyclohexyltaurine
• Synonyms: CHES; N-Cyclohexyltaurine; Cyclohexylaminoethane sulfonic acid; CHES; 2-(Cyclohexylamino)ethanesulfonic acid; 2-Cyclohexylaminoethanesulfonic acid; CHES; N-Cyclohexyltaurine; N-Cyclohexyl-2-aminoethanesulfonic acid; 2-(N-环己氨基)乙磺酸; 2-(环己基氨基)乙磺酸

Database IDs

• CAS Number: 103-47-9
• EC Number: 203-115-6
• MDL Number: MFCD00003835
• Beilstein Number: 2967601
• Merck Index: 142055
• PubChem SID: 160966446; 24892541; 24893031; 24857636; 46506550
• PubChem CID: 66898
• Chemspider ID: 60260
• DrugBank ID: DB03309
• MeSH Name: 2-(N-cyclohexylamino)ethanesulfonic+acid
• Wikipedia Title: N-Cyclohexyl-2-aminoethanesulfonic_acid

CALCULATED PROPERTIES

JChem

• Acid pKa: -1.1463444
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.59175444
• LogD (pH = 7.4): -0.5930691
• Log P: -0.59174114
• Molar Refractivity: 50.3939 cm^3
• Polarizability: 20.927816 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.13
• LOG S: -1.72
• Solubility (Water): 3.97e+00 g/l

PROPERTIES

Physical Property

• Solubility: H2O: soluble0.5 M at 20 °C, clear, colorless; H2O: soluble0.5 M, clear, colorless
• Melting Point: > 300°C; >300°C
• Absorption Wavelength: A0.5M/260, H2O ≤0.08; A0.5M/280, H2O ≤0.05; λ: 260 nm Amax: 0.08; λ: 280 nm Amax: 0.05
• pKa: 9.3; 9.3 (25°C)
• pH: 3.0-5.0 (0.5 M in H2O); 3.0-5.0 (25 °C, 0.5 M in H2O)

Safety Information

• Storage Condition: Room Temperature (15-30°C)
• Storage Warning: Hygroscopic
• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36
• Safety Statements: 26
• TSCA Listed: 是
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H319
• GHS Precautionary statements: P280-P264-P305+P351+P338-P337+P313; P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves

Product Information

• Purity: ≥99.0% (titration); ≥99.5% (T); 98%; 99%
• Ignition Residue: ≤0.05%; ≤0.1%
• Impurities: ≤0.0005% Phosphorus (P); ≤0.1% Insoluble matter; insoluble matter, passes filter test
• Cation Traces: Al: ≤0.0005%; Al: ≤5 mg/kg; As: ≤0.1 mg/kg; Ba: ≤5 mg/kg; Bi: ≤5 mg/kg; Ca: ≤0.001%; Ca: ≤10 mg/kg; Cd: ≤5 mg/kg; Co: ≤5 mg/kg; Cr: ≤5 mg/kg; Cu: ≤0.0005%; Cu: ≤5 mg/kg; Fe: ≤0.0005%; Fe: ≤5 mg/kg; K: ≤0.005%; K: ≤50 mg/kg; Li: ≤5 mg/kg; Mg: ≤0.0005%; Mg: ≤5 mg/kg; Mn: ≤5 mg/kg; Mo: ≤5 mg/kg; Na: ≤0.01%; Na: ≤50 mg/kg; NH4+: ≤0.05%; Ni: ≤5 mg/kg; Pb: ≤0.001%; Pb: ≤5 mg/kg; Sr: ≤5 mg/kg; Zn: ≤0.0005%; Zn: ≤5 mg/kg
• Antion Traces: chloride (Cl-): ≤0.05%; chloride (Cl-): ≤50 mg/kg; sulfate (SO42-): ≤0.05%; sulfate (SO42-): ≤500 mg/kg
• Loss on Drying: ≤0.5% loss on drying, 110 °C
• pH Range: 8.6 - 10.0
• λ: 0.5 M in H2O
• Useful pH Range: 8.6 - 10.0
• Product Line: BioUltra
• Empirical Formula (Hill Notation): C8H17NO3S

DETAILS

MP Biomedicals - 02101434

pKa=9.3 at 25°C. Useful pH range 8.6-10.0

DrugBank - DB03309

Drug information: experimental

Sigma Aldrich - 29311

Other Notes
Buffer for studying pH-dependent processes in enzymology;1 Has a high affinity for the iodoacetate binding site of liver alcohol dehydrogenase.2

Sigma Aldrich - 224030

Application
Physiological buffer.

REFERENCES

• Biological buffer, pKa = 9.3 at 20^o: Biochemistry, 5, 467 (1966).