2-{[2-({2-[bis(carboxymethyl)amino]ethyl}(carboxymethyl)amino)ethyl]({[2-(methanesulfonylsulfanyl)ethyl]carbamoyl}methyl)amino}acetic acid

• ChemBase ID: 172600
• Molecular Formular: C17H30N4O11S2
• Molecular Mass: 530.5703
• Monoisotopic Mass: 530.1352498
• SMILES: C(CN(CC(=O)O)CCN(CC(=O)NCCSS(=O)(=O)C)CC(=O)O)N(CC(=O)O)CC(=O)O
• Canonical SMILES: OC(=O)CN(CC(=O)NCCSS(=O)(=O)C)CCN(CC(=O)O)CCN(CC(=O)O)CC(=O)O
• InChI: InChI=1S/C17H30N4O11S2/c1-34(31,32)33-7-2-18-13(22)8-20(10-15(25)26)5-3-19(9-14(23)24)4-6-21(11-16(27)28)12-17(29)30/h2-12H2,1H3,(H,18,22)(H,23,24)(H,25,26)(H,27,28)(H,29,30)
• InChIKey: ILPYERMWLKPVCK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[2-({2-[bis(carboxymethyl)amino]ethyl}(carboxymethyl)amino)ethyl]({[2-(methanesulfonylsulfanyl)ethyl]carbamoyl}methyl)amino}acetic acid
• IUPAC Traditional name: {[2-({2-[bis(carboxymethyl)amino]ethyl}(carboxymethyl)amino)ethyl]({[2-(methanesulfonylsulfanyl)ethyl]carbamoyl}methyl)amino}acetic acid
• Synonyms: Diethylenetriaminepentaacetic Acid-MTSEA; N-[S-Methanethiosulfonylcystaminyl]diethylenetriaminepentaacetic Acid, Monoamide (2:1 mixture of penta-acid to monoamide; approximately 30%)

Database IDs

• CAS Number: 1246817-77-5
• PubChem SID: 164228510
• PubChem CID: 71749932

CALCULATED PROPERTIES

• Acid pKa: 2.0252378
• H Acceptors: 14
• H Donor: 5
• LogD (pH = 5.5): -11.338781
• LogD (pH = 7.4): -15.865437
• Log P: -7.235191
• Molar Refractivity: 118.8223 cm^3
• Polarizability: 47.66991 Å^3
• Polar Surface Area: 222.16 Å^2
• Rotatable Bonds: 20
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: White Solid
• Melting Point: 105-108°C

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M258960

Used for the rapid and selective modification of sulfhydryl groups of enzymes.

REFERENCES

• Stauffer, D.A., and Karlin, A.: Biochemistry, 33, 6840 (1994)
• Yang, N. et al.: Neuron, 16, 113 (1994)
• Kuner, T. et al.: Neuron, 17, 343 (1996)