(2R)-2-amino-3-{[(1-hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-3-yl)methyl]sulfanyl}propanoic acid; methane

• ChemBase ID: 160507
• Molecular Formular: C13H26N2O3S
• Molecular Mass: 290.42214
• Monoisotopic Mass: 290.1664137
• SMILES: C1=C(C(N(C1(C)C)O)(C)C)CSC[C@H](N)C(=O)O.C
• Canonical SMILES: OC(=O)[C@H](CSCC1=CC(N(C1(C)C)O)(C)C)N.C
• InChI: InChI=1S/C12H22N2O3S.CH4/c1-11(2)5-8(12(3,4)14(11)17)6-18-7-9(13)10(15)16;/h5,9,17H,6-7,13H2,1-4H3,(H,15,16);1H4/t9-;/m0./s1
• InChIKey: WZZNRTLTWRLKNO-FVGYRXGTSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-amino-3-{[(1-hydroxy-2,2,5,5-tetramethyl-2,5-dihydro-1H-pyrrol-3-yl)methyl]sulfanyl}propanoic acid; methane
• IUPAC Traditional name: (2R)-2-amino-3-{[(1-hydroxy-2,2,5,5-tetramethylpyrrol-3-yl)methyl]sulfanyl}propanoic acid; methane
• Synonyms: 3-[[[(2R)-2-Amino-2-carboxyethyl]thio]methyl]-2,5-dihydro-2,2,5,5-tetramethyl-1H-pyrrol-1-yloxy Dihydrochloride; L-2-Amino-3-[thiomethyl-1-(1-oxyl-2,2,5,5-tetramethyl-3 -pyrrolin-3-yl)]propanoic Acid Dihydrochloride

Database IDs

• PubChem SID: 162254642
• PubChem CID: 71313362

CALCULATED PROPERTIES

• Acid pKa: 2.61103
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.852043
• LogD (pH = 7.4): -1.8589272
• Log P: -1.8519154
• Molar Refractivity: 73.6408 cm^3
• Polarizability: 29.125134 Å^3
• Polar Surface Area: 86.79 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Light Yellow Solid

Safety Information

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

DETAILS

Toronto Research Chemicals - A630400

A synthetic spin labelled amino acid that can be used as a biophysical probe to detect structural changes in proteins and the interaction of proteins with other macromolecules.

REFERENCES

• Cornish, V.W., et al.: Proc. Natl. Acad. Sci. USA, 91, 2910 (1994)