(2R)-2-(2-methylpropanamido)-3-sulfanylpropanoic acid

• ChemBase ID: 158250
• Molecular Formular: C7H13NO3S
• Molecular Mass: 191.24802
• Monoisotopic Mass: 191.06161428
• SMILES: CC(C)C(=O)N[C@@H](CS)C(=O)O
• Canonical SMILES: SC[C@@H](C(=O)O)NC(=O)C(C)C
• InChI: InChI=1S/C7H13NO3S/c1-4(2)6(9)8-5(3-12)7(10)11/h4-5,12H,3H2,1-2H3,(H,8,9)(H,10,11)/t5-/m0/s1
• InChIKey: BWBQXMAXLAHHTK-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R)-2-(2-methylpropanamido)-3-sulfanylpropanoic acid
• IUPAC Traditional name: (2R)-2-(2-methylpropanamido)-3-sulfanylpropanoic acid
• Synonyms: N-(2-Methylpropionyl)-L-cysteine; N-Isobutyryl-L-cysteine; N-异丁酰-L-半胱氨酸; N-异丁酰基-L-巯基丙氨酸

Database IDs

• CAS Number: 124529-02-8
• MDL Number: MFCD00155635
• PubChem SID: 162252386; 24881147
• PubChem CID: 130211

CALCULATED PROPERTIES

• Acid pKa: 4.0261164
• H Acceptors: 3
• H Donor: 3
• LogD (pH = 5.5): -0.95222986
• LogD (pH = 7.4): -2.6125834
• Log P: 0.5322094
• Molar Refractivity: 46.8688 cm^3
• Polarizability: 18.482368 Å^3
• Polar Surface Area: 66.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Melting Point: 97-101 °C

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0%; ≥97.0% (RT)
• Grade: for chiral derivatization
• Optical Purity: enantiomeric ratio: ≥99.5:0.5 (HPLC)
• Empirical Formula (Hill Notation): C7H13NO3S

DETAILS

Sigma Aldrich - 58698

Other Notes
Chiral derivatizing agent employed in the assay of the enantiomeric purity of amino acids with OPA1,2,3,4