methyl (2R)-2-acetamido-3-sulfanylpropanoate

• ChemBase ID: 158108
• Molecular Formular: C6H11NO3S
• Molecular Mass: 177.22144
• Monoisotopic Mass: 177.04596422
• SMILES: CC(=O)N[C@@H](CS)C(=O)OC
• Canonical SMILES: SC[C@@H](C(=O)OC)NC(=O)C
• InChI: InChI=1S/C6H11NO3S/c1-4(8)7-5(3-11)6(9)10-2/h5,11H,3H2,1-2H3,(H,7,8)/t5-/m0/s1
• InChIKey: QTKAQJWFVXPIFV-YFKPBYRVSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: methyl (2R)-2-acetamido-3-sulfanylpropanoate
• IUPAC Traditional name: methyl (2R)-2-acetamido-3-sulfanylpropanoate
• Synonyms: N-Acetyl-L-cysteine methyl ester; N-乙酰基-L-半胱氨酸甲酯

Database IDs

• CAS Number: 7652-46-2
• MDL Number: MFCD00237476
• Beilstein Number: 1724357
• PubChem SID: 162252244; 24845130
• PubChem CID: 6542158

CALCULATED PROPERTIES

• Acid pKa: 9.949709
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): -0.565433
• LogD (pH = 7.4): -0.5665534
• Log P: -0.56541866
• Molar Refractivity: 42.4365 cm^3
• Polarizability: 16.898018 Å^3
• Polar Surface Area: 55.4 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]20/D -24.0±3°, c = 1% in methanol

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter

Product Information

• Purity: ≥90% (HPLC)
• Empirical Formula (Hill Notation): C6H11NO3S

DETAILS

Sigma Aldrich - 01042

Other Notes
Sulfur transfer agent1