prop-2-en-1-yl (2S)-2-acetamido-3-sulfanylpropanoate

• ChemBase ID: 159216
• Molecular Formular: C8H13NO3S
• Molecular Mass: 203.25872
• Monoisotopic Mass: 203.06161428
• SMILES: C=CCOC(=O)[C@@H](CS)NC(=O)C
• Canonical SMILES: C=CCOC(=O)[C@H](NC(=O)C)CS
• InChI: InChI=1S/C8H13NO3S/c1-3-4-12-8(11)7(5-13)9-6(2)10/h3,7,13H,1,4-5H2,2H3,(H,9,10)/t7-/m1/s1
• InChIKey: KSHKPIFVSKLDQI-SSDOTTSWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: prop-2-en-1-yl (2S)-2-acetamido-3-sulfanylpropanoate
• IUPAC Traditional name: prop-2-en-1-yl (2S)-2-acetamido-3-sulfanylpropanoate
• Synonyms: N-Acetyl-L-cysteine 2-Propen-1-yl Ester; N-Acetylcysteine Allyl Ester; N-Acetyl-L-cysteine Allyl Ester

Database IDs

• CAS Number: 145452-04-6
• PubChem SID: 162253351
• PubChem CID: 29970743

CALCULATED PROPERTIES

• Acid pKa: 9.950232
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 0.1658168
• LogD (pH = 7.4): 0.16469769
• Log P: 0.16583113
• Molar Refractivity: 51.5992 cm^3
• Polarizability: 20.299858 Å^3
• Polar Surface Area: 55.4 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Acetone; Chloroform; Dichloromethane; Ethanol; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 42-44°C

Safety Information

• Storage Condition: -20°C Freezer

REFERENCES

• Yeh, Y., et al.: J. Nutrit., 131, 989S (2001)