(2S)-2-acetamido-3-[(2-hydroxy-2-methylbut-3-en-1-yl)sulfanyl]propanoic acid

• ChemBase ID: 159318
• Molecular Formular: C10H17NO4S
• Molecular Mass: 247.31128
• Monoisotopic Mass: 247.08782903
• SMILES: C=CC(CSC[C@@H](NC(=O)C)C(=O)O)(O)C
• Canonical SMILES: C=CC(CSC[C@H](C(=O)O)NC(=O)C)(O)C
• InChI: InChI=1S/C10H17NO4S/c1-4-10(3,15)6-16-5-8(9(13)14)11-7(2)12/h4,8,15H,1,5-6H2,2-3H3,(H,11,12)(H,13,14)/t8-,10?/m1/s1
• InChIKey: PXDUOSQTTHCTJP-HNHGDDPOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-acetamido-3-[(2-hydroxy-2-methylbut-3-en-1-yl)sulfanyl]propanoic acid
• IUPAC Traditional name: (2S)-2-acetamido-3-[(2-hydroxy-2-methylbut-3-en-1-yl)sulfanyl]propanoic acid
• Synonyms: (R,S)-N-Acetyl-S-(2-hydroxy-2-methyl-3-buten-1-yl)-L-cysteine (90%)

Database IDs

• PubChem SID: 162253453
• PubChem CID: 71312925

CALCULATED PROPERTIES

• Acid pKa: 3.996505
• H Acceptors: 4
• H Donor: 3
• LogD (pH = 5.5): -1.7153366
• LogD (pH = 7.4): -3.3635695
• Log P: -0.20249741
• Molar Refractivity: 62.285 cm^3
• Polarizability: 24.388004 Å^3
• Polar Surface Area: 86.63 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Pale Yellow Gel

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - A179015

(R,S)-N-Acetyl-S-(2-hydroxy-2-methyl-3-buten-1-yl)-L-cysteine is a possible metabolite of isoprene.