(2S)-3-{[dihydroxy(2H7)butyl]sulfanyl}-2-acetamidopropanoic acid

• ChemBase ID: 159238
• Molecular Formular: C9H17NO5S
• Molecular Mass: 251.29998
• Monoisotopic Mass: 251.08274365
• SMILES: OCC(CCSC[C@@H](NC(=O)C)C(=O)O)O
• Canonical SMILES: OCC(CCSC[C@H](C(=O)O)NC(=O)C)O
• InChI: InChI=1S/C9H17NO5S/c1-6(12)10-8(9(14)15)5-16-3-2-7(13)4-11/h7-8,11,13H,2-5H2,1H3,(H,10,12)(H,14,15)/t7?,8-/m1/s1
• InChIKey: VGJNEDFZFZCLSX-BRFYHDHCSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-3-{[dihydroxy(^2H₇)butyl]sulfanyl}-2-acetamidopropanoic acid
• IUPAC Traditional name: (2S)-3-{[dihydroxy(^2H₇)butyl]sulfanyl}-2-acetamidopropanoic acid
• Synonyms: 4-(N-Acetyl-L-cystein-S-yl)-1,2-dihydroxybutane-d7, DHBMA-d7,; N-Acetyl-S-(3,4-dihydroxybutyl)-L-cysteine-d7 (Mixture of Diastereomers)

Database IDs

• PubChem SID: 162253373
• PubChem CID: 71312869

CALCULATED PROPERTIES

• Acid pKa: 3.834196
• H Acceptors: 5
• H Donor: 4
• LogD (pH = 5.5): -3.3577363
• LogD (pH = 7.4): -4.9349036
• Log P: -1.6885587
• Molar Refractivity: 59.4878 cm^3
• Polarizability: 23.493326 Å^3
• Polar Surface Area: 106.86 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol; Water
• Apperance: Off-White to Pale Yellow Low Melting Solid

Safety Information

• Storage Condition: Hygroscopic, Refrigerator, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - A173712

Metabolites of butadiene.

REFERENCES

• Heavner, D., et al.: J. Pharm. Biomed. Anal., 40, 928 (2006)
• Carmella, S., et al.: Chem. Res. Toxicol., 22, 734 (2006)