3-hydroxy-N-[(3S)-2-oxooxolan-3-yl]butanamide

• ChemBase ID: 154373
• Molecular Formular: C8H13NO4
• Molecular Mass: 187.19312
• Monoisotopic Mass: 187.0844579
• SMILES: CC(CC(=O)N[C@H]1CCOC1=O)O
• Canonical SMILES: CC(CC(=O)N[C@H]1CCOC1=O)O
• InChI: InChI=1S/C8H13NO4/c1-5(10)4-7(11)9-6-2-3-13-8(6)12/h5-6,10H,2-4H2,1H3,(H,9,11)/t5?,6-/m0/s1
• InChIKey: FIXDIFPJOFIIEC-GDVGLLTNSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxy-N-[(3S)-2-oxooxolan-3-yl]butanamide
• IUPAC Traditional name: 3-hydroxy-N-[(3S)-2-oxooxolan-3-yl]butanamide
• Synonyms: 3-Hydroxy-C4-HSL; N-(3-Hydroxybutanoyl)-L-homoserine lactone; N-[(RS)-3-Hydroxybutyryl]-L-homoserine lactone

Database IDs

• MDL Number: MFCD20036263
• PubChem SID: 162248512
• PubChem CID: 10330086

CALCULATED PROPERTIES

• Acid pKa: 12.184852
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): -1.2460042
• LogD (pH = 7.4): -1.2460104
• Log P: -1.2460041
• Molar Refractivity: 43.6784 cm^3
• Polarizability: 17.46237 Å^3
• Polar Surface Area: 75.63 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Optical Rotation: [α]/D -41.5±2.5°, c = 0.1 in methanol

Safety Information

• German water hazard class: 3
• Storage Temperature: -20°C

Product Information

• Purity: ≥96% (HPLC)
• Empirical Formula (Hill Notation): C8H13NO4