N-(2-oxothiolan-3-yl)butanamide

• ChemBase ID: 156005
• Molecular Formular: C8H13NO2S
• Molecular Mass: 187.25932
• Monoisotopic Mass: 187.06669966
• SMILES: CCCC(=O)NC1CCSC1=O
• Canonical SMILES: CCCC(=O)NC1CCSC1=O
• InChI: InChI=1S/C8H13NO2S/c1-2-3-7(10)9-6-4-5-12-8(6)11/h6H,2-5H2,1H3,(H,9,10)
• InChIKey: IMJUOGHALGXOSS-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: N-(2-oxothiolan-3-yl)butanamide
• IUPAC Traditional name: N-(2-oxothiolan-3-yl)butanamide
• Synonyms: N-Butyryl-DL-homocysteine thiolactone

Database IDs

• CAS Number: 39837-08-6
• MDL Number: MFCD01862916
• PubChem SID: 24846916; 162250143
• PubChem CID: 4428038

CALCULATED PROPERTIES

• Acid pKa: 12.716391
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 0.71361196
• LogD (pH = 7.4): 0.71361035
• Log P: 0.71361226
• Molar Refractivity: 48.4308 cm^3
• Polarizability: 19.149464 Å^3
• Polar Surface Area: 46.17 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

PROPERTIES

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: 2-8°C

Product Information

• Purity: ≥97.0% (HPLC)
• Empirical Formula (Hill Notation): C8H13NO2S

DETAILS

Sigma Aldrich - 10942

Application
Application test: Induces violacein expression in a Chromobacterium violaceum mutant usually not able to produce homoserine lactones.1
Biochem/physiol Actions
N-Butyryl-DL-homocysteine thiolactone is a butylated derivative of homocysteine thiolactone which is used to induce hyperhomocysteinemia and seizures.