3-oxo-N-[(3S)-2-oxooxolan-3-yl]octanamide

• ChemBase ID: 5709
• Molecular Formular: C12H19NO4
• Molecular Mass: 241.28356
• Monoisotopic Mass: 241.13140809
• SMILES: [C@H]1(C(=O)OCC1)NC(=O)CC(=O)CCCCC
• Canonical SMILES: CCCCCC(=O)CC(=O)N[C@H]1CCOC1=O
• InChI: InChI=1S/C12H19NO4/c1-2-3-4-5-9(14)8-11(15)13-10-6-7-17-12(10)16/h10H,2-8H2,1H3,(H,13,15)/t10-/m0/s1
• InChIKey: FXCMGCFNLNFLSH-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-oxo-N-[(3S)-2-oxooxolan-3-yl]octanamide
• IUPAC Traditional name: 3-oxo-N-[(3S)-2-oxooxolan-3-yl]octanamide
• Synonyms: N-(β-Ketooctanoyl)-L-homoserine; N-(3-Oxooctanoyl)-L-homoserine lactone; 3-OXO-OCTANOIC ACID (2-OXO-TETRAHYDRO-FURAN-3-YL)-AMIDE

Database IDs

• CAS Number: 147795-39-9
• MDL Number: MFCD08277025
• PubChem SID: 160969136; 99444552; 24897950
• PubChem CID: 127293

CALCULATED PROPERTIES

JChem

• Acid pKa: 10.297374
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 1.173745
• LogD (pH = 7.4): 1.1732032
• Log P: 1.173752
• Molar Refractivity: 61.1831 cm^3
• Polarizability: 24.216213 Å^3
• Polar Surface Area: 72.47 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.96
• LOG S: -1.75
• Solubility (Water): 4.28e+00 g/l

PROPERTIES

Physical Property

• Solubility: chloroform: soluble50 mg/mL, clear, colorless
• Apperance: white powder

Safety Information

• German water hazard class: 3
• Personal Protective Equipment: Eyeshields, Gloves, type N95 (US), type P1 (EN143) respirator filter
• Storage Temperature: -20°C

Product Information

• Purity: ≥97% (HPLC)
• Shipped in: wet ice
• Empirical Formula (Hill Notation): C12H19NO4

DETAILS

DrugBank - DB08081

Drug information: experimental

Sigma Aldrich - O1764

Biochem/physiol Actions
N-(3-Oxooctanoyl)-L-homoserine lactone stimulates the tra gene expression. It is an autoinducer and potent antagonist.