4,7,10,13,16-pentaoxanonadecanedioic acid

• ChemBase ID: 176272
• Molecular Formular: C14H26O9
• Molecular Mass: 338.35084
• Monoisotopic Mass: 338.15768241
• SMILES: OC(=O)CCOCCOCCOCCOCCOCCC(=O)O
• Canonical SMILES: OC(=O)CCOCCOCCOCCOCCOCCC(=O)O
• InChI: InChI=1S/C14H26O9/c15-13(16)1-3-19-5-7-21-9-11-23-12-10-22-8-6-20-4-2-14(17)18/h1-12H2,(H,15,16)(H,17,18)
• InChIKey: VRTJBJNTMHDBAI-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4,7,10,13,16-pentaoxanonadecanedioic acid
• IUPAC Traditional name: 4,7,10,13,16-pentaoxanonadecanedioic acid
• Synonyms: 3-[2-[2-[2-[2-(2-Carboxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]propionic Acid; 4,7,10,13,16-Pentaoxanonadecanedioic Acid

Database IDs

• CAS Number: 439114-13-3
• PubChem SID: 164232182
• PubChem CID: 18374596

CALCULATED PROPERTIES

• Acid pKa: 3.8870168
• H Acceptors: 9
• H Donor: 2
• LogD (pH = 5.5): -3.2933695
• LogD (pH = 7.4): -6.7164683
• Log P: -0.6333605
• Molar Refractivity: 78.7545 cm^3
• Polarizability: 31.286877 Å^3
• Polar Surface Area: 120.75 Å^2
• Rotatable Bonds: 18
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - P227300

A dicarboxylic acid used in the preparation of potent dimeric inhibitors of the PSD-95-NMDA receptor interaction.

REFERENCES

• Bach. A. et al.: Ang. Chem. Int. Ed., 48, 9685 (2008)