(2S)-2-propyloctanoic acid

• ChemBase ID: 160829
• Molecular Formular: C11H22O2
• Molecular Mass: 186.29118
• Monoisotopic Mass: 186.16197994
• SMILES: [C@@H](CCCCCC)(CCC)C(=O)O
• Canonical SMILES: CCCCCC[C@@H](C(=O)O)CCC
• InChI: InChI=1S/C11H22O2/c1-3-5-6-7-9-10(8-4-2)11(12)13/h10H,3-9H2,1-2H3,(H,12,13)/t10-/m0/s1
• InChIKey: YCYMCMYLORLIJX-JTQLQIEISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S)-2-propyloctanoic acid
• IUPAC Traditional name: (2S)-2-propyloctanoic acid
• Synonyms: (2S)-2-Propyloctanoic Acid; (S)-(+)-2-Propyloctanoic Acid; S-(+)-Arundic Acid

Database IDs

• CAS Number: 807363-10-6
• PubChem SID: 162254964
• PubChem CID: 9815462

CALCULATED PROPERTIES

• Acid pKa: 5.2351313
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.6790419
• LogD (pH = 7.4): 1.9826916
• Log P: 4.132157
• Molar Refractivity: 54.0521 cm^3
• Polarizability: 21.497852 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - A779510

The S-enantiomer of Arundic Acid. An astrocyte modulating agent, in acute ischemic stroke. A therapeutic agent for the treatment of neurodegenerative diseases including Alzheimer's disease and Parkinson’s disease.

REFERENCES

• Uchida, Y., et al.: Brain Res., 481, 190 (1989)
• Tokunaga, M., et al.: Science, 277, 936 (1989)
• Sorbera, L., et al.: Drugs Future, 29, 441 (1989)