6-(1,2-dithiolan-3-yl)hexanoic acid

• ChemBase ID: 169936
• Molecular Formular: C9H16O2S2
• Molecular Mass: 220.35214
• Monoisotopic Mass: 220.05917175
• SMILES: C1CC(SS1)CCCCCC(=O)O
• Canonical SMILES: OC(=O)CCCCCC1CCSS1
• InChI: InChI=1S/C9H16O2S2/c10-9(11)5-3-1-2-4-8-6-7-12-13-8/h8H,1-7H2,(H,10,11)
• InChIKey: VBTNABAOJVZGII-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 6-(1,2-dithiolan-3-yl)hexanoic acid
• IUPAC Traditional name: 6-(1,2-dithiolan-3-yl)hexanoic acid
• Synonyms: 1,2-Dithiolane-3-hexanoic Acid; 1,2-Dithiolane-3-caproic Acid; Homo-α-lipoic Acid

Database IDs

• CAS Number: 5616-71-7
• PubChem SID: 162264068
• PubChem CID: 22620364

CALCULATED PROPERTIES

• Acid pKa: 4.5986166
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.6066438
• LogD (pH = 7.4): -0.16925834
• Log P: 2.5583482
• Molar Refractivity: 58.9724 cm^3
• Polarizability: 23.266638 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H598500

A dithiolan derivative as GSH reductase activators.

REFERENCES

• Biewenga, G., et al.: Arch. Biochem. Biophys., 312, 114 (1994)