5-[(3S)-1,2-dithiolan-3-yl]pentanoic acid

• ChemBase ID: 172339
• Molecular Formular: C8H14O2S2
• Molecular Mass: 206.32556
• Monoisotopic Mass: 206.04352169
• SMILES: C1C[C@@H](SS1)CCCCC(=O)O
• Canonical SMILES: OC(=O)CCCC[C@@H]1SSCC1
• InChI: InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/t7-/m0/s1
• InChIKey: AGBQKNBQESQNJD-ZETCQYMHSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(3S)-1,2-dithiolan-3-yl]pentanoic acid
• IUPAC Traditional name: S-LA
• Synonyms: (3S)-1,2-Dithiolane-3-pentanoic Acid; (-)-Thioctic Acid; (S)-(-)-Lipoic Acid; (S)-Lipoic Acid; (S)-Thioctic Acid; l-Thioctic Acid; (S)-(-)-α-Lipoic Acid; (3R)-1,2-Dithiolane-3-pentanoic Acid; (R)-(+)-1,2-Dithiolane-3-pentanoic Acid; (+)-1,2-Dithiolane-3-valeric Acid; (R)-(+)-α-Lipoic Acid; Byodinoral 300; Lipoec; R-(+)-Thioctic acid; Thiogamma; Tiobec; (R)-(+)-α-Lipoic Acid

Database IDs

• CAS Number: 1077-27-6; 1200-22-2
• PubChem SID: 164228249
• PubChem CID: 445125

CALCULATED PROPERTIES

• Acid pKa: 4.523468
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.0948822
• LogD (pH = 7.4): -0.6761287
• Log P: 2.1137793
• Molar Refractivity: 54.3714 cm^3
• Polarizability: 21.431002 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Dimethyl Sulfoxide; Methanol
• Apperance: Yellow Solid
• Melting Point: 45-47°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - L468725

A fat-metabolism stimulator. Antioxidant.

Toronto Research Chemicals - L468730

A fat-metabolism stimulator. Antioxidant.

REFERENCES

• Plotzker, R., et al.: Am. J. Med. Sci., 283, 79 (1982)
• Evans, J., et al.: Diabetes Technol. Ther., 2, 401 (1982)
• Konrad, D., et al.: Diabetes, 50, 1464 (1982)
• Lockhart, B., et al.: Brain Res., 855, 292 (1982)
• Plotzker, R., et al.: Am. J. Med. Sci., 283, 79 (1982)
• Evans, J., et al.: Diabetes Technol. Ther., 2, 401 (1982)
• Konrad, D., et al.: Diabetes, 50, 1464 (1982)
• Lockhart, B., et al.: Brain Res., 855, 292 (1982)