5-[(3,4,4-2H3)-1,2-dithiolan-3-yl](5,5-2H2)pentanoic acid

• ChemBase ID: 172340
• Molecular Formular: C8H14O2S2
• Molecular Mass: 206.32556
• Monoisotopic Mass: 206.04352169
• SMILES: C1CC(SS1)CCCCC(=O)O
• Canonical SMILES: OC(=O)CCCCC1SSCC1
• InChI: InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)
• InChIKey: AGBQKNBQESQNJD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-[(3,4,4-^2H₃)-1,2-dithiolan-3-yl](5,5-^2H₂)pentanoic acid
• IUPAC Traditional name: 5-[(3,4,4-^2H₃)-1,2-dithiolan-3-yl](5,5-^2H₂)pentanoic acid
• Synonyms: (+/-)-1,2-Dithiolane-3-pentanoic Acid-d5; (+/-)-1,2-Dithiolane-3-valeric Acid-d5; (+/-)-Thioctic Acid-d5; (RS)-α-Lipoic Acid-d5; DL-Thioctic Acid-d5; Liposan-d5; Lipothion-d5; NSC 628502-d5; NSC 90788-d5; Protogen A-d5; Thioctsan-d5; Tioctacid-d5; rac α-Lipoic Acid-d5

Database IDs

• CAS Number: 1189471-66-6
• PubChem SID: 164228250
• PubChem CID: 46782067

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: 21.427628 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dimethyl Sulfoxide; Methanol
• Apperance: Pale Yellow Solid
• Melting Point: 52-53°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - L468752

A fat-metabolism stimulator.

REFERENCES

• Plotzker, R., et al.: Am. J. Med. Sci., 283, 79 (1982)