chempirical

α-Lipoic acid

C8H14O2S2CAS 1200-22-2206.32 g/mol

Open in Covalent MOL file
OHOSS
Carboxylic acidDisulfide

Properties

Molecular formula
C8H14O2S2
Molar mass
206.32 g/mol
Exact mass
206.0435 Da
Melting point
46–48 °C
Boiling point
185–195 °C (at 0.5 Torr)
logP
2.79Crippen estimate
Polar surface area
37.3 Ų
H-bond donors / acceptors
1 / 3
Rotatable bonds
5
Stereocentres
Rin SMILES atom order

Hazards

No GHS classification is on file for this compound. That is not evidence that it is harmless. Search the SDS library

Identifiers

CAS number
1200-22-2
SMILES
O=C(O)CCCC[C@@H]1CCSS1
InChIKey
AGBQKNBQESQNJD-SSDOTTSWSA-N
InChI
InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/t7-/m1/s1

Weigh it out

Type any one amount. The others follow from the molar mass.

Names and synonyms

24 names · show all
  • 1,2-Dithiolane-3-pentanoic acid, (3R)-
  • 1,2-Dithiolane-3-valeric acid, (+)-
  • 1,2-Dithiolane-3-pentanoic acid, (R)-
  • (3R)-1,2-Dithiolane-3-pentanoic acid
  • d-Thioctic acid
  • (R)-(+)-α-Lipoic acid
  • α-(+)-Lipoic acid
  • Lipoic acid
  • (R)-α-Lipoic acid
  • (R)-Lipoic acid
  • R-(+)-Thioctic acid
  • Tiobec
  • Thiogamma
  • Byodinoral 300
  • Tiobec retard
  • Lipoec
  • Berlition
  • Thioderm
  • Alpha-Lipoic acid
  • Destior-R
  • Matris thioctic
  • (R)-(+)-1,2-Dithiolane-3-pentanoic acid
  • (R)-5-(1,2-Dithiolan-3-yl)pentanoicacid
  • Arlipoic acid

Work with α-Lipoic acid

Predict the NMR spectrum1H and 13C shifts with multiplicities Make a solutionWhat to weigh for any molarity and volume Check drug-likenessLipinski, Veber and lead-likeness Isotope patternExact mass and the mass spectrum pattern

Stereoisomers, salts and isotopologues

The same compound in another form: other stereochemistry, a salt or hydrate, the free acid or base, or an isotope-labelled version.

Lipoic acid1077-28-7Stereo not defined Alpha Lipoic acid62-46-4Stereo not defined

Similar compounds

Lipoamide3206-73-362 % similar Lipoamide940-69-262 % similar 4,4′-Dithiodibutyric acid2906-60-752 % similar Adipic acid124-04-950 % similar Isooctanoic acid25103-52-050 % similar Isononanoic acid26896-18-449 % similar Isostearic acid2724-58-549 % similar Cyclohexanebutanoic acid4441-63-848 % similar

Tanimoto similarity of circular fingerprints over the whole catalogue. All similar compounds

Elsewhere

PubChem CAS Common Chemistry NIST WebBook