Alpha Lipoic acid

C₈H₁₄O₂S₂CAS 62-46-4206.32 g/mol

Open in Covalent MOL file

Carboxylic acid Disulfide

Properties

Molecular formula: C₈H₁₄O₂S₂
Molar mass: 206.32 g/mol
Exact mass: 206.0435 Da
Melting point: 60–61 °C
Boiling point: 160–165 °C
pKa: 5.1
logP: 2.79Crippen estimate
Polar surface area: 37.3 Å²
H-bond donors / acceptors: 1 / 3
Rotatable bonds: 5

Hazards

Warning

H302 Harmful if swallowed93.5% of notifiers
H315 Causes skin irritation48.6% of notifiers
H317 May cause an allergic skin reaction46.5% of notifiers
H319 Causes serious eye irritation47% of notifiers
H411 Toxic to aquatic life with long lasting effects46.5% of notifiers

Aggregated from 430 ECHA notifications, via PubChem; a share says how many notifiers assign that statement.

Precautionary statements

P261, P264, P264+P265, P270, P272, P273, P280, P301+P317, P302+P352, P305+P351+P338, P321, P330, P332+P317, P333+P317, P337+P317, P362+P364, P391, P501

Identifiers

CAS number

62-46-4

SMILES

O=C(O)CCCCC1CCSS1

InChIKey

AGBQKNBQESQNJD-UHFFFAOYSA-N

InChI

InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)

Weigh it out

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

Names and synonyms

40 names · show all

(±)-Lipoic acid
1,2-Dithiolane-3-pentanoic acid
1,2-Dithiolane-3-valeric acid, (±)-
1,2-Dithiolane-3-pentanoic acid, (±)-
Dl-Thioctic acid
DL-α-Lipoic acid
DL-6-Thioctic acid
DL-6,8-Thioctic acid
(±)-Thioctic acid
(±)-α-Lipoic acid
(RS)-Lipoic acid
(RS)-α-Lipoic acid
5-(1,2-Dithiolan-3-yl)pentanoic acid
5-(1,2-Dithiolan-3-yl)valeric acid
Protogen A
Pyruvate oxidation factor
Thioctacid
Thioctic acid
6,8-Thioctic acid
Tioctidasi
Tioctidasi acetate replacing factor
1,2-Dithiolane-3-valeric acid
6-Thioctic acid
α-Liponic acid
Tioctacid
Biletan
Thioctsan
Liposan
Lipothion
NSC 628502
Dl-Lipoic acid
NSC 90788
Alipure
Espa-lipon
Thiotacid
α-Lipon 300
α-(±)-Lipoic acid
Byodinoral-R
Octolipen
Oktolipen

Work with Alpha 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 Boiling point under vacuumAt any pressure, from its normal boiling point 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.

α-Lipoic acid1200-22-2Defined stereoisomer Lipoic acid1077-28-7

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