Lipoic acid
- CAS No.
- 62-46-4
- Chemical Name:
- Lipoic acid
- Synonyms
- Thiotic acid;Thioctic;(R)-LIPOIC ACID;6,8-Thioctic acid;1,2-Dithiolane-3-pentanoic acid;ACID THIOCTIC;α-thioctic acid;6,8-Thioticacid;R-LIPOIC ACID POTASSIUM COMPOUND;5-(1,2-Dithiolan-3-yl)valeriansure
- CBNumber:
- CB3186930
- Molecular Formula:
- C8H14O2S2
- Molecular Weight:
- 206.33
- MOL File:
- 62-46-4.mol
- MSDS File:
- SDS
- Modify Date:
- 2025/3/3 11:46:17
| Melting point | 48-52 °C(lit.) |
|---|---|
| Boiling point | 315.2°C (rough estimate) |
| Density | 1.2888 (rough estimate) |
| refractive index | 1.5200 (estimate) |
| Flash point | >230 °F |
| storage temp. | 4°C, protect from light |
| solubility | Very slightly soluble in water, very soluble in dimethylformamide, freely soluble in methanol. |
| 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 |
| SMILES | S1CCC(CCCCC(O)=O)S1 |
| CAS DataBase Reference | 62-46-4(CAS DataBase Reference) |
| NIST Chemistry Reference | Lipoic acid(62-46-4) |
SAFETY
Risk and Safety Statements
| Symbol(GHS) |  GHS07 |
|---|---|
| Signal word | Warning |
| Hazard statements | H319-H335-H302-H315 |
| Precautionary statements | P264-P270-P301+P312-P330-P501-P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P |
| WGK Germany | 3 |
Lipoic acid Chemical Properties,Uses,Production
Chemical Properties
Alpha lipoic acid (ALA) is synthesised enzymatically in the mitochondria from octanoic acid and plays a critical role in mitochondrial energy metabolism. ALA presents as two enantiomers: the R-(+) enantiomer, which is widely present in nature and is biologically active, and the S-(-) enantiomer, which is often included in synthetic-based ALA supplements but is believed to have limited biological activity.
Formulations includes:
R-alpha lipoic acid capsules, tablets, powders or drops
Racemic mixture of R- and S- alpha lipoic acid enantiomers in capsules, tablets, powders or drops
Intravenous administration of R-alpha lipoic acid
History
Alpha Lipoic Acid (ALA) was discovered in 1951. It is a sulfur-containing coenzyme, and when it was first isolated and studied, its main function was thought to be in the Krebs Cycle.
In 1988, ALA was discovered to be a potent antioxidant, and is active in both fat- and watersoluble regions of the cell.
Uses
α-lipoic acid (ALA, thioctic acid) is an organosulfur component produced from plants, animals, and humans. It has various properties, among them great antioxidant potential and is widely used as a racemic drug for diabetic polyneuropathy-associated pain and paresthesia. It has been used in alternative medicine as a possibly effective aid in weight loss, treating diabetic nerve pain, healing wounds, lowering blood sugar, improving skin discoloration caused by vitiligo, and decreasing complications of coronary artery bypass graft (CABG) surgery.
Alpha Lipoic Acid 600 mg | 45 Tablets
Definition
ChEBI: Lipoic acid is a heterocyclic thia fatty acid comprising pentanoic acid with a 1,2-dithiolan-3-yl group at the 5-position. It belongs to a vitamin of the vitaminB complex. Lipoic acid is one of thecoenzymes involved in the decarboxylationof pyruvate by the enzymepyruvate dehydrogenase. Goodsources of lipoic acid include liverand yeast.
Biological Functions
Lipoic acid is a cofactor for five enzymes or classes of enzymes: pyruvate dehydrogenase, a-ketoglutarate dehydrogenase, the glycine cleavage system, branched chain keto acid dehydrogenase, and the alpha-oxo(keto)adipate dehydrogenase. The first two are critical to the citric acid cycle. The GCS regulates glycine concentrations.
Side effects
Alpha-lipoic acid is generally considered safe with little to no side effects. In some cases, people may experience mild symptoms like nausea, rashes, or itching.
Structure and conformation
Lipoic acid contains two sulfur atoms (at C6 and C8) connected by a disulfide bond and is thus considered to be oxidized although either sulfur atom can exist in higher oxidation states.The carbon atom at C6 is chiral and the molecule exists as two enantiomers (R)-(+)-lipoic acid (RLA) and (S)-(-)-lipoic acid (SLA) and as a racemic mixture (R/S)-lipoic acid (R/S-LA).
Lipoic acid Preparation Products And Raw materials
Raw materials
Preparation Products
| Supplier | Tel | Country | ProdList | Advantage | Inquiry |
|---|---|---|---|---|---|
| Hangzhou Weitai Biological Pharmaceutical Co.,Ltd. | +8613282012786 | China | 61 | 58 | Inquiry |
| Shandong Luning Pharmaceutical Co., Ltd. | +86-0546-6491488 +86-13305469775 | China | 7 | 58 | Inquiry |
| XI AN SGONEK BIOLOGICAL TECHNOLOGY CO., LTD | 15202951039 | China | 268 | 58 | Inquiry |
| Hebei Chuanghai Biotechnology Co., Ltd | +8615531157085 | China | 8808 | 58 | Inquiry |
| Hebei Mujin Biotechnology Co.,Ltd | +86 13288715578 +8613288715578 | China | 12809 | 58 | Inquiry |
| Hebei Chuanghai Biotechnology Co,.LTD | +86-13131129325 | China | 5868 | 58 | Inquiry |
| Henan Bao Enluo International TradeCo.，LTD | +86-17331933971 +86-17331933971 | China | 2472 | 58 | Inquiry |
| Zibo Wei Bin Import & Export Trade Co. Ltd. | +86-0533-2091136 +8613864437655 | China | 100 | 58 | Inquiry |
| Hebei Zhuanglai Chemical Trading Co.,Ltd | +8613343047651 | China | 3692 | 58 | Inquiry |
| HEBEI SHENGSUAN CHEMICAL INDUSTRY CO.,LTD | +8615350851019 | China | 1001 | 58 | Inquiry |
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