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Lipoic acid (Standard)

CAT: 0804-HY-18733R-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-18733R-01Size:10 mg
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Description
Lipoic acid (Standard) is the analytical standard of Lipoic acid. This product is intended for research and analytical applications. Lipoic acid ((R) - (+) -α-Lipoic acid) is an antioxidant, which is an essential cofactor of mitochondrial enzyme complexes. (R) - (+) -α-Lipoic acid is more effective than racemic Lipoic acid.
CAS Number
1200-22-2
Product Name Alternative
(R) - (+) -α-Lipoic acid (Standard) ; R- (+) -Thioctic acid (Standard)
UNSPSC
12352005
Hazard Statement
H302, H315, H319, H335
Target
Endogenous Metabolite; Mitochondrial Metabolism; Reactive Oxygen Species (ROS) ; Reference Standards
Type
Reference Standards
Related Pathways
Immunology/Inflammation; Metabolic Enzyme/Protease; NF-κB; Others
Applications
COVID-19-immunoregulation
Field of Research
Inflammation/Immunology; Cancer
Assay Protocol
https://www.medchemexpress.com/lipoic-acid-standard.html
Purity
99.36
Smiles
O=C(O)CCCC[C@H]1SSCC1
Molecular Formula
C8H14O2S2
Molecular Weight
206.33
Precautions
H302, H315, H319, H335
Shipping Conditions
Room Temperature
Storage Conditions
4°C, sealed storage, away from light and moisture
Scientific Category
Reference Standards
Clinical Information
Phase 4
Isoform
Human Endogenous Metabolite

Chemical Information

(R)-Lipoate

(R)-lipoate is a lipoate that is the conjugate base of (R)-lipoic acid, obtained by deprotonation of the carboxy group; major species at pH 7.3. It has a role as a cofactor. It is a conjugate base of a (R)-lipoic acid.

CAS Number1200-22-2
PubChem CID1549144
IUPAC Name5-[(3R)-dithiolan-3-yl]pentanoate
Molecular FormulaC8H13O2S2-
Molecular Weight205.3
XLogP2.3
Topological Polar Surface Area90.7
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Heavy Atom Count12
Formal Charge-1
Complexity144
SMILES
C1CSS[C@@H]1CCCCC(=O)[O-]
InChI
InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/p-1/t7-/m1/s1
InChIKey
AGBQKNBQESQNJD-SSDOTTSWSA-M
Chemical Structure
2D Structure
2D structure of (R)-Lipoate
CAS: 1200-22-2
CID: 1549144
Formula: C8H13O2S2-
MW: 205.3
Interactive 3D Structure
Loading 3D structure...
Computed Properties
PropertyValue
Molecular Weight205.3
XLogP32.3
Hydrogen Bond Donor Count0
Hydrogen Bond Acceptor Count4
Rotatable Bond Count4
Exact Mass205.03569700
Monoisotopic Mass205.03569700
Topological Polar Surface Area90.7 Ų
Heavy Atom Count12
Formal Charge-1
Complexity144
Isotope Atom Count0
Defined Atom Stereocenter Count1
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes