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α-Lipoic Acid (Standard)

CAT: 0804-HY-N0492R-01Size: 10 mgDry Ice: NoHazardous: No
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CAT#:0804-HY-N0492R-01Size:10 mg
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Description
α-Lipoic Acid (Standard) is the analytical standard of α-Lipoic Acid. This product is intended for research and analytical applications. α-Lipoic Acid (Thioctic acid) is an antioxidant, which is an essential cofactor of mitochondrial enzyme complexes. α-Lipoic Acid inhibits NF-κB-dependent HIV-1 LTR activation[1][2][3]. α-Lipoic Acid induces endoplasmic reticulum (ER) stress-mediated apoptosis in hepatoma cells[4]. α-Lipoic Acid can be used with CPUL1 to construct the self-assembled nanoaggregate CPUL1-LA NA, which has improved antitumor efficacy than CPUL1[5].
CAS Number
1077-28-7
Product Name Alternative
Thioctic acid (Standard) ; (±) -α-Lipoic acid (Standard) ; DL-α-Lipoic acid (Standard)
UNSPSC
12352005
Hazard Statement
H302, H315, H317, H319, H411
Target
Apoptosis; Endogenous Metabolite; HIV; Mitochondrial Metabolism; NF-κB; Reference Standards
Type
Reference Standards
Related Pathways
Anti-infection; Apoptosis; Metabolic Enzyme/Protease; NF-κB; Others
Field of Research
Cancer; Infection; Inflammation/Immunology
Assay Protocol
https://www.medchemexpress.com/α-lipoic-acid-standard.html
Purity
99.90
Smiles
O=C(O)CCCCC1SSCC1
Molecular Formula
C8H14O2S2
Molecular Weight
206.33
Precautions
H302, H315, H317, H319, H411
Shipping Conditions
Room Temperature
Storage Conditions
4°C, sealed storage, away from light and moisture
Scientific Category
Reference Standards
Clinical Information
No Development Reported
Isoform
HIV-1; Human Endogenous Metabolite; NF-κB

Chemical Information

alpha Lipoic acid

Lipoic acid is a heterocyclic thia fatty acid comprising pentanoic acid with a 1,2-dithiolan-3-yl group at the 5-position. It has a role as a geroprotector and a fundamental metabolite. It is a member of dithiolanes, a heterocyclic fatty acid and a thia fatty acid. It is functionally related to an octanoic acid. It is a conjugate acid of a lipoate.

CAS Number1077-28-7
PubChem CID864
IUPAC Name5-(dithiolan-3-yl)pentanoic acid
Molecular FormulaC8H14O2S2
Molecular Weight206.3
XLogP1.7
Topological Polar Surface Area87.9
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Heavy Atom Count12
Formal Charge0
Complexity150
SMILES
C1CSSC1CCCCC(=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)
InChIKey
AGBQKNBQESQNJD-UHFFFAOYSA-N
Chemical Structure
2D Structure
2D structure of alpha Lipoic acid
CAS: 1077-28-7
CID: 864
Formula: C8H14O2S2
MW: 206.3
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight206.3
XLogP31.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Exact Mass206.04352203
Monoisotopic Mass206.04352203
Topological Polar Surface Area87.9 Ų
Heavy Atom Count12
Formal Charge0
Complexity150
Isotope Atom Count0
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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CatalogName
L2500-01Lipoic Acid (Thioctic Acid, (±) -α-Lipoic Acid)
MBS641082-01Lipoic Acid (Thioctic Acid, Alpha Lipoic Acid)
FL00461-01A-Lipoic acid
sc-202032Aα-Lipoic Acid
C09817-25mg(+) -α-Lipoic acid
318155Lipoic Acid
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