Products for Research Use Only
RegisterLogin

α-Lipoic Acid-d5

CAT: 0804-HY-N0492SSize: 5 mgDry Ice: NoHazardous: No
Product image 1
1 / 1
CAT#:0804-HY-N0492SSize:5 mg
Selected
24/48H Stock Items & 2 to 6 Weeks non Stock Items.
Quick Request Actions
Description
α-Lipoic Acid-d5 is the deuterium labeled α-Lipoic Acid. α-Lipoic 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].
CAS Number
1189471-66-6
Product Name Alternative
Thioctic acid-d5; (±) -α-Lipoic acid-d5; DL-α-Lipoic acid-d5
UNSPSC
12352005
Target
Apoptosis; Endogenous Metabolite; HIV; Isotope-Labeled Compounds; Mitochondrial Metabolism; NF-κB
Type
Isotope-Labeled Compounds
Related Pathways
Anti-infection; Apoptosis; Metabolic Enzyme/Protease; NF-κB; Others
Field of Research
Cancer; Infection; Inflammation/Immunology
Purity
98.1
Solubility
10 mM in DMSO|DMSO : 100mg/mL (ultrasonic) |H2O : 0.1mg/mL (ultrasonic)
Smiles
OC(CCCC([2H])([2H])C1([2H])C([2H])([2H])CSS1)=O
Molecular Formula
C8H9D5O2S2
Molecular Weight
211.36
References & Citations
[1]Russak EM, et al. Impact of Deuterium Substitution on the Pharmacokinetics of Pharmaceuticals. Ann Pharmacother. 2019;53 (2) :211-216. |[2]Xiao L, et al. Activity of the dietary antioxidant ergothioneine in a virus gene-based assay for inhibitors of HIV transcription. Biofactors. 2006;27 (1-4) :157-65.; Yang Y, et al. Alpha-lipoic acid improves high-fat diet-induced hepatic steatosis by modulating the transcription factors SREBP-1, FoxO1 and Nrf2 via the SIRT1/LKB1/AMPK pathway. J Nutr Biochem. 2014 Nov;25 (11) :1207-1217.; Lei D, et al. Synergistic neuroprotective effect of rasagiline and idebenone against retinal ischemia-reperfusion injury via the Lin28-let-7-Dicer pathway. Oncotarget. 2018 Jan 30;9 (15) :12137-12153.; Pibiri M, et al. α-Lipoic acid induces Endoplasmic Reticulum stress-mediated apoptosis in hepatoma cells. Sci Rep. 2020 Apr 28;10 (1) :7139.
Shipping Conditions
Blue Ice
Storage Conditions
-20°C, 3 years (Powder)
Scientific Category
Isotope-Labeled Compounds
Clinical Information
No Development Reported
Isoform
HIV-1

Chemical Information

rac alpha-Lipoic Acid-d5
CAS Number1189471-66-6
PubChem CID46782067
IUPAC Name5,5-dideuterio-5-(3,4,4-trideuteriodithiolan-3-yl)pentanoic acid
Molecular FormulaC8H14O2S2
Molecular Weight211.4
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
[2H]C1(CSSC1([2H])C([2H])([2H])CCCC(=O)O)[2H]
InChI
InChI=1S/C8H14O2S2/c9-8(10)4-2-1-3-7-5-6-11-12-7/h7H,1-6H2,(H,9,10)/i3D2,5D2,7D
InChIKey
AGBQKNBQESQNJD-KEDGJJNOSA-N
Chemical Structure
2D Structure
2D structure of rac alpha-Lipoic Acid-d5
CAS: 1189471-66-6
CID: 46782067
Formula: C8H14O2S2
MW: 211.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight211.4
XLogP31.7
Hydrogen Bond Donor Count1
Hydrogen Bond Acceptor Count4
Rotatable Bond Count5
Exact Mass211.07490576
Monoisotopic Mass211.07490576
Topological Polar Surface Area87.9 Ų
Heavy Atom Count12
Formal Charge0
Complexity150
Isotope Atom Count5
Defined Atom Stereocenter Count0
Undefined Atom Stereocenter Count1
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

Related Products

CatalogName
HY-N0492-01α-Lipoic Acid
HY-18733-01Lipoic acid
HY-N0492A-01α-Lipoic Acid (sodium)
HY-18733R-01Lipoic acid (Standard)
HY-18733SLipoic acid-d4
HY-N15196Andrographolide-lipoic acid
HY-N0492R-01α-Lipoic Acid (Standard)
HY-141336-01α-Lipoic acid-NHS
HY-Z9106-01Lipoic acid impurity 1
HY-157175Mannosamine–lipoic acid adduct

Alternative Products

CatalogName
sc-219897Rac α-Lipoic Acid-d5
TRC-L468752-10MGrac Alpha-Lipoic Acid-d5
469423-01(±) -α-Lipoic Acid Methyl Ester-d5
TRC-L468722-100MG(±)-alpha-Lipoic Acid Methyl Ester-d5
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

Popular Products