MedKoo Cat#: 529814 | Name: Alpha-Lipoic Acid Choline Ester
Featured

Description:

WARNING: This product is for research use only, not for human or veterinary use.

Alpha-Lipoic Acid Choline Ester, also known as alpha-LACE, EV-06 or UNR844, is a drug candidate potentially for the treatment of presbyopia. Alpha-LACE was designed to permeate biological membranes with the incorporation of the cationic choline head group. While lipoic acid does not permeate the cornea, the choline ester derivative of lipoic acid permeates the cornea, is hydrolyzed by corneal esterases and is transformed into the biologically active lipoic acid. LACE has been formulated into an ophthalmic solution to be applied twice daily as an eye-drop to treat presbyopia.

Chemical Structure

Alpha-Lipoic Acid Choline Ester
CAS#1808266-58-1 (chloride)

Theoretical Analysis

MedKoo Cat#: 529814

Name: Alpha-Lipoic Acid Choline Ester

CAS#: 1808266-58-1 (chloride)

Chemical Formula: C13H26ClNO2S2

Exact Mass: 0.0000

Molecular Weight: 327.93

Elemental Analysis: C, 47.62; H, 7.99; Cl, 10.81; N, 4.27; O, 9.76; S, 19.55

Price and Availability

Size Price Availability Quantity
50mg USD 150.00 Ready to ship
100mg USD 250.00 Ready to ship
200mg USD 450.00 Ready to ship
500mg USD 950.00 Ready to ship
1g USD 1,650.00 Ready to ship
2g USD 2,950.00 Ready to ship
5g USD 6,650.00 Ready to ship
Show More
Bulk Inquiry
Buy Now
Add to Cart
Related CAS #
1808266-58-1 (chloride) 1258436-42-8 (bromide) 1258436-41-7 (iodide) 1258491-58-5 (cation)
Synonym
EV-06; EV06; EV 06; alpha-LACE; alphaLACE; alpha LACE; UNR844; UNR-844; UNR 844; Alpha-Lipoic Acid Choline Ester;
IUPAC/Chemical Name
(R)-2-((5-(1,2-dithiolan-3-yl)pentanoyl)oxy)-N,N,N-trimethylethan-1-aminium chloride
InChi Key
QMADNKDMPGZUKN-UTONKHPSSA-M
InChi Code
InChI=1S/C13H26NO2S2.ClH/c1-14(2,3)9-10-16-13(15)7-5-4-6-12-8-11-17-18-12;/h12H,4-11H2,1-3H3;1H/q+1;/p-1/t12-;/m1./s1
SMILES Code
C[N+](C)(C)CCOC(CCCC[C@H]1SSCC1)=O.[Cl-]
Appearance
Solid powder or semisolid (this product is a highly hygroscopic powder)
Purity
>98% (or refer to the Certificate of Analysis)
Shipping Condition
Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.
Storage Condition
Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).
Solubility
Soluble in DMSO
Shelf Life
>2 years if stored properly
Drug Formulation
This drug may be formulated in DMSO
Stock Solution Storage
0 - 4 C for short term (days to weeks), or -20 C for long term (months).
HS Tariff Code
2934.99.9001
More Info
Biological target:
Alpha-Lipoic Acid Choline Ester is a drug candidate potentially for the treatment of presbyopia and was designed to permeate biological membranes with the incorporation of the cationic choline head group.
In vitro activity:
TBD
In vivo activity:
TBD
Solvent mg/mL mM comments
Solubility
Soluble in DMSO 0.0 0.00
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 327.93 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
TBD
In vitro protocol:
TBD
In vivo protocol:
TBD
1: Courvoisier C, Paret MJ, Chantepie J, Goré J, Fournet G, Quash G. Synthesis and effects of 3-methylthiopropanoyl thiolesters of lipoic acid, methional metabolite mimics. Bioorg Chem. 2006 Feb;34(1):49-58. PubMed PMID: 16387348. 2: Chatgilialoglu C, Zambonin L, Altieri A, Ferreri C, Mulazzani QG, Landi L. Geometrical isomerism of monounsaturated fatty acids: thiyl radical catalysis and influence of antioxidant vitamins. Free Radic Biol Med. 2002 Dec 15;33(12):1681-92. PubMed PMID: 12488136.