Alpha-Lipoic Acid Choline Ester

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MedKoo CAT#: 529814

CAS#: 1808266-58-1 (chloride)

Description: 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:
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
50.0mg USD 150.0 Same day
100.0mg USD 250.0 Same day
200.0mg USD 450.0 Same day
500.0mg USD 950.0 Same day
1.0g USD 1750.0 Same day
2.0g USD 3150.0 Same day
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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 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


Appearance: Solid powder or semisolid (this product is 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

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

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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.