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Details

Stereochemistry ABSOLUTE
Molecular Formula C5H11NO2S
Molecular Weight 149.211
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETHYL L-CYSTEINATE

SMILES

CCOC(=O)[C@@H](N)CS

InChI

InChIKey=YVKSGVDJQXLXDV-BYPYZUCNSA-N
InChI=1S/C5H11NO2S/c1-2-8-5(7)4(6)3-9/h4,9H,2-3,6H2,1H3/t4-/m0/s1

HIDE SMILES / InChI

Molecular Formula C5H11NO2S
Molecular Weight 149.211
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 1 / 1
E/Z Centers 0
Optical Activity UNSPECIFIED

Description
Curator's Comment: description was created based on several sources, including https://www.drugs.com/international/ethyl-l-cysteine-hydrochloride.html | https://www.ncbi.nlm.nih.gov/pubmed/16309906 | https://www.ncbi.nlm.nih.gov/pubmed/15203134

Ethyl cysteinate is derivative of semi-essential proteinogenic amino acid Cysteine. Ethyl cysteinate is widely used in food additive, cosmetic, pharmaceutical area. Ethyl cysteinate is membrane-permeable, readily enters peripheral tissues and the brain, and increases intracellular pools of cysteine in these tissues via a membrane-associated carboxylesterase. The increased availability of cysteine directly alters the redox status of cells and enhances glutathione production. The enhanced biovailability of L-cysteine and L-glutathione would also promote the direct formation of the S-nitrosothiols, L-S-nitrosocysteine and L-S-nitrosoglutathione and the overall S-nitrosylation status of functional proteins in cells.

Originator

Sources: Experientia, Volume2, Pages 411-12, Journal, 1946

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: membrane-associated carboxylesterase
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
(99m)Tc-ethyl cysteinate dimer brain SPECT findings in early stage of dementia with Lewy bodies and Parkinson's disease patients: a correlation with neuropsychological tests.
2008-01
Patents

Patents

Sample Use Guides

The antiinflammatory activity of Ethyl cysteinate was assessed from it’s ability to inhibit the paw edema induced by carrageenan in Balb/C mice. The Ethyl cysteinate were administered ip at a dose of 150 lmol/kg and demonstrated a significant inhibition of the edema. The gastrointestinal toxicity profile of Ethyl cysteinate (84 mkM/kg) was evaluated in vivo following a 4-day oral dosage scheme in rats.
Route of Administration: Other
Ethyl cysteinate activity was evaluated in lipid peroxidation assay. The supernatant fraction hepatic microsomal membrane lipids. Lipid peroxidation was assessed by the formation of thiobarbituric acid (TBA)-reactive substances (e.g. malondialdehyde). Cysteine ethyl ester (1 uM) inhibited lipid peroxidation by 49%.
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:49:20 GMT 2025
Edited
by admin
on Mon Mar 31 22:49:20 GMT 2025
Record UNII
CUJ92PBQ9Z
Record Status Validated (UNII)
Record Version
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Name Type Language
ETHYL L-CYSTEINATE
Systematic Name English
L-CYSTEINE ETHYLESTER
Preferred Name English
Code System Code Type Description
PUBCHEM
13359
Created by admin on Mon Mar 31 22:49:20 GMT 2025 , Edited by admin on Mon Mar 31 22:49:20 GMT 2025
PRIMARY
ECHA (EC/EINECS)
222-298-3
Created by admin on Mon Mar 31 22:49:20 GMT 2025 , Edited by admin on Mon Mar 31 22:49:20 GMT 2025
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SMS_ID
100000166296
Created by admin on Mon Mar 31 22:49:20 GMT 2025 , Edited by admin on Mon Mar 31 22:49:20 GMT 2025
PRIMARY
CAS
3411-58-3
Created by admin on Mon Mar 31 22:49:20 GMT 2025 , Edited by admin on Mon Mar 31 22:49:20 GMT 2025
PRIMARY
FDA UNII
CUJ92PBQ9Z
Created by admin on Mon Mar 31 22:49:20 GMT 2025 , Edited by admin on Mon Mar 31 22:49:20 GMT 2025
PRIMARY
EPA CompTox
DTXSID3048364
Created by admin on Mon Mar 31 22:49:20 GMT 2025 , Edited by admin on Mon Mar 31 22:49:20 GMT 2025
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT