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Details

Stereochemistry ABSOLUTE
Molecular Formula C5H11NO2S.ClH
Molecular Weight 185.672
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ETHYL CYSTEINATE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=JFKJWWJOCJHMGV-WCCKRBBISA-N
InChI=1S/C5H11NO2S.ClH/c1-2-8-5(7)4(6)3-9;/h4,9H,2-3,6H2,1H3;1H/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
Molecular Formula ClH
Molecular Weight 36.461
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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.

CNS Activity

Originator

Lieberman, S.
2
Sources: Experientia, Volume2, Pages 411-12, Journal, 1946

Approval Year

Unknown
139594
Targets

Targets

Primary TargetPharmacologyConditionPotency
membrane-associated carboxylesterase
2
Target ID: membrane-associated carboxylesterase
Substrate
661
Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Diagnostic
Not Provided
504
Unknown

Approved Use

Unknown
PubMed

PubMed

TitleDatePubMed
Patents

Patents

FR1241102
2

Sample Use Guides

In Vivo Use Guide
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
In Vitro Use Guide
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 Fri Dec 15 19:50:14 GMT 2023
Edited
by admin
on Fri Dec 15 19:50:14 GMT 2023
Record UNII
AM467TB2I1
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ETHYL CYSTEINATE HYDROCHLORIDE
Systematic Name English
L-CYSTEINE, ETHYL ESTER, HYDROCHLORIDE
Common Name English
L-CYSTEINE ETHYL ESTER, HYDROCHLORIDE
WHO-DD  
Systematic Name English
ETHYL CYSTEINE HYDROCHLORIDE
Systematic Name English
L-CYSTEINE ETHYLESTER HYDROCHLORIDE
Systematic Name English
ETHYL L-CYSTEINE HYDROCHLORIDE [JAN]
Common Name English
CYSTEINE, ETHYL ESTER, HYDROCHLORIDE, L-
Common Name English
NSC-117387
Code English
L-cysteine ethyl ester, hydrochloride [WHO-DD]
Common Name English
ETHYL L-2-AMINO-3-MERCAPTOPROPIONATE HYDROCHLORIDE
Common Name English
ETHYL L-CYSTEINE HYDROCHLORIDE
JAN  
Systematic Name English
CYSTANIN
Brand Name English
L-CYSTEINE, ETHYL ESTER, HYDROCHLORIDE (1:1)
Common Name English
ETHYL L-CYSTEINATE HYDROCHLORIDE
Systematic Name English
Code System Code Type Description
EVMPD
SUB14334MIG
Created by admin on Fri Dec 15 19:50:14 GMT 2023 , Edited by admin on Fri Dec 15 19:50:14 GMT 2023
PRIMARY
ChEMBL
CHEMBL863
Created by admin on Fri Dec 15 19:50:14 GMT 2023 , Edited by admin on Fri Dec 15 19:50:14 GMT 2023
PRIMARY
ECHA (EC/EINECS)
212-779-6
Created by admin on Fri Dec 15 19:50:14 GMT 2023 , Edited by admin on Fri Dec 15 19:50:14 GMT 2023
PRIMARY
PUBCHEM
13358
Created by admin on Fri Dec 15 19:50:14 GMT 2023 , Edited by admin on Fri Dec 15 19:50:14 GMT 2023
PRIMARY
SMS_ID
100000077082
Created by admin on Fri Dec 15 19:50:14 GMT 2023 , Edited by admin on Fri Dec 15 19:50:14 GMT 2023
PRIMARY
EPA CompTox
DTXSID4046527
Created by admin on Fri Dec 15 19:50:14 GMT 2023 , Edited by admin on Fri Dec 15 19:50:14 GMT 2023
PRIMARY
NSC
117387
Created by admin on Fri Dec 15 19:50:14 GMT 2023 , Edited by admin on Fri Dec 15 19:50:14 GMT 2023
PRIMARY
FDA UNII
AM467TB2I1
Created by admin on Fri Dec 15 19:50:14 GMT 2023 , Edited by admin on Fri Dec 15 19:50:14 GMT 2023
PRIMARY
RXCUI
236634
Created by admin on Fri Dec 15 19:50:14 GMT 2023 , Edited by admin on Fri Dec 15 19:50:14 GMT 2023
PRIMARY RxNorm
CAS
868-59-7
Created by admin on Fri Dec 15 19:50:14 GMT 2023 , Edited by admin on Fri Dec 15 19:50:14 GMT 2023
PRIMARY
EVMPD
SUB21813
Created by admin on Fri Dec 15 19:50:14 GMT 2023 , Edited by admin on Fri Dec 15 19:50:14 GMT 2023
PRIMARY
Related Record Type Details
Structure of ETHYL L-CYSTEINATE
PARENT -> SALT/SOLVATE
NIH
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