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Details

Stereochemistry ABSOLUTE
Molecular Formula C3H7NO2S.ClH
Molecular Weight 157.619
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CYSTEINE HYDROCHLORIDE ANHYDROUS

SMILES

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

InChI

InChIKey=IFQSXNOEEPCSLW-DKWTVANSSA-N
InChI=1S/C3H7NO2S.ClH/c4-2(1-7)3(5)6;/h2,7H,1,4H2,(H,5,6);1H/t2-;/m0./s1

HIDE SMILES / InChI

Molecular Formula C3H7NO2S
Molecular Weight 121.158
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.ncbi.nlm.nih.gov/mesh/68003545

Cysteine (cysteine hydrochloride is a salt) is a thiol-containing amino acid that is oxidized to form cystine. Cysteine is synthesized from methionine via the trans-sulfuration pathway in the adult, but newborn infants lack the enzyme, cystathionase, necessary to effect this conversion. Therefore, cysteine is generally considered to be an essential amino acid in infants.

Approval Year

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Palliative
CYSTEINE HYDROCHLORIDE

Approved Use

Cysteine Hydrochloride Injection, USP 0.5 gram is indicated for use only after dilution as an additive to Aminosyn (a crystalline amino acid solution) to meet the intravenous amino acid nutritional requirements of infants receiving total parenteral nutrition.

Launch Date

1986
Doses

Doses

DosePopulationAdverse events​
121 mg/kg 1 times / day multiple, intravenous
Highest studied dose
Dose: 121 mg/kg, 1 times / day
Route: intravenous
Route: multiple
Dose: 121 mg/kg, 1 times / day
Sources:
unhealthy, 34±6 weeks
Health Status: unhealthy
Age Group: 34±6 weeks
Sex: M+F
Sources:
22 mg/g aminoacid 1 times / day multiple, intravenous
Recommended
Dose: 22 mg/g aminoacid, 1 times / day
Route: intravenous
Route: multiple
Dose: 22 mg/g aminoacid, 1 times / day
Sources:
unhealthy
Disc. AE: Embolism pulmonary, Vein disorder NOS...
AEs leading to
discontinuation/dose reduction:
Embolism pulmonary
Vein disorder NOS
Thrombosis
Blood urea nitrogen increased
Acid base balance abnormal
Hyperammonemia
Aluminium abnormal NOS
Sources:
AEs

AEs

AESignificanceDosePopulation
Acid base balance abnormal Disc. AE
22 mg/g aminoacid 1 times / day multiple, intravenous
Recommended
Dose: 22 mg/g aminoacid, 1 times / day
Route: intravenous
Route: multiple
Dose: 22 mg/g aminoacid, 1 times / day
Sources:
unhealthy
Aluminium abnormal NOS Disc. AE
22 mg/g aminoacid 1 times / day multiple, intravenous
Recommended
Dose: 22 mg/g aminoacid, 1 times / day
Route: intravenous
Route: multiple
Dose: 22 mg/g aminoacid, 1 times / day
Sources:
unhealthy
Blood urea nitrogen increased Disc. AE
22 mg/g aminoacid 1 times / day multiple, intravenous
Recommended
Dose: 22 mg/g aminoacid, 1 times / day
Route: intravenous
Route: multiple
Dose: 22 mg/g aminoacid, 1 times / day
Sources:
unhealthy
Embolism pulmonary Disc. AE
22 mg/g aminoacid 1 times / day multiple, intravenous
Recommended
Dose: 22 mg/g aminoacid, 1 times / day
Route: intravenous
Route: multiple
Dose: 22 mg/g aminoacid, 1 times / day
Sources:
unhealthy
Hyperammonemia Disc. AE
22 mg/g aminoacid 1 times / day multiple, intravenous
Recommended
Dose: 22 mg/g aminoacid, 1 times / day
Route: intravenous
Route: multiple
Dose: 22 mg/g aminoacid, 1 times / day
Sources:
unhealthy
Thrombosis Disc. AE
22 mg/g aminoacid 1 times / day multiple, intravenous
Recommended
Dose: 22 mg/g aminoacid, 1 times / day
Route: intravenous
Route: multiple
Dose: 22 mg/g aminoacid, 1 times / day
Sources:
unhealthy
Vein disorder NOS Disc. AE
22 mg/g aminoacid 1 times / day multiple, intravenous
Recommended
Dose: 22 mg/g aminoacid, 1 times / day
Route: intravenous
Route: multiple
Dose: 22 mg/g aminoacid, 1 times / day
Sources:
unhealthy
PubMed

PubMed

TitleDatePubMed
The effect of cysteine on the altered expression of class alpha and mu glutathione S-transferase genes in the rat liver during protein-calorie malnutrition.
2000 Oct 18
Use of proteasome inhibitors to examine processing of antigens for major histocompatibility complex class I presentation.
2001
Purification of 20S proteasomes.
2001
The crystal structure of human placenta growth factor-1 (PlGF-1), an angiogenic protein, at 2.0 A resolution.
2001 Apr 13
The neuroprotective effects of phytoestrogens on amyloid beta protein-induced toxicity are mediated by abrogating the activation of caspase cascade in rat cortical neurons.
2001 Feb 16
The extracellular calcium-sensing receptor dimerizes through multiple types of intermolecular interactions.
2001 Feb 16
Kinetics of CO and NO ligation with the Cys(331)-->Ala mutant of neuronal nitric-oxide synthase.
2001 Feb 16
Ligand-independent dimerization and activation of the oncogenic Xmrk receptor by two mutations in the extracellular domain.
2001 Feb 2
The glutathione transferase structural family includes a nuclear chloride channel and a ryanodine receptor calcium release channel modulator.
2001 Feb 2
Determination of disulfide bond assignments and N-glycosylation sites of the human gastrointestinal carcinoma antigen GA733-2 (CO17-1A, EGP, KS1-4, KSA, and Ep-CAM).
2001 Feb 23
The protease inhibitor, MG132, blocks maturation of the amyloid precursor protein Swedish mutant preventing cleavage by beta-Secretase.
2001 Feb 9
Homocysteine inhibits inactivation of factor Va by activated protein C.
2001 Feb 9
Functional role of critical stripe residues in transmembrane span 7 of the serotonin transporter. Effects of Na+, Li+, and methanethiosulfonate reagents.
2001 Feb 9
Role of calcium-dependent protease(s) in globulization of isolated rat lens cortical fiber cells.
2001 Jan
Reactive oxygen species and caspase activation mediate silica-induced apoptosis in alveolar macrophages.
2001 Jan
Autocrine expression of activated transforming growth factor-beta(1) induces apoptosis in normal rat liver.
2001 Jan
Regulation of proteolysis.
2001 Jan
Protein metabolism at the crossroads?
2001 Jan
Homocysteine and thiol metabolites in vitamin B12 deficiency.
2001 Jan
Role of aminothiols as a component of the plasma antioxidant system and relevance to homocysteine-mediated vascular disease.
2001 Jan
Retinoids as ligands and coactivators of protein kinase C alpha.
2001 Jan
Distinct T cell developmental consequences in humans and mice expressing identical mutations in the DLAARN motif of ZAP-70.
2001 Jan 1
Tec kinase signaling in T cells is regulated by phosphatidylinositol 3-kinase and the Tec pleckstrin homology domain.
2001 Jan 1
B cell receptor-stimulated mitochondrial phospholipase A2 activation and resultant disruption of mitochondrial membrane potential correlate with the induction of apoptosis in WEHI-231 B cells.
2001 Jan 1
Cloning and functional expression of a degradation-resistant novel isoform of p27Kip1.
2001 Jan 1
Biosynthesis and shedding of epiglycanin: a mucin-type glycoprotein of the mouse TA3Ha mammary carcinoma cell.
2001 Jan 1
The tumor suppressor PTEN is phosphorylated by the protein kinase CK2 at its C terminus. Implications for PTEN stability to proteasome-mediated degradation.
2001 Jan 12
Glutaredoxin protects cerebellar granule neurons from dopamine-induced apoptosis by activating NF-kappa B via Ref-1.
2001 Jan 12
The Rela(p65) subunit of NF-kappaB is essential for inhibiting double-stranded RNA-induced cytotoxicity.
2001 Jan 12
The human homolog of Saccharomyces cerevisiae Apg7p is a Protein-activating enzyme for multiple substrates including human Apg12p, GATE-16, GABARAP, and MAP-LC3.
2001 Jan 19
Characterization of a prostate-specific tyrosine phosphatase by mutagenesis and expression in human prostate cancer cells.
2001 Jan 26
T-cell antigen receptors in Atlantic cod (Gadus morhua l.): structure, organisation and expression of TCR alpha and beta genes.
2001 Mar
Activation of the cyclin-dependent kinase CTDK-I requires the heterodimerization of two unstable subunits.
2001 Mar 16
Functional rescue of the nephrogenic diabetes insipidus-causing vasopressin V2 receptor mutants G185C and R202C by a second site suppressor mutation.
2001 Mar 16
Identification of internal autoproteolytic cleavage sites within the prosegments of recombinant procathepsin B and procathepsin S. Contribution of a plausible unimolecular autoproteolytic event for the processing of zymogens belonging to the papain family.
2001 Mar 16
Characterization of transsulfuration and cysteine biosynthetic pathways in the protozoan hemoflagellate, Trypanosoma cruzi. Isolation and molecular characterization of cystathionine beta-synthase and serine acetyltransferase from Trypanosoma.
2001 Mar 2
The transport activity of the Na+-Ca2+ exchanger NCX1 expressed in HEK 293 cells is sensitive to covalent modification of intracellular cysteine residues by sulfhydryl reagents.
2001 Mar 23
The cytosolic O-acetylserine(thiol)lyase gene is regulated by heavy metals and can function in cadmium tolerance.
2001 Mar 23
Requirements and effects of palmitoylation of rat PLD1.
2001 Mar 23
Agonist-induced conformational changes at the cytoplasmic side of transmembrane segment 6 in the beta 2 adrenergic receptor mapped by site-selective fluorescent labeling.
2001 Mar 23
Hypersulfated low molecular weight heparin with reduced affinity for antithrombin acts as an anticoagulant by inhibiting intrinsic tenase and prothrombinase.
2001 Mar 30
Carbon dioxide stimulates the production of thiyl, sulfinyl, and disulfide radical anion from thiol oxidation by peroxynitrite.
2001 Mar 30
Peptide leucine arginine, a potent immunomodulatory peptide isolated and structurally characterized from the skin of the Northern Leopard frog, Rana pipiens.
2001 Mar 30
Direct demonstration that homotetrameric chaperone SecB undergoes a dynamic dimer-tetramer equilibrium.
2001 Mar 9
Calpain mutants with increased Ca2+ sensitivity and implications for the role of the C(2)-like domain.
2001 Mar 9
Different metabolizing ability of thiol reactants in human and rat blood: biochemical and pharmacological implications.
2001 Mar 9
Redox properties and coordination structure of the heme in the co-sensing transcriptional activator CooA.
2001 Mar 9
Zinc release from the CH2C6 zinc finger domain of FILAMENTOUS FLOWER protein from Arabidopsis thaliana induces self-assembly.
2001 Mar 9
The putative glutathione peroxidase gene of Plasmodium falciparum codes for a thioredoxin peroxidase.
2001 Mar 9
Expression-independent consumption of substrates in cell-free expression system from Escherichia coli.
2001 Nov 17
Patents

Sample Use Guides

Cysteine Hydrochloride Injection, USP 0.5 gram is intended for use only after dilution in Aminosyn (a crystalline amino acid solution). Each 10 mL of Cysteine Hydrochloride Injection, USP 0.5 gram should be combined aseptically with 12.5 grams of amino acids, such as that present in 250 mL of Aminosyn 5%. The admixture is then diluted with 250 mL of dextrose 50% or such lesser volume as indicated. Equal volumes of Aminosyn 5% and dextrose 50% produce a final solution which contains Aminosyn 2.5% in dextrose 25%, which is suitable for administration by central venous infusion. Administration of the final admixture should begin within one hour of mixing due to the oxidative degradation of cysteine in the higher pH environment of the amino acid and dextrose admixture. Otherwise, the admixture should be refrigerated immediately and used within 12 hours of the time of mixing.
Route of Administration: Intravenous
N-acetyl-L-cysteine (NAC) (1 µM ~ 1 mM) and cysteine (10 µM ~ 1 mM) increased [Ca(2+)]i in human neutrophils in a concentration-dependent manner. In Ca(2+)-free buffer, NAC- and cysteine-induced [Ca(2+)]i increase in human neutrophils completely disappeared, suggesting that NAC- and cysteine-mediated increase in [Ca(2+)]i in human neutrophils occur through Ca(2+) influx. NAC- and cysteine-induced [Ca(2+)]i increase was effectively inhibited by calcium channel inhibitors SKF96365 (10 µM) and ruthenium red (20 µM). In Na(+)-free HEPES, both NAC and cysteine induced a marked increase in [Ca(2+)]i in human neutrophils, arguing against the possibility that Na(+)-dependent intracellular uptake of NAC and cysteine is necessary for their [Ca(2+)]i increasing activity. The results show that NAC and cysteine induce [Ca(2+)]i increase through Ca(2+) influx in human neutrophils via SKF96365- and ruthenium red-dependent way.
Substance Class Chemical
Created
by admin
on Mon Mar 31 18:09:10 GMT 2025
Edited
by admin
on Mon Mar 31 18:09:10 GMT 2025
Record UNII
A9U1687S1S
Record Status Validated (UNII)
Record Version
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Name Type Language
CYSTEINE HYDROCHLORIDE ANHYDROUS
II   MI  
Common Name English
CYSTEINE HYDROCHLORIDE ANHYDROUS [II]
Preferred Name English
L-CYSTEINE HCL
Common Name English
CYSTEINE, L-, HYDROCHLORIDE
Systematic Name English
Cysteine hydrochloride [WHO-DD]
Common Name English
L-CYSTEINE, HYDROCHLORIDE (1:1)
Systematic Name English
CYSTEINE HYDROCHLORIDE, ANHYDROUS
Common Name English
CYSTEINE HYDROCHLORIDE ANHYDROUS [MI]
Common Name English
L-CYSTEINE HYDROCHLORIDE [USP-RS]
Common Name English
L-CYSTEINE HYDROCHLORIDE
Systematic Name English
Code System Code Type Description
RS_ITEM_NUM
1161509
Created by admin on Mon Mar 31 18:09:10 GMT 2025 , Edited by admin on Mon Mar 31 18:09:10 GMT 2025
PRIMARY
NCI_THESAURUS
C1505
Created by admin on Mon Mar 31 18:09:10 GMT 2025 , Edited by admin on Mon Mar 31 18:09:10 GMT 2025
CONCEPT Dietary Supplement
SMS_ID
100000085406
Created by admin on Mon Mar 31 18:09:10 GMT 2025 , Edited by admin on Mon Mar 31 18:09:10 GMT 2025
PRIMARY
FDA UNII
A9U1687S1S
Created by admin on Mon Mar 31 18:09:10 GMT 2025 , Edited by admin on Mon Mar 31 18:09:10 GMT 2025
PRIMARY
NCI_THESAURUS
C77372
Created by admin on Mon Mar 31 18:09:10 GMT 2025 , Edited by admin on Mon Mar 31 18:09:10 GMT 2025
PRIMARY
CAS
52-89-1
Created by admin on Mon Mar 31 18:09:10 GMT 2025 , Edited by admin on Mon Mar 31 18:09:10 GMT 2025
PRIMARY
EVMPD
SUB12522MIG
Created by admin on Mon Mar 31 18:09:10 GMT 2025 , Edited by admin on Mon Mar 31 18:09:10 GMT 2025
PRIMARY
PUBCHEM
60960
Created by admin on Mon Mar 31 18:09:10 GMT 2025 , Edited by admin on Mon Mar 31 18:09:10 GMT 2025
PRIMARY
EPA CompTox
DTXSID0020367
Created by admin on Mon Mar 31 18:09:10 GMT 2025 , Edited by admin on Mon Mar 31 18:09:10 GMT 2025
PRIMARY
ECHA (EC/EINECS)
200-157-7
Created by admin on Mon Mar 31 18:09:10 GMT 2025 , Edited by admin on Mon Mar 31 18:09:10 GMT 2025
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
SOLVATE->ANHYDROUS
PARENT -> SALT/SOLVATE
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PARENT -> IMPURITY
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ACTIVE MOIETY