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
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
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 |
DescriptionCurator's Comment: description was created based on several sources, including
https://www.ncbi.nlm.nih.gov/mesh/68003545
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.
CNS Activity
Approval Year
Conditions
Condition | Modality | Targets | Highest Phase | Product |
---|---|---|---|---|
Palliative | CYSTEINE HYDROCHLORIDE Approved UseCysteine 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 Date1986 |
Doses
Dose | Population | Adverse 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 Health Status: unhealthy Sources: |
Disc. AE: Embolism pulmonary, Vein disorder NOS... AEs leading to discontinuation/dose reduction: Embolism pulmonary Sources: Vein disorder NOS Thrombosis Blood urea nitrogen increased Acid base balance abnormal Hyperammonemia Aluminium abnormal NOS |
AEs
AE | Significance | Dose | Population |
---|---|---|---|
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 Health Status: unhealthy Sources: |
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 Health Status: unhealthy Sources: |
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 Health Status: unhealthy Sources: |
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 Health Status: unhealthy Sources: |
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 Health Status: unhealthy Sources: |
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 Health Status: unhealthy Sources: |
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 Health Status: unhealthy Sources: |
PubMed
Title | Date | PubMed |
---|---|---|
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 |
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
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/27610031
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
Edited
Mon Mar 31 18:09:10 GMT 2025
by
admin
on
Mon Mar 31 18:09:10 GMT 2025
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Record UNII |
A9U1687S1S
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Record Status |
Validated (UNII)
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Record Version |
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1161509
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C1505
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100000085406
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A9U1687S1S
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C77372
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52-89-1
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SUB12522MIG
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DTXSID0020367
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200-157-7
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PARENT -> SALT/SOLVATE |
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