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 |
|---|---|---|
| Hypersulfated low molecular weight heparin with reduced affinity for antithrombin acts as an anticoagulant by inhibiting intrinsic tenase and prothrombinase. | 2001-03-30 |
|
| Carbon dioxide stimulates the production of thiyl, sulfinyl, and disulfide radical anion from thiol oxidation by peroxynitrite. | 2001-03-30 |
|
| Synergistic activation of caspase-3 by m-calpain after neonatal hypoxia-ischemia: a mechanism of "pathological apoptosis"? | 2001-03-30 |
|
| Peptide leucine arginine, a potent immunomodulatory peptide isolated and structurally characterized from the skin of the Northern Leopard frog, Rana pipiens. | 2001-03-30 |
|
| Crystal structure of the "cab"-type beta class carbonic anhydrase from the archaeon Methanobacterium thermoautotrophicum. | 2001-03-30 |
|
| The structure of the C4C4 ring finger of human NOT4 reveals features distinct from those of C3HC4 RING fingers. | 2001-03-30 |
|
| 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. | 2001-03-23 |
|
| The cytosolic O-acetylserine(thiol)lyase gene is regulated by heavy metals and can function in cadmium tolerance. | 2001-03-23 |
|
| Requirements and effects of palmitoylation of rat PLD1. | 2001-03-23 |
|
| Agonist-induced conformational changes at the cytoplasmic side of transmembrane segment 6 in the beta 2 adrenergic receptor mapped by site-selective fluorescent labeling. | 2001-03-23 |
|
| Binding of levosimendan, a calcium sensitizer, to cardiac troponin C. | 2001-03-23 |
|
| Agonistic induction of a covalent dimer in a mutant of natriuretic peptide receptor-A documents a juxtamembrane interaction that accompanies receptor activation. | 2001-03-16 |
|
| Activation of the cyclin-dependent kinase CTDK-I requires the heterodimerization of two unstable subunits. | 2001-03-16 |
|
| Functional rescue of the nephrogenic diabetes insipidus-causing vasopressin V2 receptor mutants G185C and R202C by a second site suppressor mutation. | 2001-03-16 |
|
| 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. | 2001-03-16 |
|
| Direct demonstration that homotetrameric chaperone SecB undergoes a dynamic dimer-tetramer equilibrium. | 2001-03-09 |
|
| Calpain mutants with increased Ca2+ sensitivity and implications for the role of the C(2)-like domain. | 2001-03-09 |
|
| Amino acid residues in the PSI domain and cysteine-rich repeats of the integrin beta2 subunit that restrain activation of the integrin alpha(X)beta(2). | 2001-03-09 |
|
| Different metabolizing ability of thiol reactants in human and rat blood: biochemical and pharmacological implications. | 2001-03-09 |
|
| Redox properties and coordination structure of the heme in the co-sensing transcriptional activator CooA. | 2001-03-09 |
|
| Zinc release from the CH2C6 zinc finger domain of FILAMENTOUS FLOWER protein from Arabidopsis thaliana induces self-assembly. | 2001-03-09 |
|
| The putative glutathione peroxidase gene of Plasmodium falciparum codes for a thioredoxin peroxidase. | 2001-03-09 |
|
| 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. | 2001-03-02 |
|
| T-cell antigen receptors in Atlantic cod (Gadus morhua l.): structure, organisation and expression of TCR alpha and beta genes. | 2001-03 |
|
| Characterization of electrically evoked [3H]-D-aspartate release from hippocampal slices. | 2001-03 |
|
| DsbD-catalyzed transport of electrons across the membrane of Escherichia coli. | 2001-02-02 |
|
| The human homolog of Saccharomyces cerevisiae Apg7p is a Protein-activating enzyme for multiple substrates including human Apg12p, GATE-16, GABARAP, and MAP-LC3. | 2001-01-19 |
|
| Crystal structure of an enzyme-substrate complex provides insight into the interaction between human arylsulfatase A and its substrates during catalysis. | 2001-01-12 |
|
| Visualization of synaptic markers in the optic neuropils of Drosophila using a new constrained deconvolution method. | 2001-01-08 |
|
| Distinct T cell developmental consequences in humans and mice expressing identical mutations in the DLAARN motif of ZAP-70. | 2001-01-01 |
|
| Tec kinase signaling in T cells is regulated by phosphatidylinositol 3-kinase and the Tec pleckstrin homology domain. | 2001-01-01 |
|
| 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. | 2001-01-01 |
|
| Cloning and functional expression of a degradation-resistant novel isoform of p27Kip1. | 2001-01-01 |
|
| Biosynthesis and shedding of epiglycanin: a mucin-type glycoprotein of the mouse TA3Ha mammary carcinoma cell. | 2001-01-01 |
|
| Role of calcium-dependent protease(s) in globulization of isolated rat lens cortical fiber cells. | 2001-01 |
|
| Reactive oxygen species and caspase activation mediate silica-induced apoptosis in alveolar macrophages. | 2001-01 |
|
| The cellular chamber of doom. | 2001-01 |
|
| Covalent and noncovalent interactions mediate metabotropic glutamate receptor mGlu5 dimerization. | 2001-01 |
|
| The predominant form in which neurofilament subunits undergo axonal transport varies during axonal initiation, elongation, and maturation. | 2001-01 |
|
| Metabolism of [(14)C]omapatrilat, a sulfhydryl-containing vasopeptidase inhibitor in humans. | 2001-01 |
|
| Autocrine expression of activated transforming growth factor-beta(1) induces apoptosis in normal rat liver. | 2001-01 |
|
| Regulation of proteolysis. | 2001-01 |
|
| Protein metabolism at the crossroads? | 2001-01 |
|
| PMP22 related congenital hypomyelination neuropathy. | 2001-01 |
|
| Novel therapy in the treatment of scleroderma. | 2001-01 |
|
| Homocysteine and thiol metabolites in vitamin B12 deficiency. | 2001-01 |
|
| Role of aminothiols as a component of the plasma antioxidant system and relevance to homocysteine-mediated vascular disease. | 2001-01 |
|
| Interferon gamma regulates accumulation of the proteasome activator PA28 and immunoproteasomes at nuclear PML bodies. | 2001-01 |
|
| Retinoids as ligands and coactivators of protein kinase C alpha. | 2001-01 |
|
| Rare somatic p53 mutation identified in breast cancer: a case report. | 2000-12-23 |
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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C1505
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100000085406
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DTXSID0020367
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200-157-7
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PARENT -> SALT/SOLVATE |
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SOLVATE->ANHYDROUS | |||
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PARENT -> IMPURITY |
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ACTIVE MOIETY |