U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C3H7NO2S.ClH.H2O
Molecular Weight 175.634
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of CYSTEINE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=QIJRTFXNRTXDIP-JIZZDEOASA-N
InChI=1S/C3H7NO2S.ClH.H2O/c4-2(1-7)3(5)6;;/h2,7H,1,4H2,(H,5,6);1H;1H2/t2-;;/m0../s1

HIDE SMILES / InChI

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 (total daily dose)
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
n = 6
Health Status: unhealthy
Condition: Parenteral nutrition
Age Group: 34±6 weeks
Sex: M+F
Population Size: 6
Sources:
22 mg/g aminoacid 1 times / day multiple, intravenous (total daily dose)
Recommended
Dose: 22 mg/g aminoacid, 1 times / day
Route: intravenous
Route: multiple
Dose: 22 mg/g aminoacid, 1 times / day
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Parenteral nutrition
Sources: Page: p.1
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: Page: p.1
AEs

AEs

AESignificanceDosePopulation
Acid base balance abnormal Disc. AE
22 mg/g aminoacid 1 times / day multiple, intravenous (total daily dose)
Recommended
Dose: 22 mg/g aminoacid, 1 times / day
Route: intravenous
Route: multiple
Dose: 22 mg/g aminoacid, 1 times / day
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Parenteral nutrition
Sources: Page: p.1
Aluminium abnormal NOS Disc. AE
22 mg/g aminoacid 1 times / day multiple, intravenous (total daily dose)
Recommended
Dose: 22 mg/g aminoacid, 1 times / day
Route: intravenous
Route: multiple
Dose: 22 mg/g aminoacid, 1 times / day
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Parenteral nutrition
Sources: Page: p.1
Blood urea nitrogen increased Disc. AE
22 mg/g aminoacid 1 times / day multiple, intravenous (total daily dose)
Recommended
Dose: 22 mg/g aminoacid, 1 times / day
Route: intravenous
Route: multiple
Dose: 22 mg/g aminoacid, 1 times / day
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Parenteral nutrition
Sources: Page: p.1
Embolism pulmonary Disc. AE
22 mg/g aminoacid 1 times / day multiple, intravenous (total daily dose)
Recommended
Dose: 22 mg/g aminoacid, 1 times / day
Route: intravenous
Route: multiple
Dose: 22 mg/g aminoacid, 1 times / day
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Parenteral nutrition
Sources: Page: p.1
Hyperammonemia Disc. AE
22 mg/g aminoacid 1 times / day multiple, intravenous (total daily dose)
Recommended
Dose: 22 mg/g aminoacid, 1 times / day
Route: intravenous
Route: multiple
Dose: 22 mg/g aminoacid, 1 times / day
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Parenteral nutrition
Sources: Page: p.1
Thrombosis Disc. AE
22 mg/g aminoacid 1 times / day multiple, intravenous (total daily dose)
Recommended
Dose: 22 mg/g aminoacid, 1 times / day
Route: intravenous
Route: multiple
Dose: 22 mg/g aminoacid, 1 times / day
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Parenteral nutrition
Sources: Page: p.1
Vein disorder NOS Disc. AE
22 mg/g aminoacid 1 times / day multiple, intravenous (total daily dose)
Recommended
Dose: 22 mg/g aminoacid, 1 times / day
Route: intravenous
Route: multiple
Dose: 22 mg/g aminoacid, 1 times / day
Sources: Page: p.1
unhealthy
Health Status: unhealthy
Condition: Parenteral nutrition
Sources: Page: p.1
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 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
Molecular mechanism of hypoxia-inducible factor 1alpha -p300 interaction. A leucine-rich interface regulated by a single cysteine.
2001 Feb 2
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
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
Insect immunity. Constitutive expression of a cysteine-rich antifungal and a linear antibacterial peptide in a termite insect.
2001 Feb 9
Reaction of human myoglobin and nitric oxide. Heme iron or protein sulfhydryl (s) nitrosation dependence on the absence or presence of oxygen.
2001 Feb 9
Role of calcium-dependent protease(s) in globulization of isolated rat lens cortical fiber cells.
2001 Jan
The cellular chamber of doom.
2001 Jan
Covalent and noncovalent interactions mediate metabotropic glutamate receptor mGlu5 dimerization.
2001 Jan
The predominant form in which neurofilament subunits undergo axonal transport varies during axonal initiation, elongation, and maturation.
2001 Jan
Metabolism of [(14)C]omapatrilat, a sulfhydryl-containing vasopeptidase inhibitor in humans.
2001 Jan
PMP22 related congenital hypomyelination neuropathy.
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
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
Mutations that affect ligand binding to the Escherichia coli aspartate receptor: implications for transmembrane signaling.
2001 Jan 26
Helix packing of functionally important regions of the cardiac Na(+)-Ca(2+) exchanger.
2001 Jan 5
The proteasome regulates receptor-mediated endocytosis of interleukin-2.
2001 Jan 5
Visualization of synaptic markers in the optic neuropils of Drosophila using a new constrained deconvolution method.
2001 Jan 8
Characterization of electrically evoked [3H]-D-aspartate release from hippocampal slices.
2001 Mar
Activation of the cyclin-dependent kinase CTDK-I requires the heterodimerization of two unstable subunits.
2001 Mar 16
A proteome analysis of the cadmium response in Saccharomyces cerevisiae.
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
Recombinant cytochrome rC557 obtained from Escherichia coli cells expressing a truncated Thermus thermophilus cycA gene. Heme inversion in an improperly matured protein.
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
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
The structure of the C4C4 ring finger of human NOT4 reveals features distinct from those of C3HC4 RING fingers.
2001 Mar 30
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 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.
Name Type Language
CYSTEINE HYDROCHLORIDE
II   ORANGE BOOK   USP   VANDF  
Systematic Name English
ELCYS
Brand Name English
CYSTEINE HYDROCHLORIDE [VANDF]
Common Name English
L-CYSTEINE HYDROCHLORIDE MONOHYDRATE
Systematic Name English
L-CYSTEINE MONOHYDROCHLORIDE MONOHYDRATE
Common Name English
CYSTEINE HYDROCHLORIDE MONOHYDRATE
EP   VANDF   WHO-DD  
Systematic Name English
CYSTEINE HYDROCHLORIDE [II]
Common Name English
Cysteine hydrochloride monohydrate [WHO-DD]
Common Name English
L-CYSTEINE, HYDROCHLORIDE, HYDRATE (1:1:1)
Systematic Name English
L-CYSTEINE HYDROCHLORIDE HYDRATE
JAN  
Systematic Name English
L-CYSTEINE HYDROCHLORIDE HYDRATE [JAN]
Common Name English
CYSTEINE HCL [INCI]
Common Name English
CYSTEINE (AS HYDROCHLORIDE)
Common Name English
CYSTEINE, L-, HYDROCHLORIDE MONOHYDRATE
Systematic Name English
NOURESS
Brand Name English
CYSTEINE HYDROCHLORIDE MONOHYDRATE [EP MONOGRAPH]
Common Name English
L-CYSTEINE MONOHYDROCHLORIDE [FCC]
Common Name English
CYSTEINE HYDROCHLORIDE MONOHYDRATE [EP IMPURITY]
Common Name English
CYSTEINE HYDROCHLORIDE [USP MONOGRAPH]
Common Name English
L-CYSTEINE MONOHYDROCHLORIDE
FCC  
Systematic Name English
NSC-755898
Code English
CYSTEINE HYDROCHLORIDE [ORANGE BOOK]
Common Name English
CYSTEINE HCL
INCI  
INCI  
Official Name English
Classification Tree Code System Code
CFR 21 CFR 184.1272
Created by admin on Fri Dec 15 15:11:35 GMT 2023 , Edited by admin on Fri Dec 15 15:11:35 GMT 2023
CFR 21 CFR 172.320
Created by admin on Fri Dec 15 15:11:35 GMT 2023 , Edited by admin on Fri Dec 15 15:11:35 GMT 2023
Code System Code Type Description
SMS_ID
100000091341
Created by admin on Fri Dec 15 15:11:35 GMT 2023 , Edited by admin on Fri Dec 15 15:11:35 GMT 2023
PRIMARY
PUBCHEM
23462
Created by admin on Fri Dec 15 15:11:35 GMT 2023 , Edited by admin on Fri Dec 15 15:11:35 GMT 2023
PRIMARY
EVMPD
SUB42591
Created by admin on Fri Dec 15 15:11:35 GMT 2023 , Edited by admin on Fri Dec 15 15:11:35 GMT 2023
PRIMARY
FDA UNII
ZT934N0X4W
Created by admin on Fri Dec 15 15:11:35 GMT 2023 , Edited by admin on Fri Dec 15 15:11:35 GMT 2023
PRIMARY
NCI_THESAURUS
C1505
Created by admin on Fri Dec 15 15:11:35 GMT 2023 , Edited by admin on Fri Dec 15 15:11:35 GMT 2023
CONCEPT Dietary Supplement
EPA CompTox
DTXSID90990688
Created by admin on Fri Dec 15 15:11:35 GMT 2023 , Edited by admin on Fri Dec 15 15:11:35 GMT 2023
PRIMARY
DRUG BANK
DBSALT001754
Created by admin on Fri Dec 15 15:11:35 GMT 2023 , Edited by admin on Fri Dec 15 15:11:35 GMT 2023
PRIMARY
RXCUI
221086
Created by admin on Fri Dec 15 15:11:35 GMT 2023 , Edited by admin on Fri Dec 15 15:11:35 GMT 2023
PRIMARY RxNorm
EVMPD
SUB26990
Created by admin on Fri Dec 15 15:11:35 GMT 2023 , Edited by admin on Fri Dec 15 15:11:35 GMT 2023
PRIMARY
NCI_THESAURUS
C65361
Created by admin on Fri Dec 15 15:11:35 GMT 2023 , Edited by admin on Fri Dec 15 15:11:35 GMT 2023
PRIMARY
EVMPD
SUB13522MIG
Created by admin on Fri Dec 15 15:11:35 GMT 2023 , Edited by admin on Fri Dec 15 15:11:35 GMT 2023
PRIMARY
CAS
7048-04-6
Created by admin on Fri Dec 15 15:11:35 GMT 2023 , Edited by admin on Fri Dec 15 15:11:35 GMT 2023
PRIMARY
ChEMBL
CHEMBL863
Created by admin on Fri Dec 15 15:11:35 GMT 2023 , Edited by admin on Fri Dec 15 15:11:35 GMT 2023
PRIMARY
DAILYMED
ZT934N0X4W
Created by admin on Fri Dec 15 15:11:35 GMT 2023 , Edited by admin on Fri Dec 15 15:11:35 GMT 2023
PRIMARY
NSC
755898
Created by admin on Fri Dec 15 15:11:35 GMT 2023 , Edited by admin on Fri Dec 15 15:11:35 GMT 2023
PRIMARY