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

Molecular Formula H2O
Molecular Weight 18.0153
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

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

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
Mechanisms of inhibitory effects of zinc and cadmium ions on agonist binding to adenosine A1 receptors in rat brain.
1999 Aug 15
The crystal structure of human placenta growth factor-1 (PlGF-1), an angiogenic protein, at 2.0 A resolution.
2001 Apr 13
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
Degradation of nucleosome-associated centromeric histone H3-like protein CENP-A induced by herpes simplex virus type 1 protein ICP0.
2001 Feb 23
Expression of gamma-glutamyl transpeptidase protects ramos B cells from oxidation-induced cell death.
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
Covalent and noncovalent interactions mediate metabotropic glutamate receptor mGlu5 dimerization.
2001 Jan
Metabolism of [(14)C]omapatrilat, a sulfhydryl-containing vasopeptidase inhibitor in humans.
2001 Jan
Homocysteine and thiol metabolites in vitamin B12 deficiency.
2001 Jan
Retinoids as ligands and coactivators of protein kinase C alpha.
2001 Jan
Regular exercise improves cognitive function and decreases oxidative damage in rat brain.
2001 Jan
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
Glutaredoxin protects cerebellar granule neurons from dopamine-induced apoptosis by activating NF-kappa B via Ref-1.
2001 Jan 12
Cathepsin B activity regulation. Heparin-like glycosaminogylcans protect human cathepsin B from alkaline pH-induced inactivation.
2001 Jan 12
The loop region covering the iron-sulfur cluster in bovine adrenodoxin comprises a new interaction site for redox partners.
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
Lysosomal prenylcysteine lyase is a FAD-dependent thioether oxidase.
2001 Jan 26
Characterization of a prostate-specific tyrosine phosphatase by mutagenesis and expression in human prostate cancer cells.
2001 Jan 26
Cathepsin B-like cysteine proteases confer intestinal cysteine protease activity in Haemonchus contortus.
2001 Jan 26
Structural requirements for the stabilization of metarhodopsin II by the C terminus of the alpha subunit of transducin.
2001 Jan 26
Co-translational interactions of apoprotein B with the ribosome and translocon during lipoprotein assembly or targeting to the proteasome.
2001 Jan 5
Activation of the cyclin-dependent kinase CTDK-I requires the heterodimerization of two unstable subunits.
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 cytosolic O-acetylserine(thiol)lyase gene is regulated by heavy metals and can function in cadmium tolerance.
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
Direct demonstration that homotetrameric chaperone SecB undergoes a dynamic dimer-tetramer equilibrium.
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 Fri Dec 15 15:11:35 GMT 2023
Edited
by admin
on Fri Dec 15 15:11:35 GMT 2023
Record UNII
ZT934N0X4W
Record Status Validated (UNII)
Record Version
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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
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