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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 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
N-acetylcysteine blocks apoptosis induced by N-alpha-tosyl-L-phenylalanine chloromethyl ketone in transformed T-cells.
1999 Apr
Mechanisms of inhibitory effects of zinc and cadmium ions on agonist binding to adenosine A1 receptors in rat brain.
1999 Aug 15
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
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
DsbD-catalyzed transport of electrons across the membrane of Escherichia coli.
2001 Feb 2
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
Degradation of nucleosome-associated centromeric histone H3-like protein CENP-A induced by herpes simplex virus type 1 protein ICP0.
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
Newly synthesized human delta opioid receptors retained in the endoplasmic reticulum are retrotranslocated to the cytosol, deglycosylated, ubiquitinated, and degraded by the proteasome.
2001 Feb 9
The toxoplasma micronemal protein MIC4 is an adhesin composed of six conserved apple domains.
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
Reactive oxygen species and caspase activation mediate silica-induced apoptosis in alveolar macrophages.
2001 Jan
Homocysteine and thiol metabolites in vitamin B12 deficiency.
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
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 molecular mechanism of lead inhibition of human porphobilinogen synthase.
2001 Jan 12
Identification and characterization of a Drosophila nuclear proteasome regulator. A homolog of human 11 S REGgamma (PA28gamma ).
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
Selective degradation of oxidized calmodulin by the 20 S proteasome.
2001 Jan 12
A proposed common structure of substrates bound to mitochondrial processing peptidase.
2001 Jan 19
Mutations that affect ligand binding to the Escherichia coli aspartate receptor: implications for transmembrane signaling.
2001 Jan 26
Cathepsin B-like cysteine proteases confer intestinal cysteine protease activity in Haemonchus contortus.
2001 Jan 26
Tigerinins: novel antimicrobial peptides from the Indian frog Rana tigerina.
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
African swine fever virus protease, a new viral member of the SUMO-1-specific protease family.
2001 Jan 5
Agonistic induction of a covalent dimer in a mutant of natriuretic peptide receptor-A documents a juxtamembrane interaction that accompanies receptor activation.
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
Requirements and effects of palmitoylation of rat PLD1.
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
Executioner caspase-3, -6, and -7 perform distinct, non-redundant roles during the demolition phase of apoptosis.
2001 Mar 9
Rare somatic p53 mutation identified in breast cancer: a case report.
2001 Mar-Apr
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 17:49:39 GMT 2025
Edited
by admin
on Mon Mar 31 17:49:39 GMT 2025
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
CYSTEINE HCL
INCI  
INCI  
Preferred 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 (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
Classification Tree Code System Code
CFR 21 CFR 184.1272
Created by admin on Mon Mar 31 17:49:39 GMT 2025 , Edited by admin on Mon Mar 31 17:49:39 GMT 2025
CFR 21 CFR 172.320
Created by admin on Mon Mar 31 17:49:39 GMT 2025 , Edited by admin on Mon Mar 31 17:49:39 GMT 2025
Code System Code Type Description
SMS_ID
100000091341
Created by admin on Mon Mar 31 17:49:39 GMT 2025 , Edited by admin on Mon Mar 31 17:49:39 GMT 2025
PRIMARY
PUBCHEM
23462
Created by admin on Mon Mar 31 17:49:39 GMT 2025 , Edited by admin on Mon Mar 31 17:49:39 GMT 2025
PRIMARY
EVMPD
SUB42591
Created by admin on Mon Mar 31 17:49:39 GMT 2025 , Edited by admin on Mon Mar 31 17:49:39 GMT 2025
PRIMARY
FDA UNII
ZT934N0X4W
Created by admin on Mon Mar 31 17:49:39 GMT 2025 , Edited by admin on Mon Mar 31 17:49:39 GMT 2025
PRIMARY
NCI_THESAURUS
C1505
Created by admin on Mon Mar 31 17:49:39 GMT 2025 , Edited by admin on Mon Mar 31 17:49:39 GMT 2025
CONCEPT Dietary Supplement
EPA CompTox
DTXSID90990688
Created by admin on Mon Mar 31 17:49:39 GMT 2025 , Edited by admin on Mon Mar 31 17:49:39 GMT 2025
PRIMARY
DRUG BANK
DBSALT001754
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PRIMARY
RXCUI
221086
Created by admin on Mon Mar 31 17:49:39 GMT 2025 , Edited by admin on Mon Mar 31 17:49:39 GMT 2025
PRIMARY RxNorm
EVMPD
SUB26990
Created by admin on Mon Mar 31 17:49:39 GMT 2025 , Edited by admin on Mon Mar 31 17:49:39 GMT 2025
PRIMARY
NCI_THESAURUS
C65361
Created by admin on Mon Mar 31 17:49:39 GMT 2025 , Edited by admin on Mon Mar 31 17:49:39 GMT 2025
PRIMARY
EVMPD
SUB13522MIG
Created by admin on Mon Mar 31 17:49:39 GMT 2025 , Edited by admin on Mon Mar 31 17:49:39 GMT 2025
PRIMARY
CAS
7048-04-6
Created by admin on Mon Mar 31 17:49:39 GMT 2025 , Edited by admin on Mon Mar 31 17:49:39 GMT 2025
PRIMARY
ChEMBL
CHEMBL863
Created by admin on Mon Mar 31 17:49:39 GMT 2025 , Edited by admin on Mon Mar 31 17:49:39 GMT 2025
PRIMARY
DAILYMED
ZT934N0X4W
Created by admin on Mon Mar 31 17:49:39 GMT 2025 , Edited by admin on Mon Mar 31 17:49:39 GMT 2025
PRIMARY
NSC
755898
Created by admin on Mon Mar 31 17:49:39 GMT 2025 , Edited by admin on Mon Mar 31 17:49:39 GMT 2025
PRIMARY
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