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Details

Stereochemistry ABSOLUTE
Molecular Formula C6H14N2O2.ClH
Molecular Weight 182.649
Optical Activity UNSPECIFIED
Defined Stereocenters 1 / 1
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of LYSINE HYDROCHLORIDE

SMILES

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

InChI

InChIKey=BVHLGVCQOALMSV-JEDNCBNOSA-N
InChI=1S/C6H14N2O2.ClH/c7-4-2-1-3-5(8)6(9)10;/h5H,1-4,7-8H2,(H,9,10);1H/t5-;/m0./s1

HIDE SMILES / InChI

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 C6H14N2O2
Molecular Weight 146.1876
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.drugs.com/npp/lysine.html | https://www.ncbi.nlm.nih.gov/pubmed/26252373

Lysing is an essential basic amino-acid encoded by codone AAA and AAG, and used in the biosynthesis of proteins. The daily requirement for lysine is 38 mg/kg body weight. The most rich source of lysine is fish, beef, chicken. In a clinical study lysine supplements was found to be an effective for reduction of occurrence, severity and healing time for recurrent HSV infection, however Cochrane Review concluded that the evidence is insufficient. Lysine was investigated for improving anxiety, ameliorating angina prectoris. Lysine acetylsalicylate has been used to treat pain and to detoxify the body after heroin use. Lysine clonixinate has been used for its analgesic properties for the treatment of migraine headaches and other painful conditions. However, limited clinical trials exist for these conditions.

Originator

Curator's Comment: Lysine was first isolated from casein (a milk phosphoprotein) in 1889 by the German dentist Heinrich Drechsel

Approval Year

Targets

Targets

Conditions

Conditions

ConditionModalityTargetsHighest PhaseProduct
Primary
L-LYSINE MONOHYDRATE

Approved Use

Lysine has been studied for the prevention and treatment of herpes infections and cold sores.
Primary
L-LYSINE MONOHYDRATE

Approved Use

Lysine supplements may relieve effort-related angina pectoris.
Primary
L-LYSINE MONOHYDRATE

Approved Use

Lysine increases the intestinal absorption and reduces the renal elimination of calcium.
Primary
L-LYSINE MONOHYDRATE

Approved Use

Lysine is believed to exert anxiolytic effects by acting as a partial serotonin receptor 4 antagonist and as a partial benzodiazepine agonist
Palliative
L-LYSINE MONOHYDRATE

Approved Use

Lysine acetylsalicylate has been used to detoxify the body after heroin use.
Primary
NEOPROFEN

Approved Use

NeoProfen is indicated to close a clinically significant patent ductus arteriosus (PDA) in premature infants weighing between 500 and 1500 g, who are no more than 32 weeks gestational age when usual medical management (e.g., fluid restriction, diuretics, respiratory support, etc.) is ineffective. The clinical trial was conducted among infants with an asymptomatic PDA. However, the consequences beyond 8 weeks after treatment have not been evaluated; therefore, treatment should be reserved for infants with clear evidence of a clinically significant PDA.

Launch Date

2006
PubMed

PubMed

TitleDatePubMed
Antibodies to SOX13 (ICA12) are associated with type 1 diabetes.
2001
Protein profiling comes of age.
2001
Formation of 1,1'-iminodicarboxylic acid derivatives, 2,6-diketo-piperazine and dibenzodiazocine-2,6-dione by variations of multicomponent reactions.
2001 Apr
The fermentative production of L-lysine as an animal feed additive.
2001 Apr
Translational extracts active biologically in vitro obtained from eukaryotic monolayer cells: a versatile method for viral RNA studies.
2001 Apr
Peflin and ALG-2, members of the penta-EF-hand protein family, form a heterodimer that dissociates in a Ca2+-dependent manner.
2001 Apr 27
Isolation of the Escherichia coli nucleoid.
2001 Feb
Detection of early gene expression changes during activation of human primary lymphocytes by in vitro synthesis of proteins from polysome-associated mRNAs.
2001 Feb
Endotoxin, endotoxin-neutralizing-capacity, sCD14, sICAM-1, and cytokines in patients with various degrees of alcoholic liver disease.
2001 Feb
How does endotoxin trigger inflammation in otitis media with effusion?
2001 Feb
Combination of HPLC and solid-phase binding assay for isolation and purification of MHC class I and associated peptides using a bladder tumour cell line.
2001 Feb
Development of xylose-fermenting yeast Pichia stipitis for ethanol production through adaptation on hardwood hemicellulose acid prehydrolysate.
2001 Feb
Purification and structure elucidation of the N-acetylbacillosamine-containing polysaccharide from Bacillus licheniformis ATCC 9945.
2001 Feb
Affinity purification of Csk protein tyrosine kinase based on its catalytic requirement for divalent metal cations.
2001 Feb
Characterization of the lipopolysaccharide of Yersinia pestis.
2001 Feb
Rapid polyubiquitination and proteasomal degradation of a mutant form of NAD(P)H:quinone oxidoreductase 1.
2001 Feb
Increased L-arginine uptake and inducible nitric oxide synthase activity in aortas of rats with heart failure.
2001 Feb
Improved sensitivity and specificity of enzyme immunoassays with P1-adhesin enriched antigen to detect acute Mycoplasma pneumoniae infection.
2001 Feb 1
Identification of novel hypocholesterolemic peptides derived from bovine milk beta-lactoglobulin.
2001 Feb 16
Identification of the main ubiquitination site in human erythroid alpha-spectrin.
2001 Feb 2
Identification of a candidate integrin-fraction associated with the activated form of the PDGF-receptor.
2001 Feb 23
Purification and biophysical characterization of a minimal functional domain and of an N-terminal Zn2+-binding fragment from the human papillomavirus type 16 E6 protein.
2001 Feb 6
Influence of lysates of the salivary glands of Lutzomyia longipalpis on the development of a Leishmania-major-like parasite in the skin of the golden hamster.
2001 Jan
ESR detection of intraphagosomal superoxide in polymorphonuclear leukocytes using 5-(diethoxyphosphoryl)-5-methyl-l-pyrroline-N-oxide.
2001 Jan
A novel protein-RNA binding assay: functional interactions of the foot-and-mouth disease virus internal ribosome entry site with cellular proteins.
2001 Jan
Granulocyte markers in induced sputum in patients with respiratory disorders and healthy persons obtained by two sputum-processing methods.
2001 Jan
Inhibition of the nitrosothiol production of cultured osteoarthritic chondrocytes by rhein, cortisol and diclofenac.
2001 Jan
IL-1 beta- and IL-4-induced down-regulation of autotaxin mRNA and PC-1 in fibroblast-like synoviocytes of patients with rheumatoid arthritis (RA).
2001 Jan
Bone marrow endothelial cells secrete thymosin beta4 and AcSDKP.
2001 Jan
Interaction of poly(rC)-binding protein 2 with the 5'-terminal stem loop of the hepatitis C-virus genome.
2001 Jan
Purification, characterization and developmental expression of chick (Gallus domesticus) liver PSP protein.
2001 Jan
Continuous cell introduction for the analysis of individual cells by capillary electrophoresis.
2001 Jan 1
Mechanism of release of urinary Tamm-Horsfall glycoprotein from the kidney GPI-anchored counterpart.
2001 Jan 12
Cryptosporidium infection in Bedouin infants assessed by prospective evaluation of anticryptosporidial antibodies and stool examination.
2001 Jan 15
A single-chain variable region immunoglobulin library from the abomasal lymph node of sheep infected with the gastrointestinal nematode parasite Haemonchus contortus.
2001 Jan 26
Isolation and characterization of a new ribosome inactivating protein, momorgrosvin, from seeds of the monk's fruit Momordica grosvenorii.
2001 Jan 5
Panaxagin, a new protein from Chinese ginseng possesses anti-fungal, anti-viral, translation-inhibiting and ribonuclease activities.
2001 Jan 5
Purification of recombinant green fluorescent protein using chromatofocusing with a pH gradient composed of multiple stepwise fronts.
2001 Jan-Feb
Endogenous formation of protein adducts with carcinogenic aldehydes: implications for oxidative stress.
2001 Jun 29
Chemical and biological evaluation of endotoxin contamination on natural rubber latex products.
2001 Jun 5
Enhancement of antitumor immune response in glioma models in mice by genetically modified dendritic cells pulsed with Semliki forest virus-mediated complementary DNA.
2001 Mar
Mechanisms of photoreceptor cell death in cancer-associated retinopathy.
2001 Mar
Post-transcriptional effects of extracellular pH on tumour necrosis factor-alpha production in RAW 246.7 and J774 A.1 cells.
2001 Mar
XIAP regulates Akt activity and caspase-3-dependent cleavage during cisplatin-induced apoptosis in human ovarian epithelial cancer cells.
2001 Mar 1
Characterisation of L-tryptophan transporters in human placenta: a comparison of brush border and basal membrane vesicles.
2001 Mar 1
Quantitative analysis of specific mRNA species in minute cell samples by RT-PCR and flow cytometry.
2001 Mar 1
Inositol phosphates from barley low-phytate grain mutants analysed by metal-dye detection HPLC and NMR.
2001 Mar 1
Enhancement of tumor lysate- and peptide-pulsed dendritic cell-based vaccines by the addition of foreign helper protein.
2001 Mar 15
Western blotting as a method for studying cell-biomaterial interactions: the role of protein collection.
2001 Mar 5
Isolation and characterization of senescence-induced cDNAs encoding deoxyhypusine synthase and eucaryotic translation initiation factor 5A from tomato.
2001 May 18
Patents

Sample Use Guides

In Vivo Use Guide
Lysin is an essential amino-acid. The daily requirement for lysine is 38 mg/kg body weight. The most rich source of lysine is fish, beef, chicken.
Route of Administration: Oral
In the in vitro study of herpes simplex virus (HSV) growth in tissue culture, arginine deficiency suppressed HSV growth. Maximum herpes growth (as measured by plaques counting) was observed in flasks, containing 10-20 ug/ml of arginine. The addition of 50 ug/ml of lysine to the flasks containing 2.5 and 5.0 ug/ml of arginine reduced the number of viable plaque-forming units (PFU) from 3300 and 48800 to less than 10.
Substance Class Chemical
Created
by admin
on Mon Mar 31 17:50:57 GMT 2025
Edited
by admin
on Mon Mar 31 17:50:57 GMT 2025
Record UNII
JNJ23Q2COM
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
LYSINE HCL
INCI  
INCI  
Preferred Name English
LYSINE HYDROCHLORIDE
EP   JAN   MART.   USAN   USP   VANDF   WHO-DD  
USAN  
Official Name English
L-LYSINE MONOHYDROCHLORIDE
FCC  
Systematic Name English
LYSINE, L-, MONOHYDROCHLORIDE
Common Name English
L-LYSINE HYDROCHLORIDE [JAN]
Common Name English
NSC-9253
Code English
L-LYSINE HYDROCHLORIDE [USP-RS]
Common Name English
LYSINE HYDROCHLORIDE [JAN]
Common Name English
L-LYSINE MONOHYDROCHLORIDE [FCC]
Common Name English
Lysine hydrochloride [WHO-DD]
Common Name English
LYSINE HYDROCHLORIDE [EP MONOGRAPH]
Common Name English
LYSINE HYDROCHLORIDE [VANDF]
Common Name English
LYSINE HYDROCHLORIDE [MART.]
Common Name English
L-LYSINE HYDROCHLORIDE
JAN   USP-RS  
Systematic Name English
LYSINE MONOHYDROCHLORIDE [MI]
Common Name English
LYSINE HYDROCHLORIDE [USAN]
Common Name English
LYSINE HCL, L-
Common Name English
LYSINE MONOHYDROCHLORIDE
MI  
Systematic Name English
LYSINE HYDROCHLORIDE [USP MONOGRAPH]
Common Name English
Classification Tree Code System Code
CFR 21 CFR 310.537
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
CFR 21 CFR 172.320
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
Code System Code Type Description
DAILYMED
JNJ23Q2COM
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
PRIMARY
CAS
10098-89-2
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
NON-SPECIFIC STOICHIOMETRY
ChEMBL
CHEMBL2105886
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
PRIMARY
EVMPD
SUB127503
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
PRIMARY
EVMPD
SUB29996
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
PRIMARY
PUBCHEM
69568
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
PRIMARY
EPA CompTox
DTXSID9029198
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
PRIMARY
FDA UNII
JNJ23Q2COM
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
PRIMARY
SMS_ID
100000089937
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
PRIMARY
NCI_THESAURUS
C73592
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
PRIMARY
GRAS Notification (GRN No.)
414
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
PRIMARY
NSC
9253
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
PRIMARY
CHEBI
53633
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
PRIMARY
EVMPD
SUB12523MIG
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
PRIMARY
MERCK INDEX
m6967
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
PRIMARY Merck Index
EVMPD
SUB14397MIG
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
PRIMARY
ECHA (EC/EINECS)
211-519-9
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
PRIMARY
DRUG BANK
DBSALT001756
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
PRIMARY
CAS
657-27-2
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
PRIMARY
RS_ITEM_NUM
1372005
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
PRIMARY
RXCUI
6538
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
PRIMARY RxNorm
NCI_THESAURUS
C1505
Created by admin on Mon Mar 31 17:50:57 GMT 2025 , Edited by admin on Mon Mar 31 17:50:57 GMT 2025
CONCEPT Dietary Supplement
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IMPURITY -> PARENT
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IMPURITY -> PARENT
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IMPURITY -> PARENT
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IMPURITY -> PARENT
EP
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ACTIVE MOIETY