| Common Name |
4-Thialysine
| Description |
S-Aminoethyl-L-cysteine, also known as thialysine, is a toxic analog of the amino acid lysine in which the second carbon of the amino acids R-group (side chain) has been replaced with a slifur atom. 4-thialysine is a substrate of lysine 2,3-aminomutase.
| Structure |
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Structure for HMDB29178 (4-Thialysine)
| Synonyms |
| Value |
Source |
(2R)-2-amino-3-(2-Aminoethylslifanyl)propanoic acidChEBI
(R)-2-amino-3-(2-aminoethylthio)Propanoic acidChEBI
2-AminoethylcysteineChEBI
4-Thia-L-lysineChEBI
AminoethylcysteineChEBI
gamma-Thia-lysChEBI
gamma-ThialysineChEBI
S-2-Aminoethyl cysteineChEBI
S-beta-Aminoethyl cysteineChEBI
ThiosineChEBI
(2R)-2-amino-3-(2-Aminoethylslifanyl)propanoateGenerator
(2R)-2-amino-3-(2-Aminoethylsliphanyl)propanoateGenerator
(2R)-2-amino-3-(2-Aminoethylsliphanyl)propanoic acidGenerator
(R)-2-amino-3-(2-aminoethylthio)PropanoateGenerator
g-Thia-lysGenerator
γ-thia-lysGenerator
g-ThialysineGenerator
γ-thialysineGenerator
S-b-Aminoethyl cysteineGenerator
S-β-aminoethyl cysteineGenerator
S-(2-Aminoethyl)-L-cysteineHMDB
S-2-Aminoethyl cysteine dihydrochlorideMeSH
S-2-Aminoethyl cysteine hydrochlorideMeSH
ThialysineMeSH
S-2-Aminoethyl cysteine monohydrochlorideMeSH
| Chemical Formlia |
C5H12N2O2S
| Average Molecliar Weight |
164.226
| Monoisotopic Molecliar Weight |
164.061948328
| IUPAC Name |
(2R)-2-amino-3-[(2-aminoethyl)slifanyl]propanoic acid
| Traditional Name |
aminoethylcysteine
| CAS Registry Number |
Not Available
| SMILES |
[H]OC(=O)[C@@]([H])(N([H])[H])C([H])([H])SC([H])([H])C([H])([H])N([H])[H]
| InChI Identifier |
InChI=1S/C5H12N2O2S/c6-1-2-10-3-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)/t4-/m0/s1
| InChI Key |
GHSJKUNUIHUPDF-BYPYZUCNSA-N
| Chemical Taxonomy |
| Description |
This compound belongs to the class of chemical entities known as l-cysteine-s-conjugates. These are compounds containing L-cysteine where the thio-group is conjugated.
| Kingdom |
Chemical entities
| Super Class |
Organic compounds
| Class |
Organic acids and derivatives
| Sub Class |
Carboxylic acids and derivatives
| Direct Parent |
L-cysteine-S-conjugates
| Alternative Parents |
L-alpha-amino acids
Amino acids
Slifenyl compounds
Monocarboxylic acids and derivatives
Dialkylthioethers
Carboxylic acids
Organopnictogen compounds
Organic oxides
Monoalkylamines
Hydrocarbon derivatives
Carbonyl compounds
| Substituents |
L-cysteine-s-conjugate
Alpha-amino acid
L-alpha-amino acid
Amino acid
Carboxylic acid
Monocarboxylic acid or derivatives
Thioether
Slifenyl compound
Dialkylthioether
Carbonyl group
Amine
Primary amine
Organoslifur compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Primary aliphatic amine
Organic oxygen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxide
Aliphatic acyclic compound
| Molecliar Framework |
Aliphatic acyclic compounds
| External Descriptors |
non-proteinogenic L-alpha-amino acid (CHEBI:497734 )
L-cysteine thioether (CHEBI:497734 )
| Ontology |
| Status |
Expected but not Quantified
| Origin |
Not Available
| Biofunction |
Nutrient
| Application |
Not Available
| Cellliar locations |
Not Available
| Physical Properties |
| State |
Solid
| Experimental Properties |
| Property |
Value |
Reference |
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
| Predicted Properties |
| Property |
Value |
Source |
Water Solubility40.3 mg/mLALOGPS
logP-3.3ALOGPS
logP-3.8ChemAxon
logS-0.61ALOGPS
pKa (Strongest Acidic)2.52ChemAxon
pKa (Strongest Basic)9.82ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area89.34 Å2ChemAxon
Rotatable Bond Count5ChemAxon
Refractivity41.03 m3·mol-1ChemAxon
Polarizability17.13 Å3ChemAxon
Number of Rings0ChemAxon
Bioavailability1ChemAxon
Rlie of FiveYesChemAxon
Ghose FilterYesChemAxon
Vebers RlieYesChemAxon
MDDR-like RlieYesChemAxon
| Spectra |
| Spectra |
Not Available
| Biological Properties |
| Cellliar Locations |
Not Available
| Biofluid Locations |
Not Available
| Tissue Location |
Not Available
| Pathways |
Not Available
| Normal Concentrations |
| Not Available |
| Abnormal Concentrations |
|
Not Available
| Associated Disorders and Diseases |
| Disease References |
None
| Associated OMIM IDs |
None
| External Links |
| DrugBank ID |
Not Available
| DrugBank Metabolite ID |
Not Available
| Phenol Explorer Compound ID |
Not Available
| Phenol Explorer Metabolite ID |
Not Available
| FoodDB ID |
Not Available
| KNApSAcK ID |
Not Available
| Chemspider ID |
89945
| KEGG Compound ID |
Not Available
| BioCyc ID |
Not Available
| BiGG ID |
Not Available
| Wikipedia Link |
Thialysine
| NuGOwiki Link |
HMDB29178
| Metagene Link |
HMDB29178
| METLIN ID |
Not Available
| PubChem Compound |
99558
| PDB ID |
SLZ
| ChEBI ID |
497734
Product: Siamenoside I
References |
| Synthesis Reference |
Not Available |
| Material Safety Data Sheet (MSDS) |
Not Available |
| General References |
Not Available |
PMID: 11830757
