Np mrd loader

Showing NP-Card for S-(2-Aminoethyl)-L-cysteine (NP0047662)

Jump To Section:
IdentificationSpectraBioTaxonomyChemoTaxonomyPhysical propertiesLinksReferencesXML
Record Information
Version2.0
Created at2022-03-17 20:43:52 UTC
Updated at2022-03-17 20:43:52 UTC
NP-MRD IDNP0047662
Secondary Accession NumbersNone
Natural Product Identification
Common NameS-(2-Aminoethyl)-L-cysteine
DescriptionS-(2-Aminoethyl)-L-cysteine, also known as 4-thialysine or thiosine, belongs to the class of organic compounds known as cysteine and derivatives. Cysteine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. S-(2-Aminoethyl)-L-cysteine is a very strong basic compound (based on its pKa). Outside of the human body, S-(2-Aminoethyl)-L-cysteine has been detected, but not quantified in, mushrooms. This could make S-(2-aminoethyl)-L-cysteine a potential biomarker for the consumption of these foods.
Structure
Thumb
MOLSDFPDBSMILESInChI

MOL for NP0047662 (S-(2-Aminoethyl)-L-cysteine)


  Mrv0541 05061307102D          

 10  9  0  0  0  0            999 V2000
   -1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    0.5230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  1  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
 10  2  1  0  0  0  0
 10  3  1  0  0  0  0
M  END
Download

3D MOL for NP0047662 (S-(2-Aminoethyl)-L-cysteine)

Download
3D SDF for NP0047662 (S-(2-Aminoethyl)-L-cysteine)

  Mrv0541 05061307102D          

 10  9  0  0  0  0            999 V2000
   -1.1270   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7309    0.5230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1599   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4454   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3020   -0.3020    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  1  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  2  0  0  0  0
  9  5  1  0  0  0  0
 10  2  1  0  0  0  0
 10  3  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0047662

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCCSCC(N)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H12N2O2S/c6-1-2-10-3-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)

> <INCHI_KEY>
GHSJKUNUIHUPDF-UHFFFAOYSA-N

> <FORMULA>
C5H12N2O2S

> <MOLECULAR_WEIGHT>
164.226

> <EXACT_MASS>
164.061948328

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
17.20549908510279

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-3-[(2-aminoethyl)sulfanyl]propanoic acid

> <ALOGPS_LOGP>
-3.34

> <JCHEM_LOGP>
-3.8058070487825124

> <ALOGPS_LOGS>
-0.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.5154641605135817

> <JCHEM_PKA_STRONGEST_BASIC>
9.816270483377625

> <JCHEM_POLAR_SURFACE_AREA>
89.34

> <JCHEM_REFRACTIVITY>
41.02760000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.03e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-(2-aminoethyl)homocysteine

> <JCHEM_VEBER_RULE>
0

$$$$

Download
3D-SDF for NP0047662 (S-(2-Aminoethyl)-L-cysteine)
Download
PDB for NP0047662 (S-(2-Aminoethyl)-L-cysteine)
HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -2.104  -0.564   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.897  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.231  -0.564   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.565  -1.334   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      -3.437  -1.334   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       3.231   0.976   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0       5.898  -0.564   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       4.565  -2.874   0.000  0.00  0.00           O+0
HETATM   10  S   UNK     0       0.564  -0.564   0.000  0.00  0.00           S+0
CONECT    1    2    6                                                       
CONECT    2    1   10                                                       
CONECT    3    4   10                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    8    9                                                  
CONECT    6    1                                                            
CONECT    7    4                                                            
CONECT    8    5                                                            
CONECT    9    5                                                            
CONECT   10    2    3                                                       
MASTER        0    0    0    0    0    0    0    0   10    0   18    0
END

Download
3D PDB for NP0047662 (S-(2-Aminoethyl)-L-cysteine)
Download
SMILES for NP0047662 (S-(2-Aminoethyl)-L-cysteine)
NCCSCC(N)C(O)=O
Download
INCHI for NP0047662 (S-(2-Aminoethyl)-L-cysteine)
InChI=1S/C5H12N2O2S/c6-1-2-10-3-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)
Download
View in JSmol
Synonyms
ValueSource
2-AminoethylcysteineHMDB
4-Thia-L-lysineHMDB
4-ThialysineHMDB
AminoethylcysteineHMDB
gamma-ThialysineHMDB
S-2-Aminoethyl cysteineHMDB
ThialysineHMDB
ThiosineHMDB
2-Amino-3-[(2-aminoethyl)sulfanyl]propanoateGenerator
2-Amino-3-[(2-aminoethyl)sulphanyl]propanoateGenerator
2-Amino-3-[(2-aminoethyl)sulphanyl]propanoic acidGenerator
S-2-Aminoethyl cysteine dihydrochlorideMeSH
gamma-Thia-lysMeSH
S-2-Aminoethyl cysteine hydrochlorideMeSH
S-2-Aminoethyl cysteine monohydrochlorideMeSH
S-beta-Aminoethyl cysteineMeSH
Chemical FormulaC5H12N2O2S
Average Mass164.2260 Da
Monoisotopic Mass164.06195 Da
IUPAC Name2-amino-3-[(2-aminoethyl)sulfanyl]propanoic acid
Traditional Name5-(2-aminoethyl)homocysteine
CAS Registry Number2936-69-8
SMILES
NCCSCC(N)C(O)=O
InChI Identifier
InChI=1S/C5H12N2O2S/c6-1-2-10-3-4(7)5(8)9/h4H,1-3,6-7H2,(H,8,9)
InChI KeyGHSJKUNUIHUPDF-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Agaricus bisporusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Pleurotus ostreatusFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Chemical Taxonomy
Description Belongs to the class of organic compounds known as cysteine and derivatives. Cysteine and derivatives are compounds containing cysteine or a derivative thereof resulting from reaction of cysteine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.
KingdomOrganic compounds  
Super ClassOrganic acids and derivatives  
ClassCarboxylic acids and derivatives  
Sub ClassAmino acids, peptides, and analogues  
Direct ParentCysteine and derivatives  
Alternative Parents
Substituents
  • Cysteine or derivatives
    • 

  • Alpha-amino acid
    • 

  • Amino acid
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Thioether
    • 

  • Sulfenyl compound
    • 

  • Dialkylthioether
    • 

  • Organic nitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Organic oxide
    • 

  • Primary amine
    • 

  • Organosulfur compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organopnictogen compound
    • 

  • Primary aliphatic amine
    • 

  • Organic oxygen compound
    • 

  • Carbonyl group
    • 

  • Amine
    • 

  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
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 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity41.03 m³·mol⁻¹ChemAxon
Polarizability17.21 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0033518  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB011573  
KNApSAcK IDNot Available
Chemspider ID18889  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound20049  
PDB IDNot Available
ChEBI ID497734  
Good Scents IDNot Available
References
General ReferencesNot Available