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Showing NP-Card for S-(Allylthio)-L-cysteine (NP0049190)

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Record Information
Version2.0
Created at2022-03-17 21:08:32 UTC
Updated at2022-03-17 21:08:32 UTC
NP-MRD IDNP0049190
Secondary Accession NumbersNone
Natural Product Identification
Common NameS-(Allylthio)-L-cysteine
DescriptionS-(Allylthio)-L-cysteine 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-(Allylthio)-L-cysteine is a very strong basic compound (based on its pKa). Outside of the human body, S-(Allylthio)-L-cysteine has been detected, but not quantified in, garlics and onion-family vegetables. This could make S-(allylthio)-L-cysteine a potential biomarker for the consumption of these foods.
Structure
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MOLSDFPDBSMILESInChI

MOL for NP0049190 (S-(Allylthio)-L-cysteine)


  Mrv0541 05061310342D          

 11 10  0  0  0  0            999 V2000
    1.3480   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3493   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349    0.5230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0638   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3493   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -0.7145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -0.3020    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
  9  6  1  0  0  0  0
 10  3  1  0  0  0  0
 11  4  1  0  0  0  0
 11 10  1  0  0  0  0
M  END
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3D MOL for NP0049190 (S-(Allylthio)-L-cysteine)

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3D SDF for NP0049190 (S-(Allylthio)-L-cysteine)

  Mrv0541 05061310342D          

 11 10  0  0  0  0            999 V2000
    1.3480   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7770   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349   -0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3493   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6349    0.5230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0638   -0.3020    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3493   -1.5395    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4914   -0.7145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2059   -0.3020    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
  9  6  1  0  0  0  0
 10  3  1  0  0  0  0
 11  4  1  0  0  0  0
 11 10  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0049190

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NC(CSSCC=C)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H11NO2S2/c1-2-3-10-11-4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)

> <INCHI_KEY>
WYQZZUUUOXNSCS-UHFFFAOYSA-N

> <FORMULA>
C6H11NO2S2

> <MOLECULAR_WEIGHT>
193.287

> <EXACT_MASS>
193.023119981

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
19.501302912574317

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-amino-3-(prop-2-en-1-yldisulfanyl)propanoic acid

> <ALOGPS_LOGP>
-1.78

> <JCHEM_LOGP>
-1.5677720687042562

> <ALOGPS_LOGS>
-1.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.2577924651929506

> <JCHEM_PKA_STRONGEST_BASIC>
9.039819655444251

> <JCHEM_POLAR_SURFACE_AREA>
63.32000000000001

> <JCHEM_REFRACTIVITY>
50.144400000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.48e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-amino-3-(prop-2-en-1-yldisulfanyl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for NP0049190 (S-(Allylthio)-L-cysteine)
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PDB for NP0049190 (S-(Allylthio)-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       2.516  -0.564   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.850  -1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.184  -0.564   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.185  -1.334   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.518  -0.564   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.852  -1.334   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      10.518   0.976   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0      13.186  -0.564   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      11.852  -2.874   0.000  0.00  0.00           O+0
HETATM   10  S   UNK     0       6.517  -1.334   0.000  0.00  0.00           S+0
HETATM   11  S   UNK     0       7.851  -0.564   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2   10                                                       
CONECT    4    5   11                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5    8    9                                                  
CONECT    7    5                                                            
CONECT    8    6                                                            
CONECT    9    6                                                            
CONECT   10    3   11                                                       
CONECT   11    4   10                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END

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3D PDB for NP0049190 (S-(Allylthio)-L-cysteine)
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SMILES for NP0049190 (S-(Allylthio)-L-cysteine)
NC(CSSCC=C)C(O)=O
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INCHI for NP0049190 (S-(Allylthio)-L-cysteine)
InChI=1S/C6H11NO2S2/c1-2-3-10-11-4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)
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View in JSmol
Synonyms
ValueSource
2-Amino-3-(prop-2-en-1-yldisulfanyl)propanoateGenerator
2-Amino-3-(prop-2-en-1-yldisulphanyl)propanoateGenerator
2-Amino-3-(prop-2-en-1-yldisulphanyl)propanoic acidGenerator
Chemical FormulaC6H11NO2S2
Average Mass193.2870 Da
Monoisotopic Mass193.02312 Da
IUPAC Name2-amino-3-(prop-2-en-1-yldisulfanyl)propanoic acid
Traditional Name2-amino-3-(prop-2-en-1-yldisulfanyl)propanoic acid
CAS Registry Number2281-22-3
SMILES
NC(CSSCC=C)C(O)=O
InChI Identifier
InChI=1S/C6H11NO2S2/c1-2-3-10-11-4-5(7)6(8)9/h2,5H,1,3-4,7H2,(H,8,9)
InChI KeyWYQZZUUUOXNSCS-UHFFFAOYSA-N
Experimental Spectra
Not Available
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Allium cepaFooDB
    • Shmuel Yannai Dictionary of Food Compounds with CD-ROM: Additives, Flavors, and Ingredients. Chap...
Allium fistulosumFooDB
    • 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
    • 

  • Organic disulfide
    • 

  • Allyl sulfur compound
    • 

  • Amino acid
    • 

  • Dialkyldisulfide
    • 

  • Carboxylic acid
    • 

  • Monocarboxylic acid or derivatives
    • 

  • Sulfenyl compound
    • 

  • Organic nitrogen compound
    • 

  • Hydrocarbon derivative
    • 

  • Primary amine
    • 

  • Organosulfur compound
    • 

  • Organooxygen compound
    • 

  • Organonitrogen compound
    • 

  • Organic oxide
    • 

  • 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-1.8ALOGPS
logP-1.6ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)2.26ChemAxon
pKa (Strongest Basic)9.04ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count3ChemAxon
Hydrogen Donor Count2ChemAxon
Polar Surface Area63.32 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity50.14 m³·mol⁻¹ChemAxon
Polarizability19.5 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0038669  
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB018068  
KNApSAcK IDNot Available
Chemspider ID8012745  
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound9837024  
PDB IDNot Available
ChEBI IDNot Available
Good Scents IDNot Available
References
General ReferencesNot Available