NP-MRD: Showing NP-Card for gamma-L-Glutamyl-S-(1-propenyl)-cysteine sulfoxide (NP0047224)

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Record Information

Version

2.0

Created at

2022-03-17 20:36:38 UTC

Updated at

2022-03-17 20:36:39 UTC

NP-MRD ID

NP0047224

Secondary Accession Numbers

None

Natural Product Identification

Common Name

gamma-L-Glutamyl-S-(1-propenyl)-cysteine sulfoxide

Description

Not Available

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241212392D          

 20 19  0  0  0  0            999 V2000
   -4.2871    0.4986    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5719    0.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5719   -0.7392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013    0.4986    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7152    0.0874    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4304    0.4986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1456    0.0874    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.0013   -1.1518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7152   -0.7392    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4304   -1.1518    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8581    0.4986    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.1429    0.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4276    0.4986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7124    0.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7124   -0.7392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8595    0.4986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5733    0.0874    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2871    0.4986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8584    1.3236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1456   -0.7376    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2 11  1  0  0  0  0
  4 14  1  0  0  0  0
  5  6  1  0  0  0  0
  5  9  1  0  0  0  0
  6  7  1  0  0  0  0
  7 16  1  0  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 11 19  1  1  0  0  0
  5  4  1  1  0  0  0
  7 20  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0047224

> <DATABASE_NAME>
NP-MRD

> <SMILES>
C\C=C\S(=O)C[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H18N2O6S/c1-2-5-20(19)6-8(11(17)18)13-9(14)4-3-7(12)10(15)16/h2,5,7-8H,3-4,6,12H2,1H3,(H,13,14)(H,15,16)(H,17,18)/b5-2+/t7-,8-,20?/m0/s1

> <INCHI_KEY>
LMNDKWXDMBGGAL-DGLWNAOESA-N

> <FORMULA>
C11H18N2O6S

> <MOLECULAR_WEIGHT>
306.335

> <EXACT_MASS>
306.088557008

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
29.607715126413957

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-{[(1R)-1-carboxy-2-[(1E)-prop-1-ene-1-sulfinyl]ethyl]carbamoyl}butanoic acid

> <ALOGPS_LOGP>
-1.57

> <JCHEM_LOGP>
-4.508194583575427

> <ALOGPS_LOGS>
-1.45

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.563471274140793

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.4524948172809977

> <JCHEM_PKA_STRONGEST_BASIC>
9.112052972296548

> <JCHEM_POLAR_SURFACE_AREA>
146.79000000000002

> <JCHEM_REFRACTIVITY>
72.05120000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.09e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-4-{[(1R)-1-carboxy-2-[(1E)-prop-1-ene-1-sulfinyl]ethyl]carbamoyl}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -8.003   0.931   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -6.668   0.163   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -6.668  -1.380   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       0.002   0.931   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.335   0.163   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.670   0.931   0.000  0.00  0.00           C+0
HETATM    7  S   UNK     0       4.005   0.163   0.000  0.00  0.00           S+0
HETATM    8  O   UNK     0       0.002  -2.150   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.335  -1.380   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       2.670  -2.150   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -5.335   0.931   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.000   0.163   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.665   0.931   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.330   0.163   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -1.330  -1.380   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       5.338   0.931   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.670   0.163   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.003   0.931   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      -5.336   2.471   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0       4.005  -1.377   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2                                                            
CONECT    4   14    5                                                       
CONECT    5    6    9    4                                                  
CONECT    6    5    7                                                       
CONECT    7    6   16   20                                                  
CONECT    8    9                                                            
CONECT    9    5    8   10                                                  
CONECT   10    9                                                            
CONECT   11    2   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14    4   13   15                                                  
CONECT   15   14                                                            
CONECT   16    7   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17                                                            
CONECT   19   11                                                            
CONECT   20    7                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

View in JSmol

Synonyms

Value	Source
g-L-Glutamyl-S-(1-propenyl)-cysteine sulfoxide	Generator
g-L-Glutamyl-S-(1-propenyl)-cysteine sulphoxide	Generator
gamma-L-Glutamyl-S-(1-propenyl)-cysteine sulphoxide	Generator
Γ-L-glutamyl-S-(1-propenyl)-cysteine sulfoxide	Generator
Γ-L-glutamyl-S-(1-propenyl)-cysteine sulphoxide	Generator

Chemical Formula

C₁₁H₁₈N₂O₆S

Average Mass

306.3350 Da

Monoisotopic Mass

306.08856 Da

IUPAC Name

(2S)-2-amino-4-{[(1R)-1-carboxy-2-[(1E)-prop-1-ene-1-sulfinyl]ethyl]carbamoyl}butanoic acid

Traditional Name

(2S)-2-amino-4-{[(1R)-1-carboxy-2-[(1E)-prop-1-ene-1-sulfinyl]ethyl]carbamoyl}butanoic acid

CAS Registry Number

Not Available

SMILES

C\C=C\S(=O)C[C@H](NC(=O)CC[C@H](N)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C11H18N2O6S/c1-2-5-20(19)6-8(11(17)18)13-9(14)4-3-7(12)10(15)16/h2,5,7-8H,3-4,6,12H2,1H3,(H,13,14)(H,15,16)(H,17,18)/b5-2+/t7-,8-,20?/m0/s1

InChI Key

LMNDKWXDMBGGAL-DGLWNAOESA-N

Experimental Spectra

Not Available

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Allium cepa	FooDB	Dr. Duke's Phytochemical and Ethnobotanical Databases

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Gamma-glutamyl alpha-amino acid
Glutamine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Dicarboxylic acid or derivatives
Fatty amide
N-acyl-amine
Fatty acyl
Secondary carboxylic acid amide
Sulfoxide
Amino acid or derivatives
Carboxamide group
Amino acid
Sulfinyl compound
Carboxylic acid
Hydrocarbon derivative
Organic oxygen compound
Primary aliphatic amine
Organopnictogen compound
Organic nitrogen compound
Organic oxide
Organonitrogen compound
Carbonyl group
Organooxygen compound
Organosulfur compound
Primary amine
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	-1.6	ALOGPS
logP	-4.5	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	1.45	ChemAxon
pKa (Strongest Basic)	9.11	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	146.79 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	72.05 m³·mol⁻¹	ChemAxon
Polarizability	29.61 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB007883

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11174243

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for gamma-L-Glutamyl-S-(1-propenyl)-cysteine sulfoxide (NP0047224)

MOL for NP0047224 (gamma-L-Glutamyl-S-(1-propenyl)-cysteine sulfoxide)

3D MOL for NP0047224 (gamma-L-Glutamyl-S-(1-propenyl)-cysteine sulfoxide)

3D SDF for NP0047224 (gamma-L-Glutamyl-S-(1-propenyl)-cysteine sulfoxide)

3D-SDF for NP0047224 (gamma-L-Glutamyl-S-(1-propenyl)-cysteine sulfoxide)

PDB for NP0047224 (gamma-L-Glutamyl-S-(1-propenyl)-cysteine sulfoxide)

3D PDB for NP0047224 (gamma-L-Glutamyl-S-(1-propenyl)-cysteine sulfoxide)

SMILES for NP0047224 (gamma-L-Glutamyl-S-(1-propenyl)-cysteine sulfoxide)

INCHI for NP0047224 (gamma-L-Glutamyl-S-(1-propenyl)-cysteine sulfoxide)

Structure for NP0047224 (gamma-L-Glutamyl-S-(1-propenyl)-cysteine sulfoxide)

3D Structure for NP0047224 (gamma-L-Glutamyl-S-(1-propenyl)-cysteine sulfoxide)