MiMeDB: Showing metabocard for Glutathione episulfonium ion (MMDBc0030064)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:52:34 UTC

Update Date

2024-04-30 19:44:29 UTC

Metabolite ID

MMDBc0030064

Metabolite Identification

Common Name

Glutathione episulfonium ion

Description

Glutathione episulfonium ion is a member of the chemical class known as Peptides. These are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0060479
     RDKit          3D
Glutathione episulfonium ion
 42 42  0  0  0  0  0  0  0  0999 V2000
    4.2805   -0.3627    0.1675 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0877   -1.2156    0.2151 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5228   -1.3537   -1.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1240   -0.0669   -1.7834 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880    0.6050   -0.9855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3891    1.0750    0.2720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0849    0.7399   -1.4831 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0836    1.4175   -0.6472 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2115    1.9714   -1.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2864    2.8655   -0.3636 S   0  0  0  0  0  3  0  0  0  0  0  0
   -2.8748    4.2193    0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8998    2.9947    1.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6730    0.3480    0.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9212    0.4305    0.7845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9342   -0.6709    0.5079 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3639   -1.7665    1.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9005   -2.8976    0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3094   -3.9146    1.1201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9116   -2.7508   -0.8504 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4892   -2.5882    0.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6931   -2.7769    0.9551 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5390   -3.5814    0.8226 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0379   -0.8439    0.7121 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0734    0.5611    0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4093   -0.8294    0.9759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5991   -1.9835   -1.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2588   -1.9234   -1.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0560    0.5619   -1.8739 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7882   -0.2309   -2.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9873    1.9089    0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5690    2.2039   -0.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9038    2.5519   -2.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8133    1.1139   -1.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9039    4.7478    0.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6755    4.9742    0.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8949    2.7103    1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7157    2.7697    2.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7650    0.0445    0.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5217   -2.0948    1.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1964   -1.4552    2.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7491   -2.9851   -1.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7397   -4.5230    0.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  8 13  1  0
 13 14  1  0
 13 15  2  3
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  2 20  1  0
 20 21  2  0
 20 22  1  0
 12 10  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  1
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  8 31  1  1
  9 32  1  0
  9 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 14 38  1  0
 16 39  1  0
 16 40  1  0
 19 41  1  0
 22 42  1  0
M  CHG  1  10   1
M  END


  Mrv0541 08131209302D          

 24 24  0  0  0  0            999 V2000
   -3.7125    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4270    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6974    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2849   -1.9520    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2849    0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9980    0.5230    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5704    0.1105    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1414    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9993   -2.3645    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5704   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2836    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9980    1.3480    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2849   -1.1270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8559    0.5230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1414   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9993   -3.1895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7138   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8559   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5691    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2836   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2849    1.3480    0.0000 S   0  3  0  0  0  0  0  0  0  0  0  0
   -2.9980   -0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2849   -0.3020    0.0000 H   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
  7  1  1  0  0  0  0
  8  6  1  0  0  0  0
  9  2  1  0  0  0  0
 10  5  1  0  0  0  0
 11  8  1  0  0  0  0
 12  7  1  0  0  0  0
  7 13  1  1  0  0  0
 14  5  1  4  0  0  0
 14 11  2  0  0  0  0
  8 15  1  1  0  0  0
 15  9  2  0  0  0  0
  9 16  1  4  0  0  0
 17 10  2  0  0  0  0
 18 10  1  0  0  0  0
 19 11  1  0  0  0  0
 20 12  2  0  0  0  0
 21 12  1  0  0  0  0
 22  3  1  0  0  0  0
 22  4  1  0  0  0  0
 22  6  1  0  0  0  0
  7 23  1  1  0  0  0
  8 24  1  1  0  0  0
M  CHG  1  22   1
M  END
> <DATABASE_ID>
MMDBc0030064

> <DATABASE_NAME>
MIME

> <SMILES>
[H][C@](N)(CCC(O)=N[C@@]([H])(C[S+]1CC1)C(O)=NCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H19N3O6S/c13-7(12(20)21)1-2-9(16)15-8(6-22-3-4-22)11(19)14-5-10(17)18/h7-8H,1-6,13H2,(H3-,14,15,16,17,18,19,20,21)/p+1/t7-,8-/m0/s1

> <INCHI_KEY>
PWVNIRRYQGQWMG-YUMQZZPRSA-O

> <FORMULA>
C12H20N3O6S

> <MOLECULAR_WEIGHT>
334.369

> <EXACT_MASS>
334.107281077

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
32.645072472148456

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[(2R)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl]thiiran-1-ium

> <ALOGPS_LOGP>
-2.00

> <JCHEM_LOGP>
-2.958031905307992

> <ALOGPS_LOGS>
-3.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.5623694939468056

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.5687251764071068

> <JCHEM_PKA_STRONGEST_BASIC>
9.538255742995663

> <JCHEM_POLAR_SURFACE_AREA>
165.79999999999998

> <JCHEM_REFRACTIVITY>
76.7581

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.07e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glutathione episulfonium ion

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060479
     RDKit          3D
Glutathione episulfonium ion
 42 42  0  0  0  0  0  0  0  0999 V2000
    4.2805   -0.3627    0.1675 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0877   -1.2156    0.2151 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5228   -1.3537   -1.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1240   -0.0669   -1.7834 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880    0.6050   -0.9855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3891    1.0750    0.2720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0849    0.7399   -1.4831 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0836    1.4175   -0.6472 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2115    1.9714   -1.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2864    2.8655   -0.3636 S   0  0  0  0  0  3  0  0  0  0  0  0
   -2.8748    4.2193    0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8998    2.9947    1.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6730    0.3480    0.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9212    0.4305    0.7845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9342   -0.6709    0.5079 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3639   -1.7665    1.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9005   -2.8976    0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3094   -3.9146    1.1201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9116   -2.7508   -0.8504 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4892   -2.5882    0.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6931   -2.7769    0.9551 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5390   -3.5814    0.8226 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0379   -0.8439    0.7121 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0734    0.5611    0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4093   -0.8294    0.9759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5991   -1.9835   -1.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2588   -1.9234   -1.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0560    0.5619   -1.8739 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7882   -0.2309   -2.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9873    1.9089    0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5690    2.2039   -0.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9038    2.5519   -2.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8133    1.1139   -1.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9039    4.7478    0.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6755    4.9742    0.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8949    2.7103    1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7157    2.7697    2.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7650    0.0445    0.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5217   -2.0948    1.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1964   -1.4552    2.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7491   -2.9851   -1.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7397   -4.5230    0.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  8 13  1  0
 13 14  1  0
 13 15  2  3
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  2 20  1  0
 20 21  2  0
 20 22  1  0
 12 10  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  1
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  8 31  1  1
  9 32  1  0
  9 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 14 38  1  0
 16 39  1  0
 16 40  1  0
 19 41  1  0
 22 42  1  0
M  CHG  1  10   1
M  END

HEADER    PROTEIN                                 13-AUG-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-AUG-12         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   22  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+1
HETATM   23  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    2    7                                                       
CONECT    2    1    9                                                       
CONECT    3    4   22                                                       
CONECT    4    3   22                                                       
CONECT    5   10   14                                                       
CONECT    6    8   22                                                       
CONECT    7    1   12   13   23                                             
CONECT    8    6   11   15   24                                             
CONECT    9    2   15   16                                                  
CONECT   10    5   17   18                                                  
CONECT   11    8   14   19                                                  
CONECT   12    7   20   21                                                  
CONECT   13    7                                                            
CONECT   14    5   11                                                       
CONECT   15    8    9                                                       
CONECT   16    9                                                            
CONECT   17   10                                                            
CONECT   18   10                                                            
CONECT   19   11                                                            
CONECT   20   12                                                            
CONECT   21   12                                                            
CONECT   22    3    4    6                                                  
CONECT   23    7                                                            
CONECT   24    8                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   48    0
END

COMPND    HMDB0060479
HETATM    1  N1  UNL     1       4.280  -0.363   0.167  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.088  -1.216   0.215  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.523  -1.354  -1.155  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.124  -0.067  -1.783  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.088   0.605  -0.986  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.389   1.075   0.272  1.00  0.00           O  
HETATM    7  N2  UNL     1      -0.085   0.740  -1.483  1.00  0.00           N  
HETATM    8  C5  UNL     1      -1.084   1.417  -0.647  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.212   1.971  -1.425  1.00  0.00           C  
HETATM   10  S1  UNL     1      -3.286   2.866  -0.364  1.00  0.00           S1+
HETATM   11  C7  UNL     1      -2.875   4.219   0.518  1.00  0.00           C  
HETATM   12  C8  UNL     1      -2.900   2.995   1.360  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.673   0.348   0.253  1.00  0.00           C  
HETATM   14  O2  UNL     1      -2.921   0.430   0.784  1.00  0.00           O  
HETATM   15  N3  UNL     1      -0.934  -0.671   0.508  1.00  0.00           N  
HETATM   16  C10 UNL     1      -1.364  -1.766   1.350  1.00  0.00           C  
HETATM   17  C11 UNL     1      -1.901  -2.898   0.520  1.00  0.00           C  
HETATM   18  O3  UNL     1      -2.309  -3.915   1.120  1.00  0.00           O  
HETATM   19  O4  UNL     1      -1.912  -2.751  -0.850  1.00  0.00           O  
HETATM   20  C12 UNL     1       3.489  -2.588   0.692  1.00  0.00           C  
HETATM   21  O5  UNL     1       4.693  -2.777   0.955  1.00  0.00           O  
HETATM   22  O6  UNL     1       2.539  -3.581   0.823  1.00  0.00           O  
HETATM   23  H1  UNL     1       5.038  -0.844   0.712  1.00  0.00           H  
HETATM   24  H2  UNL     1       4.073   0.561   0.576  1.00  0.00           H  
HETATM   25  H3  UNL     1       2.409  -0.829   0.976  1.00  0.00           H  
HETATM   26  H4  UNL     1       1.599  -1.983  -1.070  1.00  0.00           H  
HETATM   27  H5  UNL     1       3.259  -1.923  -1.766  1.00  0.00           H  
HETATM   28  H6  UNL     1       3.056   0.562  -1.874  1.00  0.00           H  
HETATM   29  H7  UNL     1       1.788  -0.231  -2.849  1.00  0.00           H  
HETATM   30  H8  UNL     1       1.987   1.909   0.316  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.569   2.204  -0.099  1.00  0.00           H  
HETATM   32  H10 UNL     1      -1.904   2.552  -2.322  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.813   1.114  -1.841  1.00  0.00           H  
HETATM   34  H12 UNL     1      -1.904   4.748   0.323  1.00  0.00           H  
HETATM   35  H13 UNL     1      -3.676   4.974   0.771  1.00  0.00           H  
HETATM   36  H14 UNL     1      -1.895   2.710   1.748  1.00  0.00           H  
HETATM   37  H15 UNL     1      -3.716   2.770   2.044  1.00  0.00           H  
HETATM   38  H16 UNL     1      -3.765   0.044   0.384  1.00  0.00           H  
HETATM   39  H17 UNL     1      -0.522  -2.095   1.981  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.196  -1.455   2.034  1.00  0.00           H  
HETATM   41  H19 UNL     1      -2.749  -2.985  -1.403  1.00  0.00           H  
HETATM   42  H20 UNL     1       2.740  -4.523   0.514  1.00  0.00           H  
CONECT    1    2   23   24
CONECT    2    3   20   25
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6    7    7
CONECT    6   30
CONECT    7    8
CONECT    8    9   13   31
CONECT    9   10   32   33
CONECT   10   11   12
CONECT   11   12   34   35
CONECT   12   36   37
CONECT   13   14   15   15
CONECT   14   38
CONECT   15   16
CONECT   16   17   39   40
CONECT   17   18   18   19
CONECT   19   41
CONECT   20   21   21   22
CONECT   22   42
END

HMDB0060479
     RDKit          3D
Glutathione episulfonium ion
 42 42  0  0  0  0  0  0  0  0999 V2000
    4.2805   -0.3627    0.1675 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0877   -1.2156    0.2151 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5228   -1.3537   -1.1552 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1240   -0.0669   -1.7834 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0880    0.6050   -0.9855 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3891    1.0750    0.2720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0849    0.7399   -1.4831 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0836    1.4175   -0.6472 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.2115    1.9714   -1.4251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2864    2.8655   -0.3636 S   0  0  0  0  0  3  0  0  0  0  0  0
   -2.8748    4.2193    0.5183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8998    2.9947    1.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6730    0.3480    0.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9212    0.4305    0.7845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9342   -0.6709    0.5079 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3639   -1.7665    1.3495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9005   -2.8976    0.5199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3094   -3.9146    1.1201 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9116   -2.7508   -0.8504 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4892   -2.5882    0.6917 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6931   -2.7769    0.9551 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5390   -3.5814    0.8226 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0379   -0.8439    0.7121 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0734    0.5611    0.5761 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4093   -0.8294    0.9759 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5991   -1.9835   -1.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2588   -1.9234   -1.7663 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0560    0.5619   -1.8739 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7882   -0.2309   -2.8489 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9873    1.9089    0.3161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5690    2.2039   -0.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9038    2.5519   -2.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8133    1.1139   -1.8407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9039    4.7478    0.3226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6755    4.9742    0.7713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8949    2.7103    1.7482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7157    2.7697    2.0445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7650    0.0445    0.3836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5217   -2.0948    1.9815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1964   -1.4552    2.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7491   -2.9851   -1.4028 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7397   -4.5230    0.5139 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
  8 13  1  0
 13 14  1  0
 13 15  2  3
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  2 20  1  0
 20 21  2  0
 20 22  1  0
 12 10  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  1
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  6 30  1  0
  8 31  1  1
  9 32  1  0
  9 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 14 38  1  0
 16 39  1  0
 16 40  1  0
 19 41  1  0
 22 42  1  0
M  CHG  1  10   1
M  END

Synonyms

Value	Source
Glutathione episulphonium ion	Generator

Molecular Formula

C₁₂H₂₀N₃O₆S

Average Mass

334.369

Monoisotopic Mass

334.107281077

IUPAC Name

1-[(2R)-2-{[(4S)-4-amino-4-carboxy-1-hydroxybutylidene]amino}-2-[(carboxymethyl)-C-hydroxycarbonimidoyl]ethyl]thiiran-1-ium

Traditional Name

glutathione episulfonium ion

CAS Registry Number

Not Available

SMILES

[H][C@](N)(CCC(O)=N[C@@]([H])(C[S+]1CC1)C(O)=NCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C12H19N3O6S/c13-7(12(20)21)1-2-9(16)15-8(6-22-3-4-22)11(19)14-5-10(17)18/h7-8H,1-6,13H2,(H3-,14,15,16,17,18,19,20,21)/p+1/t7-,8-/m0/s1

InChI Key

PWVNIRRYQGQWMG-YUMQZZPRSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Oligopeptides

Alternative Parents

Substituents

Alpha-oligopeptide
Gamma-glutamyl alpha peptide
Glutamine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Heterocyclic fatty acid
N-acyl-amine
Fatty acyl
Fatty acid
Fatty amide
Dicarboxylic acid or derivatives
Secondary carboxylic acid amide
Amino acid or derivatives
Amino acid
Carboxamide group
Organoheterocyclic compound
Carboxylic acid
Thiirane
Organosulfur compound
Primary amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Amine
Organic oxide
Organopnictogen compound
Primary aliphatic amine
Organooxygen compound
Organonitrogen compound
Organic cation
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

peptide (CHEBI:34777 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.21 g/L	ALOGPS
logP	-2	ALOGPS
logP	-3	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	1.57	ChemAxon
pKa (Strongest Basic)	9.54	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	165.8 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	76.76 m³·mol⁻¹	ChemAxon
Polarizability	32.65 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0550-7291000000-7a090d530e1aa00e38fb	2017-09-20	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positive	splash10-0a4i-6251369000-24a9aa3330a9715e7abe	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_3_2) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_3_6) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_4_3) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_4_7) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS ("Glutathione episulfonium ion,2TBDMS,#3" TMS) - 70eV, Positive	Not Available	2021-10-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05a9-3094000000-cc562ed0d1b357394d55	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00dr-9340000000-b583243e4ed3f775d8c3	2017-10-06	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0h90-9310000000-1e000b2793610275ba1b	2017-10-06	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-24	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192428	Glutathione S-transferase Mu 2	Enzyme	P28161	Homo sapiens
MMDBp0192431	Glutathione S-transferase Mu 1	Enzyme	P09488	Homo sapiens
MMDBp0192433	Glutathione S-transferase kappa 1	Enzyme	Q9Y2Q3	Homo sapiens
MMDBp0192434	Microsomal glutathione S-transferase 3	Enzyme	O14880	Homo sapiens
MMDBp0192435	Glutathione S-transferase Mu 3	Enzyme	P21266	Homo sapiens
MMDBp0192436	Glutathione S-transferase A1	Enzyme	P08263	Homo sapiens
MMDBp0192438	Microsomal glutathione S-transferase 1	Enzyme	P10620	Homo sapiens
MMDBp0192439	Glutathione S-transferase Mu 4	Enzyme	Q03013	Homo sapiens
MMDBp0192440	Glutathione S-transferase Mu 5	Enzyme	P46439	Homo sapiens
MMDBp0192441	Microsomal glutathione S-transferase 2	Enzyme	Q99735	Homo sapiens
MMDBp0192442	Glutathione S-transferase omega-1	Enzyme	P78417	Homo sapiens
MMDBp0192443	Glutathione S-transferase A5	Enzyme	Q7RTV2	Homo sapiens
MMDBp0192444	Glutathione S-transferase A2	Enzyme	P09210	Homo sapiens
MMDBp0192446	Glutathione S-transferase A3	Enzyme	Q16772	Homo sapiens
MMDBp0192447	Glutathione S-transferase A4	Enzyme	O15217	Homo sapiens
MMDBp0192451	Glutathione S-transferase omega-2	Enzyme	Q9H4Y5	Homo sapiens
MMDBp0192452	Glutathione S-transferase theta-1	Unknown	P30711	Homo sapiens
MMDBp0192454	Glutathione S-transferase P	Enzyme	P09211	Homo sapiens
MMDBp0196825	Glutathione S-transferase theta-2B	Unknown	P0CG30

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0010551	Glutathione	Glutathione episulfonium ion	Not Available		VMH; KEGG	30371894
MMDBr0010552	Glutathione episulfonium ion	S-(2-Hydroxyethyl)glutathione	Not Available		VMH; KEGG	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0060479

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

139917

KEGG Compound ID

C14874

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

159079

PDB ID

Not Available

ChEBI ID

34777

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]

Showing metabocard for Glutathione episulfonium ion (MMDBc0030064)

MOL for #<Metabolite:0x00007fecf07208a0>

3D MOL for #<Metabolite:0x00007fecf07208a0>

3D SDF for #<Metabolite:0x00007fecf07208a0>

3D-SDF for #<Metabolite:0x00007fecf07208a0>

PDB for #<Metabolite:0x00007fecf07208a0>

3D PDB for #<Metabolite:0x00007fecf07208a0>

SMILES for #<Metabolite:0x00007fecf07208a0>

INCHI for #<Metabolite:0x00007fecf07208a0>

Structure for #<Metabolite:0x00007fecf07208a0>

3D Structure for #<Metabolite:0x00007fecf07208a0>