MiMeDB: Showing metabocard for S-Formylglutathione (MMDBc0029669)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:36:49 UTC

Update Date

2024-04-30 19:40:24 UTC

Metabolite ID

MMDBc0029669

Metabolite Identification

Common Name

S-Formylglutathione

Description

S-Formylglutathione is formed from the oxidation of S-hydroxymethylglutathione by the enzyme formaldehyde dehydrogenase (FDH; EC 1.2.1.1) in the presence of NAD (PubMed ID 2806555)

Structure

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

HMDB0001550
     RDKit          3D
S-Formylglutathione
 39 38  0  0  0  0  0  0  0  0999 V2000
   -5.1313    0.8512    0.0221 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6042   -0.5343   -0.0675 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2286   -0.5350   -0.6061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2267    0.2302    0.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9152    0.1229   -0.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8660   -0.4802   -1.5852 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3117    0.6453    0.0518 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4728    0.4019   -0.8257 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7985    1.8688   -1.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1371    2.8002    0.1987 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2494    4.5498   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2933    5.0436   -0.4615 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6372   -0.1334   -0.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6655    0.6029    0.0331 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6422   -1.4597    0.2964 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8296   -2.0262    0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8364   -2.1631   -0.1541 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5106   -1.9272   -1.3631 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1310   -2.5540    0.1182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7316   -1.2295    1.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1780   -0.6532    2.2175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3376   -2.5344    1.2970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0943    1.1991   -0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1333    0.7795    0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2677   -1.0694   -0.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8899   -1.5934   -0.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1954   -0.1067   -1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1595   -0.1966    1.2851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998    1.3067    0.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3833    1.1473    0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1718   -0.1719   -1.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9701    2.2395   -1.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7076    1.8301   -1.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3417    5.1551    0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8150   -2.1035    0.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6409   -2.9861    1.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1616   -1.2452    1.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9454   -1.9297   -0.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1938   -3.1414    0.4804 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
  8 13  1  0
 13 14  2  0
 13 15  1  0
 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
  1 23  1  0
  1 24  1  0
  2 25  1  6
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  7 30  1  0
  8 31  1  6
  9 32  1  0
  9 33  1  0
 11 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 19 38  1  0
 22 39  1  0
M  END


  Mrv1652309042000242D          

 22 21  0  0  0  0            999 V2000
 9999.299210000.0195    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9998.5847 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0136 9999.6070    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.299210000.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.870310000.0195    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9998.5847 9998.7821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.728710000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.584710001.2578    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1558 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.4448 9999.6070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.728710000.8450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.870310000.8450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.441310000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.158810000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.155810001.2578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7269 9999.6070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9996.441310000.8450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.8729 9999.6070    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10003.586910000.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.8729 9998.7821    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10004.3030 9999.6070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.586910000.8450    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  6  0  0  0
  2  5  1  0  0  0  0
  2  6  2  0  0  0  0
  3  7  1  0  0  0  0
  4  8  1  0  0  0  0
  5  9  1  0  0  0  0
  7 10  1  0  0  0  0
  7 11  2  0  0  0  0
  8 12  1  0  0  0  0
  9 13  1  0  0  0  0
 10 14  1  0  0  0  0
 12 15  2  0  0  0  0
 13 16  1  0  0  0  0
 13 17  2  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  1  0  0  0
 19 21  1  0  0  0  0
 19 22  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029669

> <DATABASE_NAME>
MIME

> <SMILES>
N[C@@H](CCC(=O)N[C@@H](CSC=O)C(=O)NCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H17N3O7S/c12-6(11(20)21)1-2-8(16)14-7(4-22-5-15)10(19)13-3-9(17)18/h5-7H,1-4,12H2,(H,13,19)(H,14,16)(H,17,18)(H,20,21)/t6-,7-/m0/s1

> <INCHI_KEY>
FHXAGOICBFGEBF-BQBZGAKWSA-N

> <FORMULA>
C11H17N3O7S

> <MOLECULAR_WEIGHT>
335.334

> <EXACT_MASS>
335.078720603

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
31.171722069768776

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)carbamoyl]-2-(formylsulfanyl)ethyl]carbamoyl}butanoic acid

> <ALOGPS_LOGP>
-2.87

> <JCHEM_LOGP>
-5.131038239356378

> <ALOGPS_LOGS>
-1.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.4918058242861325

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7567593811675852

> <JCHEM_PKA_STRONGEST_BASIC>
9.310913193703724

> <JCHEM_POLAR_SURFACE_AREA>
175.89

> <JCHEM_REFRACTIVITY>
74.09219999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.62e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
S-formylglutathione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001550
     RDKit          3D
S-Formylglutathione
 39 38  0  0  0  0  0  0  0  0999 V2000
   -5.1313    0.8512    0.0221 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6042   -0.5343   -0.0675 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2286   -0.5350   -0.6061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2267    0.2302    0.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9152    0.1229   -0.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8660   -0.4802   -1.5852 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3117    0.6453    0.0518 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4728    0.4019   -0.8257 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7985    1.8688   -1.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1371    2.8002    0.1987 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2494    4.5498   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2933    5.0436   -0.4615 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6372   -0.1334   -0.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6655    0.6029    0.0331 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6422   -1.4597    0.2964 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8296   -2.0262    0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8364   -2.1631   -0.1541 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5106   -1.9272   -1.3631 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1310   -2.5540    0.1182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7316   -1.2295    1.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1780   -0.6532    2.2175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3376   -2.5344    1.2970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0943    1.1991   -0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1333    0.7795    0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2677   -1.0694   -0.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8899   -1.5934   -0.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1954   -0.1067   -1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1595   -0.1966    1.2851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998    1.3067    0.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3833    1.1473    0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1718   -0.1719   -1.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9701    2.2395   -1.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7076    1.8301   -1.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3417    5.1551    0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8150   -2.1035    0.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6409   -2.9861    1.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1616   -1.2452    1.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9454   -1.9297   -0.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1938   -3.1414    0.4804 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
  8 13  1  0
 13 14  2  0
 13 15  1  0
 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
  1 23  1  0
  1 24  1  0
  2 25  1  6
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  7 30  1  0
  8 31  1  6
  9 32  1  0
  9 33  1  0
 11 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 19 38  1  0
 22 39  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0    8665.3598666.703   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8664.0258665.933   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    8666.6928665.933   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0    8665.3598668.244   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0    8662.6918666.703   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0    8664.0258664.393   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8668.0278666.703   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0    8664.0258669.015   0.000  0.00  0.00           S+0
HETATM    9  C   UNK     0    8661.3578665.933   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8669.3648665.933   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8668.0278668.244   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    8662.6918668.244   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8660.0248666.703   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8670.6968666.703   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0    8661.3578669.015   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    8658.6908665.933   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8660.0248668.244   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0    8672.0298665.933   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8673.3628666.703   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0    8672.0298664.393   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0    8674.6998665.933   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0    8673.3628668.244   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7                                                       
CONECT    4    1    8                                                       
CONECT    5    2    9                                                       
CONECT    6    2                                                            
CONECT    7    3   10   11                                                  
CONECT    8    4   12                                                       
CONECT    9    5   13                                                       
CONECT   10    7   14                                                       
CONECT   11    7                                                            
CONECT   12    8   15                                                       
CONECT   13    9   16   17                                                  
CONECT   14   10   18                                                       
CONECT   15   12                                                            
CONECT   16   13                                                            
CONECT   17   13                                                            
CONECT   18   14   19   20                                                  
CONECT   19   18   21   22                                                  
CONECT   20   18                                                            
CONECT   21   19                                                            
CONECT   22   19                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

COMPND    HMDB0001550
HETATM    1  N1  UNL     1      -5.131   0.851   0.022  1.00  0.00           N  
HETATM    2  C1  UNL     1      -4.604  -0.534  -0.068  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.229  -0.535  -0.606  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.227   0.230   0.233  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.915   0.123  -0.455  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.866  -0.480  -1.585  1.00  0.00           O  
HETATM    7  N2  UNL     1       0.312   0.645   0.052  1.00  0.00           N  
HETATM    8  C5  UNL     1       1.473   0.402  -0.826  1.00  0.00           C  
HETATM    9  C6  UNL     1       1.798   1.869  -1.306  1.00  0.00           C  
HETATM   10  S1  UNL     1       2.137   2.800   0.199  1.00  0.00           S  
HETATM   11  C7  UNL     1       2.249   4.550  -0.081  1.00  0.00           C  
HETATM   12  O2  UNL     1       3.293   5.044  -0.462  1.00  0.00           O  
HETATM   13  C8  UNL     1       2.637  -0.133  -0.150  1.00  0.00           C  
HETATM   14  O3  UNL     1       3.666   0.603   0.033  1.00  0.00           O  
HETATM   15  N3  UNL     1       2.642  -1.460   0.296  1.00  0.00           N  
HETATM   16  C9  UNL     1       3.830  -2.026   0.938  1.00  0.00           C  
HETATM   17  C10 UNL     1       4.836  -2.163  -0.154  1.00  0.00           C  
HETATM   18  O4  UNL     1       4.511  -1.927  -1.363  1.00  0.00           O  
HETATM   19  O5  UNL     1       6.131  -2.554   0.118  1.00  0.00           O  
HETATM   20  C11 UNL     1      -4.732  -1.229   1.219  1.00  0.00           C  
HETATM   21  O6  UNL     1      -5.178  -0.653   2.217  1.00  0.00           O  
HETATM   22  O7  UNL     1      -4.338  -2.534   1.297  1.00  0.00           O  
HETATM   23  H1  UNL     1      -5.094   1.199  -0.989  1.00  0.00           H  
HETATM   24  H2  UNL     1      -6.133   0.779   0.275  1.00  0.00           H  
HETATM   25  H3  UNL     1      -5.268  -1.069  -0.799  1.00  0.00           H  
HETATM   26  H4  UNL     1      -2.890  -1.593  -0.712  1.00  0.00           H  
HETATM   27  H5  UNL     1      -3.195  -0.107  -1.630  1.00  0.00           H  
HETATM   28  H6  UNL     1      -2.159  -0.197   1.285  1.00  0.00           H  
HETATM   29  H7  UNL     1      -2.500   1.307   0.297  1.00  0.00           H  
HETATM   30  H8  UNL     1       0.383   1.147   0.944  1.00  0.00           H  
HETATM   31  H9  UNL     1       1.172  -0.172  -1.691  1.00  0.00           H  
HETATM   32  H10 UNL     1       0.970   2.240  -1.898  1.00  0.00           H  
HETATM   33  H11 UNL     1       2.708   1.830  -1.929  1.00  0.00           H  
HETATM   34  H12 UNL     1       1.342   5.155   0.103  1.00  0.00           H  
HETATM   35  H13 UNL     1       1.815  -2.104   0.214  1.00  0.00           H  
HETATM   36  H14 UNL     1       3.641  -2.986   1.442  1.00  0.00           H  
HETATM   37  H15 UNL     1       4.162  -1.245   1.672  1.00  0.00           H  
HETATM   38  H16 UNL     1       6.945  -1.930  -0.006  1.00  0.00           H  
HETATM   39  H17 UNL     1      -4.194  -3.141   0.480  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    6    7
CONECT    7    8   30
CONECT    8    9   13   31
CONECT    9   10   32   33
CONECT   10   11
CONECT   11   12   12   34
CONECT   13   14   14   15
CONECT   15   16   35
CONECT   16   17   36   37
CONECT   17   18   18   19
CONECT   19   38
CONECT   20   21   21   22
CONECT   22   39
END

HMDB0001550
     RDKit          3D
S-Formylglutathione
 39 38  0  0  0  0  0  0  0  0999 V2000
   -5.1313    0.8512    0.0221 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6042   -0.5343   -0.0675 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.2286   -0.5350   -0.6061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2267    0.2302    0.2330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9152    0.1229   -0.4547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8660   -0.4802   -1.5852 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3117    0.6453    0.0518 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4728    0.4019   -0.8257 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7985    1.8688   -1.3061 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1371    2.8002    0.1987 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.2494    4.5498   -0.0808 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2933    5.0436   -0.4615 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6372   -0.1334   -0.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6655    0.6029    0.0331 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6422   -1.4597    0.2964 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8296   -2.0262    0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8364   -2.1631   -0.1541 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5106   -1.9272   -1.3631 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1310   -2.5540    0.1182 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7316   -1.2295    1.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1780   -0.6532    2.2175 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3376   -2.5344    1.2970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0943    1.1991   -0.9891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1333    0.7795    0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2677   -1.0694   -0.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8899   -1.5934   -0.7116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1954   -0.1067   -1.6299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1595   -0.1966    1.2851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4998    1.3067    0.2968 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3833    1.1473    0.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1718   -0.1719   -1.6910 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9701    2.2395   -1.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7076    1.8301   -1.9293 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3417    5.1551    0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8150   -2.1035    0.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6409   -2.9861    1.4418 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1616   -1.2452    1.6719 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9454   -1.9297   -0.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1938   -3.1414    0.4804 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  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
  8 13  1  0
 13 14  2  0
 13 15  1  0
 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
  1 23  1  0
  1 24  1  0
  2 25  1  6
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  7 30  1  0
  8 31  1  6
  9 32  1  0
  9 33  1  0
 11 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 19 38  1  0
 22 39  1  0
M  END

Synonyms

Value	Source
N-(S-(Formyl-N-L-gamma-glutamyl)-L-cysteinyl)glycine	ChEBI
N-(S-(Formyl-N-L-g-glutamyl)-L-cysteinyl)glycine	Generator
N-(S-(Formyl-N-L-γ-glutamyl)-L-cysteinyl)glycine	Generator
L-gamma-Glutamyl-S-formyl-L-cysteinylglycine	HMDB
L-γ-Glutamyl-S-formyl-L-cysteinylglycine	HMDB
S-Formylglutathione	HMDB

Molecular Formula

C₁₁H₁₇N₃O₇S

Average Mass

335.334

Monoisotopic Mass

335.078720603

IUPAC Name

(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)carbamoyl]-2-(formylsulfanyl)ethyl]carbamoyl}butanoic acid

Traditional Name

S-formylglutathione

CAS Registry Number

50409-81-9

SMILES

N[C@@H](CCC(=O)N[C@@H](CSC=O)C(=O)NCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C11H17N3O7S/c12-6(11(20)21)1-2-8(16)14-7(4-22-5-15)10(19)13-3-9(17)18/h5-7H,1-4,12H2,(H,13,19)(H,14,16)(H,17,18)(H,20,21)/t6-,7-/m0/s1

InChI Key

FHXAGOICBFGEBF-BQBZGAKWSA-N

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
S-acylglutathione
Glutamine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid amide
Cysteine or derivatives
Alpha-amino acid
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
N-acyl-amine
Fatty acyl
Fatty amide
Dicarboxylic acid or derivatives
Fatty acid
Secondary carboxylic acid amide
Amino acid or derivatives
Thiocarboxylic acid ester
Amino acid
Carboxamide group
Carbothioic s-ester
Sulfenyl compound
Carboxylic acid
Thiocarboxylic acid or derivatives
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
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

S-acylglutathione (CHEBI:16225 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	3.62 g/L	ALOGPS
logP	-2.9	ALOGPS
logP	-5.1	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	1.76	ChemAxon
pKa (Strongest Basic)	9.31	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	175.89 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	74.09 m³·mol⁻¹	ChemAxon
Polarizability	31.17 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

Spectra

Not Available

Biological Properties

Cellular Locations

Cytoplasm

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
MMDBp0192157	S-formylglutathione hydrolase	Enzyme	P10768	Homo sapiens
MMDBp0192400	Alcohol dehydrogenase class-3	Unknown	P11766	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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/Eubacteria	Proteobacteria	109	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Human sputum; Human unknown; Pig ; Human pleural fluid plaque	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	14	Human feces	Metabolic reconstruction
Bacteria	Firmicutes	3	Human feces	Metabolic reconstruction
Bacteria	Proteobacteria	8	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool; Human sputum; Human unknown; Pig ; Human pleural fluid plaque	Unknown; Metabolic reconstruction
Archaea	Euryarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	1	Human feces	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	6	Human feces; Human saliva	Unknown
Bacteria	nah	1

Exposure Sources

Other Exposures

Source Type	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

HMDB0001550

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022685

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Not Available

METLIN ID

3469

PubChem Compound

189122

PDB ID

Not Available

ChEBI ID

16225

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Koivusalo M, Baumann M, Uotila L: Evidence for the identity of glutathione-dependent formaldehyde dehydrogenase and class III alcohol dehydrogenase. FEBS Lett. 1989 Oct 23;257(1):105-9. doi: 10.1016/0014-5793(89)81797-1. [PubMed:2806555 ]

Showing metabocard for S-Formylglutathione (MMDBc0029669)

MOL for #<Metabolite:0x00005645c9f4feb0>

3D MOL for #<Metabolite:0x00005645c9f4feb0>

3D SDF for #<Metabolite:0x00005645c9f4feb0>

3D-SDF for #<Metabolite:0x00005645c9f4feb0>

PDB for #<Metabolite:0x00005645c9f4feb0>

3D PDB for #<Metabolite:0x00005645c9f4feb0>

SMILES for #<Metabolite:0x00005645c9f4feb0>

INCHI for #<Metabolite:0x00005645c9f4feb0>

Structure for #<Metabolite:0x00005645c9f4feb0>

3D Structure for #<Metabolite:0x00005645c9f4feb0>