MiMeDB: Showing metabocard for S-(2,2-Dichloro-1-hydroxy)ethyl glutathione (MMDBc0030091)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:53:34 UTC

Update Date

2024-04-30 19:44:36 UTC

Metabolite ID

MMDBc0030091

Metabolite Identification

Common Name

S-(2,2-Dichloro-1-hydroxy)ethyl glutathione

Description

S-(2,2-dichloro-1-hydroxy)ethyl glutathione belongs to the class of 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. (inferred from compound structure)

Structure

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


  Mrv0541 08131209322D          

 28 27  0  0  0  0            999 V2000
   -4.0954   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8099   -1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6664   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5243   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3349   -1.1270    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    0.1105    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.8099   -1.9520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520    0.5230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520   -1.1270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809    1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    2.5855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2388   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5243    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   -0.7145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8099   -0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204   -1.5395    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  5  1  1  0  0  0  0
  6  4  1  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
 10  6  1  0  0  0  0
 11  5  1  0  0  0  0
 12  9  1  0  0  0  0
 13  9  1  0  0  0  0
 14  9  1  0  0  0  0
  5 15  1  1  0  0  0
 16  3  1  4  0  0  0
 16 10  2  0  0  0  0
  6 17  1  1  0  0  0
 17  7  2  0  0  0  0
  7 18  1  4  0  0  0
 19  8  2  0  0  0  0
 20  8  1  0  0  0  0
 21 10  1  0  0  0  0
 22 11  2  0  0  0  0
 23 11  1  0  0  0  0
 24 12  1  0  0  0  0
 25  4  1  0  0  0  0
 25 12  1  0  0  0  0
  5 26  1  1  0  0  0
  6 27  1  1  0  0  0
 28 12  1  0  0  0  0
M  END

HMDB0060506
     RDKit          3D
S-(2,2-Dichloro-1-hydroxy)ethyl glutathione
 44 43  0  0  0  0  0  0  0  0999 V2000
    4.3239    0.9909   -0.2313 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2573   -0.4500   -0.4329 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8505   -0.8819   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8946   -0.1261   -0.9931 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5020   -0.5413   -0.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2172   -1.8776   -0.7446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3174    0.3076   -0.2661 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6526    0.3554    0.1417 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8997   -0.3263    1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5376   -2.0885    1.4589 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7552   -2.9717    0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7087   -2.6623   -0.8560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5856   -4.4799    0.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8170   -5.3103   -0.3340 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9512   -4.8917    0.0989 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1040    1.7895    0.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4138    2.0205    0.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3166    2.7459   -0.0175 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7109    4.1246    0.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9047    4.9132    1.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0323    4.4053    1.6870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1796    6.2471    1.1842 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5514   -0.7691   -1.8354 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8100    0.1064   -2.6811 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5424   -2.0929   -2.2396 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7208    1.2097    0.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3234    1.2645    0.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9922   -0.8967    0.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6555   -0.6264    0.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7853   -1.9711   -0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1626   -0.4217   -2.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0400    0.9630   -0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2921   -2.3253   -1.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2930   -0.1547   -0.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3754    0.1687    2.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9947   -0.2002    1.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7898   -2.7194    0.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5029   -2.9952   -1.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7719   -4.7293    1.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7317    2.1961    1.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7684    4.1629    0.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6495    4.5646   -0.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9227    6.6169    1.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7012   -2.6432   -2.1509 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
 11 13  1  0
 13 14  1  0
 13 15  1  0
  8 16  1  0
 16 17  1  0
 16 18  2  3
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
  2 23  1  0
 23 24  2  0
 23 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  1
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  6 33  1  0
  8 34  1  6
  9 35  1  0
  9 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 17 40  1  0
 19 41  1  0
 19 42  1  0
 22 43  1  0
 25 44  1  0
M  END


  Mrv0541 08131209322D          

 28 27  0  0  0  0            999 V2000
   -4.0954   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520    1.3480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8099   -1.1270    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6664   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375    0.1105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5243   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059   -1.1270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3349   -1.1270    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
    1.6204    0.1105    0.0000 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -4.8099   -1.9520    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520    0.5230    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520   -1.1270    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3809    1.3480    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664    2.5855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230    0.5230    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2388   -1.1270    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5243    0.1105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9059   -1.9520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1914   -0.7145    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8099   -0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5230   -0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6204   -1.5395    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  5  1  1  0  0  0  0
  6  4  1  0  0  0  0
  7  2  1  0  0  0  0
  8  3  1  0  0  0  0
 10  6  1  0  0  0  0
 11  5  1  0  0  0  0
 12  9  1  0  0  0  0
 13  9  1  0  0  0  0
 14  9  1  0  0  0  0
  5 15  1  1  0  0  0
 16  3  1  4  0  0  0
 16 10  2  0  0  0  0
  6 17  1  1  0  0  0
 17  7  2  0  0  0  0
  7 18  1  4  0  0  0
 19  8  2  0  0  0  0
 20  8  1  0  0  0  0
 21 10  1  0  0  0  0
 22 11  2  0  0  0  0
 23 11  1  0  0  0  0
 24 12  1  0  0  0  0
 25  4  1  0  0  0  0
 25 12  1  0  0  0  0
  5 26  1  1  0  0  0
  6 27  1  1  0  0  0
 28 12  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0030091

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H19Cl2N3O7S/c13-9(14)12(24)25-4-6(10(21)16-3-8(19)20)17-7(18)2-1-5(15)11(22)23/h5-6,9,12,24H,1-4,15H2,(H,16,21)(H,17,18)(H,19,20)(H,22,23)/t5-,6-,12?/m0/s1

> <INCHI_KEY>
RULDRNMMLPUXQI-LBHDVABESA-N

> <FORMULA>
C12H19Cl2N3O7S

> <MOLECULAR_WEIGHT>
420.266

> <EXACT_MASS>
419.032076081

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
38.86872423048318

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-[(2,2-dichloro-1-hydroxyethyl)sulfanyl]ethyl]-C-hydroxycarbonimidoyl}butanoic acid

> <ALOGPS_LOGP>
-2.17

> <JCHEM_LOGP>
-2.272811651890154

> <ALOGPS_LOGS>
-3.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.7438825864789598

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.7930509043858702

> <JCHEM_PKA_STRONGEST_BASIC>
9.536107031176698

> <JCHEM_POLAR_SURFACE_AREA>
186.02999999999997

> <JCHEM_REFRACTIVITY>
90.47759999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.96e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-4-{[(1R)-1-(carboxymethyl-C-hydroxycarbonimidoyl)-2-[(2,2-dichloro-1-hydroxyethyl)sulfanyl]ethyl]-C-hydroxycarbonimidoyl}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060506
     RDKit          3D
S-(2,2-Dichloro-1-hydroxy)ethyl glutathione
 44 43  0  0  0  0  0  0  0  0999 V2000
    4.3239    0.9909   -0.2313 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2573   -0.4500   -0.4329 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8505   -0.8819   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8946   -0.1261   -0.9931 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5020   -0.5413   -0.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2172   -1.8776   -0.7446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3174    0.3076   -0.2661 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6526    0.3554    0.1417 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8997   -0.3263    1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5376   -2.0885    1.4589 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7552   -2.9717    0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7087   -2.6623   -0.8560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5856   -4.4799    0.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8170   -5.3103   -0.3340 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9512   -4.8917    0.0989 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1040    1.7895    0.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4138    2.0205    0.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3166    2.7459   -0.0175 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7109    4.1246    0.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9047    4.9132    1.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0323    4.4053    1.6870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1796    6.2471    1.1842 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5514   -0.7691   -1.8354 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8100    0.1064   -2.6811 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5424   -2.0929   -2.2396 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7208    1.2097    0.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3234    1.2645    0.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9922   -0.8967    0.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6555   -0.6264    0.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7853   -1.9711   -0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1626   -0.4217   -2.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0400    0.9630   -0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2921   -2.3253   -1.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2930   -0.1547   -0.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3754    0.1687    2.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9947   -0.2002    1.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7898   -2.7194    0.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5029   -2.9952   -1.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7719   -4.7293    1.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7317    2.1961    1.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7684    4.1629    0.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6495    4.5646   -0.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9227    6.6169    1.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7012   -2.6432   -2.1509 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
 11 13  1  0
 13 14  1  0
 13 15  1  0
  8 16  1  0
 16 17  1  0
 16 18  2  3
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
  2 23  1  0
 23 24  2  0
 23 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  1
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  6 33  1  0
  8 34  1  6
  9 35  1  0
  9 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 17 40  1  0
 19 41  1  0
 19 42  1  0
 22 43  1  0
 25 44  1  0
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 Cl   UNK     0       0.000   0.000   0.000  0.00  0.00          Cl+0
HETATM   14 Cl   UNK     0       0.000   0.000   0.000  0.00  0.00          Cl+0
HETATM   15  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   16  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   17  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+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  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
HETATM   25  S   UNK     0       0.000   0.000   0.000  0.00  0.00           S+0
HETATM   26  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   27  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
HETATM   28  H   UNK     0       0.000   0.000   0.000  0.00  0.00           H+0
CONECT    1    2    5                                                       
CONECT    2    1    7                                                       
CONECT    3    8   16                                                       
CONECT    4    6   25                                                       
CONECT    5    1   11   15   26                                             
CONECT    6    4   10   17   27                                             
CONECT    7    2   17   18                                                  
CONECT    8    3   19   20                                                  
CONECT    9   12   13   14                                                  
CONECT   10    6   16   21                                                  
CONECT   11    5   22   23                                                  
CONECT   12    9   24   25   28                                             
CONECT   13    9                                                            
CONECT   14    9                                                            
CONECT   15    5                                                            
CONECT   16    3   10                                                       
CONECT   17    6    7                                                       
CONECT   18    7                                                            
CONECT   19    8                                                            
CONECT   20    8                                                            
CONECT   21   10                                                            
CONECT   22   11                                                            
CONECT   23   11                                                            
CONECT   24   12                                                            
CONECT   25    4   12                                                       
CONECT   26    5                                                            
CONECT   27    6                                                            
CONECT   28   12                                                            
MASTER        0    0    0    0    0    0    0    0   28    0   54    0
END

COMPND    HMDB0060506
HETATM    1  N1  UNL     1       4.324   0.991  -0.231  1.00  0.00           N  
HETATM    2  C1  UNL     1       4.257  -0.450  -0.433  1.00  0.00           C  
HETATM    3  C2  UNL     1       2.850  -0.882  -0.060  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.895  -0.126  -0.993  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.502  -0.541  -0.636  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.217  -1.878  -0.745  1.00  0.00           O  
HETATM    7  N2  UNL     1      -0.317   0.308  -0.266  1.00  0.00           N  
HETATM    8  C5  UNL     1      -1.653   0.355   0.142  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.900  -0.326   1.445  1.00  0.00           C  
HETATM   10  S1  UNL     1      -1.538  -2.088   1.459  1.00  0.00           S  
HETATM   11  C7  UNL     1      -2.755  -2.972   0.476  1.00  0.00           C  
HETATM   12  O2  UNL     1      -2.709  -2.662  -0.856  1.00  0.00           O  
HETATM   13  C8  UNL     1      -2.586  -4.480   0.657  1.00  0.00           C  
HETATM   14 CL1  UNL     1      -3.817  -5.310  -0.334  1.00  0.00          CL  
HETATM   15 CL2  UNL     1      -0.951  -4.892   0.099  1.00  0.00          CL  
HETATM   16  C9  UNL     1      -2.104   1.789   0.238  1.00  0.00           C  
HETATM   17  O3  UNL     1      -3.414   2.020   0.617  1.00  0.00           O  
HETATM   18  N3  UNL     1      -1.317   2.746  -0.017  1.00  0.00           N  
HETATM   19  C10 UNL     1      -1.711   4.125   0.064  1.00  0.00           C  
HETATM   20  C11 UNL     1      -0.905   4.913   1.017  1.00  0.00           C  
HETATM   21  O4  UNL     1       0.032   4.405   1.687  1.00  0.00           O  
HETATM   22  O5  UNL     1      -1.180   6.247   1.184  1.00  0.00           O  
HETATM   23  C12 UNL     1       4.551  -0.769  -1.835  1.00  0.00           C  
HETATM   24  O6  UNL     1       4.810   0.106  -2.681  1.00  0.00           O  
HETATM   25  O7  UNL     1       4.542  -2.093  -2.240  1.00  0.00           O  
HETATM   26  H1  UNL     1       3.721   1.210   0.582  1.00  0.00           H  
HETATM   27  H2  UNL     1       5.323   1.264   0.000  1.00  0.00           H  
HETATM   28  H3  UNL     1       4.992  -0.897   0.269  1.00  0.00           H  
HETATM   29  H4  UNL     1       2.656  -0.626   0.992  1.00  0.00           H  
HETATM   30  H5  UNL     1       2.785  -1.971  -0.253  1.00  0.00           H  
HETATM   31  H6  UNL     1       2.163  -0.422  -2.022  1.00  0.00           H  
HETATM   32  H7  UNL     1       2.040   0.963  -0.863  1.00  0.00           H  
HETATM   33  H8  UNL     1       0.292  -2.325  -1.647  1.00  0.00           H  
HETATM   34  H9  UNL     1      -2.293  -0.155  -0.624  1.00  0.00           H  
HETATM   35  H10 UNL     1      -1.375   0.169   2.297  1.00  0.00           H  
HETATM   36  H11 UNL     1      -2.995  -0.200   1.693  1.00  0.00           H  
HETATM   37  H12 UNL     1      -3.790  -2.719   0.845  1.00  0.00           H  
HETATM   38  H13 UNL     1      -3.503  -2.995  -1.322  1.00  0.00           H  
HETATM   39  H14 UNL     1      -2.772  -4.729   1.705  1.00  0.00           H  
HETATM   40  H15 UNL     1      -3.732   2.196   1.540  1.00  0.00           H  
HETATM   41  H16 UNL     1      -2.768   4.163   0.417  1.00  0.00           H  
HETATM   42  H17 UNL     1      -1.649   4.565  -0.943  1.00  0.00           H  
HETATM   43  H18 UNL     1      -1.923   6.617   1.728  1.00  0.00           H  
HETATM   44  H19 UNL     1       3.701  -2.643  -2.151  1.00  0.00           H  
CONECT    1    2   26   27
CONECT    2    3   23   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6    7    7
CONECT    6   33
CONECT    7    8
CONECT    8    9   16   34
CONECT    9   10   35   36
CONECT   10   11
CONECT   11   12   13   37
CONECT   12   38
CONECT   13   14   15   39
CONECT   16   17   18   18
CONECT   17   40
CONECT   18   19
CONECT   19   20   41   42
CONECT   20   21   21   22
CONECT   22   43
CONECT   23   24   24   25
CONECT   25   44
END

HMDB0060506
     RDKit          3D
S-(2,2-Dichloro-1-hydroxy)ethyl glutathione
 44 43  0  0  0  0  0  0  0  0999 V2000
    4.3239    0.9909   -0.2313 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2573   -0.4500   -0.4329 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8505   -0.8819   -0.0599 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8946   -0.1261   -0.9931 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5020   -0.5413   -0.6355 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2172   -1.8776   -0.7446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3174    0.3076   -0.2661 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6526    0.3554    0.1417 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8997   -0.3263    1.4455 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5376   -2.0885    1.4589 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7552   -2.9717    0.4757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7087   -2.6623   -0.8560 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5856   -4.4799    0.6569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8170   -5.3103   -0.3340 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -0.9512   -4.8917    0.0989 Cl  0  0  0  0  0  0  0  0  0  0  0  0
   -2.1040    1.7895    0.2382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4138    2.0205    0.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3166    2.7459   -0.0175 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7109    4.1246    0.0637 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9047    4.9132    1.0169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0323    4.4053    1.6870 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1796    6.2471    1.1842 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5514   -0.7691   -1.8354 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8100    0.1064   -2.6811 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5424   -2.0929   -2.2396 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7208    1.2097    0.5822 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3234    1.2645    0.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9922   -0.8967    0.2686 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6555   -0.6264    0.9920 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7853   -1.9711   -0.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1626   -0.4217   -2.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0400    0.9630   -0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2921   -2.3253   -1.6467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2930   -0.1547   -0.6241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3754    0.1687    2.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9947   -0.2002    1.6931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7898   -2.7194    0.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5029   -2.9952   -1.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7719   -4.7293    1.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7317    2.1961    1.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7684    4.1629    0.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6495    4.5646   -0.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9227    6.6169    1.7281 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7012   -2.6432   -2.1509 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
 11 13  1  0
 13 14  1  0
 13 15  1  0
  8 16  1  0
 16 17  1  0
 16 18  2  3
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
  2 23  1  0
 23 24  2  0
 23 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  1
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  6 33  1  0
  8 34  1  6
  9 35  1  0
  9 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 17 40  1  0
 19 41  1  0
 19 42  1  0
 22 43  1  0
 25 44  1  0
M  END

Synonyms

Not Available

Molecular Formula

C₁₂H₁₉Cl₂N₃O₇S

Average Mass

420.266

Monoisotopic Mass

419.032076081

IUPAC Name

(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)-C-hydroxycarbonimidoyl]-2-[(2,2-dichloro-1-hydroxyethyl)sulfanyl]ethyl]-C-hydroxycarbonimidoyl}butanoic acid

Traditional Name

(2S)-2-amino-4-{[(1R)-1-(carboxymethyl-C-hydroxycarbonimidoyl)-2-[(2,2-dichloro-1-hydroxyethyl)sulfanyl]ethyl]-C-hydroxycarbonimidoyl}butanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C12H19Cl2N3O7S/c13-9(14)12(24)25-4-6(10(21)16-3-8(19)20)17-7(18)2-1-5(15)11(22)23/h5-6,9,12,24H,1-4,15H2,(H,16,21)(H,17,18)(H,19,20)(H,22,23)/t5-,6-,12?/m0/s1

InChI Key

RULDRNMMLPUXQI-LBHDVABESA-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
Glutamine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Cysteine or derivatives
Alpha-amino acid
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
L-alpha-amino acid
Halogenated fatty acid
Hydroxy fatty acid
Dicarboxylic acid or derivatives
Fatty amide
Fatty acyl
N-acyl-amine
Fatty acid
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Chlorohydrin
Amino acid
Halohydrin
Sulfenyl compound
Carboxylic acid
Organochloride
Hydrocarbon derivative
Alkyl halide
Alkyl chloride
Primary aliphatic amine
Organic nitrogen compound
Organic oxygen compound
Carbonyl group
Organohalogen compound
Amine
Organic oxide
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organosulfur compound
Primary amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

peptide (CHEBI:34958 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.2 g/L	ALOGPS
logP	-2.2	ALOGPS
logP	-2.3	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	1.79	ChemAxon
pKa (Strongest Basic)	9.54	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	186.03 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	90.48 m³·mol⁻¹	ChemAxon
Polarizability	38.87 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Not Available

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

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	1	Human ; Human feces; Human feces; pleural fluid plaque; bal; Human stool	Unknown

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

HMDB0060506

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

10128365

KEGG Compound ID

C14861

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11954070

PDB ID

Not Available

ChEBI ID

34958

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 S-(2,2-Dichloro-1-hydroxy)ethyl glutathione (MMDBc0030091)

MOL for #<Metabolite:0x00007f92084bcf20>

3D MOL for #<Metabolite:0x00007f92084bcf20>

3D SDF for #<Metabolite:0x00007f92084bcf20>

3D-SDF for #<Metabolite:0x00007f92084bcf20>

PDB for #<Metabolite:0x00007f92084bcf20>

3D PDB for #<Metabolite:0x00007f92084bcf20>

SMILES for #<Metabolite:0x00007f92084bcf20>

INCHI for #<Metabolite:0x00007f92084bcf20>

Structure for #<Metabolite:0x00007f92084bcf20>

3D Structure for #<Metabolite:0x00007f92084bcf20>