Hmdb loader

Showing metabocard for Glutathione (HMDB0000125)

Jump To Section:
IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (52)transporters (5) Show 57 proteinsXML
enzymes (52)transporters (5) Show 57 proteins
Show more accession numbersRead more...Show more...Show more...Show more...Show more...Show more...Show more...Show more...
Record Information
Version5.0
StatusDetected and Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2021-09-14 15:41:40 UTC
HMDB IDHMDB0000125
Secondary Accession Numbers
Metabolite Identification
Common NameGlutathione
Description
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000125 (Glutathione)

143
  Mrv1652309032023532D          

 20 19  0  0  1  0            999 V2000
    6.3799   -1.1096    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655   -0.6971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089    1.3654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    0.5404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.6971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6668    0.5404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9524   -0.6971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799    0.5404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234    0.1279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944    0.1279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5220    0.5404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6655    0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -0.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089    0.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2379    0.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9524    0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  2 15  2  0  0  0  0
  3 17  2  0  0  0  0
  4 18  1  0  0  0  0
  5 18  2  0  0  0  0
  6 20  1  0  0  0  0
  7 20  2  0  0  0  0
 13  8  1  6  0  0  0
  8 15  1  0  0  0  0
 14  9  1  1  0  0  0
 10 17  1  0  0  0  0
 10 19  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 13 17  1  0  0  0  0
 14 18  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
Download

3D MOL for HMDB0000125 (Glutathione)

HMDB0000125
     RDKit          3D
Glutathione
 37 36  0  0  0  0  0  0  0  0999 V2000
    5.0693   -0.2304    1.5246 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6419   -0.4408    1.3503 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4971   -1.3945    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0954   -1.7551   -0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2589   -0.6084   -0.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7237    0.5720   -0.6099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1026   -0.8089   -0.8996 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9421    0.3075   -1.2973 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5277    0.1198   -2.6712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5482   -1.3782   -2.7227 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967    0.4190   -0.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2090   -0.3823    0.6100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0556    1.4339   -0.5201 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1652    1.5376    0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0243    2.6738    0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7284    3.3601   -0.9980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1644    2.9493    0.7727 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0401   -1.0201    2.5907 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8059   -1.2516    2.6207 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8015   -1.3124    3.7155 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5563   -1.0334    1.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3053    0.6940    1.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1541    0.5354    1.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1280   -2.2785    0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9668   -0.9238   -0.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785   -2.4129   -1.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5944   -2.3901    0.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4940   -1.7677   -0.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3704    1.2472   -1.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7580    0.1004   -3.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1956    0.9787   -2.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8625   -2.4917   -2.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9620    2.1198   -1.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7599    0.5823    0.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7524    1.6754    1.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8458    3.5933    0.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7477   -1.0187    3.8540 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
  8 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
  2 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  6
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  7 28  1  0
  8 29  1  6
  9 30  1  0
  9 31  1  0
 10 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 17 36  1  0
 20 37  1  0
M  END
Download

3D SDF for HMDB0000125 (Glutathione)

143
  Mrv1652309032023532D          

 20 19  0  0  1  0            999 V2000
    6.3799   -1.1096    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.6655   -0.6971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089    1.3654    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0930    0.5404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075   -0.6971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6668    0.5404    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9524   -0.6971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3799    0.5404    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5220    1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.5234    0.1279    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.2365    0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9509    0.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944    0.1279    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5220    0.5404    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6655    0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0944   -0.6971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8089    0.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8075    0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2379    0.5404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9524    0.1279    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  2 15  2  0  0  0  0
  3 17  2  0  0  0  0
  4 18  1  0  0  0  0
  5 18  2  0  0  0  0
  6 20  1  0  0  0  0
  7 20  2  0  0  0  0
 13  8  1  6  0  0  0
  8 15  1  0  0  0  0
 14  9  1  1  0  0  0
 10 17  1  0  0  0  0
 10 19  1  0  0  0  0
 11 12  1  0  0  0  0
 11 14  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 13 17  1  0  0  0  0
 14 18  1  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000125

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1

> <INCHI_KEY>
RWSXRVCMGQZWBV-WDSKDSINSA-N

> <FORMULA>
C10H17N3O6S

> <MOLECULAR_WEIGHT>
307.323

> <EXACT_MASS>
307.083805981

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
29.11283212542198

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-2.74

> <JCHEM_LOGP>
-4.88467621618675

> <ALOGPS_LOGS>
-2.54

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.737311352465548

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.9364037247697885

> <JCHEM_PKA_STRONGEST_BASIC>
9.223740958320658

> <JCHEM_POLAR_SURFACE_AREA>
158.82000000000002

> <JCHEM_REFRACTIVITY>
69.11490000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.79e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glutathione

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0000125 (Glutathione)

HMDB0000125
     RDKit          3D
Glutathione
 37 36  0  0  0  0  0  0  0  0999 V2000
    5.0693   -0.2304    1.5246 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6419   -0.4408    1.3503 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4971   -1.3945    0.2007 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0954   -1.7551   -0.1568 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2589   -0.6084   -0.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7237    0.5720   -0.6099 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1026   -0.8089   -0.8996 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9421    0.3075   -1.2973 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5277    0.1198   -2.6712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5482   -1.3782   -2.7227 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0967    0.4190   -0.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2090   -0.3823    0.6100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0556    1.4339   -0.5201 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1652    1.5376    0.4028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0243    2.6738    0.0023 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7284    3.3601   -0.9980 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1644    2.9493    0.7727 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0401   -1.0201    2.5907 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8059   -1.2516    2.6207 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8015   -1.3124    3.7155 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5563   -1.0334    1.9492 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3053    0.6940    1.9129 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1541    0.5354    1.2057 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1280   -2.2785    0.4368 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9668   -0.9238   -0.7117 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1785   -2.4129   -1.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5944   -2.3901    0.6020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4940   -1.7677   -0.8615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3704    1.2472   -1.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7580    0.1004   -3.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1956    0.9787   -2.8629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8625   -2.4917   -2.2011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9620    2.1198   -1.3316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7599    0.5823    0.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7524    1.6754    1.4283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8458    3.5933    0.3962 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7477   -1.0187    3.8540 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
  8 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
  2 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  6
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  7 28  1  0
  8 29  1  6
  9 30  1  0
  9 31  1  0
 10 32  1  0
 13 33  1  0
 14 34  1  0
 14 35  1  0
 17 36  1  0
 20 37  1  0
M  END
Download

PDB for HMDB0000125 (Glutathione)

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 143                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  S   UNK     0      11.909  -2.071   0.000  0.00  0.00           S+0
HETATM    2  O   UNK     0      10.576  -1.301   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      14.577   2.549   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0       3.907   1.009   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0       5.241  -1.301   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      19.911   1.009   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      18.578  -1.301   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      11.909   1.009   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0       6.574   2.549   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0      15.910   0.239   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0       7.908   0.239   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.242   1.009   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.243   0.239   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.574   1.009   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.576   0.239   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.243  -1.301   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.577   1.009   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.241   0.239   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      17.244   1.009   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      18.578   0.239   0.000  0.00  0.00           C+0
CONECT    1   16                                                            
CONECT    2   15                                                            
CONECT    3   17                                                            
CONECT    4   18                                                            
CONECT    5   18                                                            
CONECT    6   20                                                            
CONECT    7   20                                                            
CONECT    8   13   15                                                       
CONECT    9   14                                                            
CONECT   10   17   19                                                       
CONECT   11   12   14                                                       
CONECT   12   11   15                                                       
CONECT   13    8   16   17                                                  
CONECT   14    9   11   18                                                  
CONECT   15    2    8   12                                                  
CONECT   16    1   13                                                       
CONECT   17    3   10   13                                                  
CONECT   18    4    5   14                                                  
CONECT   19   10   20                                                       
CONECT   20    6    7   19                                                  
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END
Download

3D PDB for HMDB0000125 (Glutathione)

COMPND    HMDB0000125
HETATM    1  N1  UNL     1       5.069  -0.230   1.525  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.642  -0.441   1.350  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.497  -1.395   0.201  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.095  -1.755  -0.157  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.259  -0.608  -0.558  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.724   0.572  -0.610  1.00  0.00           O  
HETATM    7  N2  UNL     1      -0.103  -0.809  -0.900  1.00  0.00           N  
HETATM    8  C5  UNL     1      -0.942   0.308  -1.297  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.528   0.120  -2.671  1.00  0.00           C  
HETATM   10  S1  UNL     1      -2.548  -1.378  -2.723  1.00  0.00           S  
HETATM   11  C7  UNL     1      -2.097   0.419  -0.341  1.00  0.00           C  
HETATM   12  O2  UNL     1      -2.209  -0.382   0.610  1.00  0.00           O  
HETATM   13  N3  UNL     1      -3.056   1.434  -0.520  1.00  0.00           N  
HETATM   14  C8  UNL     1      -4.165   1.538   0.403  1.00  0.00           C  
HETATM   15  C9  UNL     1      -5.024   2.674   0.002  1.00  0.00           C  
HETATM   16  O3  UNL     1      -4.728   3.360  -0.998  1.00  0.00           O  
HETATM   17  O4  UNL     1      -6.164   2.949   0.773  1.00  0.00           O  
HETATM   18  C10 UNL     1       3.040  -1.020   2.591  1.00  0.00           C  
HETATM   19  O5  UNL     1       1.806  -1.252   2.621  1.00  0.00           O  
HETATM   20  O6  UNL     1       3.802  -1.312   3.715  1.00  0.00           O  
HETATM   21  H1  UNL     1       5.556  -1.033   1.949  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.305   0.694   1.913  1.00  0.00           H  
HETATM   23  H3  UNL     1       3.154   0.535   1.206  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.128  -2.279   0.437  1.00  0.00           H  
HETATM   25  H5  UNL     1       3.967  -0.924  -0.712  1.00  0.00           H  
HETATM   26  H6  UNL     1       2.179  -2.413  -1.075  1.00  0.00           H  
HETATM   27  H7  UNL     1       1.594  -2.390   0.602  1.00  0.00           H  
HETATM   28  H8  UNL     1      -0.494  -1.768  -0.861  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.370   1.247  -1.283  1.00  0.00           H  
HETATM   30  H10 UNL     1      -0.758   0.100  -3.464  1.00  0.00           H  
HETATM   31  H11 UNL     1      -2.196   0.979  -2.863  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.862  -2.492  -2.201  1.00  0.00           H  
HETATM   33  H13 UNL     1      -2.962   2.120  -1.332  1.00  0.00           H  
HETATM   34  H14 UNL     1      -4.760   0.582   0.417  1.00  0.00           H  
HETATM   35  H15 UNL     1      -3.752   1.675   1.428  1.00  0.00           H  
HETATM   36  H16 UNL     1      -6.846   3.593   0.396  1.00  0.00           H  
HETATM   37  H17 UNL     1       4.748  -1.019   3.854  1.00  0.00           H  
CONECT    1    2   21   22
CONECT    2    3   18   23
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6    6    7
CONECT    7    8   28
CONECT    8    9   11   29
CONECT    9   10   30   31
CONECT   10   32
CONECT   11   12   12   13
CONECT   13   14   33
CONECT   14   15   34   35
CONECT   15   16   16   17
CONECT   17   36
CONECT   18   19   19   20
CONECT   20   37
END
Download

SMILES for HMDB0000125 (Glutathione)

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

INCHI for HMDB0000125 (Glutathione)

InChI=1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1
Download
View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
Chemical FormulaC10H17N3O6S
Average Molecular Weight307.323
Monoisotopic Molecular Weight307.083805981
IUPAC Name(2S)-2-amino-4-{[(1R)-1-[(carboxymethyl)carbamoyl]-2-sulfanylethyl]carbamoyl}butanoic acid
Traditional Nameglutathione
CAS Registry Number70-18-8
SMILES
N[C@@H](CCC(=O)N[C@@H](CS)C(=O)NCC(O)=O)C(O)=O
InChI Identifier
InChI=1S/C10H17N3O6S/c11-5(10(18)19)1-2-7(14)13-6(4-20)9(17)12-3-8(15)16/h5-6,20H,1-4,11H2,(H,12,17)(H,13,14)(H,15,16)(H,18,19)/t5-,6-/m0/s1
InChI KeyRWSXRVCMGQZWBV-WDSKDSINSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as peptides. Peptides 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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentPeptides
Alternative Parents
Substituents
  • Alpha peptide
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid
  • Alpha-amino acid or derivatives
  • L-alpha-amino acid
  • Dicarboxylic acid or derivatives
  • Fatty acid
  • Amino acid or derivatives
  • Amino acid
  • Alkylthiol
  • Carboximidic acid
  • Carboximidic acid derivative
  • Carboxylic acid
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Hydrocarbon derivative
  • Primary aliphatic amine
  • Organic oxide
  • Organic oxygen compound
  • Organic nitrogen compound
  • Carbonyl group
  • Amine
  • Organonitrogen compound
  • Organooxygen compound
  • Organosulfur compound
  • Organopnictogen compound
  • Primary amine
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effect
Health effect
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
Role
Industrial applicationBiological role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point195 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility292.5 mg/mLNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Baker164.24530932474
[M-H]-Not Available161.9http://allccs.zhulab.cn/database/detail?ID=AllCCS00000074
[M+H]+Not Available167.9http://allccs.zhulab.cn/database/detail?ID=AllCCS00000074
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
  • Mitochondria
  • Endoplasmic reticulum
Biospecimen Locations
  • Blood
  • Cellular Cytoplasm
  • Cerebrospinal Fluid (CSF)
  • Saliva
  • Urine
Tissue Locations
  • All Tissues
  • Placenta
Pathways
Normal Concentrations
Abnormal Concentrations
Associated Disorders and Diseases
Disease References
Canavan disease
  1. Tavazzi B, Lazzarino G, Leone P, Amorini AM, Bellia F, Janson CG, Di Pietro V, Ceccarelli L, Donzelli S, Francis JS, Giardina B: Simultaneous high performance liquid chromatographic separation of purines, pyrimidines, N-acetylated amino acids, and dicarboxylic acids for the chemical diagnosis of inborn errors of metabolism. Clin Biochem. 2005 Nov;38(11):997-1008. Epub 2005 Sep 1. [PubMed:16139832 ]
Schizophrenia
  1. Ballesteros A, Summerfelt A, Du X, Jiang P, Chiappelli J, Tagamets M, O'Donnell P, Kochunov P, Hong LE: Electrophysiological intermediate biomarkers for oxidative stress in schizophrenia. Clin Neurophysiol. 2013 Nov;124(11):2209-15. doi: 10.1016/j.clinph.2013.05.021. Epub 2013 Jun 30. [PubMed:23823132 ]
  2. Fukushima T, Iizuka H, Yokota A, Suzuki T, Ohno C, Kono Y, Nishikiori M, Seki A, Ichiba H, Watanabe Y, Hongo S, Utsunomiya M, Nakatani M, Sadamoto K, Yoshio T: Quantitative analyses of schizophrenia-associated metabolites in serum: serum D-lactate levels are negatively correlated with gamma-glutamylcysteine in medicated schizophrenia patients. PLoS One. 2014 Jul 8;9(7):e101652. doi: 10.1371/journal.pone.0101652. eCollection 2014. [PubMed:25004141 ]
Gamma-glutamyl transpeptidase deficiency
  1. Schulman JD, Goodman SI, Mace JW, Patrick AD, Tietze F, Butler EJ: Glutathionuria: inborn error of metabolism due to tissue deficiency of gamma-glutamyl transpeptidase. Biochem Biophys Res Commun. 1975 Jul 8;65(1):68-74. [PubMed:238530 ]
Traumatic brain injury
  1. Bayir H, Kagan VE, Tyurina YY, Tyurin V, Ruppel RA, Adelson PD, Graham SH, Janesko K, Clark RS, Kochanek PM: Assessment of antioxidant reserves and oxidative stress in cerebrospinal fluid after severe traumatic brain injury in infants and children. Pediatr Res. 2002 May;51(5):571-8. [PubMed:11978879 ]
Multiple sclerosis
  1. Calabrese V, Scapagnini G, Ravagna A, Bella R, Butterfield DA, Calvani M, Pennisi G, Giuffrida Stella AM: Disruption of thiol homeostasis and nitrosative stress in the cerebrospinal fluid of patients with active multiple sclerosis: evidence for a protective role of acetylcarnitine. Neurochem Res. 2003 Sep;28(9):1321-8. [PubMed:12938853 ]
Associated OMIM IDs
DrugBank IDDB00143
Phenol Explorer Compound IDNot Available
FooDB IDFDB001498
KNApSAcK IDC00001518
Chemspider ID111188
KEGG Compound IDC00051
BioCyc IDGLUTATHIONE
BiGG ID33669
Wikipedia LinkGlutathione
METLIN ID44
PubChem Compound124886
PDB IDNot Available
ChEBI ID16856
Food Biomarker OntologyNot Available
VMH IDGTHRD
MarkerDB IDMDB00000060
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References

Only showing the first 10 proteins. There are 57 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details
1. Prostaglandin E synthase
General function:
Involved in prostaglandin-E synthase activity
Specific function:
Catalyzes the oxidoreduction of prostaglandin endoperoxide H2 (PGH2) to prostaglandin E2 (PGE2).
Gene Name:
PTGES
Uniprot ID:
O14684
Molecular weight:
17102.135
Enzyme Details
2. Glutathione reductase, mitochondrial
General function:
Involved in oxidoreductase activity
Specific function:
Maintains high levels of reduced glutathione in the cytosol.
Gene Name:
GSR
Uniprot ID:
P00390
Molecular weight:
56256.565
Reactions
Glutathione + NADP → Oxidized glutathione + NADPHdetails
Glutathione + NAD → Oxidized glutathione + NADH + Hydrogen Iondetails
Glutathione + NADP → Oxidized glutathione + NADPH + Hydrogen Iondetails
References
  1. Messarah M, Boulakoud MS, Boumendjel A, Abdennour C, El Feki A: The impact of thyroid activity variations on some oxidizing-stress parameters in rats. C R Biol. 2007 Feb;330(2):107-12. Epub 2006 Dec 12. [PubMed:17303537 ]
  2. Brocardo PS, Assini F, Franco JL, Pandolfo P, Muller YM, Takahashi RN, Dafre AL, Rodrigues AL: Zinc attenuates malathion-induced depressant-like behavior and confers neuroprotection in the rat brain. Toxicol Sci. 2007 May;97(1):140-8. Epub 2007 Feb 27. [PubMed:17327255 ]
  3. Guruvayoorappan C, Afira AH, Kuttan G: Antioxidant potential of Biophytum sensitivum extract in vitro and in vivo. J Basic Clin Physiol Pharmacol. 2006;17(4):255-67. [PubMed:17338281 ]
  4. Markaryan AA, Dubinskaya VA, Dargaeva TD: Peroxide-eliminating oxidoreductases as biosensors of antioxidant components of medicinal plants. Bull Exp Biol Med. 2006 Jul;142(1):55-6. [PubMed:17369902 ]
  5. Maity S, Roy S, Chaudhury S, Bhattacharya S: Antioxidant responses of the earthworm Lampito mauritii exposed to Pb and Zn contaminated soil. Environ Pollut. 2008 Jan;151(1):1-7. Epub 2007 May 23. [PubMed:17512104 ]
Enzyme Details
3. Peroxiredoxin-6
General function:
Involved in antioxidant activity
Specific function:
Involved in redox regulation of the cell. Can reduce H(2)O(2) and short chain organic, fatty acid, and phospholipid hydroperoxides. May play a role in the regulation of phospholipid turnover as well as in protection against oxidative injury.
Gene Name:
PRDX6
Uniprot ID:
P30041
Molecular weight:
25034.715
Reactions
Glutathione + Hydrogen peroxide → Oxidized glutathione + Waterdetails
Enzyme Details
4. Lactoylglutathione lyase
General function:
Involved in lactoylglutathione lyase activity
Specific function:
Catalyzes the conversion of hemimercaptal, formed from methylglyoxal and glutathione, to S-lactoylglutathione. Involved in the regulation of TNF-induced transcriptional activity of NF-kappa-B.
Gene Name:
GLO1
Uniprot ID:
Q04760
Molecular weight:
20777.515
Reactions
S-Lactoylglutathione → Glutathione + Pyruvaldehydedetails
References
  1. Barati MT, Merchant ML, Kain AB, Jevans AW, McLeish KR, Klein JB: Proteomic analysis defines altered cellular redox pathways and advanced glycation end-product metabolism in glomeruli of db/db diabetic mice. Am J Physiol Renal Physiol. 2007 Oct;293(4):F1157-65. Epub 2007 Jul 3. [PubMed:17609286 ]
  2. Deponte M, Sturm N, Mittler S, Harner M, Mack H, Becker K: Allosteric coupling of two different functional active sites in monomeric Plasmodium falciparum glyoxalase I. J Biol Chem. 2007 Sep 28;282(39):28419-30. Epub 2007 Jul 30. [PubMed:17664277 ]
Enzyme Details
5. S-formylglutathione hydrolase
General function:
Involved in carboxylesterase activity
Specific function:
Serine hydrolase involved in the detoxification of formaldehyde.
Gene Name:
ESD
Uniprot ID:
P10768
Molecular weight:
31462.545
Reactions
S-Formylglutathione + Water → Glutathione + Formic aciddetails
References
  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. [PubMed:17139284 ]
  2. Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. [PubMed:17016423 ]
  3. Yurimoto H, Lee B, Yano T, Sakai Y, Kato N: Physiological role of S-formylglutathione hydrolase in C(1) metabolism of the methylotrophic yeast Candida boidinii. Microbiology. 2003 Aug;149(Pt 8):1971-9. [PubMed:12904537 ]
  4. Neben I, Sahm H, Kula MR: Studies on an enzyme, S-formylglutathione hydrolase, of the dissimilatory pathway of methanol in Candida boidinii. Biochim Biophys Acta. 1980 Jul 10;614(1):81-91. [PubMed:7397203 ]
  5. Sabatier L, Hoffschir F, al Achkar WA, Turleau C, de Grouchy J, Dutrillaux B: The decrease of catalase or esterase D activity in patients with microdeletions of 11p or 13q does not increase their radiosensitivity. Ann Genet. 1989;32(3):144-8. [PubMed:2554783 ]
Enzyme Details
6. Gamma-glutamyltranspeptidase 1
General function:
Involved in gamma-glutamyltransferase activity
Specific function:
Initiates extracellular glutathione (GSH) breakdown, provides cells with a local cysteine supply and contributes to maintain intracellular GSH level. It is part of the cell antioxidant defense mechanism. Catalyzes the transfer of the glutamyl moiety of glutathione to amino acids and dipeptide acceptors. Alternatively, glutathione can be hydrolyzed to give Cys-Gly and gamma glutamate. Isoform 3 seems to be inactive.
Gene Name:
GGT1
Uniprot ID:
P19440
Molecular weight:
61409.67
Reactions
Glutathione + Water → Cysteinylglycine + Glutamic aciddetails
Glutathione + L-Amino acid → Cysteinylglycine + (5-L-Glutamyl)-L-amino aciddetails
References
  1. Ohkama-Ohtsu N, Zhao P, Xiang C, Oliver DJ: Glutathione conjugates in the vacuole are degraded by gamma-glutamyl transpeptidase GGT3 in Arabidopsis. Plant J. 2007 Mar;49(5):878-88. [PubMed:17316176 ]
  2. Martin MN, Saladores PH, Lambert E, Hudson AO, Leustek T: Localization of members of the gamma-glutamyl transpeptidase family identifies sites of glutathione and glutathione S-conjugate hydrolysis. Plant Physiol. 2007 Aug;144(4):1715-32. Epub 2007 Jun 1. [PubMed:17545509 ]
  3. Anilakumar KR, Nagaraj NS, Santhanam K: Reduction of hexachlorocyclohexane-induced oxidative stress and cytotoxicity in rat liver by Emblica officinalis gaertn. Indian J Exp Biol. 2007 May;45(5):450-4. [PubMed:17569287 ]
  4. Adamis PD, Panek AD, Eleutherio EC: Vacuolar compartmentation of the cadmium-glutathione complex protects Saccharomyces cerevisiae from mutagenesis. Toxicol Lett. 2007 Aug 30;173(1):1-7. Epub 2007 Jun 14. [PubMed:17644279 ]
  5. Zhu Y, Carvey PM, Ling Z: Altered glutathione homeostasis in animals prenatally exposed to lipopolysaccharide. Neurochem Int. 2007 Mar;50(4):671-80. Epub 2007 Jan 13. [PubMed:17291629 ]
Enzyme Details
7. Gamma-glutamyltransferase 7
General function:
Involved in gamma-glutamyltransferase activity
Specific function:
Cleaves glutathione conjugates (By similarity).
Gene Name:
GGT7
Uniprot ID:
Q9UJ14
Molecular weight:
70466.015
Reactions
Glutathione + Water → Cysteinylglycine + Glutamic aciddetails
Glutathione + L-Amino acid → Cysteinylglycine + (5-L-Glutamyl)-L-amino aciddetails
Enzyme Details
8. Glutathione synthetase
General function:
Involved in catalytic activity
Specific function:
Not Available
Gene Name:
GSS
Uniprot ID:
P48637
Molecular weight:
52384.325
Reactions
Adenosine triphosphate + gamma-Glutamylcysteine + Glycine → ADP + Phosphate + Glutathionedetails
References
  1. Herrera K, Cahoon RE, Kumaran S, Jez J: Reaction mechanism of glutathione synthetase from Arabidopsis thaliana: site-directed mutagenesis of active site residues. J Biol Chem. 2007 Jun 8;282(23):17157-65. Epub 2007 Apr 22. [PubMed:17452339 ]
  2. Mohanpuria P, Rana NK, Yadav SK: Cadmium induced oxidative stress influence on glutathione metabolic genes of Camellia sinensis (L.) O. Kuntze. Environ Toxicol. 2007 Aug;22(4):368-74. [PubMed:17607728 ]
  3. Forcella M, Berra E, Giacchini R, Parenti P: Antioxidant defenses preserve membrane transport activity in Chironomus riparius larvae exposed to anoxia. Arch Insect Biochem Physiol. 2007 Aug;65(4):181-94. [PubMed:17630655 ]
  4. Janaky R, Dohovics R, Saransaari P, Oja SS: Modulation of [3H]dopamine release by glutathione in mouse striatal slices. Neurochem Res. 2007 Aug;32(8):1357-64. Epub 2007 Mar 31. [PubMed:17401648 ]
  5. Bridges CC, Battle JR, Zalups RK: Transport of thiol-conjugates of inorganic mercury in human retinal pigment epithelial cells. Toxicol Appl Pharmacol. 2007 Jun 1;221(2):251-60. Epub 2007 Mar 23. [PubMed:17467761 ]
Enzyme Details
9. Leukotriene C4 synthase
General function:
Involved in enzyme activator activity
Specific function:
Catalyzes the conjugation of leukotriene A4 with reduced glutathione to form leukotriene C4.
Gene Name:
LTC4S
Uniprot ID:
Q16873
Molecular weight:
16566.465
Reactions
Leukotriene C(4) → leukotriene A(4) + Glutathionedetails
Leukotriene A4 + Glutathione → Leukotriene C4details
References
  1. Martinez Molina D, Wetterholm A, Kohl A, McCarthy AA, Niegowski D, Ohlson E, Hammarberg T, Eshaghi S, Haeggstrom JZ, Nordlund P: Structural basis for synthesis of inflammatory mediators by human leukotriene C4 synthase. Nature. 2007 Aug 2;448(7153):613-6. Epub 2007 Jul 15. [PubMed:17632546 ]
  2. Ago H, Kanaoka Y, Irikura D, Lam BK, Shimamura T, Austen KF, Miyano M: Crystal structure of a human membrane protein involved in cysteinyl leukotriene biosynthesis. Nature. 2007 Aug 2;448(7153):609-12. Epub 2007 Jul 15. [PubMed:17632548 ]
Enzyme Details
10. Glutathione S-transferase Mu 2
General function:
Involved in glutathione transferase activity
Specific function:
Conjugation of reduced glutathione to a wide number of exogenous and endogenous hydrophobic electrophiles.
Gene Name:
GSTM2
Uniprot ID:
P28161
Molecular weight:
25744.395
Reactions
RX + Glutathione → HX + R-S-glutathionedetails
RX + Glutathione → Halide + R-S-Glutathionedetails
Naphthalene epoxide + Glutathione → (1R)-Hydroxy-(2R)-glutathionyl-1,2-dihydronaphthalenedetails
(1S,2R)-Naphthalene 1,2-oxide + Glutathione → (1R)-Glutathionyl-(2R)-hydroxy-1,2-dihydronaphthalenedetails
(1S,2R)-Naphthalene 1,2-oxide + Glutathione → (1S)-Hydroxy-(2S)-glutathionyl-1,2-dihydronaphthalenedetails
1-Nitronaphthalene-7,8-oxide + Glutathione → 1-Nitro-7-hydroxy-8-glutathionyl-7,8-dihydronaphthalenedetails
1-Nitronaphthalene-7,8-oxide + Glutathione → 1-Nitro-7-glutathionyl-8-hydroxy-7,8-dihydronaphthalenedetails
1-Nitronaphthalene-5,6-oxide + Glutathione → 1-Nitro-5-hydroxy-6-glutathionyl-5,6-dihydronaphthalenedetails
1-Nitronaphthalene-5,6-oxide + Glutathione → 1-Nitro-5-glutathionyl-6-hydroxy-5,6-dihydronaphthalenedetails
Bromobenzene-3,4-oxide + Glutathione → 3,4-Dihydro-3-hydroxy-4-S-glutathionyl bromobenzenedetails
Bromobenzene-2,3-oxide + Glutathione → 2,3-Dihydro-2-S-glutathionyl-3-hydroxy bromobenzenedetails
Benzo[a]pyrene-4,5-oxide + Glutathione → 4,5-Dihydro-4-hydroxy-5-S-glutathionyl-benzo[a]pyrenedetails
Benzo[a]pyrene-7,8-diol + Glutathione → 7,8-Dihydro-7-hydroxy-8-S-glutathionyl-benzo[a]pyrene + Waterdetails
2,2-Dichloroacetaldehyde + Glutathione → S-(2,2-Dichloro-1-hydroxy)ethyl glutathionedetails
1,1-Dichloroethylene epoxide + Glutathione → 2-(S-Glutathionyl)acetyl chloride + Hydrochloric aciddetails
Chloroacetyl chloride + Glutathione → S-(2-Chloroacetyl)glutathione + Hydrochloric aciddetails
2-(S-Glutathionyl)acetyl chloride + Glutathione → 2-(S-Glutathionyl)acetyl glutathione + Hydrochloric aciddetails
Trichloroethylene + Glutathione → S-(1,2-Dichlorovinyl)glutathione + Hydrochloric aciddetails
1,2-Dibromoethane + Glutathione + Hydrogen Ion → Glutathione episulfonium ion + Bromidedetails
2-Bromoacetaldehyde + Glutathione → S-(Formylmethyl)glutathione + Bromidedetails
Aldophosphamide + Glutathione → 4-Glutathionyl cyclophosphamide + Waterdetails
2,3-Epoxyaflatoxin B1 + Glutathione → Aflatoxin B1exo-8,9-epoxide-GSHdetails
References
  1. Kurtovic S, Jansson R, Mannervik B: Colorimetric endpoint assay for enzyme-catalyzed iodide ion release for high-throughput screening in microtiter plates. Arch Biochem Biophys. 2007 Aug 15;464(2):284-7. Epub 2007 Apr 24. [PubMed:17490601 ]
  2. Vararattanavech A, Ketterman AJ: A functionally conserved basic residue in glutathione transferases interacts with the glycine moiety of glutathione and is pivotal for enzyme catalysis. Biochem J. 2007 Sep 1;406(2):247-56. [PubMed:17523921 ]
  3. Gallagher EP, Huisden CM, Gardner JL: Transfection of HepG2 cells with hGSTA4 provides protection against 4-hydroxynonenal-mediated oxidative injury. Toxicol In Vitro. 2007 Dec;21(8):1365-72. Epub 2007 Apr 27. [PubMed:17553661 ]
  4. Yalcinkaya S, Unlucerci Y, Uysal M: Methionine-supplemented diet augments hepatotoxicity and prooxidant status in chronically ethanol-treated rats. Exp Toxicol Pathol. 2007 Aug;58(6):455-9. Epub 2007 May 11. [PubMed:17498936 ]
  5. Roh JY, Jung IH, Lee JY, Choi J: Toxic effects of di(2-ethylhexyl)phthalate on mortality, growth, reproduction and stress-related gene expression in the soil nematode Caenorhabditis elegans. Toxicology. 2007 Jul 31;237(1-3):126-33. Epub 2007 May 18. [PubMed:17604895 ]

Transporters

Enzyme Details
1. Canalicular multispecific organic anion transporter 1
General function:
Involved in ATP binding
Specific function:
Mediates hepatobiliary excretion of numerous organic anions. May function as a cellular cisplatin transporter
Gene Name:
ABCC2
Uniprot ID:
Q92887
Molecular weight:
174205.6
References
  1. Paulusma CC, van Geer MA, Evers R, Heijn M, Ottenhoff R, Borst P, Oude Elferink RP: Canalicular multispecific organic anion transporter/multidrug resistance protein 2 mediates low-affinity transport of reduced glutathione. Biochem J. 1999 Mar 1;338 ( Pt 2):393-401. [PubMed:10024515 ]
  2. Hagmann W, Nies AT, Konig J, Frey M, Zentgraf H, Keppler D: Purification of the human apical conjugate export pump MRP2 reconstitution and functional characterization as substrate-stimulated ATPase. Eur J Biochem. 1999 Oct 1;265(1):281-9. [PubMed:10491184 ]
  3. Nishida T, Gatmaitan Z, Roy-Chowdhry J, Arias IM: Two distinct mechanisms for bilirubin glucuronide transport by rat bile canalicular membrane vesicles. Demonstration of defective ATP-dependent transport in rats (TR-) with inherited conjugated hyperbilirubinemia. J Clin Invest. 1992 Nov;90(5):2130-5. [PubMed:1430236 ]
  4. Stieger B, Fattinger K, Madon J, Kullak-Ublick GA, Meier PJ: Drug- and estrogen-induced cholestasis through inhibition of the hepatocellular bile salt export pump (Bsep) of rat liver. Gastroenterology. 2000 Feb;118(2):422-30. [PubMed:10648470 ]
  5. Madon J, Hagenbuch B, Landmann L, Meier PJ, Stieger B: Transport function and hepatocellular localization of mrp6 in rat liver. Mol Pharmacol. 2000 Mar;57(3):634-41. [PubMed:10692506 ]
Enzyme Details
2. Multidrug resistance-associated protein 1
General function:
Involved in ATP binding
Specific function:
Mediates export of organic anions and drugs from the cytoplasm. Mediates ATP-dependent transport of glutathione and glutathione conjugates, leukotriene C4, estradiol-17-beta-o- glucuronide, methotrexate, antiviral drugs and other xenobiotics. Confers resistance to anticancer drugs. Hydrolyzes ATP with low efficiency
Gene Name:
ABCC1
Uniprot ID:
P33527
Molecular weight:
171589.5
References
  1. Heijn M, Hooijberg JH, Scheffer GL, Szabo G, Westerhoff HV, Lankelma J: Anthracyclines modulate multidrug resistance protein (MRP) mediated organic anion transport. Biochim Biophys Acta. 1997 May 22;1326(1):12-22. [PubMed:9188796 ]
  2. Evers R, de Haas M, Sparidans R, Beijnen J, Wielinga PR, Lankelma J, Borst P: Vinblastine and sulfinpyrazone export by the multidrug resistance protein MRP2 is associated with glutathione export. Br J Cancer. 2000 Aug;83(3):375-83. [PubMed:10917554 ]
  3. Jedlitschky G, Leier I, Buchholz U, Barnouin K, Kurz G, Keppler D: Transport of glutathione, glucuronate, and sulfate conjugates by the MRP gene-encoded conjugate export pump. Cancer Res. 1996 Mar 1;56(5):988-94. [PubMed:8640791 ]
  4. Minich T, Riemer J, Schulz JB, Wielinga P, Wijnholds J, Dringen R: The multidrug resistance protein 1 (Mrp1), but not Mrp5, mediates export of glutathione and glutathione disulfide from brain astrocytes. J Neurochem. 2006 Apr;97(2):373-84. Epub 2006 Mar 15. [PubMed:16539673 ]
Enzyme Details
3. Canalicular multispecific organic anion transporter 2
General function:
Involved in ATP binding
Specific function:
May act as an inducible transporter in the biliary and intestinal excretion of organic anions. Acts as an alternative route for the export of bile acids and glucuronides from cholestatic hepatocytes
Gene Name:
ABCC3
Uniprot ID:
O15438
Molecular weight:
169341.1
References
  1. Zelcer N, Saeki T, Reid G, Beijnen JH, Borst P: Characterization of drug transport by the human multidrug resistance protein 3 (ABCC3). J Biol Chem. 2001 Dec 7;276(49):46400-7. [PubMed:11581266 ]
Enzyme Details
4. Multidrug resistance-associated protein 4
General function:
Involved in ATP binding
Specific function:
May be an organic anion pump relevant to cellular detoxification
Gene Name:
ABCC4
Uniprot ID:
O15439
Molecular weight:
149525.3
References
  1. Lai L, Tan TM: Role of glutathione in the multidrug resistance protein 4 (MRP4/ABCC4)-mediated efflux of cAMP and resistance to purine analogues. Biochem J. 2002 Feb 1;361(Pt 3):497-503. [PubMed:11802779 ]
Enzyme Details
5. Multidrug resistance-associated protein 5
General function:
Involved in ATP binding
Specific function:
Acts as a multispecific organic anion pump which can transport nucleotide analogs
Gene Name:
ABCC5
Uniprot ID:
O15440
Molecular weight:
160658.8
References
  1. Minich T, Riemer J, Schulz JB, Wielinga P, Wijnholds J, Dringen R: The multidrug resistance protein 1 (Mrp1), but not Mrp5, mediates export of glutathione and glutathione disulfide from brain astrocytes. J Neurochem. 2006 Apr;97(2):373-84. Epub 2006 Mar 15. [PubMed:16539673 ]

Only showing the first 10 proteins. There are 57 proteins in total.

Show all enzymes and transporters