MiMeDB: Showing metabocard for gamma-Glutamylglutamic acid (MMDBc0000454)

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Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:38:07 UTC

Update Date

2024-04-30 19:32:27 UTC

Metabolite ID

MMDBc0000454

Metabolite Identification

Common Name

gamma-Glutamylglutamic acid

Description

gamma-Glutamylglutamic acid is a dipeptide composed of gamma-glutamate and glutamic acid. Glutamic acid (Glu), also referred to as glutamate (the anion), is one of the 20 proteinogenic amino acids. It is not among the essential amino acids. Glutamate is a key molecule in cellular metabolism. In humans, dietary proteins are broken down by digestion into amino acids, which serve as metabolic fuel and other functional roles in the body. Glutamate is the most abundant fast excitatory neurotransmitter in the mammalian nervous system. At chemical synapses, glutamate is stored in vesicles. Nerve impulses trigger release of glutamate from the pre-synaptic cell. In the opposing post-synaptic cell, glutamate receptors, such as the NMDA receptor, bind glutamate and are activated. Because of its role in synaptic plasticity, it is believed that glutamic acid is involved in cognitive functions like learning and memory in the brain. Glutamate transporters are found in neuronal and glial membranes. They rapidly remove glutamate from the extracellular space. In brain injury or disease, they can work in reverse and excess glutamate can accumulate outside cells. This process causes calcium ions to enter cells via NMDA receptor channels, leading to neuronal damage and eventual cell death, and is called excitotoxicity. The mechanisms of cell death include: (1) damage to mitochondria from excessively high intracellular Ca2+ (2) Glu/Ca2+-mediated promotion of transcription factors for pro-apoptotic genes, or downregulation of transcription factors for anti-apoptotic genes. Excitotoxicity due to glutamate occurs as part of the ischemic cascade and is associated with stroke and diseases like amyotrophic lateral sclerosis, lathyrism, and Alzheimer's disease. Glutamic acid has been implicated in epileptic seizures. Microinjection of glutamic acid into neurons produce spontaneous depolarization around one second apart, and this firing pattern is similar to what is known as paroxysmal depolarizing shift in epileptic attacks. This change in the resting membrane potential at seizure foci could cause spontaneous opening of voltage activated calcium channels, leading to glutamic acid release and further depolarization (Wikipedia).

Structure

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

HMDB0011737
     RDKit          3D
gamma-Glutamylglutamic acid
 35 34  0  0  0  0  0  0  0  0999 V2000
    2.8271   -0.2383    2.3750 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2897   -0.6467    1.0612 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1994    0.5038    0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8228    1.0362   -0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8462    0.0747   -0.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1169   -1.1268   -0.8692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4937    0.5006   -0.7917 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5257   -0.3855   -1.2879 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5983   -0.6338   -0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2471    0.6756    0.1317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3133    0.4619    1.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5414   -0.6905    1.5517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0120    1.5581    1.6178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1233    0.1071   -2.5409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6998    1.1965   -3.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1186   -0.5432   -3.2156 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7578   -0.9469    1.2174 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3683   -0.8408    2.2865 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4437   -1.3684    0.0685 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7890   -0.1338    2.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2094    0.7061    2.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7255   -1.5313    0.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6466    0.2561   -0.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8283    1.3252    0.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4322    1.5263    0.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904    1.8672   -0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7808    1.4785   -0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0415   -1.3834   -1.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4055   -1.2832   -0.6433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1989   -1.1450    0.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4565    1.3517    0.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6341    1.1508   -0.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8949    1.4593    2.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0385   -0.1964   -3.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9305   -1.9257   -0.6131 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
 11 13  1  0
  8 14  1  0
 14 15  2  0
 14 16  1  0
  2 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  6
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  7 27  1  0
  8 28  1  6
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 13 33  1  0
 16 34  1  0
 19 35  1  0
M  END

      
  Mrv1652312091700132D          

 19 18  0  0  0  0            999 V2000
 2499.2845 2500.4135    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2499.2845 2499.5885    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2499.9989 2499.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7134 2499.5885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4299 2499.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1443 2499.5885    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2502.8588 2499.1749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2503.5732 2499.5885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.8588 2498.3499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1443 2500.4135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2499.9989 2498.3499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5700 2500.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.8556 2500.4135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.1411 2500.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2496.4266 2500.4135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.1411 2501.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2499.9989 2500.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7134 2500.4135    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2499.9989 2501.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1 12  1  0  0  0  0
  1 17  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3 11  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6 10  1  6  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000454

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H16N2O7/c11-5(9(16)17)1-3-7(13)12-6(10(18)19)2-4-8(14)15/h5-6H,1-4,11H2,(H,12,13)(H,14,15)(H,16,17)(H,18,19)/t5-,6-/m0/s1

> <INCHI_KEY>
OWQDWQKWSLFFFR-WDSKDSINSA-N

> <FORMULA>
C10H16N2O7

> <MOLECULAR_WEIGHT>
276.2432

> <EXACT_MASS>
276.095750876

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
25.696033255794767

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(4S)-4-amino-4-carboxybutanamido]pentanedioic acid

> <ALOGPS_LOGP>
-3.19

> <JCHEM_LOGP>
-4.229702790199922

> <ALOGPS_LOGS>
-1.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.4970992953949938

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.9275847548165221

> <JCHEM_PKA_STRONGEST_BASIC>
9.31207518878102

> <JCHEM_POLAR_SURFACE_AREA>
167.02

> <JCHEM_REFRACTIVITY>
59.37550000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.75e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(4S)-4-amino-4-carboxybutanamido]pentanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011737
     RDKit          3D
gamma-Glutamylglutamic acid
 35 34  0  0  0  0  0  0  0  0999 V2000
    2.8271   -0.2383    2.3750 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2897   -0.6467    1.0612 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1994    0.5038    0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8228    1.0362   -0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8462    0.0747   -0.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1169   -1.1268   -0.8692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4937    0.5006   -0.7917 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5257   -0.3855   -1.2879 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5983   -0.6338   -0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2471    0.6756    0.1317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3133    0.4619    1.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5414   -0.6905    1.5517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0120    1.5581    1.6178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1233    0.1071   -2.5409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6998    1.1965   -3.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1186   -0.5432   -3.2156 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7578   -0.9469    1.2174 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3683   -0.8408    2.2865 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4437   -1.3684    0.0685 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7890   -0.1338    2.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2094    0.7061    2.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7255   -1.5313    0.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6466    0.2561   -0.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8283    1.3252    0.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4322    1.5263    0.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904    1.8672   -0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7808    1.4785   -0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0415   -1.3834   -1.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4055   -1.2832   -0.6433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1989   -1.1450    0.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4565    1.3517    0.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6341    1.1508   -0.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8949    1.4593    2.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0385   -0.1964   -3.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9305   -1.9257   -0.6131 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
 11 13  1  0
  8 14  1  0
 14 15  2  0
 14 16  1  0
  2 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  6
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  7 27  1  0
  8 28  1  6
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 13 33  1  0
 16 34  1  0
 19 35  1  0
M  END

HEADER    PROTEIN                                 09-DEC-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-DEC-17         0                                  
HETATM    1  C   UNK     0    4665.3314667.439   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    4665.3314665.899   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    4666.6654665.126   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    4667.9984665.899   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    4669.3364665.126   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    4670.6694665.899   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    4672.0034665.126   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    4673.3374665.899   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    4672.0034663.586   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0    4670.6694667.439   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0    4666.6654663.586   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0    4663.9974668.207   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    4662.6644667.439   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    4661.3304668.207   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0    4659.9964667.439   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    4661.3304669.747   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0    4666.6654668.207   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0    4667.9984667.439   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0    4666.6654669.747   0.000  0.00  0.00           O+0
CONECT    1    2   12   17                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   11                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   10                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    6                                                            
CONECT   11    3                                                            
CONECT   12    1   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    1   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0011737
HETATM    1  N1  UNL     1       2.827  -0.238   2.375  1.00  0.00           N  
HETATM    2  C1  UNL     1       3.290  -0.647   1.061  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.199   0.504   0.091  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.823   1.036  -0.089  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.846   0.075  -0.594  1.00  0.00           C  
HETATM    6  O1  UNL     1       1.117  -1.127  -0.869  1.00  0.00           O  
HETATM    7  N2  UNL     1      -0.494   0.501  -0.792  1.00  0.00           N  
HETATM    8  C5  UNL     1      -1.526  -0.386  -1.288  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.598  -0.634  -0.253  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.247   0.676   0.132  1.00  0.00           C  
HETATM   11  C8  UNL     1      -4.313   0.462   1.152  1.00  0.00           C  
HETATM   12  O2  UNL     1      -4.541  -0.691   1.552  1.00  0.00           O  
HETATM   13  O3  UNL     1      -5.012   1.558   1.618  1.00  0.00           O  
HETATM   14  C9  UNL     1      -2.123   0.107  -2.541  1.00  0.00           C  
HETATM   15  O4  UNL     1      -1.700   1.196  -3.034  1.00  0.00           O  
HETATM   16  O5  UNL     1      -3.119  -0.543  -3.216  1.00  0.00           O  
HETATM   17  C10 UNL     1       4.758  -0.947   1.217  1.00  0.00           C  
HETATM   18  O6  UNL     1       5.368  -0.841   2.286  1.00  0.00           O  
HETATM   19  O7  UNL     1       5.444  -1.368   0.068  1.00  0.00           O  
HETATM   20  H1  UNL     1       1.789  -0.134   2.325  1.00  0.00           H  
HETATM   21  H2  UNL     1       3.209   0.706   2.620  1.00  0.00           H  
HETATM   22  H3  UNL     1       2.725  -1.531   0.774  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.647   0.256  -0.892  1.00  0.00           H  
HETATM   24  H5  UNL     1       3.828   1.325   0.509  1.00  0.00           H  
HETATM   25  H6  UNL     1       1.432   1.526   0.836  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.890   1.867  -0.840  1.00  0.00           H  
HETATM   27  H8  UNL     1      -0.781   1.478  -0.584  1.00  0.00           H  
HETATM   28  H9  UNL     1      -1.041  -1.383  -1.466  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.405  -1.283  -0.643  1.00  0.00           H  
HETATM   30  H11 UNL     1      -2.199  -1.145   0.644  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.457   1.352   0.560  1.00  0.00           H  
HETATM   32  H13 UNL     1      -3.634   1.151  -0.792  1.00  0.00           H  
HETATM   33  H14 UNL     1      -5.895   1.459   2.100  1.00  0.00           H  
HETATM   34  H15 UNL     1      -4.038  -0.196  -3.413  1.00  0.00           H  
HETATM   35  H16 UNL     1       4.930  -1.926  -0.613  1.00  0.00           H  
CONECT    1    2   20   21
CONECT    2    3   17   22
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6    6    7
CONECT    7    8   27
CONECT    8    9   14   28
CONECT    9   10   29   30
CONECT   10   11   31   32
CONECT   11   12   12   13
CONECT   13   33
CONECT   14   15   15   16
CONECT   16   34
CONECT   17   18   18   19
CONECT   19   35
END

HMDB0011737
     RDKit          3D
gamma-Glutamylglutamic acid
 35 34  0  0  0  0  0  0  0  0999 V2000
    2.8271   -0.2383    2.3750 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2897   -0.6467    1.0612 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1994    0.5038    0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8228    1.0362   -0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8462    0.0747   -0.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1169   -1.1268   -0.8692 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4937    0.5006   -0.7917 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5257   -0.3855   -1.2879 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.5983   -0.6338   -0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2471    0.6756    0.1317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3133    0.4619    1.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5414   -0.6905    1.5517 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0120    1.5581    1.6178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1233    0.1071   -2.5409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6998    1.1965   -3.0344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1186   -0.5432   -3.2156 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7578   -0.9469    1.2174 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3683   -0.8408    2.2865 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4437   -1.3684    0.0685 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7890   -0.1338    2.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2094    0.7061    2.6205 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7255   -1.5313    0.7737 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6466    0.2561   -0.8921 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8283    1.3252    0.5086 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4322    1.5263    0.8356 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8904    1.8672   -0.8400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7808    1.4785   -0.5844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0415   -1.3834   -1.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4055   -1.2832   -0.6433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1989   -1.1450    0.6444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4565    1.3517    0.5598 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6341    1.1508   -0.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8949    1.4593    2.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0385   -0.1964   -3.4134 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9305   -1.9257   -0.6131 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
 11 13  1  0
  8 14  1  0
 14 15  2  0
 14 16  1  0
  2 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  6
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  7 27  1  0
  8 28  1  6
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 13 33  1  0
 16 34  1  0
 19 35  1  0
M  END

Synonyms

Value	Source
(5-L-Glutamyl)-L-glutamate	ChEBI
gamma-Glutamylglutamate	ChEBI
gamma-L-Glu-L-glu	ChEBI
(5-L-Glutamyl)-L-glutamic acid	Generator
g-Glutamylglutamate	Generator
g-Glutamylglutamic acid	Generator
Γ-glutamylglutamate	Generator
Γ-glutamylglutamic acid	Generator
g-L-Glu-L-glu	Generator
Γ-L-glu-L-glu	Generator
γ-Glu-Glu	HMDB, Generator
γ-L-Glutamyl-L-glutamic acid	HMDB
γ-L-Glutamyl-L-glutamate	HMDB
L-γ-Glutamyl-L-glutamic acid	HMDB
L-γ-Glutamyl-L-glutamate	HMDB
N-γ-Glutamylglutamic acid	HMDB
N-γ-Glutamylglutamate	HMDB
N-L-γ-Glutamylglutamic acid	HMDB
N-L-γ-Glutamylglutamate	HMDB
N-L-γ-Glutamyl-L-glutamic acid	HMDB
N-L-γ-Glutamyl-L-glutamate	HMDB
gamma-Glu-Glu	HMDB
gamma-L-Glutamyl-L-glutamic acid	HMDB
gamma-L-Glutamyl-L-glutamate	HMDB, MeSH
L-gamma-Glutamyl-L-glutamic acid	HMDB
L-gamma-Glutamyl-L-glutamate	HMDB
N-gamma-Glutamylglutamic acid	HMDB
N-gamma-Glutamylglutamate	HMDB
N-L-gamma-Glutamylglutamic acid	HMDB
N-L-gamma-Glutamylglutamate	HMDB
N-L-gamma-Glutamyl-L-glutamic acid	HMDB
N-L-gamma-Glutamyl-L-glutamate	HMDB
gamma-Glutamylglutamic acid	HMDB, Generator
N-gamma-L-Glutamyl-L-glutamic acid	HMDB
N-γ-L-Glutamyl-L-glutamic acid	HMDB
N-γ-L-Glutamyl-L-glutamate	HMDB
N-gamma-L-Glutamyl-L-glutamate	HMDB
g-Glu-Glu	Generator, HMDB

Molecular Formula

C₁₀H₁₆N₂O₇

Average Mass

276.2432

Monoisotopic Mass

276.095750876

IUPAC Name

(2S)-2-[(4S)-4-amino-4-carboxybutanamido]pentanedioic acid

Traditional Name

(2S)-2-[(4S)-4-amino-4-carboxybutanamido]pentanedioic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C10H16N2O7/c11-5(9(16)17)1-3-7(13)12-6(10(18)19)2-4-8(14)15/h5-6H,1-4,11H2,(H,12,13)(H,14,15)(H,16,17)(H,18,19)/t5-,6-/m0/s1

InChI Key

OWQDWQKWSLFFFR-WDSKDSINSA-N

Chemical Taxonomy

Functional Ontology

Physical Properties

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-001i-8980000000-c8c0b54fc15030f5841c	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-00fr-9312500000-c72536369df669353d9d	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0bu0-0290000000-592fb5f429b41997ab76	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01qi-1970000000-59bdd45c864061db9cc6	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pbi-8900000000-cb73f5bd87a0c84079a7	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-056r-0090000000-f4414191d2e0ea5be2cb	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-06wa-0790000000-7c95724920f7099837c5	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0umm-7900000000-fe5d6785afd470fc15bd	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a6r-0390000000-08973a14263b8e83faf2	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0f9t-0930000000-c59c51838d5d081582c7	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udm-6900000000-ba02e8ecf2007c67a4f7	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001j-1930000000-ee6ad392744bfd67a809	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-9400000000-217d087b871c25c7923a	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-9200000000-3bc2da25a838b394fa08	2021-09-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Human Proteins and Enzymes

Human Pathways

Metabolic Reactions

Health Effects and Bioactivity

Microbial Sources

Exposure Sources

Host Biospecimen and Location

External Links

References

Showing metabocard for gamma-Glutamylglutamic acid (MMDBc0000454)

MOL for #<Metabolite:0x00007fb7ecbaaf80>

3D MOL for #<Metabolite:0x00007fb7ecbaaf80>

3D SDF for #<Metabolite:0x00007fb7ecbaaf80>

3D-SDF for #<Metabolite:0x00007fb7ecbaaf80>

PDB for #<Metabolite:0x00007fb7ecbaaf80>

3D PDB for #<Metabolite:0x00007fb7ecbaaf80>

SMILES for #<Metabolite:0x00007fb7ecbaaf80>

INCHI for #<Metabolite:0x00007fb7ecbaaf80>

Structure for #<Metabolite:0x00007fb7ecbaaf80>

3D Structure for #<Metabolite:0x00007fb7ecbaaf80>