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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:46:19 UTC

HMDB ID

HMDB0001067

Secondary Accession Numbers

HMDB01067

Metabolite Identification

Common Name

N-Acetylaspartylglutamic acid

Description

N-Acetylaspartylglutamate (NAAG) is a neuropeptide found in millimolar concentrations in the brain that is localized to subpopulations of glutamatergic, cholinergic, GABAergic, and noradrenergic neuronal systems. NAAG is released upon depolarization by a Ca(2+)-dependent process and is an agonist at mGluR3 receptors and an antagonist at NMDA receptors. NAAG is catabolized to N-acetylaspartate and glutamate primarily by glutamate carboxypeptidase II, which is expressed on the extracellular surface of astrocytes. The levels of NAAG and the activity of carboxypeptidase II are altered in a regionally specific fashion in several neuropsychiatric disorders (PMID:9361299 ). N-Acetylaspartylglutamic acid (NAAG) is a purported precursor of N-acetylaspartic acid (NAA) and is present at about one-tenth of the concentration of NAA in the brain. NAAG has been reported to activate N-methyl-D-aspartic acid (NMDA) receptors in neurons. Previous immunohistochemical studies in the vertebrate central nervous system (CNS) have suggested that NAAG is exclusively localized to neurons. Recent evidence, however, indicates that NAAG might also be localized to nonneuronal cells within the CNS. Only traces of NAA and NAAG are detectable in other tissues. Some compounds can change levels of NAA and NAAG in the brain. For example, methylphenidate increases the levels of NAA and NAAG in the cerebral cortex; amphetamine also increases NAA concentration in a mature brain by 26%, raising the possibility that other neurochemical systems might be involved in the clinical effects of stimulants (PMID:10603234 ).

Structure

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

HMDB0001067
     RDKit          3D
N-Acetylaspartylglutamic acid
 37 36  0  0  0  0  0  0  0  0999 V2000
   -5.0367   -0.2449    2.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0389   -0.4925    1.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2385   -1.4710    0.3832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9124    0.3169    0.9471 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9887    0.0174   -0.1290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0863    1.1311   -1.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2092    1.0019   -2.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1308    1.6675   -2.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4629    0.2016   -3.4220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6096   -0.1488    0.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3437    0.1049    1.5491 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4022   -0.5935   -0.5135 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8007   -0.7733   -0.1075 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3781    0.5695    0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8137    0.5878    0.6104 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7150    0.0891   -0.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8752   -1.1421   -0.6226 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3845    1.0153   -1.2581 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8721   -1.7236    1.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7986   -2.2401    1.5042 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0572   -2.0850    1.6267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4694    0.7848    2.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8732   -0.9653    2.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5942   -0.3010    3.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7249    1.1245    1.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3116   -0.9183   -0.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0282    2.1258   -0.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1451    1.0582   -1.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3457   -0.1600   -3.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1979   -0.8436   -1.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3750   -1.2344   -0.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2647    1.2666   -0.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7568    1.0240    1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1052    1.6647    0.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0395   -0.0013    1.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5559    1.9338   -0.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1578   -2.3466    2.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  5 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 13 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  6
  6 27  1  0
  6 28  1  0
  9 29  1  0
 12 30  1  0
 13 31  1  6
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 18 36  1  0
 21 37  1  0
M  END

  Mrv1652303062020132D          

 21 20  0  0  0  0            999 V2000
10003.124610000.9698    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10003.124610001.7950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.404810002.1943    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10002.404810003.0187    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10001.690410003.4312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.975710003.0187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.261210003.4312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.546610003.0187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.261210004.2561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.118410003.4312    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.834110003.0187    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.118410004.2561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.840310002.2064    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.410910000.5563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.698410000.9698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.984010000.5563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.698410001.7950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.840310000.5563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10004.553810000.9698    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10005.275710000.5686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10004.553810001.7950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1 14  1  0  0  0  0
  1 18  1  0  0  0  0
  2  3  1  0  0  0  0
  2 13  2  0  0  0  0
  4  3  1  1  0  0  0
  4  5  1  0  0  0  0
  4 10  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001067

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H16N2O8/c1-5(14)12-7(4-9(17)18)10(19)13-6(11(20)21)2-3-8(15)16/h6-7H,2-4H2,1H3,(H,12,14)(H,13,19)(H,15,16)(H,17,18)(H,20,21)/t6-,7-/m0/s1

> <INCHI_KEY>
OPVPGKGADVGKTG-BQBZGAKWSA-N

> <FORMULA>
C11H16N2O8

> <MOLECULAR_WEIGHT>
304.255

> <EXACT_MASS>
304.090665483

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
27.74784794760162

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-3-carboxy-2-acetamidopropanamido]pentanedioic acid

> <ALOGPS_LOGP>
-1.10

> <JCHEM_LOGP>
-2.291346324

> <ALOGPS_LOGS>
-1.97

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.724444616747219

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1274533847684935

> <JCHEM_PKA_STRONGEST_BASIC>
-1.9551503529465353

> <JCHEM_POLAR_SURFACE_AREA>
170.1

> <JCHEM_REFRACTIVITY>
64.0643

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.29e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-acetylaspartylglutamic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001067
     RDKit          3D
N-Acetylaspartylglutamic acid
 37 36  0  0  0  0  0  0  0  0999 V2000
   -5.0367   -0.2449    2.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0389   -0.4925    1.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2385   -1.4710    0.3832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9124    0.3169    0.9471 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9887    0.0174   -0.1290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0863    1.1311   -1.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2092    1.0019   -2.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1308    1.6675   -2.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4629    0.2016   -3.4220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6096   -0.1488    0.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3437    0.1049    1.5491 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4022   -0.5935   -0.5135 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8007   -0.7733   -0.1075 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3781    0.5695    0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8137    0.5878    0.6104 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7150    0.0891   -0.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8752   -1.1421   -0.6226 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3845    1.0153   -1.2581 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8721   -1.7236    1.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7986   -2.2401    1.5042 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0572   -2.0850    1.6267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4694    0.7848    2.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8732   -0.9653    2.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5942   -0.3010    3.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7249    1.1245    1.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3116   -0.9183   -0.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0282    2.1258   -0.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1451    1.0582   -1.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3457   -0.1600   -3.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1979   -0.8436   -1.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3750   -1.2344   -0.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2647    1.2666   -0.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7568    1.0240    1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1052    1.6647    0.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0395   -0.0013    1.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5559    1.9338   -0.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1578   -2.3466    2.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  5 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 13 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  6
  6 27  1  0
  6 28  1  0
  9 29  1  0
 12 30  1  0
 13 31  1  6
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 18 36  1  0
 21 37  1  0
M  END

HEADER    PROTEIN                                 06-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAR-20         0                                  
HETATM    1  C   UNK     0    8672.4998668.477   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8672.4998670.017   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    8671.1568670.763   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0    8671.1568672.302   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8669.8228673.072   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8668.4888672.302   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8667.1548673.072   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8665.8208672.302   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    8667.1548674.611   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0    8672.4888673.072   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8673.8248672.302   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8672.4888674.611   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8673.8358670.785   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0    8671.1678667.705   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8669.8378668.477   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8668.5038667.705   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8669.8378670.017   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0    8673.8358667.705   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0    8675.1678668.477   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8676.5158667.728   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0    8675.1678670.017   0.000  0.00  0.00           O+0
CONECT    1    2   14   18                                                  
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   10                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    4   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    2                                                            
CONECT   14    1   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    1   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

COMPND    HMDB0001067
HETATM    1  C1  UNL     1      -5.037  -0.245   2.229  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.039  -0.493   1.141  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.238  -1.471   0.383  1.00  0.00           O  
HETATM    4  N1  UNL     1      -2.912   0.317   0.947  1.00  0.00           N  
HETATM    5  C3  UNL     1      -1.989   0.017  -0.129  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.086   1.131  -1.166  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.209   1.002  -2.317  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.131   1.668  -2.318  1.00  0.00           O  
HETATM    9  O3  UNL     1      -1.463   0.202  -3.422  1.00  0.00           O  
HETATM   10  C6  UNL     1      -0.610  -0.149   0.358  1.00  0.00           C  
HETATM   11  O4  UNL     1      -0.344   0.105   1.549  1.00  0.00           O  
HETATM   12  N2  UNL     1       0.402  -0.593  -0.514  1.00  0.00           N  
HETATM   13  C7  UNL     1       1.801  -0.773  -0.108  1.00  0.00           C  
HETATM   14  C8  UNL     1       2.378   0.570   0.211  1.00  0.00           C  
HETATM   15  C9  UNL     1       3.814   0.588   0.610  1.00  0.00           C  
HETATM   16  C10 UNL     1       4.715   0.089  -0.451  1.00  0.00           C  
HETATM   17  O5  UNL     1       4.875  -1.142  -0.623  1.00  0.00           O  
HETATM   18  O6  UNL     1       5.384   1.015  -1.258  1.00  0.00           O  
HETATM   19  C11 UNL     1       1.872  -1.724   1.035  1.00  0.00           C  
HETATM   20  O7  UNL     1       0.799  -2.240   1.504  1.00  0.00           O  
HETATM   21  O8  UNL     1       3.057  -2.085   1.627  1.00  0.00           O  
HETATM   22  H1  UNL     1      -5.469   0.785   2.091  1.00  0.00           H  
HETATM   23  H2  UNL     1      -5.873  -0.965   2.170  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.594  -0.301   3.228  1.00  0.00           H  
HETATM   25  H4  UNL     1      -2.725   1.125   1.556  1.00  0.00           H  
HETATM   26  H5  UNL     1      -2.312  -0.918  -0.606  1.00  0.00           H  
HETATM   27  H6  UNL     1      -2.028   2.126  -0.671  1.00  0.00           H  
HETATM   28  H7  UNL     1      -3.145   1.058  -1.558  1.00  0.00           H  
HETATM   29  H8  UNL     1      -2.346  -0.160  -3.690  1.00  0.00           H  
HETATM   30  H9  UNL     1       0.198  -0.844  -1.518  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.375  -1.234  -0.925  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.265   1.267  -0.660  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.757   1.024   1.026  1.00  0.00           H  
HETATM   34  H13 UNL     1       4.105   1.665   0.814  1.00  0.00           H  
HETATM   35  H14 UNL     1       4.039  -0.001   1.530  1.00  0.00           H  
HETATM   36  H15 UNL     1       5.556   1.934  -0.886  1.00  0.00           H  
HETATM   37  H16 UNL     1       3.158  -2.347   2.592  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    3    4
CONECT    4    5   25
CONECT    5    6   10   26
CONECT    6    7   27   28
CONECT    7    8    8    9
CONECT    9   29
CONECT   10   11   11   12
CONECT   12   13   30
CONECT   13   14   19   31
CONECT   14   15   32   33
CONECT   15   16   34   35
CONECT   16   17   17   18
CONECT   18   36
CONECT   19   20   20   21
CONECT   21   37
END

HMDB0001067
     RDKit          3D
N-Acetylaspartylglutamic acid
 37 36  0  0  0  0  0  0  0  0999 V2000
   -5.0367   -0.2449    2.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0389   -0.4925    1.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2385   -1.4710    0.3832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9124    0.3169    0.9471 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9887    0.0174   -0.1290 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0863    1.1311   -1.1661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2092    1.0019   -2.3171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1308    1.6675   -2.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4629    0.2016   -3.4220 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6096   -0.1488    0.3581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3437    0.1049    1.5491 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4022   -0.5935   -0.5135 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8007   -0.7733   -0.1075 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3781    0.5695    0.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8137    0.5878    0.6104 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7150    0.0891   -0.4509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8752   -1.1421   -0.6226 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3845    1.0153   -1.2581 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8721   -1.7236    1.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7986   -2.2401    1.5042 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0572   -2.0850    1.6267 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4694    0.7848    2.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8732   -0.9653    2.1695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5942   -0.3010    3.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7249    1.1245    1.5559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3116   -0.9183   -0.6061 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0282    2.1258   -0.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1451    1.0582   -1.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3457   -0.1600   -3.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1979   -0.8436   -1.5184 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3750   -1.2344   -0.9247 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2647    1.2666   -0.6597 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7568    1.0240    1.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1052    1.6647    0.8144 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0395   -0.0013    1.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5559    1.9338   -0.8863 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1578   -2.3466    2.5925 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  5 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 13 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  4 25  1  0
  5 26  1  6
  6 27  1  0
  6 28  1  0
  9 29  1  0
 12 30  1  0
 13 31  1  6
 14 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 18 36  1  0
 21 37  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Isospaglumic acid	ChEBI
N-Ac-D-e	ChEBI
N-Acetyl-1-aspartylglutamic acid	ChEBI
N-Acetyl-L-asp-L-glu	ChEBI
NAAG	ChEBI
Isospaglumate	Generator
N-Acetyl-1-aspartylglutamate	Generator
N-Acetylaspartylglutamate	Generator
N-Acetyl-L-alpha-aspartylglutamic acid	HMDB
N-Acetyl-aspartyl-glutamate	HMDB
N-Acetyl-1-asp-glu	HMDB
N-(N-Acetyl-L-alpha-aspartyl)-L-glutamic acid	HMDB
Naaxia	HMDB
NAAGA	HMDB
N-Acetyl-aspartyl-glutamic acid	HMDB
Acetyl-alpha-L-aspartylglutamic acid	HMDB
Acetyl-α-L-aspartylglutamic acid	HMDB
N-(N-Acetylaspartyl)glutamic acid	HMDB
N-Acetyl-L-alpha-aspartyl-L-glutamic acid	HMDB
N-Acetyl-L-aspartyl-L-glutamic acid	HMDB
N-Acetyl-L-α-aspartyl-L-glutamic acid	HMDB
N-Acetyl-alpha-L-aspartyl-L-glutamic acid	HMDB
N-Acetyl-alpha-aspartylglutamic acid	HMDB
N-Acetyl-α-L-aspartyl-L-glutamic acid	HMDB
N-Acetyl-α-aspartylglutamic acid	HMDB
alpha-Spaglumic acid	HMDB
Α-spaglumic acid	HMDB
N-Acetyl-L-aspartyl-L-glutamate	MeSH
N-Acetylaspartylglutamic acid	HMDB

Chemical Formula

C₁₁H₁₆N₂O₈

Average Molecular Weight

304.255

Monoisotopic Molecular Weight

304.090665483

IUPAC Name

(2S)-2-[(2S)-3-carboxy-2-acetamidopropanamido]pentanedioic acid

Traditional Name

N-acetylaspartylglutamic acid

CAS Registry Number

3106-85-2

SMILES

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

InChI Identifier

InChI=1S/C11H16N2O8/c1-5(14)12-7(4-9(17)18)10(19)13-6(11(20)21)2-3-8(15)16/h6-7H,2-4H2,1H3,(H,12,14)(H,13,19)(H,15,16)(H,17,18)(H,20,21)/t6-,7-/m0/s1

InChI Key

OPVPGKGADVGKTG-BQBZGAKWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Glutamic acid or derivatives
Aspartic acid or derivatives
N-acyl-l-alpha-amino acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
N-substituted-alpha-amino acid
Alpha-amino acid or derivatives
Tricarboxylic acid or derivatives
Fatty amide
N-acyl-amine
Fatty acyl
Acetamide
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:73688 )

Ontology

Physiological effect

Health effect

Nervous system disorder

Central nervous system disorder

Psychiatric disorder

Schizophrenia (HMDB: HMDB0001067)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 16139832)
Cerebrospinal Fluid (CSF) (PMID: 10333125)
Cerebrospinal fluid (HMDB: HMDB0001067)

Organ

Placenta (HMDB: HMDB0001067)

Excreta

Biofluid or Excreta

Urine (PMID: 7595563)
Feces (PMID: 27543620)

Source

Endogenous

Endogenous (HMDB: HMDB0001067)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Biomarker

Canavan disease (MarkerDB: MDB00029994)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.29 g/L	ALOGPS
logP	-1.1	ALOGPS
logP	-2.3	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	3.13	ChemAxon
pKa (Strongest Basic)	-2	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	170.1 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	64.06 m³·mol⁻¹	ChemAxon
Polarizability	27.75 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	166.563	30932474
DeepCCS	[M-H]-	164.205	30932474
DeepCCS	[M-2H]-	198.018	30932474
DeepCCS	[M+Na]+	173.245	30932474
AllCCS	[M+H]+	166.1	32859911
AllCCS	[M+H-H2O]+	163.3	32859911
AllCCS	[M+NH4]+	168.7	32859911
AllCCS	[M+Na]+	169.5	32859911
AllCCS	[M-H]-	164.8	32859911
AllCCS	[M+Na-2H]-	165.0	32859911
AllCCS	[M+HCOO]-	165.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Acetylaspartylglutamic acid	CC(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCC(O)=O)C(O)=O	4170.3	Standard polar	33892256
N-Acetylaspartylglutamic acid	CC(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCC(O)=O)C(O)=O	2148.8	Standard non polar	33892256
N-Acetylaspartylglutamic acid	CC(=O)N[C@@H](CC(O)=O)C(=O)N[C@@H](CCC(O)=O)C(O)=O	2758.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Acetylaspartylglutamic acid,1TMS,isomer #1	CC(=O)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)O	2478.1	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,1TMS,isomer #2	CC(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O	2455.6	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,1TMS,isomer #3	CC(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C	2427.9	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,1TMS,isomer #4	CC(=O)N([C@@H](CC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C	2537.0	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,1TMS,isomer #5	CC(=O)N[C@@H](CC(=O)O)C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C	2498.1	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,2TMS,isomer #1	CC(=O)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O	2484.9	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,2TMS,isomer #10	CC(=O)N([C@@H](CC(=O)O)C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)[Si](C)(C)C	2493.3	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,2TMS,isomer #2	CC(=O)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C	2480.9	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,2TMS,isomer #3	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C	2521.3	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,2TMS,isomer #4	CC(=O)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C	2498.4	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,2TMS,isomer #5	CC(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2467.5	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,2TMS,isomer #6	CC(=O)N([C@@H](CC(=O)O)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2511.7	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,2TMS,isomer #7	CC(=O)N[C@@H](CC(=O)O)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2492.3	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,2TMS,isomer #8	CC(=O)N([C@@H](CC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2496.3	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,2TMS,isomer #9	CC(=O)N[C@@H](CC(=O)O)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2494.5	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,3TMS,isomer #1	CC(=O)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2529.9	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,3TMS,isomer #10	CC(=O)N([C@@H](CC(=O)O)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2524.9	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,3TMS,isomer #2	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2525.3	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,3TMS,isomer #3	CC(=O)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2515.5	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,3TMS,isomer #4	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2524.2	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,3TMS,isomer #5	CC(=O)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2530.3	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,3TMS,isomer #6	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C)[Si](C)(C)C	2507.8	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,3TMS,isomer #7	CC(=O)N([C@@H](CC(=O)O)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2522.5	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,3TMS,isomer #8	CC(=O)N[C@@H](CC(=O)O)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2529.4	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,3TMS,isomer #9	CC(=O)N([C@@H](CC(=O)O)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)[Si](C)(C)C	2504.2	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,4TMS,isomer #1	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2515.2	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,4TMS,isomer #1	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2573.9	Standard non polar	33892256
N-Acetylaspartylglutamic acid,4TMS,isomer #1	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3177.5	Standard polar	33892256
N-Acetylaspartylglutamic acid,4TMS,isomer #2	CC(=O)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2514.0	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,4TMS,isomer #2	CC(=O)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2557.6	Standard non polar	33892256
N-Acetylaspartylglutamic acid,4TMS,isomer #2	CC(=O)N[C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3178.3	Standard polar	33892256
N-Acetylaspartylglutamic acid,4TMS,isomer #3	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)[Si](C)(C)C	2520.6	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,4TMS,isomer #3	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)[Si](C)(C)C	2632.1	Standard non polar	33892256
N-Acetylaspartylglutamic acid,4TMS,isomer #3	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C)[Si](C)(C)C	3212.7	Standard polar	33892256
N-Acetylaspartylglutamic acid,4TMS,isomer #4	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2542.5	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,4TMS,isomer #4	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2602.3	Standard non polar	33892256
N-Acetylaspartylglutamic acid,4TMS,isomer #4	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3164.4	Standard polar	33892256
N-Acetylaspartylglutamic acid,4TMS,isomer #5	CC(=O)N([C@@H](CC(=O)O)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2536.2	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,4TMS,isomer #5	CC(=O)N([C@@H](CC(=O)O)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2593.2	Standard non polar	33892256
N-Acetylaspartylglutamic acid,4TMS,isomer #5	CC(=O)N([C@@H](CC(=O)O)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3111.6	Standard polar	33892256
N-Acetylaspartylglutamic acid,5TMS,isomer #1	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2535.6	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,5TMS,isomer #1	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2618.6	Standard non polar	33892256
N-Acetylaspartylglutamic acid,5TMS,isomer #1	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2881.2	Standard polar	33892256
N-Acetylaspartylglutamic acid,1TBDMS,isomer #1	CC(=O)N[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)O	2727.8	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,1TBDMS,isomer #2	CC(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2712.5	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,1TBDMS,isomer #3	CC(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2691.0	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,1TBDMS,isomer #4	CC(=O)N([C@@H](CC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2730.7	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,1TBDMS,isomer #5	CC(=O)N[C@@H](CC(=O)O)C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2715.0	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,2TBDMS,isomer #1	CC(=O)N[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2944.3	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,2TBDMS,isomer #10	CC(=O)N([C@@H](CC(=O)O)C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2915.9	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,2TBDMS,isomer #2	CC(=O)N[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2936.8	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,2TBDMS,isomer #3	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2966.2	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,2TBDMS,isomer #4	CC(=O)N[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2961.8	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,2TBDMS,isomer #5	CC(=O)N[C@@H](CC(=O)O)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2909.9	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,2TBDMS,isomer #6	CC(=O)N([C@@H](CC(=O)O)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2954.9	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,2TBDMS,isomer #7	CC(=O)N[C@@H](CC(=O)O)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2954.3	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,2TBDMS,isomer #8	CC(=O)N([C@@H](CC(=O)O)C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2934.3	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,2TBDMS,isomer #9	CC(=O)N[C@@H](CC(=O)O)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2952.1	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,3TBDMS,isomer #1	CC(=O)N[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3177.4	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,3TBDMS,isomer #10	CC(=O)N([C@@H](CC(=O)O)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3149.0	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,3TBDMS,isomer #2	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3203.9	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,3TBDMS,isomer #3	CC(=O)N[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3203.9	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,3TBDMS,isomer #4	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3189.6	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,3TBDMS,isomer #5	CC(=O)N[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3185.4	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,3TBDMS,isomer #6	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3164.1	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,3TBDMS,isomer #7	CC(=O)N([C@@H](CC(=O)O)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3177.8	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,3TBDMS,isomer #8	CC(=O)N[C@@H](CC(=O)O)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3186.8	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,3TBDMS,isomer #9	CC(=O)N([C@@H](CC(=O)O)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3164.2	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,4TBDMS,isomer #1	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3397.0	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,4TBDMS,isomer #1	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3262.7	Standard non polar	33892256
N-Acetylaspartylglutamic acid,4TBDMS,isomer #1	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3459.8	Standard polar	33892256
N-Acetylaspartylglutamic acid,4TBDMS,isomer #2	CC(=O)N[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3390.5	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,4TBDMS,isomer #2	CC(=O)N[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3230.7	Standard non polar	33892256
N-Acetylaspartylglutamic acid,4TBDMS,isomer #2	CC(=O)N[C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3462.6	Standard polar	33892256
N-Acetylaspartylglutamic acid,4TBDMS,isomer #3	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3394.8	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,4TBDMS,isomer #3	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3289.3	Standard non polar	33892256
N-Acetylaspartylglutamic acid,4TBDMS,isomer #3	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3481.2	Standard polar	33892256
N-Acetylaspartylglutamic acid,4TBDMS,isomer #4	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3377.2	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,4TBDMS,isomer #4	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3265.2	Standard non polar	33892256
N-Acetylaspartylglutamic acid,4TBDMS,isomer #4	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3461.9	Standard polar	33892256
N-Acetylaspartylglutamic acid,4TBDMS,isomer #5	CC(=O)N([C@@H](CC(=O)O)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3379.3	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,4TBDMS,isomer #5	CC(=O)N([C@@H](CC(=O)O)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3261.6	Standard non polar	33892256
N-Acetylaspartylglutamic acid,4TBDMS,isomer #5	CC(=O)N([C@@H](CC(=O)O)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3425.4	Standard polar	33892256
N-Acetylaspartylglutamic acid,5TBDMS,isomer #1	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3590.6	Semi standard non polar	33892256
N-Acetylaspartylglutamic acid,5TBDMS,isomer #1	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3441.1	Standard non polar	33892256
N-Acetylaspartylglutamic acid,5TBDMS,isomer #1	CC(=O)N([C@@H](CC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3357.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetylaspartylglutamic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylaspartylglutamic acid Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-0002-0900000000-2f2be5e8f2f3cf8bb047	2019-11-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylaspartylglutamic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-001r-9600000000-b3b345b7a22f2cdfac08	2019-11-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylaspartylglutamic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-001r-9000000000-20ed6fe2510cf8b50b0a	2019-11-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Acetylaspartylglutamic acid 35V, Negative-QTOF	splash10-004i-2900000000-81d2ffd85e7709309bd4	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylaspartylglutamic acid 10V, Negative-QTOF	splash10-0udr-0497000000-ed40c363bb0654b17709	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylaspartylglutamic acid 20V, Negative-QTOF	splash10-0k92-0960000000-074698ba2f1202824307	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylaspartylglutamic acid 40V, Negative-QTOF	splash10-0pdj-6900000000-9345f44975a2885c78fb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylaspartylglutamic acid 10V, Positive-QTOF	splash10-0a4i-0933000000-2b2dfb7f42861c249784	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylaspartylglutamic acid 20V, Positive-QTOF	splash10-067j-1900000000-520ccb836d0a005b4049	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetylaspartylglutamic acid 40V, Positive-QTOF	splash10-0002-9700000000-eade3ae8efd1db0c4733	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	2019-11-14	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)
Feces
Urine

Tissue Locations

Placenta

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	4.89 +/- 0.12 uM	Adult (>18 years old)	Both	Normal	16139832	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	2.2 +/- 0.87 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	7595563	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	3.42 (0.0-12.68) uM	Children (1-13 years old)	Not Specified	Normal	16802726	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	4.55 (0.7-8.4) uM	Adult (>18 years old)	Both	Normal	10333125	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Urine	Detected and Quantified	2.35 +/- 1.08 umol/mmol creatinine	Adult (>18 years old)	Male	Normal	7067131	details
Urine	Detected and Quantified	2.7 +/- 0.92 umol/mmol creatinine	Adult (>18 years old)	Female	Normal	7067131	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Cerebrospinal Fluid (CSF)	Detected and Quantified	16.37(3.55-37.30) uM	Children (1-13 years old)	Not Specified	Canavan disease	16802726	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	43 (0.0-203.58) uM	Children (1-13 years old)	Not Specified	Pelizaeus Merzbacher Disease	16802726	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	18.7 (0.0-37.4) uM	Adult (>18 years old)	Both	Canavan disease	10333125	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Urine	Detected and Quantified	2.1 +/- 0.9 umol/mmol creatinine	Adult (>18 years old)	Both	Schizophrenia	7595563	details

Associated Disorders and Diseases

Disease References

Canavan disease
Burlina AP, Ferrari V, Divry P, Gradowska W, Jakobs C, Bennett MJ, Sewell AC, Dionisi-Vici C, Burlina AB: N-acetylaspartylglutamate in Canavan disease: an adverse effector? Eur J Pediatr. 1999 May;158(5):406-9. [PubMed:10333125 ] Burlina AP, Ferrari V, Burlina AB, Ermani M, Boespflug-Tanguy O, Bertini E: N-acetylaspartylglutamate (NAAG) in Pelizaeus-Merzbacher disease. Adv Exp Med Biol. 2006;576:353-9; discussion 361-3. doi: 10.1007/0-387-30172-0_26. [PubMed:16802726 ]
Pelizaeus Merzbacher Disease
Burlina AP, Ferrari V, Burlina AB, Ermani M, Boespflug-Tanguy O, Bertini E: N-acetylaspartylglutamate (NAAG) in Pelizaeus-Merzbacher disease. Adv Exp Med Biol. 2006;576:353-9; discussion 361-3. doi: 10.1007/0-387-30172-0_26. [PubMed:16802726 ]
Colorectal cancer
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Schizophrenia
Do KQ, Lauer CJ, Schreiber W, Zollinger M, Gutteck-Amsler U, Cuenod M, Holsboer F: gamma-Glutamylglutamine and taurine concentrations are decreased in the cerebrospinal fluid of drug-naive patients with schizophrenic disorders. J Neurochem. 1995 Dec;65(6):2652-62. [PubMed:7595563 ]

Associated OMIM IDs

271900 (Canavan disease)
312080 (Pelizaeus Merzbacher Disease)
114500 (Colorectal cancer)
181500 (Schizophrenia)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022406

KNApSAcK ID

Not Available

Chemspider ID

164080

KEGG Compound ID

C12270

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

N-Acetylaspartylglutamic_acid

METLIN ID

Not Available

PubChem Compound

188803

PDB ID

Not Available

ChEBI ID

73688

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00029994

Good Scents ID

Not Available

References

Synthesis Reference

Marchetti, Enzo; Mattalia, Gabriele; Curatolo, Francesco; Bergesi, Giuseppe. Structure and synthesis of the natural dipeptides N-acetyl-b-L-aspartyl-L-glutamic acid and its isomer N-acetyl-a-L-aspartyl-L-glutamic acid. Annali di Chimica (Rome, Italy) (1967), 57(6), 624-31.

Material Safety Data Sheet (MSDS)

Not Available

General References

Coyle JT: The nagging question of the function of N-acetylaspartylglutamate. Neurobiol Dis. 1997;4(3-4):231-8. [PubMed:9361299 ]
Ma D, Zhang J, Sugahara K, Ageta T, Nakayama K, Kodama H: Simultaneous determination of N-acetylaspartic acid, N-acetylglutamic acid, and N-acetylaspartylglutamic acid in whole brain of 3-mercaptopropionic acid-treated rats using liquid chromatography-atmospheric pressure chemical ionization mass spectrometry. Anal Biochem. 1999 Dec 15;276(2):124-8. [PubMed:10603234 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for N-Acetylaspartylglutamic acid (HMDB0001067)

MOL for HMDB0001067 (N-Acetylaspartylglutamic acid)

3D MOL for HMDB0001067 (N-Acetylaspartylglutamic acid)

3D SDF for HMDB0001067 (N-Acetylaspartylglutamic acid)

3D-SDF for HMDB0001067 (N-Acetylaspartylglutamic acid)

PDB for HMDB0001067 (N-Acetylaspartylglutamic acid)

3D PDB for HMDB0001067 (N-Acetylaspartylglutamic acid)

SMILES for HMDB0001067 (N-Acetylaspartylglutamic acid)

INCHI for HMDB0001067 (N-Acetylaspartylglutamic acid)

Structure for HMDB0001067 (N-Acetylaspartylglutamic acid)

3D Structure for HMDB0001067 (N-Acetylaspartylglutamic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra