MiMeDB: Showing metabocard for N-Acetyl-L-glutamyl 5-phosphate (MMDBc0029832)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:43:31 UTC

Update Date

2022-08-31 17:19:11 UTC

Metabolite ID

MMDBc0029832

Metabolite Identification

Common Name

N-Acetyl-L-glutamyl 5-phosphate

Description

N-Acetyl-L-glutamyl 5-phosphate is an intermediate in urea cycle and metabolism of amino groups. The enzyme N-acetyl-gamma-glutamyl-phosphate reductase [EC:1.2.1.38] catalyzes the conversion of this metabolite into N-acetyl-L-glutamate 5-semialdehyde. This reaction is irreversible and occurs in the cytoplasm (BiGG database)

Structure

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

HMDB0006456
     RDKit          3D
N-Acetyl-L-glutamyl 5-phosphate
 29 28  0  0  0  0  0  0  0  0999 V2000
   -4.8644   -0.2634    1.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6350    0.4212    0.7094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4966    1.6398    1.0616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6615   -0.2250   -0.0892 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4899    0.5629   -0.4942 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2619   -0.1631   -0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9780    0.5822   -0.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1518   -0.1749    0.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9800   -1.2153    0.8279 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3994    0.3493   -0.0410 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8007   -0.4082    0.5392 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.7770   -1.8823    0.1408 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8494   -0.2883    2.2042 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1836    0.3241   -0.1351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4602    0.7477   -1.9408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2901    0.1952   -2.7324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079    1.5549   -2.5213 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5087    0.4301    1.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5551   -1.0707    1.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4429   -0.6451    0.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -1.2155   -0.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5979    1.5617   -0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3113   -0.3450    1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2311   -1.1829   -0.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9832    1.6245   -0.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1323    0.5543   -1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0444    0.0804    2.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9813    1.2606   -0.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1518    1.3649   -3.4504 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  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
  5 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  1
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
 13 27  1  0
 14 28  1  0
 17 29  1  0
M  END


  Mrv1652309042000322D          

 17 16  0  0  0  0            999 V2000
10002.070910001.0357    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10001.356210001.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.070910000.2128    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10002.785810001.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.643310001.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.7858 9999.7998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.500610001.0357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.785810002.2717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.929810001.4478    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.500610000.2128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.7858 9998.9758    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.216210001.0357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.929810002.2717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.502610001.4478    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9998.915610002.1626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9997.786910001.0357    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9998.091710002.1626    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  1  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  4  7  1  0  0  0  0
  4  8  2  0  0  0  0
  5  9  1  0  0  0  0
  6 10  1  0  0  0  0
  6 11  2  0  0  0  0
  9 12  1  0  0  0  0
  9 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
 14 17  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029832

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H12NO8P/c1-4(9)8-5(7(11)12)2-3-6(10)16-17(13,14)15/h5H,2-3H2,1H3,(H,8,9)(H,11,12)(H2,13,14,15)/t5-/m0/s1

> <INCHI_KEY>
FCVIHFVSXHOPSW-YFKPBYRVSA-N

> <FORMULA>
C7H12NO8P

> <MOLECULAR_WEIGHT>
269.1458

> <EXACT_MASS>
269.030052877

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
21.947659100936963

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-acetamido-5-oxo-5-(phosphonooxy)pentanoic acid

> <ALOGPS_LOGP>
-1.92

> <JCHEM_LOGP>
-1.766880562333333

> <ALOGPS_LOGS>
-1.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
3.564886066603254

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.2321518301617242

> <JCHEM_PKA_STRONGEST_BASIC>
-1.8012284694004794

> <JCHEM_POLAR_SURFACE_AREA>
150.23000000000002

> <JCHEM_REFRACTIVITY>
51.89120000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.64e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-acetamido-5-oxo-5-(phosphonooxy)pentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006456
     RDKit          3D
N-Acetyl-L-glutamyl 5-phosphate
 29 28  0  0  0  0  0  0  0  0999 V2000
   -4.8644   -0.2634    1.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6350    0.4212    0.7094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4966    1.6398    1.0616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6615   -0.2250   -0.0892 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4899    0.5629   -0.4942 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2619   -0.1631   -0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9780    0.5822   -0.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1518   -0.1749    0.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9800   -1.2153    0.8279 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3994    0.3493   -0.0410 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8007   -0.4082    0.5392 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.7770   -1.8823    0.1408 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8494   -0.2883    2.2042 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1836    0.3241   -0.1351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4602    0.7477   -1.9408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2901    0.1952   -2.7324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079    1.5549   -2.5213 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5087    0.4301    1.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5551   -1.0707    1.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4429   -0.6451    0.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -1.2155   -0.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5979    1.5617   -0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3113   -0.3450    1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2311   -1.1829   -0.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9832    1.6245   -0.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1323    0.5543   -1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0444    0.0804    2.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9813    1.2606   -0.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1518    1.3649   -3.4504 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  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
  5 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  1
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
 13 27  1  0
 14 28  1  0
 17 29  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  C   UNK     0    8670.5328668.600   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8669.1988669.369   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    8670.5328667.064   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0    8671.8678669.369   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8667.8678668.600   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8671.8678666.293   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    8673.2018668.600   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8671.8678670.907   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8666.5368669.369   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8673.2018667.064   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    8671.8678664.755   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    8665.2048668.600   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8666.5368670.907   0.000  0.00  0.00           O+0
HETATM   14  P   UNK     0    8663.8728669.369   0.000  0.00  0.00           P+0
HETATM   15  O   UNK     0    8664.6428670.704   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    8662.5368668.600   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8663.1058670.704   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1    7    8                                                  
CONECT    5    2    9                                                       
CONECT    6    3   10   11                                                  
CONECT    7    4                                                            
CONECT    8    4                                                            
CONECT    9    5   12   13                                                  
CONECT   10    6                                                            
CONECT   11    6                                                            
CONECT   12    9   14                                                       
CONECT   13    9                                                            
CONECT   14   12   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

COMPND    HMDB0006456
HETATM    1  C1  UNL     1      -4.864  -0.263   1.184  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.635   0.421   0.709  1.00  0.00           C  
HETATM    3  O1  UNL     1      -3.497   1.640   1.062  1.00  0.00           O  
HETATM    4  N1  UNL     1      -2.662  -0.225  -0.089  1.00  0.00           N  
HETATM    5  C3  UNL     1      -1.490   0.563  -0.494  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.262  -0.163  -0.004  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.978   0.582  -0.372  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.152  -0.175   0.191  1.00  0.00           C  
HETATM    9  O2  UNL     1       1.980  -1.215   0.828  1.00  0.00           O  
HETATM   10  O3  UNL     1       3.399   0.349  -0.041  1.00  0.00           O  
HETATM   11  P1  UNL     1       4.801  -0.408   0.539  1.00  0.00           P  
HETATM   12  O4  UNL     1       4.777  -1.882   0.141  1.00  0.00           O  
HETATM   13  O5  UNL     1       4.849  -0.288   2.204  1.00  0.00           O  
HETATM   14  O6  UNL     1       6.184   0.324  -0.135  1.00  0.00           O  
HETATM   15  C7  UNL     1      -1.460   0.748  -1.941  1.00  0.00           C  
HETATM   16  O7  UNL     1      -2.290   0.195  -2.732  1.00  0.00           O  
HETATM   17  O8  UNL     1      -0.508   1.555  -2.521  1.00  0.00           O  
HETATM   18  H1  UNL     1      -5.509   0.430   1.757  1.00  0.00           H  
HETATM   19  H2  UNL     1      -4.555  -1.071   1.861  1.00  0.00           H  
HETATM   20  H3  UNL     1      -5.443  -0.645   0.320  1.00  0.00           H  
HETATM   21  H4  UNL     1      -2.795  -1.216  -0.363  1.00  0.00           H  
HETATM   22  H5  UNL     1      -1.598   1.562  -0.036  1.00  0.00           H  
HETATM   23  H6  UNL     1      -0.311  -0.345   1.100  1.00  0.00           H  
HETATM   24  H7  UNL     1      -0.231  -1.183  -0.458  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.983   1.624  -0.058  1.00  0.00           H  
HETATM   26  H9  UNL     1       1.132   0.554  -1.486  1.00  0.00           H  
HETATM   27  H10 UNL     1       4.044   0.080   2.620  1.00  0.00           H  
HETATM   28  H11 UNL     1       5.981   1.261  -0.336  1.00  0.00           H  
HETATM   29  H12 UNL     1      -0.152   1.365  -3.450  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3    4
CONECT    4    5   21
CONECT    5    6   15   22
CONECT    6    7   23   24
CONECT    7    8   25   26
CONECT    8    9    9   10
CONECT   10   11
CONECT   11   12   12   13   14
CONECT   13   27
CONECT   14   28
CONECT   15   16   16   17
CONECT   17   29
END

HMDB0006456
     RDKit          3D
N-Acetyl-L-glutamyl 5-phosphate
 29 28  0  0  0  0  0  0  0  0999 V2000
   -4.8644   -0.2634    1.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6350    0.4212    0.7094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4966    1.6398    1.0616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6615   -0.2250   -0.0892 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4899    0.5629   -0.4942 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2619   -0.1631   -0.0035 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9780    0.5822   -0.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1518   -0.1749    0.1911 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9800   -1.2153    0.8279 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3994    0.3493   -0.0410 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8007   -0.4082    0.5392 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.7770   -1.8823    0.1408 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8494   -0.2883    2.2042 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1836    0.3241   -0.1351 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4602    0.7477   -1.9408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2901    0.1952   -2.7324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5079    1.5549   -2.5213 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5087    0.4301    1.7573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5551   -1.0707    1.8605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4429   -0.6451    0.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7950   -1.2155   -0.3626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5979    1.5617   -0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3113   -0.3450    1.1002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2311   -1.1829   -0.4580 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9832    1.6245   -0.0577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1323    0.5543   -1.4860 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0444    0.0804    2.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9813    1.2606   -0.3364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1518    1.3649   -3.4504 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  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 11 14  1  0
  5 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  1
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
 13 27  1  0
 14 28  1  0
 17 29  1  0
M  END

Synonyms

Value	Source
N-Acetyl-5-glutamyl phosphate	ChEBI
N-Acetyl-5-oxo-5-(phosphonooxy)-L-norvaline	ChEBI
N-Acetyl-L-glutamate 5-phosphate	ChEBI
N-Acetyl-5-glutamyl phosphoric acid	Generator
N-Acetyl-L-glutamic acid 5-phosphoric acid	Generator
N-Acetyl-L-glutamyl 5-phosphoric acid	Generator
(2S)-2-acetamido-5-oxo-5-(Phosphonooxy)pentanoate	HMDB
(2S)-2-acetamido-5-oxo-5-(Phosphonooxy)pentanoic acid	HMDB
N-Acetyl-gamma-L-glutamyl phosphate	HMDB
N-Acetyl-gamma-glutamyl phosphate	HMDB
N-Acetyl-γ-glutamyl phosphate	HMDB

Molecular Formula

C₇H₁₂NO₈P

Average Mass

269.1458

Monoisotopic Mass

269.030052877

IUPAC Name

(2S)-2-acetamido-5-oxo-5-(phosphonooxy)pentanoic acid

Traditional Name

(2S)-2-acetamido-5-oxo-5-(phosphonooxy)pentanoic acid

CAS Registry Number

15383-57-0

SMILES

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

InChI Identifier

InChI=1S/C7H12NO8P/c1-4(9)8-5(7(11)12)2-3-6(10)16-17(13,14)15/h5H,2-3H2,1H3,(H,8,9)(H,11,12)(H2,13,14,15)/t5-/m0/s1

InChI Key

FCVIHFVSXHOPSW-YFKPBYRVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamic acid and derivatives

Alternative Parents

Substituents

Glutamic acid or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-alpha-amino acid
Acyl monophosphate
Acyl phosphate
Dicarboxylic acid or derivatives
Organic phosphoric acid derivative
Fatty acid
Acetamide
Secondary carboxylic acid amide
Carboxylic acid salt
Carboxamide group
Carboxylic acid
Carbonyl group
Organic salt
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

L-glutamic acid derivative (CHEBI:16878 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	3.64 g/L	ALOGPS
logP	-1.9	ALOGPS
logP	-1.8	ChemAxon
logS	-1.9	ALOGPS
pKa (Strongest Acidic)	1.23	ChemAxon
pKa (Strongest Basic)	-1.8	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	150.23 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	51.89 m³·mol⁻¹	ChemAxon
Polarizability	21.95 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9010000000-b0a55da1a5a5b19cb1d4	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-006t-9010000000-42bde2dc702d9b13da76	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 LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-9050000000-71b3eb12e2ae4f419455	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-eb5a9659d9563f71cfed	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-9428bc78f2587e624b2e	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-9010000000-fdf484605ec8efcf1973	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-5c2f91e14126fc9d0952	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9000000000-7084495cb0b628b5da4a	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0fka-3690000000-1006721922db38442ba6	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-007k-4930000000-eb999b44d4988128c1c9	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9500000000-78a70933fe87b25941ad	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00b9-0090000000-041c62aaf9a011fbf28a	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-003r-2930000000-e4bd8858ef8860dc9111	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0035-9400000000-2015735feb749a5b240b	2021-09-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum

Biological Properties

Cellular Locations

Mitochondria

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Data Source	Reference
MMDBr0000246	N-Acetyl-L-glutamyl 5-phosphate	N-Acetyl-L-glutamate 5-semialdehyde	aldehyde dehydrogenase 18 family, member A1	VMH	30371894
MMDBr0007042	N-Acetylglutamic acid	N-Acetyl-L-glutamyl 5-phosphate	Not Available	VMH	30371894
MMDBr0007047	N-Acetyl-L-glutamate 5-semialdehyde	N-Acetyl-L-glutamyl 5-phosphate	Not Available	VMH	30371894

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	478	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human stool; Human feces; pleural fluid plaque; bal; Cattle ; River trout ; Rat ; Turkey ; Sheep ; Dog ; Chicken	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	335	Pig ; Human feces; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human stool; Catfish ; Cattle	Metabolic reconstruction
Bacteria	Actinobacteria	154	Human feces; Human pleural fluid plaque; Human dental plaque; Human sputum; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque; Cattle	Metabolic reconstruction
Bacteria	Verrucomicrobia	3	Human ; Human feces	Metabolic reconstruction
Bacteria	Bacteroidetes	96	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva; Human gastric fluid; Human urine	Metabolic reconstruction
Bacteria	Synergistetes	3	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	7	Human feces; Pig ; Human	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria	Fusobacteria	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	2	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	5	Human feces; Human saliva; Human supragingival plaque	Unknown
Bacteria	Cyanobacteria	36	Human
Bacteria	Acidobacteria	3
Bacteria	Aquificae	4
Archaea/Archaea	Euryarchaeota	21		Metabolic reconstruction
Bacteria	Chloroflexi	8
Bacteria	Chlorobi	8
Bacteria	Deinococcus-thermus	5
Bacteria	Elusimicrobia	1
Bacteria	Thermotogae	7
Bacteria	nah	1
Bacteria	Dictyoglomi	2

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0006456

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023917

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Not Available

METLIN ID

PubChem Compound

PDB ID

ChEBI ID

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Noronha A, Modamio J, Jarosz Y, Guerard E, Sompairac N, Preciat G, Danielsdottir AD, Krecke M, Merten D, Haraldsdottir HS, Heinken A, Heirendt L, Magnusdottir S, Ravcheev DA, Sahoo S, Gawron P, Friscioni L, Garcia B, Prendergast M, Puente A, Rodrigues M, Roy A, Rouquaya M, Wiltgen L, Zagare A, John E, Krueger M, Kuperstein I, Zinovyev A, Schneider R, Fleming RMT, Thiele I: The Virtual Metabolic Human database: integrating human and gut microbiome metabolism with nutrition and disease. Nucleic Acids Res. 2019 Jan 8;47(D1):D614-D624. doi: 10.1093/nar/gky992. [PubMed:30371894 ]

Showing metabocard for N-Acetyl-L-glutamyl 5-phosphate (MMDBc0029832)

MOL for #<Metabolite:0x00007fecdcd98278>

3D MOL for #<Metabolite:0x00007fecdcd98278>

3D SDF for #<Metabolite:0x00007fecdcd98278>

3D-SDF for #<Metabolite:0x00007fecdcd98278>

PDB for #<Metabolite:0x00007fecdcd98278>

3D PDB for #<Metabolite:0x00007fecdcd98278>

SMILES for #<Metabolite:0x00007fecdcd98278>

INCHI for #<Metabolite:0x00007fecdcd98278>

Structure for #<Metabolite:0x00007fecdcd98278>

3D Structure for #<Metabolite:0x00007fecdcd98278>