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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2007-05-23 09:52:25 UTC

Update Date

2021-09-14 15:46:13 UTC

HMDB ID

HMDB0006456

Secondary Accession Numbers

HMDB06456

Metabolite Identification

Common Name

N-Acetyl-L-glutamyl 5-phosphate

Description

N-Acetyl-L-glutamyl 5-phosphate, also known as N-acetyl-5-glutamyl phosphoric acid, 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. N-Acetyl-L-glutamyl 5-phosphate exists in all living species, ranging from bacteria to plants to humans. N-Acetyl-L-glutamyl 5-phosphate has been detected, but not quantified in, several different foods, such as pears (Pyrus communis), sacred lotus (Nelumbo nucifera), common grapes (Vitis vinifera), cumins (Cuminum cyminum), and yali pears (Pyrus × bretschneideri). This could make N-acetyl-L-glutamyl 5-phosphate a potential biomarker for the consumption of these foods. N-Acetyl-L-glutamyl 5-phosphate is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on N-Acetyl-L-glutamyl 5-phosphate.

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>
HMDB0006456

> <DATABASE_NAME>
hmdb

> <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

View in JSmol View NMR Assignments View Stereo Labels

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

Chemical Formula

C₇H₁₂NO₈P

Average Molecular Weight

269.1458

Monoisotopic Molecular Weight

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 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Mitochondrion (HMDB: HMDB0006456)

Source

Endogenous

Endogenous (HMDB: HMDB0006456)

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)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Vegetable

Cabbage

Onion-family vegetable

Root vegetable

Shoot vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Orange bell pepper (FooDB: FOOD00879)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Tuber

Stalk vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)

Mushroom

Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Juniperus communis (FooDB: FOOD00895)
Albizia gummifera (FooDB: FOOD00896)

Fruit

Tropical fruit

Citrus

Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)
Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)

Pome

Berry

Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Cloudberry (FooDB: FOOD00161)
Red raspberry (FooDB: FOOD00162)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Bilberry (FooDB: FOOD00193)
Lingonberry (FooDB: FOOD00194)
Muscadine grape (FooDB: FOOD00203)
Common grape (FooDB: FOOD00204)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)

Other fruit

Fig (FooDB: FOOD00081)
Date (FooDB: FOOD00135)
Jujube (FooDB: FOOD00388)

Drupe

Prunus (Cherry, Plum) (FooDB: FOOD00143)
Apricot (FooDB: FOOD00144)
Sweet cherry (FooDB: FOOD00145)
Sour cherry (FooDB: FOOD00146)
European plum (FooDB: FOOD00147)
Peach (FooDB: FOOD00149)
Nectarine (FooDB: FOOD00229)
Peach (var.) (FooDB: FOOD00230)
Common chokecherry (FooDB: FOOD00562)

Nut

Cashew nut (FooDB: FOOD00011)
Peanut (FooDB: FOOD00016)
Brazil nut (FooDB: FOOD00024)
Pecan nut (FooDB: FOOD00044)
Chestnut (FooDB: FOOD00045)
Common hazelnut (FooDB: FOOD00062)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Almond (FooDB: FOOD00148)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hazelnut (FooDB: FOOD00376)
Hickory nut (FooDB: FOOD00377)
Japanese chestnut (FooDB: FOOD00385)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Macadamia nut (FooDB: FOOD00525)
Walnut (FooDB: FOOD00608)

Cereal and cereal product

Cereal

Cereal product

Pasta (FooDB: FOOD00273)
Bulgur (FooDB: FOOD00741)
Semolina (FooDB: FOOD00745)
Flour (FooDB: FOOD00799)

Dough

Sourdough (FooDB: FOOD00275)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

Lupine (FooDB: FOOD00104)
White lupine (FooDB: FOOD00403)

Bean

Green lentil (FooDB: FOOD00970)

Gourd

Watermelon (FooDB: FOOD00052)
Muskmelon (FooDB: FOOD00064)
Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)
Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Soy sauce (FooDB: FOOD00694)
Miso (FooDB: FOOD00695)
Tofu (FooDB: FOOD00696)
Soy milk (FooDB: FOOD00736)
Soy cream (FooDB: FOOD00784)

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Arginine Metabolism (PathBank: SMP0002416)
Proline Metabolism (PathBank: SMP0002420)
Ornithine Metabolism (PathBank: SMP0121275)

Role

Not Available

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	3.64 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	161.449	31661259
DarkChem	[M-H]-	159.658	31661259
DeepCCS	[M+H]+	150.776	30932474
DeepCCS	[M-H]-	148.533	30932474
DeepCCS	[M-2H]-	181.773	30932474
DeepCCS	[M+Na]+	156.718	30932474
AllCCS	[M+H]+	157.1	32859911
AllCCS	[M+H-H2O]+	153.9	32859911
AllCCS	[M+NH4]+	160.1	32859911
AllCCS	[M+Na]+	161.0	32859911
AllCCS	[M-H]-	151.3	32859911
AllCCS	[M+Na-2H]-	151.9	32859911
AllCCS	[M+HCOO]-	152.6	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.21 minutes	32390414
Predicted by Siyang on May 30, 2022	9.9501 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	8.29 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	409.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	486.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	276.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	43.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	163.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	49.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	276.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	242.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	787.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	589.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	45.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	691.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	177.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	234.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	696.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	336.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	547.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Acetyl-L-glutamyl 5-phosphate	CC(=O)N[C@@H](CCC(=O)OP(O)(O)=O)C(O)=O	3296.7	Standard polar	33892256
N-Acetyl-L-glutamyl 5-phosphate	CC(=O)N[C@@H](CCC(=O)OP(O)(O)=O)C(O)=O	1760.5	Standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate	CC(=O)N[C@@H](CCC(=O)OP(O)(O)=O)C(O)=O	2353.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Acetyl-L-glutamyl 5-phosphate,1TMS,isomer #1	CC(=O)N[C@@H](CCC(=O)OP(=O)(O)O)C(=O)O[Si](C)(C)C	2106.7	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,1TMS,isomer #2	CC(=O)N[C@@H](CCC(=O)OP(=O)(O)O[Si](C)(C)C)C(=O)O	2118.5	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,1TMS,isomer #3	CC(=O)N([C@@H](CCC(=O)OP(=O)(O)O)C(=O)O)[Si](C)(C)C	2128.0	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TMS,isomer #1	CC(=O)N[C@@H](CCC(=O)OP(=O)(O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2148.0	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TMS,isomer #1	CC(=O)N[C@@H](CCC(=O)OP(=O)(O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2177.8	Standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TMS,isomer #1	CC(=O)N[C@@H](CCC(=O)OP(=O)(O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	3157.0	Standard polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TMS,isomer #2	CC(=O)N([C@@H](CCC(=O)OP(=O)(O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2147.6	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TMS,isomer #2	CC(=O)N([C@@H](CCC(=O)OP(=O)(O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2200.0	Standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TMS,isomer #2	CC(=O)N([C@@H](CCC(=O)OP(=O)(O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3408.1	Standard polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TMS,isomer #3	CC(=O)N[C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O	2180.9	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TMS,isomer #3	CC(=O)N[C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O	2221.4	Standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TMS,isomer #3	CC(=O)N[C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O	3057.1	Standard polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TMS,isomer #4	CC(=O)N([C@@H](CCC(=O)OP(=O)(O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2166.2	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TMS,isomer #4	CC(=O)N([C@@H](CCC(=O)OP(=O)(O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2235.0	Standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TMS,isomer #4	CC(=O)N([C@@H](CCC(=O)OP(=O)(O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	3182.2	Standard polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,3TMS,isomer #1	CC(=O)N[C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2195.4	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,3TMS,isomer #1	CC(=O)N[C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2253.1	Standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,3TMS,isomer #1	CC(=O)N[C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2724.3	Standard polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,3TMS,isomer #2	CC(=O)N([C@@H](CCC(=O)OP(=O)(O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2180.3	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,3TMS,isomer #2	CC(=O)N([C@@H](CCC(=O)OP(=O)(O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2234.2	Standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,3TMS,isomer #2	CC(=O)N([C@@H](CCC(=O)OP(=O)(O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2864.1	Standard polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,3TMS,isomer #3	CC(=O)N([C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2201.8	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,3TMS,isomer #3	CC(=O)N([C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2301.2	Standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,3TMS,isomer #3	CC(=O)N([C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2757.3	Standard polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,4TMS,isomer #1	CC(=O)N([C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2211.4	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,4TMS,isomer #1	CC(=O)N([C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2297.1	Standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,4TMS,isomer #1	CC(=O)N([C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2563.5	Standard polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,1TBDMS,isomer #1	CC(=O)N[C@@H](CCC(=O)OP(=O)(O)O)C(=O)O[Si](C)(C)C(C)(C)C	2356.7	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,1TBDMS,isomer #2	CC(=O)N[C@@H](CCC(=O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)C(=O)O	2362.2	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,1TBDMS,isomer #3	CC(=O)N([C@@H](CCC(=O)OP(=O)(O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2387.0	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TBDMS,isomer #1	CC(=O)N[C@@H](CCC(=O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2587.0	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TBDMS,isomer #1	CC(=O)N[C@@H](CCC(=O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2577.8	Standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TBDMS,isomer #1	CC(=O)N[C@@H](CCC(=O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3277.6	Standard polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TBDMS,isomer #2	CC(=O)N([C@@H](CCC(=O)OP(=O)(O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2623.2	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TBDMS,isomer #2	CC(=O)N([C@@H](CCC(=O)OP(=O)(O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2604.5	Standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TBDMS,isomer #2	CC(=O)N([C@@H](CCC(=O)OP(=O)(O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3449.1	Standard polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TBDMS,isomer #3	CC(=O)N[C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O	2622.5	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TBDMS,isomer #3	CC(=O)N[C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O	2618.0	Standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TBDMS,isomer #3	CC(=O)N[C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O	3190.3	Standard polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TBDMS,isomer #4	CC(=O)N([C@@H](CCC(=O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2628.4	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TBDMS,isomer #4	CC(=O)N([C@@H](CCC(=O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2628.9	Standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,2TBDMS,isomer #4	CC(=O)N([C@@H](CCC(=O)OP(=O)(O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3285.3	Standard polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,3TBDMS,isomer #1	CC(=O)N[C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2836.4	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,3TBDMS,isomer #1	CC(=O)N[C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2773.7	Standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,3TBDMS,isomer #1	CC(=O)N[C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3009.1	Standard polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,3TBDMS,isomer #2	CC(=O)N([C@@H](CCC(=O)OP(=O)(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	2835.3	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,3TBDMS,isomer #2	CC(=O)N([C@@H](CCC(=O)OP(=O)(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	2813.6	Standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,3TBDMS,isomer #2	CC(=O)N([C@@H](CCC(=O)OP(=O)(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	3096.7	Standard polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,3TBDMS,isomer #3	CC(=O)N([C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2864.9	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,3TBDMS,isomer #3	CC(=O)N([C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2827.1	Standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,3TBDMS,isomer #3	CC(=O)N([C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3032.1	Standard polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,4TBDMS,isomer #1	CC(=O)N([C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C(C)(C)C)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	3043.0	Semi standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,4TBDMS,isomer #1	CC(=O)N([C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C(C)(C)C)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	2967.2	Standard non polar	33892256
N-Acetyl-L-glutamyl 5-phosphate,4TBDMS,isomer #1	CC(=O)N([C@@H](CCC(=O)OP(=O)(O[Si](C)(C)C(C)(C)C)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	2939.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-L-glutamyl 5-phosphate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9010000000-b0a55da1a5a5b19cb1d4	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-L-glutamyl 5-phosphate GC-MS (1 TMS) - 70eV, Positive	splash10-006t-9010000000-42bde2dc702d9b13da76	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Acetyl-L-glutamyl 5-phosphate 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-L-glutamyl 5-phosphate 10V, Positive-QTOF	splash10-0fka-3690000000-1006721922db38442ba6	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-L-glutamyl 5-phosphate 20V, Positive-QTOF	splash10-007k-4930000000-eb999b44d4988128c1c9	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-L-glutamyl 5-phosphate 40V, Positive-QTOF	splash10-0002-9500000000-78a70933fe87b25941ad	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-L-glutamyl 5-phosphate 10V, Negative-QTOF	splash10-004i-9050000000-71b3eb12e2ae4f419455	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-L-glutamyl 5-phosphate 20V, Negative-QTOF	splash10-004i-9000000000-eb5a9659d9563f71cfed	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-L-glutamyl 5-phosphate 40V, Negative-QTOF	splash10-004i-9000000000-9428bc78f2587e624b2e	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-L-glutamyl 5-phosphate 10V, Negative-QTOF	splash10-004i-9010000000-fdf484605ec8efcf1973	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-L-glutamyl 5-phosphate 20V, Negative-QTOF	splash10-004i-9000000000-5c2f91e14126fc9d0952	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-L-glutamyl 5-phosphate 40V, Negative-QTOF	splash10-004i-9000000000-7084495cb0b628b5da4a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-L-glutamyl 5-phosphate 10V, Positive-QTOF	splash10-00b9-0090000000-041c62aaf9a011fbf28a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-L-glutamyl 5-phosphate 20V, Positive-QTOF	splash10-003r-2930000000-e4bd8858ef8860dc9111	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Acetyl-L-glutamyl 5-phosphate 40V, Positive-QTOF	splash10-0035-9400000000-2015735feb749a5b240b	2021-09-22	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

Biological Properties

Cellular Locations

Mitochondria

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

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

VMH ID

ACG5P

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Kuramitsu, Shigenori; Masui, Ryoji. Cloning of thermostable acetylglutamate kinase gene from Sulfolobus tokodaii and use for N-acetyl-L-glutamate-5-phosphate biosynthesis. Jpn. Kokai Tokkyo Koho (2004), 12 pp. CODEN: JKXXAF JP 2004298187 A 20041028 CAN 141:362386 AN 2004:900796

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for N-Acetyl-L-glutamyl 5-phosphate (HMDB0006456)

MOL for HMDB0006456 (N-Acetyl-L-glutamyl 5-phosphate)

3D MOL for HMDB0006456 (N-Acetyl-L-glutamyl 5-phosphate)

3D SDF for HMDB0006456 (N-Acetyl-L-glutamyl 5-phosphate)

3D-SDF for HMDB0006456 (N-Acetyl-L-glutamyl 5-phosphate)

PDB for HMDB0006456 (N-Acetyl-L-glutamyl 5-phosphate)

3D PDB for HMDB0006456 (N-Acetyl-L-glutamyl 5-phosphate)

SMILES for HMDB0006456 (N-Acetyl-L-glutamyl 5-phosphate)

INCHI for HMDB0006456 (N-Acetyl-L-glutamyl 5-phosphate)

Structure for HMDB0006456 (N-Acetyl-L-glutamyl 5-phosphate)

3D Structure for HMDB0006456 (N-Acetyl-L-glutamyl 5-phosphate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra