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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-02-04 11:53:19 UTC

Update Date

2021-09-14 15:46:28 UTC

HMDB ID

HMDB0011687

Secondary Accession Numbers

HMDB11687

Metabolite Identification

Common Name

Phenylbutyrylglutamine

Description

Phenylbutyrylglutamine has been identified as a new metabolite of phenylbutyrate in human plasma and urine. Phenylbutyrate is used in humans for treating inborn errors of ureagenesis, certain forms of cancer, cystic fibrosis and thalassemia. After administration of phenylbutyrate to normal humans, the cumulative urinary excretion of phenylacetate, phenylbutyrate, phenylacetylglutamine and phenylbutyrylglutamine amounts to about half of the dose of phenylbutyrate.

Structure

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

HMDB0011687
     RDKit          3D
Phenylbutyrylglutamine
 41 41  0  0  0  0  0  0  0  0999 V2000
    6.5007   -1.3157    0.1434 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1891   -1.4394   -0.3799 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0611   -1.4562   -1.6287 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0500   -1.5480    0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7390   -1.0771    0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5092    0.3602   -0.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1125    0.4274   -0.6808 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0785    1.0467    0.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3931    1.5624    1.1469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3133    1.1176   -0.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1301    1.8540    0.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5566    1.9617    0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1146    0.5996    0.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0519   -0.0399   -1.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5860   -1.3200   -1.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1651   -1.9189   -0.2296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2239   -1.2674    0.9898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7031   -0.0144    1.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3389    1.0722   -1.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8902    1.4943   -2.2481 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6749    1.3439   -0.8961 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9812   -2.0876    0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0534   -0.4415    0.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2389   -1.0627    1.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9221   -2.6447    0.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9737   -1.3780    0.8412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3907   -1.6880   -0.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4804    0.9040    0.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9184   -0.0112   -1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4140    1.6299   -1.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6791    0.0766   -0.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0115    1.3750    1.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6658    2.8725    0.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1080    2.5090    0.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6793    2.5205   -0.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5869    0.4574   -2.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5388   -1.8302   -2.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5819   -2.9307   -0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6824   -1.7598    1.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7484    0.5055    2.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0449    1.5410    0.0299 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  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  6 19  1  0
 19 20  2  0
 19 21  1  0
 18 13  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  7 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 21 41  1  0
M  END


  Mrv0541 02241201502D          

 21 21  0  0  0  0            999 V2000
    9.9478   -8.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3603   -9.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1228   -8.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9478  -10.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7103   -9.5020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1228  -10.2164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3603   -8.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1853   -8.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5978   -7.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4228   -7.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8353   -8.0730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.8353   -6.6440    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.6603   -6.6440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0728   -7.3585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0728   -5.9296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8978   -5.9296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6603   -5.2151    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6603   -8.0730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0728   -8.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6603   -9.5020    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.8978   -8.7875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  1  2  0  0  0  0
  4  2  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  6  5  2  0  0  0  0
  7  1  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  2  0  0  0  0
 12 10  1  0  0  0  0
 14 13  1  0  0  0  0
 15 13  1  0  0  0  0
 16 15  2  0  0  0  0
 17 15  1  0  0  0  0
 18 14  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 19  2  0  0  0  0
 12 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0011687

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C15H20N2O4/c16-13(18)10-9-12(15(20)21)17-14(19)8-4-7-11-5-2-1-3-6-11/h1-3,5-6,12H,4,7-10H2,(H2,16,18)(H,17,19)(H,20,21)

> <INCHI_KEY>
XKQKXKRCMAJADR-UHFFFAOYSA-N

> <FORMULA>
C15H20N2O4

> <MOLECULAR_WEIGHT>
292.3303

> <EXACT_MASS>
292.142307138

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
30.50610072212152

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-carbamoyl-2-(4-phenylbutanamido)butanoic acid

> <ALOGPS_LOGP>
0.65

> <JCHEM_LOGP>
0.8035191193333332

> <ALOGPS_LOGS>
-3.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.347598251745865

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8746090309136254

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5642088469050045

> <JCHEM_POLAR_SURFACE_AREA>
109.49000000000001

> <JCHEM_REFRACTIVITY>
76.4776

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.15e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-carbamoyl-2-(4-phenylbutanamido)butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011687
     RDKit          3D
Phenylbutyrylglutamine
 41 41  0  0  0  0  0  0  0  0999 V2000
    6.5007   -1.3157    0.1434 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1891   -1.4394   -0.3799 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0611   -1.4562   -1.6287 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0500   -1.5480    0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7390   -1.0771    0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5092    0.3602   -0.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1125    0.4274   -0.6808 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0785    1.0467    0.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3931    1.5624    1.1469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3133    1.1176   -0.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1301    1.8540    0.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5566    1.9617    0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1146    0.5996    0.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0519   -0.0399   -1.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5860   -1.3200   -1.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1651   -1.9189   -0.2296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2239   -1.2674    0.9898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7031   -0.0144    1.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3389    1.0722   -1.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8902    1.4943   -2.2481 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6749    1.3439   -0.8961 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9812   -2.0876    0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0534   -0.4415    0.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2389   -1.0627    1.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9221   -2.6447    0.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9737   -1.3780    0.8412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3907   -1.6880   -0.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4804    0.9040    0.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9184   -0.0112   -1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4140    1.6299   -1.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6791    0.0766   -0.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0115    1.3750    1.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6658    2.8725    0.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1080    2.5090    0.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6793    2.5205   -0.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5869    0.4574   -2.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5388   -1.8302   -2.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5819   -2.9307   -0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6824   -1.7598    1.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7484    0.5055    2.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0449    1.5410    0.0299 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  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  6 19  1  0
 19 20  2  0
 19 21  1  0
 18 13  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  7 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 21 41  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      18.569 -16.403   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      19.339 -17.737   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.029 -16.403   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.569 -19.071   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.259 -17.737   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.029 -19.071   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      19.339 -15.070   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.879 -15.070   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.649 -13.736   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.189 -13.736   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      23.959 -15.070   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      23.959 -12.402   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      25.499 -12.402   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.269 -13.736   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      26.269 -11.069   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      27.809 -11.069   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      25.499  -9.735   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      25.499 -15.070   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      26.269 -16.403   0.000  0.00  0.00           C+0
HETATM   20  N   UNK     0      25.499 -17.737   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0      27.809 -16.403   0.000  0.00  0.00           O+0
CONECT    1    2    3    7                                                  
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    6                                                       
CONECT    6    4    5                                                       
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   14   15   12                                                  
CONECT   14   13   18                                                       
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18   14   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0011687
HETATM    1  N1  UNL     1       6.501  -1.316   0.143  1.00  0.00           N  
HETATM    2  C1  UNL     1       5.189  -1.439  -0.380  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.061  -1.456  -1.629  1.00  0.00           O  
HETATM    4  C2  UNL     1       4.050  -1.548   0.517  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.739  -1.077   0.055  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.509   0.360  -0.205  1.00  0.00           C  
HETATM    7  N2  UNL     1       1.113   0.427  -0.681  1.00  0.00           N  
HETATM    8  C5  UNL     1       0.078   1.047   0.040  1.00  0.00           C  
HETATM    9  O2  UNL     1       0.393   1.562   1.147  1.00  0.00           O  
HETATM   10  C6  UNL     1      -1.313   1.118  -0.427  1.00  0.00           C  
HETATM   11  C7  UNL     1      -2.130   1.854   0.605  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.557   1.962   0.186  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.115   0.600   0.018  1.00  0.00           C  
HETATM   14  C10 UNL     1      -4.052  -0.040  -1.197  1.00  0.00           C  
HETATM   15  C11 UNL     1      -4.586  -1.320  -1.322  1.00  0.00           C  
HETATM   16  C12 UNL     1      -5.165  -1.919  -0.230  1.00  0.00           C  
HETATM   17  C13 UNL     1      -5.224  -1.267   0.990  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.703  -0.014   1.119  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.339   1.072  -1.145  1.00  0.00           C  
HETATM   20  O3  UNL     1       2.890   1.494  -2.248  1.00  0.00           O  
HETATM   21  O4  UNL     1       4.675   1.344  -0.896  1.00  0.00           O  
HETATM   22  H1  UNL     1       6.981  -2.088   0.669  1.00  0.00           H  
HETATM   23  H2  UNL     1       7.053  -0.442   0.028  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.239  -1.063   1.521  1.00  0.00           H  
HETATM   25  H4  UNL     1       3.922  -2.645   0.789  1.00  0.00           H  
HETATM   26  H5  UNL     1       1.974  -1.378   0.841  1.00  0.00           H  
HETATM   27  H6  UNL     1       2.391  -1.688  -0.842  1.00  0.00           H  
HETATM   28  H7  UNL     1       2.480   0.904   0.808  1.00  0.00           H  
HETATM   29  H8  UNL     1       0.918  -0.011  -1.591  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.414   1.630  -1.413  1.00  0.00           H  
HETATM   31  H10 UNL     1      -1.679   0.077  -0.573  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.012   1.375   1.585  1.00  0.00           H  
HETATM   33  H12 UNL     1      -1.666   2.873   0.694  1.00  0.00           H  
HETATM   34  H13 UNL     1      -4.108   2.509   0.985  1.00  0.00           H  
HETATM   35  H14 UNL     1      -3.679   2.521  -0.761  1.00  0.00           H  
HETATM   36  H15 UNL     1      -3.587   0.457  -2.048  1.00  0.00           H  
HETATM   37  H16 UNL     1      -4.539  -1.830  -2.281  1.00  0.00           H  
HETATM   38  H17 UNL     1      -5.582  -2.931  -0.348  1.00  0.00           H  
HETATM   39  H18 UNL     1      -5.682  -1.760   1.826  1.00  0.00           H  
HETATM   40  H19 UNL     1      -4.748   0.505   2.087  1.00  0.00           H  
HETATM   41  H20 UNL     1       5.045   1.541   0.030  1.00  0.00           H  
CONECT    1    2   22   23
CONECT    2    3    3    4
CONECT    4    5   24   25
CONECT    5    6   26   27
CONECT    6    7   19   28
CONECT    7    8   29
CONECT    8    9    9   10
CONECT   10   11   30   31
CONECT   11   12   32   33
CONECT   12   13   34   35
CONECT   13   14   14   18
CONECT   14   15   36
CONECT   15   16   16   37
CONECT   16   17   38
CONECT   17   18   18   39
CONECT   18   40
CONECT   19   20   20   21
CONECT   21   41
END

HMDB0011687
     RDKit          3D
Phenylbutyrylglutamine
 41 41  0  0  0  0  0  0  0  0999 V2000
    6.5007   -1.3157    0.1434 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1891   -1.4394   -0.3799 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0611   -1.4562   -1.6287 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0500   -1.5480    0.5166 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7390   -1.0771    0.0553 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5092    0.3602   -0.2051 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1125    0.4274   -0.6808 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0785    1.0467    0.0396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3931    1.5624    1.1469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3133    1.1176   -0.4273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1301    1.8540    0.6050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5566    1.9617    0.1861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1146    0.5996    0.0177 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0519   -0.0399   -1.1966 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5860   -1.3200   -1.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1651   -1.9189   -0.2296 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2239   -1.2674    0.9898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7031   -0.0144    1.1192 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3389    1.0722   -1.1450 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8902    1.4943   -2.2481 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6749    1.3439   -0.8961 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9812   -2.0876    0.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0534   -0.4415    0.0276 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2389   -1.0627    1.5206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9221   -2.6447    0.7890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9737   -1.3780    0.8412 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3907   -1.6880   -0.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4804    0.9040    0.8080 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9184   -0.0112   -1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4140    1.6299   -1.4127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6791    0.0766   -0.5730 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0115    1.3750    1.5846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6658    2.8725    0.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1080    2.5090    0.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6793    2.5205   -0.7615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5869    0.4574   -2.0480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5388   -1.8302   -2.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5819   -2.9307   -0.3476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6824   -1.7598    1.8258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7484    0.5055    2.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0449    1.5410    0.0299 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  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
  6 19  1  0
 19 20  2  0
 19 21  1  0
 18 13  1  0
  1 22  1  0
  1 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  7 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 18 40  1  0
 21 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-[(1-Hydroxy-4-phenylbutylidene)amino]-4-(C-hydroxycarbonimidoyl)butanoate	HMDB
Phenylbutyrylglutamine	MeSH

Chemical Formula

C₁₅H₂₀N₂O₄

Average Molecular Weight

292.3303

Monoisotopic Molecular Weight

292.142307138

IUPAC Name

4-carbamoyl-2-(4-phenylbutanamido)butanoic acid

Traditional Name

4-carbamoyl-2-(4-phenylbutanamido)butanoic acid

CAS Registry Number

Not Available

SMILES

NC(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C15H20N2O4/c16-13(18)10-9-12(15(20)21)17-14(19)8-4-7-11-5-2-1-3-6-11/h1-3,5-6,12H,4,7-10H2,(H2,16,18)(H,17,19)(H,20,21)

InChI Key

XKQKXKRCMAJADR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine 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

Glutamine and derivatives

Alternative Parents

Substituents

Glutamine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Monocyclic benzene moiety
Fatty amide
Fatty acyl
Benzenoid
N-acyl-amine
Carboxamide group
Secondary carboxylic acid amide
Primary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Endogenous (HMDB: HMDB0011687)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
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)

Equine

Horse (FooDB: FOOD00378)

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)

Process

Not Available

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	0.082 g/L	ALOGPS
logP	0.65	ALOGPS
logP	0.8	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.87	ChemAxon
pKa (Strongest Basic)	-0.56	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	109.49 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	76.48 m³·mol⁻¹	ChemAxon
Polarizability	30.51 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	170.23	31661259
DarkChem	[M-H]-	165.459	31661259
DeepCCS	[M+H]+	164.664	30932474
DeepCCS	[M-H]-	162.306	30932474
DeepCCS	[M-2H]-	195.192	30932474
DeepCCS	[M+Na]+	170.757	30932474
AllCCS	[M+H]+	167.1	32859911
AllCCS	[M+H-H2O]+	164.1	32859911
AllCCS	[M+NH4]+	169.9	32859911
AllCCS	[M+Na]+	170.8	32859911
AllCCS	[M-H]-	169.8	32859911
AllCCS	[M+Na-2H]-	170.2	32859911
AllCCS	[M+HCOO]-	170.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phenylbutyrylglutamine	NC(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(O)=O	3863.2	Standard polar	33892256
Phenylbutyrylglutamine	NC(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(O)=O	2292.4	Standard non polar	33892256
Phenylbutyrylglutamine	NC(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(O)=O	2811.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Phenylbutyrylglutamine,1TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCC(N)=O)NC(=O)CCCC1=CC=CC=C1	2677.6	Semi standard non polar	33892256
Phenylbutyrylglutamine,1TMS,isomer #2	C[Si](C)(C)NC(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(=O)O	2772.7	Semi standard non polar	33892256
Phenylbutyrylglutamine,1TMS,isomer #3	C[Si](C)(C)N(C(=O)CCCC1=CC=CC=C1)C(CCC(N)=O)C(=O)O	2700.1	Semi standard non polar	33892256
Phenylbutyrylglutamine,2TMS,isomer #1	C[Si](C)(C)NC(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2731.9	Semi standard non polar	33892256
Phenylbutyrylglutamine,2TMS,isomer #1	C[Si](C)(C)NC(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2572.1	Standard non polar	33892256
Phenylbutyrylglutamine,2TMS,isomer #1	C[Si](C)(C)NC(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(=O)O[Si](C)(C)C	3266.2	Standard polar	33892256
Phenylbutyrylglutamine,2TMS,isomer #2	C[Si](C)(C)OC(=O)C(CCC(N)=O)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C	2660.8	Semi standard non polar	33892256
Phenylbutyrylglutamine,2TMS,isomer #2	C[Si](C)(C)OC(=O)C(CCC(N)=O)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C	2494.4	Standard non polar	33892256
Phenylbutyrylglutamine,2TMS,isomer #2	C[Si](C)(C)OC(=O)C(CCC(N)=O)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C	3635.1	Standard polar	33892256
Phenylbutyrylglutamine,2TMS,isomer #3	C[Si](C)(C)N(C(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2849.6	Semi standard non polar	33892256
Phenylbutyrylglutamine,2TMS,isomer #3	C[Si](C)(C)N(C(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2662.5	Standard non polar	33892256
Phenylbutyrylglutamine,2TMS,isomer #3	C[Si](C)(C)N(C(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	3472.5	Standard polar	33892256
Phenylbutyrylglutamine,2TMS,isomer #4	C[Si](C)(C)NC(=O)CCC(C(=O)O)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C	2726.7	Semi standard non polar	33892256
Phenylbutyrylglutamine,2TMS,isomer #4	C[Si](C)(C)NC(=O)CCC(C(=O)O)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C	2629.1	Standard non polar	33892256
Phenylbutyrylglutamine,2TMS,isomer #4	C[Si](C)(C)NC(=O)CCC(C(=O)O)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C	3419.2	Standard polar	33892256
Phenylbutyrylglutamine,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)NC(=O)CCCC1=CC=CC=C1	2777.1	Semi standard non polar	33892256
Phenylbutyrylglutamine,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)NC(=O)CCCC1=CC=CC=C1	2667.4	Standard non polar	33892256
Phenylbutyrylglutamine,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)NC(=O)CCCC1=CC=CC=C1	3094.8	Standard polar	33892256
Phenylbutyrylglutamine,3TMS,isomer #2	C[Si](C)(C)NC(=O)CCC(C(=O)O[Si](C)(C)C)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C	2681.4	Semi standard non polar	33892256
Phenylbutyrylglutamine,3TMS,isomer #2	C[Si](C)(C)NC(=O)CCC(C(=O)O[Si](C)(C)C)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C	2632.1	Standard non polar	33892256
Phenylbutyrylglutamine,3TMS,isomer #2	C[Si](C)(C)NC(=O)CCC(C(=O)O[Si](C)(C)C)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C	3099.3	Standard polar	33892256
Phenylbutyrylglutamine,3TMS,isomer #3	C[Si](C)(C)N(C(=O)CCCC1=CC=CC=C1)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2785.9	Semi standard non polar	33892256
Phenylbutyrylglutamine,3TMS,isomer #3	C[Si](C)(C)N(C(=O)CCCC1=CC=CC=C1)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2730.1	Standard non polar	33892256
Phenylbutyrylglutamine,3TMS,isomer #3	C[Si](C)(C)N(C(=O)CCCC1=CC=CC=C1)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	3258.2	Standard polar	33892256
Phenylbutyrylglutamine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C	2747.3	Semi standard non polar	33892256
Phenylbutyrylglutamine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C	2743.4	Standard non polar	33892256
Phenylbutyrylglutamine,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C	2972.5	Standard polar	33892256
Phenylbutyrylglutamine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCC(N)=O)NC(=O)CCCC1=CC=CC=C1	2916.7	Semi standard non polar	33892256
Phenylbutyrylglutamine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(=O)O	3002.7	Semi standard non polar	33892256
Phenylbutyrylglutamine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)CCCC1=CC=CC=C1)C(CCC(N)=O)C(=O)O	2942.6	Semi standard non polar	33892256
Phenylbutyrylglutamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	3151.4	Semi standard non polar	33892256
Phenylbutyrylglutamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2948.9	Standard non polar	33892256
Phenylbutyrylglutamine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	3402.7	Standard polar	33892256
Phenylbutyrylglutamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CCC(N)=O)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3124.4	Semi standard non polar	33892256
Phenylbutyrylglutamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CCC(N)=O)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2920.5	Standard non polar	33892256
Phenylbutyrylglutamine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CCC(N)=O)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3699.7	Standard polar	33892256
Phenylbutyrylglutamine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3291.3	Semi standard non polar	33892256
Phenylbutyrylglutamine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3036.9	Standard non polar	33892256
Phenylbutyrylglutamine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)CCC(NC(=O)CCCC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3512.9	Standard polar	33892256
Phenylbutyrylglutamine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(=O)CCC(C(=O)O)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3184.3	Semi standard non polar	33892256
Phenylbutyrylglutamine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(=O)CCC(C(=O)O)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2990.1	Standard non polar	33892256
Phenylbutyrylglutamine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(=O)CCC(C(=O)O)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3505.3	Standard polar	33892256
Phenylbutyrylglutamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)NC(=O)CCCC1=CC=CC=C1	3456.9	Semi standard non polar	33892256
Phenylbutyrylglutamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)NC(=O)CCCC1=CC=CC=C1	3224.9	Standard non polar	33892256
Phenylbutyrylglutamine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)NC(=O)CCCC1=CC=CC=C1	3313.0	Standard polar	33892256
Phenylbutyrylglutamine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)CCC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3343.0	Semi standard non polar	33892256
Phenylbutyrylglutamine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)CCC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3183.6	Standard non polar	33892256
Phenylbutyrylglutamine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)CCC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3351.0	Standard polar	33892256
Phenylbutyrylglutamine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)CCCC1=CC=CC=C1)C(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3464.5	Semi standard non polar	33892256
Phenylbutyrylglutamine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)CCCC1=CC=CC=C1)C(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3258.0	Standard non polar	33892256
Phenylbutyrylglutamine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)CCCC1=CC=CC=C1)C(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3426.7	Standard polar	33892256
Phenylbutyrylglutamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3624.3	Semi standard non polar	33892256
Phenylbutyrylglutamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3450.5	Standard non polar	33892256
Phenylbutyrylglutamine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N(C(=O)CCCC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3271.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Phenylbutyrylglutamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0005-5940000000-cb91536291a0d1d77c92	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenylbutyrylglutamine GC-MS (1 TMS) - 70eV, Positive	splash10-0002-6491000000-d2d6f8a36651e178d805	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenylbutyrylglutamine 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 - Phenylbutyrylglutamine 6V, Positive-QTOF	splash10-0002-0940000000-bc82a77ae24a7dd36b5c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Phenylbutyrylglutamine 6V, Negative-QTOF	splash10-014i-0920000000-a6f9918077d245e8dbdb	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylbutyrylglutamine 10V, Positive-QTOF	splash10-004m-0390000000-89244cc570d929f90b11	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylbutyrylglutamine 20V, Positive-QTOF	splash10-0f9t-1950000000-5b217dec9038e8054d86	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylbutyrylglutamine 40V, Positive-QTOF	splash10-0uxv-9800000000-9be5e6834101a0ca124e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylbutyrylglutamine 10V, Negative-QTOF	splash10-0006-0190000000-d2b089cb2095eac1d76c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylbutyrylglutamine 20V, Negative-QTOF	splash10-006y-3790000000-212bbc125f1e930cc334	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylbutyrylglutamine 40V, Negative-QTOF	splash10-0006-9300000000-ae977a37688dc57b66ac	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylbutyrylglutamine 10V, Positive-QTOF	splash10-0037-1890000000-79165091b56ca178d5c3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylbutyrylglutamine 20V, Positive-QTOF	splash10-0gc4-1930000000-4bc37c7c72fc3c96ee85	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylbutyrylglutamine 40V, Positive-QTOF	splash10-0006-9400000000-5e6beba045c96c89656a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylbutyrylglutamine 10V, Negative-QTOF	splash10-002g-0090000000-62e082b1dcb101e91739	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylbutyrylglutamine 20V, Negative-QTOF	splash10-002f-5950000000-a91823d1c72f99385c00	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylbutyrylglutamine 40V, Negative-QTOF	splash10-0006-9300000000-6b1a03f683434bd49003	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB028374

KNApSAcK ID

Not Available

Chemspider ID

8119529

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9943917

PDB ID

Not Available

ChEBI ID

165896

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Phenylbutyrylglutamine (HMDB0011687)

MOL for HMDB0011687 (Phenylbutyrylglutamine)

3D MOL for HMDB0011687 (Phenylbutyrylglutamine)

3D SDF for HMDB0011687 (Phenylbutyrylglutamine)

3D-SDF for HMDB0011687 (Phenylbutyrylglutamine)

PDB for HMDB0011687 (Phenylbutyrylglutamine)

3D PDB for HMDB0011687 (Phenylbutyrylglutamine)

SMILES for HMDB0011687 (Phenylbutyrylglutamine)

INCHI for HMDB0011687 (Phenylbutyrylglutamine)

Structure for HMDB0011687 (Phenylbutyrylglutamine)

3D Structure for HMDB0011687 (Phenylbutyrylglutamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra