Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2013-02-26 19:03:21 UTC

Update Date

2022-09-22 18:34:27 UTC

HMDB ID

HMDB0059772

Secondary Accession Numbers

HMDB59772

Metabolite Identification

Common Name

N-Phenylacetylglutamic acid

Description

N-Phenylacetylglutamic 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. These are compounds containing an alpha amino acid which bears an acyl group at his terminal nitrogen atom. N-Phenylacetylglutamic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0059772
     RDKit          3D
N-Phenylacetylglutamic acid
 34 34  0  0  0  0  0  0  0  0999 V2000
    5.0410    2.2682   -1.1424 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6387    1.4708   -0.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3755    1.2400    0.9090 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3340    0.7737   -0.4997 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0133   -0.1166    0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7268   -0.8519    0.5468 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6385    0.1214    0.4091 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3442   -0.0204   -0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2650   -1.0074   -1.3697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4201    0.9521   -0.7329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7882    0.3945   -0.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4945    0.3447    0.5818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7638   -0.1945    0.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3568   -0.7085   -0.5082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6685   -0.6682   -1.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3996   -0.1183   -1.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4750   -1.5254    1.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5407   -1.2487    2.6283 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4018   -2.5167    2.1985 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8780    1.9991    1.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4431    0.1588   -1.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5658    1.5747   -0.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8294   -0.8768    0.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.4742    1.6246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7318   -1.5826   -0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5753    0.9293    1.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117    1.7912    0.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3891    1.4822   -1.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0175    0.7463    1.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3290   -0.2429    1.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3485   -1.1385   -0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1568   -1.0767   -2.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8949   -0.1092   -2.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604   -2.7180    3.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  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
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  6 17  1  0
 17 18  2  0
 17 19  1  0
 16 11  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  6
  7 26  1  0
 10 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 19 34  1  0
M  END


  Mrv0541 02261312032D          

 19 19  0  0  1  0            999 V2000
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  6  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 11 16  1  0  0  0  0
  6 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059772

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CC[C@H](NC(=O)CC1=CC=CC=C1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H15NO5/c15-11(8-9-4-2-1-3-5-9)14-10(13(18)19)6-7-12(16)17/h1-5,10H,6-8H2,(H,14,15)(H,16,17)(H,18,19)/t10-/m0/s1

> <INCHI_KEY>
PTSRBZOZSRJCKX-JTQLQIEISA-N

> <FORMULA>
C13H15NO5

> <MOLECULAR_WEIGHT>
265.2619

> <EXACT_MASS>
265.095022595

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
25.764069079087477

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2S)-2-(2-phenylacetamido)pentanedioic acid

> <ALOGPS_LOGP>
0.50

> <JCHEM_LOGP>
0.7213244029999999

> <ALOGPS_LOGS>
-2.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.327779283360969

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.580818443871302

> <JCHEM_PKA_STRONGEST_BASIC>
-2.2866498593508844

> <JCHEM_POLAR_SURFACE_AREA>
103.70000000000002

> <JCHEM_REFRACTIVITY>
65.45340000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.96e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-(2-phenylacetamido)pentanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0059772
     RDKit          3D
N-Phenylacetylglutamic acid
 34 34  0  0  0  0  0  0  0  0999 V2000
    5.0410    2.2682   -1.1424 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6387    1.4708   -0.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3755    1.2400    0.9090 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3340    0.7737   -0.4997 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0133   -0.1166    0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7268   -0.8519    0.5468 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6385    0.1214    0.4091 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3442   -0.0204   -0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2650   -1.0074   -1.3697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4201    0.9521   -0.7329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7882    0.3945   -0.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4945    0.3447    0.5818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7638   -0.1945    0.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3568   -0.7085   -0.5082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6685   -0.6682   -1.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3996   -0.1183   -1.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4750   -1.5254    1.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5407   -1.2487    2.6283 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4018   -2.5167    2.1985 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8780    1.9991    1.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4431    0.1588   -1.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5658    1.5747   -0.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8294   -0.8768    0.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.4742    1.6246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7318   -1.5826   -0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5753    0.9293    1.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117    1.7912    0.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3891    1.4822   -1.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0175    0.7463    1.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3290   -0.2429    1.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3485   -1.1385   -0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1568   -1.0767   -2.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8949   -0.1092   -2.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604   -2.7180    3.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  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
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  6 17  1  0
 17 18  2  0
 17 19  1  0
 16 11  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  6
  7 26  1  0
 10 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 19 34  1  0
M  END

HEADER    PROTEIN                                 26-FEB-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-FEB-13         0                                  
HETATM    1  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336 -10.010   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      10.669  -9.240   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      12.003 -11.550   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.671 -10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.671 -11.550   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      10.669 -12.320   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       8.002 -12.320   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   17                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   16                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   11                                                       
CONECT   17    6   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0059772
HETATM    1  O1  UNL     1       5.041   2.268  -1.142  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.639   1.471  -0.257  1.00  0.00           C  
HETATM    3  O2  UNL     1       5.375   1.240   0.909  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.334   0.774  -0.500  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.013  -0.117   0.683  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.727  -0.852   0.547  1.00  0.00           C  
HETATM    7  N1  UNL     1       0.639   0.121   0.409  1.00  0.00           N  
HETATM    8  C5  UNL     1      -0.344  -0.020  -0.597  1.00  0.00           C  
HETATM    9  O3  UNL     1      -0.265  -1.007  -1.370  1.00  0.00           O  
HETATM   10  C6  UNL     1      -1.420   0.952  -0.733  1.00  0.00           C  
HETATM   11  C7  UNL     1      -2.788   0.395  -0.594  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.495   0.345   0.582  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.764  -0.195   0.651  1.00  0.00           C  
HETATM   14  C10 UNL     1      -5.357  -0.708  -0.508  1.00  0.00           C  
HETATM   15  C11 UNL     1      -4.668  -0.668  -1.691  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.400  -0.118  -1.710  1.00  0.00           C  
HETATM   17  C13 UNL     1       1.475  -1.525   1.873  1.00  0.00           C  
HETATM   18  O4  UNL     1       0.541  -1.249   2.628  1.00  0.00           O  
HETATM   19  O5  UNL     1       2.402  -2.517   2.199  1.00  0.00           O  
HETATM   20  H1  UNL     1       5.878   1.999   1.362  1.00  0.00           H  
HETATM   21  H2  UNL     1       3.443   0.159  -1.408  1.00  0.00           H  
HETATM   22  H3  UNL     1       2.566   1.575  -0.583  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.829  -0.877   0.719  1.00  0.00           H  
HETATM   24  H5  UNL     1       3.079   0.474   1.625  1.00  0.00           H  
HETATM   25  H6  UNL     1       1.732  -1.583  -0.261  1.00  0.00           H  
HETATM   26  H7  UNL     1       0.575   0.929   1.052  1.00  0.00           H  
HETATM   27  H8  UNL     1      -1.312   1.791   0.007  1.00  0.00           H  
HETATM   28  H9  UNL     1      -1.389   1.482  -1.730  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.018   0.746   1.461  1.00  0.00           H  
HETATM   30  H11 UNL     1      -5.329  -0.243   1.561  1.00  0.00           H  
HETATM   31  H12 UNL     1      -6.349  -1.138  -0.490  1.00  0.00           H  
HETATM   32  H13 UNL     1      -5.157  -1.077  -2.571  1.00  0.00           H  
HETATM   33  H14 UNL     1      -2.895  -0.109  -2.677  1.00  0.00           H  
HETATM   34  H15 UNL     1       2.660  -2.718   3.159  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   20
CONECT    4    5   21   22
CONECT    5    6   23   24
CONECT    6    7   17   25
CONECT    7    8   26
CONECT    8    9    9   10
CONECT   10   11   27   28
CONECT   11   12   12   16
CONECT   12   13   29
CONECT   13   14   14   30
CONECT   14   15   31
CONECT   15   16   16   32
CONECT   16   33
CONECT   17   18   18   19
CONECT   19   34
END

HMDB0059772
     RDKit          3D
N-Phenylacetylglutamic acid
 34 34  0  0  0  0  0  0  0  0999 V2000
    5.0410    2.2682   -1.1424 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6387    1.4708   -0.2574 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3755    1.2400    0.9090 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3340    0.7737   -0.4997 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0133   -0.1166    0.6829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7268   -0.8519    0.5468 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.6385    0.1214    0.4091 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3442   -0.0204   -0.5969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2650   -1.0074   -1.3697 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4201    0.9521   -0.7329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7882    0.3945   -0.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4945    0.3447    0.5818 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7638   -0.1945    0.6509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3568   -0.7085   -0.5082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6685   -0.6682   -1.6906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3996   -0.1183   -1.7103 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4750   -1.5254    1.8732 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5407   -1.2487    2.6283 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4018   -2.5167    2.1985 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8780    1.9991    1.3618 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4431    0.1588   -1.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5658    1.5747   -0.5826 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8294   -0.8768    0.7194 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.4742    1.6246 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7318   -1.5826   -0.2608 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5753    0.9293    1.0522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117    1.7912    0.0073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3891    1.4822   -1.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0175    0.7463    1.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3290   -0.2429    1.5607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3485   -1.1385   -0.4897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1568   -1.0767   -2.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8949   -0.1092   -2.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6604   -2.7180    3.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  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
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  6 17  1  0
 17 18  2  0
 17 19  1  0
 16 11  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  6
  7 26  1  0
 10 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 19 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-Phenylacetylglutamate	Generator
(2S)-2-[(1-Hydroxy-2-phenylethylidene)amino]pentanedioate	Generator

Chemical Formula

C₁₃H₁₅NO₅

Average Molecular Weight

265.2619

Monoisotopic Molecular Weight

265.095022595

IUPAC Name

(2S)-2-(2-phenylacetamido)pentanedioic acid

Traditional Name

(2S)-2-(2-phenylacetamido)pentanedioic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CC[C@H](NC(=O)CC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C13H15NO5/c15-11(8-9-4-2-1-3-5-9)14-10(13(18)19)6-7-12(16)17/h1-5,10H,6-8H2,(H,14,15)(H,16,17)(H,18,19)/t10-/m0/s1

InChI Key

PTSRBZOZSRJCKX-JTQLQIEISA-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
Phenylacetamide
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Secondary carboxylic acid amide
Carboxamide group
Carboxylic acid
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (PMID: 2338430)
Feces (PMID: 29808030)

Source

Exogenous

Exogenous (HMDB: HMDB0059772)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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	0.7 g/L	ALOGPS
logP	0.5	ALOGPS
logP	0.72	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.58	ChemAxon
pKa (Strongest Basic)	-2.3	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	103.7 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	65.45 m³·mol⁻¹	ChemAxon
Polarizability	25.76 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]+	161.542	31661259
DarkChem	[M-H]-	159.759	31661259
DeepCCS	[M+H]+	158.844	30932474
DeepCCS	[M-H]-	156.486	30932474
DeepCCS	[M-2H]-	189.372	30932474
DeepCCS	[M+Na]+	164.937	30932474
AllCCS	[M+H]+	159.1	32859911
AllCCS	[M+H-H2O]+	155.8	32859911
AllCCS	[M+NH4]+	162.1	32859911
AllCCS	[M+Na]+	163.0	32859911
AllCCS	[M-H]-	160.3	32859911
AllCCS	[M+Na-2H]-	160.5	32859911
AllCCS	[M+HCOO]-	160.8	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.	4.4 minutes	32390414
Predicted by Siyang on May 30, 2022	10.287 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.89 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1390.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	238.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	116.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	168.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	86.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	311.1 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	350.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	173.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	760.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	356.7 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	1045.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	232.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	250.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	355.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	197.0 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	192.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Phenylacetylglutamic acid	OC(=O)CC[C@H](NC(=O)CC1=CC=CC=C1)C(O)=O	3905.4	Standard polar	33892256
N-Phenylacetylglutamic acid	OC(=O)CC[C@H](NC(=O)CC1=CC=CC=C1)C(O)=O	2040.5	Standard non polar	33892256
N-Phenylacetylglutamic acid	OC(=O)CC[C@H](NC(=O)CC1=CC=CC=C1)C(O)=O	2410.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Phenylacetylglutamic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)CC1=CC=CC=C1)C(=O)O	2346.7	Semi standard non polar	33892256
N-Phenylacetylglutamic acid,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)CC1=CC=CC=C1	2310.6	Semi standard non polar	33892256
N-Phenylacetylglutamic acid,1TMS,isomer #3	C[Si](C)(C)N(C(=O)CC1=CC=CC=C1)[C@@H](CCC(=O)O)C(=O)O	2316.8	Semi standard non polar	33892256
N-Phenylacetylglutamic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2326.2	Semi standard non polar	33892256
N-Phenylacetylglutamic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)CC1=CC=CC=C1)[Si](C)(C)C	2312.2	Semi standard non polar	33892256
N-Phenylacetylglutamic acid,2TMS,isomer #3	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)CC1=CC=CC=C1)[Si](C)(C)C	2309.7	Semi standard non polar	33892256
N-Phenylacetylglutamic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC1=CC=CC=C1)[Si](C)(C)C	2299.1	Semi standard non polar	33892256
N-Phenylacetylglutamic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC1=CC=CC=C1)[Si](C)(C)C	2325.2	Standard non polar	33892256
N-Phenylacetylglutamic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)CC1=CC=CC=C1)[Si](C)(C)C	2712.1	Standard polar	33892256
N-Phenylacetylglutamic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NC(=O)CC1=CC=CC=C1)C(=O)O	2596.8	Semi standard non polar	33892256
N-Phenylacetylglutamic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)CC1=CC=CC=C1	2555.3	Semi standard non polar	33892256
N-Phenylacetylglutamic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)CC1=CC=CC=C1)[C@@H](CCC(=O)O)C(=O)O	2548.6	Semi standard non polar	33892256
N-Phenylacetylglutamic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NC(=O)CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2798.8	Semi standard non polar	33892256
N-Phenylacetylglutamic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2811.9	Semi standard non polar	33892256
N-Phenylacetylglutamic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2804.0	Semi standard non polar	33892256
N-Phenylacetylglutamic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3001.5	Semi standard non polar	33892256
N-Phenylacetylglutamic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2907.6	Standard non polar	33892256
N-Phenylacetylglutamic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3015.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Phenylacetylglutamic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kf-9630000000-5e0b521e8a713bf14d55	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Phenylacetylglutamic acid GC-MS (2 TMS) - 70eV, Positive	splash10-0006-9232000000-4f91eb7371a9d5a29dbe	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Phenylacetylglutamic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylglutamic acid 10V, Positive-QTOF	splash10-00l2-0290000000-f9fcb6aff67eadfed17b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylglutamic acid 20V, Positive-QTOF	splash10-0ukc-3940000000-7715ceedac8896df0578	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylglutamic acid 40V, Positive-QTOF	splash10-0006-9400000000-8e62f51deaf8b833dd98	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylglutamic acid 10V, Negative-QTOF	splash10-03dj-0090000000-72b66ee6f355894e494d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylglutamic acid 20V, Negative-QTOF	splash10-0fdk-1790000000-20dfc405e198de6edc03	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylglutamic acid 40V, Negative-QTOF	splash10-0f96-7900000000-442d0c720d4960fc6824	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylglutamic acid 10V, Positive-QTOF	splash10-00ls-1920000000-807efd3a431bc1593d12	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylglutamic acid 20V, Positive-QTOF	splash10-0fr6-5900000000-5f6fef9619344f55f6fd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylglutamic acid 40V, Positive-QTOF	splash10-0006-9200000000-077ffea0bedc4fae2d88	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylglutamic acid 10V, Negative-QTOF	splash10-004i-0900000000-86a874c66903f262ba1c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylglutamic acid 20V, Negative-QTOF	splash10-0ufr-0900000000-8323aceb3320d31b04ca	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylglutamic acid 40V, Negative-QTOF	splash10-0f6x-9600000000-fcaab1eab6b2655ad112	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-18	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	2338430	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11579826

PDB ID

Not Available

ChEBI ID

89860

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 N-Phenylacetylglutamic acid (HMDB0059772)

MOL for HMDB0059772 (N-Phenylacetylglutamic acid)

3D MOL for HMDB0059772 (N-Phenylacetylglutamic acid)

3D SDF for HMDB0059772 (N-Phenylacetylglutamic acid)

3D-SDF for HMDB0059772 (N-Phenylacetylglutamic acid)

PDB for HMDB0059772 (N-Phenylacetylglutamic acid)

3D PDB for HMDB0059772 (N-Phenylacetylglutamic acid)

SMILES for HMDB0059772 (N-Phenylacetylglutamic acid)

INCHI for HMDB0059772 (N-Phenylacetylglutamic acid)

Structure for HMDB0059772 (N-Phenylacetylglutamic acid)

3D Structure for HMDB0059772 (N-Phenylacetylglutamic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra