MiMeDB: Showing metabocard for gamma-Glutamyltyrosine (MMDBc0000456)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:38:11 UTC

Update Date

2024-04-30 19:32:27 UTC

Metabolite ID

MMDBc0000456

Metabolite Identification

Common Name

gamma-Glutamyltyrosine

Description

gamma-Glutamyltyrosine is a dipeptide composed of gamma-glutamate and tyrosine, and is a proteolytic breakdown product of larger proteins. It belongs to the family of N-acyl-alpha amino acids and derivatives. These are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. gamma-Glutamyltyrosine is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.

Structure

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

HMDB0011741
     RDKit          3D
gamma-Glutamyltyrosine
 40 40  0  0  0  0  0  0  0  0999 V2000
   -5.4320    1.2177    0.9038 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1842   -0.1345    0.4846 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7318   -0.5025    0.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8586    0.4456    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4229    0.1637    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1223   -0.7896    1.0445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3827    0.9052   -0.3226 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0205    0.5883   -0.0574 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7088    0.1194   -1.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1215   -0.2076   -1.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0949    0.7407   -1.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4397    0.4465   -1.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7781   -0.8297   -0.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1108   -1.1273   -0.4280 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8236   -1.7973   -0.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5137   -1.4699   -0.6513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6743    1.6911    0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0846    2.7778    0.9365 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9978    1.5609    1.0425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0453   -1.1192    1.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9013   -0.7657    1.9802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9202   -2.4576    0.8311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4392    1.4093    1.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8140    1.5420    1.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3588   -0.1707   -0.6213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5262   -1.5479    0.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5559   -0.3901    1.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0419    1.4731    0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0677    0.4901   -1.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6196    1.6885   -0.9585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0225   -0.2853    0.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1511   -0.7655   -1.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6110    0.8910   -2.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8551    1.7408   -1.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2101    1.1803   -1.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4277   -2.0284   -0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1497   -2.7677   -0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7326   -2.1885   -0.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6291    2.3666    1.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7327   -2.8021   -0.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  8 17  1  0
 17 18  2  0
 17 19  1  0
  2 20  1  0
 20 21  2  0
 20 22  1  0
 16 10  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  6
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  7 30  1  0
  8 31  1  1
  9 32  1  0
  9 33  1  0
 11 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 19 39  1  0
 22 40  1  0
M  END


  Mrv1652304202019382D          

 22 22  0  0  0  0            999 V2000
 2498.4377 2500.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.1525 2499.9236    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2499.1525 2499.0982    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2499.8673 2498.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.5820 2499.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.2968 2498.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.0115 2499.0982    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2502.7264 2498.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2503.4412 2499.0982    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.7264 2497.8592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.0115 2499.9236    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2499.8673 2497.8592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2499.8673 2500.3353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.5820 2499.9236    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2499.8673 2501.1606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2495.5786 2498.6845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.7226 2499.9231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.0082 2500.3354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2496.2939 2499.9230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2496.2938 2499.0981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.0081 2498.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.7226 2499.0982    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  1  0  0  0
  2 13  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4 12  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  6  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 22 17  1  0  0  0  0
 20 16  1  0  0  0  0
  1 17  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000456

> <DATABASE_NAME>
MIME

> <SMILES>
N[C@@H](CCC(=O)N[C@@H](CC1=CC=C(O)C=C1)C(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H18N2O6/c15-10(13(19)20)5-6-12(18)16-11(14(21)22)7-8-1-3-9(17)4-2-8/h1-4,10-11,17H,5-7,15H2,(H,16,18)(H,19,20)(H,21,22)/t10-,11-/m0/s1

> <INCHI_KEY>
VVLXCWVSSLFQDS-QWRGUYRKSA-N

> <FORMULA>
C14H18N2O6

> <MOLECULAR_WEIGHT>
310.3025

> <EXACT_MASS>
310.116486318

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
30.712770042978583

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-4-{[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}butanoic acid

> <ALOGPS_LOGP>
-2.30

> <JCHEM_LOGP>
-2.473400292702985

> <ALOGPS_LOGS>
-2.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
3.7091866061764747

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8059104149186425

> <JCHEM_PKA_STRONGEST_BASIC>
9.09673961530014

> <JCHEM_POLAR_SURFACE_AREA>
149.95

> <JCHEM_REFRACTIVITY>
75.18500000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.87e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-amino-4-{[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011741
     RDKit          3D
gamma-Glutamyltyrosine
 40 40  0  0  0  0  0  0  0  0999 V2000
   -5.4320    1.2177    0.9038 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1842   -0.1345    0.4846 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7318   -0.5025    0.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8586    0.4456    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4229    0.1637    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1223   -0.7896    1.0445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3827    0.9052   -0.3226 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0205    0.5883   -0.0574 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7088    0.1194   -1.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1215   -0.2076   -1.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0949    0.7407   -1.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4397    0.4465   -1.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7781   -0.8297   -0.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1108   -1.1273   -0.4280 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8236   -1.7973   -0.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5137   -1.4699   -0.6513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6743    1.6911    0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0846    2.7778    0.9365 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9978    1.5609    1.0425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0453   -1.1192    1.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9013   -0.7657    1.9802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9202   -2.4576    0.8311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4392    1.4093    1.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8140    1.5420    1.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3588   -0.1707   -0.6213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5262   -1.5479    0.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5559   -0.3901    1.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0419    1.4731    0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0677    0.4901   -1.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6196    1.6885   -0.9585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0225   -0.2853    0.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1511   -0.7655   -1.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6110    0.8910   -2.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8551    1.7408   -1.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2101    1.1803   -1.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4277   -2.0284   -0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1497   -2.7677   -0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7326   -2.1885   -0.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6291    2.3666    1.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7327   -2.8021   -0.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  8 17  1  0
 17 18  2  0
 17 19  1  0
  2 20  1  0
 20 21  2  0
 20 22  1  0
 16 10  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  6
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  7 30  1  0
  8 31  1  1
  9 32  1  0
  9 33  1  0
 11 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 19 39  1  0
 22 40  1  0
M  END

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0    4663.7504667.293   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    4665.0854666.524   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    4665.0854664.983   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0    4666.4194664.211   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    4667.7534664.983   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    4669.0874664.211   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    4670.4214664.983   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    4671.7564664.211   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0    4673.0904664.983   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0    4671.7564662.671   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0    4670.4214666.524   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0    4666.4194662.671   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    4666.4194667.293   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0    4667.7534666.524   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0    4666.4194668.833   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0    4658.4134664.211   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0    4662.4164666.523   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    4661.0824667.293   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    4659.7494666.523   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    4659.7484664.983   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    4661.0824664.213   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0    4662.4164664.983   0.000  0.00  0.00           C+0
CONECT    1    2   17                                                       
CONECT    2    1    3   13                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   12                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7                                                            
CONECT   12    4                                                            
CONECT   13    2   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16   20                                                            
CONECT   17   18   22    1                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   16                                                  
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0011741
HETATM    1  N1  UNL     1      -5.432   1.218   0.904  1.00  0.00           N  
HETATM    2  C1  UNL     1      -5.184  -0.134   0.485  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.732  -0.502   0.789  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.859   0.446   0.034  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.423   0.164   0.271  1.00  0.00           C  
HETATM    6  O1  UNL     1      -1.122  -0.790   1.044  1.00  0.00           O  
HETATM    7  N2  UNL     1      -0.383   0.905  -0.323  1.00  0.00           N  
HETATM    8  C5  UNL     1       1.020   0.588  -0.057  1.00  0.00           C  
HETATM    9  C6  UNL     1       1.709   0.119  -1.302  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.121  -0.208  -1.074  1.00  0.00           C  
HETATM   11  C8  UNL     1       4.095   0.741  -1.275  1.00  0.00           C  
HETATM   12  C9  UNL     1       5.440   0.447  -1.062  1.00  0.00           C  
HETATM   13  C10 UNL     1       5.778  -0.830  -0.641  1.00  0.00           C  
HETATM   14  O2  UNL     1       7.111  -1.127  -0.428  1.00  0.00           O  
HETATM   15  C11 UNL     1       4.824  -1.797  -0.432  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.514  -1.470  -0.651  1.00  0.00           C  
HETATM   17  C13 UNL     1       1.674   1.691   0.652  1.00  0.00           C  
HETATM   18  O3  UNL     1       1.085   2.778   0.937  1.00  0.00           O  
HETATM   19  O4  UNL     1       2.998   1.561   1.042  1.00  0.00           O  
HETATM   20  C14 UNL     1      -6.045  -1.119   1.139  1.00  0.00           C  
HETATM   21  O5  UNL     1      -6.901  -0.766   1.980  1.00  0.00           O  
HETATM   22  O6  UNL     1      -5.920  -2.458   0.831  1.00  0.00           O  
HETATM   23  H1  UNL     1      -6.439   1.409   1.079  1.00  0.00           H  
HETATM   24  H2  UNL     1      -4.814   1.542   1.675  1.00  0.00           H  
HETATM   25  H3  UNL     1      -5.359  -0.171  -0.621  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.526  -1.548   0.452  1.00  0.00           H  
HETATM   27  H5  UNL     1      -3.556  -0.390   1.865  1.00  0.00           H  
HETATM   28  H6  UNL     1      -3.042   1.473   0.456  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.068   0.490  -1.041  1.00  0.00           H  
HETATM   30  H8  UNL     1      -0.620   1.689  -0.959  1.00  0.00           H  
HETATM   31  H9  UNL     1       1.023  -0.285   0.647  1.00  0.00           H  
HETATM   32  H10 UNL     1       1.151  -0.765  -1.731  1.00  0.00           H  
HETATM   33  H11 UNL     1       1.611   0.891  -2.111  1.00  0.00           H  
HETATM   34  H12 UNL     1       3.855   1.741  -1.603  1.00  0.00           H  
HETATM   35  H13 UNL     1       6.210   1.180  -1.217  1.00  0.00           H  
HETATM   36  H14 UNL     1       7.428  -2.028  -0.123  1.00  0.00           H  
HETATM   37  H15 UNL     1       5.150  -2.768  -0.105  1.00  0.00           H  
HETATM   38  H16 UNL     1       2.733  -2.189  -0.502  1.00  0.00           H  
HETATM   39  H17 UNL     1       3.629   2.367   1.085  1.00  0.00           H  
HETATM   40  H18 UNL     1      -5.733  -2.802  -0.110  1.00  0.00           H  
CONECT    1    2   23   24
CONECT    2    3   20   25
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6    6    7
CONECT    7    8   30
CONECT    8    9   17   31
CONECT    9   10   32   33
CONECT   10   11   11   16
CONECT   11   12   34
CONECT   12   13   13   35
CONECT   13   14   15
CONECT   14   36
CONECT   15   16   16   37
CONECT   16   38
CONECT   17   18   18   19
CONECT   19   39
CONECT   20   21   21   22
CONECT   22   40
END

HMDB0011741
     RDKit          3D
gamma-Glutamyltyrosine
 40 40  0  0  0  0  0  0  0  0999 V2000
   -5.4320    1.2177    0.9038 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1842   -0.1345    0.4846 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.7318   -0.5025    0.7893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8586    0.4456    0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4229    0.1637    0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1223   -0.7896    1.0445 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3827    0.9052   -0.3226 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0205    0.5883   -0.0574 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.7088    0.1194   -1.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1215   -0.2076   -1.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0949    0.7407   -1.2751 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4397    0.4465   -1.0624 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7781   -0.8297   -0.6408 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1108   -1.1273   -0.4280 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8236   -1.7973   -0.4316 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5137   -1.4699   -0.6513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6743    1.6911    0.6524 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0846    2.7778    0.9365 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9978    1.5609    1.0425 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0453   -1.1192    1.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9013   -0.7657    1.9802 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9202   -2.4576    0.8311 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4392    1.4093    1.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8140    1.5420    1.6750 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3588   -0.1707   -0.6213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5262   -1.5479    0.4515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5559   -0.3901    1.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0419    1.4731    0.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0677    0.4901   -1.0414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6196    1.6885   -0.9585 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0225   -0.2853    0.6475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1511   -0.7655   -1.7309 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6110    0.8910   -2.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8551    1.7408   -1.6032 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2101    1.1803   -1.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4277   -2.0284   -0.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1497   -2.7677   -0.1049 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7326   -2.1885   -0.5024 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6291    2.3666    1.0850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7327   -2.8021   -0.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 13 15  1  0
 15 16  2  0
  8 17  1  0
 17 18  2  0
 17 19  1  0
  2 20  1  0
 20 21  2  0
 20 22  1  0
 16 10  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  6
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  7 30  1  0
  8 31  1  1
  9 32  1  0
  9 33  1  0
 11 34  1  0
 12 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 19 39  1  0
 22 40  1  0
M  END

Synonyms

Value	Source
g-Glutamyltyrosine	Generator
Γ-glutamyltyrosine	Generator
Γ-glu-tyr	HMDB
Γ-L-glu-L-tyr	HMDB
Γ-L-glutamyl-L-tyrosine	HMDB
L-Γ-glutamyl-L-tyrosine	HMDB
N-Γ-glutamyltyrosine	HMDB
N-L-Γ-glutamyltyrosine	HMDB
N-L-Γ-glutamyl-L-tyrosine	HMDB
gamma-Glu-tyr	HMDB
gamma-L-Glu-L-tyr	HMDB
gamma-L-Glutamyl-L-tyrosine	HMDB
L-gamma-Glutamyl-L-tyrosine	HMDB
N-gamma-Glutamyltyrosine	HMDB
N-L-gamma-Glutamyltyrosine	HMDB
N-L-gamma-Glutamyl-L-tyrosine	HMDB
gamma-Glutamyl-L-tyrosine	HMDB
N-Γ-L-glutamyl-L-tyrosine	HMDB
N-gamma-L-Glutamyl-L-tyrosine	HMDB
g-Glu-tyr	HMDB
gamma-Glutamyltyrosine	HMDB, ChEBI

Molecular Formula

C₁₄H₁₈N₂O₆

Average Mass

310.3025

Monoisotopic Mass

310.116486318

IUPAC Name

(2S)-2-amino-4-{[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}butanoic acid

Traditional Name

(2S)-2-amino-4-{[(1S)-1-carboxy-2-(4-hydroxyphenyl)ethyl]carbamoyl}butanoic acid

CAS Registry Number

Not Available

SMILES

N[C@@H](CCC(=O)N[C@@H](CC1=CC=C(O)C=C1)C(O)=O)C(O)=O

InChI Identifier

InChI=1S/C14H18N2O6/c15-10(13(19)20)5-6-12(18)16-11(14(21)22)7-8-1-3-9(17)4-2-8/h1-4,10-11,17H,5-7,15H2,(H,16,18)(H,19,20)(H,21,22)/t10-,11-/m0/s1

InChI Key

VVLXCWVSSLFQDS-QWRGUYRKSA-N

Chemical Taxonomy

Description

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

Tyrosine and derivatives

Alternative Parents

Substituents

Tyrosine or derivatives
Phenylalanine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
3-phenylpropanoic-acid
Alpha-amino acid
Amphetamine or derivatives
L-alpha-amino acid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Amino acid
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Hydrocarbon derivative
Primary aliphatic amine
Organic oxide
Organic oxygen compound
Amine
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Primary amine
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dipeptide (CHEBI:82969 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.99 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-2.5	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	1.81	ChemAxon
pKa (Strongest Basic)	9.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	149.95 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	75.18 m³·mol⁻¹	ChemAxon
Polarizability	30.71 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-066u-8970000000-7698a5449443ffa93dd7	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (3 TMS) - 70eV, Positive	splash10-03k9-7943780000-b133994d06ffbb64bbc5	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-IT , positive	splash10-001i-0900000000-6ab9af8fad2893eaf075	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-015i-0900000000-d7175d83339cd2872759	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Negative	splash10-004i-0900000000-4592035b078ebbd2cb85	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-02tc-0491000000-4cae131578a3279f443d	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0159-2890000000-0478e3d3eadc801de363	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-9810000000-9784da266f6bbea3de28	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-0197000000-8b8dfc31e6120620b031	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-05ng-1791000000-581438da50874618543b	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00ec-7900000000-b290dc16b839c2237741	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-06sl-1953000000-a2d27d1829e1d59b4f96	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-02ji-2920000000-1b9344a2e5412bdbc2f3	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00dl-9600000000-86b4704920a23ca4164e	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03yr-1975000000-f9c07a27e39547704d3b	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0019-2910000000-b220ff5f3228fb1b2d79	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a59-9400000000-af3a54518d3a4933e229	2021-09-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	3	Human stool; Human ; Human feces	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Blood	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	24801555
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0011741

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112194

KNApSAcK ID

Not Available

Chemspider ID

85142

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

94340

PDB ID

Not Available

ChEBI ID

82969

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Zheng Y, Yu B, Alexander D, Steffen LM, Boerwinkle E: Human metabolome associates with dietary intake habits among African Americans in the atherosclerosis risk in communities study. Am J Epidemiol. 2014 Jun 15;179(12):1424-33. doi: 10.1093/aje/kwu073. Epub 2014 May 6. [PubMed:24801555 ]

Showing metabocard for gamma-Glutamyltyrosine (MMDBc0000456)

MOL for #<Metabolite:0x00007fdb714e1278>

3D MOL for #<Metabolite:0x00007fdb714e1278>

3D SDF for #<Metabolite:0x00007fdb714e1278>

3D-SDF for #<Metabolite:0x00007fdb714e1278>

PDB for #<Metabolite:0x00007fdb714e1278>

3D PDB for #<Metabolite:0x00007fdb714e1278>

SMILES for #<Metabolite:0x00007fdb714e1278>

INCHI for #<Metabolite:0x00007fdb714e1278>

Structure for #<Metabolite:0x00007fdb714e1278>

3D Structure for #<Metabolite:0x00007fdb714e1278>