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

2021-09-11 17:37:53 UTC

Update Date

2021-09-26 23:13:03 UTC

HMDB ID

HMDB0256990

Secondary Accession Numbers

None

Metabolite Identification

Common Name

pyroglutamyl-histidyl-glycine

Description

pyroglutamyl-histidyl-glycine belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another. Based on a literature review a small amount of articles have been published on pyroglutamyl-histidyl-glycine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Pyroglutamyl-histidyl-glycine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically pyroglutamyl-histidyl-glycine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0256990
     RDKit          3D
pyroglutamyl-histidyl-glycine
 40 41  0  0  0  0  0  0  0  0999 V2000
   -2.2339   -2.1395    1.9145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1987   -1.4302    2.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8388   -1.7082    3.4631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6771   -0.2964    1.4524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8648   -0.1530    0.2367 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4975    0.0973    0.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0584    0.1761    1.5820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4935    0.2765   -0.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8963    0.3121   -2.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8081    1.4774   -2.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1147    2.7754   -2.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0228    3.3880   -3.2647 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5953    2.6306   -4.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0482    1.5363   -3.8482 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7011   -0.4606   -0.3356 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399    0.0924    0.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0677    1.3327    0.1140 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0842   -0.7781    0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7808   -1.5957    1.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8320   -1.2561    2.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9291   -0.7418    1.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1710   -0.9022    1.9560 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2764   -0.0663    0.6963 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5093   -2.4571    3.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6646    0.6554    2.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7330   -0.4679    1.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4039   -0.2779   -0.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1281    1.3841   -0.4712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4769   -0.6060   -2.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0639    0.3637   -2.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7785    1.4631   -1.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7492    3.1574   -1.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6170    2.9793   -5.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5909   -1.5198   -0.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2273   -1.5254   -0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7757   -1.3222    2.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8240   -2.6810    1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4558   -0.4278    3.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1504   -2.0996    3.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6659    0.8147    0.2647 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  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  8 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 14 10  1  0
 23 18  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 15 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 23 40  1  0
M  END


  Mrv1652309112119382D          

 23 24  0  0  0  0            999 V2000
    0.0813   -2.5319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4707   -1.9188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0582   -1.2043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3938   -0.4506    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7487   -1.3758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8350   -2.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5494   -2.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5494   -3.4338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2639   -2.1963    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9784   -2.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9784   -3.4338    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6929   -3.8463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4465   -3.5107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9986   -4.1238    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.5861   -4.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7791   -4.6668    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6929   -2.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6929   -1.3713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4073   -2.6088    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1218   -2.1963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8363   -2.6088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5507   -2.1963    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8363   -3.4338    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  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
 12 16  1  0  0  0  0
 10 17  1  0  0  0  0
 17 18  2  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256990

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CNC(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1

> <INCHI_IDENTIFIER>
InChI=1S/C13H17N5O5/c19-10-2-1-8(17-10)13(23)18-9(3-7-4-14-6-16-7)12(22)15-5-11(20)21/h4,6-9H,1-3,5H2,(H,15,22)(H,17,19)(H,18,23)(H,20,21)

> <INCHI_KEY>
VTKWFWXOVZIATL-UHFFFAOYSA-N

> <FORMULA>
C13H17N5O5

> <MOLECULAR_WEIGHT>
323.309

> <EXACT_MASS>
323.122968667

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
30.726526777176893

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[3-(4H-imidazol-4-yl)-2-[(5-oxopyrrolidin-2-yl)formamido]propanamido]acetic acid

> <ALOGPS_LOGP>
-2.07

> <JCHEM_LOGP>
-4.297847584466435

> <ALOGPS_LOGS>
-2.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.091571199821413

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.808552406692072

> <JCHEM_PKA_STRONGEST_BASIC>
3.268751194067834

> <JCHEM_POLAR_SURFACE_AREA>
149.32

> <JCHEM_REFRACTIVITY>
75.3273

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.92e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[3-(4H-imidazol-4-yl)-2-[(5-oxopyrrolidin-2-yl)formamido]propanamido]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256990
     RDKit          3D
pyroglutamyl-histidyl-glycine
 40 41  0  0  0  0  0  0  0  0999 V2000
   -2.2339   -2.1395    1.9145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1987   -1.4302    2.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8388   -1.7082    3.4631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6771   -0.2964    1.4524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8648   -0.1530    0.2367 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4975    0.0973    0.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0584    0.1761    1.5820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4935    0.2765   -0.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8963    0.3121   -2.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8081    1.4774   -2.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1147    2.7754   -2.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0228    3.3880   -3.2647 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5953    2.6306   -4.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0482    1.5363   -3.8482 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7011   -0.4606   -0.3356 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399    0.0924    0.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0677    1.3327    0.1140 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0842   -0.7781    0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7808   -1.5957    1.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8320   -1.2561    2.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9291   -0.7418    1.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1710   -0.9022    1.9560 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2764   -0.0663    0.6963 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5093   -2.4571    3.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6646    0.6554    2.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7330   -0.4679    1.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4039   -0.2779   -0.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1281    1.3841   -0.4712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4769   -0.6060   -2.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0639    0.3637   -2.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7785    1.4631   -1.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7492    3.1574   -1.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6170    2.9793   -5.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5909   -1.5198   -0.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2273   -1.5254   -0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7757   -1.3222    2.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8240   -2.6810    1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4558   -0.4278    3.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1504   -2.0996    3.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6659    0.8147    0.2647 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  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  8 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 14 10  1  0
 23 18  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 15 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 23 40  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       0.152  -4.726   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.879  -3.582   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.109  -2.248   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -0.735  -0.841   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0       1.398  -2.568   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       1.559  -4.100   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.892  -4.870   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       2.892  -6.410   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       4.226  -4.100   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       5.560  -4.870   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.560  -6.410   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.893  -7.180   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.300  -6.553   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       9.331  -7.698   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       8.561  -9.032   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       7.054  -8.711   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       6.893  -4.100   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       6.893  -2.560   0.000  0.00  0.00           O+0
HETATM   19  N   UNK     0       8.227  -4.870   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0       9.561  -4.100   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      10.894  -4.870   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      12.228  -4.100   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      10.894  -6.410   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6                                                       
CONECT    6    5    1    7                                                  
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   17                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   16                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   12                                                       
CONECT   17   10   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0256990
HETATM    1  O1  UNL     1      -2.234  -2.139   1.915  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.199  -1.430   2.272  1.00  0.00           C  
HETATM    3  O2  UNL     1      -3.839  -1.708   3.463  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.677  -0.296   1.452  1.00  0.00           C  
HETATM    5  N1  UNL     1      -2.865  -0.153   0.237  1.00  0.00           N  
HETATM    6  C3  UNL     1      -1.497   0.097   0.368  1.00  0.00           C  
HETATM    7  O3  UNL     1      -1.058   0.176   1.582  1.00  0.00           O  
HETATM    8  C4  UNL     1      -0.493   0.277  -0.675  1.00  0.00           C  
HETATM    9  C5  UNL     1      -0.896   0.312  -2.078  1.00  0.00           C  
HETATM   10  C6  UNL     1      -1.808   1.477  -2.427  1.00  0.00           C  
HETATM   11  C7  UNL     1      -1.115   2.775  -2.149  1.00  0.00           C  
HETATM   12  N2  UNL     1      -1.023   3.388  -3.265  1.00  0.00           N  
HETATM   13  C8  UNL     1      -1.595   2.631  -4.313  1.00  0.00           C  
HETATM   14  N3  UNL     1      -2.048   1.536  -3.848  1.00  0.00           N  
HETATM   15  N4  UNL     1       0.701  -0.461  -0.336  1.00  0.00           N  
HETATM   16  C9  UNL     1       1.940   0.092   0.048  1.00  0.00           C  
HETATM   17  O4  UNL     1       2.068   1.333   0.114  1.00  0.00           O  
HETATM   18  C10 UNL     1       3.084  -0.778   0.370  1.00  0.00           C  
HETATM   19  C11 UNL     1       2.781  -1.596   1.617  1.00  0.00           C  
HETATM   20  C12 UNL     1       3.832  -1.256   2.639  1.00  0.00           C  
HETATM   21  C13 UNL     1       4.929  -0.742   1.756  1.00  0.00           C  
HETATM   22  O5  UNL     1       6.171  -0.902   1.956  1.00  0.00           O  
HETATM   23  N5  UNL     1       4.276  -0.066   0.696  1.00  0.00           N  
HETATM   24  H1  UNL     1      -4.509  -2.457   3.547  1.00  0.00           H  
HETATM   25  H2  UNL     1      -3.665   0.655   2.036  1.00  0.00           H  
HETATM   26  H3  UNL     1      -4.733  -0.468   1.179  1.00  0.00           H  
HETATM   27  H4  UNL     1      -3.404  -0.278  -0.649  1.00  0.00           H  
HETATM   28  H5  UNL     1      -0.128   1.384  -0.471  1.00  0.00           H  
HETATM   29  H6  UNL     1      -1.477  -0.606  -2.398  1.00  0.00           H  
HETATM   30  H7  UNL     1      -0.064   0.364  -2.808  1.00  0.00           H  
HETATM   31  H8  UNL     1      -2.778   1.463  -1.884  1.00  0.00           H  
HETATM   32  H9  UNL     1      -0.749   3.157  -1.197  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.617   2.979  -5.341  1.00  0.00           H  
HETATM   34  H11 UNL     1       0.591  -1.520  -0.394  1.00  0.00           H  
HETATM   35  H12 UNL     1       3.227  -1.525  -0.460  1.00  0.00           H  
HETATM   36  H13 UNL     1       1.776  -1.322   2.015  1.00  0.00           H  
HETATM   37  H14 UNL     1       2.824  -2.681   1.425  1.00  0.00           H  
HETATM   38  H15 UNL     1       3.456  -0.428   3.281  1.00  0.00           H  
HETATM   39  H16 UNL     1       4.150  -2.100   3.260  1.00  0.00           H  
HETATM   40  H17 UNL     1       4.666   0.815   0.265  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   24
CONECT    4    5   25   26
CONECT    5    6   27
CONECT    6    7    7    8
CONECT    8    9   15   28
CONECT    9   10   29   30
CONECT   10   11   14   31
CONECT   11   12   12   32
CONECT   12   13
CONECT   13   14   14   33
CONECT   15   16   34
CONECT   16   17   17   18
CONECT   18   19   23   35
CONECT   19   20   36   37
CONECT   20   21   38   39
CONECT   21   22   22   23
CONECT   23   40
END

HMDB0256990
     RDKit          3D
pyroglutamyl-histidyl-glycine
 40 41  0  0  0  0  0  0  0  0999 V2000
   -2.2339   -2.1395    1.9145 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1987   -1.4302    2.2718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8388   -1.7082    3.4631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6771   -0.2964    1.4524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8648   -0.1530    0.2367 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4975    0.0973    0.3679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0584    0.1761    1.5820 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4935    0.2765   -0.6752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8963    0.3121   -2.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8081    1.4774   -2.4274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1147    2.7754   -2.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0228    3.3880   -3.2647 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5953    2.6306   -4.3126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0482    1.5363   -3.8482 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7011   -0.4606   -0.3356 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9399    0.0924    0.0479 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0677    1.3327    0.1140 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0842   -0.7781    0.3697 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7808   -1.5957    1.6168 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8320   -1.2561    2.6387 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9291   -0.7418    1.7560 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1710   -0.9022    1.9560 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2764   -0.0663    0.6963 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5093   -2.4571    3.5468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6646    0.6554    2.0364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7330   -0.4679    1.1793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4039   -0.2779   -0.6495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1281    1.3841   -0.4712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4769   -0.6060   -2.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0639    0.3637   -2.8079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7785    1.4631   -1.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7492    3.1574   -1.1974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6170    2.9793   -5.3407 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5909   -1.5198   -0.3938 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2273   -1.5254   -0.4600 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7757   -1.3222    2.0153 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8240   -2.6810    1.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4558   -0.4278    3.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1504   -2.0996    3.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6659    0.8147    0.2647 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  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  8 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 14 10  1  0
 23 18  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 15 34  1  0
 18 35  1  0
 19 36  1  0
 19 37  1  0
 20 38  1  0
 20 39  1  0
 23 40  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-[(1-Hydroxy-2-{[hydroxy(5-hydroxy-3,4-dihydro-2H-pyrrol-2-yl)methylidene]amino}-3-(4H-imidazol-4-yl)propylidene)amino]acetate	HMDB

Chemical Formula

C₁₃H₁₇N₅O₅

Average Molecular Weight

323.309

Monoisotopic Molecular Weight

323.122968667

IUPAC Name

2-[3-(4H-imidazol-4-yl)-2-[(5-oxopyrrolidin-2-yl)formamido]propanamido]acetic acid

Traditional Name

[3-(4H-imidazol-4-yl)-2-[(5-oxopyrrolidin-2-yl)formamido]propanamido]acetic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CNC(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1

InChI Identifier

InChI=1S/C13H17N5O5/c19-10-2-1-8(17-10)13(23)18-9(3-7-4-14-6-16-7)12(22)15-5-11(20)21/h4,6-9H,1-3,5H2,(H,15,22)(H,17,19)(H,18,23)(H,20,21)

InChI Key

VTKWFWXOVZIATL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

Alpha peptide
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Imidazolyl carboxylic acid derivative
Imidazole
Pyrroline
Cyclic carboximidic acid
Lactim
Organoheterocyclic compound
Organic 1,3-dipolar compound
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Propargyl-type 1,3-dipolar organic compound
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organic nitrogen compound
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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
logP	-2.1	ALOGPS
logP	-4.3	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.81	ChemAxon
pKa (Strongest Basic)	3.27	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	149.32 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	75.33 m³·mol⁻¹	ChemAxon
Polarizability	30.73 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	168.285	30932474
DeepCCS	[M-H]-	165.927	30932474
DeepCCS	[M-2H]-	198.813	30932474
DeepCCS	[M+Na]+	174.378	30932474
AllCCS	[M+H]+	172.7	32859911
AllCCS	[M+H-H2O]+	169.7	32859911
AllCCS	[M+NH4]+	175.5	32859911
AllCCS	[M+Na]+	176.3	32859911
AllCCS	[M-H]-	172.5	32859911
AllCCS	[M+Na-2H]-	172.2	32859911
AllCCS	[M+HCOO]-	172.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
pyroglutamyl-histidyl-glycine	OC(=O)CNC(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1	4024.3	Standard polar	33892256
pyroglutamyl-histidyl-glycine	OC(=O)CNC(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1	2542.1	Standard non polar	33892256
pyroglutamyl-histidyl-glycine	OC(=O)CNC(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1	3323.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
pyroglutamyl-histidyl-glycine,2TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1)[Si](C)(C)C	3268.2	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1)[Si](C)(C)C	2953.0	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1)[Si](C)(C)C	5611.2	Standard polar	33892256
pyroglutamyl-histidyl-glycine,2TMS,isomer #2	C[Si](C)(C)OC(=O)CNC(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C	3264.7	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TMS,isomer #2	C[Si](C)(C)OC(=O)CNC(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C	2960.1	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TMS,isomer #2	C[Si](C)(C)OC(=O)CNC(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C	5584.8	Standard polar	33892256
pyroglutamyl-histidyl-glycine,2TMS,isomer #3	C[Si](C)(C)OC(=O)CNC(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C	3165.0	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TMS,isomer #3	C[Si](C)(C)OC(=O)CNC(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C	2946.2	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TMS,isomer #3	C[Si](C)(C)OC(=O)CNC(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C	5417.5	Standard polar	33892256
pyroglutamyl-histidyl-glycine,2TMS,isomer #4	C[Si](C)(C)N(CC(=O)O)C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C	3259.2	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TMS,isomer #4	C[Si](C)(C)N(CC(=O)O)C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C	2985.0	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TMS,isomer #4	C[Si](C)(C)N(CC(=O)O)C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C	5558.6	Standard polar	33892256
pyroglutamyl-histidyl-glycine,2TMS,isomer #5	C[Si](C)(C)N(CC(=O)O)C(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C	3175.9	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TMS,isomer #5	C[Si](C)(C)N(CC(=O)O)C(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C	2966.3	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TMS,isomer #5	C[Si](C)(C)N(CC(=O)O)C(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C	5392.0	Standard polar	33892256
pyroglutamyl-histidyl-glycine,2TMS,isomer #6	C[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1C=NC=N1)C(=O)NCC(=O)O)[Si](C)(C)C	3172.0	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TMS,isomer #6	C[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1C=NC=N1)C(=O)NCC(=O)O)[Si](C)(C)C	2901.1	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TMS,isomer #6	C[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1C=NC=N1)C(=O)NCC(=O)O)[Si](C)(C)C	5400.1	Standard polar	33892256
pyroglutamyl-histidyl-glycine,3TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C)[Si](C)(C)C	3190.9	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,3TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C)[Si](C)(C)C	2999.2	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,3TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C)[Si](C)(C)C	5379.3	Standard polar	33892256
pyroglutamyl-histidyl-glycine,3TMS,isomer #2	C[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	3118.2	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,3TMS,isomer #2	C[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	2989.5	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,3TMS,isomer #2	C[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	5236.9	Standard polar	33892256
pyroglutamyl-histidyl-glycine,3TMS,isomer #3	C[Si](C)(C)OC(=O)CNC(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	3097.6	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,3TMS,isomer #3	C[Si](C)(C)OC(=O)CNC(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	2967.5	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,3TMS,isomer #3	C[Si](C)(C)OC(=O)CNC(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	5195.7	Standard polar	33892256
pyroglutamyl-histidyl-glycine,3TMS,isomer #4	C[Si](C)(C)N(CC(=O)O)C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	3087.8	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,3TMS,isomer #4	C[Si](C)(C)N(CC(=O)O)C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	3010.7	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,3TMS,isomer #4	C[Si](C)(C)N(CC(=O)O)C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C	5190.3	Standard polar	33892256
pyroglutamyl-histidyl-glycine,4TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3049.8	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,4TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	3024.9	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,4TMS,isomer #1	C[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	4983.5	Standard polar	33892256
pyroglutamyl-histidyl-glycine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C	3701.6	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C	3360.2	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C	5654.3	Standard polar	33892256
pyroglutamyl-histidyl-glycine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C	3700.0	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C	3355.4	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C	5606.8	Standard polar	33892256
pyroglutamyl-histidyl-glycine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C	3648.0	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C	3359.7	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C	5501.7	Standard polar	33892256
pyroglutamyl-histidyl-glycine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C	3691.9	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C	3366.8	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C	5600.7	Standard polar	33892256
pyroglutamyl-histidyl-glycine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C	3647.1	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C	3372.8	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C	5482.8	Standard polar	33892256
pyroglutamyl-histidyl-glycine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1C=NC=N1)C(=O)NCC(=O)O)[Si](C)(C)C(C)(C)C	3625.9	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1C=NC=N1)C(=O)NCC(=O)O)[Si](C)(C)C(C)(C)C	3316.5	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N1C(=O)CCC1C(=O)N(C(CC1C=NC=N1)C(=O)NCC(=O)O)[Si](C)(C)C(C)(C)C	5469.4	Standard polar	33892256
pyroglutamyl-histidyl-glycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3805.3	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3578.2	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	5397.4	Standard polar	33892256
pyroglutamyl-histidyl-glycine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3758.5	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3580.3	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)NC(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	5301.5	Standard polar	33892256
pyroglutamyl-histidyl-glycine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3734.6	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3541.3	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	5253.5	Standard polar	33892256
pyroglutamyl-histidyl-glycine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3744.3	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3576.3	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	5246.8	Standard polar	33892256
pyroglutamyl-histidyl-glycine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3875.3	Semi standard non polar	33892256
pyroglutamyl-histidyl-glycine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3754.5	Standard non polar	33892256
pyroglutamyl-histidyl-glycine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)C(CC1C=NC=N1)N(C(=O)C1CCC(=O)N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	5051.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - pyroglutamyl-histidyl-glycine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0089-8290000000-b5a2062a66ad58ed92de	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - pyroglutamyl-histidyl-glycine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - pyroglutamyl-histidyl-glycine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - pyroglutamyl-histidyl-glycine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - pyroglutamyl-histidyl-glycine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - pyroglutamyl-histidyl-glycine GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - pyroglutamyl-histidyl-glycine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - pyroglutamyl-histidyl-glycine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - pyroglutamyl-histidyl-glycine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - pyroglutamyl-histidyl-glycine GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-27	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

14597239

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pyroglutamyl-histidyl-glycine

METLIN ID

Not Available

PubChem Compound

22166354

PDB ID

Not Available

ChEBI ID

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for pyroglutamyl-histidyl-glycine (HMDB0256990)

MOL for HMDB0256990 (pyroglutamyl-histidyl-glycine)

3D MOL for HMDB0256990 (pyroglutamyl-histidyl-glycine)

3D SDF for HMDB0256990 (pyroglutamyl-histidyl-glycine)

3D-SDF for HMDB0256990 (pyroglutamyl-histidyl-glycine)

PDB for HMDB0256990 (pyroglutamyl-histidyl-glycine)

3D PDB for HMDB0256990 (pyroglutamyl-histidyl-glycine)

SMILES for HMDB0256990 (pyroglutamyl-histidyl-glycine)

INCHI for HMDB0256990 (pyroglutamyl-histidyl-glycine)

Structure for HMDB0256990 (pyroglutamyl-histidyl-glycine)

3D Structure for HMDB0256990 (pyroglutamyl-histidyl-glycine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

NMR Spectra