MiMeDB: Showing metabocard for Glycyl-L-glutamine (MMDBc0049939)

Record Information

Version

2.0

Status

Detected and Quantified

Creation Date

2022-04-29 22:46:41 UTC

Update Date

2024-04-30 20:41:08 UTC

Metabolite ID

MMDBc0049939

Metabolite Identification

Common Name

Glycyl-L-glutamine

Description

Glycyl-Glutamine is a dipeptide composed of glycine and glutamine. It 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. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.

Structure

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


  Mrv1652304062013422D          

 14 13  0  0  0  0            999 V2000
    5.1414    2.1434    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    3.7934    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    3.7934    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
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
  6 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0049939

> <DATABASE_NAME>
MIME

> <SMILES>
NCC(=O)NC(CCC(N)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H13N3O4/c8-3-6(12)10-4(7(13)14)1-2-5(9)11/h4H,1-3,8H2,(H2,9,11)(H,10,12)(H,13,14)

> <INCHI_KEY>
PNMUAGGSDZXTHX-UHFFFAOYSA-N

> <FORMULA>
C7H13N3O4

> <MOLECULAR_WEIGHT>
203.1958

> <EXACT_MASS>
203.090605919

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
19.169185787768516

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-(2-aminoacetamido)-4-carbamoylbutanoic acid

> <ALOGPS_LOGP>
-3.35

> <JCHEM_LOGP>
-5.108983892176

> <ALOGPS_LOGS>
-1.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.52615345003268

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4827768867966493

> <JCHEM_PKA_STRONGEST_BASIC>
8.139541739275442

> <JCHEM_POLAR_SURFACE_AREA>
135.51000000000002

> <JCHEM_REFRACTIVITY>
45.91340000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.74e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-aminoacetamido)-4-carbamoylbutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  N   UNK     0       9.597   4.001   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       8.264   6.311   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       5.596   4.771   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      16.266   4.771   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      10.931   6.311   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      12.265   7.081   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       9.597   7.081   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4                                                            
CONECT    6    1    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    6   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

COMPND    HMDB0252880
HETATM    1  N1  UNL     1       3.384   0.880   0.058  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.681   1.054  -1.203  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.397   0.316  -1.216  1.00  0.00           C  
HETATM    4  O1  UNL     1       0.699   0.392  -2.255  1.00  0.00           O  
HETATM    5  N2  UNL     1       0.924  -0.457  -0.133  1.00  0.00           N  
HETATM    6  C3  UNL     1      -0.328  -1.170  -0.159  1.00  0.00           C  
HETATM    7  C4  UNL     1      -1.197  -0.862   1.037  1.00  0.00           C  
HETATM    8  C5  UNL     1      -1.564   0.574   1.167  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.313   1.127   0.038  1.00  0.00           C  
HETATM   10  N3  UNL     1      -2.691   2.494   0.091  1.00  0.00           N  
HETATM   11  O2  UNL     1      -2.647   0.465  -0.985  1.00  0.00           O  
HETATM   12  C7  UNL     1       0.005  -2.620  -0.075  1.00  0.00           C  
HETATM   13  O3  UNL     1       1.169  -3.072   0.001  1.00  0.00           O  
HETATM   14  O4  UNL     1      -1.048  -3.520  -0.083  1.00  0.00           O  
HETATM   15  H1  UNL     1       3.968   0.020  -0.045  1.00  0.00           H  
HETATM   16  H2  UNL     1       4.034   1.673   0.256  1.00  0.00           H  
HETATM   17  H3  UNL     1       3.299   0.700  -2.052  1.00  0.00           H  
HETATM   18  H4  UNL     1       2.475   2.135  -1.316  1.00  0.00           H  
HETATM   19  H5  UNL     1       1.505  -0.515   0.722  1.00  0.00           H  
HETATM   20  H6  UNL     1      -0.873  -1.045  -1.116  1.00  0.00           H  
HETATM   21  H7  UNL     1      -0.715  -1.208   1.968  1.00  0.00           H  
HETATM   22  H8  UNL     1      -2.138  -1.446   0.904  1.00  0.00           H  
HETATM   23  H9  UNL     1      -0.646   1.175   1.399  1.00  0.00           H  
HETATM   24  H10 UNL     1      -2.206   0.670   2.074  1.00  0.00           H  
HETATM   25  H11 UNL     1      -3.596   2.841   0.460  1.00  0.00           H  
HETATM   26  H12 UNL     1      -2.015   3.200  -0.265  1.00  0.00           H  
HETATM   27  H13 UNL     1      -1.562  -3.801   0.726  1.00  0.00           H  
CONECT    1    2   15   16
CONECT    2    3   17   18
CONECT    3    4    4    5
CONECT    5    6   19
CONECT    6    7   12   20
CONECT    7    8   21   22
CONECT    8    9   23   24
CONECT    9   10   11   11
CONECT   10   25   26
CONECT   12   13   13   14
CONECT   14   27
END

Synonyms

Value	Source
g-Q Dipeptide	HMDB
Gly-GLN	HMDB
Glycine glutamine dipeptide	HMDB
Glycine-glutamine dipeptide	HMDB
Glycylglutamine	HMDB
GQ Dipeptide	HMDB
L-Glycyl-L-glutamine	HMDB
2-[(2-Amino-1-hydroxyethylidene)amino]-4-(C-hydroxycarbonimidoyl)butanoate	Generator, HMDB

Molecular Formula

C₇H₁₃N₃O₄

Average Mass

203.1958

Monoisotopic Mass

203.090605919

IUPAC Name

2-(2-aminoacetamido)-4-carbamoylbutanoic acid

Traditional Name

2-(2-aminoacetamido)-4-carbamoylbutanoic acid

CAS Registry Number

Not Available

SMILES

NCC(=O)NC(CCC(N)=O)C(O)=O

InChI Identifier

InChI=1S/C7H13N3O4/c8-3-6(12)10-4(7(13)14)1-2-5(9)11/h4H,1-3,8H2,(H2,9,11)(H,10,12)(H,13,14)

InChI Key

PNMUAGGSDZXTHX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Glutamine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Fatty amide
Fatty acyl
Fatty acid
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Primary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Primary amine
Organic nitrogen compound
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organopnictogen compound
Amine
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	17.4 g/L	ALOGPS
logP	-3.4	ALOGPS
logP	-5.1	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	3.48	ChemAxon
pKa (Strongest Basic)	8.14	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	135.51 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	45.91 m³·mol⁻¹	ChemAxon
Polarizability	19.17 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-053u-9600000000-9b08b89fa5c5d153d53e	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-9530000000-dbfbe7e01e78784cd0d5	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
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-11-04	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-11-04	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052r-4920000000-35ae22c3fc5631398311	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-053r-8900000000-77b93f2533e6cc561faf	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-9300000000-23c5201ba6ccfebaec85	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0890000000-e78d173c09684ce52baf	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0f6x-4910000000-7b6de1a2d1993b8fa9ab	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9100000000-a766a60e7bbac1e399aa	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0uea-0950000000-0f366bd589543735be4a	2021-10-11	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0f89-0900000000-bd4399c5f99f9666f059	2021-10-11	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uea-9300000000-d5699e1ac43d7e6b2816	2021-10-11	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-004i-0900000000-f805b65af9d9b6e45038	2021-10-11	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004j-1900000000-504cc1951de48f260283	2021-10-11	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9300000000-aed9a95a305bd369af53	2021-10-11	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-24	534.3
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	382.7
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (void)	2025-10-24	43.4
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	233.4
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	275.1
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (void)	2025-10-24	254.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-24	428.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	880.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	647.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	149.5
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	598.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (void)	2025-10-24	161.9
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	49.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	362.2
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	685.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (void)	2025-10-24	56.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	234.9
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	697.4
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	543.0

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Glycyl-L-glutamine_TMS_1	C[Si](C)(C)OC(=O)C(CCC(N)=O)NC(=O)CN	standard non polar	2025-10-24	2213.94
Gas Chromatography	Glycyl-L-glutamine_TMS_2	C[Si](C)(C)NCC(=O)NC(CCC(N)=O)C(=O)O	standard non polar	2025-10-24	1999.02
Gas Chromatography	Glycyl-L-glutamine_TMS_3	C[Si](C)(C)NC(=O)CCC(NC(=O)CN)C(=O)O	standard non polar	2025-10-24	1819.36
Gas Chromatography	Glycyl-L-glutamine_TMS_4	C[Si](C)(C)N(C(=O)CN)C(CCC(N)=O)C(=O)O	standard non polar	2025-10-24	1896.26
Gas Chromatography	Glycyl-L-glutamine_TMS_5	C[Si](C)(C)NC(=O)CCC(NC(=O)CN)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	2337.87
Gas Chromatography	Glycyl-L-glutamine_TMS_6	C[Si](C)(C)NCC(=O)NC(CCC(N)=O)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1781.25
Gas Chromatography	Glycyl-L-glutamine_TMS_7	C[Si](C)(C)OC(=O)C(CCC(N)=O)N(C(=O)CN)[Si](C)(C)C	standard non polar	2025-10-24	2186.77
Gas Chromatography	Glycyl-L-glutamine_TMS_8	C[Si](C)(C)NCC(=O)NC(CCC(=O)N[Si](C)(C)C)C(=O)O	standard non polar	2025-10-24	1783.33
Gas Chromatography	Glycyl-L-glutamine_TMS_9	C[Si](C)(C)N(CC(=O)NC(CCC(N)=O)C(=O)O)[Si](C)(C)C	standard non polar	2025-10-24	2477.94
Gas Chromatography	Glycyl-L-glutamine_TMS_10	C[Si](C)(C)NCC(=O)N(C(CCC(N)=O)C(=O)O)[Si](C)(C)C	standard non polar	2025-10-24	1519.44
Gas Chromatography	Glycyl-L-glutamine_TMS_11	C[Si](C)(C)N(C(=O)CCC(NC(=O)CN)C(=O)O)[Si](C)(C)C	standard non polar	2025-10-24	1928.92
Gas Chromatography	Glycyl-L-glutamine_TMS_12	C[Si](C)(C)NC(=O)CCC(C(=O)O)N(C(=O)CN)[Si](C)(C)C	standard non polar	2025-10-24	2076.89
Gas Chromatography	Glycyl-L-glutamine_TMS_13	C[Si](C)(C)NCC(=O)NC(CCC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1684.19
Gas Chromatography	Glycyl-L-glutamine_TMS_14	C[Si](C)(C)OC(=O)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)NC(=O)CN	standard non polar	2025-10-24	1718.62
Gas Chromatography	Glycyl-L-glutamine_TMS_15	C[Si](C)(C)NC(=O)CCC(C(=O)O[Si](C)(C)C)N(C(=O)CN)[Si](C)(C)C	standard non polar	2025-10-24	1618.24
Gas Chromatography	Glycyl-L-glutamine_TMS_16	C[Si](C)(C)OC(=O)C(CCC(N)=O)NC(=O)CN([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1292.49
Gas Chromatography	Glycyl-L-glutamine_TMS_17	C[Si](C)(C)NCC(=O)N(C(CCC(N)=O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	2371.96
Gas Chromatography	Glycyl-L-glutamine_TMS_18	C[Si](C)(C)NC(=O)CCC(NC(=O)CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O	standard non polar	2025-10-24	1759.63
Gas Chromatography	Glycyl-L-glutamine_TMS_19	C[Si](C)(C)NCC(=O)N(C(CCC(=O)N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	standard non polar	2025-10-24	2279.74
Gas Chromatography	Glycyl-L-glutamine_TMS_20	C[Si](C)(C)NCC(=O)NC(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	standard non polar	2025-10-24	2009.17
Gas Chromatography	Glycyl-L-glutamine_TMS_21	C[Si](C)(C)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)C(CCC(N)=O)C(=O)O	standard non polar	2025-10-24	2442.64
Gas Chromatography	Glycyl-L-glutamine_TMS_22	C[Si](C)(C)N(C(=O)CN)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	standard non polar	2025-10-24	1661.58
Gas Chromatography	Glycyl-L-glutamine_TMS_23	C[Si](C)(C)NC(=O)CCC(NC(=O)CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1680.15
Gas Chromatography	Glycyl-L-glutamine_TMS_24	C[Si](C)(C)NCC(=O)N(C(CCC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	2304.15
Gas Chromatography	Glycyl-L-glutamine_TMS_25	C[Si](C)(C)NCC(=O)NC(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard non polar	2025-10-24	1552.15
Gas Chromatography	Glycyl-L-glutamine_TMS_26	C[Si](C)(C)OC(=O)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)N(C(=O)CN)[Si](C)(C)C	standard non polar	2025-10-24	1750.94
Gas Chromatography	Glycyl-L-glutamine_TMS_27	C[Si](C)(C)OC(=O)C(CCC(N)=O)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	2529.0
Gas Chromatography	Glycyl-L-glutamine_TMS_28	C[Si](C)(C)N(CC(=O)NC(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	standard non polar	2025-10-24	1765.98
Gas Chromatography	Glycyl-L-glutamine_TMS_29	C[Si](C)(C)NC(=O)CCC(C(=O)O)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1571.47
Gas Chromatography	Glycyl-L-glutamine_TMS_30	C[Si](C)(C)NCC(=O)N(C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	standard non polar	2025-10-24	1533.2
Gas Chromatography	Glycyl-L-glutamine_TMS_31	C[Si](C)(C)OC(=O)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)NC(=O)CN([Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	1508.69
Gas Chromatography	Glycyl-L-glutamine_TMS_32	C[Si](C)(C)NC(=O)CCC(C(=O)O[Si](C)(C)C)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	2337.52
Gas Chromatography	Glycyl-L-glutamine_TMS_33	C[Si](C)(C)NCC(=O)N(C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	2938.64
Gas Chromatography	Glycyl-L-glutamine_TMS_34	C[Si](C)(C)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	standard non polar	2025-10-24	1702.26
Gas Chromatography	Glycyl-L-glutamine_TMS_35	C[Si](C)(C)OC(=O)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	standard non polar	2025-10-24	2320.57
Gas Chromatography	Glycyl-L-glutamine_TMS_1	C[Si](C)(C)OC(=O)C(CCC(N)=O)NC(=O)CN	standard polar	2025-10-24	2090.73
Gas Chromatography	Glycyl-L-glutamine_TMS_2	C[Si](C)(C)NCC(=O)NC(CCC(N)=O)C(=O)O	standard polar	2025-10-24	2025.89
Gas Chromatography	Glycyl-L-glutamine_TMS_3	C[Si](C)(C)NC(=O)CCC(NC(=O)CN)C(=O)O	standard polar	2025-10-24	2050.11
Gas Chromatography	Glycyl-L-glutamine_TMS_4	C[Si](C)(C)N(C(=O)CN)C(CCC(N)=O)C(=O)O	standard polar	2025-10-24	2030.85
Gas Chromatography	Glycyl-L-glutamine_TMS_5	C[Si](C)(C)NC(=O)CCC(NC(=O)CN)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	1898.01
Gas Chromatography	Glycyl-L-glutamine_TMS_6	C[Si](C)(C)NCC(=O)NC(CCC(N)=O)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	1853.49
Gas Chromatography	Glycyl-L-glutamine_TMS_7	C[Si](C)(C)OC(=O)C(CCC(N)=O)N(C(=O)CN)[Si](C)(C)C	standard polar	2025-10-24	2385.03
Gas Chromatography	Glycyl-L-glutamine_TMS_8	C[Si](C)(C)NCC(=O)NC(CCC(=O)N[Si](C)(C)C)C(=O)O	standard polar	2025-10-24	2382.82
Gas Chromatography	Glycyl-L-glutamine_TMS_9	C[Si](C)(C)N(CC(=O)NC(CCC(N)=O)C(=O)O)[Si](C)(C)C	standard polar	2025-10-24	2219.99
Gas Chromatography	Glycyl-L-glutamine_TMS_10	C[Si](C)(C)NCC(=O)N(C(CCC(N)=O)C(=O)O)[Si](C)(C)C	standard polar	2025-10-24	2558.04
Gas Chromatography	Glycyl-L-glutamine_TMS_11	C[Si](C)(C)N(C(=O)CCC(NC(=O)CN)C(=O)O)[Si](C)(C)C	standard polar	2025-10-24	2287.54
Gas Chromatography	Glycyl-L-glutamine_TMS_12	C[Si](C)(C)NC(=O)CCC(C(=O)O)N(C(=O)CN)[Si](C)(C)C	standard polar	2025-10-24	2176.78
Gas Chromatography	Glycyl-L-glutamine_TMS_13	C[Si](C)(C)NCC(=O)NC(CCC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	2505.8
Gas Chromatography	Glycyl-L-glutamine_TMS_14	C[Si](C)(C)OC(=O)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)NC(=O)CN	standard polar	2025-10-24	1353.24
Gas Chromatography	Glycyl-L-glutamine_TMS_15	C[Si](C)(C)NC(=O)CCC(C(=O)O[Si](C)(C)C)N(C(=O)CN)[Si](C)(C)C	standard polar	2025-10-24	2550.11
Gas Chromatography	Glycyl-L-glutamine_TMS_16	C[Si](C)(C)OC(=O)C(CCC(N)=O)NC(=O)CN([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	1603.65
Gas Chromatography	Glycyl-L-glutamine_TMS_17	C[Si](C)(C)NCC(=O)N(C(CCC(N)=O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	1441.39
Gas Chromatography	Glycyl-L-glutamine_TMS_18	C[Si](C)(C)NC(=O)CCC(NC(=O)CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O	standard polar	2025-10-24	2803.1
Gas Chromatography	Glycyl-L-glutamine_TMS_19	C[Si](C)(C)NCC(=O)N(C(CCC(=O)N[Si](C)(C)C)C(=O)O)[Si](C)(C)C	standard polar	2025-10-24	1229.99
Gas Chromatography	Glycyl-L-glutamine_TMS_20	C[Si](C)(C)NCC(=O)NC(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	standard polar	2025-10-24	2145.27
Gas Chromatography	Glycyl-L-glutamine_TMS_21	C[Si](C)(C)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)C(CCC(N)=O)C(=O)O	standard polar	2025-10-24	1747.59
Gas Chromatography	Glycyl-L-glutamine_TMS_22	C[Si](C)(C)N(C(=O)CN)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	standard polar	2025-10-24	1754.59
Gas Chromatography	Glycyl-L-glutamine_TMS_23	C[Si](C)(C)NC(=O)CCC(NC(=O)CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	1591.98
Gas Chromatography	Glycyl-L-glutamine_TMS_24	C[Si](C)(C)NCC(=O)N(C(CCC(=O)N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	1738.27
Gas Chromatography	Glycyl-L-glutamine_TMS_25	C[Si](C)(C)NCC(=O)NC(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	standard polar	2025-10-24	1626.85
Gas Chromatography	Glycyl-L-glutamine_TMS_26	C[Si](C)(C)OC(=O)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)N(C(=O)CN)[Si](C)(C)C	standard polar	2025-10-24	2262.33
Gas Chromatography	Glycyl-L-glutamine_TMS_27	C[Si](C)(C)OC(=O)C(CCC(N)=O)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2020.46
Gas Chromatography	Glycyl-L-glutamine_TMS_28	C[Si](C)(C)N(CC(=O)NC(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	standard polar	2025-10-24	2218.49
Gas Chromatography	Glycyl-L-glutamine_TMS_29	C[Si](C)(C)NC(=O)CCC(C(=O)O)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	1610.49
Gas Chromatography	Glycyl-L-glutamine_TMS_30	C[Si](C)(C)NCC(=O)N(C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	standard polar	2025-10-24	2430.38
Gas Chromatography	Glycyl-L-glutamine_TMS_31	C[Si](C)(C)OC(=O)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)NC(=O)CN([Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2127.08
Gas Chromatography	Glycyl-L-glutamine_TMS_32	C[Si](C)(C)NC(=O)CCC(C(=O)O[Si](C)(C)C)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	1905.21
Gas Chromatography	Glycyl-L-glutamine_TMS_33	C[Si](C)(C)NCC(=O)N(C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2919.85
Gas Chromatography	Glycyl-L-glutamine_TMS_34	C[Si](C)(C)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	standard polar	2025-10-24	2146.0
Gas Chromatography	Glycyl-L-glutamine_TMS_35	C[Si](C)(C)OC(=O)C(CCC(=O)N([Si](C)(C)C)[Si](C)(C)C)N(C(=O)CN([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	standard polar	2025-10-24	2302.02

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

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

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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/Eubacteria	Firmicutes	387	Human feces; Human pleural fluid plaque; Pig ; Human ; Human supragingival plaque; Human saliva; Cattle ; Human subgingival plaque	Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	178	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal	Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	129	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria/Eubacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	129	Human feces; Human appendix biopsy; Human ; Human urine; Human gastric fluid; Human saliva; Human subgingival plaque; Human supragingival plaque	Metabolic reconstruction
Bacteria/Eubacteria	Synergistetes	3	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	20	Human feces; Human	Metabolic reconstruction
Bacteria	Firmicutes	2	Human feces; Human pleural fluid plaque; Pig ; Human ; Human supragingival plaque; Human saliva; Cattle ; Human subgingival plaque	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria/Eubacteria	Tenericutes	4	Human feces	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1		Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Bacteria	Synergistetes	1	Human feces	Metabolic reconstruction

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0252880

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111878

KNApSAcK ID

Not Available

Chemspider ID

519616

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

597739

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Kee AJ, Smith RC, Gross AS, Madsen DC, Rowe B: The effect of dipeptide structure on dipeptide and amino acid clearance in rats. Metabolism. 1994 Nov;43(11):1373-8. doi: 10.1016/0026-0495(94)90030-2. [PubMed:7968592 ]
Kohler H, Hartig-Knecht H, Ruggeberg J, Adam R, Schroten H: Lymphocyte proliferation is possible with low concentrations of glycyl-glutamine. Eur J Nutr. 2000 Jun;39(3):103-5. doi: 10.1007/s003940070025. [PubMed:10918991 ]
Leyton P, Saladino R, Crestini C, Campos-Vallette M, Paipa C, Berrios A, Fuentes S, Zarate RA: Influence of TiO2 on prebiotic thermal synthesis of the Gly-Gln polymer. Amino Acids. 2012 Jun;42(6):2079-88. doi: 10.1007/s00726-011-0939-6. Epub 2011 May 24. [PubMed:21607746 ]

Showing metabocard for Glycyl-L-glutamine (MMDBc0049939)

MOL for #<Metabolite:0x00007f9af2fe6d90>

3D MOL for #<Metabolite:0x00007f9af2fe6d90>

3D SDF for #<Metabolite:0x00007f9af2fe6d90>

3D-SDF for #<Metabolite:0x00007f9af2fe6d90>

PDB for #<Metabolite:0x00007f9af2fe6d90>

3D PDB for #<Metabolite:0x00007f9af2fe6d90>

SMILES for #<Metabolite:0x00007f9af2fe6d90>

INCHI for #<Metabolite:0x00007f9af2fe6d90>

Structure for #<Metabolite:0x00007f9af2fe6d90>

3D Structure for #<Metabolite:0x00007f9af2fe6d90>