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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 21:02:37 UTC

Update Date

2023-02-21 17:18:35 UTC

HMDB ID

HMDB0028819

Secondary Accession Numbers

HMDB28819

Metabolite Identification

Common Name

Glutamylglycine

Description

Glutamylglycine is a dipeptide composed of glutamate and glycine, 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. Glutamylglycine 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

  Mrv1652304062013392D          

 14 13  0  0  0  0            999 V2000
 2500.3574 2500.2058    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2499.6425 2499.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.9276 2500.2058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2498.2124 2499.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.4975 2500.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2496.7826 2499.7941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.4975 2501.0315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2499.6425 2498.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.0723 2499.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.7875 2500.2058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.5024 2499.7941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2503.2173 2500.2058    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.5024 2498.9684    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2500.3574 2501.0315    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  9  1  0  0  0  0
  1 14  1  1  0  0  0
  2  3  1  0  0  0  0
  2  8  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  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
 11 13  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028819

> <DATABASE_NAME>
hmdb

> <SMILES>
N[C@@H](CCC(O)=O)C(=O)NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C7H12N2O5/c8-4(1-2-5(10)11)7(14)9-3-6(12)13/h4H,1-3,8H2,(H,9,14)(H,10,11)(H,12,13)/t4-/m0/s1

> <INCHI_KEY>
LSPKYLAFTPBWIL-BYPYZUCNSA-N

> <FORMULA>
C7H12N2O5

> <MOLECULAR_WEIGHT>
204.182

> <EXACT_MASS>
204.074621494

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
18.98299017102797

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(4S)-4-amino-4-[(carboxymethyl)carbamoyl]butanoic acid

> <ALOGPS_LOGP>
-3.43

> <JCHEM_LOGP>
-4.614979712690758

> <ALOGPS_LOGS>
-0.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.0151674594048865

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.203271920742011

> <JCHEM_PKA_STRONGEST_BASIC>
8.450110623529392

> <JCHEM_POLAR_SURFACE_AREA>
129.72000000000003

> <JCHEM_REFRACTIVITY>
44.09120000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.23e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4S)-4-amino-4-(carboxymethylcarbamoyl)butanoic 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  C   UNK     0    4667.3344667.051   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    4665.9994666.282   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    4664.6654667.051   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0    4663.3304666.282   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    4661.9954667.051   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    4660.6614666.282   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    4661.9954668.592   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    4665.9994664.741   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    4668.6684666.282   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    4670.0034667.051   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    4671.3384666.282   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0    4672.6724667.051   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    4671.3384664.741   0.000  0.00  0.00           O+0
HETATM   14  N   UNK     0    4667.3344668.592   0.000  0.00  0.00           N+0
CONECT    1    2    9   14                                                  
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    2                                                            
CONECT    9    1   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14    1                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
alpha-Glutamylglycine	ChEBI
alpha-L-Glu-gly	ChEBI
E-G	ChEBI
EG	ChEBI
L-Glu-gly	ChEBI
a-Glutamylglycine	Generator
Α-glutamylglycine	Generator
a-L-Glu-gly	Generator
Α-L-glu-gly	Generator
Glu-gly	HMDB
e-g Dipeptide	HMDB
EG dipeptide	HMDB
Glutamate glycine dipeptide	HMDB
Glutamate-glycine dipeptide	HMDB
L-Glutamyl-L-glycine	HMDB
Α-glu-gly	HMDB
Α-L-glutamylglycine	HMDB
L-Α-glutamylglycine	HMDB
N-Α-glutamylglycine	HMDB
N-Α-L-glutamylglycine	HMDB
N-L-Α-glutamylglycine	HMDB
alpha-Glu-gly	HMDB
alpha-L-Glutamylglycine	HMDB
L-alpha-Glutamylglycine	HMDB
N-alpha-Glutamylglycine	HMDB
N-alpha-L-Glutamylglycine	HMDB
N-L-alpha-Glutamylglycine	HMDB
NSC 186906	HMDB
H-Glu-gly-OH	HMDB
N-Glutamylglycine	HMDB
N-L-Glutamylglycine	HMDB
L-Glutamylglycine	HMDB
Glutamyl-glycine	HMDB
Glutamic acid glycine dipeptide	HMDB
Glutamic acid-glycine dipeptide	HMDB
Glutamylglycine	HMDB, ChEBI

Chemical Formula

C₇H₁₂N₂O₅

Average Molecular Weight

204.182

Monoisotopic Molecular Weight

204.074621494

IUPAC Name

(4S)-4-amino-4-[(carboxymethyl)carbamoyl]butanoic acid

Traditional Name

(4S)-4-amino-4-(carboxymethylcarbamoyl)butanoic acid

CAS Registry Number

13716-89-7

SMILES

N[C@@H](CCC(O)=O)C(=O)NCC(O)=O

InChI Identifier

InChI=1S/C7H12N2O5/c8-4(1-2-5(10)11)7(14)9-3-6(12)13/h4H,1-3,8H2,(H,9,14)(H,10,11)(H,12,13)/t4-/m0/s1

InChI Key

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:73505 )
L-glutamic acid (CHEBI:73505 )

Ontology

Not Available

Endogenous (HMDB: HMDB0028819)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	-4.61	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	76 g/L	ALOGPS
logP	-3.4	ALOGPS
logP	-4.6	ChemAxon
logS	-0.96	ALOGPS
pKa (Strongest Acidic)	3.2	ChemAxon
pKa (Strongest Basic)	8.45	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	129.72 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	44.09 m³·mol⁻¹	ChemAxon
Polarizability	18.98 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	141.888	30932474
DeepCCS	[M-H]-	139.492	30932474
DeepCCS	[M-2H]-	174.521	30932474
DeepCCS	[M+Na]+	149.007	30932474
AllCCS	[M+H]+	143.5	32859911
AllCCS	[M+H-H2O]+	139.9	32859911
AllCCS	[M+NH4]+	146.8	32859911
AllCCS	[M+Na]+	147.7	32859911
AllCCS	[M-H]-	141.1	32859911
AllCCS	[M+Na-2H]-	142.0	32859911
AllCCS	[M+HCOO]-	143.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glutamylglycine	N[C@@H](CCC(O)=O)C(=O)NCC(O)=O	2932.1	Standard polar	33892256
Glutamylglycine	N[C@@H](CCC(O)=O)C(=O)NCC(O)=O	1674.2	Standard non polar	33892256
Glutamylglycine	N[C@@H](CCC(O)=O)C(=O)NCC(O)=O	2197.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glutamylglycine,1TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)NCC(=O)O	2006.5	Semi standard non polar	33892256
Glutamylglycine,1TMS,isomer #2	C[Si](C)(C)OC(=O)CNC(=O)[C@@H](N)CCC(=O)O	1997.3	Semi standard non polar	33892256
Glutamylglycine,1TMS,isomer #3	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)NCC(=O)O	2011.8	Semi standard non polar	33892256
Glutamylglycine,1TMS,isomer #4	C[Si](C)(C)N(CC(=O)O)C(=O)[C@@H](N)CCC(=O)O	2008.0	Semi standard non polar	33892256
Glutamylglycine,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)NCC(=O)O[Si](C)(C)C	2074.7	Semi standard non polar	33892256
Glutamylglycine,2TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)NCC(=O)O	2080.1	Semi standard non polar	33892256
Glutamylglycine,2TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N(CC(=O)O)[Si](C)(C)C	2031.9	Semi standard non polar	33892256
Glutamylglycine,2TMS,isomer #4	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)NCC(=O)O[Si](C)(C)C	2090.8	Semi standard non polar	33892256
Glutamylglycine,2TMS,isomer #5	C[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C	2045.2	Semi standard non polar	33892256
Glutamylglycine,2TMS,isomer #6	C[Si](C)(C)N([C@@H](CCC(=O)O)C(=O)NCC(=O)O)[Si](C)(C)C	2171.0	Semi standard non polar	33892256
Glutamylglycine,2TMS,isomer #7	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N(CC(=O)O)[Si](C)(C)C	2102.2	Semi standard non polar	33892256
Glutamylglycine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C	2109.1	Semi standard non polar	33892256
Glutamylglycine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C	2100.3	Standard non polar	33892256
Glutamylglycine,3TMS,isomer #2	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2039.0	Semi standard non polar	33892256
Glutamylglycine,3TMS,isomer #2	C[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2097.5	Standard non polar	33892256
Glutamylglycine,3TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2236.2	Semi standard non polar	33892256
Glutamylglycine,3TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2124.6	Standard non polar	33892256
Glutamylglycine,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C	2095.3	Semi standard non polar	33892256
Glutamylglycine,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C	2142.1	Standard non polar	33892256
Glutamylglycine,3TMS,isomer #5	C[Si](C)(C)OC(=O)CNC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2236.5	Semi standard non polar	33892256
Glutamylglycine,3TMS,isomer #5	C[Si](C)(C)OC(=O)CNC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2153.6	Standard non polar	33892256
Glutamylglycine,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2101.6	Semi standard non polar	33892256
Glutamylglycine,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2136.4	Standard non polar	33892256
Glutamylglycine,3TMS,isomer #7	C[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2219.4	Semi standard non polar	33892256
Glutamylglycine,3TMS,isomer #7	C[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2171.3	Standard non polar	33892256
Glutamylglycine,4TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)NCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2237.1	Semi standard non polar	33892256
Glutamylglycine,4TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)NCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2209.2	Standard non polar	33892256
Glutamylglycine,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2090.1	Semi standard non polar	33892256
Glutamylglycine,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2157.3	Standard non polar	33892256
Glutamylglycine,4TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N(CC(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2242.0	Semi standard non polar	33892256
Glutamylglycine,4TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N(CC(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2240.1	Standard non polar	33892256
Glutamylglycine,4TMS,isomer #4	C[Si](C)(C)OC(=O)CN(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2250.8	Semi standard non polar	33892256
Glutamylglycine,4TMS,isomer #4	C[Si](C)(C)OC(=O)CN(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2231.3	Standard non polar	33892256
Glutamylglycine,5TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2275.8	Semi standard non polar	33892256
Glutamylglycine,5TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2263.9	Standard non polar	33892256
Glutamylglycine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)NCC(=O)O	2282.1	Semi standard non polar	33892256
Glutamylglycine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)[C@@H](N)CCC(=O)O	2275.6	Semi standard non polar	33892256
Glutamylglycine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)NCC(=O)O	2275.6	Semi standard non polar	33892256
Glutamylglycine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)[C@@H](N)CCC(=O)O	2274.8	Semi standard non polar	33892256
Glutamylglycine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C	2543.4	Semi standard non polar	33892256
Glutamylglycine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O	2575.0	Semi standard non polar	33892256
Glutamylglycine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	2528.9	Semi standard non polar	33892256
Glutamylglycine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C	2574.6	Semi standard non polar	33892256
Glutamylglycine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@@H](N)CCC(=O)O)[Si](C)(C)C(C)(C)C	2536.3	Semi standard non polar	33892256
Glutamylglycine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N([C@@H](CCC(=O)O)C(=O)NCC(=O)O)[Si](C)(C)C(C)(C)C	2651.9	Semi standard non polar	33892256
Glutamylglycine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	2581.4	Semi standard non polar	33892256
Glutamylglycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C	2754.4	Semi standard non polar	33892256
Glutamylglycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C	2659.1	Standard non polar	33892256
Glutamylglycine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2719.2	Semi standard non polar	33892256
Glutamylglycine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](N)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2669.9	Standard non polar	33892256
Glutamylglycine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2911.7	Semi standard non polar	33892256
Glutamylglycine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)NCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2683.4	Standard non polar	33892256
Glutamylglycine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	2795.3	Semi standard non polar	33892256
Glutamylglycine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	2658.9	Standard non polar	33892256
Glutamylglycine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2907.0	Semi standard non polar	33892256
Glutamylglycine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2684.6	Standard non polar	33892256
Glutamylglycine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2799.3	Semi standard non polar	33892256
Glutamylglycine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2650.3	Standard non polar	33892256
Glutamylglycine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2888.5	Semi standard non polar	33892256
Glutamylglycine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2696.3	Standard non polar	33892256
Glutamylglycine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3119.7	Semi standard non polar	33892256
Glutamylglycine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2893.6	Standard non polar	33892256
Glutamylglycine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2974.1	Semi standard non polar	33892256
Glutamylglycine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2859.0	Standard non polar	33892256
Glutamylglycine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3119.8	Semi standard non polar	33892256
Glutamylglycine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2912.4	Standard non polar	33892256
Glutamylglycine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3119.8	Semi standard non polar	33892256
Glutamylglycine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)[C@H](CCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2907.6	Standard non polar	33892256
Glutamylglycine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3339.0	Semi standard non polar	33892256
Glutamylglycine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3091.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Glutamylglycine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylglycine 10V, Positive-QTOF	splash10-052r-1910000000-838ac2159ded9e5e9bcc	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylglycine 20V, Positive-QTOF	splash10-0pdr-9600000000-fcc994caa881eb9abb13	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylglycine 40V, Positive-QTOF	splash10-0a4i-9000000000-7550c13f13dfdf7dfb6d	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylglycine 10V, Negative-QTOF	splash10-0udi-0790000000-aebe8d5ac72fecd8beb2	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylglycine 20V, Negative-QTOF	splash10-0kmr-6920000000-e709dd50e8d8da43e01d	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylglycine 40V, Negative-QTOF	splash10-05fr-9300000000-f7476b3a07b783c754e0	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylglycine 10V, Positive-QTOF	splash10-0a6r-5690000000-549cfa0bde1044c47dee	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylglycine 20V, Positive-QTOF	splash10-001i-9200000000-82de497939f709f25a92	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylglycine 40V, Positive-QTOF	splash10-0a4i-9000000000-88b4880f78df0432c0c1	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylglycine 10V, Negative-QTOF	splash10-000i-1910000000-2b42ea3856929f98c588	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylglycine 20V, Negative-QTOF	splash10-05g3-5900000000-e8813b7e6c822e8da948	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glutamylglycine 40V, Negative-QTOF	splash10-00di-9000000000-b2f9c36d97daf7a7f018	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111864

KNApSAcK ID

Not Available

Chemspider ID

4932470

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6427052

PDB ID

Not Available

ChEBI ID

73505

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

Christie JM, Jahr CE: Multivesicular release at Schaffer collateral-CA1 hippocampal synapses. J Neurosci. 2006 Jan 4;26(1):210-6. [PubMed:16399689 ]
Chanda S, Xu-Friedman MA: A low-affinity antagonist reveals saturation and desensitization in mature synapses in the auditory brain stem. J Neurophysiol. 2010 Apr;103(4):1915-26. doi: 10.1152/jn.00751.2009. Epub 2010 Jan 27. [PubMed:20107122 ]
Foster KA, Crowley JJ, Regehr WG: The influence of multivesicular release and postsynaptic receptor saturation on transmission at granule cell to Purkinje cell synapses. J Neurosci. 2005 Dec 14;25(50):11655-65. [PubMed:16354924 ]
Normansell L, Panksepp J: Glutamatergic modulation of separation distress: profound emotional effects of excitatory amino acids in chicks. Neurosci Biobehav Rev. 2011 Oct;35(9):1890-901. doi: 10.1016/j.neubiorev.2011.06.004. Epub 2011 Jun 16. [PubMed:21704069 ]
Wang Y, Ren C, Manis PB: Endbulb synaptic depression within the range of presynaptic spontaneous firing and its impact on the firing reliability of cochlear nucleus bushy neurons. Hear Res. 2010 Dec 1;270(1-2):101-9. doi: 10.1016/j.heares.2010.09.003. Epub 2010 Sep 17. [PubMed:20850512 ]
Wu XS, Xue L, Mohan R, Paradiso K, Gillis KD, Wu LG: The origin of quantal size variation: vesicular glutamate concentration plays a significant role. J Neurosci. 2007 Mar 14;27(11):3046-56. [PubMed:17360928 ]
Satake S, Song SY, Cao Q, Satoh H, Rusakov DA, Yanagawa Y, Ling EA, Imoto K, Konishi S: Characterization of AMPA receptors targeted by the climbing fiber transmitter mediating presynaptic inhibition of GABAergic transmission at cerebellar interneuron-Purkinje cell synapses. J Neurosci. 2006 Feb 22;26(8):2278-89. [PubMed:16495455 ]
Beurrier C, Faideau M, Bennouar KE, Escartin C, Kerkerian-Le Goff L, Bonvento G, Gubellini P: Ciliary neurotrophic factor protects striatal neurons against excitotoxicity by enhancing glial glutamate uptake. PLoS One. 2010 Jan 1;5(1):e8550. doi: 10.1371/journal.pone.0008550. [PubMed:20062544 ]
Bowser TE, Trawick ML: Probing the specificity of gamma-glutamylamine cyclotransferase: an enzyme involved in the metabolism of transglutaminase-catalyzed protein crosslinks. Amino Acids. 2013 Jan;44(1):143-50. doi: 10.1007/s00726-011-1153-2. Epub 2011 Nov 27. [PubMed:22120669 ]
Sun YG, Beierlein M: Receptor saturation controls short-term synaptic plasticity at corticothalamic synapses. J Neurophysiol. 2011 May;105(5):2319-29. doi: 10.1152/jn.00942.2010. Epub 2011 Feb 16. [PubMed:21325678 ]
Renden R, Taschenberger H, Puente N, Rusakov DA, Duvoisin R, Wang LY, Lehre KP, von Gersdorff H: Glutamate transporter studies reveal the pruning of metabotropic glutamate receptors and absence of AMPA receptor desensitization at mature calyx of Held synapses. J Neurosci. 2005 Sep 14;25(37):8482-97. [PubMed:16162930 ]

Showing metabocard for Glutamylglycine (HMDB0028819)

MOL for HMDB0028819 (Glutamylglycine)

3D MOL for HMDB0028819 (Glutamylglycine)

3D SDF for HMDB0028819 (Glutamylglycine)

3D-SDF for HMDB0028819 (Glutamylglycine)

PDB for HMDB0028819 (Glutamylglycine)

3D PDB for HMDB0028819 (Glutamylglycine)

SMILES for HMDB0028819 (Glutamylglycine)

INCHI for HMDB0028819 (Glutamylglycine)

Structure for HMDB0028819 (Glutamylglycine)

3D Structure for HMDB0028819 (Glutamylglycine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra