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Showing metabocard for Glycylglycylglycine (HMDB0029419)

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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:30:19 UTC
Update Date2023-02-21 17:18:45 UTC
HMDB IDHMDB0029419
Secondary Accession Numbers
  • HMDB29419
Metabolite Identification
Common NameGlycylglycylglycine
DescriptionGlycylglycylglycine, also known as GGG or triglycine, belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds. A tripeptide in which three glycine units are linked via peptide bonds in a linear sequence. Glycylglycylglycine has been detected, but not quantified, in fruits. This could make glycylglycylglycine a potential biomarker for the consumption of these foods. Glycylglycylglycine is a potentially toxic compound.
Structure
Data?1676999925
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0029419 (Glycylglycylglycine)


  Mrv1652305271900142D          

 13 12  0  0  0  0            999 V2000
    3.3000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  8  4  2  0  0  0  0
  9  3  1  0  0  0  0
  9  5  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  2  0  0  0  0
 13  6  1  0  0  0  0
M  END
Download

3D MOL for HMDB0029419 (Glycylglycylglycine)

HMDB0029419
     RDKit          3D
Glycylglycylglycine
 24 23  0  0  0  0  0  0  0  0999 V2000
   -3.8325   -0.1725    1.0023 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8296   -0.1858   -0.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4897    0.3022   -0.8896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1868    0.4005   -2.2404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5660    0.6499   -0.0610 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2993    1.1111   -0.5244 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8504    0.3339    0.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0097   -1.0095   -0.1395 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7182    0.9708    0.7356 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8734    0.2870    1.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9487    0.1192    0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8576    0.5088   -0.8661 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1102   -0.5119    0.7124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3622   -1.0434    1.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2989    0.6366    1.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5845    0.5526   -0.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9792   -1.1798   -0.8781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7611   -0.4401   -2.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1843    1.0229   -1.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2092    2.1879   -0.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6643   -1.6438    0.5842 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2262    0.8986    2.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5506   -0.6941    1.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7740   -0.9259    0.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  4 18  1  0
  6 19  1  0
  6 20  1  0
  8 21  1  0
 10 22  1  0
 10 23  1  0
 13 24  1  0
M  END
Download

3D SDF for HMDB0029419 (Glycylglycylglycine)


  Mrv1652305271900142D          

 13 12  0  0  0  0            999 V2000
    3.3000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6500    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  1  0  0  0  0
  5  2  1  0  0  0  0
  6  3  1  0  0  0  0
  7  1  1  0  0  0  0
  8  2  1  0  0  0  0
  8  4  2  0  0  0  0
  9  3  1  0  0  0  0
  9  5  2  0  0  0  0
 10  4  1  0  0  0  0
 11  5  1  0  0  0  0
 12  6  2  0  0  0  0
 13  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029419

> <DATABASE_NAME>
hmdb

> <SMILES>
NC\C(O)=N\C\C(O)=N\CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C6H11N3O4/c7-1-4(10)8-2-5(11)9-3-6(12)13/h1-3,7H2,(H,8,10)(H,9,11)(H,12,13)

> <INCHI_KEY>
XKUKSGPZAADMRA-UHFFFAOYSA-N

> <FORMULA>
C6H11N3O4

> <MOLECULAR_WEIGHT>
189.1692

> <EXACT_MASS>
189.074955855

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
24

> <JCHEM_AVERAGE_POLARIZABILITY>
17.722159929678153

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(Z)-{2-[(Z)-(2-amino-1-hydroxyethylidene)amino]-1-hydroxyethylidene}amino]acetic acid

> <ALOGPS_LOGP>
-3.15

> <JCHEM_LOGP>
-4.335925583246738

> <ALOGPS_LOGS>
-2.07

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.821399711617057

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1878933417298563

> <JCHEM_PKA_STRONGEST_BASIC>
9.334722221231386

> <JCHEM_POLAR_SURFACE_AREA>
128.5

> <JCHEM_REFRACTIVITY>
42.6538

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.63e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(Z)-{2-[(Z)-(2-amino-1-hydroxyethylidene)amino]-1-hydroxyethylidene}amino]acetic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0029419 (Glycylglycylglycine)

HMDB0029419
     RDKit          3D
Glycylglycylglycine
 24 23  0  0  0  0  0  0  0  0999 V2000
   -3.8325   -0.1725    1.0023 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8296   -0.1858   -0.4245 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4897    0.3022   -0.8896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1868    0.4005   -2.2404 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5660    0.6499   -0.0610 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2993    1.1111   -0.5244 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8504    0.3339    0.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0097   -1.0095   -0.1395 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7182    0.9708    0.7356 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8734    0.2870    1.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9487    0.1192    0.3067 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8576    0.5088   -0.8661 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1102   -0.5119    0.7124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3622   -1.0434    1.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2989    0.6366    1.3431 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5845    0.5526   -0.7988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9792   -1.1798   -0.8781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7611   -0.4401   -2.6606 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1843    1.0229   -1.6402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2092    2.1879   -0.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6643   -1.6438    0.5842 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2262    0.8986    2.1878 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5506   -0.6941    1.7329 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7740   -0.9259    0.0873 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  3  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  4 18  1  0
  6 19  1  0
  6 20  1  0
  8 21  1  0
 10 22  1  0
 10 23  1  0
 13 24  1  0
M  END
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PDB for HMDB0029419 (Glycylglycylglycine)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       6.160   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.620   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.310  -1.334   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       6.930  -1.334   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0       3.850   1.334   0.000  0.00  0.00           N+0
HETATM    9  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   10  O   UNK     0       3.850  -1.334   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      -3.080  -2.667   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -3.080   0.000   0.000  0.00  0.00           O+0
CONECT    1    4    7                                                       
CONECT    2    5    8                                                       
CONECT    3    6    9                                                       
CONECT    4    1    8   10                                                  
CONECT    5    2    9   11                                                  
CONECT    6    3   12   13                                                  
CONECT    7    1                                                            
CONECT    8    2    4                                                       
CONECT    9    3    5                                                       
CONECT   10    4                                                            
CONECT   11    5                                                            
CONECT   12    6                                                            
CONECT   13    6                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END
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3D PDB for HMDB0029419 (Glycylglycylglycine)

COMPND    HMDB0029419
HETATM    1  N1  UNL     1      -3.832  -0.172   1.002  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.830  -0.186  -0.424  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.490   0.302  -0.890  1.00  0.00           C  
HETATM    4  O1  UNL     1      -2.187   0.401  -2.240  1.00  0.00           O  
HETATM    5  N2  UNL     1      -1.566   0.650  -0.061  1.00  0.00           N  
HETATM    6  C3  UNL     1      -0.299   1.111  -0.524  1.00  0.00           C  
HETATM    7  C4  UNL     1       0.850   0.334   0.045  1.00  0.00           C  
HETATM    8  O2  UNL     1       1.010  -1.010  -0.140  1.00  0.00           O  
HETATM    9  N3  UNL     1       1.718   0.971   0.736  1.00  0.00           N  
HETATM   10  C5  UNL     1       2.873   0.287   1.328  1.00  0.00           C  
HETATM   11  C6  UNL     1       3.949   0.119   0.307  1.00  0.00           C  
HETATM   12  O3  UNL     1       3.858   0.509  -0.866  1.00  0.00           O  
HETATM   13  O4  UNL     1       5.110  -0.512   0.712  1.00  0.00           O  
HETATM   14  H1  UNL     1      -3.362  -1.043   1.336  1.00  0.00           H  
HETATM   15  H2  UNL     1      -3.299   0.637   1.343  1.00  0.00           H  
HETATM   16  H3  UNL     1      -4.585   0.553  -0.799  1.00  0.00           H  
HETATM   17  H4  UNL     1      -3.979  -1.180  -0.878  1.00  0.00           H  
HETATM   18  H5  UNL     1      -1.761  -0.440  -2.661  1.00  0.00           H  
HETATM   19  H6  UNL     1      -0.184   1.023  -1.640  1.00  0.00           H  
HETATM   20  H7  UNL     1      -0.209   2.188  -0.279  1.00  0.00           H  
HETATM   21  H8  UNL     1       0.664  -1.644   0.584  1.00  0.00           H  
HETATM   22  H9  UNL     1       3.226   0.899   2.188  1.00  0.00           H  
HETATM   23  H10 UNL     1       2.551  -0.694   1.733  1.00  0.00           H  
HETATM   24  H11 UNL     1       5.774  -0.926   0.087  1.00  0.00           H  
CONECT    1    2   14   15
CONECT    2    3   16   17
CONECT    3    4    5    5
CONECT    4   18
CONECT    5    6
CONECT    6    7   19   20
CONECT    7    8    9    9
CONECT    8   21
CONECT    9   10
CONECT   10   11   22   23
CONECT   11   12   12   13
CONECT   13   24
END
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SMILES for HMDB0029419 (Glycylglycylglycine)

NC\C(O)=N\C\C(O)=N\CC(O)=O
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INCHI for HMDB0029419 (Glycylglycylglycine)

InChI=1S/C6H11N3O4/c7-1-4(10)8-2-5(11)9-3-6(12)13/h1-3,7H2,(H,8,10)(H,9,11)(H,12,13)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
(Gly)3ChEBI
DiglycylglycineChEBI
GGGChEBI
Gly-gly-glyChEBI
GlyGlyGlyChEBI
N-(N-Glycylglycyl)glycineChEBI
TriglycineChEBI
(([(Aminoacetyl)amino]acetyl)amino)acetic acidHMDB
Glycine, N-(N-glycylglycyl)- (8ci)(9ci)HMDB
GLYCYL-glycyl-glycineHMDB
GlycylpeptideHMDB
N-(N-GLYCYLGLYCYL)-glycineHMDB
GGG PeptideHMDB
Triglycine sulfateHMDB
Diglycyl-glycineHMDB
Chemical FormulaC6H11N3O4
Average Molecular Weight189.1692
Monoisotopic Molecular Weight189.074955855
IUPAC Name2-[(Z)-{2-[(Z)-(2-amino-1-hydroxyethylidene)amino]-1-hydroxyethylidene}amino]acetic acid
Traditional Name[(Z)-{2-[(Z)-(2-amino-1-hydroxyethylidene)amino]-1-hydroxyethylidene}amino]acetic acid
CAS Registry Number556-33-2
SMILES
NC\C(O)=N\C\C(O)=N\CC(O)=O
InChI Identifier
InChI=1S/C6H11N3O4/c7-1-4(10)8-2-5(11)9-3-6(12)13/h1-3,7H2,(H,8,10)(H,9,11)(H,12,13)
InChI KeyXKUKSGPZAADMRA-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as oligopeptides. These are organic compounds containing a sequence of between three and ten alpha-amino acids joined by peptide bonds.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentOligopeptides
Alternative Parents
Substituents
  • Alpha-oligopeptide
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • N-substituted-alpha-amino acid
  • Alpha-amino acid or derivatives
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Secondary carboxylic acid amide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organonitrogen compound
  • Organic oxygen compound
  • Organic oxide
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Carbonyl group
  • Amine
  • Organooxygen compound
  • Primary amine
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationRoute of exposureSource
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point246 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility58.5 mg/mL at 25 °CNot Available
LogP-2.68Not Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.63 g/LALOGPS
logP-3.2ALOGPS
logP-4.3ChemAxon
logS-2.1ALOGPS
pKa (Strongest Acidic)3.19ChemAxon
pKa (Strongest Basic)9.33ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count7ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area128.5 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity42.65 m³·mol⁻¹ChemAxon
Polarizability17.72 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+142.67331661259
DarkChem[M-H]-137.37331661259
DeepCCS[M+H]+138.91230932474
DeepCCS[M-H]-135.08430932474
DeepCCS[M-2H]-172.60830932474
DeepCCS[M+Na]+148.14730932474
AllCCS[M+H]+140.532859911
AllCCS[M+H-H2O]+136.932859911
AllCCS[M+NH4]+143.832859911
AllCCS[M+Na]+144.832859911
AllCCS[M-H]-139.132859911
AllCCS[M+Na-2H]-140.432859911
AllCCS[M+HCOO]-142.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
GlycylglycylglycineNC\C(O)=N\C\C(O)=N\CC(O)=O2641.0Standard polar33892256
GlycylglycylglycineNC\C(O)=N\C\C(O)=N\CC(O)=O1813.0Standard non polar33892256
GlycylglycylglycineNC\C(O)=N\C\C(O)=N\CC(O)=O2179.0Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Glycylglycylglycine,1TMS,isomer #1C[Si](C)(C)O/C(CN)=N\C/C(O)=N/CC(=O)O1986.2Semi standard non polar33892256
Glycylglycylglycine,1TMS,isomer #2C[Si](C)(C)O/C(C/N=C(\O)CN)=N\CC(=O)O2017.7Semi standard non polar33892256
Glycylglycylglycine,1TMS,isomer #3C[Si](C)(C)OC(=O)C/N=C(\O)C/N=C(\O)CN2051.3Semi standard non polar33892256
Glycylglycylglycine,1TMS,isomer #4C[Si](C)(C)NC/C(O)=N/C/C(O)=N/CC(=O)O2099.2Semi standard non polar33892256
Glycylglycylglycine,2TMS,isomer #1C[Si](C)(C)O/C(CN)=N\C/C(=N/CC(=O)O)O[Si](C)(C)C2004.9Semi standard non polar33892256
Glycylglycylglycine,2TMS,isomer #2C[Si](C)(C)OC(=O)C/N=C(\O)C/N=C(/CN)O[Si](C)(C)C1981.5Semi standard non polar33892256
Glycylglycylglycine,2TMS,isomer #3C[Si](C)(C)NC/C(=N/C/C(O)=N/CC(=O)O)O[Si](C)(C)C2046.9Semi standard non polar33892256
Glycylglycylglycine,2TMS,isomer #4C[Si](C)(C)OC(=O)C/N=C(/C/N=C(\O)CN)O[Si](C)(C)C2010.8Semi standard non polar33892256
Glycylglycylglycine,2TMS,isomer #5C[Si](C)(C)NC/C(O)=N/C/C(=N/CC(=O)O)O[Si](C)(C)C2095.6Semi standard non polar33892256
Glycylglycylglycine,2TMS,isomer #6C[Si](C)(C)NC/C(O)=N/C/C(O)=N/CC(=O)O[Si](C)(C)C2104.3Semi standard non polar33892256
Glycylglycylglycine,2TMS,isomer #7C[Si](C)(C)N(C/C(O)=N/C/C(O)=N/CC(=O)O)[Si](C)(C)C2220.8Semi standard non polar33892256
Glycylglycylglycine,3TMS,isomer #1C[Si](C)(C)OC(=O)C/N=C(/C/N=C(/CN)O[Si](C)(C)C)O[Si](C)(C)C2021.9Semi standard non polar33892256
Glycylglycylglycine,3TMS,isomer #2C[Si](C)(C)NC/C(=N/C/C(=N/CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C2074.2Semi standard non polar33892256
Glycylglycylglycine,3TMS,isomer #3C[Si](C)(C)NC/C(=N/C/C(O)=N/CC(=O)O[Si](C)(C)C)O[Si](C)(C)C2050.8Semi standard non polar33892256
Glycylglycylglycine,3TMS,isomer #4C[Si](C)(C)O/C(CN([Si](C)(C)C)[Si](C)(C)C)=N\C/C(O)=N/CC(=O)O2188.3Semi standard non polar33892256
Glycylglycylglycine,3TMS,isomer #5C[Si](C)(C)NC/C(O)=N/C/C(=N/CC(=O)O[Si](C)(C)C)O[Si](C)(C)C2077.5Semi standard non polar33892256
Glycylglycylglycine,3TMS,isomer #6C[Si](C)(C)O/C(C/N=C(\O)CN([Si](C)(C)C)[Si](C)(C)C)=N\CC(=O)O2212.9Semi standard non polar33892256
Glycylglycylglycine,3TMS,isomer #7C[Si](C)(C)OC(=O)C/N=C(\O)C/N=C(\O)CN([Si](C)(C)C)[Si](C)(C)C2214.8Semi standard non polar33892256
Glycylglycylglycine,4TMS,isomer #1C[Si](C)(C)NC/C(=N/C/C(=N/CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2086.3Semi standard non polar33892256
Glycylglycylglycine,4TMS,isomer #1C[Si](C)(C)NC/C(=N/C/C(=N/CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2083.9Standard non polar33892256
Glycylglycylglycine,4TMS,isomer #2C[Si](C)(C)O/C(C/N=C(/CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)=N\CC(=O)O2238.6Semi standard non polar33892256
Glycylglycylglycine,4TMS,isomer #2C[Si](C)(C)O/C(C/N=C(/CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)=N\CC(=O)O2177.9Standard non polar33892256
Glycylglycylglycine,4TMS,isomer #3C[Si](C)(C)OC(=O)C/N=C(\O)C/N=C(/CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2218.3Semi standard non polar33892256
Glycylglycylglycine,4TMS,isomer #3C[Si](C)(C)OC(=O)C/N=C(\O)C/N=C(/CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2174.7Standard non polar33892256
Glycylglycylglycine,4TMS,isomer #4C[Si](C)(C)OC(=O)C/N=C(/C/N=C(\O)CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2229.3Semi standard non polar33892256
Glycylglycylglycine,4TMS,isomer #4C[Si](C)(C)OC(=O)C/N=C(/C/N=C(\O)CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2202.1Standard non polar33892256
Glycylglycylglycine,5TMS,isomer #1C[Si](C)(C)OC(=O)C/N=C(/C/N=C(/CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2270.8Semi standard non polar33892256
Glycylglycylglycine,5TMS,isomer #1C[Si](C)(C)OC(=O)C/N=C(/C/N=C(/CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2167.1Standard non polar33892256
Glycylglycylglycine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)O/C(CN)=N\C/C(O)=N/CC(=O)O2191.9Semi standard non polar33892256
Glycylglycylglycine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)O/C(C/N=C(\O)CN)=N\CC(=O)O2209.6Semi standard non polar33892256
Glycylglycylglycine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C/N=C(\O)C/N=C(\O)CN2223.5Semi standard non polar33892256
Glycylglycylglycine,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)NC/C(O)=N/C/C(O)=N/CC(=O)O2310.3Semi standard non polar33892256
Glycylglycylglycine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)O/C(CN)=N\C/C(=N/CC(=O)O)O[Si](C)(C)C(C)(C)C2388.6Semi standard non polar33892256
Glycylglycylglycine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C/N=C(\O)C/N=C(/CN)O[Si](C)(C)C(C)(C)C2404.4Semi standard non polar33892256
Glycylglycylglycine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC/C(=N/C/C(O)=N/CC(=O)O)O[Si](C)(C)C(C)(C)C2470.5Semi standard non polar33892256
Glycylglycylglycine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C/N=C(/C/N=C(\O)CN)O[Si](C)(C)C(C)(C)C2403.3Semi standard non polar33892256
Glycylglycylglycine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)NC/C(O)=N/C/C(=N/CC(=O)O)O[Si](C)(C)C(C)(C)C2488.4Semi standard non polar33892256
Glycylglycylglycine,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)NC/C(O)=N/C/C(O)=N/CC(=O)O[Si](C)(C)C(C)(C)C2510.9Semi standard non polar33892256
Glycylglycylglycine,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)N(C/C(O)=N/C/C(O)=N/CC(=O)O)[Si](C)(C)C(C)(C)C2543.5Semi standard non polar33892256
Glycylglycylglycine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C/N=C(/C/N=C(/CN)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2520.6Semi standard non polar33892256
Glycylglycylglycine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NC/C(=N/C/C(=N/CC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2633.7Semi standard non polar33892256
Glycylglycylglycine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NC/C(=N/C/C(O)=N/CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2647.1Semi standard non polar33892256
Glycylglycylglycine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)O/C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N\C/C(O)=N/CC(=O)O2769.2Semi standard non polar33892256
Glycylglycylglycine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)NC/C(O)=N/C/C(=N/CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2644.3Semi standard non polar33892256
Glycylglycylglycine,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)O/C(C/N=C(\O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=N\CC(=O)O2758.8Semi standard non polar33892256
Glycylglycylglycine,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC(=O)C/N=C(\O)C/N=C(\O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2767.1Semi standard non polar33892256
Glycylglycylglycine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC/C(=N/C/C(=N/CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2748.4Semi standard non polar33892256
Glycylglycylglycine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)NC/C(=N/C/C(=N/CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2658.2Standard non polar33892256
Glycylglycylglycine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)O/C(C/N=C(/CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=N\CC(=O)O2987.0Semi standard non polar33892256
Glycylglycylglycine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)O/C(C/N=C(/CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)=N\CC(=O)O2744.8Standard non polar33892256
Glycylglycylglycine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C/N=C(\O)C/N=C(/CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2978.0Semi standard non polar33892256
Glycylglycylglycine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C/N=C(\O)C/N=C(/CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2807.3Standard non polar33892256
Glycylglycylglycine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C/N=C(/C/N=C(\O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2963.2Semi standard non polar33892256
Glycylglycylglycine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(=O)C/N=C(/C/N=C(\O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2845.6Standard non polar33892256
Glycylglycylglycine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C/N=C(/C/N=C(/CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3180.6Semi standard non polar33892256
Glycylglycylglycine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(=O)C/N=C(/C/N=C(/CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2885.7Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - Glycylglycylglycine GC-MS (3 TMS)splash10-00di-2920000000-c79f40a9740fc25b3f1c2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Glycylglycylglycine GC-MS (5 TMS)splash10-00di-3910000000-4555ddf2ff8c000d00102014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Glycylglycylglycine GC-MS (4 TMS)splash10-00di-2900000000-624925570b3a64cc957d2014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Glycylglycylglycine GC-MS (3 TMS)splash10-00di-2900000000-c27bc3ac23a84247a7182014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Glycylglycylglycine GC-MS (Non-derivatized)splash10-00di-2920000000-c79f40a9740fc25b3f1c2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Glycylglycylglycine GC-MS (Non-derivatized)splash10-00di-3910000000-4555ddf2ff8c000d00102017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Glycylglycylglycine GC-MS (Non-derivatized)splash10-00di-2900000000-624925570b3a64cc957d2017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - Glycylglycylglycine GC-MS (Non-derivatized)splash10-00di-2900000000-c27bc3ac23a84247a7182017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glycylglycylglycine GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9200000000-d38148835b5d52efffd32017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glycylglycylglycine GC-MS (3 TMS) - 70eV, Positivesplash10-0ul0-9545000000-57ef53c37c0fd6201b852017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Glycylglycylglycine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-001i-9100000000-b943e0e1caf180c452cf2014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Glycylglycylglycine 35V, Negative-QTOFsplash10-0079-9200000000-916e62984f4337bfbf612021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycylglycylglycine 10V, Positive-QTOFsplash10-008l-9700000000-e6fcfff45e998c9a367a2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycylglycylglycine 20V, Positive-QTOFsplash10-00e9-9100000000-489ffcb6bc99d93eec832016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycylglycylglycine 40V, Positive-QTOFsplash10-00e9-9000000000-92a2d71d3481d78dfe822016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycylglycylglycine 10V, Negative-QTOFsplash10-000i-3900000000-1fdbc86e4c25c94ab8ef2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycylglycylglycine 20V, Negative-QTOFsplash10-00di-9700000000-c86ca89521d958d72d1f2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycylglycylglycine 40V, Negative-QTOFsplash10-05fu-9000000000-9f260afc01f2c85261c82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycylglycylglycine 10V, Negative-QTOFsplash10-0079-9600000000-43f39811659f82264e122021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycylglycylglycine 20V, Negative-QTOFsplash10-05fr-9000000000-0697279a1de5b7dfc77a2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycylglycylglycine 40V, Negative-QTOFsplash10-0a4l-9000000000-d44908d71ad0ce830f082021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycylglycylglycine 10V, Positive-QTOFsplash10-0006-0900000000-dd285350baadfe6934842021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycylglycylglycine 20V, Positive-QTOFsplash10-000i-9200000000-0a9dac7c24acf29497992021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Glycylglycylglycine 40V, Positive-QTOFsplash10-0ab9-9000000000-3220a8dea8459edb6b6b2021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB000517
KNApSAcK IDC00055469
Chemspider ID10688
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11161
PDB IDGGG
ChEBI ID63961
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Wang P, Wesdemiotis C, Kapota C, Ohanessian G: The sodium ion affinities of simple di-, tri-, and tetrapeptides. J Am Soc Mass Spectrom. 2007 Mar;18(3):541-52. Epub 2006 Dec 8. [PubMed:17157529 ]
  2. Li J, Hidalgo IJ: Molecular modeling study of structural requirements for the oligopeptide transporter. J Drug Target. 1996;4(1):9-17. [PubMed:8798874 ]
  3. Liu S, Edwards DS, Looby RJ, Poirier MJ, Rajopadhye M, Bourque JP, Carroll TR: Labeling cyclic glycoprotein IIb/IIIa receptor antagonists with 99mTc by the preformed chelate approach: effects of chelators on properties of [99mTc]chelator-peptide conjugates. Bioconjug Chem. 1996 Mar-Apr;7(2):196-202. [PubMed:8983341 ]
  4. Hedwig GR, Hoiland H: Thermodynamic properties of peptide solutions. Part 11. Partial molar isentropic pressure coefficients in aqueous solutions of some tripeptides that model protein side-chains. Biophys Chem. 1994 Mar;49(2):175-81. [PubMed:8155817 ]
  5. Lipowska M, Hansen L, Xu X, Marzilli PA, Taylor A Jr, Marzilli LG: New N(3)S donor ligand small peptide analogues of the N-mercaptoacetyl-glycylglycylglycine ligand in the clinically used Tc-99m renal imaging agent: evidence for unusual amide oxygen coordination by two new ligands. Inorg Chem. 2002 Jun 3;41(11):3032-41. [PubMed:12033915 ]
  6. Bokatzian-Johnson SS, Stover ML, Dixon DA, Cassady CJ: Gas-phase deprotonation of the peptide backbone for tripeptides and their methyl esters with hydrogen and methyl side chains. J Phys Chem B. 2012 Dec 27;116(51):14844-58. doi: 10.1021/jp3113528. Epub 2012 Dec 14. [PubMed:23194315 ]
  7. Rios A, Richard JP, Amyes TL: Formation and stability of peptide enolates in aqueous solution. J Am Chem Soc. 2002 Jul 17;124(28):8251-9. [PubMed:12105903 ]
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