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Showing metabocard for Glycyl-Serine (HMDB0028850)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-06 21:02:44 UTC
Update Date2023-02-21 17:18:37 UTC
HMDB IDHMDB0028850
Secondary Accession Numbers
  • HMDB28850
Metabolite Identification
Common NameGlycyl-Serine
DescriptionGlycyl-Serine is a dipeptide composed of glycine and serine. 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
Data?1676999917
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0028850 (Glycyl-Serine)


  Mrv1652304032018442D          

 11 10  0  0  0  0            999 V2000
    1.2375    0.7145    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
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   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
   -1.6500   -1.4289    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
    0.8250   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  6  1  1  0  0  0  0
  7  3  1  4  0  0  0
  7  4  2  0  0  0  0
  8  2  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  5  1  0  0  0  0
M  END
Download

3D MOL for HMDB0028850 (Glycyl-Serine)

HMDB0028850
     RDKit          3D
Glycyl-Serine
 21 20  0  0  0  0  0  0  0  0999 V2000
    2.9333   -1.6303   -0.8705 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3097   -0.3547   -1.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3188    0.0266   -0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7757    0.1643    1.1864 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0989    0.2053   -0.4670 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9776    0.5698    0.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9559   -0.6096    0.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3344   -1.7526    0.9165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7232    1.7046   -0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3452    2.1740   -1.3044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8212    2.2628    0.4158 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1836   -2.3647   -0.9401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3122   -1.6322    0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8676   -0.4110   -2.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0688    0.4631   -1.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4104    0.8800    1.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6739    0.7691    1.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8484   -0.3201    1.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3120   -0.7353   -0.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5687   -2.4873    0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7181    3.0783    1.0253 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  3
  5  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  4 16  1  0
  6 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
 11 21  1  0
M  END
Download

3D SDF for HMDB0028850 (Glycyl-Serine)


  Mrv1652304032018442D          

 11 10  0  0  0  0            999 V2000
    1.2375    0.7145    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
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   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
   -1.6500   -1.4289    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
    0.8250   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  6  1  1  0  0  0  0
  7  3  1  4  0  0  0
  7  4  2  0  0  0  0
  8  2  1  0  0  0  0
  9  4  1  0  0  0  0
 10  5  2  0  0  0  0
 11  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028850

> <DATABASE_NAME>
hmdb

> <SMILES>
NCC(O)=NC(CO)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H10N2O4/c6-1-4(9)7-3(2-8)5(10)11/h3,8H,1-2,6H2,(H,7,9)(H,10,11)

> <INCHI_KEY>
BCCRXDTUTZHDEU-UHFFFAOYSA-N

> <FORMULA>
C5H10N2O4

> <MOLECULAR_WEIGHT>
162.1439

> <EXACT_MASS>
162.064056818

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
14.872892613583554

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[(2-amino-1-hydroxyethylidene)amino]-3-hydroxypropanoic acid

> <ALOGPS_LOGP>
-3.32

> <JCHEM_LOGP>
-4.470235385576427

> <ALOGPS_LOGS>
-1.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.060964383388095

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2370041340756477

> <JCHEM_PKA_STRONGEST_BASIC>
9.33426191509402

> <JCHEM_POLAR_SURFACE_AREA>
116.14

> <JCHEM_REFRACTIVITY>
35.3662

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.55e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2-amino-1-hydroxyethylidene)amino]-3-hydroxypropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0028850 (Glycyl-Serine)

HMDB0028850
     RDKit          3D
Glycyl-Serine
 21 20  0  0  0  0  0  0  0  0999 V2000
    2.9333   -1.6303   -0.8705 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3097   -0.3547   -1.1504 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3188    0.0266   -0.1065 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7757    0.1643    1.1864 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0989    0.2053   -0.4670 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9776    0.5698    0.3856 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9559   -0.6096    0.4257 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3344   -1.7526    0.9165 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7232    1.7046   -0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3452    2.1740   -1.3044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8212    2.2628    0.4158 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1836   -2.3647   -0.9401 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3122   -1.6322    0.1025 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8676   -0.4110   -2.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0688    0.4631   -1.1634 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4104    0.8800    1.7741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6739    0.7691    1.4340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8484   -0.3201    1.0198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3120   -0.7353   -0.6185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5687   -2.4873    0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7181    3.0783    1.0253 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  3
  5  6  1  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  4 16  1  0
  6 17  1  0
  7 18  1  0
  7 19  1  0
  8 20  1  0
 11 21  1  0
M  END
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PDB for HMDB0028850 (Glycyl-Serine)

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0       2.310   1.334   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       1.540   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -2.667   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       3.850   1.334   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0      -3.080  -2.667   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       2.310  -1.334   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0       1.540  -2.667   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.770  -4.001   0.000  0.00  0.00           O+0
CONECT    1    4    6                                                       
CONECT    2    3    8                                                       
CONECT    3    2    5    7                                                  
CONECT    4    1    7    9                                                  
CONECT    5    3   10   11                                                  
CONECT    6    1                                                            
CONECT    7    3    4                                                       
CONECT    8    2                                                            
CONECT    9    4                                                            
CONECT   10    5                                                            
CONECT   11    5                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END
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3D PDB for HMDB0028850 (Glycyl-Serine)

COMPND    HMDB0028850
HETATM    1  N1  UNL     1       2.933  -1.630  -0.870  1.00  0.00           N  
HETATM    2  C1  UNL     1       2.310  -0.355  -1.150  1.00  0.00           C  
HETATM    3  C2  UNL     1       1.319   0.027  -0.106  1.00  0.00           C  
HETATM    4  O1  UNL     1       1.776   0.164   1.186  1.00  0.00           O  
HETATM    5  N2  UNL     1       0.099   0.205  -0.467  1.00  0.00           N  
HETATM    6  C3  UNL     1      -0.978   0.570   0.386  1.00  0.00           C  
HETATM    7  C4  UNL     1      -1.956  -0.610   0.426  1.00  0.00           C  
HETATM    8  O2  UNL     1      -1.334  -1.753   0.917  1.00  0.00           O  
HETATM    9  C5  UNL     1      -1.723   1.705  -0.205  1.00  0.00           C  
HETATM   10  O3  UNL     1      -1.345   2.174  -1.304  1.00  0.00           O  
HETATM   11  O4  UNL     1      -2.821   2.263   0.416  1.00  0.00           O  
HETATM   12  H1  UNL     1       2.184  -2.365  -0.940  1.00  0.00           H  
HETATM   13  H2  UNL     1       3.312  -1.632   0.102  1.00  0.00           H  
HETATM   14  H3  UNL     1       1.868  -0.411  -2.161  1.00  0.00           H  
HETATM   15  H4  UNL     1       3.069   0.463  -1.163  1.00  0.00           H  
HETATM   16  H5  UNL     1       1.410   0.880   1.774  1.00  0.00           H  
HETATM   17  H6  UNL     1      -0.674   0.769   1.434  1.00  0.00           H  
HETATM   18  H7  UNL     1      -2.848  -0.320   1.020  1.00  0.00           H  
HETATM   19  H8  UNL     1      -2.312  -0.735  -0.618  1.00  0.00           H  
HETATM   20  H9  UNL     1      -1.569  -2.487   0.301  1.00  0.00           H  
HETATM   21  H10 UNL     1      -2.718   3.078   1.025  1.00  0.00           H  
CONECT    1    2   12   13
CONECT    2    3   14   15
CONECT    3    4    5    5
CONECT    4   16
CONECT    5    6
CONECT    6    7    9   17
CONECT    7    8   18   19
CONECT    8   20
CONECT    9   10   10   11
CONECT   11   21
END
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SMILES for HMDB0028850 (Glycyl-Serine)

NCC(O)=NC(CO)C(O)=O
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INCHI for HMDB0028850 (Glycyl-Serine)

InChI=1S/C5H10N2O4/c6-1-4(9)7-3(2-8)5(10)11/h3,8H,1-2,6H2,(H,7,9)(H,10,11)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
g-S DipeptideHMDB
Gly-serHMDB
Glycine serine dipeptideHMDB
Glycine-serine dipeptideHMDB
GlycylserineHMDB
GS DipeptideHMDB
L-Glycyl-L-serineHMDB
2-[(2-Amino-1-hydroxyethylidene)amino]-3-hydroxypropanoateHMDB
GlySerHMDB
Chemical FormulaC5H10N2O4
Average Molecular Weight162.1439
Monoisotopic Molecular Weight162.064056818
IUPAC Name2-[(2-amino-1-hydroxyethylidene)amino]-3-hydroxypropanoic acid
Traditional Name2-[(2-amino-1-hydroxyethylidene)amino]-3-hydroxypropanoic acid
CAS Registry NumberNot Available
SMILES
NCC(O)=NC(CO)C(O)=O
InChI Identifier
InChI=1S/C5H10N2O4/c6-1-4(9)7-3(2-8)5(10)11/h3,8H,1-2,6H2,(H,7,9)(H,10,11)
InChI KeyBCCRXDTUTZHDEU-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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentDipeptides
Alternative Parents
Substituents
  • Alpha-dipeptide
  • N-acyl-alpha-amino acid
  • N-acyl-alpha amino acid or derivatives
  • Alpha-amino acid amide
  • Serine or derivatives
  • Alpha-amino acid or derivatives
  • Beta-hydroxy acid
  • Hydroxy acid
  • Amino acid or derivatives
  • Carboxamide group
  • Amino acid
  • Secondary carboxylic acid amide
  • Monocarboxylic acid or derivatives
  • Carboxylic acid
  • Organonitrogen compound
  • Hydrocarbon derivative
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Organic oxide
  • Carbonyl group
  • Organopnictogen compound
  • Alcohol
  • Amine
  • Organooxygen compound
  • Primary alcohol
  • Primary amine
  • Organic oxygen compound
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogP-5.0Extrapolated
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility90.4 g/LALOGPS
logP-3.3ALOGPS
logP-4.5ChemAxon
logS-1ALOGPS
pKa (Strongest Acidic)3.24ChemAxon
pKa (Strongest Basic)9.33ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count6ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area116.14 ŲChemAxon
Rotatable Bond Count4ChemAxon
Refractivity35.37 m³·mol⁻¹ChemAxon
Polarizability14.87 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]+135.17931661259
DarkChem[M-H]-133.01731661259
DeepCCS[M+H]+131.93330932474
DeepCCS[M-H]-128.3230932474
DeepCCS[M-2H]-165.3130932474
DeepCCS[M+Na]+140.49630932474
AllCCS[M+H]+135.632859911
AllCCS[M+H-H2O]+131.832859911
AllCCS[M+NH4]+139.232859911
AllCCS[M+Na]+140.332859911
AllCCS[M-H]-128.132859911
AllCCS[M+Na-2H]-129.932859911
AllCCS[M+HCOO]-131.932859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.0.89 minutes32390414
Predicted by Siyang on May 30, 20229.6265 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20228.38 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid414.9 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid459.5 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid329.2 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid29.0 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid200.2 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid76.7 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid308.3 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid219.6 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)856.6 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid599.9 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid41.4 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid732.8 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid206.2 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid287.3 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate663.7 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA492.3 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water368.1 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Glycyl-SerineNCC(O)=NC(CO)C(O)=O2462.6Standard polar33892256
Glycyl-SerineNCC(O)=NC(CO)C(O)=O1710.1Standard non polar33892256
Glycyl-SerineNCC(O)=NC(CO)C(O)=O1951.4Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Glycyl-Serine,1TMS,isomer #1C[Si](C)(C)OC(CN)=NC(CO)C(=O)O1698.6Semi standard non polar33892256
Glycyl-Serine,1TMS,isomer #2C[Si](C)(C)OCC(N=C(O)CN)C(=O)O1735.6Semi standard non polar33892256
Glycyl-Serine,1TMS,isomer #3C[Si](C)(C)OC(=O)C(CO)N=C(O)CN1714.0Semi standard non polar33892256
Glycyl-Serine,1TMS,isomer #4C[Si](C)(C)NCC(O)=NC(CO)C(=O)O1791.9Semi standard non polar33892256
Glycyl-Serine,2TMS,isomer #1C[Si](C)(C)OCC(N=C(CN)O[Si](C)(C)C)C(=O)O1741.0Semi standard non polar33892256
Glycyl-Serine,2TMS,isomer #2C[Si](C)(C)OC(=O)C(CO)N=C(CN)O[Si](C)(C)C1714.8Semi standard non polar33892256
Glycyl-Serine,2TMS,isomer #3C[Si](C)(C)NCC(=NC(CO)C(=O)O)O[Si](C)(C)C1794.4Semi standard non polar33892256
Glycyl-Serine,2TMS,isomer #4C[Si](C)(C)OCC(N=C(O)CN)C(=O)O[Si](C)(C)C1746.1Semi standard non polar33892256
Glycyl-Serine,2TMS,isomer #5C[Si](C)(C)NCC(O)=NC(CO[Si](C)(C)C)C(=O)O1851.1Semi standard non polar33892256
Glycyl-Serine,2TMS,isomer #6C[Si](C)(C)NCC(O)=NC(CO)C(=O)O[Si](C)(C)C1827.9Semi standard non polar33892256
Glycyl-Serine,2TMS,isomer #7C[Si](C)(C)N(CC(O)=NC(CO)C(=O)O)[Si](C)(C)C1961.7Semi standard non polar33892256
Glycyl-Serine,3TMS,isomer #1C[Si](C)(C)OCC(N=C(CN)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1752.8Semi standard non polar33892256
Glycyl-Serine,3TMS,isomer #2C[Si](C)(C)NCC(=NC(CO[Si](C)(C)C)C(=O)O)O[Si](C)(C)C1819.7Semi standard non polar33892256
Glycyl-Serine,3TMS,isomer #3C[Si](C)(C)NCC(=NC(CO)C(=O)O[Si](C)(C)C)O[Si](C)(C)C1805.1Semi standard non polar33892256
Glycyl-Serine,3TMS,isomer #4C[Si](C)(C)OC(CN([Si](C)(C)C)[Si](C)(C)C)=NC(CO)C(=O)O1984.9Semi standard non polar33892256
Glycyl-Serine,3TMS,isomer #5C[Si](C)(C)NCC(O)=NC(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C1837.9Semi standard non polar33892256
Glycyl-Serine,3TMS,isomer #6C[Si](C)(C)OCC(N=C(O)CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O2008.1Semi standard non polar33892256
Glycyl-Serine,3TMS,isomer #7C[Si](C)(C)OC(=O)C(CO)N=C(O)CN([Si](C)(C)C)[Si](C)(C)C1984.1Semi standard non polar33892256
Glycyl-Serine,4TMS,isomer #1C[Si](C)(C)NCC(=NC(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C1822.9Semi standard non polar33892256
Glycyl-Serine,4TMS,isomer #1C[Si](C)(C)NCC(=NC(CO[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C1832.6Standard non polar33892256
Glycyl-Serine,4TMS,isomer #2C[Si](C)(C)OCC(N=C(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)C(=O)O2016.6Semi standard non polar33892256
Glycyl-Serine,4TMS,isomer #2C[Si](C)(C)OCC(N=C(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)C(=O)O1955.4Standard non polar33892256
Glycyl-Serine,4TMS,isomer #3C[Si](C)(C)OC(=O)C(CO)N=C(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C1989.3Semi standard non polar33892256
Glycyl-Serine,4TMS,isomer #3C[Si](C)(C)OC(=O)C(CO)N=C(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C1897.9Standard non polar33892256
Glycyl-Serine,4TMS,isomer #4C[Si](C)(C)OCC(N=C(O)CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C2020.0Semi standard non polar33892256
Glycyl-Serine,4TMS,isomer #4C[Si](C)(C)OCC(N=C(O)CN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C1931.7Standard non polar33892256
Glycyl-Serine,5TMS,isomer #1C[Si](C)(C)OCC(N=C(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C2036.7Semi standard non polar33892256
Glycyl-Serine,5TMS,isomer #1C[Si](C)(C)OCC(N=C(CN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C1951.7Standard non polar33892256
Glycyl-Serine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(CN)=NC(CO)C(=O)O1949.6Semi standard non polar33892256
Glycyl-Serine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(N=C(O)CN)C(=O)O1968.7Semi standard non polar33892256
Glycyl-Serine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C(CO)N=C(O)CN1916.4Semi standard non polar33892256
Glycyl-Serine,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)NCC(O)=NC(CO)C(=O)O2018.4Semi standard non polar33892256
Glycyl-Serine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(N=C(CN)O[Si](C)(C)C(C)(C)C)C(=O)O2176.5Semi standard non polar33892256
Glycyl-Serine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(=O)C(CO)N=C(CN)O[Si](C)(C)C(C)(C)C2144.9Semi standard non polar33892256
Glycyl-Serine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NCC(=NC(CO)C(=O)O)O[Si](C)(C)C(C)(C)C2234.4Semi standard non polar33892256
Glycyl-Serine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OCC(N=C(O)CN)C(=O)O[Si](C)(C)C(C)(C)C2183.7Semi standard non polar33892256
Glycyl-Serine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)NCC(O)=NC(CO[Si](C)(C)C(C)(C)C)C(=O)O2265.5Semi standard non polar33892256
Glycyl-Serine,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)NCC(O)=NC(CO)C(=O)O[Si](C)(C)C(C)(C)C2240.6Semi standard non polar33892256
Glycyl-Serine,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)N(CC(O)=NC(CO)C(=O)O)[Si](C)(C)C(C)(C)C2314.2Semi standard non polar33892256
Glycyl-Serine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(N=C(CN)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2347.5Semi standard non polar33892256
Glycyl-Serine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCC(=NC(CO[Si](C)(C)C(C)(C)C)C(=O)O)O[Si](C)(C)C(C)(C)C2413.9Semi standard non polar33892256
Glycyl-Serine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NCC(=NC(CO)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2394.5Semi standard non polar33892256
Glycyl-Serine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=NC(CO)C(=O)O2581.7Semi standard non polar33892256
Glycyl-Serine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)NCC(O)=NC(CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2443.1Semi standard non polar33892256
Glycyl-Serine,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OCC(N=C(O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2553.3Semi standard non polar33892256
Glycyl-Serine,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OC(=O)C(CO)N=C(O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2533.1Semi standard non polar33892256
Glycyl-Serine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCC(=NC(CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2594.8Semi standard non polar33892256
Glycyl-Serine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCC(=NC(CO[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2529.5Standard non polar33892256
Glycyl-Serine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(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)C(=O)O2806.0Semi standard non polar33892256
Glycyl-Serine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(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)C(=O)O2626.8Standard non polar33892256
Glycyl-Serine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C(CO)N=C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2784.0Semi standard non polar33892256
Glycyl-Serine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(=O)C(CO)N=C(CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2620.6Standard non polar33892256
Glycyl-Serine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OCC(N=C(O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2774.8Semi standard non polar33892256
Glycyl-Serine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OCC(N=C(O)CN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2712.9Standard non polar33892256
Glycyl-Serine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(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)C(=O)O[Si](C)(C)C(C)(C)C3012.7Semi standard non polar33892256
Glycyl-Serine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(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)C(=O)O[Si](C)(C)C(C)(C)C2809.5Standard non polar33892256
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Sweat
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SweatDetected but not QuantifiedNot QuantifiedInfant (0-1 year old)Not Specifiedscreen-positive CF details
Associated Disorders and Diseases
Disease References
Cystic fibrosis
  1. Adriana Nori de Macedo. Robust capillary electrophoresis methods for biomarker discovery and routine measurements in clinical and epidemiological applications. March 2017 [Link]
Associated OMIM IDs
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB098202
KNApSAcK IDNot Available
Chemspider ID92542
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound102466
PDB IDNot Available
ChEBI IDNot Available
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. Blagojevic V, Chramow A, Schneider BB, Covey TR, Bohme DK: Differential mobility spectrometry of isomeric protonated dipeptides: modifier and field effects on ion mobility and stability. Anal Chem. 2011 May 1;83(9):3470-6. doi: 10.1021/ac200100s. Epub 2011 Apr 19. [PubMed:21504141 ]
  2. Benz R, Francis G, Nakae T, Ferenci T: Investigation of the selectivity of maltoporin channels using mutant LamB proteins: mutations changing the maltodextrin binding site. Biochim Biophys Acta. 1992 Mar 2;1104(2):299-307. [PubMed:1547266 ]
  3. Robinson JM, Hardman JK, Sloan GL: Relationship between lysostaphin endopeptidase production and cell wall composition in Staphylococcus staphylolyticus. J Bacteriol. 1979 Mar;137(3):1158-64. [PubMed:438117 ]
  4. Fujii Y, Kiss T, Gajda T, Tan XS, Sato T, Nakano Y, Hayashi Y, Yashiro M: Copper(II)- cis, cis-1,3,5-triaminocyclohexane complex-promoted hydrolysis of dipeptides: kinetic, speciation and structural studies. J Biol Inorg Chem. 2002 Sep;7(7-8):843-51. Epub 2002 Apr 30. [PubMed:12203021 ]
  5. Weber AL, Orgel LE: The formation of peptides from the 2'(3')-glycyl ester of a nucleotide. J Mol Evol. 1978 Aug 2;11(3):189-98. [PubMed:29132 ]
  6. Weber AL, Orgel LE: The formation of dipeptides from amino acids and the 2'(3')-glycyl ester of an adenylate. J Mol Evol. 1979 Oct;13(3):185-92. [PubMed:501742 ]
  7. Kucukhuseyin O, Yilmaz-Aydogan H, Isbir CS, Isbir T: Is there any association between GLY82 ser polymorphism of rage gene and Turkish diabetic and non diabetic patients with coronary artery disease? Mol Biol Rep. 2012 Apr;39(4):4423-8. doi: 10.1007/s11033-011-1230-3. Epub 2011 Sep 25. [PubMed:21947881 ]
  8. Wang DX, Lu GS, Liu W, Wang NG, Guan MZ, Zhao YL, Wang XN, Cheng ZP: [Synthesis of small peptides containing hydroxy-amino-acid, and its effects on progesterone production]. Yao Xue Xue Bao. 1991;26(1):25-9. [PubMed:1887790 ]
  9. Ho PH, Stroobants K, Parac-Vogt TN: Hydrolysis of serine-containing peptides at neutral pH promoted by [MoO4]2- oxyanion. Inorg Chem. 2011 Dec 5;50(23):12025-33. doi: 10.1021/ic2015034. Epub 2011 Oct 31. [PubMed:22040112 ]
  10. Olafsen T, Tan GJ, Cheung CW, Yazaki PJ, Park JM, Shively JE, Williams LE, Raubitschek AA, Press MF, Wu AM: Characterization of engineered anti-p185HER-2 (scFv-CH3)2 antibody fragments (minibodies) for tumor targeting. Protein Eng Des Sel. 2004 Apr;17(4):315-23. Epub 2004 Jun 8. [PubMed:15187222 ]
  11. Shiomi K, Yang H, Inokoshi J, Van der Pyl D, Nakagawa A, Takeshima H, Omura S: Pepticinnamins, new farnesyl-protein transferase inhibitors produced by an actinomycete. II. Structural elucidation of pepticinnamin E. J Antibiot (Tokyo). 1993 Feb;46(2):229-34. [PubMed:8468236 ]
  12. Buhl M: Density-functional study of vanadate-glycylserine isomers. J Inorg Biochem. 2000 May 30;80(1-2):137-9. [PubMed:10885474 ]
  13. Toyoda T, Sakaguchi T, Imai K, Inocencio NM, Gotoh B, Hamaguchi M, Nagai Y: Structural comparison of the cleavage-activation site of the fusion glycoprotein between virulent and avirulent strains of Newcastle disease virus. Virology. 1987 May;158(1):242-7. [PubMed:3576973 ]
  14. Ho PH, Mihaylov T, Pierloot K, Parac-Vogt TN: Hydrolytic activity of vanadate toward serine-containing peptides studied by kinetic experiments and DFT theory. Inorg Chem. 2012 Aug 20;51(16):8848-59. doi: 10.1021/ic300761g. Epub 2012 Jul 30. [PubMed:22845736 ]
  15. Sahoo H, Roccatano D, Zacharias M, Nau WM: Distance distributions of short polypeptides recovered by fluorescence resonance energy transfer in the 10 A domain. J Am Chem Soc. 2006 Jun 28;128(25):8118-9. [PubMed:16787059 ]