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Showing metabocard for Glycerylphosphorylethanolamine (HMDB0000114)

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enzymes (7) Show 7 proteins
Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2005-11-16 15:48:42 UTC
Update Date2022-09-22 18:35:06 UTC
HMDB IDHMDB0000114
Secondary Accession Numbers
  • HMDB00114
Metabolite Identification
Common NameGlycerylphosphorylethanolamine
DescriptionGlycerylphosphorylethanolamine, also known as GPEA, belongs to the class of organic compounds known as glycerophosphoethanolamines. These are glycerolipids characterized by an ethanolamine ester of glycerophosphoric acid. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms. Glycerylphosphorylethanolamine is a very strong basic compound (based on its pKa).
Structure
Data?1582752112
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0000114 (Glycerylphosphorylethanolamine)


  Mrv1652303062020092D          

 13 12  0  0  0  0            999 V2000
 9992.4480 9992.6303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9993.1619 9993.0426    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9993.8772 9992.6303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.5926 9993.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.3059 9992.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0212 9993.0426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9992.7511 9993.7559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9993.5763 9993.7559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9991.7335 9993.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.0188 9992.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.3042 9993.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.5897 9992.6303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9991.0188 9991.8050    0.0000 O   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
  2  3  1  0  0  0  0
  2  7  2  0  0  0  0
  2  8  1  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
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
M  END
Download

3D MOL for HMDB0000114 (Glycerylphosphorylethanolamine)

HMDB0000114
     RDKit          3D
Glycerylphosphorylethanolamine
 27 26  0  0  0  0  0  0  0  0999 V2000
   -3.9656   -0.2113    1.0561 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6246   -0.1492   -0.3442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1569    0.1224   -0.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8057    1.3355    0.0097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1844    1.7114   -0.1921 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.1233    2.8533    0.7831 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1819    2.2695   -1.7237 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8287    0.4414    0.2230 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6418    0.1329   -0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5733   -1.0226   -0.5055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7981   -2.1300   -0.1714 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4621   -0.6516    0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6823   -0.3446    1.7736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8737   -1.1935    1.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9898    0.0042    1.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2765    0.5881   -0.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8394   -1.1397   -0.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9341    0.1097   -1.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5981   -0.7160   -0.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0107    1.6127   -2.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2048    1.0107   -1.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0413   -0.2204   -1.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1988   -1.2828   -1.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1480   -1.8859    0.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1706    0.1447    0.4222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0466   -1.5597    0.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1578    0.1706    2.4544 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
  4  5  1  0
  5  6  2  0
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  3 19  1  0
  7 20  1  0
  9 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 12 26  1  0
 13 27  1  0
M  END
Download

3D SDF for HMDB0000114 (Glycerylphosphorylethanolamine)


  Mrv1652303062020092D          

 13 12  0  0  0  0            999 V2000
 9992.4480 9992.6303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9993.1619 9993.0426    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
 9993.8772 9992.6303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.5926 9993.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.3059 9992.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0212 9993.0426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9992.7511 9993.7559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9993.5763 9993.7559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9991.7335 9993.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.0188 9992.6303    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.3042 9993.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.5897 9992.6303    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9991.0188 9991.8050    0.0000 O   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
  2  3  1  0  0  0  0
  2  7  2  0  0  0  0
  2  8  1  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
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 13  1  0  0  0  0
 11 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000114

> <DATABASE_NAME>
hmdb

> <SMILES>
NCCOP(O)(=O)OCC(O)CO

> <INCHI_IDENTIFIER>
InChI=1S/C5H14NO6P/c6-1-2-11-13(9,10)12-4-5(8)3-7/h5,7-8H,1-4,6H2,(H,9,10)

> <INCHI_KEY>
JZNWSCPGTDBMEW-UHFFFAOYSA-N

> <FORMULA>
C5H14NO6P

> <MOLECULAR_WEIGHT>
215.1415

> <EXACT_MASS>
215.055873697

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
19.073348670448354

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-aminoethoxy)(2,3-dihydroxypropoxy)phosphinic acid

> <ALOGPS_LOGP>
-2.31

> <JCHEM_LOGP>
-3.3911924765119976

> <ALOGPS_LOGS>
-0.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.641343579378521

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8690882900003905

> <JCHEM_PKA_STRONGEST_BASIC>
9.999830157645516

> <JCHEM_POLAR_SURFACE_AREA>
122.24000000000001

> <JCHEM_REFRACTIVITY>
43.8211

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.65e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glycerophosphorylethanolamine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0000114 (Glycerylphosphorylethanolamine)

HMDB0000114
     RDKit          3D
Glycerylphosphorylethanolamine
 27 26  0  0  0  0  0  0  0  0999 V2000
   -3.9656   -0.2113    1.0561 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6246   -0.1492   -0.3442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1569    0.1224   -0.5644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8057    1.3355    0.0097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1844    1.7114   -0.1921 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.1233    2.8533    0.7831 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1819    2.2695   -1.7237 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8287    0.4414    0.2230 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6418    0.1329   -0.8625 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5733   -1.0226   -0.5055 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7981   -2.1300   -0.1714 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4621   -0.6516    0.6651 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6823   -0.3446    1.7736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8737   -1.1935    1.4445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9898    0.0042    1.1339 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2765    0.5881   -0.8321 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8394   -1.1397   -0.7892 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9341    0.1097   -1.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5981   -0.7160   -0.0781 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0107    1.6127   -2.4359 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2048    1.0107   -1.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0413   -0.2204   -1.7394 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1988   -1.2828   -1.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1480   -1.8859    0.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1706    0.1447    0.4222 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0466   -1.5597    0.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1578    0.1706    2.4544 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
  4  5  1  0
  5  6  2  0
  5  7  1  0
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  3 19  1  0
  7 20  1  0
  9 21  1  0
  9 22  1  0
 10 23  1  0
 11 24  1  0
 12 25  1  0
 12 26  1  0
 13 27  1  0
M  END
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PDB for HMDB0000114 (Glycerylphosphorylethanolamine)

HEADER    PROTEIN                                 06-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAR-20         0                                  
HETATM    1  O   UNK     0    8652.5708652.910   0.000  0.00  0.00           O+0
HETATM    2  P   UNK     0    8653.9028653.680   0.000  0.00  0.00           P+0
HETATM    3  O   UNK     0    8655.2378652.910   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0    8656.5738653.680   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8657.9048652.910   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0    8659.2408653.680   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0    8653.1358655.011   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8654.6768655.011   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8651.2368653.680   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8649.9028652.910   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8648.5688653.680   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0    8647.2348652.910   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8649.9028651.369   0.000  0.00  0.00           O+0
CONECT    1    2    9                                                       
CONECT    2    1    3    7    8                                             
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    2                                                            
CONECT    8    2                                                            
CONECT    9    1   10                                                       
CONECT   10    9   11   13                                                  
CONECT   11   10   12                                                       
CONECT   12   11                                                            
CONECT   13   10                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END
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3D PDB for HMDB0000114 (Glycerylphosphorylethanolamine)

COMPND    HMDB0000114
HETATM    1  N1  UNL     1      -3.966  -0.211   1.056  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.625  -0.149  -0.344  1.00  0.00           C  
HETATM    3  C2  UNL     1      -2.157   0.122  -0.564  1.00  0.00           C  
HETATM    4  O1  UNL     1      -1.806   1.336   0.010  1.00  0.00           O  
HETATM    5  P1  UNL     1      -0.184   1.711  -0.192  1.00  0.00           P  
HETATM    6  O2  UNL     1       0.123   2.853   0.783  1.00  0.00           O  
HETATM    7  O3  UNL     1       0.182   2.269  -1.724  1.00  0.00           O  
HETATM    8  O4  UNL     1       0.829   0.441   0.223  1.00  0.00           O  
HETATM    9  C3  UNL     1       1.642   0.133  -0.862  1.00  0.00           C  
HETATM   10  C4  UNL     1       2.573  -1.023  -0.506  1.00  0.00           C  
HETATM   11  O5  UNL     1       1.798  -2.130  -0.171  1.00  0.00           O  
HETATM   12  C5  UNL     1       3.462  -0.652   0.665  1.00  0.00           C  
HETATM   13  O6  UNL     1       2.682  -0.345   1.774  1.00  0.00           O  
HETATM   14  H1  UNL     1      -3.874  -1.194   1.444  1.00  0.00           H  
HETATM   15  H2  UNL     1      -4.990   0.004   1.134  1.00  0.00           H  
HETATM   16  H3  UNL     1      -4.276   0.588  -0.832  1.00  0.00           H  
HETATM   17  H4  UNL     1      -3.839  -1.140  -0.789  1.00  0.00           H  
HETATM   18  H5  UNL     1      -1.934   0.110  -1.648  1.00  0.00           H  
HETATM   19  H6  UNL     1      -1.598  -0.716  -0.078  1.00  0.00           H  
HETATM   20  H7  UNL     1      -0.011   1.613  -2.436  1.00  0.00           H  
HETATM   21  H8  UNL     1       2.205   1.011  -1.219  1.00  0.00           H  
HETATM   22  H9  UNL     1       1.041  -0.220  -1.739  1.00  0.00           H  
HETATM   23  H10 UNL     1       3.199  -1.283  -1.380  1.00  0.00           H  
HETATM   24  H11 UNL     1       1.148  -1.886   0.530  1.00  0.00           H  
HETATM   25  H12 UNL     1       4.171   0.145   0.422  1.00  0.00           H  
HETATM   26  H13 UNL     1       4.047  -1.560   0.926  1.00  0.00           H  
HETATM   27  H14 UNL     1       3.158   0.171   2.454  1.00  0.00           H  
CONECT    1    2   14   15
CONECT    2    3   16   17
CONECT    3    4   18   19
CONECT    4    5
CONECT    5    6    6    7    8
CONECT    7   20
CONECT    8    9
CONECT    9   10   21   22
CONECT   10   11   12   23
CONECT   11   24
CONECT   12   13   25   26
CONECT   13   27
END
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SMILES for HMDB0000114 (Glycerylphosphorylethanolamine)

NCCOP(O)(=O)OCC(O)CO
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INCHI for HMDB0000114 (Glycerylphosphorylethanolamine)

InChI=1S/C5H14NO6P/c6-1-2-11-13(9,10)12-4-5(8)3-7/h5,7-8H,1-4,6H2,(H,9,10)
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
GlycerophosphorylethanolamineChEBI
sn-Glycerol-3-phosphoethanolamineChEBI
GlycerophosphoethanolamineHMDB
GPEAHMDB
Glycerol 3-phosphoethanolamineHMDB
Glycerol 3-phosphorylethanolamineHMDB
Glycerol phosphorylethanolamineHMDB
Glyceryl-3-phosphorylethanolamineHMDB
alpha-GlycerophosphorylethanolamineHMDB
sn-Glycero-3-phosphoethanolamineHMDB
Α-glycerophosphorylethanolamineHMDB
GlycerylphosphorylethanolamineMeSH
Chemical FormulaC5H14NO6P
Average Molecular Weight215.1415
Monoisotopic Molecular Weight215.055873697
IUPAC Name(2-aminoethoxy)(2,3-dihydroxypropoxy)phosphinic acid
Traditional Nameglycerophosphorylethanolamine
CAS Registry Number1190-00-7
SMILES
NCCOP(O)(=O)OCC(O)CO
InChI Identifier
InChI=1S/C5H14NO6P/c6-1-2-11-13(9,10)12-4-5(8)3-7/h5,7-8H,1-4,6H2,(H,9,10)
InChI KeyJZNWSCPGTDBMEW-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as glycerophosphoethanolamines. These are glycerolipids characterized by an ethanolamine ester of glycerophosphoric acid. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached to the C-1 and C-2 atoms.
KingdomOrganic compounds
Super ClassLipids and lipid-like molecules
ClassGlycerophospholipids
Sub ClassGlycerophosphoethanolamines
Direct ParentGlycerophosphoethanolamines
Alternative Parents
Substituents
  • Sn-glycero-3-phosphoethanolamine
  • Phosphoethanolamine
  • Dialkyl phosphate
  • Organic phosphoric acid derivative
  • Phosphoric acid ester
  • Alkyl phosphate
  • Secondary alcohol
  • 1,2-diol
  • Primary amine
  • Primary alcohol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Organic oxide
  • Primary aliphatic amine
  • Organic nitrogen compound
  • Amine
  • Organopnictogen compound
  • Alcohol
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
Process
Naturally occurring process
RoleNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility29.2 g/LALOGPS
logP-2.3ALOGPS
logP-3.4ChemAxon
logS-0.77ALOGPS
pKa (Strongest Acidic)1.87ChemAxon
pKa (Strongest Basic)10ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count5ChemAxon
Hydrogen Donor Count4ChemAxon
Polar Surface Area122.24 ŲChemAxon
Rotatable Bond Count7ChemAxon
Refractivity43.82 m³·mol⁻¹ChemAxon
Polarizability19.07 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
DeepCCS[M+H]+141.61330932474
DeepCCS[M-H]-137.78630932474
DeepCCS[M-2H]-175.40730932474
DeepCCS[M+Na]+150.74530932474
AllCCS[M+H]+146.032859911
AllCCS[M+H-H2O]+142.532859911
AllCCS[M+NH4]+149.232859911
AllCCS[M+Na]+150.132859911
AllCCS[M-H]-142.432859911
AllCCS[M+Na-2H]-143.832859911
AllCCS[M+HCOO]-145.532859911

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, 2022.1.63 minutes32390414
Predicted by Siyang on May 30, 20229.3268 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20229.5 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid472.9 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid402.1 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid286.4 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid30.9 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid179.7 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid67.2 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid297.0 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 Acid229.7 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)923.0 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid559.9 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid45.7 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid641.0 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid184.2 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid328.4 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate850.0 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA524.2 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water474.1 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
GlycerylphosphorylethanolamineNCCOP(O)(=O)OCC(O)CO2766.6Standard polar33892256
GlycerylphosphorylethanolamineNCCOP(O)(=O)OCC(O)CO1798.5Standard non polar33892256
GlycerylphosphorylethanolamineNCCOP(O)(=O)OCC(O)CO1882.5Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Glycerylphosphorylethanolamine,1TMS,isomer #1C[Si](C)(C)OC(CO)COP(=O)(O)OCCN1961.8Semi standard non polar33892256
Glycerylphosphorylethanolamine,1TMS,isomer #2C[Si](C)(C)OCC(O)COP(=O)(O)OCCN1951.1Semi standard non polar33892256
Glycerylphosphorylethanolamine,1TMS,isomer #3C[Si](C)(C)OP(=O)(OCCN)OCC(O)CO1950.2Semi standard non polar33892256
Glycerylphosphorylethanolamine,1TMS,isomer #4C[Si](C)(C)NCCOP(=O)(O)OCC(O)CO2056.0Semi standard non polar33892256
Glycerylphosphorylethanolamine,2TMS,isomer #1C[Si](C)(C)OCC(COP(=O)(O)OCCN)O[Si](C)(C)C2000.5Semi standard non polar33892256
Glycerylphosphorylethanolamine,2TMS,isomer #2C[Si](C)(C)OC(CO)COP(=O)(OCCN)O[Si](C)(C)C1977.3Semi standard non polar33892256
Glycerylphosphorylethanolamine,2TMS,isomer #3C[Si](C)(C)NCCOP(=O)(O)OCC(CO)O[Si](C)(C)C2049.3Semi standard non polar33892256
Glycerylphosphorylethanolamine,2TMS,isomer #4C[Si](C)(C)OCC(O)COP(=O)(OCCN)O[Si](C)(C)C1970.6Semi standard non polar33892256
Glycerylphosphorylethanolamine,2TMS,isomer #5C[Si](C)(C)NCCOP(=O)(O)OCC(O)CO[Si](C)(C)C2043.5Semi standard non polar33892256
Glycerylphosphorylethanolamine,2TMS,isomer #6C[Si](C)(C)NCCOP(=O)(OCC(O)CO)O[Si](C)(C)C2060.5Semi standard non polar33892256
Glycerylphosphorylethanolamine,2TMS,isomer #7C[Si](C)(C)N(CCOP(=O)(O)OCC(O)CO)[Si](C)(C)C2217.7Semi standard non polar33892256
Glycerylphosphorylethanolamine,3TMS,isomer #1C[Si](C)(C)OCC(COP(=O)(OCCN)O[Si](C)(C)C)O[Si](C)(C)C2002.6Semi standard non polar33892256
Glycerylphosphorylethanolamine,3TMS,isomer #1C[Si](C)(C)OCC(COP(=O)(OCCN)O[Si](C)(C)C)O[Si](C)(C)C1949.5Standard non polar33892256
Glycerylphosphorylethanolamine,3TMS,isomer #1C[Si](C)(C)OCC(COP(=O)(OCCN)O[Si](C)(C)C)O[Si](C)(C)C2636.1Standard polar33892256
Glycerylphosphorylethanolamine,3TMS,isomer #2C[Si](C)(C)NCCOP(=O)(O)OCC(CO[Si](C)(C)C)O[Si](C)(C)C2053.2Semi standard non polar33892256
Glycerylphosphorylethanolamine,3TMS,isomer #2C[Si](C)(C)NCCOP(=O)(O)OCC(CO[Si](C)(C)C)O[Si](C)(C)C2070.8Standard non polar33892256
Glycerylphosphorylethanolamine,3TMS,isomer #2C[Si](C)(C)NCCOP(=O)(O)OCC(CO[Si](C)(C)C)O[Si](C)(C)C2733.4Standard polar33892256
Glycerylphosphorylethanolamine,3TMS,isomer #3C[Si](C)(C)NCCOP(=O)(OCC(CO)O[Si](C)(C)C)O[Si](C)(C)C2065.8Semi standard non polar33892256
Glycerylphosphorylethanolamine,3TMS,isomer #3C[Si](C)(C)NCCOP(=O)(OCC(CO)O[Si](C)(C)C)O[Si](C)(C)C2095.9Standard non polar33892256
Glycerylphosphorylethanolamine,3TMS,isomer #3C[Si](C)(C)NCCOP(=O)(OCC(CO)O[Si](C)(C)C)O[Si](C)(C)C2415.1Standard polar33892256
Glycerylphosphorylethanolamine,3TMS,isomer #4C[Si](C)(C)OC(CO)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C2230.6Semi standard non polar33892256
Glycerylphosphorylethanolamine,3TMS,isomer #4C[Si](C)(C)OC(CO)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C2161.9Standard non polar33892256
Glycerylphosphorylethanolamine,3TMS,isomer #4C[Si](C)(C)OC(CO)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C2831.8Standard polar33892256
Glycerylphosphorylethanolamine,3TMS,isomer #5C[Si](C)(C)NCCOP(=O)(OCC(O)CO[Si](C)(C)C)O[Si](C)(C)C2064.1Semi standard non polar33892256
Glycerylphosphorylethanolamine,3TMS,isomer #5C[Si](C)(C)NCCOP(=O)(OCC(O)CO[Si](C)(C)C)O[Si](C)(C)C2083.2Standard non polar33892256
Glycerylphosphorylethanolamine,3TMS,isomer #5C[Si](C)(C)NCCOP(=O)(OCC(O)CO[Si](C)(C)C)O[Si](C)(C)C2369.1Standard polar33892256
Glycerylphosphorylethanolamine,3TMS,isomer #6C[Si](C)(C)OCC(O)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C2217.0Semi standard non polar33892256
Glycerylphosphorylethanolamine,3TMS,isomer #6C[Si](C)(C)OCC(O)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C2177.3Standard non polar33892256
Glycerylphosphorylethanolamine,3TMS,isomer #6C[Si](C)(C)OCC(O)COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C2780.1Standard polar33892256
Glycerylphosphorylethanolamine,3TMS,isomer #7C[Si](C)(C)OP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)OCC(O)CO2215.6Semi standard non polar33892256
Glycerylphosphorylethanolamine,3TMS,isomer #7C[Si](C)(C)OP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)OCC(O)CO2163.3Standard non polar33892256
Glycerylphosphorylethanolamine,3TMS,isomer #7C[Si](C)(C)OP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)OCC(O)CO2522.5Standard polar33892256
Glycerylphosphorylethanolamine,4TMS,isomer #1C[Si](C)(C)NCCOP(=O)(OCC(CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2066.6Semi standard non polar33892256
Glycerylphosphorylethanolamine,4TMS,isomer #1C[Si](C)(C)NCCOP(=O)(OCC(CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2108.8Standard non polar33892256
Glycerylphosphorylethanolamine,4TMS,isomer #1C[Si](C)(C)NCCOP(=O)(OCC(CO[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2226.9Standard polar33892256
Glycerylphosphorylethanolamine,4TMS,isomer #2C[Si](C)(C)OCC(COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2234.8Semi standard non polar33892256
Glycerylphosphorylethanolamine,4TMS,isomer #2C[Si](C)(C)OCC(COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2189.1Standard non polar33892256
Glycerylphosphorylethanolamine,4TMS,isomer #2C[Si](C)(C)OCC(COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2561.9Standard polar33892256
Glycerylphosphorylethanolamine,4TMS,isomer #3C[Si](C)(C)OC(CO)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2233.1Semi standard non polar33892256
Glycerylphosphorylethanolamine,4TMS,isomer #3C[Si](C)(C)OC(CO)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2206.8Standard non polar33892256
Glycerylphosphorylethanolamine,4TMS,isomer #3C[Si](C)(C)OC(CO)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2334.1Standard polar33892256
Glycerylphosphorylethanolamine,4TMS,isomer #4C[Si](C)(C)OCC(O)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2219.2Semi standard non polar33892256
Glycerylphosphorylethanolamine,4TMS,isomer #4C[Si](C)(C)OCC(O)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2203.8Standard non polar33892256
Glycerylphosphorylethanolamine,4TMS,isomer #4C[Si](C)(C)OCC(O)COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C2298.6Standard polar33892256
Glycerylphosphorylethanolamine,5TMS,isomer #1C[Si](C)(C)OCC(COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2226.7Semi standard non polar33892256
Glycerylphosphorylethanolamine,5TMS,isomer #1C[Si](C)(C)OCC(COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2212.8Standard non polar33892256
Glycerylphosphorylethanolamine,5TMS,isomer #1C[Si](C)(C)OCC(COP(=O)(OCCN([Si](C)(C)C)[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C2198.3Standard polar33892256
Glycerylphosphorylethanolamine,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)OC(CO)COP(=O)(O)OCCN2179.4Semi standard non polar33892256
Glycerylphosphorylethanolamine,1TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(O)COP(=O)(O)OCCN2174.8Semi standard non polar33892256
Glycerylphosphorylethanolamine,1TBDMS,isomer #3CC(C)(C)[Si](C)(C)OP(=O)(OCCN)OCC(O)CO2189.1Semi standard non polar33892256
Glycerylphosphorylethanolamine,1TBDMS,isomer #4CC(C)(C)[Si](C)(C)NCCOP(=O)(O)OCC(O)CO2280.2Semi standard non polar33892256
Glycerylphosphorylethanolamine,2TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(COP(=O)(O)OCCN)O[Si](C)(C)C(C)(C)C2392.5Semi standard non polar33892256
Glycerylphosphorylethanolamine,2TBDMS,isomer #2CC(C)(C)[Si](C)(C)OC(CO)COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C2367.4Semi standard non polar33892256
Glycerylphosphorylethanolamine,2TBDMS,isomer #3CC(C)(C)[Si](C)(C)NCCOP(=O)(O)OCC(CO)O[Si](C)(C)C(C)(C)C2470.4Semi standard non polar33892256
Glycerylphosphorylethanolamine,2TBDMS,isomer #4CC(C)(C)[Si](C)(C)OCC(O)COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C2372.3Semi standard non polar33892256
Glycerylphosphorylethanolamine,2TBDMS,isomer #5CC(C)(C)[Si](C)(C)NCCOP(=O)(O)OCC(O)CO[Si](C)(C)C(C)(C)C2465.4Semi standard non polar33892256
Glycerylphosphorylethanolamine,2TBDMS,isomer #6CC(C)(C)[Si](C)(C)NCCOP(=O)(OCC(O)CO)O[Si](C)(C)C(C)(C)C2495.3Semi standard non polar33892256
Glycerylphosphorylethanolamine,2TBDMS,isomer #7CC(C)(C)[Si](C)(C)N(CCOP(=O)(O)OCC(O)CO)[Si](C)(C)C(C)(C)C2617.2Semi standard non polar33892256
Glycerylphosphorylethanolamine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2591.7Semi standard non polar33892256
Glycerylphosphorylethanolamine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2465.6Standard non polar33892256
Glycerylphosphorylethanolamine,3TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2781.1Standard polar33892256
Glycerylphosphorylethanolamine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCOP(=O)(O)OCC(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2668.5Semi standard non polar33892256
Glycerylphosphorylethanolamine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCOP(=O)(O)OCC(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2641.5Standard non polar33892256
Glycerylphosphorylethanolamine,3TBDMS,isomer #2CC(C)(C)[Si](C)(C)NCCOP(=O)(O)OCC(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2917.7Standard polar33892256
Glycerylphosphorylethanolamine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NCCOP(=O)(OCC(CO)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2679.3Semi standard non polar33892256
Glycerylphosphorylethanolamine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NCCOP(=O)(OCC(CO)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2602.7Standard non polar33892256
Glycerylphosphorylethanolamine,3TBDMS,isomer #3CC(C)(C)[Si](C)(C)NCCOP(=O)(OCC(CO)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2672.5Standard polar33892256
Glycerylphosphorylethanolamine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(CO)COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2860.9Semi standard non polar33892256
Glycerylphosphorylethanolamine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(CO)COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2704.7Standard non polar33892256
Glycerylphosphorylethanolamine,3TBDMS,isomer #4CC(C)(C)[Si](C)(C)OC(CO)COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2956.1Standard polar33892256
Glycerylphosphorylethanolamine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)NCCOP(=O)(OCC(O)CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2682.8Semi standard non polar33892256
Glycerylphosphorylethanolamine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)NCCOP(=O)(OCC(O)CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2621.9Standard non polar33892256
Glycerylphosphorylethanolamine,3TBDMS,isomer #5CC(C)(C)[Si](C)(C)NCCOP(=O)(OCC(O)CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2655.4Standard polar33892256
Glycerylphosphorylethanolamine,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OCC(O)COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2858.6Semi standard non polar33892256
Glycerylphosphorylethanolamine,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OCC(O)COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2734.5Standard non polar33892256
Glycerylphosphorylethanolamine,3TBDMS,isomer #6CC(C)(C)[Si](C)(C)OCC(O)COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2936.7Standard polar33892256
Glycerylphosphorylethanolamine,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)OCC(O)CO2851.2Semi standard non polar33892256
Glycerylphosphorylethanolamine,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)OCC(O)CO2685.2Standard non polar33892256
Glycerylphosphorylethanolamine,3TBDMS,isomer #7CC(C)(C)[Si](C)(C)OP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)OCC(O)CO2737.7Standard polar33892256
Glycerylphosphorylethanolamine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCCOP(=O)(OCC(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2900.6Semi standard non polar33892256
Glycerylphosphorylethanolamine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCCOP(=O)(OCC(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2756.7Standard non polar33892256
Glycerylphosphorylethanolamine,4TBDMS,isomer #1CC(C)(C)[Si](C)(C)NCCOP(=O)(OCC(CO[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2622.3Standard polar33892256
Glycerylphosphorylethanolamine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3110.1Semi standard non polar33892256
Glycerylphosphorylethanolamine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2895.7Standard non polar33892256
Glycerylphosphorylethanolamine,4TBDMS,isomer #2CC(C)(C)[Si](C)(C)OCC(COP(=O)(O)OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2826.5Standard polar33892256
Glycerylphosphorylethanolamine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(CO)COP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3072.0Semi standard non polar33892256
Glycerylphosphorylethanolamine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(CO)COP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2838.8Standard non polar33892256
Glycerylphosphorylethanolamine,4TBDMS,isomer #3CC(C)(C)[Si](C)(C)OC(CO)COP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2656.7Standard polar33892256
Glycerylphosphorylethanolamine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OCC(O)COP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C3071.2Semi standard non polar33892256
Glycerylphosphorylethanolamine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OCC(O)COP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2843.6Standard non polar33892256
Glycerylphosphorylethanolamine,4TBDMS,isomer #4CC(C)(C)[Si](C)(C)OCC(O)COP(=O)(OCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C2643.2Standard polar33892256
Glycerylphosphorylethanolamine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(COP(=O)(OCCN([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)C3313.0Semi standard non polar33892256
Glycerylphosphorylethanolamine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(COP(=O)(OCCN([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)C2985.7Standard non polar33892256
Glycerylphosphorylethanolamine,5TBDMS,isomer #1CC(C)(C)[Si](C)(C)OCC(COP(=O)(OCCN([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)C2658.5Standard polar33892256
Spectra
Biological Properties
Cellular Locations
  • Cytoplasm
Biospecimen Locations
  • Blood
  • Feces
  • Urine
Tissue Locations
  • Brain
  • Liver
  • Placenta
  • Prostate
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal		 details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedAdult (>18 years old)BothAsthma details
UrineDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothAsthma details
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB021895
KNApSAcK IDNot Available
Chemspider ID110410
KEGG Compound IDC01233
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN ID5151
PubChem Compound123874
PDB IDNot Available
ChEBI ID52330
Food Biomarker OntologyNot Available
VMH IDM02913
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceTronconi, Giovanni. Process for the chromatographic isolation of 1-(a)-glycerylphosphorylcholine and of L-(a)-glycerylphosphorylethanolamine. PCT Int. Appl. (1990), 18 pp.
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Sreekumar A, Poisson LM, Rajendiran TM, Khan AP, Cao Q, Yu J, Laxman B, Mehra R, Lonigro RJ, Li Y, Nyati MK, Ahsan A, Kalyana-Sundaram S, Han B, Cao X, Byun J, Omenn GS, Ghosh D, Pennathur S, Alexander DC, Berger A, Shuster JR, Wei JT, Varambally S, Beecher C, Chinnaiyan AM: Metabolomic profiles delineate potential role for sarcosine in prostate cancer progression. Nature. 2009 Feb 12;457(7231):910-4. doi: 10.1038/nature07762. [PubMed:19212411 ]
  2. Nitsch RM, Blusztajn JK, Pittas AG, Slack BE, Growdon JH, Wurtman RJ: Evidence for a membrane defect in Alzheimer disease brain. Proc Natl Acad Sci U S A. 1992 Mar 1;89(5):1671-5. [PubMed:1311847 ]
  3. Jensen JE, Drost DJ, Menon RS, Williamson PC: In vivo brain (31)P-MRS: measuring the phospholipid resonances at 4 Tesla from small voxels. NMR Biomed. 2002 Aug;15(5):338-47. [PubMed:12203225 ]
  4. Fallbrook A, Turenne SD, Mamalias N, Kish SJ, Ross BM: Phosphatidylcholine and phosphatidylethanolamine metabolites may regulate brain phospholipid catabolism via inhibition of lysophospholipase activity. Brain Res. 1999 Jul 10;834(1-2):207-10. [PubMed:10407117 ]
  5. Kish SJ, Robitaille Y, Ball M, Gilbert J, Deck JH, Chang LJ, Schut L: Glycerophosphoethanolamine concentration is elevated in brain of patients with dominantly inherited olivopontocerebellar atrophy. Neurosci Lett. 1990 Dec 11;120(2):209-11. [PubMed:2293106 ]
  6. Perry TL, Hansen S, Gandham SS: Postmortem changes of amino compounds in human and rat brain. J Neurochem. 1981 Feb;36(2):406-10. [PubMed:7463068 ]
  7. Nelson C, Moffat B, Jacobsen N, Henzel WJ, Stults JT, King KL, McMurtrey A, Vandlen R, Spencer SA: Glycerophosphorylethanolamine (GPEA) identified as an hepatocyte growth stimulator in liver extracts. Exp Cell Res. 1996 Nov 25;229(1):20-6. [PubMed:8940245 ]
  8. Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Enzymes

Enzyme Details
1. Acyl-protein thioesterase 1
General function:
Involved in hydrolase activity
Specific function:
Hydrolyzes fatty acids from S-acylated cysteine residues in proteins such as trimeric G alpha proteins or HRAS. Has depalmitoylating activity and also low lysophospholipase activity.
Gene Name:
LYPLA1
Uniprot ID:
O75608
Molecular weight:
24669.355
Enzyme Details
2. Group XV phospholipase A2
General function:
Involved in phosphatidylcholine-sterol O-acyltransferase activity
Specific function:
Has transacylase and calcium-independent phospholipase A2 activity. Catalyzes the formation of 1-O-acyl-N-acetylsphingosine and the concomitant release of a lyso-phospholipid (By similarity). May have weak lysophospholipase activity.
Gene Name:
PLA2G15
Uniprot ID:
Q8NCC3
Molecular weight:
Not Available
Enzyme Details
3. Cytosolic phospholipase A2
General function:
Involved in metabolic process
Specific function:
Selectively hydrolyzes arachidonyl phospholipids in the sn-2 position releasing arachidonic acid. Together with its lysophospholipid activity, it is implicated in the initiation of the inflammatory response.
Gene Name:
PLA2G4A
Uniprot ID:
P47712
Molecular weight:
85210.19
Enzyme Details
4. Acyl-protein thioesterase 2
General function:
Involved in hydrolase activity
Specific function:
May hydrolyze fatty acids from S-acylated cysteine residues in proteins such as trimeric G alpha proteins or HRAS. Has lysophospholipase activity (By similarity). Deacylates GAP43.
Gene Name:
LYPLA2
Uniprot ID:
O95372
Molecular weight:
24736.71
Enzyme Details
5. Eosinophil lysophospholipase
General function:
Involved in sugar binding
Specific function:
May have both lysophospholipase and carbohydrate-binding activities.
Gene Name:
CLC
Uniprot ID:
Q05315
Molecular weight:
16452.785
Enzyme Details
6. Glycerophosphodiester phosphodiesterase 1
General function:
Involved in glycerophosphodiester phosphodiesterase activity
Specific function:
Has glycerophosphoinositol phosphodiesterase activity. Has little or no activity towards glycerophosphocholine. GDE1 activity can be modulated by G-protein signaling pathways (By similarity).
Gene Name:
GDE1
Uniprot ID:
Q9NZC3
Molecular weight:
37718.04
Enzyme Details
7. MHC class I antigen
General function:
Involved in immune response
Specific function:
Not Available
Gene Name:
HLA-B
Uniprot ID:
Q95372
Molecular weight:
21058.9