Showing metabocard for Glycerylphosphorylethanolamine (MMDBc0029472)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-17 23:23:40 UTC
Update Date2022-08-31 10:30:50 UTC
Metabolite IDMMDBc0029472
Metabolite Identification
Common NameGlycerylphosphorylethanolamine
DescriptionGlycerylphosphorylethanolamine is membrane breakdown product resulting from the cleavage of the lipid group from glycerophosphoethanlomine fatty acids (i.e. phosphatidylethanolamine). Phosphatidylethanolamine is one of the major lipid constituents of E. coli.
Structure
MOLSDFPDBSMILESInChI

MOL for #<Metabolite:0x00007fb809611138>

Glycerylphosphorylethanolamine.mol
  Mrv0541 02231218202D          

 13 12  0  0  0  0            999 V2000
    0.2063   -0.3572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4438    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0313   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0313    1.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2062   -1.0717    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.5082   -1.4842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6188   -1.7862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9207   -0.6592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2063    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4438   -0.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4438    1.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0313    1.7862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  1  3  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  1  5  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1  9  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007fb809611138>

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3D SDF for #<Metabolite:0x00007fb809611138>
Glycerylphosphorylethanolamine.mol
  Mrv0541 02231218202D          

 13 12  0  0  0  0            999 V2000
    0.2063   -0.3572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4438    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0313   -0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0313    1.0717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2062   -1.0717    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.5082   -1.4842    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6188   -1.7862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9207   -0.6592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2063    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0312    0.3572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4438   -0.3572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4438    1.0717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0313    1.7862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  1  3  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  5  8  1  0  0  0  0
  1  5  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
  1  9  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029472

> <DATABASE_NAME>
MIME

> <SMILES>
OCCN(CC(O)CO)P(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C5H14NO6P/c7-2-1-6(13(10,11)12)3-5(9)4-8/h5,7-9H,1-4H2,(H2,10,11,12)

> <INCHI_KEY>
FRMZOWIQVCBEAC-UHFFFAOYSA-N

> <FORMULA>
C5H14NO6P

> <MOLECULAR_WEIGHT>
215.1415

> <EXACT_MASS>
215.055873697

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
18.506591662531818

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2,3-dihydroxypropyl)(2-hydroxyethyl)amino]phosphonic acid

> <ALOGPS_LOGP>
-1.90

> <JCHEM_LOGP>
-3.1581666043333336

> <ALOGPS_LOGS>
-0.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
6.437220090945416

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.800674792734318

> <JCHEM_PKA_STRONGEST_BASIC>
-2.553945101636814

> <JCHEM_POLAR_SURFACE_AREA>
121.46000000000001

> <JCHEM_REFRACTIVITY>
44.5278

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.92e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
GPEA

> <JCHEM_VEBER_RULE>
0

$$$$

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3D-SDF for #<Metabolite:0x00007fb809611138>
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PDB for #<Metabolite:0x00007fb809611138>
HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Glycerylphosphorylethanolamine.mol                
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  N   UNK     0       0.385  -0.667   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       2.695   0.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.925  -0.667   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       1.925   2.001   0.000  0.00  0.00           O+0
HETATM    5  P   UNK     0      -0.385  -2.001   0.000  0.00  0.00           P+0
HETATM    6  O   UNK     0       0.949  -2.771   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      -1.155  -3.334   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -1.719  -1.231   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -0.385   0.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.925   0.667   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.695  -0.667   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.695   2.001   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -1.925   3.334   0.000  0.00  0.00           O+0
CONECT    1    3    5    9                                                  
CONECT    2    3    4                                                       
CONECT    3    2    1                                                       
CONECT    4    2                                                            
CONECT    5    6    7    8    1                                             
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    5                                                            
CONECT    9   10    1                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

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3D PDB for #<Metabolite:0x00007fb809611138>
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SMILES for #<Metabolite:0x00007fb809611138>
OCCN(CC(O)CO)P(O)(O)=O
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INCHI for #<Metabolite:0x00007fb809611138>
InChI=1S/C5H14NO6P/c7-2-1-6(13(10,11)12)3-5(9)4-8/h5,7-9H,1-4H2,(H2,10,11,12)
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Synonyms
ValueSource
2-Aminoethyl ester 1-glycerophosphoric acidHMDB
a-GlycerophosphorylethanolamineHMDB
alpha-GlycerophosphorylethanolamineHMDB
Glycerol 3-phosphoethanolamineHMDB, MeSH
Glycerol 3-phosphorylethanolamineHMDB
GlycerophosphoethanolamineHMDB
GlycerophosphorylethanolamineHMDB
Glyceryl-3-phosphorylethanolamineHMDB
GPEAHMDB
Molecular FormulaC5H14NO6P
Average Mass215.1415
Monoisotopic Mass215.055873697
IUPAC Name[(2,3-dihydroxypropyl)(2-hydroxyethyl)amino]phosphonic acid
Traditional NameGPEA
CAS Registry Number1190-00-7
SMILES
OCCN(CC(O)CO)P(O)(O)=O
InChI Identifier
InChI=1S/C5H14NO6P/c7-2-1-6(13(10,11)12)3-5(9)4-8/h5,7-9H,1-4H2,(H2,10,11,12)
InChI KeyFRMZOWIQVCBEAC-UHFFFAOYSA-N