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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2024-08-15 18:03:18 UTC

Update Date

2024-08-17 04:08:09 UTC

HMDB ID

HMDB0341538

Secondary Accession Numbers

None

Metabolite Identification

Common Name

PE(O-18:0/20:4)

Description

1-alkyl-2-acylglycerol 3 phosphoethanolamine(18:0/20:4) belongs to the class of organic compounds known as 1-alkyl,2-acylglycerophosphoethanolamines. These are glycerophosphoethanolamines that carry exactly one acyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one alkyl chain attached through an ether linkage at the O1-position. 1-alkyl-2-acylglycerol 3 phosphoethanolamine(18:0/20:4) is a very strong basic compound (based on its pKa).

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 09091311262D          

 52 51  0  0  1  0            999 V2000
   22.7599   -3.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0848   -3.5475    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.4097   -3.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4350   -3.5475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7345   -3.5475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1237   -4.4025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8741   -3.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5886   -3.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3030   -3.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0175   -3.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7320   -3.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4465   -3.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1609   -3.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8754   -3.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5899   -3.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3043   -3.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0188   -3.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7333   -3.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4477   -3.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1622   -3.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8767   -3.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5911   -3.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3056   -3.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0201   -3.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1102   -3.1577    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.7853   -2.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7203   -2.4826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5000   -3.8327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1612   -5.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4821   -5.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8198   -5.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1575   -5.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4952   -5.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7575   -5.8737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0574   -5.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2820   -5.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5442   -5.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8065   -5.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1065   -5.1525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4064   -5.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6310   -5.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8555   -5.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1555   -5.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4555   -5.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7932   -5.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9423   -5.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2800   -5.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6931   -5.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9153   -5.5614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3077   -1.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5739   -1.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0482   -0.4902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  2  3  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  2  6  1  6  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
  5 24  1  0  0  0  0
 25  4  1  0  0  0  0
 26 25  2  0  0  0  0
 27 25  1  0  0  0  0
 28 25  1  0  0  0  0
  6 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 29 49  2  0  0  0  0
 27 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
M  END


  Mrv0541 09091311262D          

 52 51  0  0  1  0            999 V2000
   22.7599   -3.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0848   -3.5475    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.4097   -3.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4350   -3.5475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7345   -3.5475    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1237   -4.4025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8741   -3.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5886   -3.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3030   -3.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0175   -3.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7320   -3.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4465   -3.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1609   -3.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8754   -3.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5899   -3.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3043   -3.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0188   -3.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7333   -3.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4477   -3.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1622   -3.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8767   -3.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5911   -3.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3056   -3.5475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0201   -3.1350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1102   -3.1577    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.7853   -2.7679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7203   -2.4826    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5000   -3.8327    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1612   -5.2267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4821   -5.7868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8198   -5.2805    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1575   -5.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4952   -5.2485    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7575   -5.8737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0574   -5.1411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2820   -5.8039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5442   -5.1468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8065   -5.8096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1065   -5.1525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4064   -5.7776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6310   -5.1205    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8555   -5.7833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1555   -5.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4555   -5.7890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7932   -5.1696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9423   -5.8324    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2800   -5.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6931   -5.7250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9153   -5.5614    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3077   -1.7682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5739   -1.2046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0482   -0.4902    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  2  3  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  2  6  1  6  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
 22 21  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
  5 24  1  0  0  0  0
 25  4  1  0  0  0  0
 26 25  2  0  0  0  0
 27 25  1  0  0  0  0
 28 25  1  0  0  0  0
  6 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 29 49  2  0  0  0  0
 27 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0341538

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCCCCOC[C@H](COP(O)(=O)OCCN)OC(=O)CCC\C=C\C\C=C\C\C=C\C\C=C\CCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C43H80NO7P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-43(45)51-42(41-50-52(46,47)49-39-37-44)40-48-38-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h11,13,17,19,22,24,28,30,42H,3-10,12,14-16,18,20-21,23,25-27,29,31-41,44H2,1-2H3,(H,46,47)/b13-11+,19-17+,24-22+,30-28+/t42-/m1/s1

> <INCHI_KEY>
LRBBGQHIVCMVRY-NMJNNTAZSA-N

> <FORMULA>
C43H80NO7P

> <MOLECULAR_WEIGHT>
754.0716

> <EXACT_MASS>
753.567240431

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
93.27249926655897

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-aminoethoxy)[(2R)-2-[(5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoyloxy]-3-(octadecyloxy)propoxy]phosphinic acid

> <ALOGPS_LOGP>
9.42

> <JCHEM_LOGP>
12.051436318211847

> <ALOGPS_LOGS>
-7.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8688038418315722

> <JCHEM_PKA_STRONGEST_BASIC>
9.999929336362309

> <JCHEM_POLAR_SURFACE_AREA>
117.31000000000002

> <JCHEM_REFRACTIVITY>
223.3217

> <JCHEM_ROTATABLE_BOND_COUNT>
41

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.63e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminoethoxy(2R)-2-[(5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoyloxy]-3-(octadecyloxy)propoxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 09-SEP-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-13         0                                  
HETATM    1  C   UNK     0      42.485  -5.894   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      41.225  -6.622   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      39.965  -5.894   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      43.745  -6.622   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      38.704  -6.622   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      41.298  -8.218   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      14.698  -6.622   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.032  -5.852   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.366  -6.622   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.699  -5.852   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.033  -6.622   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      21.367  -5.852   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.700  -6.622   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      24.034  -5.852   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      25.368  -6.622   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      26.701  -5.852   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      28.035  -6.622   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      29.369  -5.852   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      30.702  -6.622   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      32.036  -5.852   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      33.370  -6.622   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      34.703  -5.852   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      36.037  -6.622   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      37.371  -5.852   0.000  0.00  0.00           C+0
HETATM   25  P   UNK     0      45.006  -5.894   0.000  0.00  0.00           P+0
HETATM   26  O   UNK     0      46.266  -5.167   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      44.278  -4.634   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      45.733  -7.154   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      41.368  -9.757   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      40.100 -10.802   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      38.864  -9.857   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      37.627 -10.954   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      36.391  -9.797   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      35.014 -10.964   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      33.707  -9.597   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      32.260 -10.834   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      30.883  -9.607   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      29.505 -10.845   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      28.199  -9.618   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      26.892 -10.785   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      25.445  -9.558   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      23.997 -10.795   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      22.690  -9.639   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      21.384 -10.806   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      20.147  -9.650   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      18.559 -10.887   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      17.323  -9.801   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      16.227 -10.687   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0      42.775 -10.381   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      43.508  -3.301   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      44.005  -2.249   0.000  0.00  0.00           C+0
HETATM   52  N   UNK     0      43.023  -0.915   0.000  0.00  0.00           N+0
CONECT    1    2    4                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    5                                                       
CONECT    4    1   25                                                       
CONECT    5    3   24                                                       
CONECT    6    2   29                                                       
CONECT    7    8                                                            
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23    5                                                       
CONECT   25    4   26   27   28                                             
CONECT   26   25                                                            
CONECT   27   25   50                                                       
CONECT   28   25                                                            
CONECT   29    6   30   49                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47                                                            
CONECT   49   29                                                            
CONECT   50   27   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51                                                            
MASTER        0    0    0    0    0    0    0    0   52    0  102    0
END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₄₃H₈₀NO₇P

Average Molecular Weight

754.0716

Monoisotopic Molecular Weight

753.567240431

IUPAC Name

(2-aminoethoxy)[(2R)-2-[(5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoyloxy]-3-(octadecyloxy)propoxy]phosphinic acid

Traditional Name

2-aminoethoxy(2R)-2-[(5E,8E,11E,14E)-icosa-5,8,11,14-tetraenoyloxy]-3-(octadecyloxy)propoxyphosphinic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCCOC[C@H](COP(O)(=O)OCCN)OC(=O)CCC\C=C\C\C=C\C\C=C\C\C=C\CCCCC

InChI Identifier

InChI=1S/C43H80NO7P/c1-3-5-7-9-11-13-15-17-19-21-22-24-26-28-30-32-34-36-43(45)51-42(41-50-52(46,47)49-39-37-44)40-48-38-35-33-31-29-27-25-23-20-18-16-14-12-10-8-6-4-2/h11,13,17,19,22,24,28,30,42H,3-10,12,14-16,18,20-21,23,25-27,29,31-41,44H2,1-2H3,(H,46,47)/b13-11+,19-17+,24-22+,30-28+/t42-/m1/s1

InChI Key

LRBBGQHIVCMVRY-NMJNNTAZSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-alkyl,2-acylglycerophosphoethanolamines. These are glycerophosphoethanolamines that carry exactly one acyl chain attached to the glycerol moiety through an ester linkage at the O2-position, and one alkyl chain attached through an ether linkage at the O1-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoethanolamines

Direct Parent

1-alkyl,2-acylglycerophosphoethanolamines

Alternative Parents

Substituents

1-alkyl,2-acylglycerophosphoethanolamine
Phosphoethanolamine
Fatty acid ester
Dialkyl phosphate
Glycerol ether
Organic phosphoric acid derivative
Phosphoric acid ester
Fatty acyl
Alkyl phosphate
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Organic oxide
Carbonyl group
Primary aliphatic amine
Organopnictogen compound
Organic nitrogen compound
Amine
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Primary amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0061334)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Plasmalogen Synthesis (PathBank: SMP0087517)

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	9.42	ALOGPS
logP	12.05	ChemAxon
logS	-7.1	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	10	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	117.31 Å²	ChemAxon
Rotatable Bond Count	41	ChemAxon
Refractivity	223.32 m³·mol⁻¹	ChemAxon
Polarizability	93.27 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 1-alkyl-2-acylglycerol 3 phosphoethanolamine(18:0/20:4) GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2022-08-08	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(O-18:0/20:4) 10V, Positive-QTOF	splash10-0006-9021101200-58784b3eed9abb904b03	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(O-18:0/20:4) 20V, Positive-QTOF	splash10-0006-9041001000-1329687dd9625cd0b918	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(O-18:0/20:4) 40V, Positive-QTOF	splash10-0006-9053002000-7e7297c79b2017cf1f8c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(O-18:0/20:4) 10V, Negative-QTOF	splash10-0udi-3334500900-edd887e611297e59e9cf	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(O-18:0/20:4) 20V, Negative-QTOF	splash10-004l-9431200100-c913011846b185e84702	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(O-18:0/20:4) 40V, Negative-QTOF	splash10-01t9-9100000000-df632fb2e4851a837318	2017-10-06	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for PE(O-18:0/20:4) (HMDB0341538)

MOL for HMDB0341538 (PE(O-18:0/20:4))

3D MOL for HMDB0341538 (PE(O-18:0/20:4))

3D SDF for HMDB0341538 (PE(O-18:0/20:4))

3D-SDF for HMDB0341538 (PE(O-18:0/20:4))

PDB for HMDB0341538 (PE(O-18:0/20:4))

3D PDB for HMDB0341538 (PE(O-18:0/20:4))

SMILES for HMDB0341538 (PE(O-18:0/20:4))

INCHI for HMDB0341538 (PE(O-18:0/20:4))

Structure for HMDB0341538 (PE(O-18:0/20:4))

3D Structure for HMDB0341538 (PE(O-18:0/20:4))

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra