MiMeDB: Showing metabocard for PC(22:2(13Z,16Z)/P-18:1(9Z)) (MMDBc0034099)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 05:15:59 UTC

Update Date

2024-04-30 20:21:05 UTC

Metabolite ID

MMDBc0034099

Metabolite Identification

Common Name

PC(22:2(13Z,16Z)/P-18:1(9Z))

Description

PC(22:2(13Z,16Z)/P-18:1(9Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:2(13Z,16Z)/P-18:1(9Z)), in particular, consists of one chain of docosadienoic acid at the C-1 position and one chain of plasmalogen 18:1n9 at the C-2 position. The docosadienoic acid moiety is derived from animal fats, while the plasmalogen 18:1n9 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02251201522D          

 57 56  0  0  0  0            999 V2000
   -4.9124    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1980    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4835    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7690    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0546    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3401    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6256    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0888    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8033    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5178    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2323    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9467    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6612    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3757    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8046    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5191    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2336    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480    5.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059    6.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0940    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8085    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8085    6.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5230    6.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5230    7.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2374    7.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2374    8.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9519    9.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9519    9.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    3.7638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    2.9388    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020    2.9388    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    8.5520    2.9388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    2.1138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    1.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    0.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480    0.4638    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    7.5355    1.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3605   -0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2336    0.0513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  4  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 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  1  0  0  0  0
 34 35  1  0  0  0  0
 36 35  1  4  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 39 38  1  4  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  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 20 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  2  0  0  0  0
 48 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  1  0  0  0  0
 54 57  1  0  0  0  0
M  CHG  2  49  -1  54   1
M  END


  Mrv0541 02251201522D          

 57 56  0  0  0  0            999 V2000
   -4.9124    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1980    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4835    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7690    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0546    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3401    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6256    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0888    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8033    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5178    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2323    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9467    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6612    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3757    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0901    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8046    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5191    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2336    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480    5.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059    6.2388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0940    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8085    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8085    6.2388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5230    6.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.5230    7.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2374    7.8888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2374    8.7138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9519    9.1263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9519    9.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    4.1763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    3.7638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    2.9388    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   10.2020    2.9388    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    8.5520    2.9388    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    2.1138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    1.7013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    0.8763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9480    0.4638    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    7.5355    1.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3605   -0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2336    0.0513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  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
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 17 16  1  4  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 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  1  0  0  0  0
 34 35  1  0  0  0  0
 36 35  1  4  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 39 38  1  4  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  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 20 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 48 50  2  0  0  0  0
 48 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 54 56  1  0  0  0  0
 54 57  1  0  0  0  0
M  CHG  2  49  -1  54   1
M  END
> <DATABASE_ID>
MMDBc0034099

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCC=CCCCCCCC=COC(COC(=O)CCCCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C48H90NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)54-45-47(46-56-57(51,52)55-44-42-49(3,4)5)53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h14,16,20-23,40,43,47H,6-13,15,17-19,24-39,41-42,44-46H2,1-5H3

> <INCHI_KEY>
ZDVKWGVDIXWINA-UHFFFAOYSA-N

> <FORMULA>
C48H90NO7P

> <MOLECULAR_WEIGHT>
824.2045

> <EXACT_MASS>
823.645490751

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
104.88695504849329

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[3-(docosa-13,16-dienoyloxy)-2-(octadeca-1,9-dien-1-yloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
6.66

> <JCHEM_LOGP>
10.97735537019492

> <ALOGPS_LOGS>
-7.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8550787802405306

> <JCHEM_PKA_STRONGEST_BASIC>
-4.757862141823363

> <JCHEM_POLAR_SURFACE_AREA>
94.12000000000002

> <JCHEM_REFRACTIVITY>
256.3614

> <JCHEM_ROTATABLE_BOND_COUNT>
44

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.72e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[3-(docosa-13,16-dienoyloxy)-2-(octadeca-1,9-dien-1-yloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-FEB-12         0                                  
HETATM    1  C   UNK     0      -9.170  10.106   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -7.836   9.336   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.503  10.106   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.169   9.336   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.835  10.106   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.502   9.336   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.168  10.106   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.166   9.336   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.499  10.106   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.833   9.336   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.167  10.106   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.501   9.336   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.834  10.106   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.168   9.336   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.502  10.106   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.835   9.336   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.169  10.106   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.503   9.336   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      14.836  10.106   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      16.170   9.336   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.504  10.106   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      18.837   9.336   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      20.171  10.106   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      20.171  11.646   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      21.505   9.336   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      22.838  10.106   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      24.172   9.336   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      25.506  10.106   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      26.839   9.336   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      28.173  10.106   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      29.507   9.336   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      30.841  10.106   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      32.174   9.336   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      33.508  10.106   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      34.842   9.336   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      36.175  10.106   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      37.509   9.336   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      38.843  10.106   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      38.843  11.646   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      40.176  12.416   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      40.176  13.956   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      41.510  14.726   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      41.510  16.266   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      42.844  17.036   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      42.844  18.576   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      16.170   7.796   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0      17.504   7.026   0.000  0.00  0.00           O+0
HETATM   48  P   UNK     0      17.504   5.486   0.000  0.00  0.00           P+0
HETATM   49  O   UNK     0      19.044   5.486   0.000  0.00  0.00           O-1
HETATM   50  O   UNK     0      15.964   5.486   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      17.504   3.946   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      16.170   3.176   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      16.170   1.636   0.000  0.00  0.00           C+0
HETATM   54  N   UNK     0      14.836   0.866   0.000  0.00  0.00           N+1
HETATM   55  C   UNK     0      14.066   2.199   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      15.606  -0.468   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      13.503   0.096   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    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   46                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
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                                                            
CONECT   46   20   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49   50   51                                             
CONECT   49   48                                                            
CONECT   50   48                                                            
CONECT   51   48   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55   56   57                                             
CONECT   55   54                                                            
CONECT   56   54                                                            
CONECT   57   54                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  112    0
END

Synonyms

Not Available

Molecular Formula

C₄₈H₉₀NO₇P

Average Mass

824.2045

Monoisotopic Mass

823.645490751

IUPAC Name

(2-{[3-(docosa-13,16-dienoyloxy)-2-(octadeca-1,9-dien-1-yloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[3-(docosa-13,16-dienoyloxy)-2-(octadeca-1,9-dien-1-yloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

CAS Registry Number

Not Available

SMILES

CCCCCCCCC=CCCCCCCC=COC(COC(=O)CCCCCCCCCCCC=CCC=CCCCCC)COP([O-])(=O)OCC[N+](C)(C)C

InChI Identifier

InChI=1S/C48H90NO7P/c1-6-8-10-12-14-16-18-20-22-24-25-26-27-29-31-33-35-37-39-41-48(50)54-45-47(46-56-57(51,52)55-44-42-49(3,4)5)53-43-40-38-36-34-32-30-28-23-21-19-17-15-13-11-9-7-2/h14,16,20-23,40,43,47H,6-13,15,17-19,24-39,41-42,44-46H2,1-5H3

InChI Key

ZDVKWGVDIXWINA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-acyl,2-(1z-alkenyl)-glycerophosphocholines. These are glycerophosphocholines that carry exactly one acyl chain attached to the glycerol moiety through an ester linkage at the O1-position, and one 1Z-alkenyl chain attached through an ether linkage at the O2-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

1-acyl,2-(1Z-alkenyl)-glycerophosphocholines

Alternative Parents

Substituents

1-acyl,2-(1z-alkenyl)-glycerophosphocholine
Phosphocholine
Glycerol vinyl ether
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Quaternary ammonium salt
Tetraalkylammonium salt
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Amine
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic salt
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	2.7e-05 g/L	ALOGPS
logP	6.66	ALOGPS
logP	10.98	ChemAxon
logS	-7.5	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	94.12 Å²	ChemAxon
Rotatable Bond Count	44	ChemAxon
Refractivity	256.36 m³·mol⁻¹	ChemAxon
Polarizability	104.89 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

Spectra

Not Available

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

All Tissues
Blood
Feces
Urine

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Obesity		Association	Human Blood	HMDB	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children
Obesity		Association	Human Blood	HMDB	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Animal	Milk	Bos taurus	FooDB	Manually Annotated
Animal	Milk	Bos taurus	FooDB	Manually Annotated

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Urine	Detected and Quantified	0.00035		0	0.0014	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	24023812
Human Feces	Detected and Quantified	0.03	0.01			nmol/g wet feces	Adult (>18 years old)	Both	Normal	HMDB	27624970
Human Feces	Detected and Quantified	0.03	0.02			nmol/g wet feces	Adult (>18 years old)	Both	Normal	HMDB	27624970
Human Blood	Detected and Quantified	0.47		0.01	1.41	uM	Adolescent (13-18 years old)	Both	Normal	HMDB	28959601
Human Blood	Detected and Quantified	0.49		0.43	0.58	uM	Infant (0-1 year old)		Normal	HMDB	25754623
Human Blood	Detected and Quantified	0.54		0.46	0.64	uM	Newborn (0-30 days old)		Normal	HMDB	25754623
Human Blood	Detected and Quantified	0.55	0.18			uM	Adult (>18 years old)	Both	Normal	HMDB	28278231
Human Blood	Detected and Quantified	0.504	0.170			uM	Children (1-13 years old)	Both	Obesity	HMDB	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children
Human Blood	Detected and Quantified	0.545	0.161			uM	Children (1-13 years old)	Both	Obesity	HMDB	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children
Human All tissues	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB025812

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

76041710

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Ramirez-Gaona M, Marcu A, Pon A, Guo AC, Sajed T, Wishart NA, Karu N, Djoumbou Feunang Y, Arndt D, Wishart DS: YMDB 2.0: a significantly expanded version of the yeast metabolome database. Nucleic Acids Res. 2017 Jan 4;45(D1):D440-D445. doi: 10.1093/nar/gkw1058. Epub 2016 Nov 28. [PubMed:27899612 ]

Showing metabocard for PC(22:2(13Z,16Z)/P-18:1(9Z)) (MMDBc0034099)

MOL for #<Metabolite:0x0000556b6ab9bd08>

3D MOL for #<Metabolite:0x0000556b6ab9bd08>

3D SDF for #<Metabolite:0x0000556b6ab9bd08>

3D-SDF for #<Metabolite:0x0000556b6ab9bd08>

PDB for #<Metabolite:0x0000556b6ab9bd08>

3D PDB for #<Metabolite:0x0000556b6ab9bd08>

SMILES for #<Metabolite:0x0000556b6ab9bd08>

INCHI for #<Metabolite:0x0000556b6ab9bd08>

Structure for #<Metabolite:0x0000556b6ab9bd08>

3D Structure for #<Metabolite:0x0000556b6ab9bd08>