MiMeDB: Showing metabocard for PC(18:4(6Z,9Z,12Z,15Z)/18:0) (MMDBc0033939)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 05:09:25 UTC

Update Date

2024-04-30 20:18:49 UTC

Metabolite ID

MMDBc0033939

Metabolite Identification

Common Name

PC(18:4(6Z,9Z,12Z,15Z)/18:0)

Description

PC(18:4(6Z,9Z,12Z,15Z)/18:0) 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(18:4(6Z,9Z,12Z,15Z)/18:0), in particular, consists of one chain of stearidonic acid at the C-1 position and one chain of stearic acid at the C-2 position. The stearidonic acid moiety is derived from seed oils, while the stearic acid moiety is derived from animal fats, coco butter and sesame oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.‚Üµ‚ÜµWhile most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02251201222D          

 54 53  0  0  1  0            999 V2000
   13.4211    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1355    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8500    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5645    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2789    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9934    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7079    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4224    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1368    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8513    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5658    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2802    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9947    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7092    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4237    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1381    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8526    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5671    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5671    9.8112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2815    8.5737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9960    8.9862    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.7105    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4249    8.9862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1394    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1394    7.7487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8539    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5684    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2828    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9973    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7118    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4262    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1407    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1407    9.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8552   10.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8552   11.0487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1407   11.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1407   12.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4262   12.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7118   12.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9973   12.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2828   12.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2828   11.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9960    9.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7105   10.2237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7105   11.0487    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   28.5355   11.0487    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   27.7105   11.8737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8855   11.0487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4730   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6480   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2355   12.4776    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   25.9499   12.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5210   12.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8230   13.1921    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
  8  9  1  0  0  0  0
  9 10  1  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
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 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
 30 29  1  4  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 33 32  1  4  0  0  0
 33 34  2  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
 21 43  1  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
 45 47  2  0  0  0  0
 45 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 51 54  1  0  0  0  0
M  CHG  2  46  -1  51   1
M  END


  Mrv0541 02251201222D          

 54 53  0  0  1  0            999 V2000
   13.4211    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1355    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8500    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5645    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.2789    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9934    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7079    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4224    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1368    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8513    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5658    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.2802    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9947    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7092    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4237    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1381    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8526    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5671    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5671    9.8112    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.2815    8.5737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9960    8.9862    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.7105    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4249    8.9862    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.1394    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1394    7.7487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.8539    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.5684    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2828    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9973    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7118    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4262    8.5737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1407    8.9862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1407    9.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8552   10.2237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.8552   11.0487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1407   11.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.1407   12.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4262   12.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.7118   12.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.9973   12.6987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2828   12.2862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.2828   11.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9960    9.8112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7105   10.2237    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.7105   11.0487    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   28.5355   11.0487    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   27.7105   11.8737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8855   11.0487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4730   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6480   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2355   12.4776    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   25.9499   12.8901    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5210   12.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8230   13.1921    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
  8  9  1  0  0  0  0
  9 10  1  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
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 21 20  1  1  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 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
 30 29  1  4  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 33 32  1  4  0  0  0
 33 34  2  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
 21 43  1  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
 45 47  2  0  0  0  0
 45 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 51 54  1  0  0  0  0
M  CHG  2  46  -1  51   1
M  END
> <DATABASE_ID>
MMDBc0033939

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,26,28,42H,6-7,9,11-13,15,17-19,21,23-25,27,29-41H2,1-5H3/t42-/m1/s1

> <INCHI_KEY>
MGPSPRHJNJDBJK-HUESYALOSA-N

> <FORMULA>
C44H80NO8P

> <MOLECULAR_WEIGHT>
782.0817

> <EXACT_MASS>
781.562155053

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
93.56232474223403

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
trimethyl(2-{[(2R)-3-(octadeca-6,9,12,15-tetraenoyloxy)-2-(octadecanoyloxy)propyl phosphonato]oxy}ethyl)azanium

> <ALOGPS_LOGP>
5.75

> <JCHEM_LOGP>
8.444384412528256

> <ALOGPS_LOGS>
-7.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8550572064469115

> <JCHEM_PKA_STRONGEST_BASIC>
-6.744160265632107

> <JCHEM_POLAR_SURFACE_AREA>
111.19000000000001

> <JCHEM_REFRACTIVITY>
238.73549999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
40

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.08e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trimethyl(2-{[(2R)-3-(octadeca-6,9,12,15-tetraenoyloxy)-2-(octadecanoyloxy)propyl phosphonato]oxy}ethyl)azanium

> <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      25.053  16.004   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      26.386  16.774   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      27.720  16.004   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      29.054  16.774   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      30.387  16.004   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      31.721  16.774   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      33.055  16.004   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      34.388  16.774   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      35.722  16.004   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      37.056  16.774   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      38.389  16.004   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      39.723  16.774   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      41.057  16.004   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      42.391  16.774   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      43.724  16.004   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      45.058  16.774   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      46.392  16.004   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      47.725  16.774   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      47.725  18.314   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      49.059  16.004   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      50.393  16.774   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      51.726  16.004   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      53.060  16.774   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      54.394  16.004   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      54.394  14.464   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      55.727  16.774   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      57.061  16.004   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      58.395  16.774   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      59.728  16.004   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      61.062  16.774   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      62.396  16.004   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      63.729  16.774   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      63.729  18.314   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      65.063  19.084   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      65.063  20.624   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      63.729  21.394   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      63.729  22.934   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      62.396  23.704   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      61.062  22.934   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      59.728  23.704   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      58.395  22.934   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      58.395  21.394   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      50.393  18.314   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      51.726  19.084   0.000  0.00  0.00           O+0
HETATM   45  P   UNK     0      51.726  20.624   0.000  0.00  0.00           P+0
HETATM   46  O   UNK     0      53.266  20.624   0.000  0.00  0.00           O-1
HETATM   47  O   UNK     0      51.726  22.164   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      50.186  20.624   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      49.416  21.958   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      47.876  21.958   0.000  0.00  0.00           C+0
HETATM   51  N   UNK     0      47.106  23.292   0.000  0.00  0.00           N+1
HETATM   52  C   UNK     0      48.440  24.062   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      45.773  22.522   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      46.336  24.625   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   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22   43                                                  
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   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                                                            
CONECT   43   21   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46   47   48                                             
CONECT   46   45                                                            
CONECT   47   45                                                            
CONECT   48   45   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52   53   54                                             
CONECT   52   51                                                            
CONECT   53   51                                                            
CONECT   54   51                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  106    0
END

Synonyms

Not Available

Molecular Formula

C₄₄H₈₀NO₈P

Average Mass

782.0817

Monoisotopic Mass

781.562155053

IUPAC Name

trimethyl(2-{[(2R)-3-(octadeca-6,9,12,15-tetraenoyloxy)-2-(octadecanoyloxy)propyl phosphonato]oxy}ethyl)azanium

Traditional Name

trimethyl(2-{[(2R)-3-(octadeca-6,9,12,15-tetraenoyloxy)-2-(octadecanoyloxy)propyl phosphonato]oxy}ethyl)azanium

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCC(=O)O[C@H](COC(=O)CCCCC=CCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C

InChI Identifier

InChI=1S/C44H80NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-43(46)50-40-42(41-52-54(48,49)51-39-38-45(3,4)5)53-44(47)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h8,10,14,16,20,22,26,28,42H,6-7,9,11-13,15,17-19,21,23-25,27,29-41H2,1-5H3/t42-/m1/s1

InChI Key

MGPSPRHJNJDBJK-HUESYALOSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylcholines. These are glycerophosphocholines in which the two free -OH are attached to one fatty acid each through an ester linkage.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

Phosphatidylcholines

Alternative Parents

Substituents

Diacylglycero-3-phosphocholine
Phosphocholine
Fatty acid ester
Dialkyl phosphate
Dicarboxylic acid or derivatives
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Quaternary ammonium salt
Tetraalkylammonium salt
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Amine
Organic salt
Hydrocarbon derivative
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	3.1e-05 g/L	ALOGPS
logP	5.75	ALOGPS
logP	8.44	ChemAxon
logS	-7.4	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	111.19 Å²	ChemAxon
Rotatable Bond Count	40	ChemAxon
Refractivity	238.74 m³·mol⁻¹	ChemAxon
Polarizability	93.56 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

Spectrum Type	Description	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-23	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

All Tissues
Blood
Feces
Saliva
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

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

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
Animal	Milk	Bos taurus	FooDB	30994344
Animal	Milk	Bos taurus	FooDB	30994344
Animal	Milk	Bos taurus	FooDB	30994344
Animal	Milk	Bos taurus	FooDB	30994344

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Blood	Detected and Quantified	260.540	70.103			uM	Adult (>18 years old)	Female	Pregnancy	HMDB	24704061
Human Urine	Detected and Quantified	0.0018		0.0005	0.0083	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	24023812
Human Feces	Detected and Quantified	0.85	1.04			nmol/g wet feces	Adult (>18 years old)	Both	Normal	HMDB	27624970
Human Feces	Detected and Quantified	1.26	3.87			nmol/g wet feces	Adult (>18 years old)	Both	Normal	HMDB	27624970
Human Blood	Detected and Quantified	130		111	150	uM	Infant (0-1 year old)		Normal	HMDB	25754623
Human Blood	Detected and Quantified	135		118	151	uM	Newborn (0-30 days old)		Normal	HMDB	25754623
Human Blood	Detected and Quantified	189.4	38.8			uM	Adult (>18 years old)	Both	Normal	HMDB	28278231
Human Blood	Detected and Quantified	228.74	50.69			uM	Adult (>18 years old)	Both	Normal	HMDB	26010610
Human Blood	Detected and Quantified	138.6	39.6			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	159.1	43.5			uM	Children (1-13 years old)	Both	Obesity	HMDB	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children
Human Saliva	Detected and Quantified	0.067	0.022			uM	Adult (>18 years old)	Both	Normal	HMDB	https://doi.org/10.1007/s11306-015-0840-5
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

FDB025424

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

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(18:4(6Z,9Z,12Z,15Z)/18:0) (MMDBc0033939)

MOL for #<Metabolite:0x00007fdb300948a0>

3D MOL for #<Metabolite:0x00007fdb300948a0>

3D SDF for #<Metabolite:0x00007fdb300948a0>

3D-SDF for #<Metabolite:0x00007fdb300948a0>

PDB for #<Metabolite:0x00007fdb300948a0>

3D PDB for #<Metabolite:0x00007fdb300948a0>

SMILES for #<Metabolite:0x00007fdb300948a0>

INCHI for #<Metabolite:0x00007fdb300948a0>

Structure for #<Metabolite:0x00007fdb300948a0>

3D Structure for #<Metabolite:0x00007fdb300948a0>