MiMeDB: Showing metabocard for PC(22:0/18:4(6Z,9Z,12Z,15Z)) (MMDBc0034068)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 05:14:47 UTC

Update Date

2024-04-30 20:20:39 UTC

Metabolite ID

MMDBc0034068

Metabolite Identification

Common Name

PC(22:0/18:4(6Z,9Z,12Z,15Z))

Description

PC(22:0/18:4(6Z,9Z,12Z,15Z)) 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(22:0/18:4(6Z,9Z,12Z,15Z)), in particular, consists of one chain of behenic acid at the C-1 position and one chain of stearidonic acid at the C-2 position. The behenic acid moiety is derived from groundnut oil, while the stearidonic acid moiety is derived from seed oils. 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 02251200342D          

 59 58  0  0  1  0            999 V2000
  -10.4401   10.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9000   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0899   11.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5498   11.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7396   11.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1996   12.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3894   12.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8493   12.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0392   12.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4991   13.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6890   13.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1489   13.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3388   13.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7987   14.2379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9885   14.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4484   14.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3617   14.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9018   15.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7119   15.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2520   15.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0621   15.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6022   16.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3322   16.8884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4124   15.9529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9525   16.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7626   16.4207    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0326   15.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4925   15.0175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7626   14.2379    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.5421   14.5080    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.9830   13.9679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0326   13.4584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4925   12.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7626   12.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2225   11.4315    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.5989   11.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8461   10.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6824   10.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3027   17.0443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1128   16.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3829   16.1088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6529   17.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4630   17.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0031   17.9798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8133   17.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3533   18.4475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1635   18.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7036   18.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4335   19.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9736   20.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7036   21.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8934   21.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6234   22.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8133   22.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2732   21.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4630   21.7216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9229   21.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1930   20.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5727   16.2647    0.0000 H   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  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  2  0  0  0  0
 22 24  1  0  0  0  0
 24 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
 29 31  2  0  0  0  0
 29 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
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 35 38  1  0  0  0  0
 26 39  1  1  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 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
 46 45  1  4  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 49 48  1  4  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 52 51  1  4  0  0  0
 52 53  2  0  0  0  0
 53 54  1  0  0  0  0
 55 54  1  4  0  0  0
 55 56  2  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 26 59  1  6  0  0  0
M  CHG  2  30  -1  35   1
M  END


  Mrv0541 02251200342D          

 59 58  0  0  1  0            999 V2000
  -10.4401   10.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9000   11.4315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0899   11.2756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5498   11.8993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7396   11.7434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1996   12.3670    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3894   12.2111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8493   12.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0392   12.6788    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4991   13.3025    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6890   13.1465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1489   13.7702    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3388   13.6143    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7987   14.2379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9885   14.0820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4484   14.7057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3617   14.5497    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9018   15.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7119   15.0175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2520   15.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0621   15.4852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6022   16.1088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3322   16.8884    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4124   15.9529    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9525   16.5766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7626   16.4207    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.0326   15.6411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4925   15.0175    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7626   14.2379    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.5421   14.5080    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    4.9830   13.9679    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0326   13.4584    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4925   12.8347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7626   12.0552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2225   11.4315    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    4.5989   11.9716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8461   10.8914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6824   10.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3027   17.0443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1128   16.8884    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3829   16.1088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6529   17.5120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4630   17.3561    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0031   17.9798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8133   17.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3533   18.4475    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1635   18.2916    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7036   18.9152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4335   19.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9736   20.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7036   21.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8934   21.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6234   22.0334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8133   22.1893    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2732   21.5657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4630   21.7216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9229   21.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1930   20.3184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5727   16.2647    0.0000 H   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  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  2  0  0  0  0
 22 24  1  0  0  0  0
 24 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
 29 31  2  0  0  0  0
 29 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
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 35 38  1  0  0  0  0
 26 39  1  1  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 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
 46 45  1  4  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 49 48  1  4  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 52 51  1  4  0  0  0
 52 53  2  0  0  0  0
 53 54  1  0  0  0  0
 55 54  1  4  0  0  0
 55 56  2  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 26 59  1  6  0  0  0
M  CHG  2  30  -1  35   1
M  END
> <DATABASE_ID>
MMDBc0034068

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,26,31,33,46H,6-8,10,12-14,16,18-20,22-25,27-30,32,34-45H2,1-5H3/t46-/m1/s1

> <INCHI_KEY>
LFDYHYAWJHIDTQ-YACUFSJGSA-N

> <FORMULA>
C48H88NO8P

> <MOLECULAR_WEIGHT>
838.188

> <EXACT_MASS>
837.624755309

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
103.65449972875865

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
6.37

> <JCHEM_LOGP>
10.222659072528254

> <ALOGPS_LOGS>
-7.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8550572064469115

> <JCHEM_PKA_STRONGEST_BASIC>
-6.744160237391373

> <JCHEM_POLAR_SURFACE_AREA>
111.19

> <JCHEM_REFRACTIVITY>
257.1395

> <JCHEM_ROTATABLE_BOND_COUNT>
44

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.67e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2R)-3-(docosanoyloxy)-2-(octadeca-6,9,12,15-tetraenoyloxy)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     -19.488  20.175   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -18.480  21.339   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -16.968  21.048   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -15.960  22.212   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -14.447  21.921   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -13.439  23.085   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -11.927  22.794   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -10.919  23.958   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -9.407  23.667   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -8.398  24.831   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.886  24.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.878  25.704   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.366  25.413   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.358  26.577   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.845  26.286   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.837  27.451   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.675  27.159   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.683  28.324   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.196  28.033   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       4.204  29.197   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.716  28.906   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       6.724  30.070   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0       6.220  31.525   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       8.236  29.779   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0       9.245  30.943   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      10.757  30.652   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.261  29.197   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      10.253  28.033   0.000  0.00  0.00           O+0
HETATM   29  P   UNK     0      10.757  26.577   0.000  0.00  0.00           P+0
HETATM   30  O   UNK     0      12.212  27.082   0.000  0.00  0.00           O-1
HETATM   31  O   UNK     0       9.302  26.073   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      11.261  25.122   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      10.253  23.958   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      10.757  22.503   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0       9.749  21.339   0.000  0.00  0.00           N+1
HETATM   36  C   UNK     0       8.585  22.347   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      10.913  20.331   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       8.740  20.175   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      11.765  31.816   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      13.277  31.525   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      13.781  30.070   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      14.285  32.689   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      15.798  32.398   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      16.806  33.562   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      18.318  33.271   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      19.326  34.435   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      20.839  34.144   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      21.847  35.308   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      21.343  36.764   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      22.351  37.928   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      21.847  39.383   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      20.334  39.674   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      19.830  41.129   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      18.318  41.420   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      17.310  40.256   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      15.798  40.547   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      14.789  39.383   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      15.294  37.928   0.000  0.00  0.00           C+0
HETATM   59  H   UNK     0      12.269  30.361   0.000  0.00  0.00           H+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                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   39   59                                             
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31   32                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   29   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37   38                                             
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   35                                                            
CONECT   39   26   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57                                                            
CONECT   59   26                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  116    0
END

Synonyms

Not Available

Molecular Formula

C₄₈H₈₈NO₈P

Average Mass

838.188

Monoisotopic Mass

837.624755309

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C48H88NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h9,11,15,17,21,26,31,33,46H,6-8,10,12-14,16,18-20,22-25,27-30,32,34-45H2,1-5H3/t46-/m1/s1

InChI Key

LFDYHYAWJHIDTQ-YACUFSJGSA-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	2.7e-05 g/L	ALOGPS
logP	6.37	ALOGPS
logP	10.22	ChemAxon
logS	-7.5	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	44	ChemAxon
Refractivity	257.14 m³·mol⁻¹	ChemAxon
Polarizability	103.65 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)	2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-17	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-17	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

All Tissues
Blood
Feces

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	30994344
Animal	Milk	Bos taurus	FooDB	Manually Annotated
Animal	Milk	Bos taurus	FooDB	Manually Annotated
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	4.9576	1.7367			uM	Adult (>18 years old)	Female	Pregnancy	HMDB	24704061
Human Feces	Detected and Quantified	0.04	0.02			nmol/g wet feces	Adult (>18 years old)	Both	Normal	HMDB	27624970
Human Feces	Detected and Quantified	0.05	0.03			nmol/g wet feces	Adult (>18 years old)	Both	Normal	HMDB	27624970
Human Blood	Detected and Quantified	2.59		2.16	3.19	uM	Newborn (0-30 days old)		Normal	HMDB	25754623
Human Blood	Detected and Quantified	3		2.41	3.61	uM	Infant (0-1 year old)		Normal	HMDB	25754623
Human Blood	Detected and Quantified	3.15	0.74			uM	Adult (>18 years old)	Both	Normal	HMDB	28278231
Human Blood	Detected and Quantified	4.16	1.34			uM	Adult (>18 years old)	Both	Normal	HMDB	26010610
Human Blood	Detected and Quantified	3.62	1.28			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	4.50	1.51			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

FDB025726

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(22:0/18:4(6Z,9Z,12Z,15Z)) (MMDBc0034068)

MOL for #<Metabolite:0x00007fdb50b6a110>

3D MOL for #<Metabolite:0x00007fdb50b6a110>

3D SDF for #<Metabolite:0x00007fdb50b6a110>

3D-SDF for #<Metabolite:0x00007fdb50b6a110>

PDB for #<Metabolite:0x00007fdb50b6a110>

3D PDB for #<Metabolite:0x00007fdb50b6a110>

SMILES for #<Metabolite:0x00007fdb50b6a110>

INCHI for #<Metabolite:0x00007fdb50b6a110>

Structure for #<Metabolite:0x00007fdb50b6a110>

3D Structure for #<Metabolite:0x00007fdb50b6a110>