MiMeDB: Showing metabocard for PC(18:2(9Z,12Z)/22:1(13Z)) (MMDBc0033889)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 05:07:29 UTC

Update Date

2024-04-30 20:18:21 UTC

Metabolite ID

MMDBc0033889

Metabolite Identification

Common Name

PC(18:2(9Z,12Z)/22:1(13Z))

Description

PC(18:2(9Z,12Z)/22:1(13Z)) 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(18:2(9Z,12Z)/22:1(13Z)), in particular, consists of one chain of linoleic acid at the C-1 position and one chain of erucic acid at the C-2 position. The linoleic acid moiety is derived from seed oils, while the erucic acid moiety is derived from seed oils and avocados. 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


  Mrv1652303302019592D          

 59 58  0  0  1  0            999 V2000
   -0.8467   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0177    1.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6322   -7.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0612   -6.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7592   -7.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1322   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0177    0.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5823   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3032    0.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2967   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3032   -0.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0112   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5887   -1.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7257   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5887   -1.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4401   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8743   -2.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1546   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8743   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8691   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1598   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5836   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2980   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4453   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4414   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7309   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1559   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0164   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8704   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3019   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5849   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5874   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2993   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8730   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0138   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1585   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7283   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4440   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4427   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9342   -6.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1092   -6.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3006   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5862   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5862   -3.5724    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.7296   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1572   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3467   -7.0638    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   17.7296   -2.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1572   -4.3974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467   -5.6349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8717   -6.4599    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   17.0151   -3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6967   -5.6349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8717   -4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8717   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8717   -5.6349    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.3006   -3.9849    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
 18 16  1  0  0  0  0
 17 19  1  4  0  0  0
 20 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  2  0  0  0  0
 22 23  1  4  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 21  2  0  0  0  0
 27 25  1  0  0  0  0
 26 28  1  4  0  0  0
 29 27  1  0  0  0  0
 30 28  1  0  0  0  0
 31 29  1  0  0  0  0
 32 30  1  0  0  0  0
 33 31  1  0  0  0  0
 34 32  1  0  0  0  0
 35 33  1  0  0  0  0
 36 34  1  0  0  0  0
 37 35  1  0  0  0  0
 38 36  1  0  0  0  0
 39 37  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  1  0  0  0  0
 43 42  1  0  0  0  0
 46 44  1  0  0  0  0
 46 45  1  0  0  0  0
 47 40  1  0  0  0  0
 48 41  1  0  0  0  0
 49  3  1  0  0  0  0
 49  4  1  0  0  0  0
 49  5  1  0  0  0  0
 49 42  1  0  0  0  0
 50 47  2  0  0  0  0
 51 48  2  0  0  0  0
 54 44  1  0  0  0  0
 54 47  1  0  0  0  0
 55 43  1  0  0  0  0
 56 45  1  0  0  0  0
 46 57  1  1  0  0  0
 57 48  1  0  0  0  0
 58 52  2  0  0  0  0
 58 53  1  0  0  0  0
 58 55  1  0  0  0  0
 58 56  1  0  0  0  0
 46 59  1  1  0  0  0
M  CHG  2  49   1  53  -1
M  END


  Mrv1652303302019592D          

 59 58  0  0  1  0            999 V2000
   -0.8467   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0177    1.3776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6322   -7.4763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0612   -6.6513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7592   -7.7783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1322   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0177    0.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5823   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3032    0.1401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2967   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.3032   -0.6849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0112   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5887   -1.0974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7257   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.5887   -1.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4401   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8743   -2.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1546   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8743   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8691   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1598   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5836   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2980   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4453   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4414   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7309   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1559   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0164   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8704   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3019   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5849   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5874   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2993   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.8730   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0138   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1585   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7283   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4440   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4427   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9342   -6.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1092   -6.3493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3006   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5862   -4.3974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5862   -3.5724    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.7296   -3.1599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1572   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3467   -7.0638    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   17.7296   -2.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.1572   -4.3974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467   -5.6349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8717   -6.4599    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   17.0151   -3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6967   -5.6349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8717   -4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8717   -3.1599    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8717   -5.6349    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.3006   -3.9849    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
 18 16  1  0  0  0  0
 17 19  1  4  0  0  0
 20 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  2  0  0  0  0
 22 23  1  4  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 21  2  0  0  0  0
 27 25  1  0  0  0  0
 26 28  1  4  0  0  0
 29 27  1  0  0  0  0
 30 28  1  0  0  0  0
 31 29  1  0  0  0  0
 32 30  1  0  0  0  0
 33 31  1  0  0  0  0
 34 32  1  0  0  0  0
 35 33  1  0  0  0  0
 36 34  1  0  0  0  0
 37 35  1  0  0  0  0
 38 36  1  0  0  0  0
 39 37  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  1  0  0  0  0
 43 42  1  0  0  0  0
 46 44  1  0  0  0  0
 46 45  1  0  0  0  0
 47 40  1  0  0  0  0
 48 41  1  0  0  0  0
 49  3  1  0  0  0  0
 49  4  1  0  0  0  0
 49  5  1  0  0  0  0
 49 42  1  0  0  0  0
 50 47  2  0  0  0  0
 51 48  2  0  0  0  0
 54 44  1  0  0  0  0
 54 47  1  0  0  0  0
 55 43  1  0  0  0  0
 56 45  1  0  0  0  0
 46 57  1  1  0  0  0
 57 48  1  0  0  0  0
 58 52  2  0  0  0  0
 58 53  1  0  0  0  0
 58 55  1  0  0  0  0
 58 56  1  0  0  0  0
 46 59  1  1  0  0  0
M  CHG  2  49   1  53  -1
M  END
> <DATABASE_ID>
MMDBc0033889

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C48H90NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h15,17,20-22,26,46H,6-14,16,18-19,23-25,27-45H2,1-5H3/t46-/m1/s1

> <INCHI_KEY>
JJWICPUXGFOAPG-YACUFSJGSA-N

> <FORMULA>
C48H90NO8P

> <MOLECULAR_WEIGHT>
840.2039

> <EXACT_MASS>
839.640405373

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
148

> <JCHEM_AVERAGE_POLARIZABILITY>
104.31560987937485

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[(2R)-2-(docos-13-enoyloxy)-3-(octadeca-9,12-dienoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
6.30

> <JCHEM_LOGP>
10.584580729194917

> <ALOGPS_LOGS>
-7.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8550572064469137

> <JCHEM_PKA_STRONGEST_BASIC>
-6.7441593091697225

> <JCHEM_POLAR_SURFACE_AREA>
111.19000000000001

> <JCHEM_REFRACTIVITY>
256.0229

> <JCHEM_ROTATABLE_BOND_COUNT>
45

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.24e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2R)-2-(docos-13-enoyloxy)-3-(octadeca-9,12-dienoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 30-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-MAR-20         0                                  
HETATM    1  C   UNK     0      -1.581  -5.898   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      50.433   2.572   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      31.047 -13.956   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      33.714 -12.416   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      33.151 -14.519   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.247  -6.668   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      50.433   1.032   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.087  -5.898   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      49.099   0.262   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.421  -6.668   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      49.099  -1.278   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.754  -5.898   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      47.766  -2.048   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.088  -6.668   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      47.766  -3.588   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.422  -5.898   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      46.432  -4.358   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       7.755  -6.668   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      46.432  -5.898   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.089  -5.898   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      45.098  -6.668   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      10.423  -6.668   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      11.756  -5.898   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.090  -6.668   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      14.424  -5.898   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      43.765  -5.898   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.757  -6.668   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      42.431  -6.668   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      17.091  -5.898   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      41.097  -5.898   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      18.425  -6.668   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      39.764  -6.668   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      19.758  -5.898   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      38.430  -5.898   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      21.092  -6.668   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      37.096  -6.668   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      22.426  -5.898   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      35.763  -5.898   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      23.759  -6.668   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      34.429  -6.668   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      25.093  -5.898   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      31.611 -11.852   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      30.071 -11.852   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      30.428  -5.898   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      29.094  -8.208   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      29.094  -6.668   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      33.095  -5.898   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      26.427  -6.668   0.000  0.00  0.00           C+0
HETATM   49  N   UNK     0      32.381 -13.186   0.000  0.00  0.00           N+1
HETATM   50  O   UNK     0      33.095  -4.358   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      26.427  -8.208   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      26.221 -10.518   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      27.761 -12.058   0.000  0.00  0.00           O-1
HETATM   54  O   UNK     0      31.762  -6.668   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      29.301 -10.518   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      27.761  -8.978   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      27.761  -5.898   0.000  0.00  0.00           O+0
HETATM   58  P   UNK     0      27.761 -10.518   0.000  0.00  0.00           P+0
HETATM   59  H   UNK     0      30.428  -7.438   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3   49                                                            
CONECT    4   49                                                            
CONECT    5   49                                                            
CONECT    6    1    8                                                       
CONECT    7    2    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   17                                                       
CONECT   16   14   18                                                       
CONECT   17   15   19                                                       
CONECT   18   16   20                                                       
CONECT   19   17   21                                                       
CONECT   20   18   22                                                       
CONECT   21   19   26                                                       
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   27                                                       
CONECT   26   21   28                                                       
CONECT   27   25   29                                                       
CONECT   28   26   30                                                       
CONECT   29   27   31                                                       
CONECT   30   28   32                                                       
CONECT   31   29   33                                                       
CONECT   32   30   34                                                       
CONECT   33   31   35                                                       
CONECT   34   32   36                                                       
CONECT   35   33   37                                                       
CONECT   36   34   38                                                       
CONECT   37   35   39                                                       
CONECT   38   36   40                                                       
CONECT   39   37   41                                                       
CONECT   40   38   47                                                       
CONECT   41   39   48                                                       
CONECT   42   43   49                                                       
CONECT   43   42   55                                                       
CONECT   44   46   54                                                       
CONECT   45   46   56                                                       
CONECT   46   44   45   57   59                                             
CONECT   47   40   50   54                                                  
CONECT   48   41   51   57                                                  
CONECT   49    3    4    5   42                                             
CONECT   50   47                                                            
CONECT   51   48                                                            
CONECT   52   58                                                            
CONECT   53   58                                                            
CONECT   54   44   47                                                       
CONECT   55   43   58                                                       
CONECT   56   45   58                                                       
CONECT   57   46   48                                                       
CONECT   58   52   53   55   56                                             
CONECT   59   46                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  116    0
END

Synonyms

Not Available

Molecular Formula

C₄₈H₉₀NO₈P

Average Mass

840.2039

Monoisotopic Mass

839.640405373

IUPAC Name

(2-{[(2R)-2-(docos-13-enoyloxy)-3-(octadeca-9,12-dienoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-2-(docos-13-enoyloxy)-3-(octadeca-9,12-dienoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C48H90NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-29-31-33-35-37-39-41-48(51)57-46(45-56-58(52,53)55-43-42-49(3,4)5)44-54-47(50)40-38-36-34-32-30-28-26-21-19-17-15-13-11-9-7-2/h15,17,20-22,26,46H,6-14,16,18-19,23-25,27-45H2,1-5H3/t46-/m1/s1

InChI Key

JJWICPUXGFOAPG-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	2.2e-05 g/L	ALOGPS
logP	6.3	ALOGPS
logP	10.58	ChemAxon
logS	-7.6	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	45	ChemAxon
Refractivity	256.02 m³·mol⁻¹	ChemAxon
Polarizability	104.32 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	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2020-06-30	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2020-06-30	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2020-06-30	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2020-06-30	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2020-06-30	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2020-06-30	View Spectrum

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

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	30994344
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

FDB025341

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(18:2(9Z,12Z)/22:1(13Z)) (MMDBc0033889)

MOL for #<Metabolite:0x00007fdb4c5c5e48>

3D MOL for #<Metabolite:0x00007fdb4c5c5e48>

3D SDF for #<Metabolite:0x00007fdb4c5c5e48>

3D-SDF for #<Metabolite:0x00007fdb4c5c5e48>

PDB for #<Metabolite:0x00007fdb4c5c5e48>

3D PDB for #<Metabolite:0x00007fdb4c5c5e48>

SMILES for #<Metabolite:0x00007fdb4c5c5e48>

INCHI for #<Metabolite:0x00007fdb4c5c5e48>

Structure for #<Metabolite:0x00007fdb4c5c5e48>

3D Structure for #<Metabolite:0x00007fdb4c5c5e48>