MiMeDB: Showing metabocard for PC(20:1(11Z)/20:4(5Z,8Z,11Z,14Z)) (MMDBc0033979)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 05:11:12 UTC

Update Date

2024-04-30 20:19:30 UTC

Metabolite ID

MMDBc0033979

Metabolite Identification

Common Name

PC(20:1(11Z)/20:4(5Z,8Z,11Z,14Z))

Description

PC(20:1(11Z)/20:4(5Z,8Z,11Z,14Z)) 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(20:1(11Z)/20:4(5Z,8Z,11Z,14Z)), in particular, consists of one chain of eicosenoic acid at the C-1 position and one chain of arachidonic acid at the C-2 position. The eicosenoic acid moiety is derived from vegetable oils and cod oils, while the arachidonic acid moiety is derived from animal fats and eggs. 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 02251201292D          

 58 57  0  0  1  0            999 V2000
    2.0408    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7553    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4698    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1842    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8987    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6132    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3276    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0421    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7566    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4711    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1855    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6145    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302    6.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7592    6.1283    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.7592    6.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    7.3658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    8.1908    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.6487    8.1908    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   19.2987    8.1908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    9.0158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    9.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881   10.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9026   10.6658    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   20.3151    9.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4901   11.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171   11.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    5.7158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    6.9533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9026    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7605    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4749    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4749    6.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1894    7.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1894    8.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4749    8.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4749    9.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7605    9.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    9.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    9.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171    9.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171    8.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    8.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    7.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 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  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 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
 27 29  2  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 24 37  1  6  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 43 42  1  4  0  0  0
 43 44  2  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
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
M  CHG  2  28  -1  33   1
M  END


  Mrv0541 02251201292D          

 58 57  0  0  1  0            999 V2000
    2.0408    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7553    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4698    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1842    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8987    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6132    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3276    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0421    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7566    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4711    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1855    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6145    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302    6.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7592    6.1283    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.7592    6.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    7.3658    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    8.1908    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.6487    8.1908    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   19.2987    8.1908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    9.0158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    9.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881   10.2533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9026   10.6658    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   20.3151    9.9513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4901   11.3802    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171   11.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    5.7158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    6.9533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9026    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7605    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4749    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4749    6.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1894    7.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1894    8.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4749    8.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4749    9.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7605    9.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    9.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    9.8408    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171    9.4283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171    8.6033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    8.1908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    7.3658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.9533    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 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  2  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 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
 27 29  2  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 24 37  1  6  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 43 42  1  4  0  0  0
 43 44  2  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
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
M  CHG  2  28  -1  33   1
M  END
> <DATABASE_ID>
MMDBc0033979

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,20-23,27,29,33,35,46H,6-14,16,18-19,24-26,28,30-32,34,36-45H2,1-5H3/t46-/m1/s1

> <INCHI_KEY>
LJFKFKIYUJNFPZ-YACUFSJGSA-N

> <FORMULA>
C48H86NO8P

> <MOLECULAR_WEIGHT>
836.1721

> <EXACT_MASS>
835.609105245

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
102.28477741284014

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[(2R)-3-(icos-11-enoyloxy)-2-(icosa-5,8,11,14-tetraenoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
6.31

> <JCHEM_LOGP>
9.860737415861585

> <ALOGPS_LOGS>
-7.51

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8550572064466984

> <JCHEM_PKA_STRONGEST_BASIC>
-6.744217246680168

> <JCHEM_POLAR_SURFACE_AREA>
111.19

> <JCHEM_REFRACTIVITY>
258.2561

> <JCHEM_ROTATABLE_BOND_COUNT>
43

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.75e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2R)-3-(icos-11-enoyloxy)-2-(icosa-5,8,11,14-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       3.809  11.439   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.143  10.669   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.477  11.439   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.811  10.669   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.144  11.439   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.478  10.669   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.812  11.439   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.145  10.669   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.479  11.439   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      15.813  10.669   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.146  11.439   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.480  10.669   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.814  11.439   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      21.147  10.669   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.481  11.439   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      23.815  10.669   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.148  11.439   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      26.482  10.669   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      27.816  11.439   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      29.149  10.669   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      29.149   9.129   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      30.483  11.439   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      31.817  10.669   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      33.151  11.439   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      33.151  12.979   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      34.484  13.749   0.000  0.00  0.00           O+0
HETATM   27  P   UNK     0      34.484  15.289   0.000  0.00  0.00           P+0
HETATM   28  O   UNK     0      32.944  15.289   0.000  0.00  0.00           O-1
HETATM   29  O   UNK     0      36.024  15.289   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      34.484  16.829   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      35.818  17.599   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      35.818  19.139   0.000  0.00  0.00           C+0
HETATM   33  N   UNK     0      37.152  19.909   0.000  0.00  0.00           N+1
HETATM   34  C   UNK     0      37.922  18.576   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      36.382  21.243   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      38.485  20.679   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      34.484  10.669   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      35.818  11.439   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      35.818  12.979   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      37.152  10.669   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      38.485  11.439   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      39.819  10.669   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      41.153  11.439   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      42.486  10.669   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      43.820  11.439   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      43.820  12.979   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      45.154  13.749   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      45.154  15.289   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      43.820  16.059   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      43.820  17.599   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      42.486  18.369   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      41.153  17.599   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      39.819  18.369   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      38.485  17.599   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      38.485  16.059   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      39.819  15.289   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      39.819  13.749   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      41.153  12.979   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   37                                                  
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35   36                                             
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   33                                                            
CONECT   37   24   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   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                                                            
MASTER        0    0    0    0    0    0    0    0   58    0  114    0
END

Synonyms

Not Available

Molecular Formula

C₄₈H₈₆NO₈P

Average Mass

836.1721

Monoisotopic Mass

835.609105245

IUPAC Name

(2-{[(2R)-3-(icos-11-enoyloxy)-2-(icosa-5,8,11,14-tetraenoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-3-(icos-11-enoyloxy)-2-(icosa-5,8,11,14-tetraenoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

CAS Registry Number

Not Available

SMILES

CCCCCCCCC=CCCCCCCCCCC(=O)OC[C@H](COP([O-])(=O)OCC[N+](C)(C)C)OC(=O)CCCC=CCC=CCC=CCC=CCCCCC

InChI Identifier

InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h15,17,20-23,27,29,33,35,46H,6-14,16,18-19,24-26,28,30-32,34,36-45H2,1-5H3/t46-/m1/s1

InChI Key

LJFKFKIYUJNFPZ-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	2.8e-05 g/L	ALOGPS
logP	6.31	ALOGPS
logP	9.86	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	43	ChemAxon
Refractivity	258.26 m³·mol⁻¹	ChemAxon
Polarizability	102.28 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)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	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	31437929
Animal	Milk	Bos taurus	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected and Quantified	0	0.01	nmol/g wet feces	Adult (>18 years old)	Both	Normal	HMDB	27624970
Human Feces	Detected and Quantified	0.01	0.01	nmol/g wet feces	Adult (>18 years old)	Both	Normal	HMDB	27624970
Human Blood	Detected and Quantified	13.85	4.15	uM	Adult (>18 years old)	Both	Normal	HMDB	26010610
Human Blood	Detected and Quantified	11.27	4.24	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	8.83	3.47	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

FDB025502

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(20:1(11Z)/20:4(5Z,8Z,11Z,14Z)) (MMDBc0033979)

MOL for #<Metabolite:0x00007fed14575d38>

3D MOL for #<Metabolite:0x00007fed14575d38>

3D SDF for #<Metabolite:0x00007fed14575d38>

3D-SDF for #<Metabolite:0x00007fed14575d38>

PDB for #<Metabolite:0x00007fed14575d38>

3D PDB for #<Metabolite:0x00007fed14575d38>

SMILES for #<Metabolite:0x00007fed14575d38>

INCHI for #<Metabolite:0x00007fed14575d38>

Structure for #<Metabolite:0x00007fed14575d38>

3D Structure for #<Metabolite:0x00007fed14575d38>