MiMeDB: Showing metabocard for PC(18:4(6Z,9Z,12Z,15Z)/22:1(13Z)) (MMDBc0033947)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 05:09:43 UTC

Update Date

2024-04-30 20:18:53 UTC

Metabolite ID

MMDBc0033947

Metabolite Identification

Common Name

PC(18:4(6Z,9Z,12Z,15Z)/22:1(13Z))

Description

PC(18:4(6Z,9Z,12Z,15Z)/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(18:4(6Z,9Z,12Z,15Z)/22:1(13Z)), in particular, consists of one chain of stearidonic acid at the C-1 position and one chain of erucic acid at the C-2 position. The stearidonic 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


  Mrv0541 02251201232D          

 58 57  0  0  1  0            999 V2000
  -14.4156    9.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7466    9.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8303   10.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1613   10.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4087   10.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3251    9.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5725    9.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4888    8.6414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7362    8.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6526    7.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9000    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2310    7.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4784    7.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8094    7.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0568    7.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3879    7.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6353    7.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9663    8.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2137    7.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5447    8.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7921    7.8689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1231    8.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2067    9.1724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3705    8.0137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7015    8.4965    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0511    8.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7201    8.6414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4727    8.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5563    7.4827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416    8.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8942    8.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9779    7.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3089    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3925    6.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7235    5.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8072    5.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5598    4.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6434    3.8617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3960    3.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0650    4.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8176    3.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4865    4.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4029    4.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0719    5.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9883    6.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6573    6.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7851    9.3173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1162    9.8001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1998   10.6208    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.6210   10.7045    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.2834   11.4416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0205   10.5372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5033   11.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3241   11.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8069   11.7915    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -2.1379   12.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4759   11.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2897   12.4605    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  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
 25 24  1  1  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  2  0  0  0  0
 28 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
 34 33  1  4  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 37 36  1  4  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 40 39  1  4  0  0  0
 40 41  2  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
 45 46  1  0  0  0  0
 25 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  2  0  0  0  0
 49 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 55 57  1  0  0  0  0
 55 58  1  0  0  0  0
M  CHG  2  50  -1  55   1
M  END


  Mrv0541 02251201232D          

 58 57  0  0  1  0            999 V2000
  -14.4156    9.1724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7466    9.6552    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8303   10.4760    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1613   10.9588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4087   10.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3251    9.8001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5725    9.4621    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4888    8.6414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7362    8.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6526    7.4827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9000    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2310    7.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4784    7.2895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8094    7.7723    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0568    7.4344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3879    7.9172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6353    7.5792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9663    8.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2137    7.7241    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5447    8.2069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7921    7.8689    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1231    8.3517    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2067    9.1724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3705    8.0137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7015    8.4965    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0511    8.1586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7201    8.6414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4727    8.3034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5563    7.4827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1416    8.7862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8942    8.4483    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9779    7.6275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3089    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3925    6.3240    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7235    5.8412    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8072    5.0204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5598    4.6825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6434    3.8617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3960    3.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0650    4.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8176    3.6686    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4865    4.1514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4029    4.9721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0719    5.4549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9883    6.2757    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6573    6.7585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7851    9.3173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1162    9.8001    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1998   10.6208    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    0.6210   10.7045    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   -0.2834   11.4416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0205   10.5372    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5033   11.2062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3241   11.1226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8069   11.7915    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   -2.1379   12.2743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4759   11.3088    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2897   12.4605    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  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
 25 24  1  1  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  2  0  0  0  0
 28 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
 34 33  1  4  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 37 36  1  4  0  0  0
 37 38  2  0  0  0  0
 38 39  1  0  0  0  0
 40 39  1  4  0  0  0
 40 41  2  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
 45 46  1  0  0  0  0
 25 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  2  0  0  0  0
 49 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 55 57  1  0  0  0  0
 55 58  1  0  0  0  0
M  CHG  2  50  -1  55   1
M  END
> <DATABASE_ID>
MMDBc0033947

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C48H86NO8P/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/h9,11,15,17,20-22,26,30,32,46H,6-8,10,12-14,16,18-19,23-25,27-29,31,33-45H2,1-5H3/t46-/m1/s1

> <INCHI_KEY>
DJYBHEQPGXRDCL-YACUFSJGSA-N

> <FORMULA>
C48H86NO8P

> <MOLECULAR_WEIGHT>
836.1721

> <EXACT_MASS>
835.609105245

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
100.97677112316246

> <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-6,9,12,15-tetraenoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
6.29

> <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>
1.8550572064469115

> <JCHEM_PKA_STRONGEST_BASIC>
-6.744160265632107

> <JCHEM_POLAR_SURFACE_AREA>
111.19000000000001

> <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)-2-(docos-13-enoyloxy)-3-(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     -26.909  17.122   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -25.660  18.023   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -25.817  19.555   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -24.568  20.456   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -23.163  19.825   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -23.007  18.294   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0     -21.602  17.663   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -21.446  16.131   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -20.041  15.500   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -19.885  13.968   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -18.480  13.337   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -17.231  14.238   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -15.826  13.607   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -14.578  14.508   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0     -13.173  13.878   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -11.924  14.779   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -10.519  14.148   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -9.270  15.049   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -7.866  14.418   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -6.617  15.320   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -5.212  14.689   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.963  15.590   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -4.119  17.122   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -2.558  14.959   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      -1.309  15.860   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.095  15.229   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       1.344  16.131   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       2.749  15.500   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.905  13.968   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       3.998  16.401   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.403  15.770   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.559  14.238   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.310  13.337   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.466  11.805   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.217  10.904   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       3.373   9.371   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       4.778   8.741   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       4.934   7.209   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       6.339   6.578   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       7.588   7.479   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       8.993   6.848   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      10.241   7.749   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      10.085   9.281   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      11.334  10.182   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      11.178  11.715   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      12.427  12.616   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -1.466  17.392   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -0.217  18.294   0.000  0.00  0.00           O+0
HETATM   49  P   UNK     0      -0.373  19.825   0.000  0.00  0.00           P+0
HETATM   50  O   UNK     0       1.159  19.982   0.000  0.00  0.00           O-1
HETATM   51  O   UNK     0      -0.529  21.358   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      -1.905  19.669   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      -2.806  20.918   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      -4.338  20.762   0.000  0.00  0.00           C+0
HETATM   55  N   UNK     0      -5.240  22.011   0.000  0.00  0.00           N+1
HETATM   56  C   UNK     0      -3.991  22.912   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      -6.488  21.110   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      -6.141  23.260   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                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26   47                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45                                                            
CONECT   47   25   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50   51   52                                             
CONECT   50   49                                                            
CONECT   51   49                                                            
CONECT   52   49   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56   57   58                                             
CONECT   56   55                                                            
CONECT   57   55                                                            
CONECT   58   55                                                            
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)-2-(docos-13-enoyloxy)-3-(octadeca-6,9,12,15-tetraenoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-2-(docos-13-enoyloxy)-3-(octadeca-6,9,12,15-tetraenoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C48H86NO8P/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/h9,11,15,17,20-22,26,30,32,46H,6-8,10,12-14,16,18-19,23-25,27-29,31,33-45H2,1-5H3/t46-/m1/s1

InChI Key

DJYBHEQPGXRDCL-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	6.29	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	100.98 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)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-20	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	Manually Annotated
Animal	Milk	Bos taurus	FooDB	Manually Annotated

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

FDB025440

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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

Showing metabocard for PC(18:4(6Z,9Z,12Z,15Z)/22:1(13Z)) (MMDBc0033947)

MOL for #<Metabolite:0x00007fdb0a9fb770>

3D MOL for #<Metabolite:0x00007fdb0a9fb770>

3D SDF for #<Metabolite:0x00007fdb0a9fb770>

3D-SDF for #<Metabolite:0x00007fdb0a9fb770>

PDB for #<Metabolite:0x00007fdb0a9fb770>

3D PDB for #<Metabolite:0x00007fdb0a9fb770>

SMILES for #<Metabolite:0x00007fdb0a9fb770>

INCHI for #<Metabolite:0x00007fdb0a9fb770>

Structure for #<Metabolite:0x00007fdb0a9fb770>

3D Structure for #<Metabolite:0x00007fdb0a9fb770>