MiMeDB: Showing metabocard for PC(22:2(13Z,16Z)/18:3(6Z,9Z,12Z)) (MMDBc0034093)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 05:15:45 UTC

Update Date

2024-04-30 20:20:59 UTC

Metabolite ID

MMDBc0034093

Metabolite Identification

Common Name

PC(22:2(13Z,16Z)/18:3(6Z,9Z,12Z))

Description

PC(22:2(13Z,16Z)/18:3(6Z,9Z,12Z)) is a phosphatidylcholine (PC or GPCho). It is a glycerophospholipid in which a phosphorylcholine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphocholines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PC(22:2(13Z,16Z)/18:3(6Z,9Z,12Z)), in particular, consists of one chain of docosadienoic acid at the C-1 position and one chain of g-linolenic acid at the C-2 position. The docosadienoic acid moiety is derived from animal fats, while the g-linolenic acid moiety is derived from animal fats. 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 02251201512D          

 58 57  0  0  1  0            999 V2000
    6.6592    4.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3737    5.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0882    4.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8026    5.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5171    4.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2316    5.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9461    4.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605    5.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605    5.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750    6.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0895    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8039    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5184    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2329    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9474    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6618    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3763    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0908    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8052    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5197    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2342    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2342    8.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9487    7.1447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6631    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3776    7.1447    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.3776    6.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0921    5.9072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0921    5.0822    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.9171    5.0822    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   22.2671    5.0822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0921    4.2572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3776    3.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3776    3.0197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6631    2.6072    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   21.2506    3.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0756    1.8927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9487    2.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0921    7.5572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8065    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8065    6.3197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5210    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2355    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9499    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6644    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3789    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0934    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8078    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5223    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5223    6.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2368    5.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9512    6.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6657    5.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3802    6.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0947    5.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8091    6.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5236    5.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2381    6.3197    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
  6  5  1  4  0  0  0
  6  7  2  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
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 35 38  1  0  0  0  0
 26 39  1  1  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 46 45  1  4  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 49 48  1  4  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 52 51  1  4  0  0  0
 52 53  2  0  0  0  0
 53 54  1  0  0  0  0
 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  30  -1  35   1
M  END


  Mrv0541 02251201512D          

 58 57  0  0  1  0            999 V2000
    6.6592    4.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3737    5.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0882    4.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8026    5.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5171    4.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2316    5.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9461    4.6697    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605    5.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605    5.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750    6.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0895    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8039    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5184    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2329    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9474    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6618    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3763    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0908    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8052    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5197    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2342    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2342    8.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9487    7.1447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6631    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3776    7.1447    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.3776    6.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0921    5.9072    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0921    5.0822    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.9171    5.0822    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   22.2671    5.0822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0921    4.2572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.3776    3.8447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3776    3.0197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6631    2.6072    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   21.2506    3.3217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.0756    1.8927    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9487    2.1947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0921    7.5572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.8065    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8065    6.3197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5210    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.2355    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9499    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6644    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3789    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0934    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8078    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5223    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5223    6.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2368    5.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9512    6.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6657    5.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3802    6.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.0947    5.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8091    6.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5236    5.9072    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2381    6.3197    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
  6  5  1  4  0  0  0
  6  7  2  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
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  1  0  0  0  0
 35 38  1  0  0  0  0
 26 39  1  1  0  0  0
 39 40  1  0  0  0  0
 40 41  2  0  0  0  0
 40 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 46 45  1  4  0  0  0
 46 47  2  0  0  0  0
 47 48  1  0  0  0  0
 49 48  1  4  0  0  0
 49 50  2  0  0  0  0
 50 51  1  0  0  0  0
 52 51  1  4  0  0  0
 52 53  2  0  0  0  0
 53 54  1  0  0  0  0
 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  30  -1  35   1
M  END
> <DATABASE_ID>
MMDBc0034093

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h14-17,20-22,26,31,33,46H,6-13,18-19,23-25,27-30,32,34-45H2,1-5H3/t46-/m1/s1

> <INCHI_KEY>
GBWKGOXLSQQBGD-YACUFSJGSA-N

> <FORMULA>
C48H86NO8P

> <MOLECULAR_WEIGHT>
836.1721

> <EXACT_MASS>
835.609105245

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
101.165394115928

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-{[(2R)-3-(docosa-13,16-dienoyloxy)-2-(octadeca-6,9,12-trienoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

> <ALOGPS_LOGP>
6.27

> <JCHEM_LOGP>
9.860737415861585

> <ALOGPS_LOGS>
-7.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8550572064469115

> <JCHEM_PKA_STRONGEST_BASIC>
-6.744160237391373

> <JCHEM_POLAR_SURFACE_AREA>
111.19

> <JCHEM_REFRACTIVITY>
258.25609999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
43

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.78e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2R)-3-(docosa-13,16-dienoyloxy)-2-(octadeca-6,9,12-trienoyloxy)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      12.431   8.717   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.764   9.487   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.098   8.717   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.432   9.487   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.765   8.717   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      19.099   9.487   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.433   8.717   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.766   9.487   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.766  11.027   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.100  11.797   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      23.100  13.337   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.434  14.107   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.767  13.337   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.101  14.107   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      28.435  13.337   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      29.768  14.107   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      31.102  13.337   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      32.436  14.107   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      33.769  13.337   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      35.103  14.107   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      36.437  13.337   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      37.771  14.107   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      37.771  15.647   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      39.104  13.337   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      40.438  14.107   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      41.772  13.337   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      41.772  11.797   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      43.105  11.027   0.000  0.00  0.00           O+0
HETATM   29  P   UNK     0      43.105   9.487   0.000  0.00  0.00           P+0
HETATM   30  O   UNK     0      44.645   9.487   0.000  0.00  0.00           O-1
HETATM   31  O   UNK     0      41.565   9.487   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      43.105   7.947   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      41.772   7.177   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      41.772   5.637   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0      40.438   4.867   0.000  0.00  0.00           N+1
HETATM   36  C   UNK     0      39.668   6.201   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      41.208   3.533   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      39.104   4.097   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      43.105  14.107   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      44.439  13.337   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      44.439  11.797   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      45.773  14.107   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      47.106  13.337   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      48.440  14.107   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      49.774  13.337   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      51.107  14.107   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      52.441  13.337   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      53.775  14.107   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      55.108  13.337   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      55.108  11.797   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      56.442  11.027   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      57.776  11.797   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      59.109  11.027   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      60.443  11.797   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      61.777  11.027   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      63.110  11.797   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      64.444  11.027   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      65.778  11.797   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                                                       
CONECT   26   25   27   39                                                  
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30   31   32                                             
CONECT   30   29                                                            
CONECT   31   29                                                            
CONECT   32   29   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37   38                                             
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   35                                                            
CONECT   39   26   40                                                       
CONECT   40   39   41   42                                                  
CONECT   41   40                                                            
CONECT   42   40   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57                                                            
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-(docosa-13,16-dienoyloxy)-2-(octadeca-6,9,12-trienoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

Traditional Name

(2-{[(2R)-3-(docosa-13,16-dienoyloxy)-2-(octadeca-6,9,12-trienoyloxy)propyl phosphonato]oxy}ethyl)trimethylazanium

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C48H86NO8P/c1-6-8-10-12-14-16-18-20-22-23-24-25-27-28-30-32-34-36-38-40-47(50)54-44-46(45-56-58(52,53)55-43-42-49(3,4)5)57-48(51)41-39-37-35-33-31-29-26-21-19-17-15-13-11-9-7-2/h14-17,20-22,26,31,33,46H,6-13,18-19,23-25,27-30,32,34-45H2,1-5H3/t46-/m1/s1

InChI Key

GBWKGOXLSQQBGD-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	6.27	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	101.17 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	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 Blood	Detected and Quantified	14.0773	4.5583	uM	Adult (>18 years old)	Female	Pregnancy	HMDB	24704061
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

FDB025789

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

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

Showing metabocard for PC(22:2(13Z,16Z)/18:3(6Z,9Z,12Z)) (MMDBc0034093)

MOL for #<Metabolite:0x00007fdb443e7778>

3D MOL for #<Metabolite:0x00007fdb443e7778>

3D SDF for #<Metabolite:0x00007fdb443e7778>

3D-SDF for #<Metabolite:0x00007fdb443e7778>

PDB for #<Metabolite:0x00007fdb443e7778>

3D PDB for #<Metabolite:0x00007fdb443e7778>

SMILES for #<Metabolite:0x00007fdb443e7778>

INCHI for #<Metabolite:0x00007fdb443e7778>

Structure for #<Metabolite:0x00007fdb443e7778>

3D Structure for #<Metabolite:0x00007fdb443e7778>