MiMeDB: Showing metabocard for PC(18:3(6Z,9Z,12Z)/22:0) (MMDBc0033909)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 05:08:15 UTC

Update Date

2024-04-30 20:18:34 UTC

Metabolite ID

MMDBc0033909

Metabolite Identification

Common Name

PC(18:3(6Z,9Z,12Z)/22:0)

Description

PC(18:3(6Z,9Z,12Z)/22:0) 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(18:3(6Z,9Z,12Z)/22:0), in particular, consists of one chain of g-linolenic acid at the C-1 position and one chain of behenic acid at the C-2 position. The g-linolenic acid moiety is derived from animal fats, while the behenic acid moiety is derived from groundnut oil. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.‚Üµ‚ÜµWhile most phospholipids have a saturated fatty acid on C-1 and an unsaturated fatty acid on C-2 of the glycerol backbone, the fatty acid distribution at the C-1 and C-2 positions of glycerol within phospholipids is continually in flux, owing to phospholipid degradation and the continuous phospholipid remodeling that occurs while these molecules are in membranes. PCs can be synthesized via three different routes. In one route, choline is activated first by phosphorylation and then by coupling to CDP prior to attachment to phosphatidic acid. PCs can also synthesized by the addition of choline to CDP-activated 1,2-diacylglycerol. A third route to PC synthesis involves the conversion of either PS or PE to PC.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652303302019592D          

 59 58  0  0  1  0            999 V2000
   10.9461    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9538    6.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9039   11.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4749   10.6362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7769   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2394    5.9072    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
   39.5249    6.3197    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
   38.8104    5.9072    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
   38.0960    6.3197    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
   37.3815    5.9072    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
   36.6670    6.3197    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
   35.9525    5.9072    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
   35.2381    6.3197    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
   35.2381    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
   34.5236    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9487    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8091    7.1447    0.0000 C   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
   33.0947    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  0  0  0  0  0  0  0  0  0  0
   32.3802    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0921    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6657    7.5572    0.0000 C   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
   30.9512    7.1447    0.0000 C   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
   30.2368    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
   24.6019   10.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4269   10.3342    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
   27.3789    8.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3789    7.5572    0.0000 C   0  0  2  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
   25.9499    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1894   11.0487    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   29.5223    6.3197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9499    8.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4894    9.6197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6644   10.4447    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   28.8078    7.5572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8394    9.6197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6644    8.7947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6644    7.1447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6644    9.6197    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   28.0934    7.9697    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
 18 16  1  0  0  0  0
 17 19  1  4  0  0  0
 20 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 21  2  0  0  0  0
 27 25  1  0  0  0  0
 26 28  1  4  0  0  0
 29 27  1  0  0  0  0
 30 28  1  0  0  0  0
 31 29  1  0  0  0  0
 32 30  2  0  0  0  0
 33 31  1  0  0  0  0
 32 34  1  4  0  0  0
 35 33  1  0  0  0  0
 36 34  1  0  0  0  0
 37 35  1  0  0  0  0
 38 36  1  0  0  0  0
 39 37  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  1  0  0  0  0
 43 42  1  0  0  0  0
 46 44  1  0  0  0  0
 46 45  1  0  0  0  0
 47 40  1  0  0  0  0
 48 41  1  0  0  0  0
 49  3  1  0  0  0  0
 49  4  1  0  0  0  0
 49  5  1  0  0  0  0
 49 42  1  0  0  0  0
 50 47  2  0  0  0  0
 51 48  2  0  0  0  0
 54 44  1  0  0  0  0
 54 47  1  0  0  0  0
 55 43  1  0  0  0  0
 56 45  1  0  0  0  0
 46 57  1  6  0  0  0
 57 48  1  0  0  0  0
 58 52  2  0  0  0  0
 58 53  1  0  0  0  0
 58 55  1  0  0  0  0
 58 56  1  0  0  0  0
 46 59  1  6  0  0  0
M  CHG  2  49   1  53  -1
M  END


  Mrv1652303302019592D          

 59 58  0  0  1  0            999 V2000
   10.9461    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9538    6.3197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9039   11.4612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.4749   10.6362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7769   11.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6605    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.2394    5.9072    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
   39.5249    6.3197    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
   38.8104    5.9072    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
   38.0960    6.3197    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
   37.3815    5.9072    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
   36.6670    6.3197    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
   35.9525    5.9072    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
   35.2381    6.3197    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
   35.2381    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
   34.5236    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9487    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8091    7.1447    0.0000 C   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
   33.0947    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  0  0  0  0  0  0  0  0  0  0
   32.3802    7.1447    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0921    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6657    7.5572    0.0000 C   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
   30.9512    7.1447    0.0000 C   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
   30.2368    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
   24.6019   10.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4269   10.3342    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
   27.3789    8.3822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3789    7.5572    0.0000 C   0  0  2  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
   25.9499    7.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1894   11.0487    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   29.5223    6.3197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9499    8.3822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4894    9.6197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6644   10.4447    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   28.8078    7.5572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8394    9.6197    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6644    8.7947    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6644    7.1447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.6644    9.6197    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   28.0934    7.9697    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  6  1  1  0  0  0  0
  7  2  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
 18 16  1  0  0  0  0
 17 19  1  4  0  0  0
 20 18  1  0  0  0  0
 21 19  1  0  0  0  0
 22 20  1  0  0  0  0
 23 22  1  0  0  0  0
 24 23  1  0  0  0  0
 25 24  1  0  0  0  0
 26 21  2  0  0  0  0
 27 25  1  0  0  0  0
 26 28  1  4  0  0  0
 29 27  1  0  0  0  0
 30 28  1  0  0  0  0
 31 29  1  0  0  0  0
 32 30  2  0  0  0  0
 33 31  1  0  0  0  0
 32 34  1  4  0  0  0
 35 33  1  0  0  0  0
 36 34  1  0  0  0  0
 37 35  1  0  0  0  0
 38 36  1  0  0  0  0
 39 37  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  1  0  0  0  0
 43 42  1  0  0  0  0
 46 44  1  0  0  0  0
 46 45  1  0  0  0  0
 47 40  1  0  0  0  0
 48 41  1  0  0  0  0
 49  3  1  0  0  0  0
 49  4  1  0  0  0  0
 49  5  1  0  0  0  0
 49 42  1  0  0  0  0
 50 47  2  0  0  0  0
 51 48  2  0  0  0  0
 54 44  1  0  0  0  0
 54 47  1  0  0  0  0
 55 43  1  0  0  0  0
 56 45  1  0  0  0  0
 46 57  1  6  0  0  0
 57 48  1  0  0  0  0
 58 52  2  0  0  0  0
 58 53  1  0  0  0  0
 58 55  1  0  0  0  0
 58 56  1  0  0  0  0
 46 59  1  6  0  0  0
M  CHG  2  49   1  53  -1
M  END
> <DATABASE_ID>
MMDBc0033909

> <DATABASE_NAME>
MIME

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

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

> <INCHI_KEY>
URWUZTOLBMHCQL-YACUFSJGSA-N

> <FORMULA>
C48H90NO8P

> <MOLECULAR_WEIGHT>
840.2039

> <EXACT_MASS>
839.640405373

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
148

> <JCHEM_AVERAGE_POLARIZABILITY>
103.68216994033341

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
6.37

> <JCHEM_LOGP>
10.584580729194917

> <ALOGPS_LOGS>
-7.67

> <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>
256.0229

> <JCHEM_ROTATABLE_BOND_COUNT>
45

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.91e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2R)-2-(docosanoyloxy)-3-(octadeca-6,9,12-trienoyloxy)propyl phosphono]oxy}ethyl)trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 30-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-MAR-20         0                                  
HETATM    1  C   UNK     0      20.433  13.337   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      76.447  11.797   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      46.487  21.394   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      43.820  19.854   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      44.384  21.958   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      21.766  14.107   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      75.114  11.027   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      23.100  13.337   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      73.780  11.797   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.434  14.107   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      72.446  11.027   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      25.767  13.337   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      71.113  11.797   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      69.779  11.027   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.435  13.337   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      68.445  11.797   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      29.768  14.107   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      67.111  11.027   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      31.102  13.337   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      65.778  11.797   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      32.436  14.107   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      33.769  13.337   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      35.103  14.107   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      36.437  13.337   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      65.778  13.337   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      37.771  14.107   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      64.444  14.107   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      39.104  13.337   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      63.110  13.337   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      40.438  14.107   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      61.777  14.107   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      41.772  13.337   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      60.443  13.337   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      43.105  14.107   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      59.109  14.107   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      44.439  13.337   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      57.776  13.337   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      45.773  14.107   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      56.442  14.107   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      47.106  13.337   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      45.924  19.291   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      47.464  19.291   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      52.441  13.337   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      51.107  15.647   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      55.108  13.337   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      48.440  14.107   0.000  0.00  0.00           C+0
HETATM   49  N   UNK     0      45.154  20.624   0.000  0.00  0.00           N+1
HETATM   50  O   UNK     0      55.108  11.797   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      48.440  15.647   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      51.314  17.957   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      49.774  19.497   0.000  0.00  0.00           O-1
HETATM   54  O   UNK     0      53.775  14.107   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      48.234  17.957   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0      49.774  16.417   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0      49.774  13.337   0.000  0.00  0.00           O+0
HETATM   58  P   UNK     0      49.774  17.957   0.000  0.00  0.00           P+0
HETATM   59  H   UNK     0      52.441  14.877   0.000  0.00  0.00           H+0
CONECT    1    6                                                            
CONECT    2    7                                                            
CONECT    3   49                                                            
CONECT    4   49                                                            
CONECT    5   49                                                            
CONECT    6    1    8                                                       
CONECT    7    2    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   17                                                       
CONECT   16   14   18                                                       
CONECT   17   15   19                                                       
CONECT   18   16   20                                                       
CONECT   19   17   21                                                       
CONECT   20   18   22                                                       
CONECT   21   19   26                                                       
CONECT   22   20   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   27                                                       
CONECT   26   21   28                                                       
CONECT   27   25   29                                                       
CONECT   28   26   30                                                       
CONECT   29   27   31                                                       
CONECT   30   28   32                                                       
CONECT   31   29   33                                                       
CONECT   32   30   34                                                       
CONECT   33   31   35                                                       
CONECT   34   32   36                                                       
CONECT   35   33   37                                                       
CONECT   36   34   38                                                       
CONECT   37   35   39                                                       
CONECT   38   36   40                                                       
CONECT   39   37   41                                                       
CONECT   40   38   47                                                       
CONECT   41   39   48                                                       
CONECT   42   43   49                                                       
CONECT   43   42   55                                                       
CONECT   44   46   54                                                       
CONECT   45   46   56                                                       
CONECT   46   44   45   57   59                                             
CONECT   47   40   50   54                                                  
CONECT   48   41   51   57                                                  
CONECT   49    3    4    5   42                                             
CONECT   50   47                                                            
CONECT   51   48                                                            
CONECT   52   58                                                            
CONECT   53   58                                                            
CONECT   54   44   47                                                       
CONECT   55   43   58                                                       
CONECT   56   45   58                                                       
CONECT   57   46   48                                                       
CONECT   58   52   53   55   56                                             
CONECT   59   46                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  116    0
END

Synonyms

Not Available

Molecular Formula

C₄₈H₉₀NO₈P

Average Mass

840.2039

Monoisotopic Mass

839.640405373

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

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

InChI Key

URWUZTOLBMHCQL-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	1.9e-05 g/L	ALOGPS
logP	6.37	ALOGPS
logP	10.58	ChemAxon
logS	-7.7	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-6.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	111.19 Å²	ChemAxon
Rotatable Bond Count	45	ChemAxon
Refractivity	256.02 m³·mol⁻¹	ChemAxon
Polarizability	103.68 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	Not Available	2020-06-30	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	Not Available	2020-06-30	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	Not Available	2020-06-30	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	Not Available	2020-06-30	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	Not Available	2020-06-30	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	Not Available	2020-06-30	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

All Tissues
Blood
Feces
Urine

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Obesity		Association	Human Blood	HMDB	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children
Obesity		Association	Human Blood	HMDB	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Animal	Milk	Bos taurus	FooDB	Manually Annotated
Animal	Milk	Bos taurus	FooDB	30994344
Animal	Milk	Bos taurus	FooDB	Manually Annotated

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Urine	Detected and Quantified	0.00035		0	0.0014	umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	24023812
Human Feces	Detected and Quantified	0.03	0.01			nmol/g wet feces	Adult (>18 years old)	Both	Normal	HMDB	27624970
Human Feces	Detected and Quantified	0.03	0.02			nmol/g wet feces	Adult (>18 years old)	Both	Normal	HMDB	27624970
Human Blood	Detected and Quantified	0.47		0.01	1.41	uM	Adolescent (13-18 years old)	Both	Normal	HMDB	28959601
Human Blood	Detected and Quantified	0.49		0.43	0.58	uM	Infant (0-1 year old)		Normal	HMDB	25754623
Human Blood	Detected and Quantified	0.54		0.46	0.64	uM	Newborn (0-30 days old)		Normal	HMDB	25754623
Human Blood	Detected and Quantified	0.55	0.18			uM	Adult (>18 years old)	Both	Normal	HMDB	28278231
Human Blood	Detected and Quantified	0.504	0.170			uM	Children (1-13 years old)	Both	Obesity	HMDB	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children
Human Blood	Detected and Quantified	0.545	0.161			uM	Children (1-13 years old)	Both	Obesity	HMDB	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children
Human All tissues	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB025373

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(18:3(6Z,9Z,12Z)/22:0) (MMDBc0033909)

MOL for #<Metabolite:0x00007fdb36165c60>

3D MOL for #<Metabolite:0x00007fdb36165c60>

3D SDF for #<Metabolite:0x00007fdb36165c60>

3D-SDF for #<Metabolite:0x00007fdb36165c60>

PDB for #<Metabolite:0x00007fdb36165c60>

3D PDB for #<Metabolite:0x00007fdb36165c60>

SMILES for #<Metabolite:0x00007fdb36165c60>

INCHI for #<Metabolite:0x00007fdb36165c60>

Structure for #<Metabolite:0x00007fdb36165c60>

3D Structure for #<Metabolite:0x00007fdb36165c60>