MiMeDB: Showing metabocard for PC(18:3(9Z,12Z,15Z)/P-18:1(11Z)) (MMDBc0033936)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 05:09:17 UTC

Update Date

2022-12-15 22:52:04 UTC

MiMeDB ID

MMDBc0033936

Metabolite Identification

Common Name

PC(18:3(9Z,12Z,15Z)/P-18:1(11Z))

Description

PC(18:3(9Z,12Z,15Z)/P-18:1(11Z)) 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(9Z,12Z,15Z)/P-18:1(11Z)), in particular, consists of one chain of a-linolenic acid at the C-1 position and one chain of plasmalogen 18:1n7 at the C-2 position. The a-linolenic acid moiety is derived from seed oils, especially canola and soybean oil, while the plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02251201222D          

 53 52  0  0  0  0            999 V2000
   -7.3874    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6730    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9585    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2440    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5296    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8151    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1006    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3862    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6717    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9572    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2427    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4717    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1862    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9007    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6151    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3296    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0441    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7586    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    4.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    5.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    6.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    6.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    7.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612    7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    7.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    2.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    1.5099    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270    1.5099    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    6.0770    1.5099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    0.6849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    0.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -0.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730   -0.9651    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.0605   -0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8855   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7586   -1.3776    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
  7  6  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  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
 17 16  1  4  0  0  0
 17 18  2  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  1  0  0  0  0
 23 24  2  0  0  0  0
 23 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
 30 31  1  0  0  0  0
 32 31  1  4  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 35 34  1  4  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 38 37  1  4  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 20 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
 44 46  2  0  0  0  0
 44 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
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 50 53  1  0  0  0  0
M  CHG  2  45  -1  50   1
M  END


  Mrv0541 02251201222D          

 53 52  0  0  0  0            999 V2000
   -7.3874    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6730    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9585    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2440    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5296    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8151    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1006    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3862    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6717    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9572    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2427    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4717    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1862    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9007    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6151    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3296    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0441    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7586    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    3.5724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    4.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    5.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    6.0474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    6.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756    7.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612    7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    7.2849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    2.7474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    2.3349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    1.5099    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.7270    1.5099    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
    6.0770    1.5099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    0.6849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    0.2724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -0.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730   -0.9651    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    5.0605   -0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8855   -1.6796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7586   -1.3776    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
  7  6  1  4  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  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
 17 16  1  4  0  0  0
 17 18  2  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  1  0  0  0  0
 23 24  2  0  0  0  0
 23 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
 30 31  1  0  0  0  0
 32 31  1  4  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 35 34  1  4  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 38 37  1  4  0  0  0
 38 39  2  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 20 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
 44 46  2  0  0  0  0
 44 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
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 50 53  1  0  0  0  0
M  CHG  2  45  -1  50   1
M  END
> <DATABASE_ID>
MMDBc0033936

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCC=CCCCCCCCCC=COC(COC(=O)CCCCCCCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C44H80NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15-18,21,23,36,39,43H,6-8,10,12-14,19-20,22,24-35,37-38,40-42H2,1-5H3

> <INCHI_KEY>
FLBWPWFVTIYWQD-UHFFFAOYSA-N

> <FORMULA>
C44H80NO7P

> <MOLECULAR_WEIGHT>
766.0823

> <EXACT_MASS>
765.567240431

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
95.20792738984012

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
trimethyl(2-{[2-(octadeca-1,11-dien-1-yloxy)-3-(octadeca-9,12,15-trienoyloxy)propyl phosphonato]oxy}ethyl)azanium

> <ALOGPS_LOGP>
6.03

> <JCHEM_LOGP>
8.837159053528254

> <ALOGPS_LOGS>
-7.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8550787802405306

> <JCHEM_PKA_STRONGEST_BASIC>
-4.757862141822196

> <JCHEM_POLAR_SURFACE_AREA>
94.12000000000002

> <JCHEM_REFRACTIVITY>
239.07399999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
39

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.49e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trimethyl(2-{[2-(octadeca-1,11-dien-1-yloxy)-3-(octadeca-9,12,15-trienoyloxy)propyl phosphonato]oxy}ethyl)azanium

> <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     -13.790   7.438   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.456   6.668   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -11.123   7.438   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.789   6.668   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -8.455   7.438   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.122   6.668   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.788   7.438   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -4.454   6.668   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.121   7.438   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.787   6.668   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.453   7.438   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.881   6.668   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.214   7.438   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.548   6.668   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.882   7.438   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.215   6.668   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       7.549   7.438   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.883   6.668   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      10.216   7.438   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      11.550   6.668   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.884   7.438   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      14.217   6.668   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      15.551   7.438   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      15.551   8.978   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      16.885   6.668   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      18.218   7.438   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      19.552   6.668   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      20.886   7.438   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      22.219   6.668   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      23.553   7.438   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      24.887   6.668   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      26.221   7.438   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      27.554   6.668   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      28.888   7.438   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      28.888   8.978   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      30.222   9.748   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      30.222  11.288   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      28.888  12.058   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      28.888  13.598   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      27.554  14.368   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      26.221  13.598   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      11.550   5.128   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      12.884   4.358   0.000  0.00  0.00           O+0
HETATM   44  P   UNK     0      12.884   2.818   0.000  0.00  0.00           P+0
HETATM   45  O   UNK     0      14.424   2.818   0.000  0.00  0.00           O-1
HETATM   46  O   UNK     0      11.344   2.818   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      12.884   1.278   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0      11.550   0.508   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      11.550  -1.032   0.000  0.00  0.00           C+0
HETATM   50  N   UNK     0      10.216  -1.802   0.000  0.00  0.00           N+1
HETATM   51  C   UNK     0       9.446  -0.468   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      10.986  -3.135   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       8.883  -2.572   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   42                                                  
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   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                                                            
CONECT   42   20   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45   46   47                                             
CONECT   45   44                                                            
CONECT   46   44                                                            
CONECT   47   44   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51   52   53                                             
CONECT   51   50                                                            
CONECT   52   50                                                            
CONECT   53   50                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  104    0
END

Synonyms

Not Available

Chemical Formula

C₄₄H₈₀NO₇P

Average Molecular Weight

766.0823

Monoisotopic Molecular Weight

765.567240431

IUPAC Name

trimethyl(2-{[2-(octadeca-1,11-dien-1-yloxy)-3-(octadeca-9,12,15-trienoyloxy)propyl phosphonato]oxy}ethyl)azanium

Traditional Name

trimethyl(2-{[2-(octadeca-1,11-dien-1-yloxy)-3-(octadeca-9,12,15-trienoyloxy)propyl phosphonato]oxy}ethyl)azanium

CAS Registry Number

Not Available

SMILES

CCCCCCC=CCCCCCCCCC=COC(COC(=O)CCCCCCCC=CCC=CCC=CCC)COP([O-])(=O)OCC[N+](C)(C)C

InChI Identifier

InChI=1S/C44H80NO7P/c1-6-8-10-12-14-16-18-20-22-24-26-28-30-32-34-36-39-49-43(42-52-53(47,48)51-40-38-45(3,4)5)41-50-44(46)37-35-33-31-29-27-25-23-21-19-17-15-13-11-9-7-2/h9,11,15-18,21,23,36,39,43H,6-8,10,12-14,19-20,22,24-35,37-38,40-42H2,1-5H3

InChI Key

FLBWPWFVTIYWQD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 1-acyl,2-(1z-alkenyl)-glycerophosphocholines. These are glycerophosphocholines that carry exactly one acyl chain attached to the glycerol moiety through an ester linkage at the O1-position, and one 1Z-alkenyl chain attached through an ether linkage at the O2-position.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphocholines

Direct Parent

1-acyl,2-(1Z-alkenyl)-glycerophosphocholines

Alternative Parents

Substituents

1-acyl,2-(1z-alkenyl)-glycerophosphocholine
Phosphocholine
Glycerol vinyl ether
Fatty acid ester
Dialkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Fatty acyl
Quaternary ammonium salt
Tetraalkylammonium salt
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Amine
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic salt
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	3.5e-05 g/L	ALOGPS
logP	6.03	ALOGPS
logP	8.84	ChemAxon
logS	-7.4	ALOGPS
pKa (Strongest Acidic)	1.86	ChemAxon
pKa (Strongest Basic)	-4.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	94.12 Å²	ChemAxon
Rotatable Bond Count	39	ChemAxon
Refractivity	239.07 m³·mol⁻¹	ChemAxon
Polarizability	95.21 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

Not Available

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

All Tissues
Blood
Feces
Saliva
Urine

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Proteins

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Related Health Condition	Evidence Type	Measured in Matrix	Data Source	Reference
Obesity		This associated disease is originally imported from HMDB metabolite HMDB0008227 concentration id 140396	Association	Human Blood		Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children	details
Obesity		This associated disease is originally imported from HMDB metabolite HMDB0008227 concentration id 140397	Association	Human Blood		Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children	details

Microbial Sources

Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Fungi	Ascomycota	1	Human Feces	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference	Details
Animal	Milk	Bos taurus	FooDB	31437929	details
Animal	Milk	Bos taurus	FooDB	31437929	details

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Age	Sex	Health Condition	Data Source	Reference
Human	Detected and Quantified	260.540	70.103			Adult (>18 years old)	Female	Pregnancy	HMDB	24704061	details
Human	Detected and Quantified	0.0018		0.0005	0.0083	Adult (>18 years old)	Both	Normal	HMDB	24023812	details
Human	Detected and Quantified	0.85	1.04			Adult (>18 years old)	Both	Normal	HMDB	27624970	details
Human	Detected and Quantified	1.26	3.87			Adult (>18 years old)	Both	Normal	HMDB	27624970	details
Human	Detected and Quantified	130		111	150	Infant (0-1 year old)		Normal	HMDB	25754623	details
Human	Detected and Quantified	135		118	151	Newborn (0-30 days old)		Normal	HMDB	25754623	details
Human	Detected and Quantified	189.4	38.8			Adult (>18 years old)	Both	Normal	HMDB	28278231	details
Human	Detected and Quantified	228.74	50.69			Adult (>18 years old)	Both	Normal	HMDB	26010610	details
Human	Detected and Quantified	138.6	39.6			Children (1-13 years old)	Both	Obesity	HMDB	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children	details
Human	Detected and Quantified	159.1	43.5			Children (1-13 years old)	Both	Obesity	HMDB	Metabolomics reveals determinants of weight loss during lifestyle intervention in obese children	details
Human	Detected and Quantified	0.067	0.022			Adult (>18 years old)	Both	Normal	HMDB	Zerihun T. Dame, Farid Aziat, Rupasri Mandal, Ram Krishnamurthy, Souhaila Bouatra, Shima Borzouie, An Chi Guo, Tanvir Sajed, Lu Deng, Hong Lin, Philip Liu, Edison Dong, David S. Wishart "The human saliva metabolome" Metabolomics (2015) DOI 10.1007/s11306-015-0840-5	details
Human All Tissues	Detected but not Quantified					Not Specified	Not Specified	Normal	HMDB	34986597	details

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB025417

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

76041323

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(9Z,12Z,15Z)/P-18:1(11Z)) (MMDBc0033936)

MOL for #<Metabolite:0x000055b769e2c298>

3D MOL for #<Metabolite:0x000055b769e2c298>

3D SDF for #<Metabolite:0x000055b769e2c298>

3D-SDF for #<Metabolite:0x000055b769e2c298>

PDB for #<Metabolite:0x000055b769e2c298>

3D PDB for #<Metabolite:0x000055b769e2c298>

SMILES for #<Metabolite:0x000055b769e2c298>

INCHI for #<Metabolite:0x000055b769e2c298>

Structure for #<Metabolite:0x000055b769e2c298>

3D Structure for #<Metabolite:0x000055b769e2c298>