MiMeDB: Showing metabocard for PC(22:1(13Z)/18:2(9Z,12Z)) (MMDBc0034076)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 05:15:05 UTC

Update Date

2024-04-30 20:20:46 UTC

Metabolite ID

MMDBc0034076

Metabolite Identification

Common Name

PC(22:1(13Z)/18:2(9Z,12Z))

Description

PC(22:1(13Z)/18:2(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(22:1(13Z)/18:2(9Z,12Z)), in particular, consists of one chain of erucic acid at the C-1 position and one chain of linoleic acid at the C-2 position. The erucic acid moiety is derived from seed oils and avocados, while the linoleic acid moiety is derived from seed oils. 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 02251201482D          

 58 57  0  0  1  0            999 V2000
    5.7533    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4678    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1823    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8967    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6112    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3257    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0401    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7546    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4691    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1836    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8980    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6125    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3270    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0414    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7559    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4704    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1849    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8993    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6138    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3283    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0427    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7572    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7572    7.0342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4717    8.2717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1862    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9006    8.2717    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.9006    9.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6151    9.5092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6151   10.3342    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.7901   10.3342    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   24.4401   10.3342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6151   11.1592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3296   11.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3296   12.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0440   12.8092    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   25.4565   12.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6315   13.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7585   13.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6151    7.8592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3296    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3296    9.0967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0440    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7585    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4730    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1874    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9019    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6164    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3309    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0453    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7598    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4743    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4743    9.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1887    9.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1887   10.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9032   10.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9032   11.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6177   11.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6177   12.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 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  6  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
 45 46  1  0  0  0  0
 46 47  1  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 02251201482D          

 58 57  0  0  1  0            999 V2000
    5.7533    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4678    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1823    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8967    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6112    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3257    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0401    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7546    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4691    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1836    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8980    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6125    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3270    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0414    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7559    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4704    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1849    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8993    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6138    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3283    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0427    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7572    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7572    7.0342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.4717    8.2717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1862    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9006    8.2717    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   22.9006    9.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6151    9.5092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6151   10.3342    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.7901   10.3342    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   24.4401   10.3342    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.6151   11.1592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3296   11.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3296   12.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0440   12.8092    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   25.4565   12.0947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6315   13.5237    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7585   13.2217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6151    7.8592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3296    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3296    9.0967    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0440    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7585    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4730    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1874    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9019    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6164    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.3309    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.0453    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.7598    7.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4743    8.2717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4743    9.0967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1887    9.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1887   10.3342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9032   10.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9032   11.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6177   11.9842    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.6177   12.8092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 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  6  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
 45 46  1  0  0  0  0
 46 47  1  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>
MMDBc0034076

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C48H90NO8P/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/h15,17,20-22,26,46H,6-14,16,18-19,23-25,27-45H2,1-5H3/t46-/m1/s1

> <INCHI_KEY>
QITWVLBMWWSFPO-YACUFSJGSA-N

> <FORMULA>
C48H90NO8P

> <MOLECULAR_WEIGHT>
840.2039

> <EXACT_MASS>
839.640405373

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
105.89282687186603

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
6.31

> <JCHEM_LOGP>
10.584580729194917

> <ALOGPS_LOGS>
-7.60

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8550572064469137

> <JCHEM_PKA_STRONGEST_BASIC>
-6.744159309169722

> <JCHEM_POLAR_SURFACE_AREA>
111.19

> <JCHEM_REFRACTIVITY>
256.0229

> <JCHEM_ROTATABLE_BOND_COUNT>
45

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.24e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-{[(2R)-3-(docos-13-enoyloxy)-2-(octadeca-9,12-dienoyloxy)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      10.739  15.441   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.073  14.671   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.407  15.441   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.741  14.671   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      16.074  15.441   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.408  14.671   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.742  15.441   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      20.075  14.671   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.409  15.441   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      22.743  14.671   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      24.076  15.441   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      25.410  14.671   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      26.744  15.441   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      28.077  14.671   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      29.411  15.441   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      30.745  14.671   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      32.078  15.441   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      33.412  14.671   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      34.746  15.441   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      36.079  14.671   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      37.413  15.441   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      38.747  14.671   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      38.747  13.131   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      40.081  15.441   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      41.414  14.671   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      42.748  15.441   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      42.748  16.981   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      44.082  17.751   0.000  0.00  0.00           O+0
HETATM   29  P   UNK     0      44.082  19.291   0.000  0.00  0.00           P+0
HETATM   30  O   UNK     0      42.542  19.291   0.000  0.00  0.00           O-1
HETATM   31  O   UNK     0      45.622  19.291   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      44.082  20.831   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      45.415  21.601   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      45.415  23.141   0.000  0.00  0.00           C+0
HETATM   35  N   UNK     0      46.749  23.911   0.000  0.00  0.00           N+1
HETATM   36  C   UNK     0      47.519  22.577   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      45.979  25.244   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      48.083  24.681   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      44.082  14.671   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      45.415  15.441   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      45.415  16.981   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      46.749  14.671   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      48.083  15.441   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      49.416  14.671   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      50.750  15.441   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      52.084  14.671   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      53.417  15.441   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      54.751  14.671   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      56.085  15.441   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      57.418  14.671   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      58.752  15.441   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      58.752  16.981   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      60.086  17.751   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      60.086  19.291   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      61.419  20.061   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      61.419  21.601   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      62.753  22.371   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      62.753  23.911   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

C₄₈H₉₀NO₈P

Average Mass

840.2039

Monoisotopic Mass

839.640405373

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C48H90NO8P/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/h15,17,20-22,26,46H,6-14,16,18-19,23-25,27-45H2,1-5H3/t46-/m1/s1

InChI Key

QITWVLBMWWSFPO-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	2.2e-05 g/L	ALOGPS
logP	6.31	ALOGPS
logP	10.58	ChemAxon
logS	-7.6	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	105.89 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
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	30994344
Animal	Milk	Bos taurus	FooDB	Manually Annotated
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

FDB025755

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(22:1(13Z)/18:2(9Z,12Z)) (MMDBc0034076)

MOL for #<Metabolite:0x00007fdb44722690>

3D MOL for #<Metabolite:0x00007fdb44722690>

3D SDF for #<Metabolite:0x00007fdb44722690>

3D-SDF for #<Metabolite:0x00007fdb44722690>

PDB for #<Metabolite:0x00007fdb44722690>

3D PDB for #<Metabolite:0x00007fdb44722690>

SMILES for #<Metabolite:0x00007fdb44722690>

INCHI for #<Metabolite:0x00007fdb44722690>

Structure for #<Metabolite:0x00007fdb44722690>

3D Structure for #<Metabolite:0x00007fdb44722690>