MiMeDB: Showing metabocard for PI(12:0/16:1(9Z)) (MMDBc0033291)

Microbial

Human

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:42:40 UTC

Update Date

2022-08-31 22:34:49 UTC

Metabolite ID

MMDBc0033291

Metabolite Identification

Common Name

PI(12:0/16:1(9Z))

Description

PI(12:0/16:1(9Z))is a phosphatidylinositol. Phosphatidylinositols are important lipids, both as a key membrane constituent and as a participant in essential metabolic processes, both directly and via a number of metabolites. Phosphatidylinositols are acidic (anionic) phospholipids that consist of a phosphatidic acid backbone, linked via the phosphate group to inositol (hexahydroxycyclohexane). Phosphatidylinositols 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 18 and 20 carbons are the most common.PI(12:0/16:1(9Z)), in particular, consists of one dodecanoyl chain to the C-1 atom, and one 9Z-hexadecenoyl to the C-2 atom. In most organisms, the stereochemical form of the last is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial. Phosphatidylinositol can be phosphorylated by a number of different kinases that place the phosphate moiety on positions 4 and 5 of the inositol ring, although position 3 can also be phosphorylated by a specific kinase. Seven different isomers are known, but the most important in both quantitative and biological terms are phosphatidylinositol 4-phosphate and phosphatidylinositol 4,5-bisphosphate. Phosphatidylinositol and the phosphatidylinositol phosphates are the main source of diacylglycerols that serve as signaling molecules, via the action of phospholipase C enzymes. While 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. PIs contain almost exclusively stearic acid at carbon 1 and arachidonic acid at carbon 2. PIs composed exclusively of non-phosphorylated inositol exhibit a net charge of -1 at physiological pH. Molecules with phosphorylated inositol (such as PIP, PIP2, PIP3, etc.) are termed polyphosphoinositides. The polyphosphoinositides are important intracellular transducers of signals emanating from the plasma membrane. The synthesis of PI involves CDP-activated 1,2-diacylglycerol condensation with myo-inositol.

Structure

MOL SDF PDB SMILES InChI


  Mrv0541 02241223022D          

 51 51  0  0  1  0            999 V2000
    7.8955    5.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3196    5.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9978    5.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7437    5.5401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4219    6.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1678    5.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8460    6.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5919    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2701    6.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0160    5.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6942    6.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6264    7.1845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4401    6.0099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1183    6.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8642    6.1274    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.9321    5.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6780    4.9528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7458    4.1306    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.5680    4.1984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9236    4.0628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8137    3.3084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1355    2.8385    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.2033    2.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9493    1.6640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5252    1.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5930    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7792    1.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1011    1.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7114    2.7211    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.9654    3.0735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3895    3.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3217    4.0131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5424    6.5972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2884    6.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3562    5.4226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9665    6.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7125    6.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3906    6.8321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1366    6.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8147    6.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5607    6.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6285    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9503    5.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0182    4.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7641    4.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4423    4.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1882    4.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8664    4.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6123    4.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2905    4.8353    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
  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  2  0  0  0  0
 12 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
 19 21  2  0  0  0  0
 19 22  1  0  0  0  0
 23 22  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 23 32  1  0  0  0  0
 32 33  1  0  0  0  0
 16 34  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  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
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
M  END


  Mrv0541 02241223022D          

 51 51  0  0  1  0            999 V2000
    7.8955    5.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3196    5.4226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9978    5.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7437    5.5401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4219    6.0099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1678    5.6575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8460    6.1274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5919    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2701    6.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0160    5.8925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6942    6.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6264    7.1845    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4401    6.0099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1183    6.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8642    6.1274    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   17.9321    5.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6780    4.9528    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.7458    4.1306    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   19.5680    4.1984    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9236    4.0628    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8137    3.3084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.1355    2.8385    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.2033    2.0163    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9493    1.6640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5252    1.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5930    0.7243    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7792    1.8989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1011    1.4290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.7114    2.7211    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.9654    3.0735    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3895    3.1909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3217    4.0131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5424    6.5972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2884    6.2448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3562    5.4226    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.9665    6.7147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7125    6.3623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3906    6.8321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1366    6.4797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8147    6.9496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5607    6.5972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6285    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9503    5.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0182    4.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7641    4.1306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4423    4.6004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1882    4.2480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8664    4.7179    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6123    4.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2905    4.8353    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
  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  2  0  0  0  0
 12 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
 19 21  2  0  0  0  0
 19 22  1  0  0  0  0
 23 22  1  1  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  1  0  0  0
 30 32  1  0  0  0  0
 23 32  1  0  0  0  0
 32 33  1  0  0  0  0
 16 34  1  1  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 35 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  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
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033291

> <DATABASE_NAME>
MIME

> <SMILES>
CCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C37H69O13P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-31(39)49-29(27-47-30(38)25-23-21-19-17-12-10-8-6-4-2)28-48-51(45,46)50-37-35(43)33(41)32(40)34(42)36(37)44/h13-14,29,32-37,40-44H,3-12,15-28H2,1-2H3,(H,45,46)/b14-13-/t29-,32?,33-,34?,35?,36?,37-/m1/s1

> <INCHI_KEY>
YMFJLRFLJNTRQW-FMLVSDAWSA-N

> <FORMULA>
C37H69O13P

> <MOLECULAR_WEIGHT>
752.9097

> <EXACT_MASS>
752.447578806

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_AVERAGE_POLARIZABILITY>
85.86982074970598

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-3-(dodecanoyloxy)-2-[(9Z)-hexadec-9-enoyloxy]propoxy]({[(1s,3R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid

> <ALOGPS_LOGP>
5.74

> <JCHEM_LOGP>
6.8538595733333345

> <ALOGPS_LOGS>
-5.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.360530531715522

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.83325524620329

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6458130204247565

> <JCHEM_POLAR_SURFACE_AREA>
209.51

> <JCHEM_REFRACTIVITY>
193.2804

> <JCHEM_ROTATABLE_BOND_COUNT>
33

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.42e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3-(dodecanoyloxy)-2-[(9Z)-hexadec-9-enoyloxy]propoxy[(1s,3R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      14.738   9.903   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.004  10.780   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.397  10.122   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.663  10.999   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.055  10.342   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      21.321  11.218   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.713  10.561   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      23.979  11.438   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      25.372  10.780   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.638  11.657   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      28.030  10.999   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      29.296  11.876   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      29.169  13.411   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      30.688  11.218   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      31.954  12.095   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      33.347  11.438   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      33.473   9.903   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      34.866   9.245   0.000  0.00  0.00           O+0
HETATM   19  P   UNK     0      34.992   7.710   0.000  0.00  0.00           P+0
HETATM   20  O   UNK     0      36.527   7.837   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      33.457   7.584   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      35.119   6.176   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      33.853   5.299   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      33.979   3.764   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      35.372   3.106   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0      32.714   2.887   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      32.840   1.352   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0      31.321   3.545   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      30.055   2.667   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      31.195   5.079   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      29.802   5.737   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      32.460   5.956   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      32.334   7.491   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      34.612  12.315   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      36.005  11.657   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      36.132  10.122   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      37.271  12.534   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      38.663  11.876   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      39.929  12.753   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      41.322  12.095   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      42.587  12.973   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      43.980  12.315   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      44.107  10.780   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      42.841   9.903   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      42.967   8.368   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      44.360   7.710   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      45.626   8.587   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      47.018   7.930   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      48.284   8.807   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      49.676   8.149   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      50.942   9.026   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   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   34                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19   23                                                       
CONECT   23   22   24   32                                                  
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   23   33                                                  
CONECT   33   32                                                            
CONECT   34   16   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   51                                                       
CONECT   51   50                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  102    0
END

Synonyms

Not Available

Molecular Formula

C₃₇H₆₉O₁₃P

Average Mass

752.9097

Monoisotopic Mass

752.447578806

IUPAC Name

[(2R)-3-(dodecanoyloxy)-2-[(9Z)-hexadec-9-enoyloxy]propoxy]({[(1s,3R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid

Traditional Name

(2R)-3-(dodecanoyloxy)-2-[(9Z)-hexadec-9-enoyloxy]propoxy[(1s,3R)-2,3,4,5,6-pentahydroxycyclohexyl]oxyphosphinic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCC(=O)OC[C@H](COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCC\C=C/CCCCCC

InChI Identifier

InChI=1S/C37H69O13P/c1-3-5-7-9-11-13-14-15-16-18-20-22-24-26-31(39)49-29(27-47-30(38)25-23-21-19-17-12-10-8-6-4-2)28-48-51(45,46)50-37-35(43)33(41)32(40)34(42)36(37)44/h13-14,29,32-37,40-44H,3-12,15-28H2,1-2H3,(H,45,46)/b14-13-/t29-,32?,33-,34?,35?,36?,37-/m1/s1

InChI Key

YMFJLRFLJNTRQW-FMLVSDAWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphatidylinositols. These are glycerophosphoinositols where the glycerol is esterified with two fatty acids.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoinositols

Direct Parent

Phosphatidylinositols

Alternative Parents

Substituents

Diacylglycerophosphoinositol
Inositol phosphate
Cyclohexanol
Dialkyl phosphate
Fatty acid ester
Cyclitol or derivatives
Fatty acyl
Alkyl phosphate
Dicarboxylic acid or derivatives
Phosphoric acid ester
Organic phosphoric acid derivative
Cyclic alcohol
Carboxylic acid ester
Secondary alcohol
Carboxylic acid derivative
Polyol
Hydrocarbon derivative
Organic oxide
Alcohol
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Diacylglycerophosphoinositols (LMGP06010017 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0044 g/L	ALOGPS
logP	5.74	ALOGPS
logP	6.85	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	1.83	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	209.51 Å²	ChemAxon
Rotatable Bond Count	33	ChemAxon
Refractivity	193.28 m³·mol⁻¹	ChemAxon
Polarizability	85.87 Å³	ChemAxon
Number of Rings	1	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 GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2022-08-08	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0gba-0443090000-c9b86049d89450174678	2016-09-19	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (void)	2025-10-24	330.8
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (eluted)	2025-10-24	96.2
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-24	926.5
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-24	917.8
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-24	1060.1
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-24	173.4
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	4295.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	385.7
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-24	296.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	715.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-24	150.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-24	193.1
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	271.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-24	9.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (void)	2025-10-24	224.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	710.7
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-24	570.7
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-24	2167.1
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-24	1984.6

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_1	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O[Si](C)(C)C)C(O)C(O)[C@@H](O)C1O	standard non polar	2025-10-24	1897.33
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_2	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O)C(O[Si](C)(C)C)C(O)[C@@H](O)C1O	standard non polar	2025-10-24	3016.65
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_3	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O)C(O)C(O[Si](C)(C)C)[C@@H](O)C1O	standard non polar	2025-10-24	1417.47
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_4	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O)C(O)C(O)[C@@H](O[Si](C)(C)C)C1O	standard non polar	2025-10-24	818.897
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_5	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O[Si](C)(C)C	standard non polar	2025-10-24	2619.5
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_6	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)O[Si](C)(C)C	standard non polar	2025-10-24	2917.03
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_7	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)[C@@H](O)C1O	standard non polar	2025-10-24	1302.67
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_8	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)[C@@H](O)C1O	standard non polar	2025-10-24	943.094
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_9	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O[Si](C)(C)C)C(O)C(O)[C@@H](O[Si](C)(C)C)C1O	standard non polar	2025-10-24	4004.36
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_10	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O[Si](C)(C)C)C(O)C(O)[C@@H](O)C1O[Si](C)(C)C	standard non polar	2025-10-24	1762.32
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_11	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O[C@H]1C(O[Si](C)(C)C)C(O)C(O)[C@@H](O)C1O)O[Si](C)(C)C	standard non polar	2025-10-24	3121.24
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_12	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)[C@@H](O)C1O	standard non polar	2025-10-24	1277.58
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_13	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O)C(O[Si](C)(C)C)C(O)[C@@H](O[Si](C)(C)C)C1O	standard non polar	2025-10-24	3772.76
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_14	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O)C(O[Si](C)(C)C)C(O)[C@@H](O)C1O[Si](C)(C)C	standard non polar	2025-10-24	2105.55
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_15	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O[C@H]1C(O)C(O[Si](C)(C)C)C(O)[C@@H](O)C1O)O[Si](C)(C)C	standard non polar	2025-10-24	2531.49
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_16	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O)C(O)C(O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C1O	standard non polar	2025-10-24	2919.04
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_17	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O)C(O)C(O[Si](C)(C)C)[C@@H](O)C1O[Si](C)(C)C	standard non polar	2025-10-24	1459.57
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_18	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O[C@H]1C(O)C(O)C(O[Si](C)(C)C)[C@@H](O)C1O)O[Si](C)(C)C	standard non polar	2025-10-24	523.389
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_19	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O)C(O)C(O)[C@@H](O[Si](C)(C)C)C1O[Si](C)(C)C	standard non polar	2025-10-24	2273.8
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_20	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O[C@H]1C(O)C(O)C(O)[C@@H](O[Si](C)(C)C)C1O)O[Si](C)(C)C	standard non polar	2025-10-24	2133.19
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_21	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O[Si](C)(C)C)O[Si](C)(C)C	standard non polar	2025-10-24	2416.41
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_1	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O[Si](C)(C)C)C(O)C(O)[C@@H](O)C1O	standard polar	2025-10-24	2607.37
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_2	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O)C(O[Si](C)(C)C)C(O)[C@@H](O)C1O	standard polar	2025-10-24	81.5009
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_3	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O)C(O)C(O[Si](C)(C)C)[C@@H](O)C1O	standard polar	2025-10-24	2664.94
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_4	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O)C(O)C(O)[C@@H](O[Si](C)(C)C)C1O	standard polar	2025-10-24	748.992
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_5	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O[Si](C)(C)C	standard polar	2025-10-24	1970.84
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_6	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)O[Si](C)(C)C	standard polar	2025-10-24	2326.85
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_7	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O[Si](C)(C)C)C(O[Si](C)(C)C)C(O)[C@@H](O)C1O	standard polar	2025-10-24	4756.67
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_8	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O[Si](C)(C)C)C(O)C(O[Si](C)(C)C)[C@@H](O)C1O	standard polar	2025-10-24	2646.13
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_9	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O[Si](C)(C)C)C(O)C(O)[C@@H](O[Si](C)(C)C)C1O	standard polar	2025-10-24	2230.78
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_10	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O[Si](C)(C)C)C(O)C(O)[C@@H](O)C1O[Si](C)(C)C	standard polar	2025-10-24	759.977
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_11	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O[C@H]1C(O[Si](C)(C)C)C(O)C(O)[C@@H](O)C1O)O[Si](C)(C)C	standard polar	2025-10-24	3351.35
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_12	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O)C(O[Si](C)(C)C)C(O[Si](C)(C)C)[C@@H](O)C1O	standard polar	2025-10-24	3429.73
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_13	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O)C(O[Si](C)(C)C)C(O)[C@@H](O[Si](C)(C)C)C1O	standard polar	2025-10-24	2513.43
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_14	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O)C(O[Si](C)(C)C)C(O)[C@@H](O)C1O[Si](C)(C)C	standard polar	2025-10-24	2014.04
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_15	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O[C@H]1C(O)C(O[Si](C)(C)C)C(O)[C@@H](O)C1O)O[Si](C)(C)C	standard polar	2025-10-24	937.13
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_16	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O)C(O)C(O[Si](C)(C)C)[C@@H](O[Si](C)(C)C)C1O	standard polar	2025-10-24	2173.65
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_17	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O)C(O)C(O[Si](C)(C)C)[C@@H](O)C1O[Si](C)(C)C	standard polar	2025-10-24	757.681
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_18	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O[C@H]1C(O)C(O)C(O[Si](C)(C)C)[C@@H](O)C1O)O[Si](C)(C)C	standard polar	2025-10-24	3083.79
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_19	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O)O[C@H]1C(O)C(O)C(O)[C@@H](O[Si](C)(C)C)C1O[Si](C)(C)C	standard polar	2025-10-24	55.9808
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_20	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O[C@H]1C(O)C(O)C(O)[C@@H](O[Si](C)(C)C)C1O)O[Si](C)(C)C	standard polar	2025-10-24	3052.17
Gas Chromatography	PI(12:0/16:1(9Z))_TMS_21	CCCCCC/C=C\CCCCCCCC(=O)O[C@H](COC(=O)CCCCCCCCCCC)COP(=O)(O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O[Si](C)(C)C)O[Si](C)(C)C	standard polar	2025-10-24	1573.46

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

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

Microbial Pathways

Pathways

Name	SMPDB/PathBank	Species
phosphatidylinositol (PI(12:0/16:1(9Z))) Biosynthesis

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated 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

Microbial Sources

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

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

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

CMMC Knowledgebase

Not Available

General References

Ejsing CS, Sampaio JL, Surendranath V, Duchoslav E, Ekroos K, Klemm RW, Simons K, Shevchenko A: Global analysis of the yeast lipidome by quantitative shotgun mass spectrometry. Proc Natl Acad Sci U S A. 2009 Feb 17;106(7):2136-41. doi: 10.1073/pnas.0811700106. Epub 2009 Jan 27. [PubMed:19174513 ]

Showing metabocard for PI(12:0/16:1(9Z)) (MMDBc0033291)

MOL for #<Metabolite:0x00007f9af0752320>

3D MOL for #<Metabolite:0x00007f9af0752320>

3D SDF for #<Metabolite:0x00007f9af0752320>

3D-SDF for #<Metabolite:0x00007f9af0752320>

PDB for #<Metabolite:0x00007f9af0752320>

3D PDB for #<Metabolite:0x00007f9af0752320>

SMILES for #<Metabolite:0x00007f9af0752320>

INCHI for #<Metabolite:0x00007f9af0752320>

Structure for #<Metabolite:0x00007f9af0752320>

3D Structure for #<Metabolite:0x00007f9af0752320>