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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (80) Show 80 proteins XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2008-09-12 02:00:00 UTC

Update Date

2022-11-30 19:03:43 UTC

HMDB ID

HMDB0009802

Secondary Accession Numbers

HMDB09802

Metabolite Identification

Common Name

PI(16:2(9Z,12Z)/16:0)

Description

PI(16:2(9Z,12Z)/16:0) 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(16:2(9Z,12Z)/16:0), in particular, consists of one chain of (9Z,12Z-hexadecadienoate) at the C-1 position and one chain of palmitic acid at the C-2 position. The (9Z,12Z-hexadecadienoate) moiety is derived from fish oils, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. The inositol group that is part of every phosphatidylinositol lipid is covalently linked to the phosphate group that acts as a bridge to the lipid tail. In most organisms, the stereochemical form of this inositol is myo-D-inositol (with one axial hydroxyl in position 2 with the remainder equatorial), although other forms can be found in certain plant phosphatidylinositols. Phosphatidylinositol is especially abundant in brain tissue, where it can amount to 10% of the phospholipids, but it is present in all tissues and cell types. There is usually less of it than of phosphatidylcholine, phosphatidylethanolamine and phosphatidylserine. In animal tissues, phosphatidylinositol is the primary source of the arachidonic acid required for biosynthesis of eicosanoids, including prostaglandins, via the action of the enzyme phospholipase A2. 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 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

PI(16:2(9Z,12Z)/16:0)
  Mrv1652312131717452D          

 56 56  0  0  1  0            999 V2000
   -2.6340    0.3607    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3442    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0543    0.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2236   -0.3496    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0444   -0.3496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9236    0.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2134    0.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7241    0.3394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0236    0.6438    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3853    0.0167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0236    1.3916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4847    0.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1813    1.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5043   -0.1685    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8093    0.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1162   -0.1685    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7899    1.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3891    0.7974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8053    1.2227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9631    1.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0243    0.1292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4745    0.8368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7645    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7645    1.5409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4787    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1928    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9070    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6211    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3353    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0494    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7635    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4776    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3027    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0168    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7310    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5560    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2701    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9842    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6984    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7884   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7884   -1.5407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5026   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2167   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9308   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6450   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3591   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0733   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7874   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5016   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2157   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9298   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6439   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3581   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0722   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7864   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5005   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  4  1  1  0  0  0
  2  3  1  0  0  0  0
  3 23  1  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  7  9  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 12 20  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 14  8  1  1  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 16 15  1  0  0  0  0
 16 21  1  1  0  0  0
 17 22  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
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 40  5  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
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  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
M  END

HMDB0009802
     RDKit          3D
PI(16:2(9Z,12Z)/16:0)
130130  0  0  0  0  0  0  0  0999 V2000
    3.0807   -2.9431   -7.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7235   -3.8449   -6.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1756   -3.2408   -4.7134 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4897   -1.9714   -4.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6636   -1.6814   -3.6223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042   -2.5264   -2.5483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031   -3.0053   -2.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1132   -2.8182   -2.8758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2192   -2.0414   -4.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1196   -0.8068   -3.9764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1223   -0.1663   -5.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8736    1.0567   -5.5388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6266    2.3443   -4.8771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3239    3.0182   -5.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1424    2.4532   -4.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2051    2.5894   -2.8806 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5343    3.5220   -2.3739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9304    1.8685   -2.0050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8489    2.1413   -0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7270    1.2907    0.2311 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2078    1.4550   -0.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5317    1.0958   -1.3625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1980    1.3258   -1.5268 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.9202    0.1955   -0.7929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6957    1.3053   -3.1371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5831    2.8012   -0.7839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7724    3.3147   -1.3222 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.7484    3.4577   -0.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8156    4.2454   -0.5873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9985    4.1614    0.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1168    3.2160    1.4877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2999    5.3923    0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7780    6.4576    1.3189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3581    5.7663   -0.9144 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1807    6.4626   -1.2845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5669    4.6761   -1.8845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6852    4.9343   -2.7142 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4726    1.6795    1.5787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0751    0.7492    2.5327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9688   -0.4365    2.0947 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8012    1.0814    3.9175 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4493    1.7657    4.2907 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7378    1.1244    3.9517 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0962    1.0312    2.5057 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4117    0.2989    2.2815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3426   -1.1443    2.7464 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6961   -1.7739    2.4698 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7400   -3.2144    2.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4677   -3.5835    4.2318 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4016   -3.0322    5.2609 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8985   -3.5873    6.6079 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8203   -3.0723    7.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3466   -3.6217    9.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -3.2038    9.3618 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6214   -3.8404   10.7131 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0744   -2.4709   -7.0807 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3444   -2.0916   -7.2422 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9527   -3.4759   -8.1525 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6300   -4.0136   -6.0833 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2057   -4.8373   -6.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0923   -3.9893   -3.9556 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2988   -3.1092   -4.8821 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7135   -1.2347   -5.4047 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2410   -0.6361   -3.6868 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0205   -3.4164   -2.4907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6655   -1.9791   -1.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0919   -3.6402   -1.3023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0521   -3.2901   -2.4512 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3710   -1.9199   -4.7443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8940   -2.7121   -4.7777 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8810   -0.2046   -3.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1550   -1.2227   -3.7555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6525   -0.9568   -6.0049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0915   -0.1840   -5.7446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7486    1.2861   -6.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9989    0.8285   -5.5380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8783    2.1857   -3.7755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4070    3.0729   -5.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0506    3.0905   -6.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3927    4.1294   -4.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0599    1.4189   -4.6675 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7772    3.0207   -4.7198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1341    3.2093   -0.4093 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1929    2.0126   -0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5209    0.2114    0.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5244    2.5279    0.0529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7677    0.7770    0.6123 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4926    0.7503   -3.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1741    2.6521   -2.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0640    2.4652    0.1996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6594    3.7901   -0.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7629    4.3579    1.7372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3020    3.0463    2.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2225    5.2941    0.8006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4975    6.2881    2.2747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1754    6.5145   -1.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3830    7.1376   -1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7176    4.5925   -2.6264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5663    5.8716   -3.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9043    0.0905    4.4926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7142    1.6458    4.3303 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4179    2.8525    3.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4314    1.8717    5.4232 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5885    1.5554    4.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6730    0.0620    4.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3215    2.0915    2.1606 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3186    0.6678    1.8342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7022    0.3184    1.2181 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2021    0.8619    2.8177 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6018   -1.7108    2.1474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0638   -1.2584    3.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8322   -1.6936    1.3619 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4499   -1.1413    2.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9419   -3.7225    2.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6871   -3.6995    2.4597 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5459   -4.7072    4.2987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3991   -3.3804    4.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3777   -1.9383    5.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4181   -3.3662    5.0589 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9437   -4.6894    6.5808 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8538   -3.2444    6.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9249   -1.9745    7.6789 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8289   -3.5195    7.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4068   -4.7309    8.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0362   -3.2178    9.7999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1998   -3.5538    8.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8974   -2.0926    9.4357 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4952   -4.9359   10.5065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6462   -3.4165   11.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4269   -3.7133   11.4520 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
 23 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 20 38  1  0
 38 39  1  0
 39 40  2  0
 39 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  1  0
 36 27  1  0
  1 56  1  0
  1 57  1  0
  1 58  1  0
  2 59  1  0
  2 60  1  0
  3 61  1  0
  3 62  1  0
  4 63  1  0
  5 64  1  0
  6 65  1  0
  6 66  1  0
  7 67  1  0
  8 68  1  0
  9 69  1  0
  9 70  1  0
 10 71  1  0
 10 72  1  0
 11 73  1  0
 11 74  1  0
 12 75  1  0
 12 76  1  0
 13 77  1  0
 13 78  1  0
 14 79  1  0
 14 80  1  0
 15 81  1  0
 15 82  1  0
 19 83  1  0
 19 84  1  0
 20 85  1  1
 21 86  1  0
 21 87  1  0
 25 88  1  0
 27 89  1  6
 28 90  1  0
 29 91  1  0
 30 92  1  0
 31 93  1  0
 32 94  1  0
 33 95  1  0
 34 96  1  1
 35 97  1  0
 36 98  1  0
 37 99  1  0
 41100  1  0
 41101  1  0
 42102  1  0
 42103  1  0
 43104  1  0
 43105  1  0
 44106  1  0
 44107  1  0
 45108  1  0
 45109  1  0
 46110  1  0
 46111  1  0
 47112  1  0
 47113  1  0
 48114  1  0
 48115  1  0
 49116  1  0
 49117  1  0
 50118  1  0
 50119  1  0
 51120  1  0
 51121  1  0
 52122  1  0
 52123  1  0
 53124  1  0
 53125  1  0
 54126  1  0
 54127  1  0
 55128  1  0
 55129  1  0
 55130  1  0
M  END

PI(16:2(9Z,12Z)/16:0)
  Mrv1652312131717452D          

 56 56  0  0  1  0            999 V2000
   -2.6340    0.3607    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3442    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0543    0.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2236   -0.3496    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0444   -0.3496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9236    0.7708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2134    0.3607    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7241    0.3394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0236    0.6438    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3853    0.0167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0236    1.3916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4847    0.6615    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1813    1.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5043   -0.1685    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.8093    0.1830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1162   -0.1685    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.7899    1.0096    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3891    0.7974    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8053    1.2227    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9631    1.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0243    0.1292    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4745    0.8368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7645    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7645    1.5409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4787    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1928    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9070    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6211    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3353    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0494    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7635    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4776    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3027    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0168    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7310    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5560    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2701    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9842    0.7695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6984    0.3564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7884   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7884   -1.5407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5026   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2167   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9308   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6450   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3591   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0733   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7874   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5016   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2157   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9298   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6439   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3581   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0722   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7864   -0.7693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5005   -0.3562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  1  4  1  1  0  0  0
  2  3  1  0  0  0  0
  3 23  1  0  0  0  0
  6  1  1  0  0  0  0
  7  6  1  0  0  0  0
  7  9  1  0  0  0  0
  9  8  1  0  0  0  0
  9 10  1  0  0  0  0
  9 11  2  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 12 20  1  0  0  0  0
 13 14  1  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 14  8  1  1  0  0  0
 15 19  1  0  0  0  0
 16 17  1  0  0  0  0
 16 15  1  0  0  0  0
 16 21  1  1  0  0  0
 17 22  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
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  2  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 40  5  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
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  1  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
M  END
> <DATABASE_ID>
HMDB0009802

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](COC(=O)CCCCCCC\C=C/C\C=C/CCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C41H75O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)51-31-33(32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48)53-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h7,9,13,15,33,36-41,44-48H,3-6,8,10-12,14,16-32H2,1-2H3,(H,49,50)/b9-7-,15-13-/t33-,36?,37-,38?,39?,40?,41-/m1/s1

> <INCHI_KEY>
BZUNGYVNIWPISD-SRZPIBOSSA-N

> <FORMULA>
C41H75O13P

> <MOLECULAR_WEIGHT>
807.0002

> <EXACT_MASS>
806.494528998

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
130

> <JCHEM_AVERAGE_POLARIZABILITY>
93.24401484744415

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
[(2R)-3-[(9Z,12Z)-hexadeca-9,12-dienoyloxy]-2-(hexadecanoyloxy)propoxy]({[(1s,3R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid

> <ALOGPS_LOGP>
6.57

> <JCHEM_LOGP>
8.270212576666669

> <ALOGPS_LOGS>
-5.72

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
12.360530531715522

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8332552462032856

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6458130204247565

> <JCHEM_POLAR_SURFACE_AREA>
209.50999999999996

> <JCHEM_REFRACTIVITY>
212.80100000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
36

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.54e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-3-[(9Z,12Z)-hexadeca-9,12-dienoyloxy]-2-(hexadecanoyloxy)propoxy([(1s,3R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0009802
     RDKit          3D
PI(16:2(9Z,12Z)/16:0)
130130  0  0  0  0  0  0  0  0999 V2000
    3.0807   -2.9431   -7.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7235   -3.8449   -6.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1756   -3.2408   -4.7134 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4897   -1.9714   -4.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6636   -1.6814   -3.6223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042   -2.5264   -2.5483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031   -3.0053   -2.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1132   -2.8182   -2.8758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2192   -2.0414   -4.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1196   -0.8068   -3.9764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1223   -0.1663   -5.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8736    1.0567   -5.5388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6266    2.3443   -4.8771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3239    3.0182   -5.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1424    2.4532   -4.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2051    2.5894   -2.8806 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5343    3.5220   -2.3739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9304    1.8685   -2.0050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8489    2.1413   -0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7270    1.2907    0.2311 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2078    1.4550   -0.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5317    1.0958   -1.3625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1980    1.3258   -1.5268 P   0  0  0  0  0  5  0  0  0  0  0  0
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M  END

HEADER    PROTEIN                                 13-DEC-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: PI(16:2(9Z,12Z)/16:0)                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-DEC-17         0                                  
HETATM    1  C   UNK     0      -4.917   0.673   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.242   1.436   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -7.568   0.673   0.000  0.00  0.00           O+0
HETATM    4  H   UNK     0      -4.151  -0.653   0.000  0.00  0.00           H+0
HETATM    5  O   UNK     0      -5.683  -0.653   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -3.591   1.439   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -2.265   0.673   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       1.352   0.634   0.000  0.00  0.00           O+0
HETATM    9  P   UNK     0      -0.044   1.202   0.000  0.00  0.00           P+0
HETATM   10  O   UNK     0      -0.719   0.031   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.044   2.598   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       6.505   1.235   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.072   1.885   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.808  -0.315   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.244   0.342   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       7.684  -0.315   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       8.941   1.885   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0       2.593   1.488   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.237   2.282   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       7.398   2.342   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.379   0.241   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      10.219   1.562   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -8.894   1.436   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      -8.894   2.876   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0     -10.227   0.665   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0     -11.560   1.436   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0     -12.893   0.665   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0     -14.226   1.436   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0     -15.559   0.665   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0     -16.892   1.436   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0     -18.225   0.665   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0     -19.558   1.436   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0     -21.098   1.436   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0     -22.431   0.665   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0     -23.764   1.436   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0     -25.305   1.436   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0     -26.638   0.665   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0     -27.971   1.436   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0     -29.304   0.665   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -7.072  -1.436   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0      -7.072  -2.876   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0      -8.405  -0.665   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -9.738  -1.436   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0     -11.071  -0.665   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0     -12.404  -1.436   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -13.737  -0.665   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0     -15.070  -1.436   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0     -16.403  -0.665   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0     -17.736  -1.436   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0     -19.069  -0.665   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0     -20.402  -1.436   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0     -21.735  -0.665   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0     -23.068  -1.436   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0     -24.401  -0.665   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0     -25.735  -1.436   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0     -27.068  -0.665   0.000  0.00  0.00           C+0
CONECT    1    2    5    4    6                                             
CONECT    2    1    3                                                       
CONECT    3    2   23                                                       
CONECT    4    1                                                            
CONECT    5    1   40                                                       
CONECT    6    1    7                                                       
CONECT    7    6    9                                                       
CONECT    8    9   14                                                       
CONECT    9    7    8   10   11                                             
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12   13   17   20                                                  
CONECT   13   12   14   18                                                  
CONECT   14   13   15    8                                                  
CONECT   15   14   19   16                                                  
CONECT   16   17   15   21                                                  
CONECT   17   12   16   22                                                  
CONECT   18   13                                                            
CONECT   19   15                                                            
CONECT   20   12                                                            
CONECT   21   16                                                            
CONECT   22   17                                                            
CONECT   23    3   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                                                            
CONECT   40    5   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                                                            
MASTER        0    0    0    0    0    0    0    0   56    0  112    0
END

COMPND    HMDB0009802
HETATM    1  C1  UNL     1       3.081  -2.943  -7.208  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.723  -3.845  -6.063  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.176  -3.241  -4.713  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.490  -1.971  -4.594  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.664  -1.681  -3.622  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.304  -2.526  -2.548  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.003  -3.005  -2.240  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.113  -2.818  -2.876  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.219  -2.041  -4.096  1.00  0.00           C  
HETATM   10  C10 UNL     1      -2.120  -0.807  -3.976  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.122  -0.166  -5.316  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.874   1.057  -5.539  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.627   2.344  -4.877  1.00  0.00           C  
HETATM   14  C14 UNL     1      -1.324   3.018  -5.044  1.00  0.00           C  
HETATM   15  C15 UNL     1      -0.142   2.453  -4.374  1.00  0.00           C  
HETATM   16  C16 UNL     1      -0.205   2.589  -2.881  1.00  0.00           C  
HETATM   17  O1  UNL     1       0.534   3.522  -2.374  1.00  0.00           O  
HETATM   18  O2  UNL     1      -0.930   1.869  -2.005  1.00  0.00           O  
HETATM   19  C17 UNL     1      -0.849   2.141  -0.637  1.00  0.00           C  
HETATM   20  C18 UNL     1      -1.727   1.291   0.231  1.00  0.00           C  
HETATM   21  C19 UNL     1      -3.208   1.455  -0.061  1.00  0.00           C  
HETATM   22  O3  UNL     1      -3.532   1.096  -1.363  1.00  0.00           O  
HETATM   23  P1  UNL     1      -5.198   1.326  -1.527  1.00  0.00           P  
HETATM   24  O4  UNL     1      -5.920   0.196  -0.793  1.00  0.00           O  
HETATM   25  O5  UNL     1      -5.696   1.305  -3.137  1.00  0.00           O  
HETATM   26  O6  UNL     1      -5.583   2.801  -0.784  1.00  0.00           O  
HETATM   27  C20 UNL     1      -6.772   3.315  -1.322  1.00  0.00           C  
HETATM   28  C21 UNL     1      -7.748   3.458  -0.171  1.00  0.00           C  
HETATM   29  O7  UNL     1      -8.816   4.245  -0.587  1.00  0.00           O  
HETATM   30  C22 UNL     1      -6.999   4.161   0.928  1.00  0.00           C  
HETATM   31  O8  UNL     1      -6.117   3.216   1.488  1.00  0.00           O  
HETATM   32  C23 UNL     1      -6.300   5.392   0.521  1.00  0.00           C  
HETATM   33  O9  UNL     1      -6.778   6.458   1.319  1.00  0.00           O  
HETATM   34  C24 UNL     1      -6.358   5.766  -0.914  1.00  0.00           C  
HETATM   35  O10 UNL     1      -5.181   6.463  -1.284  1.00  0.00           O  
HETATM   36  C25 UNL     1      -6.567   4.676  -1.884  1.00  0.00           C  
HETATM   37  O11 UNL     1      -7.685   4.934  -2.714  1.00  0.00           O  
HETATM   38  O12 UNL     1      -1.473   1.680   1.579  1.00  0.00           O  
HETATM   39  C26 UNL     1      -1.075   0.749   2.533  1.00  0.00           C  
HETATM   40  O13 UNL     1      -0.969  -0.436   2.095  1.00  0.00           O  
HETATM   41  C27 UNL     1      -0.801   1.081   3.917  1.00  0.00           C  
HETATM   42  C28 UNL     1       0.449   1.766   4.291  1.00  0.00           C  
HETATM   43  C29 UNL     1       1.738   1.124   3.952  1.00  0.00           C  
HETATM   44  C30 UNL     1       2.096   1.031   2.506  1.00  0.00           C  
HETATM   45  C31 UNL     1       3.412   0.299   2.282  1.00  0.00           C  
HETATM   46  C32 UNL     1       3.343  -1.144   2.746  1.00  0.00           C  
HETATM   47  C33 UNL     1       4.696  -1.774   2.470  1.00  0.00           C  
HETATM   48  C34 UNL     1       4.740  -3.214   2.825  1.00  0.00           C  
HETATM   49  C35 UNL     1       4.468  -3.583   4.232  1.00  0.00           C  
HETATM   50  C36 UNL     1       5.402  -3.032   5.261  1.00  0.00           C  
HETATM   51  C37 UNL     1       4.899  -3.587   6.608  1.00  0.00           C  
HETATM   52  C38 UNL     1       5.820  -3.072   7.675  1.00  0.00           C  
HETATM   53  C39 UNL     1       5.347  -3.622   9.012  1.00  0.00           C  
HETATM   54  C40 UNL     1       3.955  -3.204   9.362  1.00  0.00           C  
HETATM   55  C41 UNL     1       3.621  -3.840  10.713  1.00  0.00           C  
HETATM   56  H1  UNL     1       4.074  -2.471  -7.081  1.00  0.00           H  
HETATM   57  H2  UNL     1       2.344  -2.092  -7.242  1.00  0.00           H  
HETATM   58  H3  UNL     1       2.953  -3.476  -8.153  1.00  0.00           H  
HETATM   59  H4  UNL     1       1.630  -4.014  -6.083  1.00  0.00           H  
HETATM   60  H5  UNL     1       3.206  -4.837  -6.205  1.00  0.00           H  
HETATM   61  H6  UNL     1       3.092  -3.989  -3.956  1.00  0.00           H  
HETATM   62  H7  UNL     1       4.299  -3.109  -4.882  1.00  0.00           H  
HETATM   63  H8  UNL     1       2.714  -1.235  -5.405  1.00  0.00           H  
HETATM   64  H9  UNL     1       1.241  -0.636  -3.687  1.00  0.00           H  
HETATM   65  H10 UNL     1       2.020  -3.416  -2.491  1.00  0.00           H  
HETATM   66  H11 UNL     1       1.665  -1.979  -1.580  1.00  0.00           H  
HETATM   67  H12 UNL     1      -0.092  -3.640  -1.302  1.00  0.00           H  
HETATM   68  H13 UNL     1      -2.052  -3.290  -2.451  1.00  0.00           H  
HETATM   69  H14 UNL     1      -0.371  -1.920  -4.744  1.00  0.00           H  
HETATM   70  H15 UNL     1      -1.894  -2.712  -4.778  1.00  0.00           H  
HETATM   71  H16 UNL     1      -1.881  -0.205  -3.119  1.00  0.00           H  
HETATM   72  H17 UNL     1      -3.155  -1.223  -3.756  1.00  0.00           H  
HETATM   73  H18 UNL     1      -2.652  -0.957  -6.005  1.00  0.00           H  
HETATM   74  H19 UNL     1      -1.091  -0.184  -5.745  1.00  0.00           H  
HETATM   75  H20 UNL     1      -2.749   1.286  -6.674  1.00  0.00           H  
HETATM   76  H21 UNL     1      -3.999   0.828  -5.538  1.00  0.00           H  
HETATM   77  H22 UNL     1      -2.878   2.186  -3.776  1.00  0.00           H  
HETATM   78  H23 UNL     1      -3.407   3.073  -5.290  1.00  0.00           H  
HETATM   79  H24 UNL     1      -1.051   3.091  -6.153  1.00  0.00           H  
HETATM   80  H25 UNL     1      -1.393   4.129  -4.778  1.00  0.00           H  
HETATM   81  H26 UNL     1       0.060   1.419  -4.668  1.00  0.00           H  
HETATM   82  H27 UNL     1       0.777   3.021  -4.720  1.00  0.00           H  
HETATM   83  H28 UNL     1      -1.134   3.209  -0.409  1.00  0.00           H  
HETATM   84  H29 UNL     1       0.193   2.013  -0.248  1.00  0.00           H  
HETATM   85  H30 UNL     1      -1.521   0.211   0.116  1.00  0.00           H  
HETATM   86  H31 UNL     1      -3.524   2.528   0.053  1.00  0.00           H  
HETATM   87  H32 UNL     1      -3.768   0.777   0.612  1.00  0.00           H  
HETATM   88  H33 UNL     1      -6.493   0.750  -3.236  1.00  0.00           H  
HETATM   89  H34 UNL     1      -7.174   2.652  -2.117  1.00  0.00           H  
HETATM   90  H35 UNL     1      -8.064   2.465   0.200  1.00  0.00           H  
HETATM   91  H36 UNL     1      -9.659   3.790  -0.332  1.00  0.00           H  
HETATM   92  H37 UNL     1      -7.763   4.358   1.737  1.00  0.00           H  
HETATM   93  H38 UNL     1      -6.302   3.046   2.448  1.00  0.00           H  
HETATM   94  H39 UNL     1      -5.222   5.294   0.801  1.00  0.00           H  
HETATM   95  H40 UNL     1      -6.498   6.288   2.275  1.00  0.00           H  
HETATM   96  H41 UNL     1      -7.175   6.515  -1.043  1.00  0.00           H  
HETATM   97  H42 UNL     1      -5.383   7.138  -1.987  1.00  0.00           H  
HETATM   98  H43 UNL     1      -5.718   4.592  -2.626  1.00  0.00           H  
HETATM   99  H44 UNL     1      -7.566   5.872  -3.051  1.00  0.00           H  
HETATM  100  H45 UNL     1      -0.904   0.091   4.493  1.00  0.00           H  
HETATM  101  H46 UNL     1      -1.714   1.646   4.330  1.00  0.00           H  
HETATM  102  H47 UNL     1       0.418   2.853   3.963  1.00  0.00           H  
HETATM  103  H48 UNL     1       0.431   1.872   5.423  1.00  0.00           H  
HETATM  104  H49 UNL     1       2.589   1.555   4.548  1.00  0.00           H  
HETATM  105  H50 UNL     1       1.673   0.062   4.355  1.00  0.00           H  
HETATM  106  H51 UNL     1       2.322   2.092   2.161  1.00  0.00           H  
HETATM  107  H52 UNL     1       1.319   0.668   1.834  1.00  0.00           H  
HETATM  108  H53 UNL     1       3.702   0.318   1.218  1.00  0.00           H  
HETATM  109  H54 UNL     1       4.202   0.862   2.818  1.00  0.00           H  
HETATM  110  H55 UNL     1       2.602  -1.711   2.147  1.00  0.00           H  
HETATM  111  H56 UNL     1       3.064  -1.258   3.801  1.00  0.00           H  
HETATM  112  H57 UNL     1       4.832  -1.694   1.362  1.00  0.00           H  
HETATM  113  H58 UNL     1       5.450  -1.141   2.938  1.00  0.00           H  
HETATM  114  H59 UNL     1       3.942  -3.722   2.203  1.00  0.00           H  
HETATM  115  H60 UNL     1       5.687  -3.700   2.460  1.00  0.00           H  
HETATM  116  H61 UNL     1       4.546  -4.707   4.299  1.00  0.00           H  
HETATM  117  H62 UNL     1       3.399  -3.380   4.483  1.00  0.00           H  
HETATM  118  H63 UNL     1       5.378  -1.938   5.347  1.00  0.00           H  
HETATM  119  H64 UNL     1       6.418  -3.366   5.059  1.00  0.00           H  
HETATM  120  H65 UNL     1       4.944  -4.689   6.581  1.00  0.00           H  
HETATM  121  H66 UNL     1       3.854  -3.244   6.769  1.00  0.00           H  
HETATM  122  H67 UNL     1       5.925  -1.975   7.679  1.00  0.00           H  
HETATM  123  H68 UNL     1       6.829  -3.520   7.518  1.00  0.00           H  
HETATM  124  H69 UNL     1       5.407  -4.731   8.957  1.00  0.00           H  
HETATM  125  H70 UNL     1       6.036  -3.218   9.800  1.00  0.00           H  
HETATM  126  H71 UNL     1       3.200  -3.554   8.659  1.00  0.00           H  
HETATM  127  H72 UNL     1       3.897  -2.093   9.436  1.00  0.00           H  
HETATM  128  H73 UNL     1       3.495  -4.936  10.507  1.00  0.00           H  
HETATM  129  H74 UNL     1       2.646  -3.417  11.068  1.00  0.00           H  
HETATM  130  H75 UNL     1       4.427  -3.713  11.452  1.00  0.00           H  
CONECT    1    2   56   57   58
CONECT    2    3   59   60
CONECT    3    4   61   62
CONECT    4    5    5   63
CONECT    5    6   64
CONECT    6    7   65   66
CONECT    7    8    8   67
CONECT    8    9   68
CONECT    9   10   69   70
CONECT   10   11   71   72
CONECT   11   12   73   74
CONECT   12   13   75   76
CONECT   13   14   77   78
CONECT   14   15   79   80
CONECT   15   16   81   82
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20   83   84
CONECT   20   21   38   85
CONECT   21   22   86   87
CONECT   22   23
CONECT   23   24   24   25   26
CONECT   25   88
CONECT   26   27
CONECT   27   28   36   89
CONECT   28   29   30   90
CONECT   29   91
CONECT   30   31   32   92
CONECT   31   93
CONECT   32   33   34   94
CONECT   33   95
CONECT   34   35   36   96
CONECT   35   97
CONECT   36   37   98
CONECT   37   99
CONECT   38   39
CONECT   39   40   40   41
CONECT   41   42  100  101
CONECT   42   43  102  103
CONECT   43   44  104  105
CONECT   44   45  106  107
CONECT   45   46  108  109
CONECT   46   47  110  111
CONECT   47   48  112  113
CONECT   48   49  114  115
CONECT   49   50  116  117
CONECT   50   51  118  119
CONECT   51   52  120  121
CONECT   52   53  122  123
CONECT   53   54  124  125
CONECT   54   55  126  127
CONECT   55  128  129  130
END

HMDB0009802
     RDKit          3D
PI(16:2(9Z,12Z)/16:0)
130130  0  0  0  0  0  0  0  0999 V2000
    3.0807   -2.9431   -7.2078 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7235   -3.8449   -6.0629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1756   -3.2408   -4.7134 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4897   -1.9714   -4.5945 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6636   -1.6814   -3.6223 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3042   -2.5264   -2.5483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0031   -3.0053   -2.2397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1132   -2.8182   -2.8758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2192   -2.0414   -4.0965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1196   -0.8068   -3.9764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1223   -0.1663   -5.3161 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8736    1.0567   -5.5388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6266    2.3443   -4.8771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3239    3.0182   -5.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1424    2.4532   -4.3737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2051    2.5894   -2.8806 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5343    3.5220   -2.3739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9304    1.8685   -2.0050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8489    2.1413   -0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7270    1.2907    0.2311 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2078    1.4550   -0.0614 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5317    1.0958   -1.3625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1980    1.3258   -1.5268 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.9202    0.1955   -0.7929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6957    1.3053   -3.1371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5831    2.8012   -0.7839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7724    3.3147   -1.3222 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.7484    3.4577   -0.1713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8156    4.2454   -0.5873 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9985    4.1614    0.9280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1168    3.2160    1.4877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2999    5.3923    0.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7780    6.4576    1.3189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3581    5.7663   -0.9144 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.1807    6.4626   -1.2845 O   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
PI(32:2)	HMDB
Phosphatidylinositol(32:2)	HMDB
PIno(16:2/16:0)	HMDB
PIno(32:2)	HMDB
Phosphatidylinositol(16:2/16:0)	HMDB
PI(16:2/16:0)	HMDB
1-(9Z,12Z-Hexadecadienoate)-2-hexadecanoyl-sn-glycero-3-phospho-(1'-myo-inositol)	HMDB
1-(9Z,12Z-Hexadecadienoate)-2-hexadecanoyl-sn-glycero-3-phosphoinositol	HMDB
1-(9Z,12Z-Hexadecadienoate)-2-palmitoyl-sn-glycero-3-phosphoinositol	HMDB
[(2R)-3-[(9Z,12Z)-Hexadeca-9,12-dienoyloxy]-2-(hexadecanoyloxy)propoxy]({[(1S,3R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinate	HMDB
PI(16:2(9Z,12Z)/16:0)	Lipid Annotator

Chemical Formula

C₄₁H₇₅O₁₃P

Average Molecular Weight

807.0002

Monoisotopic Molecular Weight

806.494528998

IUPAC Name

[(2R)-3-[(9Z,12Z)-hexadeca-9,12-dienoyloxy]-2-(hexadecanoyloxy)propoxy]({[(1s,3R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy})phosphinic acid

Traditional Name

(2R)-3-[(9Z,12Z)-hexadeca-9,12-dienoyloxy]-2-(hexadecanoyloxy)propoxy([(1s,3R)-2,3,4,5,6-pentahydroxycyclohexyl]oxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](COC(=O)CCCCCCC\C=C/C\C=C/CCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C41H75O13P/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-34(42)51-31-33(32-52-55(49,50)54-41-39(47)37(45)36(44)38(46)40(41)48)53-35(43)30-28-26-24-22-20-18-16-14-12-10-8-6-4-2/h7,9,13,15,33,36-41,44-48H,3-6,8,10-12,14,16-32H2,1-2H3,(H,49,50)/b9-7-,15-13-/t33-,36?,37-,38?,39?,40?,41-/m1/s1

InChI Key

BZUNGYVNIWPISD-SRZPIBOSSA-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

Not Available

Ontology

Physiological effect

Disposition

Biological location

Cellular substructure

Organelle

endoplasmic reticulum (PMID: 20519312)

golgi apparatus membrane (PMID: 20519312)
Membrane (HMDB: HMDB0009802)
Extracellular (HMDB: HMDB0009802)
cell membrane (PMID: 20519312)

Cell

All cells and tissues (HMDB: HMDB0009802)

Tissue

All Tissues (HMDB: HMDB0009802)

Organ

Brain (HMDB: HMDB0009802)

Excreta

Biofluid or Excreta

Feces (PMID: 29808030)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Naturally occurring process

Apoptosis (PMID: 11042212)

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0015 g/L	ALOGPS
logP	6.57	ALOGPS
logP	8.27	ChemAxon
logS	-5.7	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	36	ChemAxon
Refractivity	212.8 m³·mol⁻¹	ChemAxon
Polarizability	93.24 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	301.151	31661259
DarkChem	[M-H]-	285.987	31661259
DeepCCS	[M+H]+	252.091	30932474
DeepCCS	[M-H]-	250.266	30932474
DeepCCS	[M-2H]-	283.505	30932474
DeepCCS	[M+Na]+	258.413	30932474
AllCCS	[M+H]+	287.0	32859911
AllCCS	[M+H-H2O]+	287.2	32859911
AllCCS	[M+NH4]+	286.7	32859911
AllCCS	[M+Na]+	286.6	32859911
AllCCS	[M-H]-	281.1	32859911
AllCCS	[M+Na-2H]-	287.0	32859911
AllCCS	[M+HCOO]-	293.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
PI(16:2(9Z,12Z)/16:0)	[H][C@@](COC(=O)CCCCCCC\C=C/C\C=C/CCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCC	4602.3	Standard polar	33892256
PI(16:2(9Z,12Z)/16:0)	[H][C@@](COC(=O)CCCCCCC\C=C/C\C=C/CCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCC	4770.0	Standard non polar	33892256
PI(16:2(9Z,12Z)/16:0)	[H][C@@](COC(=O)CCCCCCC\C=C/C\C=C/CCC)(COP(O)(=O)O[C@H]1C(O)C(O)C(O)[C@@H](O)C1O)OC(=O)CCCCCCCCCCCCCCC	5698.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - PI(16:2(9Z,12Z)/16:0) GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - PI(16:2(9Z,12Z)/16:0) GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - PI(16:2(9Z,12Z)/16:0) GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - PI(16:2(9Z,12Z)/16:0) GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - PI(16:2(9Z,12Z)/16:0) GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - PI(16:2(9Z,12Z)/16:0) GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-19	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PI(16:2(9Z,12Z)/16:0) 10V, Negative-QTOF	splash10-0a4i-0000000090-0c8d15ec2377e5035f80	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PI(16:2(9Z,12Z)/16:0) 20V, Negative-QTOF	splash10-0a4i-0000000090-0c8d15ec2377e5035f80	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PI(16:2(9Z,12Z)/16:0) 40V, Negative-QTOF	splash10-0ap3-0069070010-2415e40da39718e3e0a4	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Feces

Tissue Locations

All Tissues
Brain

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB026992

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

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Only showing the first 10 proteins. There are 80 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-1

General function:: Involved in calcium ion binding
Specific function:: The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes.
Gene Name:: PLCB1
Uniprot ID:: Q9NQ66
Molecular weight:: 138565.805

Enzyme Details

2. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-4

General function:: Involved in calcium ion binding
Specific function:: The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes. This form has a role in retina signal transduction.
Gene Name:: PLCB4
Uniprot ID:: Q15147
Molecular weight:: 136105.065

Enzyme Details

3. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-2

General function:: Involved in calcium ion binding
Specific function:: The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes.
Gene Name:: PLCB2
Uniprot ID:: Q00722
Molecular weight:: 134023.21

Enzyme Details

4. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase beta-3

General function:: Involved in calcium ion binding
Specific function:: The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes.
Gene Name:: PLCB3
Uniprot ID:: Q01970
Molecular weight:: 138797.725

Enzyme Details

5. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-2

General function:: Involved in phosphoinositide phospholipase C activity
Specific function:: The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes. It is a crucial enzyme in transmembrane signaling.
Gene Name:: PLCG2
Uniprot ID:: P16885
Molecular weight:: 147868.67

Enzyme Details

6. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase gamma-1

General function:: Involved in calcium ion binding
Specific function:: Mediates the production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3). Plays an important role in the regulation of intracellular signaling cascades. Becomes activated in response to ligand-mediated activation of receptor-type tyrosine kinases, such as PDGFRA, PDGFRB, FGFR1, FGFR2, FGFR3 and FGFR4. Plays a role in actin reorganization and cell migration.
Gene Name:: PLCG1
Uniprot ID:: P19174
Molecular weight:: 148658.92

Enzyme Details

7. 1-phosphatidylinositol 4,5-bisphosphate phosphodiesterase delta-1

General function:: Involved in calcium ion binding
Specific function:: The production of the second messenger molecules diacylglycerol (DAG) and inositol 1,4,5-trisphosphate (IP3) is mediated by activated phosphatidylinositol-specific phospholipase C enzymes. Essential for trophoblast and placental development.
Gene Name:: PLCD1
Uniprot ID:: P51178
Molecular weight:: 88134.23

Enzyme Details

8. N-acetylglucosaminyl-phosphatidylinositol de-N-acetylase

General function:: Involved in N-acetylglucosaminylphosphatidylinositol de
Specific function:: Involved in the second step of GPI biosynthesis. De-N-acetylation of N-acetylglucosaminyl-phosphatidylinositol.
Gene Name:: PIGL
Uniprot ID:: Q9Y2B2
Molecular weight:: 28530.965

Enzyme Details

9. Phosphatidylinositol N-acetylglucosaminyltransferase subunit Q

General function:: Involved in phosphatidylinositol N-acetylglucosaminyltransferase activity
Specific function:: Part of the complex catalyzing the transfer of N-acetylglucosamine from UDP-N-acetylglucosamine to phosphatidylinositol, the first step of GPI biosynthesis.
Gene Name:: PIGQ
Uniprot ID:: Q9BRB3
Molecular weight:: 65343.25

Enzyme Details

10. Phosphatidylinositol N-acetylglucosaminyltransferase subunit A

General function:: Involved in biosynthetic process
Specific function:: Necessary for the synthesis of N-acetylglucosaminyl-phosphatidylinositol, the very early intermediate in GPI-anchor biosynthesis.
Gene Name:: PIGA
Uniprot ID:: P37287
Molecular weight:: 54126.065

Only showing the first 10 proteins. There are 80 proteins in total.

Show all enzymes and transporters

Showing metabocard for PI(16:2(9Z,12Z)/16:0) (HMDB0009802)

MOL for HMDB0009802 (PI(16:2(9Z,12Z)/16:0))

3D MOL for HMDB0009802 (PI(16:2(9Z,12Z)/16:0))

3D SDF for HMDB0009802 (PI(16:2(9Z,12Z)/16:0))

3D-SDF for HMDB0009802 (PI(16:2(9Z,12Z)/16:0))

PDB for HMDB0009802 (PI(16:2(9Z,12Z)/16:0))

3D PDB for HMDB0009802 (PI(16:2(9Z,12Z)/16:0))

SMILES for HMDB0009802 (PI(16:2(9Z,12Z)/16:0))

INCHI for HMDB0009802 (PI(16:2(9Z,12Z)/16:0))

Structure for HMDB0009802 (PI(16:2(9Z,12Z)/16:0))

3D Structure for HMDB0009802 (PI(16:2(9Z,12Z)/16:0))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes