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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (43) Show 43 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-12-10 02:08:55 UTC

Update Date

2022-11-30 19:03:57 UTC

HMDB ID

HMDB0011404

Secondary Accession Numbers

HMDB11404

Metabolite Identification

Common Name

PE(P-18:1(11Z)/16:0)

Description

PE(P-18:1(11Z)/16:0) is a phosphatidylethanolamine (PE or GPEtn). It is a glycerophospholipid in which a phosphorylethanolamine moiety occupies a glycerol substitution site. As is the case with diacylglycerols, glycerophosphoethanolamines can have many different combinations of fatty acids of varying lengths and saturation attached at the C-1 and C-2 positions. Fatty acids containing 16, 18 and 20 carbons are the most common. PE(P-18:1(11Z)/16:0), in particular, consists of one chain of plasmalogen 18:1n7 at the C-1 position and one chain of palmitic acid at the C-2 position. The plasmalogen 18:1n7 moiety is derived from animal fats, liver and kidney, while the palmitic acid moiety is derived from fish oils, milk fats, vegetable oils and animal fats. Phospholipids, are ubiquitous in nature and are key components of the lipid bilayer of cells, as well as being involved in metabolism and signaling. 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. PEs are neutral zwitterions at physiological pH. They mostly have palmitic or stearic acid on carbon 1 and a long chain unsaturated fatty acid (e.g. 18:2, 20:4 and 22:6) on carbon 2. PE synthesis can occur via two pathways. The first requires that ethanolamine be activated by phosphorylation and then coupled to CDP. The ethanolamine is then transferred from CDP-ethanolamine to phosphatidic acid to yield PE. The second involves the decarboxylation of PS. Plasmalogens are glycerol ether phospholipids. They are of two types, alkyl ether (-O-CH2-) and alkenyl ether (-O-CH=CH-). Dihydroxyacetone phosphate (DHAP) serves as the glycerol precursor for the synthesis of plasmalogens. Three major classes of plasmalogens have been identified: choline, ethanolamine and serine derivatives. Ethanolamine plasmalogen is prevalent in myelin. Choline plasmalogen is abundant in cardiac tissue. Usually, the highest proportion of the plasmalogen form is in the ethanolamine class with rather less in choline, and commonly little or none in other phospholipids such as phosphatidylinositol. In choline plasmalogens of most tissues, a higher proportion is often of the O-alkyl rather than the O-alkenyl form, but the reverse tends to be true in heart lipids. In animal tissues, the alkyl and alkenyl moieties in both non-polar and phospholipids tend to be rather simple in composition with 16:0, 18:0 and 18:1 (double bond in position 9) predominating. Ether analogues of triacylglycerols, i.e. 1-alkyldiacyl-sn-glycerols, are present at trace levels only if at all in most animal tissues, but they can be major components of some marine lipids.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02241201362D          

 49 48  0  0  1  0            999 V2000
   23.6956  -11.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0206  -12.0521    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.3454  -11.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.3708  -12.0521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.6703  -12.0521    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4937  -12.8317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.0459  -11.6623    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.6561  -10.9871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4357  -12.3374    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.7210  -11.2725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3961  -11.6623    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0712  -11.2725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7464  -11.6623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.6083  -12.8614    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0622  -12.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7767  -13.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4912  -12.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2056  -13.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9201  -12.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6346  -13.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3490  -12.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0635  -13.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7780  -12.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4925  -13.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2069  -12.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9214  -13.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6359  -12.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3503  -13.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0648  -12.8317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7793  -13.2442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7793  -14.0692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9532  -11.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.2362  -11.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5191  -12.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8020  -11.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0850  -12.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3680  -11.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6509  -12.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9453  -11.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2282  -12.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5111  -11.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7941  -12.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0770  -12.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3600  -11.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6429  -12.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9259  -11.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2084  -12.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4914  -11.6441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7739  -12.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  1  1  0  0  0  0
  5  3  1  0  0  0  0
  2  6  1  6  0  0  0
  7  4  1  0  0  0  0
  8  7  2  0  0  0  0
  9  7  1  0  0  0  0
 10  7  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
  2 14  1  1  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30  6  1  0  0  0  0
 30 31  2  0  0  0  0
 33 32  2  0  0  0  0
 34 33  1  0  0  0  0
 35 34  1  0  0  0  0
 36 35  1  0  0  0  0
 37 36  1  0  0  0  0
 38 37  1  0  0  0  0
 39 38  1  0  0  0  0
 40 39  1  0  0  0  0
 41 40  1  0  0  0  0
 42 41  1  0  0  0  0
 43 42  2  0  0  0  0
 44 43  1  0  0  0  0
 45 44  1  0  0  0  0
 46 45  1  0  0  0  0
 47 46  1  0  0  0  0
  5 32  1  0  0  0  0
 48 47  1  0  0  0  0
 49 48  1  0  0  0  0
M  END

HMDB0011404
     RDKit          3D
PE(P-18:1(11Z)/16:0)
124123  0  0  0  0  0  0  0  0999 V2000
   -7.6935    4.8501    1.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1274    4.4707    0.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4945    3.2851    1.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9145    2.9017    1.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5071    1.8149    2.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9931    0.4222    2.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5934    0.2766    2.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6391   -0.1868    1.7640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8417   -0.6380    0.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4499   -2.1073    0.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5445   -2.6133   -1.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5693   -2.3464   -2.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0030   -1.0433   -2.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9933   -0.4487   -1.6271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7846   -1.4007   -1.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7907   -0.8089   -0.5920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3272    0.5188   -1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0574    0.6938   -1.3361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1427   -0.3361   -1.2146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781   -1.1737   -2.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2330   -2.1804   -1.7830 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3075   -3.0085   -0.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4031   -3.7695   -1.0207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8985   -4.6431    0.3576 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.4028   -4.4921    0.5505 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1670   -4.0336    1.7394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5512   -6.2572    0.0614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4341   -6.7310    0.7070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2761   -8.1980    0.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1143   -8.3869   -1.0848 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3489   -1.4510   -1.2951 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6054   -1.5657   -1.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8552   -2.3093   -2.8116 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7645   -0.7654   -1.2774 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3333   -0.1329    0.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2953    0.7493    0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6254    0.3305    1.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6511   -0.0921    0.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9309   -0.4401    0.8923 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4875    0.6918    1.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8319    1.8949    0.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3915    2.9620    1.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7326    4.1723    0.8582 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7410    3.8650   -0.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0431    3.3546    0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0120    3.0672   -0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3527    4.2586   -1.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9701    5.2943   -0.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6122    5.9215    1.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2515    4.2618    1.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0370    4.7440    0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7785    5.3327    1.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2326    4.1443   -0.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7643    2.4952    1.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3414    3.6924    2.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5282    3.8349    1.6799 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9657    2.6455    0.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6388    1.8179    2.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4176    2.1040    3.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2915    0.0107    1.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6205   -0.1786    2.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2910    0.5888    3.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6018   -0.2351    2.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4072    0.0280   -0.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9806   -0.6893    0.1941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4497   -2.2953    0.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1631   -2.6858    0.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6217   -2.3538   -1.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6467   -3.7757   -1.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0581   -2.7413   -3.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7307   -3.1318   -2.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5207   -1.0312   -3.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8119   -0.2699   -2.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2841   -0.0964   -0.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5924    0.4649   -2.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3694   -1.5733   -2.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0899   -2.3976   -1.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127   -1.5197   -0.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1726   -0.7591    0.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0705    1.3156   -1.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7202    1.6529   -1.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4267   -0.6258   -3.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6631   -1.7816   -2.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6163   -2.8126   -2.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4740   -3.5913   -0.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6781   -2.2821    0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7656   -4.7239    2.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6084   -6.6902    1.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4484   -6.1340    0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6421   -8.5607    0.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1986   -8.6963    0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7991   -8.7944   -1.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4123   -7.5791   -1.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1707   -0.0551   -1.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5152   -1.5966   -1.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737   -0.8971    0.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4210    0.5145   -0.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3980    1.6934    0.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063    1.2369    1.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0377    1.1890    1.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5202   -0.4853    1.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4653   -0.9600   -0.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv0541 02241201362D          

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M  END
> <DATABASE_ID>
HMDB0011404

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](CO\C=C/CCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C39H76NO7P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-34-44-36-38(37-46-48(42,43)45-35-33-40)47-39(41)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h13,15,31,34,38H,3-12,14,16-30,32-33,35-37,40H2,1-2H3,(H,42,43)/b15-13-,34-31-/t38-/m1/s1

> <INCHI_KEY>
MYXWLPFBAVVSPF-NHGOJEJISA-N

> <FORMULA>
C39H76NO7P

> <MOLECULAR_WEIGHT>
701.997

> <EXACT_MASS>
701.535940303

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
86.94881974332316

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2-aminoethoxy)[(2R)-2-(hexadecanoyloxy)-3-[(1Z,11Z)-octadeca-1,11-dien-1-yloxy]propoxy]phosphinic acid

> <ALOGPS_LOGP>
9.03

> <JCHEM_LOGP>
11.370905673449899

> <ALOGPS_LOGS>
-6.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8688005890409598

> <JCHEM_PKA_STRONGEST_BASIC>
9.999929336362282

> <JCHEM_POLAR_SURFACE_AREA>
117.31

> <JCHEM_REFRACTIVITY>
201.661

> <JCHEM_ROTATABLE_BOND_COUNT>
39

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.82e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-aminoethoxy(2R)-2-(hexadecanoyloxy)-3-[(1Z,11Z)-octadeca-1,11-dien-1-yloxy]propoxyphosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011404
     RDKit          3D
PE(P-18:1(11Z)/16:0)
124123  0  0  0  0  0  0  0  0999 V2000
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   -5.9933   -0.4487   -1.6271 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2330   -2.1804   -1.7830 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3075   -3.0085   -0.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.1143   -8.3869   -1.0848 N   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.3414    3.6924    2.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5282    3.8349    1.6799 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9657    2.6455    0.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6388    1.8179    2.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4176    2.1040    3.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.2910    0.5888    3.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6018   -0.2351    2.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.9806   -0.6893    0.1941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4497   -2.2953    0.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1631   -2.6858    0.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6217   -2.3538   -1.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6467   -3.7757   -1.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0581   -2.7413   -3.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7307   -3.1318   -2.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5207   -1.0312   -3.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8119   -0.2699   -2.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2841   -0.0964   -0.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5924    0.4649   -2.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3694   -1.5733   -2.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0899   -2.3976   -1.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127   -1.5197   -0.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1726   -0.7591    0.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0705    1.3156   -1.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7202    1.6529   -1.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4267   -0.6258   -3.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6631   -1.7816   -2.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6163   -2.8126   -2.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4740   -3.5913   -0.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6781   -2.2821    0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7656   -4.7239    2.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6084   -6.6902    1.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4484   -6.1340    0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6421   -8.5607    0.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1986   -8.6963    0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7991   -8.7944   -1.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4123   -7.5791   -1.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1707   -0.0551   -1.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5152   -1.5966   -1.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737   -0.8971    0.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4210    0.5145   -0.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3980    1.6934    0.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063    1.2369    1.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0377    1.1890    1.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5202   -0.4853    1.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4653   -0.9600   -0.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8591    0.7525   -0.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6584   -1.2653    1.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6769   -0.8573    0.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4682    0.3261    2.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8845    0.9748    2.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5765    1.6266    0.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8801    2.2727    0.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6490    3.2644    2.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3168    2.6454    2.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1278    5.0075    1.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8379    4.6066    0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9936    4.8652   -0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2895    3.2128   -0.9672 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4173    4.0675    1.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8398    2.3725    0.8667 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9535    2.7070   -0.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5733    2.2916   -1.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5208    4.6500   -2.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1451    3.9386   -2.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2352    5.7179    0.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7117    4.7510   -0.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5183    6.0686   -1.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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M  END

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      44.232 -21.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      42.972 -22.497   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      41.711 -21.770   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      45.492 -22.497   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      40.451 -22.497   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      41.988 -23.953   0.000  0.00  0.00           O+0
HETATM    7  P   UNK     0      46.752 -21.770   0.000  0.00  0.00           P+0
HETATM    8  O   UNK     0      46.025 -20.509   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      47.480 -23.030   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      48.013 -21.042   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      49.273 -21.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      50.533 -21.042   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      51.793 -21.770   0.000  0.00  0.00           N+0
HETATM   14  H   UNK     0      44.069 -24.008   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0      20.649 -23.953   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      21.983 -24.723   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      23.317 -23.953   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      24.650 -24.723   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.984 -23.953   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      27.318 -24.723   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      28.651 -23.953   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      29.985 -24.723   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      31.319 -23.953   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      32.653 -24.723   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      33.986 -23.953   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      35.320 -24.723   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      36.654 -23.953   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      37.987 -24.723   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      39.321 -23.953   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      40.655 -24.723   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      40.655 -26.263   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      39.113 -21.736   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      37.774 -21.736   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      36.436 -22.497   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      35.097 -21.736   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      33.759 -22.497   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      32.420 -21.736   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      31.082 -22.497   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      29.765 -21.736   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      28.426 -22.497   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      27.087 -21.736   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      25.749 -22.497   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      24.410 -22.497   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      23.072 -21.736   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      21.733 -22.497   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      20.395 -21.736   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      19.056 -22.497   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      17.717 -21.736   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      16.378 -22.497   0.000  0.00  0.00           C+0
CONECT    1    2    4                                                       
CONECT    2    1    3    6   14                                             
CONECT    3    2    5                                                       
CONECT    4    1    7                                                       
CONECT    5    3   32                                                       
CONECT    6    2   30                                                       
CONECT    7    4    8    9   10                                             
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    7   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14    2                                                            
CONECT   15   16                                                            
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29    6   31                                                  
CONECT   31   30                                                            
CONECT   32   33    5                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   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                                                            
MASTER        0    0    0    0    0    0    0    0   49    0   96    0
END

COMPND    HMDB0011404
HETATM    1  C1  UNL     1      -7.693   4.850   1.105  1.00  0.00           C  
HETATM    2  C2  UNL     1      -9.127   4.471   0.845  1.00  0.00           C  
HETATM    3  C3  UNL     1      -9.494   3.285   1.769  1.00  0.00           C  
HETATM    4  C4  UNL     1     -10.915   2.902   1.522  1.00  0.00           C  
HETATM    5  C5  UNL     1     -11.507   1.815   2.297  1.00  0.00           C  
HETATM    6  C6  UNL     1     -10.993   0.422   2.163  1.00  0.00           C  
HETATM    7  C7  UNL     1      -9.593   0.277   2.535  1.00  0.00           C  
HETATM    8  C8  UNL     1      -8.639  -0.187   1.764  1.00  0.00           C  
HETATM    9  C9  UNL     1      -8.842  -0.638   0.381  1.00  0.00           C  
HETATM   10  C10 UNL     1      -8.450  -2.107   0.206  1.00  0.00           C  
HETATM   11  C11 UNL     1      -8.545  -2.613  -1.168  1.00  0.00           C  
HETATM   12  C12 UNL     1      -7.569  -2.346  -2.212  1.00  0.00           C  
HETATM   13  C13 UNL     1      -7.003  -1.043  -2.554  1.00  0.00           C  
HETATM   14  C14 UNL     1      -5.993  -0.449  -1.627  1.00  0.00           C  
HETATM   15  C15 UNL     1      -4.785  -1.401  -1.537  1.00  0.00           C  
HETATM   16  C16 UNL     1      -3.791  -0.809  -0.592  1.00  0.00           C  
HETATM   17  C17 UNL     1      -3.327   0.519  -1.053  1.00  0.00           C  
HETATM   18  C18 UNL     1      -2.057   0.694  -1.336  1.00  0.00           C  
HETATM   19  O1  UNL     1      -1.143  -0.336  -1.215  1.00  0.00           O  
HETATM   20  C19 UNL     1      -0.778  -1.174  -2.287  1.00  0.00           C  
HETATM   21  C20 UNL     1       0.233  -2.180  -1.783  1.00  0.00           C  
HETATM   22  C21 UNL     1      -0.307  -3.009  -0.646  1.00  0.00           C  
HETATM   23  O2  UNL     1      -1.403  -3.769  -1.021  1.00  0.00           O  
HETATM   24  P1  UNL     1      -1.898  -4.643   0.358  1.00  0.00           P  
HETATM   25  O3  UNL     1      -3.403  -4.492   0.551  1.00  0.00           O  
HETATM   26  O4  UNL     1      -1.167  -4.034   1.739  1.00  0.00           O  
HETATM   27  O5  UNL     1      -1.551  -6.257   0.061  1.00  0.00           O  
HETATM   28  C22 UNL     1      -0.434  -6.731   0.707  1.00  0.00           C  
HETATM   29  C23 UNL     1      -0.276  -8.198   0.325  1.00  0.00           C  
HETATM   30  N1  UNL     1      -0.114  -8.387  -1.085  1.00  0.00           N  
HETATM   31  O6  UNL     1       1.349  -1.451  -1.295  1.00  0.00           O  
HETATM   32  C24 UNL     1       2.605  -1.566  -1.845  1.00  0.00           C  
HETATM   33  O7  UNL     1       2.855  -2.309  -2.812  1.00  0.00           O  
HETATM   34  C25 UNL     1       3.764  -0.765  -1.277  1.00  0.00           C  
HETATM   35  C26 UNL     1       3.333  -0.133   0.008  1.00  0.00           C  
HETATM   36  C27 UNL     1       4.295   0.749   0.662  1.00  0.00           C  
HETATM   37  C28 UNL     1       5.625   0.331   1.099  1.00  0.00           C  
HETATM   38  C29 UNL     1       6.651  -0.092   0.129  1.00  0.00           C  
HETATM   39  C30 UNL     1       7.931  -0.440   0.892  1.00  0.00           C  
HETATM   40  C31 UNL     1       8.488   0.692   1.680  1.00  0.00           C  
HETATM   41  C32 UNL     1       8.832   1.895   0.826  1.00  0.00           C  
HETATM   42  C33 UNL     1       9.391   2.962   1.713  1.00  0.00           C  
HETATM   43  C34 UNL     1       9.733   4.172   0.858  1.00  0.00           C  
HETATM   44  C35 UNL     1      10.741   3.865  -0.217  1.00  0.00           C  
HETATM   45  C36 UNL     1      12.043   3.355   0.356  1.00  0.00           C  
HETATM   46  C37 UNL     1      13.012   3.067  -0.747  1.00  0.00           C  
HETATM   47  C38 UNL     1      13.353   4.259  -1.587  1.00  0.00           C  
HETATM   48  C39 UNL     1      13.970   5.294  -0.667  1.00  0.00           C  
HETATM   49  H1  UNL     1      -7.612   5.921   1.428  1.00  0.00           H  
HETATM   50  H2  UNL     1      -7.252   4.262   1.937  1.00  0.00           H  
HETATM   51  H3  UNL     1      -7.037   4.744   0.227  1.00  0.00           H  
HETATM   52  H4  UNL     1      -9.778   5.333   1.076  1.00  0.00           H  
HETATM   53  H5  UNL     1      -9.233   4.144  -0.195  1.00  0.00           H  
HETATM   54  H6  UNL     1      -8.764   2.495   1.648  1.00  0.00           H  
HETATM   55  H7  UNL     1      -9.341   3.692   2.806  1.00  0.00           H  
HETATM   56  H8  UNL     1     -11.528   3.835   1.680  1.00  0.00           H  
HETATM   57  H9  UNL     1     -10.966   2.645   0.411  1.00  0.00           H  
HETATM   58  H10 UNL     1     -12.639   1.818   2.173  1.00  0.00           H  
HETATM   59  H11 UNL     1     -11.418   2.104   3.409  1.00  0.00           H  
HETATM   60  H12 UNL     1     -11.291   0.011   1.173  1.00  0.00           H  
HETATM   61  H13 UNL     1     -11.621  -0.179   2.932  1.00  0.00           H  
HETATM   62  H14 UNL     1      -9.291   0.589   3.582  1.00  0.00           H  
HETATM   63  H15 UNL     1      -7.602  -0.235   2.211  1.00  0.00           H  
HETATM   64  H16 UNL     1      -8.407   0.028  -0.345  1.00  0.00           H  
HETATM   65  H17 UNL     1      -9.981  -0.689   0.194  1.00  0.00           H  
HETATM   66  H18 UNL     1      -7.450  -2.295   0.663  1.00  0.00           H  
HETATM   67  H19 UNL     1      -9.163  -2.686   0.850  1.00  0.00           H  
HETATM   68  H20 UNL     1      -9.622  -2.354  -1.554  1.00  0.00           H  
HETATM   69  H21 UNL     1      -8.647  -3.776  -1.117  1.00  0.00           H  
HETATM   70  H22 UNL     1      -8.058  -2.741  -3.197  1.00  0.00           H  
HETATM   71  H23 UNL     1      -6.731  -3.132  -2.078  1.00  0.00           H  
HETATM   72  H24 UNL     1      -6.521  -1.031  -3.585  1.00  0.00           H  
HETATM   73  H25 UNL     1      -7.812  -0.270  -2.665  1.00  0.00           H  
HETATM   74  H26 UNL     1      -6.284  -0.096  -0.662  1.00  0.00           H  
HETATM   75  H27 UNL     1      -5.592   0.465  -2.177  1.00  0.00           H  
HETATM   76  H28 UNL     1      -4.369  -1.573  -2.549  1.00  0.00           H  
HETATM   77  H29 UNL     1      -5.090  -2.398  -1.162  1.00  0.00           H  
HETATM   78  H30 UNL     1      -2.913  -1.520  -0.562  1.00  0.00           H  
HETATM   79  H31 UNL     1      -4.173  -0.759   0.452  1.00  0.00           H  
HETATM   80  H32 UNL     1      -4.071   1.316  -1.139  1.00  0.00           H  
HETATM   81  H33 UNL     1      -1.720   1.653  -1.669  1.00  0.00           H  
HETATM   82  H34 UNL     1      -0.427  -0.626  -3.166  1.00  0.00           H  
HETATM   83  H35 UNL     1      -1.663  -1.782  -2.617  1.00  0.00           H  
HETATM   84  H36 UNL     1       0.616  -2.813  -2.620  1.00  0.00           H  
HETATM   85  H37 UNL     1       0.474  -3.591  -0.149  1.00  0.00           H  
HETATM   86  H38 UNL     1      -0.678  -2.282   0.125  1.00  0.00           H  
HETATM   87  H39 UNL     1      -0.766  -4.724   2.290  1.00  0.00           H  
HETATM   88  H40 UNL     1      -0.608  -6.690   1.804  1.00  0.00           H  
HETATM   89  H41 UNL     1       0.448  -6.134   0.401  1.00  0.00           H  
HETATM   90  H42 UNL     1       0.642  -8.561   0.833  1.00  0.00           H  
HETATM   91  H43 UNL     1      -1.199  -8.696   0.661  1.00  0.00           H  
HETATM   92  H44 UNL     1       0.799  -8.794  -1.340  1.00  0.00           H  
HETATM   93  H45 UNL     1      -0.412  -7.579  -1.654  1.00  0.00           H  
HETATM   94  H46 UNL     1       4.171  -0.055  -1.993  1.00  0.00           H  
HETATM   95  H47 UNL     1       4.515  -1.597  -1.096  1.00  0.00           H  
HETATM   96  H48 UNL     1       2.874  -0.897   0.702  1.00  0.00           H  
HETATM   97  H49 UNL     1       2.421   0.514  -0.236  1.00  0.00           H  
HETATM   98  H50 UNL     1       4.398   1.693   0.005  1.00  0.00           H  
HETATM   99  H51 UNL     1       3.806   1.237   1.591  1.00  0.00           H  
HETATM  100  H52 UNL     1       6.038   1.189   1.735  1.00  0.00           H  
HETATM  101  H53 UNL     1       5.520  -0.485   1.901  1.00  0.00           H  
HETATM  102  H54 UNL     1       6.465  -0.960  -0.498  1.00  0.00           H  
HETATM  103  H55 UNL     1       6.859   0.752  -0.589  1.00  0.00           H  
HETATM  104  H56 UNL     1       7.658  -1.265   1.581  1.00  0.00           H  
HETATM  105  H57 UNL     1       8.677  -0.857   0.175  1.00  0.00           H  
HETATM  106  H58 UNL     1       9.468   0.326   2.114  1.00  0.00           H  
HETATM  107  H59 UNL     1       7.885   0.975   2.540  1.00  0.00           H  
HETATM  108  H60 UNL     1       9.577   1.627   0.071  1.00  0.00           H  
HETATM  109  H61 UNL     1       7.880   2.273   0.398  1.00  0.00           H  
HETATM  110  H62 UNL     1       8.649   3.264   2.475  1.00  0.00           H  
HETATM  111  H63 UNL     1      10.317   2.645   2.235  1.00  0.00           H  
HETATM  112  H64 UNL     1      10.128   5.007   1.513  1.00  0.00           H  
HETATM  113  H65 UNL     1       8.838   4.607   0.370  1.00  0.00           H  
HETATM  114  H66 UNL     1      10.994   4.865  -0.677  1.00  0.00           H  
HETATM  115  H67 UNL     1      10.290   3.213  -0.967  1.00  0.00           H  
HETATM  116  H68 UNL     1      12.417   4.067   1.090  1.00  0.00           H  
HETATM  117  H69 UNL     1      11.840   2.373   0.867  1.00  0.00           H  
HETATM  118  H70 UNL     1      13.954   2.707  -0.282  1.00  0.00           H  
HETATM  119  H71 UNL     1      12.573   2.292  -1.430  1.00  0.00           H  
HETATM  120  H72 UNL     1      12.521   4.650  -2.188  1.00  0.00           H  
HETATM  121  H73 UNL     1      14.145   3.939  -2.303  1.00  0.00           H  
HETATM  122  H74 UNL     1      13.235   5.718   0.042  1.00  0.00           H  
HETATM  123  H75 UNL     1      14.712   4.751  -0.044  1.00  0.00           H  
HETATM  124  H76 UNL     1      14.518   6.069  -1.229  1.00  0.00           H  
CONECT    1    2   49   50   51
CONECT    2    3   52   53
CONECT    3    4   54   55
CONECT    4    5   56   57
CONECT    5    6   58   59
CONECT    6    7   60   61
CONECT    7    8    8   62
CONECT    8    9   63
CONECT    9   10   64   65
CONECT   10   11   66   67
CONECT   11   12   68   69
CONECT   12   13   70   71
CONECT   13   14   72   73
CONECT   14   15   74   75
CONECT   15   16   76   77
CONECT   16   17   78   79
CONECT   17   18   18   80
CONECT   18   19   81
CONECT   19   20
CONECT   20   21   82   83
CONECT   21   22   31   84
CONECT   22   23   85   86
CONECT   23   24
CONECT   24   25   25   26   27
CONECT   26   87
CONECT   27   28
CONECT   28   29   88   89
CONECT   29   30   90   91
CONECT   30   92   93
CONECT   31   32
CONECT   32   33   33   34
CONECT   34   35   94   95
CONECT   35   36   96   97
CONECT   36   37   98   99
CONECT   37   38  100  101
CONECT   38   39  102  103
CONECT   39   40  104  105
CONECT   40   41  106  107
CONECT   41   42  108  109
CONECT   42   43  110  111
CONECT   43   44  112  113
CONECT   44   45  114  115
CONECT   45   46  116  117
CONECT   46   47  118  119
CONECT   47   48  120  121
CONECT   48  122  123  124
END

HMDB0011404
     RDKit          3D
PE(P-18:1(11Z)/16:0)
124123  0  0  0  0  0  0  0  0999 V2000
   -7.6935    4.8501    1.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1274    4.4707    0.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4945    3.2851    1.7692 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9145    2.9017    1.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5071    1.8149    2.2974 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9931    0.4222    2.1632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5934    0.2766    2.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6391   -0.1868    1.7640 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8417   -0.6380    0.3808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4499   -2.1073    0.2056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5445   -2.6133   -1.1678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5693   -2.3464   -2.2119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0030   -1.0433   -2.5536 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9933   -0.4487   -1.6271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7846   -1.4007   -1.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7907   -0.8089   -0.5920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3272    0.5188   -1.0526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0574    0.6938   -1.3361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1427   -0.3361   -1.2146 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7781   -1.1737   -2.2870 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2330   -2.1804   -1.7830 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3075   -3.0085   -0.6457 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4031   -3.7695   -1.0207 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8985   -4.6431    0.3576 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.4028   -4.4921    0.5505 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1670   -4.0336    1.7394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5512   -6.2572    0.0614 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4341   -6.7310    0.7070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2761   -8.1980    0.3255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1143   -8.3869   -1.0848 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3489   -1.4510   -1.2951 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6054   -1.5657   -1.8454 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8552   -2.3093   -2.8116 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7645   -0.7654   -1.2774 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3333   -0.1329    0.0078 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2953    0.7493    0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6254    0.3305    1.0991 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6511   -0.0921    0.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9309   -0.4401    0.8923 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4875    0.6918    1.6802 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8319    1.8949    0.8262 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3915    2.9620    1.7129 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7326    4.1723    0.8582 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7410    3.8650   -0.2169 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0431    3.3546    0.3559 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0120    3.0672   -0.7471 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3527    4.2586   -1.5873 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9701    5.2943   -0.6668 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6122    5.9215    1.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2515    4.2618    1.9366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0370    4.7440    0.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7785    5.3327    1.0758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2326    4.1443   -0.1953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7643    2.4952    1.6481 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3414    3.6924    2.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5282    3.8349    1.6799 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9657    2.6455    0.4114 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6388    1.8179    2.1733 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4176    2.1040    3.4095 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2915    0.0107    1.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6205   -0.1786    2.9322 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2910    0.5888    3.5823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6018   -0.2351    2.2107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4072    0.0280   -0.3448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9806   -0.6893    0.1941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4497   -2.2953    0.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1631   -2.6858    0.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6217   -2.3538   -1.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6467   -3.7757   -1.1172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0581   -2.7413   -3.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7307   -3.1318   -2.0779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5207   -1.0312   -3.5847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8119   -0.2699   -2.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2841   -0.0964   -0.6616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5924    0.4649   -2.1767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3694   -1.5733   -2.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0899   -2.3976   -1.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9127   -1.5197   -0.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1726   -0.7591    0.4522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0705    1.3156   -1.1389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7202    1.6529   -1.6685 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4267   -0.6258   -3.1658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6631   -1.7816   -2.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6163   -2.8126   -2.6202 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4740   -3.5913   -0.1493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6781   -2.2821    0.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7656   -4.7239    2.2900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6084   -6.6902    1.8044 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4484   -6.1340    0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6421   -8.5607    0.8335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1986   -8.6963    0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7991   -8.7944   -1.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4123   -7.5791   -1.6543 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1707   -0.0551   -1.9934 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5152   -1.5966   -1.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8737   -0.8971    0.7016 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4210    0.5145   -0.2360 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3980    1.6934    0.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8063    1.2369    1.5909 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0377    1.1890    1.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5202   -0.4853    1.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4653   -0.9600   -0.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8591    0.7525   -0.5895 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6584   -1.2653    1.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6769   -0.8573    0.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4682    0.3261    2.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8845    0.9748    2.5400 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5765    1.6266    0.0707 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8801    2.2727    0.3977 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6490    3.2644    2.4750 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3168    2.6454    2.2353 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1278    5.0075    1.5134 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8379    4.6066    0.3696 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9936    4.8652   -0.6773 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2895    3.2128   -0.9672 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4173    4.0675    1.0903 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8398    2.3725    0.8667 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9535    2.7070   -0.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5733    2.2916   -1.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5208    4.6500   -2.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1451    3.9386   -2.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2352    5.7179    0.0415 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7117    4.7510   -0.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5183    6.0686   -1.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(1-Enyl-vaccenoyl)-2-palmitoyl-sn-glycero-3-phosphoethanolamine	ChEBI
PE(P-18:1(11Z)/16:0)	ChEBI
1-(1Z,11Z-Octadecadienyl)-2-palmitoyl-gpe	HMDB
1-(1Z,11Z-Octadecadienyl)-2-palmitoyl-sn-glycero-3-phosphoethanolamine	HMDB
1-(1Z,11Z-Octadecadienyl)-2-palmitoyl-sn-glycero-phosphatidylethanolamine	HMDB
GPE(18:2/16:0)	HMDB
GPE(34:2)	HMDB
GPE(O-18:2(1Z,11Z)/16:0)	HMDB
GPE(p-18:1(11Z)/16:0)	HMDB
GPEtn(18:2/16:0)	HMDB
GPEtn(34:2)	HMDB
GPEtn(O-18:2(1Z,11Z)/16:0)	HMDB
GPEtn(p-18:1(11Z)/16:0)	HMDB
PE(18:2/16:0)	HMDB
PE(34:2)	HMDB
PE(O-18:2(1Z,11Z)/16:0)	HMDB
Phosphatidylethanolamine(18:2/16:0)	HMDB
Phosphatidylethanolamine(34:2)	HMDB
Phosphatidylethanolamine(O-18:2(1Z,11Z)/16:0)	HMDB
Phosphatidylethanolamine(p-18:1(11Z)/16:0)	HMDB

Chemical Formula

C₃₉H₇₆NO₇P

Average Molecular Weight

701.997

Monoisotopic Molecular Weight

701.535940303

IUPAC Name

(2-aminoethoxy)[(2R)-2-(hexadecanoyloxy)-3-[(1Z,11Z)-octadeca-1,11-dien-1-yloxy]propoxy]phosphinic acid

Traditional Name

2-aminoethoxy(2R)-2-(hexadecanoyloxy)-3-[(1Z,11Z)-octadeca-1,11-dien-1-yloxy]propoxyphosphinic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](CO\C=C/CCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C39H76NO7P/c1-3-5-7-9-11-13-15-17-18-19-21-23-25-27-29-31-34-44-36-38(37-46-48(42,43)45-35-33-40)47-39(41)32-30-28-26-24-22-20-16-14-12-10-8-6-4-2/h13,15,31,34,38H,3-12,14,16-30,32-33,35-37,40H2,1-2H3,(H,42,43)/b15-13-,34-31-/t38-/m1/s1

InChI Key

MYXWLPFBAVVSPF-NHGOJEJISA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerophospholipids

Sub Class

Glycerophosphoethanolamines

Direct Parent

1-(1Z-alkenyl),2-acylglycerophosphoethanolamines

Alternative Parents

Substituents

1-(1z-alkenyl),2-acylglycerophosphoethanolamine
Glycerol vinyl ether
Phosphoethanolamine
Fatty acid ester
Dialkyl phosphate
Fatty acyl
Alkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Amino acid or derivatives
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic oxide
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Primary amine
Primary aliphatic amine
Organic oxygen compound
Amine
Carbonyl group
Organopnictogen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

1-(alk-1-enyl)-2-acyl-sn-glycero-3-phosphoethanolamine (CHEBI:85019 )

Ontology

Physiological effect

Health effect

Diabetes mellitus type 2 (PMID: 30402908)
Non-alcoholic fatty liver disease (PMID: 26811286)
Parkinson's disease (PMID: 26811286)

Nervous system disorder

Central nervous system disorder

Alzheimer's Disease (PMID: 26811286)

Disposition

Biological location

Cellular substructure

Organelle

endoplasmic reticulum (HMDB: HMDB0011404)

golgi apparatus membrane (HMDB: HMDB0011404)
cell membrane (HMDB: HMDB0011404)
Membrane (HMDB: HMDB0011404)
Extracellular (HMDB: HMDB0011404)

Cell

All cells and tissues (HMDB: HMDB0011404)

Tissue

All Tissues (HMDB: HMDB0011404)

Organ

Brain (HMDB: HMDB0011404)

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

Biological process

Biochemical pathway

Metabolic pathway

Phosphatidylethanolamine Biosynthesis (HMDB: HMDB0011404)

Biochemical process

Lipid transport (PMID: 26811286)

Cellular process

Autophagy (PMID: 26811286)

Role

Biological role

Nutrient

Nutrient (PMID: 26811286)

Industrial application

Pharmaceutical industry

Biomarker

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	7.8e-05 g/L	ALOGPS
logP	9.03	ALOGPS
logP	11.37	ChemAxon
logS	-7	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	10	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	117.31 Å²	ChemAxon
Rotatable Bond Count	39	ChemAxon
Refractivity	201.66 m³·mol⁻¹	ChemAxon
Polarizability	86.95 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	277.525	31661259
DarkChem	[M-H]-	265.705	31661259
DeepCCS	[M+H]+	279.388	30932474
DeepCCS	[M-H]-	276.692	30932474
DeepCCS	[M-2H]-	310.384	30932474
DeepCCS	[M+Na]+	286.885	30932474
AllCCS	[M+H]+	277.9	32859911
AllCCS	[M+H-H2O]+	277.7	32859911
AllCCS	[M+NH4]+	278.1	32859911
AllCCS	[M+Na]+	278.2	32859911
AllCCS	[M-H]-	266.7	32859911
AllCCS	[M+Na-2H]-	272.4	32859911
AllCCS	[M+HCOO]-	278.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
PE(P-18:1(11Z)/16:0)	[H][C@@](CO\C=C/CCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	4733.6	Standard polar	33892256
PE(P-18:1(11Z)/16:0)	[H][C@@](CO\C=C/CCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	4539.0	Standard non polar	33892256
PE(P-18:1(11Z)/16:0)	[H][C@@](CO\C=C/CCCCCCCC\C=C/CCCCCC)(COP(O)(=O)OCCN)OC(=O)CCCCCCCCCCCCCCC	5002.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
PE(P-18:1(11Z)/16:0),1TMS,isomer #1	CCCCCC/C=C\CCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4940.0	Semi standard non polar	33892256
PE(P-18:1(11Z)/16:0),1TMS,isomer #1	CCCCCC/C=C\CCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4321.1	Standard non polar	33892256
PE(P-18:1(11Z)/16:0),1TMS,isomer #1	CCCCCC/C=C\CCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	6334.9	Standard polar	33892256
PE(P-18:1(11Z)/16:0),1TMS,isomer #2	CCCCCC/C=C\CCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	5016.8	Semi standard non polar	33892256
PE(P-18:1(11Z)/16:0),1TMS,isomer #2	CCCCCC/C=C\CCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4512.5	Standard non polar	33892256
PE(P-18:1(11Z)/16:0),1TMS,isomer #2	CCCCCC/C=C\CCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	6171.3	Standard polar	33892256
PE(P-18:1(11Z)/16:0),2TMS,isomer #1	CCCCCC/C=C\CCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4926.0	Semi standard non polar	33892256
PE(P-18:1(11Z)/16:0),2TMS,isomer #1	CCCCCC/C=C\CCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4451.1	Standard non polar	33892256
PE(P-18:1(11Z)/16:0),2TMS,isomer #1	CCCCCC/C=C\CCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN[Si](C)(C)C)O[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	5152.5	Standard polar	33892256
PE(P-18:1(11Z)/16:0),2TMS,isomer #2	CCCCCC/C=C\CCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	5202.7	Semi standard non polar	33892256
PE(P-18:1(11Z)/16:0),2TMS,isomer #2	CCCCCC/C=C\CCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4499.9	Standard non polar	33892256
PE(P-18:1(11Z)/16:0),2TMS,isomer #2	CCCCCC/C=C\CCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN([Si](C)(C)C)[Si](C)(C)C)OC(=O)CCCCCCCCCCCCCCC	5851.2	Standard polar	33892256
PE(P-18:1(11Z)/16:0),1TBDMS,isomer #1	CCCCCC/C=C\CCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCCCC	5174.9	Semi standard non polar	33892256
PE(P-18:1(11Z)/16:0),1TBDMS,isomer #1	CCCCCC/C=C\CCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4386.9	Standard non polar	33892256
PE(P-18:1(11Z)/16:0),1TBDMS,isomer #1	CCCCCC/C=C\CCCCCCCC/C=C\OC[C@H](COP(=O)(OCCN)O[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCCCC	6296.9	Standard polar	33892256
PE(P-18:1(11Z)/16:0),1TBDMS,isomer #2	CCCCCC/C=C\CCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCCCC	5235.9	Semi standard non polar	33892256
PE(P-18:1(11Z)/16:0),1TBDMS,isomer #2	CCCCCC/C=C\CCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCCCC	4595.1	Standard non polar	33892256
PE(P-18:1(11Z)/16:0),1TBDMS,isomer #2	CCCCCC/C=C\CCCCCCCC/C=C\OC[C@H](COP(=O)(O)OCCN[Si](C)(C)C(C)(C)C)OC(=O)CCCCCCCCCCCCCCC	6076.7	Standard polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-18:1(11Z)/16:0) 10V, Positive-QTOF	splash10-0006-9030100100-59a92366bdb40ee0192e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-18:1(11Z)/16:0) 20V, Positive-QTOF	splash10-0006-9040101000-c1526a6e6dc50e45cbc7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-18:1(11Z)/16:0) 40V, Positive-QTOF	splash10-0006-9143031000-b4534e0cd6bfa5f95958	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-18:1(11Z)/16:0) 10V, Negative-QTOF	splash10-0pbc-2290403300-d044a399cbaf47b5ebec	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-18:1(11Z)/16:0) 20V, Negative-QTOF	splash10-004l-9560201000-efe9a5ea9449a4511919	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-18:1(11Z)/16:0) 40V, Negative-QTOF	splash10-01t9-9110000000-7b39e76267a8166c1b88	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-18:1(11Z)/16:0) 10V, Positive-QTOF	splash10-0udi-6100062900-9a1ec58bd3ecf4ac1ce8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-18:1(11Z)/16:0) 20V, Positive-QTOF	splash10-0cdm-5100092000-dde5313afe670789b550	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-18:1(11Z)/16:0) 40V, Positive-QTOF	splash10-0006-3923100000-e6b78e1b2e29bf4f28d5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-18:1(11Z)/16:0) 10V, Negative-QTOF	splash10-0udi-3400001900-08d0e86d83e442232340	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-18:1(11Z)/16:0) 20V, Negative-QTOF	splash10-0ftn-4681911400-7e2abb908157d50c1362	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - PE(P-18:1(11Z)/16:0) 40V, Negative-QTOF	splash10-002f-9830200000-95f9b07557626d6c9aa5	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

All Tissues
Brain

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Predicted Concentrations

Biospecimen	Value	Original age	Original sex	Original condition	Comments
Blood	2.156 +/- 2.400 uM	Adult (>18 years old)	Both	Normal (Upper Limit)	Concentration data updated from parsing Nick's...
Blood	0.325 +/- 0.189 uM	Adult (>18 years old)	Both	Normal (Most Probable)	Concentration data updated from parsing Nick's...

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

24769288

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53480864

PDB ID

Not Available

ChEBI ID

85019

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Divecha N, Irvine RF: Phospholipid signaling. Cell. 1995 Jan 27;80(2):269-78. [PubMed:7834746 ]
Cevc, Gregor (1993). Phospholipids Handbook. Marcel Dekker.
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Only showing the first 10 proteins. There are 43 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Calcium-dependent phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. This isozyme hydrolyzes more efficiently L-alpha-1-palmitoyl-2-oleoyl phosphatidylcholine than L-alpha-1-palmitoyl-2-arachidonyl phosphatidylcholine, L-alpha-1-palmitoyl-2-arachidonyl phosphatidylethanolamine, or L-alpha-1-stearoyl-2-arachidonyl phosphatidylinositol. May be involved in the production of lung surfactant, the remodeling or regulation of cardiac muscle.
Gene Name:: PLA2G5
Uniprot ID:: P39877
Molecular weight:: 15674.065

Enzyme Details

2. Group IIF secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Hydrolyzes phosphatidylglycerol versus phosphatidylcholine with a 15-fold preference.
Gene Name:: PLA2G2F
Uniprot ID:: Q9BZM2
Molecular weight:: 23256.29

Enzyme Details

3. Cytosolic phospholipase A2

General function:: Involved in metabolic process
Specific function:: Selectively hydrolyzes arachidonyl phospholipids in the sn-2 position releasing arachidonic acid. Together with its lysophospholipid activity, it is implicated in the initiation of the inflammatory response.
Gene Name:: PLA2G4A
Uniprot ID:: P47712
Molecular weight:: 85210.19

Enzyme Details

4. Phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides.
Gene Name:: PLA2G1B
Uniprot ID:: P04054
Molecular weight:: 16359.535

Enzyme Details

5. Group XIIB secretory phospholipase A2-like protein

General function:: Involved in phospholipase A2 activity
Specific function:: Not known; does not seem to have catalytic activity.
Gene Name:: PLA2G12B
Uniprot ID:: Q9BX93
Molecular weight:: Not Available

Enzyme Details

6. Group 10 secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Has a powerful potency for releasing arachidonic acid from cell membrane phospholipids. Prefers phosphatidylethanolamine and phosphatidylcholine liposomes to those of phosphatidylserine.
Gene Name:: PLA2G10
Uniprot ID:: O15496
Molecular weight:: 18153.04

Enzyme Details

7. Group IIE secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Has a preference for arachidonic-containing phospholipids.
Gene Name:: PLA2G2E
Uniprot ID:: Q9NZK7
Molecular weight:: 15988.525

Enzyme Details

8. 85/88 kDa calcium-independent phospholipase A2

General function:: Involved in metabolic process
Specific function:: Catalyzes the release of fatty acids from phospholipids. It has been implicated in normal phospholipid remodeling, nitric oxide-induced or vasopressin-induced arachidonic acid release and in leukotriene and prostaglandin production. May participate in fas mediated apoptosis and in regulating transmembrane ion flux in glucose-stimulated B-cells. Has a role in cardiolipin (CL) deacylation. Required for both speed and directionality of monocyte MCP1/CCL2-induced chemotaxis through regulation of F-actin polymerization at the pseudopods. Isoform ankyrin-iPLA2-1 and isoform ankyrin-iPLA2-2, which lack the catalytic domain, are probably involved in the negative regulation of iPLA2 activity.
Gene Name:: PLA2G6
Uniprot ID:: O60733
Molecular weight:: 84092.635

Enzyme Details

9. Group IID secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. L-alpha-1-palmitoyl-2-linoleoyl phosphatidylethanolamine is more efficiently hydrolyzed than the other phospholipids examined.
Gene Name:: PLA2G2D
Uniprot ID:: Q9UNK4
Molecular weight:: 16546.1

Enzyme Details

10. Phospholipase D2

General function:: Involved in protein binding
Specific function:: May have a role in signal-induced cytoskeletal regulation and/or endocytosis (By similarity).
Gene Name:: PLD2
Uniprot ID:: O14939
Molecular weight:: 104656.485

Only showing the first 10 proteins. There are 43 proteins in total.

Show all enzymes and transporters

Showing metabocard for PE(P-18:1(11Z)/16:0) (HMDB0011404)

MOL for HMDB0011404 (PE(P-18:1(11Z)/16:0))

3D MOL for HMDB0011404 (PE(P-18:1(11Z)/16:0))

3D SDF for HMDB0011404 (PE(P-18:1(11Z)/16:0))

3D-SDF for HMDB0011404 (PE(P-18:1(11Z)/16:0))

PDB for HMDB0011404 (PE(P-18:1(11Z)/16:0))

3D PDB for HMDB0011404 (PE(P-18:1(11Z)/16:0))

SMILES for HMDB0011404 (PE(P-18:1(11Z)/16:0))

INCHI for HMDB0011404 (PE(P-18:1(11Z)/16:0))

Structure for HMDB0011404 (PE(P-18:1(11Z)/16:0))

3D Structure for HMDB0011404 (PE(P-18:1(11Z)/16:0))

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

MS/MS Spectra

Enzymes