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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 17:13:55 UTC

Update Date

2021-09-23 17:13:55 UTC

HMDB ID

HMDB0302365

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Glycolipids

Description

Glycolipids is practically insoluble (in water) and a moderately acidic compound (based on its pKa). Glycolipids can be found in chayote, chinese mustard, swamp cabbage, and winter squash, which makes glycolipids a potential biomarker for the consumption of these food products. Glycolipids are lipids with a carbohydrate attached by a glycosidic bond. Their role is to maintain the stability of the cell membrane and to facilitate cellular recognition, which is crucial to the immune response and in the connections that allow cells to connect to one another to form tissues. Glycolipids are found on the surface of all eukaryotic cell membranes, where they extend from the phospholipid bilayer into the extracellular environment .

Structure

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

  Mrv0541 02241221142D          

 33 32  0  0  1  0            999 V2000
    4.7586   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756   -3.9849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.1901   -3.5724    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.9046   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9046   -4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6190   -5.2224    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.2065   -5.9368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0315   -4.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3335   -5.6349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3335   -6.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0480   -6.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0480   -7.6974    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   19.8730   -7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0480   -8.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2230   -7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901   -2.7474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756   -2.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756   -1.5099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756   -4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 20 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
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 17 30  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 16 33  1  6  0  0  0
M  CHG  1  26   1
M  END

HMDB0302365
     RDKit          3D
Glycolipids
 83 82  0  0  0  0  0  0  0  0999 V2000
  -11.3911   -1.8765   -0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1037   -0.4968    0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6037   -0.3436    0.3112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7833   -0.5676   -0.9018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2912   -0.3440   -0.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1556    1.0441   -0.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8269    1.5284    0.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9782    0.9362    1.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3937   -0.4265    1.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5892   -0.5388   -0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3318    0.2339   -0.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3440    1.7044   -0.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1879    2.4502   -0.7400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1621    2.1731   -0.3593 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    1.3731    0.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1027    1.2012    0.7892 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5281    1.5711    1.9993 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2919   -0.3410    0.5922 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7589   -0.5301    0.7304 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1121   -0.0920    2.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7979   -0.2312    2.1934 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.1973   -0.6671    3.5179 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3325    1.4380    1.9297 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2924   -1.0745    0.8070 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6720   -1.2956    0.8030 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2296   -0.6342   -0.4638 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6216   -0.8135   -0.5184 N   0  0  0  0  0  4  0  0  0  0  0  0
   10.2209   -0.7706   -1.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2806    0.3166    0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1337   -1.9932    0.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7312   -0.7823   -0.6287 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1418   -0.4148   -1.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1095    0.4009   -2.1296 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9053   -1.9511   -1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0437   -2.3305    0.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5129   -2.5517   -0.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3384    0.2851   -0.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6308   -0.2096    0.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2855   -1.1032    1.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5082    0.6496    0.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7797   -1.6266   -1.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9599    0.1242   -1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6907   -0.4994   -1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0903   -1.0698    0.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8787    1.3414    0.7907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4778    1.7076   -0.9067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9359    2.6270    0.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2646    1.6006   -0.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6973    0.7392    2.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2525    1.6054    1.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6150   -0.5252    2.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0304   -1.2859    1.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2225   -1.6472   -0.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1998   -0.5640   -1.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5920   -0.2783    0.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8938    0.0074   -1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2252    2.2531   -0.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2630    1.9477    1.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3297    2.2781   -1.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4144    3.5676   -0.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9495    2.7137   -0.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0788    0.8494    1.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5808    1.6843   -0.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9100    1.2271    2.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7830   -0.8141    1.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2308    0.2612    0.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1271   -1.5067    0.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5647    1.9192    1.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7860   -2.4271    0.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1411   -1.0405    1.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0686    0.5265   -0.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7667   -0.9556   -1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7060   -0.0310   -2.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1909   -1.7519   -2.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2537   -0.4709   -1.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3582    0.1880    0.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9378    0.1701    1.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8512    1.2490   -0.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2253   -1.9705    0.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9549   -1.8444    1.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7723   -2.9193   -0.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9126   -1.5032   -0.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6757   -0.7827   -2.8568 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  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  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 18 31  1  0
 31 32  1  0
 32 33  2  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  6 46  1  0
  7 47  1  0
  7 48  1  0
  8 49  1  0
  8 50  1  0
  9 51  1  0
  9 52  1  0
 10 53  1  0
 10 54  1  0
 11 55  1  0
 11 56  1  0
 12 57  1  0
 12 58  1  0
 13 59  1  0
 13 60  1  0
 14 61  1  0
 15 62  1  0
 16 63  1  6
 17 64  1  0
 18 65  1  1
 19 66  1  0
 19 67  1  0
 23 68  1  0
 25 69  1  0
 25 70  1  0
 26 71  1  0
 26 72  1  0
 28 73  1  0
 28 74  1  0
 28 75  1  0
 29 76  1  0
 29 77  1  0
 29 78  1  0
 30 79  1  0
 30 80  1  0
 30 81  1  0
 31 82  1  0
 32 83  1  0
M  CHG  1  27   1
M  END

  Mrv0541 02241221142D          

 33 32  0  0  1  0            999 V2000
    4.7586   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756   -3.9849    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.1901   -3.5724    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   16.9046   -3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9046   -4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6190   -5.2224    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.2065   -5.9368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0315   -4.5079    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3335   -5.6349    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3335   -6.4599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0480   -6.8724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0480   -7.6974    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   19.8730   -7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0480   -8.5224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2230   -7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901   -2.7474    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756   -2.3349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756   -1.5099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4756   -4.8099    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 20 22  1  0  0  0  0
 20 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
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
 17 30  1  1  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 16 33  1  6  0  0  0
M  CHG  1  26   1
M  END
> <DATABASE_ID>
HMDB0302365

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](COP(=O)(O)OCC[N+](C)(C)C)NC=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H49N2O6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(28)23(25-22-27)21-32-33(29,30)31-20-19-26(2,3)4/h17-18,22-24,28H,5-16,19-21H2,1-4H3,(H-,25,27,29,30)/p+1/b18-17+/t23-,24+/m0/s1

> <INCHI_KEY>
LRYZPFWEZHSTHD-HEFFAWAOSA-O

> <FORMULA>
C24H50N2O6P

> <MOLECULAR_WEIGHT>
493.6374

> <EXACT_MASS>
493.340648854

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
57.399226593020245

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
1

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2S,3R,4E)-3-hydroxy-2-formamidooctadec-4-en-1-yl]oxy}[2-(trimethylazaniumyl)ethoxy]phosphinic acid

> <ALOGPS_LOGP>
1.11

> <JCHEM_LOGP>
0.4474305408615883

> <ALOGPS_LOGS>
-6.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.766384458239667

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8668954323646556

> <JCHEM_PKA_STRONGEST_BASIC>
-0.42747390174566646

> <JCHEM_POLAR_SURFACE_AREA>
105.09000000000002

> <JCHEM_REFRACTIVITY>
146.1332

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.22e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2S,3R,4E)-3-hydroxy-2-formamidooctadec-4-en-1-yl]oxy(2-(trimethylammonio)ethoxy)phosphinic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302365
     RDKit          3D
Glycolipids
 83 82  0  0  0  0  0  0  0  0999 V2000
  -11.3911   -1.8765   -0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1037   -0.4968    0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6037   -0.3436    0.3112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7833   -0.5676   -0.9018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2912   -0.3440   -0.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1556    1.0441   -0.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8269    1.5284    0.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9782    0.9362    1.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3937   -0.4265    1.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5892   -0.5388   -0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3318    0.2339   -0.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3440    1.7044   -0.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1879    2.4502   -0.7400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1621    2.1731   -0.3593 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    1.3731    0.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1027    1.2012    0.7892 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5281    1.5711    1.9993 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2919   -0.3410    0.5922 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7589   -0.5301    0.7304 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1121   -0.0920    2.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7979   -0.2312    2.1934 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.1973   -0.6671    3.5179 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3325    1.4380    1.9297 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2924   -1.0745    0.8070 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6720   -1.2956    0.8030 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2296   -0.6342   -0.4638 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6216   -0.8135   -0.5184 N   0  0  0  0  0  4  0  0  0  0  0  0
   10.2209   -0.7706   -1.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2806    0.3166    0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1337   -1.9932    0.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7312   -0.7823   -0.6287 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1418   -0.4148   -1.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1095    0.4009   -2.1296 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9053   -1.9511   -1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0437   -2.3305    0.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5129   -2.5517   -0.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3384    0.2851   -0.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6308   -0.2096    0.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2855   -1.1032    1.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5082    0.6496    0.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7797   -1.6266   -1.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9599    0.1242   -1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6907   -0.4994   -1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0903   -1.0698    0.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8787    1.3414    0.7907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4778    1.7076   -0.9067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9359    2.6270    0.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2646    1.6006   -0.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6973    0.7392    2.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2525    1.6054    1.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6150   -0.5252    2.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0304   -1.2859    1.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2225   -1.6472   -0.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1998   -0.5640   -1.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5920   -0.2783    0.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8938    0.0074   -1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2252    2.2531   -0.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2630    1.9477    1.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3297    2.2781   -1.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4144    3.5676   -0.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9495    2.7137   -0.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0788    0.8494    1.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5808    1.6843   -0.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9100    1.2271    2.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7830   -0.8141    1.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2308    0.2612    0.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1271   -1.5067    0.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5647    1.9192    1.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7860   -2.4271    0.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1411   -1.0405    1.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0686    0.5265   -0.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7667   -0.9556   -1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7060   -0.0310   -2.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1909   -1.7519   -2.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2537   -0.4709   -1.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3582    0.1880    0.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9378    0.1701    1.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8512    1.2490   -0.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2253   -1.9705    0.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9549   -1.8444    1.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7723   -2.9193   -0.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9126   -1.5032   -0.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6757   -0.7827   -2.8568 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  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  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 18 31  1  0
 31 32  1  0
 32 33  2  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  6 46  1  0
  7 47  1  0
  7 48  1  0
  8 49  1  0
  8 50  1  0
  9 51  1  0
  9 52  1  0
 10 53  1  0
 10 54  1  0
 11 55  1  0
 11 56  1  0
 12 57  1  0
 12 58  1  0
 13 59  1  0
 13 60  1  0
 14 61  1  0
 15 62  1  0
 16 63  1  6
 17 64  1  0
 18 65  1  1
 19 66  1  0
 19 67  1  0
 23 68  1  0
 25 69  1  0
 25 70  1  0
 26 71  1  0
 26 72  1  0
 28 73  1  0
 28 74  1  0
 28 75  1  0
 29 76  1  0
 29 77  1  0
 29 78  1  0
 30 79  1  0
 30 80  1  0
 30 81  1  0
 31 82  1  0
 32 83  1  0
M  CHG  1  27   1
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       8.883  -6.668   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.216  -7.438   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.550  -6.668   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.884  -7.438   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.217  -6.668   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.551  -7.438   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.885  -6.668   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.218  -7.438   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.552  -6.668   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.886  -7.438   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.219  -6.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.553  -7.438   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.887  -6.668   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.221  -7.438   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.554  -6.668   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.888  -7.438   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      30.222  -6.668   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      31.555  -7.438   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      31.555  -8.978   0.000  0.00  0.00           O+0
HETATM   20  P   UNK     0      32.889  -9.748   0.000  0.00  0.00           P+0
HETATM   21  O   UNK     0      32.119 -11.082   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      33.659  -8.415   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      34.223 -10.518   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      34.223 -12.058   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      35.556 -12.828   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      35.556 -14.368   0.000  0.00  0.00           N+1
HETATM   27  C   UNK     0      37.096 -14.368   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      35.556 -15.908   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      34.016 -14.368   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0      30.222  -5.128   0.000  0.00  0.00           N+0
HETATM   31  C   UNK     0      28.888  -4.358   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      28.888  -2.818   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      28.888  -8.978   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   33                                                  
CONECT   17   16   18   30                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26                                                            
CONECT   30   17   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31                                                            
CONECT   33   16                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   64    0
END

COMPND    HMDB0302365
HETATM    1  C1  UNL     1     -11.391  -1.877  -0.406  1.00  0.00           C  
HETATM    2  C2  UNL     1     -11.104  -0.497   0.024  1.00  0.00           C  
HETATM    3  C3  UNL     1      -9.604  -0.344   0.311  1.00  0.00           C  
HETATM    4  C4  UNL     1      -8.783  -0.568  -0.902  1.00  0.00           C  
HETATM    5  C5  UNL     1      -7.291  -0.344  -0.501  1.00  0.00           C  
HETATM    6  C6  UNL     1      -7.156   1.044  -0.017  1.00  0.00           C  
HETATM    7  C7  UNL     1      -5.827   1.528   0.360  1.00  0.00           C  
HETATM    8  C8  UNL     1      -4.978   0.936   1.389  1.00  0.00           C  
HETATM    9  C9  UNL     1      -4.394  -0.427   1.163  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.589  -0.539  -0.058  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.332   0.234  -0.272  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.344   1.704  -0.108  1.00  0.00           C  
HETATM   13  C13 UNL     1      -1.188   2.450  -0.740  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.162   2.173  -0.359  1.00  0.00           C  
HETATM   15  C15 UNL     1       0.634   1.373   0.566  1.00  0.00           C  
HETATM   16  C16 UNL     1       2.103   1.201   0.789  1.00  0.00           C  
HETATM   17  O1  UNL     1       2.528   1.571   1.999  1.00  0.00           O  
HETATM   18  C17 UNL     1       2.292  -0.341   0.592  1.00  0.00           C  
HETATM   19  C18 UNL     1       3.759  -0.530   0.730  1.00  0.00           C  
HETATM   20  O2  UNL     1       4.112  -0.092   2.048  1.00  0.00           O  
HETATM   21  P1  UNL     1       5.798  -0.231   2.193  1.00  0.00           P  
HETATM   22  O3  UNL     1       6.197  -0.667   3.518  1.00  0.00           O  
HETATM   23  O4  UNL     1       6.332   1.438   1.930  1.00  0.00           O  
HETATM   24  O5  UNL     1       6.292  -1.074   0.807  1.00  0.00           O  
HETATM   25  C19 UNL     1       7.672  -1.296   0.803  1.00  0.00           C  
HETATM   26  C20 UNL     1       8.230  -0.634  -0.464  1.00  0.00           C  
HETATM   27  N1  UNL     1       9.622  -0.813  -0.518  1.00  0.00           N1+
HETATM   28  C21 UNL     1      10.221  -0.771  -1.838  1.00  0.00           C  
HETATM   29  C22 UNL     1      10.281   0.317   0.203  1.00  0.00           C  
HETATM   30  C23 UNL     1      10.134  -1.993   0.179  1.00  0.00           C  
HETATM   31  N2  UNL     1       1.731  -0.782  -0.629  1.00  0.00           N  
HETATM   32  C24 UNL     1       2.142  -0.415  -1.924  1.00  0.00           C  
HETATM   33  O6  UNL     1       3.110   0.401  -2.130  1.00  0.00           O  
HETATM   34  H1  UNL     1     -11.905  -1.951  -1.362  1.00  0.00           H  
HETATM   35  H2  UNL     1     -12.044  -2.331   0.396  1.00  0.00           H  
HETATM   36  H3  UNL     1     -10.513  -2.552  -0.471  1.00  0.00           H  
HETATM   37  H4  UNL     1     -11.338   0.285  -0.754  1.00  0.00           H  
HETATM   38  H5  UNL     1     -11.631  -0.210   0.963  1.00  0.00           H  
HETATM   39  H6  UNL     1      -9.285  -1.103   1.102  1.00  0.00           H  
HETATM   40  H7  UNL     1      -9.508   0.650   0.752  1.00  0.00           H  
HETATM   41  H8  UNL     1      -8.780  -1.627  -1.259  1.00  0.00           H  
HETATM   42  H9  UNL     1      -8.960   0.124  -1.733  1.00  0.00           H  
HETATM   43  H10 UNL     1      -6.691  -0.499  -1.402  1.00  0.00           H  
HETATM   44  H11 UNL     1      -7.090  -1.070   0.297  1.00  0.00           H  
HETATM   45  H12 UNL     1      -7.879   1.341   0.791  1.00  0.00           H  
HETATM   46  H13 UNL     1      -7.478   1.708  -0.907  1.00  0.00           H  
HETATM   47  H14 UNL     1      -5.936   2.627   0.633  1.00  0.00           H  
HETATM   48  H15 UNL     1      -5.265   1.601  -0.653  1.00  0.00           H  
HETATM   49  H16 UNL     1      -5.697   0.739   2.277  1.00  0.00           H  
HETATM   50  H17 UNL     1      -4.253   1.605   1.869  1.00  0.00           H  
HETATM   51  H18 UNL     1      -3.615  -0.525   2.022  1.00  0.00           H  
HETATM   52  H19 UNL     1      -5.030  -1.286   1.317  1.00  0.00           H  
HETATM   53  H20 UNL     1      -3.222  -1.647  -0.050  1.00  0.00           H  
HETATM   54  H21 UNL     1      -4.200  -0.564  -1.005  1.00  0.00           H  
HETATM   55  H22 UNL     1      -1.592  -0.278   0.410  1.00  0.00           H  
HETATM   56  H23 UNL     1      -1.894   0.007  -1.288  1.00  0.00           H  
HETATM   57  H24 UNL     1      -3.225   2.253  -0.431  1.00  0.00           H  
HETATM   58  H25 UNL     1      -2.263   1.948   1.038  1.00  0.00           H  
HETATM   59  H26 UNL     1      -1.330   2.278  -1.849  1.00  0.00           H  
HETATM   60  H27 UNL     1      -1.414   3.568  -0.624  1.00  0.00           H  
HETATM   61  H28 UNL     1       0.950   2.714  -0.958  1.00  0.00           H  
HETATM   62  H29 UNL     1      -0.079   0.849   1.205  1.00  0.00           H  
HETATM   63  H30 UNL     1       2.581   1.684  -0.091  1.00  0.00           H  
HETATM   64  H31 UNL     1       1.910   1.227   2.677  1.00  0.00           H  
HETATM   65  H32 UNL     1       1.783  -0.814   1.450  1.00  0.00           H  
HETATM   66  H33 UNL     1       4.231   0.261   0.085  1.00  0.00           H  
HETATM   67  H34 UNL     1       4.127  -1.507   0.574  1.00  0.00           H  
HETATM   68  H35 UNL     1       5.565   1.919   1.531  1.00  0.00           H  
HETATM   69  H36 UNL     1       7.786  -2.427   0.543  1.00  0.00           H  
HETATM   70  H37 UNL     1       8.141  -1.040   1.684  1.00  0.00           H  
HETATM   71  H38 UNL     1       8.069   0.526  -0.309  1.00  0.00           H  
HETATM   72  H39 UNL     1       7.767  -0.956  -1.394  1.00  0.00           H  
HETATM   73  H40 UNL     1       9.706  -0.031  -2.500  1.00  0.00           H  
HETATM   74  H41 UNL     1      10.191  -1.752  -2.311  1.00  0.00           H  
HETATM   75  H42 UNL     1      11.254  -0.471  -1.716  1.00  0.00           H  
HETATM   76  H43 UNL     1      11.358   0.188   0.111  1.00  0.00           H  
HETATM   77  H44 UNL     1       9.938   0.170   1.221  1.00  0.00           H  
HETATM   78  H45 UNL     1       9.851   1.249  -0.161  1.00  0.00           H  
HETATM   79  H46 UNL     1      11.225  -1.971   0.032  1.00  0.00           H  
HETATM   80  H47 UNL     1       9.955  -1.844   1.242  1.00  0.00           H  
HETATM   81  H48 UNL     1       9.772  -2.919  -0.261  1.00  0.00           H  
HETATM   82  H49 UNL     1       0.913  -1.503  -0.628  1.00  0.00           H  
HETATM   83  H50 UNL     1       1.676  -0.783  -2.857  1.00  0.00           H  
CONECT    1    2   34   35   36
CONECT    2    3   37   38
CONECT    3    4   39   40
CONECT    4    5   41   42
CONECT    5    6   43   44
CONECT    6    7   45   46
CONECT    7    8   47   48
CONECT    8    9   49   50
CONECT    9   10   51   52
CONECT   10   11   53   54
CONECT   11   12   55   56
CONECT   12   13   57   58
CONECT   13   14   59   60
CONECT   14   15   15   61
CONECT   15   16   62
CONECT   16   17   18   63
CONECT   17   64
CONECT   18   19   31   65
CONECT   19   20   66   67
CONECT   20   21
CONECT   21   22   22   23   24
CONECT   23   68
CONECT   24   25
CONECT   25   26   69   70
CONECT   26   27   71   72
CONECT   27   28   29   30
CONECT   28   73   74   75
CONECT   29   76   77   78
CONECT   30   79   80   81
CONECT   31   32   82
CONECT   32   33   33   83
END

HMDB0302365
     RDKit          3D
Glycolipids
 83 82  0  0  0  0  0  0  0  0999 V2000
  -11.3911   -1.8765   -0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1037   -0.4968    0.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6037   -0.3436    0.3112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7833   -0.5676   -0.9018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2912   -0.3440   -0.5014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1556    1.0441   -0.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8269    1.5284    0.3597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9782    0.9362    1.3892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3937   -0.4265    1.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5892   -0.5388   -0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3318    0.2339   -0.2721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3440    1.7044   -0.1081 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1879    2.4502   -0.7400 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1621    2.1731   -0.3593 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6336    1.3731    0.5664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1027    1.2012    0.7892 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.5281    1.5711    1.9993 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2919   -0.3410    0.5922 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.7589   -0.5301    0.7304 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1121   -0.0920    2.0478 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7979   -0.2312    2.1934 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.1973   -0.6671    3.5179 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3325    1.4380    1.9297 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2924   -1.0745    0.8070 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6720   -1.2956    0.8030 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2296   -0.6342   -0.4638 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6216   -0.8135   -0.5184 N   0  0  0  0  0  4  0  0  0  0  0  0
   10.2209   -0.7706   -1.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2806    0.3166    0.2027 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1337   -1.9932    0.1792 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7312   -0.7823   -0.6287 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1418   -0.4148   -1.9243 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1095    0.4009   -2.1296 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9053   -1.9511   -1.3616 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0437   -2.3305    0.3956 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5129   -2.5517   -0.4711 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3384    0.2851   -0.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6308   -0.2096    0.9630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2855   -1.1032    1.1023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5082    0.6496    0.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7797   -1.6266   -1.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9599    0.1242   -1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6907   -0.4994   -1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0903   -1.0698    0.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8787    1.3414    0.7907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4778    1.7076   -0.9067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9359    2.6270    0.6327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2646    1.6006   -0.6528 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6973    0.7392    2.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2525    1.6054    1.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6150   -0.5252    2.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0304   -1.2859    1.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2225   -1.6472   -0.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1998   -0.5640   -1.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5920   -0.2783    0.4104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8938    0.0074   -1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2252    2.2531   -0.4310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2630    1.9477    1.0377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3297    2.2781   -1.8486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4144    3.5676   -0.6242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9495    2.7137   -0.9581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0788    0.8494    1.2052 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5808    1.6843   -0.0911 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9100    1.2271    2.6775 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7830   -0.8141    1.4504 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2308    0.2612    0.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1271   -1.5067    0.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5647    1.9192    1.5311 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7860   -2.4271    0.5427 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1411   -1.0405    1.6837 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0686    0.5265   -0.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7667   -0.9556   -1.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7060   -0.0310   -2.5003 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1909   -1.7519   -2.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2537   -0.4709   -1.7162 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3582    0.1880    0.1112 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9378    0.1701    1.2213 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8512    1.2490   -0.1609 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2253   -1.9705    0.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9549   -1.8444    1.2417 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7723   -2.9193   -0.2607 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9126   -1.5032   -0.6275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6757   -0.7827   -2.8568 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  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  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  2  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 27 30  1  0
 18 31  1  0
 31 32  1  0
 32 33  2  0
  1 34  1  0
  1 35  1  0
  1 36  1  0
  2 37  1  0
  2 38  1  0
  3 39  1  0
  3 40  1  0
  4 41  1  0
  4 42  1  0
  5 43  1  0
  5 44  1  0
  6 45  1  0
  6 46  1  0
  7 47  1  0
  7 48  1  0
  8 49  1  0
  8 50  1  0
  9 51  1  0
  9 52  1  0
 10 53  1  0
 10 54  1  0
 11 55  1  0
 11 56  1  0
 12 57  1  0
 12 58  1  0
 13 59  1  0
 13 60  1  0
 14 61  1  0
 15 62  1  0
 16 63  1  6
 17 64  1  0
 18 65  1  1
 19 66  1  0
 19 67  1  0
 23 68  1  0
 25 69  1  0
 25 70  1  0
 26 71  1  0
 26 72  1  0
 28 73  1  0
 28 74  1  0
 28 75  1  0
 29 76  1  0
 29 77  1  0
 29 78  1  0
 30 79  1  0
 30 80  1  0
 30 81  1  0
 31 82  1  0
 32 83  1  0
M  CHG  1  27   1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₄H₅₀N₂O₆P

Average Molecular Weight

493.6374

Monoisotopic Molecular Weight

493.340648854

IUPAC Name

{[(2S,3R,4E)-3-hydroxy-2-formamidooctadec-4-en-1-yl]oxy}[2-(trimethylazaniumyl)ethoxy]phosphinic acid

Traditional Name

[(2S,3R,4E)-3-hydroxy-2-formamidooctadec-4-en-1-yl]oxy(2-(trimethylammonio)ethoxy)phosphinic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCC\C=C\[C@@H](O)[C@H](COP(=O)(O)OCC[N+](C)(C)C)NC=O

InChI Identifier

InChI=1S/C24H49N2O6P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-24(28)23(25-22-27)21-32-33(29,30)31-20-19-26(2,3)4/h17-18,22-24,28H,5-16,19-21H2,1-4H3,(H-,25,27,29,30)/p+1/b18-17+/t23-,24+/m0/s1

InChI Key

LRYZPFWEZHSTHD-HEFFAWAOSA-O

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phosphosphingolipids. These are sphingolipids with a structure based on a sphingoid base that is attached to a phosphate head group. They differ from phosphonospingolipids which have a phosphonate head group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Sphingolipids

Sub Class

Phosphosphingolipids

Direct Parent

Phosphosphingolipids

Alternative Parents

Substituents

Sphingoid-1-phosphate or derivatives
Phosphocholine
Phosphoethanolamine
Dialkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Tetraalkylammonium salt
Quaternary ammonium salt
Carboxamide group
Secondary alcohol
Secondary carboxylic acid amide
Carboxylic acid derivative
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Alcohol
Carbonyl group
Amine
Organic salt
Organic cation
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302365)

Food

Gourd

Chayote (FooDB: FOOD00325)
Winter squash (FooDB: FOOD00283)

Vegetable

Cabbage

Chinese mustard (FooDB: FOOD00027)

Leaf vegetable

Swamp cabbage (FooDB: FOOD00091)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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
logP	1.11	ALOGPS
logP	0.45	ChemAxon
logS	-6.2	ALOGPS
pKa (Strongest Acidic)	1.87	ChemAxon
pKa (Strongest Basic)	-0.43	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	105.09 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	146.13 m³·mol⁻¹	ChemAxon
Polarizability	57.4 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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
AllCCS	[M+H]+	231.491	32859911
AllCCS	[M+H-H2O]+	230.027	32859911
AllCCS	[M+Na]+	233.202	32859911
AllCCS	[M+NH4]+	232.823	32859911
AllCCS	[M-H]-	225.636	32859911
AllCCS	[M+Na-2H]-	228.306	32859911
AllCCS	[M+HCOO]-	231.34	32859911
DeepCCS	[M+H]+	219.502	30932474
DeepCCS	[M-H]-	217.107	30932474
DeepCCS	[M-2H]-	249.988	30932474
DeepCCS	[M+Na]+	226.335	30932474

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Glycolipids,2TMS,isomer #1	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C)[C@H](COP(=O)(OCC[N+](C)(C)C)O[Si](C)(C)C)NC=O	3379.7	Semi standard non polar	33892256
Glycolipids,2TMS,isomer #1	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C)[C@H](COP(=O)(OCC[N+](C)(C)C)O[Si](C)(C)C)NC=O	3315.0	Standard non polar	33892256
Glycolipids,2TMS,isomer #1	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C)[C@H](COP(=O)(OCC[N+](C)(C)C)O[Si](C)(C)C)NC=O	3823.1	Standard polar	33892256
Glycolipids,2TMS,isomer #2	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C)[C@H](COP(=O)(O)OCC[N+](C)(C)C)N(C=O)[Si](C)(C)C	3477.7	Semi standard non polar	33892256
Glycolipids,2TMS,isomer #2	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C)[C@H](COP(=O)(O)OCC[N+](C)(C)C)N(C=O)[Si](C)(C)C	3337.4	Standard non polar	33892256
Glycolipids,2TMS,isomer #2	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C)[C@H](COP(=O)(O)OCC[N+](C)(C)C)N(C=O)[Si](C)(C)C	4227.4	Standard polar	33892256
Glycolipids,2TMS,isomer #3	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](COP(=O)(OCC[N+](C)(C)C)O[Si](C)(C)C)N(C=O)[Si](C)(C)C	3408.9	Semi standard non polar	33892256
Glycolipids,2TMS,isomer #3	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](COP(=O)(OCC[N+](C)(C)C)O[Si](C)(C)C)N(C=O)[Si](C)(C)C	3384.0	Standard non polar	33892256
Glycolipids,2TMS,isomer #3	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](COP(=O)(OCC[N+](C)(C)C)O[Si](C)(C)C)N(C=O)[Si](C)(C)C	4066.2	Standard polar	33892256
Glycolipids,3TMS,isomer #1	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C)[C@H](COP(=O)(OCC[N+](C)(C)C)O[Si](C)(C)C)N(C=O)[Si](C)(C)C	3445.7	Semi standard non polar	33892256
Glycolipids,3TMS,isomer #1	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C)[C@H](COP(=O)(OCC[N+](C)(C)C)O[Si](C)(C)C)N(C=O)[Si](C)(C)C	3349.8	Standard non polar	33892256
Glycolipids,3TMS,isomer #1	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C)[C@H](COP(=O)(OCC[N+](C)(C)C)O[Si](C)(C)C)N(C=O)[Si](C)(C)C	3675.6	Standard polar	33892256
Glycolipids,2TBDMS,isomer #1	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](COP(=O)(OCC[N+](C)(C)C)O[Si](C)(C)C(C)(C)C)NC=O	3773.2	Semi standard non polar	33892256
Glycolipids,2TBDMS,isomer #1	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](COP(=O)(OCC[N+](C)(C)C)O[Si](C)(C)C(C)(C)C)NC=O	3630.4	Standard non polar	33892256
Glycolipids,2TBDMS,isomer #1	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](COP(=O)(OCC[N+](C)(C)C)O[Si](C)(C)C(C)(C)C)NC=O	3853.6	Standard polar	33892256
Glycolipids,2TBDMS,isomer #2	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](COP(=O)(O)OCC[N+](C)(C)C)N(C=O)[Si](C)(C)C(C)(C)C	3892.0	Semi standard non polar	33892256
Glycolipids,2TBDMS,isomer #2	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](COP(=O)(O)OCC[N+](C)(C)C)N(C=O)[Si](C)(C)C(C)(C)C	3683.8	Standard non polar	33892256
Glycolipids,2TBDMS,isomer #2	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](COP(=O)(O)OCC[N+](C)(C)C)N(C=O)[Si](C)(C)C(C)(C)C	4171.5	Standard polar	33892256
Glycolipids,2TBDMS,isomer #3	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](COP(=O)(OCC[N+](C)(C)C)O[Si](C)(C)C(C)(C)C)N(C=O)[Si](C)(C)C(C)(C)C	3820.1	Semi standard non polar	33892256
Glycolipids,2TBDMS,isomer #3	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](COP(=O)(OCC[N+](C)(C)C)O[Si](C)(C)C(C)(C)C)N(C=O)[Si](C)(C)C(C)(C)C	3703.4	Standard non polar	33892256
Glycolipids,2TBDMS,isomer #3	CCCCCCCCCCCCC/C=C/[C@@H](O)[C@H](COP(=O)(OCC[N+](C)(C)C)O[Si](C)(C)C(C)(C)C)N(C=O)[Si](C)(C)C(C)(C)C	4079.3	Standard polar	33892256
Glycolipids,3TBDMS,isomer #1	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](COP(=O)(OCC[N+](C)(C)C)O[Si](C)(C)C(C)(C)C)N(C=O)[Si](C)(C)C(C)(C)C	4047.3	Semi standard non polar	33892256
Glycolipids,3TBDMS,isomer #1	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](COP(=O)(OCC[N+](C)(C)C)O[Si](C)(C)C(C)(C)C)N(C=O)[Si](C)(C)C(C)(C)C	3824.8	Standard non polar	33892256
Glycolipids,3TBDMS,isomer #1	CCCCCCCCCCCCC/C=C/[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](COP(=O)(OCC[N+](C)(C)C)O[Si](C)(C)C(C)(C)C)N(C=O)[Si](C)(C)C(C)(C)C	3760.3	Standard polar	33892256

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB004299

KNApSAcK ID

Not Available

Chemspider ID

57643323

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

44176376

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

Showing metabocard for Glycolipids (HMDB0302365)

MOL for HMDB0302365 (Glycolipids)

3D MOL for HMDB0302365 (Glycolipids)

3D SDF for HMDB0302365 (Glycolipids)

3D-SDF for HMDB0302365 (Glycolipids)

PDB for HMDB0302365 (Glycolipids)

3D PDB for HMDB0302365 (Glycolipids)

SMILES for HMDB0302365 (Glycolipids)

INCHI for HMDB0302365 (Glycolipids)

Structure for HMDB0302365 (Glycolipids)

3D Structure for HMDB0302365 (Glycolipids)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized