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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4) Show 4 proteins XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 19:58:19 UTC

Update Date

2021-10-01 23:18:17 UTC

HMDB ID

HMDB0258420

Secondary Accession Numbers

None

Metabolite Identification

Common Name

sphingosylphosphorylcholine

Description

sphingosylphosphorylcholine belongs to the class of organic compounds known as sphingosylphosphorylcholines. These are sphingolipids containing a sphingosine attached to the phosphate group of a phosphocholine. Based on a literature review a significant number of articles have been published on sphingosylphosphorylcholine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Sphingosylphosphorylcholine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically sphingosylphosphorylcholine is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652309112121582D          

 31 30  0  0  0  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  0  0  0  0  0  0  0  0  0  0
   15.4756    4.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    5.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    6.0474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9046    6.4599    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.3171    5.7454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4921    7.1743    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   17.6190    6.8724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6190    7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3335    8.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3335    8.9349    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   18.3335    9.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1585    8.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5085    8.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612    5.2224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    3.5724    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
 14 13  1  4  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  0  0  0  0
 16 31  1  0  0  0  0
M  CHG  2  22  -1  26   1
M  END

HMDB0258420
     RDKit          3D
sphingosylphosphorylcholine
 80 79  0  0  0  0  0  0  0  0999 V2000
   11.8900   -0.5453   -0.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4990   -0.9807   -1.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5437    0.1568   -1.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4107    1.0214   -0.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9792    0.1608    1.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6432   -0.4464    0.9190 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5357    0.5551    0.9914 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2752   -0.1257    0.5289 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0891    0.7933    0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0463    0.1857   -0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8087    0.9152   -0.2314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8482    0.4528   -1.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4922   -0.9651   -1.2274 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0726   -1.4698    0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1037   -1.7004    0.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3331   -1.5043   -0.2963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4300   -1.8973   -1.5577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7836   -0.0712    0.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2611    0.9553   -0.9007 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1885    0.2606    0.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8490    0.3915   -0.9776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2766    1.1282   -0.9573 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.9747    0.7268   -2.3539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9657    2.8096   -1.2733 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.4029    1.0250    0.1619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4398    0.2409    1.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7333   -0.6000    0.8832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8567    0.2141    0.6744 N   0  0  0  0  0  4  0  0  0  0  0  0
   -9.6736    1.6068    0.4350 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4534   -0.2905   -0.6171 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8370    0.0579    1.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2317    0.2441   -1.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5760   -1.4362   -0.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9603   -0.2379    0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5756   -1.5774   -1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0890   -1.6941   -0.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0341    0.8042   -2.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5922   -0.1667   -1.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5519    1.6916   -0.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2719    1.6200    0.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8191    0.9375    1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7385   -0.5189    1.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4744   -1.1547    1.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5557   -1.0380    0.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3286    0.9138    2.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6747    1.4565    0.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3726   -0.4074   -0.5212 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0272   -1.0484    1.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2641    1.8409    0.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6280    0.6013    1.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9472   -0.8659   -0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5410    0.3060   -1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2379    0.6916    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8489    1.9991   -0.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3869    0.5722   -2.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0353    1.1071   -1.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4253   -1.6296   -1.4334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2688   -1.3027   -1.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8687   -1.5924    0.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2438   -2.2217    1.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1152   -2.1286    0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2314   -1.4588   -2.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1989    0.1600    1.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2389    1.8939   -0.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6927    0.9463   -1.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6473   -0.6034    0.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2848    1.2269    0.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6581   -0.4520    1.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7685    0.7615    2.1574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8516   -1.3662    1.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3814   -1.1124   -0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2280    2.2130    1.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3043    1.8484   -0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7570    2.0198    0.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3787    0.2091   -0.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6926    0.0436   -1.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4934   -1.3907   -0.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5388   -0.8719    2.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7475    0.9497    2.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8356   -0.0852    1.2882 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  3
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 14 59  1  0
 15 60  1  0
 16 61  1  0
 17 62  1  0
 18 63  1  0
 19 64  1  0
 19 65  1  0
 20 66  1  0
 20 67  1  0
 26 68  1  0
 26 69  1  0
 27 70  1  0
 27 71  1  0
 29 72  1  0
 29 73  1  0
 29 74  1  0
 30 75  1  0
 30 76  1  0
 30 77  1  0
 31 78  1  0
 31 79  1  0
 31 80  1  0
M  CHG  2  24  -1  28   1
M  END


  Mrv1652309112121582D          

 31 30  0  0  0  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  0  0  0  0  0  0  0  0  0  0
   15.4756    4.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    5.2224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    6.0474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9046    6.4599    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.3171    5.7454    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4921    7.1743    0.0000 O   0  5  0  0  0  0  0  0  0  0  0  0
   17.6190    6.8724    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.6190    7.6974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3335    8.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3335    8.9349    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
   18.3335    9.7599    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1585    8.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5085    8.9349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7612    5.2224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.1901    3.5724    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
 14 13  1  4  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  0  0  0  0
 16 31  1  0  0  0  0
M  CHG  2  22  -1  26   1
M  END
> <DATABASE_ID>
HMDB0258420

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCC=CC(O)C(N)COP([O-])(=O)OCC[N+](C)(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C23H49N2O5P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)22(24)21-30-31(27,28)29-20-19-25(2,3)4/h17-18,22-23,26H,5-16,19-21,24H2,1-4H3

> <INCHI_KEY>
JLVSPVFPBBFMBE-UHFFFAOYSA-N

> <FORMULA>
C23H49N2O5P

> <MOLECULAR_WEIGHT>
464.628

> <EXACT_MASS>
464.337909684

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
80

> <JCHEM_AVERAGE_POLARIZABILITY>
55.44041811753497

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{2-[(2-amino-3-hydroxyoctadec-4-en-1-yl phosphono)oxy]ethyl}trimethylazanium

> <ALOGPS_LOGP>
1.63

> <JCHEM_LOGP>
-0.24399170122373512

> <ALOGPS_LOGS>
-5.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA>
14.172461063244363

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.8297435476134112

> <JCHEM_PKA_STRONGEST_BASIC>
9.679422059619888

> <JCHEM_POLAR_SURFACE_AREA>
104.84

> <JCHEM_REFRACTIVITY>
140.05819999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.20e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{2-[(2-amino-3-hydroxyoctadec-4-en-1-yl phosphono)oxy]ethyl}trimethylazanium

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0258420
     RDKit          3D
sphingosylphosphorylcholine
 80 79  0  0  0  0  0  0  0  0999 V2000
   11.8900   -0.5453   -0.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4990   -0.9807   -1.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5437    0.1568   -1.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4107    1.0214   -0.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9792    0.1608    1.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6432   -0.4464    0.9190 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5357    0.5551    0.9914 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2752   -0.1257    0.5289 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0891    0.7933    0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0463    0.1857   -0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8087    0.9152   -0.2314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8482    0.4528   -1.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4922   -0.9651   -1.2274 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0726   -1.4698    0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1037   -1.7004    0.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3331   -1.5043   -0.2963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4300   -1.8973   -1.5577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7836   -0.0712    0.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2611    0.9553   -0.9007 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1885    0.2606    0.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8490    0.3915   -0.9776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2766    1.1282   -0.9573 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.9747    0.7268   -2.3539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9657    2.8096   -1.2733 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.4029    1.0250    0.1619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4398    0.2409    1.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7333   -0.6000    0.8832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8567    0.2141    0.6744 N   0  0  0  0  0  4  0  0  0  0  0  0
   -9.6736    1.6068    0.4350 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4534   -0.2905   -0.6171 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8370    0.0579    1.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2317    0.2441   -1.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5760   -1.4362   -0.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9603   -0.2379    0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5756   -1.5774   -1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0890   -1.6941   -0.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0341    0.8042   -2.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5922   -0.1667   -1.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5519    1.6916   -0.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2719    1.6200    0.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8191    0.9375    1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7385   -0.5189    1.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4744   -1.1547    1.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5557   -1.0380    0.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3286    0.9138    2.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6747    1.4565    0.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3726   -0.4074   -0.5212 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0272   -1.0484    1.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2641    1.8409    0.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6280    0.6013    1.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9472   -0.8659   -0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5410    0.3060   -1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2379    0.6916    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8489    1.9991   -0.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3869    0.5722   -2.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0353    1.1071   -1.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4253   -1.6296   -1.4334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2688   -1.3027   -1.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8687   -1.5924    0.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2438   -2.2217    1.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1152   -2.1286    0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2314   -1.4588   -2.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1989    0.1600    1.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2389    1.8939   -0.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6927    0.9463   -1.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6473   -0.6034    0.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2848    1.2269    0.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6581   -0.4520    1.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7685    0.7615    2.1574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8516   -1.3662    1.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3814   -1.1124   -0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2280    2.2130    1.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3043    1.8484   -0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7570    2.0198    0.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3787    0.2091   -0.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6926    0.0436   -1.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4934   -1.3907   -0.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5388   -0.8719    2.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7475    0.9497    2.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8356   -0.0852    1.2882 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  3
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 14 59  1  0
 15 60  1  0
 16 61  1  0
 17 62  1  0
 18 63  1  0
 19 64  1  0
 19 65  1  0
 20 66  1  0
 20 67  1  0
 26 68  1  0
 26 69  1  0
 27 70  1  0
 27 71  1  0
 29 72  1  0
 29 73  1  0
 29 74  1  0
 30 75  1  0
 30 76  1  0
 30 77  1  0
 31 78  1  0
 31 79  1  0
 31 80  1  0
M  CHG  2  24  -1  28   1
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         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      26.220   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      28.888   8.978   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.222   9.748   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      30.222  11.288   0.000  0.00  0.00           O+0
HETATM   20  P   UNK     0      31.555  12.058   0.000  0.00  0.00           P+0
HETATM   21  O   UNK     0      32.325  10.725   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      30.785  13.392   0.000  0.00  0.00           O-1
HETATM   23  O   UNK     0      32.889  12.828   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      32.889  14.368   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      34.223  15.138   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0      34.223  16.678   0.000  0.00  0.00           N+1
HETATM   27  C   UNK     0      34.223  18.218   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      35.763  16.678   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      32.683  16.678   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0      27.554   9.748   0.000  0.00  0.00           N+0
HETATM   31  O   UNK     0      30.222   6.668   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   31                                                  
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                                                            
CONECT   31   16                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   60    0
END

COMPND    HMDB0258420
HETATM    1  C1  UNL     1      11.890  -0.545  -0.675  1.00  0.00           C  
HETATM    2  C2  UNL     1      10.499  -0.981  -1.043  1.00  0.00           C  
HETATM    3  C3  UNL     1       9.544   0.157  -1.288  1.00  0.00           C  
HETATM    4  C4  UNL     1       9.411   1.021  -0.047  1.00  0.00           C  
HETATM    5  C5  UNL     1       8.979   0.161   1.137  1.00  0.00           C  
HETATM    6  C6  UNL     1       7.643  -0.446   0.919  1.00  0.00           C  
HETATM    7  C7  UNL     1       6.536   0.555   0.991  1.00  0.00           C  
HETATM    8  C8  UNL     1       5.275  -0.126   0.529  1.00  0.00           C  
HETATM    9  C9  UNL     1       4.089   0.793   0.675  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.046   0.186  -0.276  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.809   0.915  -0.231  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.848   0.453  -1.290  1.00  0.00           C  
HETATM   13  C13 UNL     1       0.492  -0.965  -1.227  1.00  0.00           C  
HETATM   14  C14 UNL     1       0.073  -1.470   0.119  1.00  0.00           C  
HETATM   15  C15 UNL     1      -1.104  -1.700   0.460  1.00  0.00           C  
HETATM   16  C16 UNL     1      -2.333  -1.504  -0.296  1.00  0.00           C  
HETATM   17  O1  UNL     1      -2.430  -1.897  -1.558  1.00  0.00           O  
HETATM   18  C17 UNL     1      -2.784  -0.071   0.004  1.00  0.00           C  
HETATM   19  N1  UNL     1      -2.261   0.955  -0.901  1.00  0.00           N  
HETATM   20  C18 UNL     1      -4.189   0.261   0.253  1.00  0.00           C  
HETATM   21  O2  UNL     1      -4.849   0.392  -0.978  1.00  0.00           O  
HETATM   22  P1  UNL     1      -6.277   1.128  -0.957  1.00  0.00           P  
HETATM   23  O3  UNL     1      -6.975   0.727  -2.354  1.00  0.00           O  
HETATM   24  O4  UNL     1      -5.966   2.810  -1.273  1.00  0.00           O1-
HETATM   25  O5  UNL     1      -7.403   1.025   0.162  1.00  0.00           O  
HETATM   26  C19 UNL     1      -7.440   0.241   1.245  1.00  0.00           C  
HETATM   27  C20 UNL     1      -8.733  -0.600   0.883  1.00  0.00           C  
HETATM   28  N2  UNL     1      -9.857   0.214   0.674  1.00  0.00           N1+
HETATM   29  C21 UNL     1      -9.674   1.607   0.435  1.00  0.00           C  
HETATM   30  C22 UNL     1     -10.453  -0.291  -0.617  1.00  0.00           C  
HETATM   31  C23 UNL     1     -10.837   0.058   1.713  1.00  0.00           C  
HETATM   32  H1  UNL     1      12.232   0.244  -1.359  1.00  0.00           H  
HETATM   33  H2  UNL     1      12.576  -1.436  -0.839  1.00  0.00           H  
HETATM   34  H3  UNL     1      11.960  -0.238   0.398  1.00  0.00           H  
HETATM   35  H4  UNL     1      10.576  -1.577  -1.965  1.00  0.00           H  
HETATM   36  H5  UNL     1      10.089  -1.694  -0.281  1.00  0.00           H  
HETATM   37  H6  UNL     1      10.034   0.804  -2.069  1.00  0.00           H  
HETATM   38  H7  UNL     1       8.592  -0.167  -1.705  1.00  0.00           H  
HETATM   39  H8  UNL     1       8.552   1.692  -0.276  1.00  0.00           H  
HETATM   40  H9  UNL     1      10.272   1.620   0.186  1.00  0.00           H  
HETATM   41  H10 UNL     1       8.819   0.937   1.962  1.00  0.00           H  
HETATM   42  H11 UNL     1       9.739  -0.519   1.498  1.00  0.00           H  
HETATM   43  H12 UNL     1       7.474  -1.155   1.791  1.00  0.00           H  
HETATM   44  H13 UNL     1       7.556  -1.038   0.001  1.00  0.00           H  
HETATM   45  H14 UNL     1       6.329   0.914   2.031  1.00  0.00           H  
HETATM   46  H15 UNL     1       6.675   1.457   0.344  1.00  0.00           H  
HETATM   47  H16 UNL     1       5.373  -0.407  -0.521  1.00  0.00           H  
HETATM   48  H17 UNL     1       5.027  -1.048   1.134  1.00  0.00           H  
HETATM   49  H18 UNL     1       4.264   1.841   0.495  1.00  0.00           H  
HETATM   50  H19 UNL     1       3.628   0.601   1.688  1.00  0.00           H  
HETATM   51  H20 UNL     1       2.947  -0.866  -0.037  1.00  0.00           H  
HETATM   52  H21 UNL     1       3.541   0.306  -1.287  1.00  0.00           H  
HETATM   53  H22 UNL     1       1.238   0.692   0.770  1.00  0.00           H  
HETATM   54  H23 UNL     1       1.849   1.999  -0.279  1.00  0.00           H  
HETATM   55  H24 UNL     1       1.387   0.572  -2.325  1.00  0.00           H  
HETATM   56  H25 UNL     1      -0.035   1.107  -1.295  1.00  0.00           H  
HETATM   57  H26 UNL     1       1.425  -1.630  -1.433  1.00  0.00           H  
HETATM   58  H27 UNL     1      -0.269  -1.303  -1.965  1.00  0.00           H  
HETATM   59  H28 UNL     1       0.869  -1.592   0.914  1.00  0.00           H  
HETATM   60  H29 UNL     1      -1.244  -2.222   1.500  1.00  0.00           H  
HETATM   61  H30 UNL     1      -3.115  -2.129   0.300  1.00  0.00           H  
HETATM   62  H31 UNL     1      -3.231  -1.459  -2.002  1.00  0.00           H  
HETATM   63  H32 UNL     1      -2.199   0.160   1.011  1.00  0.00           H  
HETATM   64  H33 UNL     1      -2.239   1.894  -0.487  1.00  0.00           H  
HETATM   65  H34 UNL     1      -2.693   0.946  -1.861  1.00  0.00           H  
HETATM   66  H35 UNL     1      -4.647  -0.603   0.804  1.00  0.00           H  
HETATM   67  H36 UNL     1      -4.285   1.227   0.741  1.00  0.00           H  
HETATM   68  H37 UNL     1      -6.658  -0.452   1.473  1.00  0.00           H  
HETATM   69  H38 UNL     1      -7.769   0.761   2.157  1.00  0.00           H  
HETATM   70  H39 UNL     1      -8.852  -1.366   1.597  1.00  0.00           H  
HETATM   71  H40 UNL     1      -8.381  -1.112  -0.103  1.00  0.00           H  
HETATM   72  H41 UNL     1      -9.228   2.213   1.215  1.00  0.00           H  
HETATM   73  H42 UNL     1      -9.304   1.848  -0.616  1.00  0.00           H  
HETATM   74  H43 UNL     1     -10.757   2.020   0.340  1.00  0.00           H  
HETATM   75  H44 UNL     1     -11.379   0.209  -0.829  1.00  0.00           H  
HETATM   76  H45 UNL     1      -9.693   0.044  -1.403  1.00  0.00           H  
HETATM   77  H46 UNL     1     -10.493  -1.391  -0.547  1.00  0.00           H  
HETATM   78  H47 UNL     1     -10.539  -0.872   2.268  1.00  0.00           H  
HETATM   79  H48 UNL     1     -10.748   0.950   2.387  1.00  0.00           H  
HETATM   80  H49 UNL     1     -11.836  -0.085   1.288  1.00  0.00           H  
CONECT    1    2   32   33   34
CONECT    2    3   35   36
CONECT    3    4   37   38
CONECT    4    5   39   40
CONECT    5    6   41   42
CONECT    6    7   43   44
CONECT    7    8   45   46
CONECT    8    9   47   48
CONECT    9   10   49   50
CONECT   10   11   51   52
CONECT   11   12   53   54
CONECT   12   13   55   56
CONECT   13   14   57   58
CONECT   14   15   15   59
CONECT   15   16   60
CONECT   16   17   18   61
CONECT   17   62
CONECT   18   19   20   63
CONECT   19   64   65
CONECT   20   21   66   67
CONECT   21   22
CONECT   22   23   23   24   25
CONECT   25   26
CONECT   26   27   68   69
CONECT   27   28   70   71
CONECT   28   29   30   31
CONECT   29   72   73   74
CONECT   30   75   76   77
CONECT   31   78   79   80
END

HMDB0258420
     RDKit          3D
sphingosylphosphorylcholine
 80 79  0  0  0  0  0  0  0  0999 V2000
   11.8900   -0.5453   -0.6746 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4990   -0.9807   -1.0429 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5437    0.1568   -1.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4107    1.0214   -0.0467 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9792    0.1608    1.1373 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6432   -0.4464    0.9190 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5357    0.5551    0.9914 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2752   -0.1257    0.5289 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0891    0.7933    0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0463    0.1857   -0.2761 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8087    0.9152   -0.2314 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8482    0.4528   -1.2897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4922   -0.9651   -1.2274 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0726   -1.4698    0.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1037   -1.7004    0.4602 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3331   -1.5043   -0.2963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4300   -1.8973   -1.5577 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7836   -0.0712    0.0042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2611    0.9553   -0.9007 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1885    0.2606    0.2530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8490    0.3915   -0.9776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2766    1.1282   -0.9573 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.9747    0.7268   -2.3539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9657    2.8096   -1.2733 O   0  0  0  0  0  1  0  0  0  0  0  0
   -7.4029    1.0250    0.1619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4398    0.2409    1.2445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7333   -0.6000    0.8832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8567    0.2141    0.6744 N   0  0  0  0  0  4  0  0  0  0  0  0
   -9.6736    1.6068    0.4350 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4534   -0.2905   -0.6171 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8370    0.0579    1.7132 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2317    0.2441   -1.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5760   -1.4362   -0.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9603   -0.2379    0.3984 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5756   -1.5774   -1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0890   -1.6941   -0.2813 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0341    0.8042   -2.0686 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5922   -0.1667   -1.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5519    1.6916   -0.2760 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2719    1.6200    0.1860 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8191    0.9375    1.9624 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7385   -0.5189    1.4977 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4744   -1.1547    1.7913 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5557   -1.0380    0.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3286    0.9138    2.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6747    1.4565    0.3445 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3726   -0.4074   -0.5212 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0272   -1.0484    1.1344 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2641    1.8409    0.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6280    0.6013    1.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9472   -0.8659   -0.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5410    0.3060   -1.2871 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2379    0.6916    0.7703 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8489    1.9991   -0.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3869    0.5722   -2.3253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0353    1.1071   -1.2954 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4253   -1.6296   -1.4334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2688   -1.3027   -1.9654 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8687   -1.5924    0.9136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2438   -2.2217    1.4995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1152   -2.1286    0.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2314   -1.4588   -2.0020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1989    0.1600    1.0113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2389    1.8939   -0.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6927    0.9463   -1.8614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6473   -0.6034    0.8037 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2848    1.2269    0.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6581   -0.4520    1.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7685    0.7615    2.1574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8516   -1.3662    1.5973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3814   -1.1124   -0.1029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2280    2.2130    1.2148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3043    1.8484   -0.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7570    2.0198    0.3405 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3787    0.2091   -0.8291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6926    0.0436   -1.4029 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4934   -1.3907   -0.5471 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5388   -0.8719    2.2685 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7475    0.9497    2.3867 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8356   -0.0852    1.2882 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  3
 15 16  1  0
 16 17  1  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  1  0
 28 31  1  0
  1 32  1  0
  1 33  1  0
  1 34  1  0
  2 35  1  0
  2 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  4 40  1  0
  5 41  1  0
  5 42  1  0
  6 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
  8 48  1  0
  9 49  1  0
  9 50  1  0
 10 51  1  0
 10 52  1  0
 11 53  1  0
 11 54  1  0
 12 55  1  0
 12 56  1  0
 13 57  1  0
 13 58  1  0
 14 59  1  0
 15 60  1  0
 16 61  1  0
 17 62  1  0
 18 63  1  0
 19 64  1  0
 19 65  1  0
 20 66  1  0
 20 67  1  0
 26 68  1  0
 26 69  1  0
 27 70  1  0
 27 71  1  0
 29 72  1  0
 29 73  1  0
 29 74  1  0
 30 75  1  0
 30 76  1  0
 30 77  1  0
 31 78  1  0
 31 79  1  0
 31 80  1  0
M  CHG  2  24  -1  28   1
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₃H₄₉N₂O₅P

Average Molecular Weight

464.628

Monoisotopic Molecular Weight

464.337909684

IUPAC Name

{2-[(2-amino-3-hydroxyoctadec-4-en-1-yl phosphono)oxy]ethyl}trimethylazanium

Traditional Name

{2-[(2-amino-3-hydroxyoctadec-4-en-1-yl phosphono)oxy]ethyl}trimethylazanium

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCC=CC(O)C(N)COP([O-])(=O)OCC[N+](C)(C)C

InChI Identifier

InChI=1S/C23H49N2O5P/c1-5-6-7-8-9-10-11-12-13-14-15-16-17-18-23(26)22(24)21-30-31(27,28)29-20-19-25(2,3)4/h17-18,22-23,26H,5-16,19-21,24H2,1-4H3

InChI Key

JLVSPVFPBBFMBE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as sphingosylphosphorylcholines. These are sphingolipids containing a sphingosine attached to the phosphate group of a phosphocholine.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Sphingolipids

Sub Class

Phosphosphingolipids

Direct Parent

Sphingosylphosphorylcholines

Alternative Parents

Substituents

Sphingosylphosphorylcholine
Phosphocholine
Phosphoethanolamine
Dialkyl phosphate
Organic phosphoric acid derivative
Phosphoric acid ester
Alkyl phosphate
Tetraalkylammonium salt
Quaternary ammonium salt
Secondary alcohol
Alcohol
Organic zwitterion
Organic salt
Hydrocarbon derivative
Primary amine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Primary aliphatic amine
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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	1.63	ALOGPS
logP	-0.24	ChemAxon
logS	-5.8	ALOGPS
pKa (Strongest Acidic)	1.83	ChemAxon
pKa (Strongest Basic)	9.68	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	104.84 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	140.06 m³·mol⁻¹	ChemAxon
Polarizability	55.44 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
DeepCCS	[M+H]+	213.602	30932474
DeepCCS	[M-H]-	209.582	30932474
DeepCCS	[M-2H]-	246.125	30932474
DeepCCS	[M+Na]+	222.417	30932474
AllCCS	[M+H]+	226.3	32859911
AllCCS	[M+H-H2O]+	224.7	32859911
AllCCS	[M+NH4]+	227.8	32859911
AllCCS	[M+Na]+	228.2	32859911
AllCCS	[M-H]-	221.3	32859911
AllCCS	[M+Na-2H]-	223.6	32859911
AllCCS	[M+HCOO]-	226.3	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.59 minutes	32390414
Predicted by Siyang on May 30, 2022	14.0453 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.65 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1970.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	163.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	216.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	176.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	249.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	607.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	511.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	911.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1554.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	489.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1508.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	354.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	424.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	319.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	107.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
sphingosylphosphorylcholine	CCCCCCCCCCCCCC=CC(O)C(N)COP([O-])(=O)OCC[N+](C)(C)C	3338.2	Standard polar	33892256
sphingosylphosphorylcholine	CCCCCCCCCCCCCC=CC(O)C(N)COP([O-])(=O)OCC[N+](C)(C)C	2839.0	Standard non polar	33892256
sphingosylphosphorylcholine	CCCCCCCCCCCCCC=CC(O)C(N)COP([O-])(=O)OCC[N+](C)(C)C	3204.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
sphingosylphosphorylcholine,2TMS,isomer #1	CCCCCCCCCCCCCC=CC(O[Si](C)(C)C)C(COP(=O)([O-])OCC[N+](C)(C)C)N[Si](C)(C)C	3226.4	Semi standard non polar	33892256
sphingosylphosphorylcholine,2TMS,isomer #1	CCCCCCCCCCCCCC=CC(O[Si](C)(C)C)C(COP(=O)([O-])OCC[N+](C)(C)C)N[Si](C)(C)C	3229.5	Standard non polar	33892256
sphingosylphosphorylcholine,2TMS,isomer #1	CCCCCCCCCCCCCC=CC(O[Si](C)(C)C)C(COP(=O)([O-])OCC[N+](C)(C)C)N[Si](C)(C)C	3698.8	Standard polar	33892256
sphingosylphosphorylcholine,2TMS,isomer #2	CCCCCCCCCCCCCC=CC(O)C(COP(=O)([O-])OCC[N+](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3437.9	Semi standard non polar	33892256
sphingosylphosphorylcholine,2TMS,isomer #2	CCCCCCCCCCCCCC=CC(O)C(COP(=O)([O-])OCC[N+](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3314.4	Standard non polar	33892256
sphingosylphosphorylcholine,2TMS,isomer #2	CCCCCCCCCCCCCC=CC(O)C(COP(=O)([O-])OCC[N+](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3880.4	Standard polar	33892256
sphingosylphosphorylcholine,3TMS,isomer #1	CCCCCCCCCCCCCC=CC(O[Si](C)(C)C)C(COP(=O)([O-])OCC[N+](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3443.5	Semi standard non polar	33892256
sphingosylphosphorylcholine,3TMS,isomer #1	CCCCCCCCCCCCCC=CC(O[Si](C)(C)C)C(COP(=O)([O-])OCC[N+](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3332.1	Standard non polar	33892256
sphingosylphosphorylcholine,3TMS,isomer #1	CCCCCCCCCCCCCC=CC(O[Si](C)(C)C)C(COP(=O)([O-])OCC[N+](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3541.6	Standard polar	33892256
sphingosylphosphorylcholine,2TBDMS,isomer #1	CCCCCCCCCCCCCC=CC(O[Si](C)(C)C(C)(C)C)C(COP(=O)([O-])OCC[N+](C)(C)C)N[Si](C)(C)C(C)(C)C	3662.1	Semi standard non polar	33892256
sphingosylphosphorylcholine,2TBDMS,isomer #1	CCCCCCCCCCCCCC=CC(O[Si](C)(C)C(C)(C)C)C(COP(=O)([O-])OCC[N+](C)(C)C)N[Si](C)(C)C(C)(C)C	3574.9	Standard non polar	33892256
sphingosylphosphorylcholine,2TBDMS,isomer #1	CCCCCCCCCCCCCC=CC(O[Si](C)(C)C(C)(C)C)C(COP(=O)([O-])OCC[N+](C)(C)C)N[Si](C)(C)C(C)(C)C	3731.7	Standard polar	33892256
sphingosylphosphorylcholine,2TBDMS,isomer #2	CCCCCCCCCCCCCC=CC(O)C(COP(=O)([O-])OCC[N+](C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3869.7	Semi standard non polar	33892256
sphingosylphosphorylcholine,2TBDMS,isomer #2	CCCCCCCCCCCCCC=CC(O)C(COP(=O)([O-])OCC[N+](C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3630.5	Standard non polar	33892256
sphingosylphosphorylcholine,2TBDMS,isomer #2	CCCCCCCCCCCCCC=CC(O)C(COP(=O)([O-])OCC[N+](C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3860.5	Standard polar	33892256
sphingosylphosphorylcholine,3TBDMS,isomer #1	CCCCCCCCCCCCCC=CC(O[Si](C)(C)C(C)(C)C)C(COP(=O)([O-])OCC[N+](C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4109.1	Semi standard non polar	33892256
sphingosylphosphorylcholine,3TBDMS,isomer #1	CCCCCCCCCCCCCC=CC(O[Si](C)(C)C(C)(C)C)C(COP(=O)([O-])OCC[N+](C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3806.2	Standard non polar	33892256
sphingosylphosphorylcholine,3TBDMS,isomer #1	CCCCCCCCCCCCCC=CC(O[Si](C)(C)C(C)(C)C)C(COP(=O)([O-])OCC[N+](C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3611.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - sphingosylphosphorylcholine GC-MS (Non-derivatized) - 70eV, Positive	splash10-004j-4490000000-72f1129eac7c7321aa09	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - sphingosylphosphorylcholine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - sphingosylphosphorylcholine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - sphingosylphosphorylcholine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - sphingosylphosphorylcholine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - sphingosylphosphorylcholine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5073

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5263

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Enzymes

Enzyme Details

1. Ectonucleotide pyrophosphatase/phosphodiesterase family member 2

General function:: Involved in catalytic activity
Specific function:: Hydrolyzes lysophospholipids to produce lysophosphatidic acid (LPA) in extracellular fluids. Major substrate is lysophosphatidylcholine. Also can act on sphingosylphosphphorylcholine producing sphingosine-1-phosphate, a modulator of cell motility. Can hydrolyze, in vitro, bis-pNPP, to some extent pNP-TMP, and barely ATP. Involved in several motility-related processes such as angiogenesis and neurite outgrowth. Acts as an angiogenic factor by stimulating migration of smooth muscle cells and microtubule formation. Stimulates migration of melanoma cells, probably via a pertussis toxin-sensitive G protein. May have a role in induction of parturition. Possible involvement in cell proliferation and adipose tissue development. Tumor cell motility-stimulating factor.
Gene Name:: ENPP2
Uniprot ID:: Q13822
Molecular weight:: 98992.78

Enzyme Details

2. Ectonucleotide pyrophosphatase/phosphodiesterase family member 6

General function:: Involved in catalytic activity
Specific function:: Choline-specific glycerophosphodiester phosphodiesterase. The preferred substrate may be lysosphingomyelin (By similarity). Hydrolyzes lysophosphatidylcholine (LPC) to form monoacylglycerol and phosphorylcholine but not lysophosphatidic acid, showing it has a lysophospholipase C activity. Has a preference for LPC with short (12:0 and 14:0) or polyunsaturated (18:2 and 20:4) fatty acids. Also hydrolyzes glycerophosphorylcholine and sphingosylphosphorylcholine efficiently. Hydrolyzes the classical substrate for phospholipase C, p-nitrophenyl phosphorylcholine in vitro, while it does not hydrolyze the classical nucleotide phosphodiesterase substrate, p-nitrophenyl thymidine 5'-monophosphate. Does not hydrolyze diacyl phospholipids such as phosphatidylethanolamine, phosphatidylinositol, phosphatidylserine, phosphatidylglycerol and phosphatidic acid.
Gene Name:: ENPP6
Uniprot ID:: Q6UWR7
Molecular weight:: 50240.625

Enzyme Details

3. Ectonucleotide pyrophosphatase/phosphodiesterase family member 2

General function:: Not Available
Specific function:: Hydrolyzes lysophospholipids to produce the signaling molecule lysophosphatidic acid (LPA) in extracellular fluids (PubMed:12633853, PubMed:29259743, PubMed:27660691, PubMed:27268273, PubMed:27075612, PubMed:12354767). Major substrate is lysophosphatidylcholine (PubMed:12119361, PubMed:27660691, PubMed:27268273, PubMed:27075612, PubMed:12176993). Also can act on sphingosylphosphorylcholine producing sphingosine-1-phosphate, a modulator of cell motility (PubMed:12119361). Can hydrolyze, in vitro, bis-pNPP, to some extent pNP-TMP, and barely ATP (PubMed:12633853, PubMed:27268273). Involved in several motility-related processes such as angiogenesis and neurite outgrowth. Acts as an angiogenic factor by stimulating migration of smooth muscle cells and microtubule formation. Stimulates migration of melanoma cells, probably via a pertussis toxin-sensitive G protein. May have a role in induction of parturition. Possible involvement in cell proliferation and adipose tissue development. Tumor cell motility-stimulating factor (By similarity). Required for LPA production in activated platelets, cleaves the sn-1 lysophospholipids to generate sn-1 lysophosphatidic acids containing predominantly 18:2 and 20:4 fatty acids (By similarity). Shows a preference for the sn-1 to the sn-2 isomer of 1-O-alkyl-sn-glycero-3-phosphocholine (lyso-PAF) (By similarity).
Gene Name:: ENPP2
Uniprot ID:: Q64610
Molecular weight:: 101575.51

Enzyme Details

4. Glycerophosphocholine cholinephosphodiesterase ENPP6

General function:: Not Available
Specific function:: Choline-specific glycerophosphodiesterase that hydrolyzes glycerophosphocholine (GPC) and lysophosphatidylcholine (LPC) and contributes to supplying choline to the cells. Has a preference for LPC with short (12:0 and 14:0) or polyunsaturated (18:2 and 20:4) fatty acids. In vitro, hydrolyzes only choline-containing lysophospholipids, such as sphingosylphosphorylcholine (SPC), platelet-activating factor (PAF) and lysoPAF, but not other lysophospholipids.
Gene Name:: ENPP6
Uniprot ID:: Q58D68
Molecular weight:: 50355.595

Showing metabocard for sphingosylphosphorylcholine (HMDB0258420)

MOL for HMDB0258420 (sphingosylphosphorylcholine)

3D MOL for HMDB0258420 (sphingosylphosphorylcholine)

3D SDF for HMDB0258420 (sphingosylphosphorylcholine)

3D-SDF for HMDB0258420 (sphingosylphosphorylcholine)

PDB for HMDB0258420 (sphingosylphosphorylcholine)

3D PDB for HMDB0258420 (sphingosylphosphorylcholine)

SMILES for HMDB0258420 (sphingosylphosphorylcholine)

INCHI for HMDB0258420 (sphingosylphosphorylcholine)

Structure for HMDB0258420 (sphingosylphosphorylcholine)

3D Structure for HMDB0258420 (sphingosylphosphorylcholine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

Enzymes