NP-MRD: Showing NP-Card for 2-hydroxy-22-methyl-n-(1,3,4-trihydroxyhexadecan-2-yl)tricosanimidic acid (NP0215097)

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Record Information

Version

1.0

Created at

2022-09-05 14:35:03 UTC

Updated at

2022-09-05 14:35:04 UTC

NP-MRD ID

NP0215097

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-hydroxy-22-methyl-n-(1,3,4-trihydroxyhexadecan-2-yl)tricosanimidic acid

Description

2-Hydroxy-22-methyl-N-(1,3,4-trihydroxyhexadecan-2-yl)tricosanimidic acid belongs to the class of organic compounds known as phytoceramides. These are n-acylated 4-hydroxysphinganine. 2-hydroxy-22-methyl-n-(1,3,4-trihydroxyhexadecan-2-yl)tricosanimidic acid is found in Erimacrus isenbeckii. 2-Hydroxy-22-methyl-N-(1,3,4-trihydroxyhexadecan-2-yl)tricosanimidic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004241510052D          

 46 45  0  0  0  0            999 V2000
   21.5605   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2750   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9895   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7039   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4184   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1329   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8474   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5618   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2763   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9908   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7052   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4197   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1342   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1342   14.0980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8487   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8487   12.0355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5631   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5631   14.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2776   14.5105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2776   12.8605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9921   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9921   14.0980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7065   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7065   12.0355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4210   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1355   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8499   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5644   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2789   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9934   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7078   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4223   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1368   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8512   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5657   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2802   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9947   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7091   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4236   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1381   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8525   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.5670   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.2815   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.9960   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   48.7104   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.9960   12.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
M  END

     RDKit          3D

127126  0  0  0  0  0  0  0  0999 V2000
   14.7616    1.7086   -0.9118 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8360    0.1817   -0.8647 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1619   -0.2516    0.4181 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1629   -1.7404    0.6051 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4875   -2.5360   -0.4246 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0881   -2.3404   -0.7923 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9775   -2.5099    0.1638 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9583   -1.5439    1.2755 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7641   -1.7447    2.2097 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4421   -1.6065    1.5104 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2751   -0.2602    0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9247   -0.0961    0.1922 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7124   -1.0943   -0.8975 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.7774   -0.8738   -1.8409 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4677   -0.9681   -1.6887 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.2914    0.2834   -2.2482 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2124   -1.5416   -1.1615 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.3439   -2.9977   -0.7494 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0347   -3.0453    0.4470 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5124   -0.8024   -0.1576 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1714   -0.2853   -0.3455 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6427   -0.5335   -1.4527 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5096    0.4801    0.7275 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3008    0.7234    1.8233 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8441    1.7519    0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1970    2.5235    1.3055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4644    3.7526    0.7541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5449    3.3903   -0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5566    2.5432    0.4809 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6674    2.1712   -0.4364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4335    3.3137   -1.0143 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0611    4.1950    0.0160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0102    3.5340    0.9421 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2094    2.8873    0.3004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0147    2.2880    1.4312 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2778    1.5898    0.9677 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2093    2.5135    0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4386    1.7774   -0.1948 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1721    1.2130    0.9602 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4378    0.4747    0.5811 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2283   -0.6909   -0.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
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   11.9295   -1.2978   -1.2758 H   0  0  0  0  0  0  0  0  0  0  0  0
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    9.9908   -2.5692   -0.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0554   -3.5460    0.6115 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9002   -0.4871    0.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
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  -11.5986   -2.5594   -1.4399 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2917   -3.5163    0.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9828   -2.9934   -1.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5079   -5.0037    0.4878 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0802   -4.1820    1.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5322   -3.2308    0.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8283   -4.6072   -2.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7313   -5.6455   -1.4496 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9568   -5.3122   -1.2667 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
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  1  0
 23 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  1  0
 44 46  1  0
  1 47  1  0
  1 48  1  0
  1 49  1  0
  2 50  1  0
  2 51  1  0
  3 52  1  0
  3 53  1  0
  4 54  1  0
  4 55  1  0
  5 56  1  0
  5 57  1  0
  6 58  1  0
  6 59  1  0
  7 60  1  0
  7 61  1  0
  8 62  1  0
  8 63  1  0
  9 64  1  0
  9 65  1  0
 10 66  1  0
 10 67  1  0
 11 68  1  0
 11 69  1  0
 12 70  1  0
 12 71  1  0
 13 72  1  1
 14 73  1  0
 15 74  1  6
 16 75  1  0
 17 76  1  6
 18 77  1  0
 18 78  1  0
 19 79  1  0
 20 80  1  0
 23 81  1  1
 24 82  1  0
 25 83  1  0
 25 84  1  0
 26 85  1  0
 26 86  1  0
 27 87  1  0
 27 88  1  0
 28 89  1  0
 28 90  1  0
 29 91  1  0
 29 92  1  0
 30 93  1  0
 30 94  1  0
 31 95  1  0
 31 96  1  0
 32 97  1  0
 32 98  1  0
 33 99  1  0
 33100  1  0
 34101  1  0
 34102  1  0
 35103  1  0
 35104  1  0
 36105  1  0
 36106  1  0
 37107  1  0
 37108  1  0
 38109  1  0
 38110  1  0
 39111  1  0
 39112  1  0
 40113  1  0
 40114  1  0
 41115  1  0
 41116  1  0
 42117  1  0
 42118  1  0
 43119  1  0
 43120  1  0
 44121  1  0
 45122  1  0
 45123  1  0
 45124  1  0
 46125  1  0
 46126  1  0
 46127  1  0
M  END


  Mrv1533004241510052D          

 46 45  0  0  0  0            999 V2000
   21.5605   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2750   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9895   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7039   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4184   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1329   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8474   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5618   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2763   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.9908   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7052   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4197   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1342   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1342   14.0980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8487   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8487   12.0355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.5631   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.5631   14.0980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.2776   14.5105    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.2776   12.8605    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   32.9921   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.9921   14.0980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.7065   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7065   12.0355    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4210   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1355   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.8499   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.5644   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.2789   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9934   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7078   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4223   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1368   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.8512   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.5657   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.2802   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.9947   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7091   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4236   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1381   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.8525   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   46.5670   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.2815   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.9960   12.8605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   48.7104   13.2730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   47.9960   12.0355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 17 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 44 46  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0215097

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCC(O)C(O)C(CO)NC(=O)C(O)CCCCCCCCCCCCCCCCCCCC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C40H81NO5/c1-4-5-6-7-8-9-20-23-26-29-32-37(43)39(45)36(34-42)41-40(46)38(44)33-30-27-24-21-18-16-14-12-10-11-13-15-17-19-22-25-28-31-35(2)3/h35-39,42-45H,4-34H2,1-3H3,(H,41,46)

> <INCHI_KEY>
KUDKPXNNZZLFPD-UHFFFAOYSA-N

> <FORMULA>
C40H81NO5

> <MOLECULAR_WEIGHT>
656.09

> <EXACT_MASS>
655.611474712

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
127

> <JCHEM_AVERAGE_POLARIZABILITY>
87.60611912902249

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-hydroxy-22-methyl-N-(1,3,4-trihydroxyhexadecan-2-yl)tricosanamide

> <ALOGPS_LOGP>
9.07

> <JCHEM_LOGP>
11.635262234000002

> <ALOGPS_LOGS>
-6.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.42438895494546

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.696305495085273

> <JCHEM_PKA_STRONGEST_BASIC>
-2.7917255790393964

> <JCHEM_POLAR_SURFACE_AREA>
110.02

> <JCHEM_REFRACTIVITY>
195.2204

> <JCHEM_ROTATABLE_BOND_COUNT>
36

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.11e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-22-methyl-N-(1,3,4-trihydroxyhexadecan-2-yl)tricosanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      40.246  24.776   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      41.580  24.006   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      42.914  24.776   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      44.247  24.006   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      45.581  24.776   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      46.915  24.006   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      48.248  24.776   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      49.582  24.006   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      50.916  24.776   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      52.249  24.006   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      53.583  24.776   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      54.917  24.006   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      56.250  24.776   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      56.250  26.316   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      57.584  24.006   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      57.584  22.466   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      58.918  24.776   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      58.918  26.316   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      60.252  27.086   0.000  0.00  0.00           O+0
HETATM   20  N   UNK     0      60.252  24.006   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      61.585  24.776   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      61.585  26.316   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      62.919  24.006   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      62.919  22.466   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      64.253  24.776   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      65.586  24.006   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      66.920  24.776   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      68.254  24.006   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      69.587  24.776   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      70.921  24.006   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      72.255  24.776   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      73.588  24.006   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      74.922  24.776   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      76.256  24.006   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      77.589  24.776   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      78.923  24.006   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      80.257  24.776   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      81.590  24.006   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      82.924  24.776   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      84.258  24.006   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      85.591  24.776   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      86.925  24.006   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      88.259  24.776   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      89.592  24.006   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      90.926  24.776   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      89.592  22.466   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   20                                                  
CONECT   18   17   19                                                       
CONECT   19   18                                                            
CONECT   20   17   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44                                                            
MASTER        0    0    0    0    0    0    0    0   46    0   90    0
END

View in JSmol

Synonyms

Value	Source
2-Hydroxy-22-methyl-N-(1,3,4-trihydroxyhexadecan-2-yl)tricosanimidate	Generator

Chemical Formula

C₄₀H₈₁NO₅

Average Mass

656.0900 Da

Monoisotopic Mass

655.61147 Da

IUPAC Name

2-hydroxy-22-methyl-N-(1,3,4-trihydroxyhexadecan-2-yl)tricosanamide

Traditional Name

2-hydroxy-22-methyl-N-(1,3,4-trihydroxyhexadecan-2-yl)tricosanamide

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCC(O)C(O)C(CO)NC(=O)C(O)CCCCCCCCCCCCCCCCCCCC(C)C

InChI Identifier

InChI=1S/C40H81NO5/c1-4-5-6-7-8-9-20-23-26-29-32-37(43)39(45)36(34-42)41-40(46)38(44)33-30-27-24-21-18-16-14-12-10-11-13-15-17-19-22-25-28-31-35(2)3/h35-39,42-45H,4-34H2,1-3H3,(H,41,46)

InChI Key

KUDKPXNNZZLFPD-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Erimacrus isenbeckii	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as phytoceramides. These are n-acylated 4-hydroxysphinganine.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Sphingolipids

Sub Class

Ceramides

Direct Parent

Phytoceramides

Alternative Parents

Substituents

N-acyl-4-hydroxysphinganine
Fatty amide
Monosaccharide
N-acyl-amine
Fatty acyl
Carboxamide group
Secondary carboxylic acid amide
Secondary alcohol
Polyol
Carboxylic acid derivative
Primary alcohol
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Alcohol
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	9.07	ALOGPS
logP	11.64	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Acidic)	12.7	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	110.02 Å²	ChemAxon
Rotatable Bond Count	36	ChemAxon
Refractivity	195.22 m³·mol⁻¹	ChemAxon
Polarizability	87.61 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 2-hydroxy-22-methyl-n-(1,3,4-trihydroxyhexadecan-2-yl)tricosanimidic acid (NP0215097)

MOL for NP0215097 (2-hydroxy-22-methyl-n-(1,3,4-trihydroxyhexadecan-2-yl)tricosanimidic acid)

3D MOL for NP0215097 (2-hydroxy-22-methyl-n-(1,3,4-trihydroxyhexadecan-2-yl)tricosanimidic acid)

3D SDF for NP0215097 (2-hydroxy-22-methyl-n-(1,3,4-trihydroxyhexadecan-2-yl)tricosanimidic acid)

3D-SDF for NP0215097 (2-hydroxy-22-methyl-n-(1,3,4-trihydroxyhexadecan-2-yl)tricosanimidic acid)

PDB for NP0215097 (2-hydroxy-22-methyl-n-(1,3,4-trihydroxyhexadecan-2-yl)tricosanimidic acid)

3D PDB for NP0215097 (2-hydroxy-22-methyl-n-(1,3,4-trihydroxyhexadecan-2-yl)tricosanimidic acid)

SMILES for NP0215097 (2-hydroxy-22-methyl-n-(1,3,4-trihydroxyhexadecan-2-yl)tricosanimidic acid)

INCHI for NP0215097 (2-hydroxy-22-methyl-n-(1,3,4-trihydroxyhexadecan-2-yl)tricosanimidic acid)

Structure for NP0215097 (2-hydroxy-22-methyl-n-(1,3,4-trihydroxyhexadecan-2-yl)tricosanimidic acid)

3D Structure for NP0215097 (2-hydroxy-22-methyl-n-(1,3,4-trihydroxyhexadecan-2-yl)tricosanimidic acid)