NP-MRD: Showing NP-Card for 2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)tricosanimidic acid (NP0286278)

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Record Information

Version

2.0

Created at

2022-09-09 14:47:01 UTC

Updated at

2022-09-09 14:47:01 UTC

NP-MRD ID

NP0286278

Secondary Accession Numbers

None

Natural Product Identification

Common Name

2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)tricosanimidic acid

Description

2-Hydroxy-N-(1,3,4-trihydroxyoctadec-8-en-2-yl)tricosanimidic acid belongs to the class of organic compounds known as phytoceramides. These are n-acylated 4-hydroxysphinganine. 2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)tricosanimidic acid is found in Gynura japonica. 2-Hydroxy-N-(1,3,4-trihydroxyoctadec-8-en-2-yl)tricosanimidic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004171500012D          

 47 46  0  0  0  0            999 V2000
   16.6105   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3250   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0395   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7539   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4684   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1829   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8974   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6118   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3263   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0408   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7552   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4697   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1842   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8987   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6131   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3276   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0421   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7565   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4710   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1855   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8999   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6144   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6144    9.1776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3289   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3289   11.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0434   10.0026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7578   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7578   11.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4723   11.6526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4723   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4723    9.1776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1868   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1868   11.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.9012   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6157   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3302   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0447   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7591   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4736   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1881   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9025   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6170   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3315   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0460   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7604   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4749   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1894   10.4151    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
 14 15  1  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  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 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
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 37 36  1  4  0  0  0
 37 38  2  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
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
M  END

     RDKit          3D

128127  0  0  0  0  0  0  0  0999 V2000
  -16.7679   -0.7508   -0.8350 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.6286    0.5446   -0.1000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.4009    1.2962   -0.5154 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1776    0.5032   -0.2335 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0349    0.1827    1.2532 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7194   -0.5964    1.3484 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4660   -0.9628    2.7707 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1772   -1.7286    3.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0344   -0.8519    2.5319 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7048   -1.4250    2.6969 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8857   -1.6679    1.7015 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1601   -1.4160    0.2804 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2284   -0.4200   -0.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8022   -0.7950   -0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8962    0.1650   -1.1349 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.6414    0.3074   -2.3933 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7884    1.5396   -0.6514 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.0676    2.0781   -0.3246 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8826    1.8963    0.4761 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1433    3.4735    0.6810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5227    3.8745    1.8392 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5631    1.6690    0.3866 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1840    1.4327    0.2956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3571    1.8008    1.1545 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6056    0.7078   -0.8835 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.4861   -0.2391   -1.3623 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7133    0.0842   -0.5782 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7235   -0.9472    0.4903 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9493   -1.7293    0.6815 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2751   -1.2022    0.9954 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9201   -0.2582    0.0595 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3918    0.0468    0.3992 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2243   -1.1903    0.3487 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7075   -0.8917    0.5326 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1601    0.0625   -0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8884   -0.5344   -1.9248 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2523    0.3236   -3.0692 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6732    0.7006   -3.2406 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4955   -0.5564   -3.4281 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9432   -0.3078   -3.6748 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.3920    0.4984   -0.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9170    1.4516   -0.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6050   -1.4048    0.9399 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0732   -0.6025    1.2695 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.2513    1.1724    2.5174 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.4231   -0.4574    3.1961 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8015   -0.6161    2.1397 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5585    0.6433    3.4039 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.3190    0.9531    0.5393 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9713    2.0739    1.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.4692    2.0729    1.9737 H   0  0  0  0  0  0  0  0  0  0  0  0
 47 46  1  0
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 47126  1  0
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 35103  1  0
 34100  1  0
 34101  1  0
 33 98  1  0
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 27 86  1  0
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 25 84  1  6
 26 85  1  0
 22 83  1  0
 19 79  1  1
 20 80  1  0
 20 81  1  0
 21 82  1  0
 17 77  1  6
 18 78  1  0
 15 75  1  6
 16 76  1  0
 14 73  1  0
 14 74  1  0
 13 71  1  0
 13 72  1  0
 12 69  1  0
 12 70  1  0
 11 68  1  0
 10 67  1  0
  9 65  1  0
  9 66  1  0
  8 63  1  0
  8 64  1  0
  7 61  1  0
  7 62  1  0
  6 59  1  0
  6 60  1  0
  5 57  1  0
  5 58  1  0
  4 55  1  0
  4 56  1  0
  3 53  1  0
  3 54  1  0
  2 51  1  0
  2 52  1  0
  1 48  1  0
  1 49  1  0
  1 50  1  0
M  END


  Mrv1533004171500012D          

 47 46  0  0  0  0            999 V2000
   16.6105   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3250   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0395   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7539   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4684   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1829   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8974   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6118   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.3263   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0408   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7552   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4697   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1842   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8987   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.6131   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3276   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0421   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.7565   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4710   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1855   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.8999   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6144   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6144    9.1776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3289   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.3289   11.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.0434   10.0026    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   33.7578   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.7578   11.2401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4723   11.6526    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4723   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.4723    9.1776    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.1868   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.1868   11.2401    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.9012   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6157   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.3302   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.0447   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.7591   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4736   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.1881   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.9025   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   41.6170   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   42.3315   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.0460   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   43.7604   10.4151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   44.4749   10.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   45.1894   10.4151    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
 14 15  1  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  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 24 25  2  0  0  0  0
 24 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
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 37 36  1  4  0  0  0
 37 38  2  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
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0286278

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCCCCCCCC(O)C(=O)NC(CO)C(O)C(O)CCCC=CCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C41H81NO5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-39(45)41(47)42-37(36-43)40(46)38(44)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h26,28,37-40,43-46H,3-25,27,29-36H2,1-2H3,(H,42,47)

> <INCHI_KEY>
TYVDMHBPUUFNQL-UHFFFAOYSA-N

> <FORMULA>
C41H81NO5

> <MOLECULAR_WEIGHT>
668.101

> <EXACT_MASS>
667.611474712

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
128

> <JCHEM_AVERAGE_POLARIZABILITY>
89.1791889845759

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-hydroxy-N-(1,3,4-trihydroxyoctadec-8-en-2-yl)tricosanamide

> <ALOGPS_LOGP>
9.29

> <JCHEM_LOGP>
11.875458811000001

> <ALOGPS_LOGS>
-6.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.419153930284462

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.682085069886003

> <JCHEM_PKA_STRONGEST_BASIC>
-2.791725579764262

> <JCHEM_POLAR_SURFACE_AREA>
110.02000000000001

> <JCHEM_REFRACTIVITY>
200.9904

> <JCHEM_ROTATABLE_BOND_COUNT>
37

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.55e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-N-(1,3,4-trihydroxyoctadec-8-en-2-yl)tricosanamide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      31.006  19.442   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      32.340  18.672   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      33.674  19.442   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      35.007  18.672   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      36.341  19.442   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      37.675  18.672   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      39.008  19.442   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      40.342  18.672   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      41.676  19.442   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      43.009  18.672   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      44.343  19.442   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      45.677  18.672   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      47.010  19.442   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      48.344  18.672   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      49.678  19.442   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      51.012  18.672   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      52.345  19.442   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      53.679  18.672   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      55.013  19.442   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      56.346  18.672   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      57.680  19.442   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      59.014  18.672   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      59.014  17.132   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      60.347  19.442   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      60.347  20.982   0.000  0.00  0.00           O+0
HETATM   26  N   UNK     0      61.681  18.672   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      63.015  19.442   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      63.015  20.982   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      64.348  21.752   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      64.348  18.672   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      64.348  17.132   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      65.682  19.442   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      65.682  20.982   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      67.016  18.672   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      68.349  19.442   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      69.683  18.672   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      71.017  19.442   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      72.350  18.672   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      73.684  19.442   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      75.018  18.672   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      76.351  19.442   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      77.685  18.672   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      79.019  19.442   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      80.352  18.672   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      81.686  19.442   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      83.020  18.672   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      84.353  19.442   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                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28   30                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   27   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47                                                       
CONECT   47   46                                                            
MASTER        0    0    0    0    0    0    0    0   47    0   92    0
END

View in JSmol

Synonyms

Value	Source
2-Hydroxy-N-(1,3,4-trihydroxyoctadec-8-en-2-yl)tricosanimidate	Generator

Chemical Formula

C₄₁H₈₁NO₅

Average Mass

668.1010 Da

Monoisotopic Mass

667.61147 Da

IUPAC Name

2-hydroxy-N-(1,3,4-trihydroxyoctadec-8-en-2-yl)tricosanamide

Traditional Name

2-hydroxy-N-(1,3,4-trihydroxyoctadec-8-en-2-yl)tricosanamide

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCCCCCCC(O)C(=O)NC(CO)C(O)C(O)CCCC=CCCCCCCCCC

InChI Identifier

InChI=1S/C41H81NO5/c1-3-5-7-9-11-13-15-17-18-19-20-21-22-23-25-27-29-31-33-35-39(45)41(47)42-37(36-43)40(46)38(44)34-32-30-28-26-24-16-14-12-10-8-6-4-2/h26,28,37-40,43-46H,3-25,27,29-36H2,1-2H3,(H,42,47)

InChI Key

TYVDMHBPUUFNQL-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
Gynura japonica	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	9.29	ALOGPS
logP	11.88	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Acidic)	12.68	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	37	ChemAxon
Refractivity	200.99 m³·mol⁻¹	ChemAxon
Polarizability	89.18 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-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)tricosanimidic acid (NP0286278)

MOL for NP0286278 (2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)tricosanimidic acid)

3D MOL for NP0286278 (2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)tricosanimidic acid)

3D SDF for NP0286278 (2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)tricosanimidic acid)

3D-SDF for NP0286278 (2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)tricosanimidic acid)

PDB for NP0286278 (2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)tricosanimidic acid)

3D PDB for NP0286278 (2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)tricosanimidic acid)

SMILES for NP0286278 (2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)tricosanimidic acid)

INCHI for NP0286278 (2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)tricosanimidic acid)

Structure for NP0286278 (2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)tricosanimidic acid)

3D Structure for NP0286278 (2-hydroxy-n-(1,3,4-trihydroxyoctadec-8-en-2-yl)tricosanimidic acid)