NP-MRD: Showing NP-Card for n-[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]hexadecanimidic acid (NP0159191)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-02 16:54:20 UTC

Updated at

2022-09-02 16:54:20 UTC

NP-MRD ID

NP0159191

Secondary Accession Numbers

None

Natural Product Identification

Common Name

n-[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]hexadecanimidic acid

Description

Cer 18:0;3/16:0;0, Also known as cer(t18:0/16:0), Belongs to the class of organic compounds known as phytoceramides. These are n-acylated 4-hydroxysphinganine. Thus, cer 18:0;3/16:0;0 Is considered to be a ceramide lipid molecule. n-[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]hexadecanimidic acid is found in Daldinia concentrica and Trypanosoma brucei. Cer 18:0;3/16:0;0 Is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv0541 02241222542D          

 39 38  0  0  1  0            999 V2000
   27.8506   11.1296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.8506   11.9546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1362   10.7171    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.1362    9.8921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4217   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7072   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9927   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2783   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5638   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8493   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1349   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4204   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7059   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9914   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2770   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5625   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8480   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1336   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5651   10.7171    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   28.5651    9.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2796    9.4796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2796   11.1296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9940   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9940    9.8921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7085   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4230   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1374   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8519   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5664   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2809   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9953   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7098   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4243   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1387   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8532   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5677   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2822   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9966   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7111   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  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
  1 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  2  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
M  END

     RDKit          3D

108107  0  0  0  0  0  0  0  0999 V2000
   12.7975   -2.4262   -0.4175 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5352   -1.8845    0.2186 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6150   -2.1170    1.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4107   -1.5980    2.4637 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1779   -2.3003    1.9891 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9144   -1.8469    2.6806 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6778   -0.3646    2.4545 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5569   -0.0239    1.0075 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3199    1.4696    0.8566 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2217    1.8914   -0.5613 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2386    1.3054   -1.4621 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7870    1.4813   -1.2942 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2262    0.9848   -0.0031 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6796    1.0983   -0.0272 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2465    2.4896   -0.3169 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7447    2.5634   -0.3065 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0954    1.7320    0.3649 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1204    3.5610   -1.0563 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2815    3.8483   -1.1867 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.5167    5.1134   -1.9025 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9929    5.1593   -3.1821 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0226    2.6393   -1.6390 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.6520    2.0173   -2.7929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5198    2.8432   -1.6657 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8727    3.8095   -0.6749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2059    1.5887   -1.0632 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8552    0.3921   -1.8238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4234   -0.9219   -1.4302 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1284   -1.5268   -0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5377   -0.8055    1.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9665   -0.5143    1.3234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9292   -1.5427    1.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2016   -2.7726    0.9633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6336   -2.8225   -0.4219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8132   -2.1033   -0.9257 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1640   -2.3483   -0.3818 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4798   -1.9626    1.0091 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9536   -2.3185    1.3234 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8096   -1.5699    0.3297 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4410   -2.8549    0.3548 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5538   -3.2405   -1.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3513   -1.6023   -0.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6317   -2.2736   -0.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5055   -0.7736    0.0147 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5004   -1.5539    2.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.7557   -3.1816    1.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6328   -1.7875    3.5304 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3731   -0.4974    2.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3006   -3.4002    2.2425 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0348   -2.2869    0.9086 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0686   -2.3974    2.2865 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9628   -2.0236    3.7690 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3793    0.2908    2.9697 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6575   -0.1764    2.9078 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7935   -0.6297    0.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5201   -0.2617    0.4991 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5477    1.8749    1.4888 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2748    1.9908    1.2414 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9777    3.0205   -0.5087 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2524    1.9023   -1.0379 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4804    0.1831   -1.6355 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5211    1.6943   -2.5229 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4971    2.5837   -1.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1955    0.9806   -2.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4708   -0.0770    0.0764 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5454    1.5994    0.8403 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3308    0.7891    0.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3625    0.4207   -0.8531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5737    2.9045   -1.2785 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5810    3.2012    0.4713 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7990    4.1996   -1.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6004    4.0132   -0.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0528    5.9380   -1.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6181    5.3973   -1.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4901    4.3380   -3.3511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8718    1.8581   -0.8127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9929    2.5029   -3.6094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9026    3.0056   -2.6389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8547    3.8235   -0.6710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0243    1.5986    0.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3088    1.8440   -1.2269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7322    0.3155   -1.9436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1878    0.5712   -2.8973 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0792   -1.6522   -2.2348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5394   -0.9161   -1.5861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5397   -2.5790   -0.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9996   -1.7505   -0.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2154   -1.5709    1.9810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8477    0.0053    1.3579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2952    0.1370    0.4561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0024    0.2606    2.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9407   -1.0124    1.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6535   -1.8636    2.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2996   -3.5048    1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9334   -3.3864    1.5884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7670   -2.7943   -1.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9266   -3.9562   -0.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6569   -0.9578   -0.8296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9246   -2.2636   -2.0661 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9738   -1.9243   -1.0372 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3522   -3.4772   -0.4961 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3675   -0.8698    1.2066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8938   -2.4709    1.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1691   -1.9586    2.3547 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0826   -3.4069    1.1925 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.1216   -2.2515   -0.5102 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7472   -1.1840    0.8085 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3125   -0.6932   -0.1139 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  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 19 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 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
  1 40  1  0
  1 41  1  0
  1 42  1  0
  2 43  1  0
  2 44  1  0
  3 45  1  0
  3 46  1  0
  4 47  1  0
  4 48  1  0
  5 49  1  0
  5 50  1  0
  6 51  1  0
  6 52  1  0
  7 53  1  0
  7 54  1  0
  8 55  1  0
  8 56  1  0
  9 57  1  0
  9 58  1  0
 10 59  1  0
 10 60  1  0
 11 61  1  0
 11 62  1  0
 12 63  1  0
 12 64  1  0
 13 65  1  0
 13 66  1  0
 14 67  1  0
 14 68  1  0
 15 69  1  0
 15 70  1  0
 18 71  1  0
 19 72  1  1
 20 73  1  0
 20 74  1  0
 21 75  1  0
 22 76  1  1
 23 77  1  0
 24 78  1  6
 25 79  1  0
 26 80  1  0
 26 81  1  0
 27 82  1  0
 27 83  1  0
 28 84  1  0
 28 85  1  0
 29 86  1  0
 29 87  1  0
 30 88  1  0
 30 89  1  0
 31 90  1  0
 31 91  1  0
 32 92  1  0
 32 93  1  0
 33 94  1  0
 33 95  1  0
 34 96  1  0
 34 97  1  0
 35 98  1  0
 35 99  1  0
 36100  1  0
 36101  1  0
 37102  1  0
 37103  1  0
 38104  1  0
 38105  1  0
 39106  1  0
 39107  1  0
 39108  1  0
M  END


  Mrv0541 02241222542D          

 39 38  0  0  1  0            999 V2000
   27.8506   11.1296    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.8506   11.9546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.1362   10.7171    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.1362    9.8921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4217   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7072   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9927   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2783   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5638   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8493   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1349   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4204   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7059   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9914   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2770   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.5625   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8480   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1336   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5651   10.7171    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   28.5651    9.8921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.2796    9.4796    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.2796   11.1296    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.9940   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.9940    9.8921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.7085   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4230   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.1374   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.8519   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.5664   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.2809   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.9953   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.7098   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.4243   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.1387   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.8532   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.5677   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.2822   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.9966   10.7171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   40.7111   11.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1  3  1  0  0  0  0
  3  4  1  6  0  0  0
  3  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
  1 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 19 22  1  1  0  0  0
 22 23  1  0  0  0  0
 23 24  2  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
M  END
> <DATABASE_ID>
NP0159191

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC

> <INCHI_IDENTIFIER>
InChI=1S/C34H69NO4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(38)35-31(30-36)34(39)32(37)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h31-32,34,36-37,39H,3-30H2,1-2H3,(H,35,38)/t31-,32+,34-/m0/s1

> <INCHI_KEY>
IVBULNXGVIHEKN-MVIDNBQJSA-N

> <FORMULA>
C34H69NO4

> <MOLECULAR_WEIGHT>
555.916

> <EXACT_MASS>
555.522659701

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
73.89245378698938

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]hexadecanamide

> <ALOGPS_LOGP>
8.76

> <JCHEM_LOGP>
9.996465733333334

> <ALOGPS_LOGS>
-6.64

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.4413560488785

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.262014760738879

> <JCHEM_PKA_STRONGEST_BASIC>
0.02944992997796647

> <JCHEM_POLAR_SURFACE_AREA>
89.78999999999999

> <JCHEM_REFRACTIVITY>
166.1746

> <JCHEM_ROTATABLE_BOND_COUNT>
31

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.29e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(palmitoyl)-phytoceramide

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      51.988  20.775   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      51.988  22.315   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      50.654  20.005   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      50.654  18.465   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      49.321  20.775   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      47.987  20.005   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      46.653  20.775   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      45.319  20.005   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      43.986  20.775   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      42.652  20.005   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      41.318  20.775   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      39.985  20.005   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      38.651  20.775   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      37.317  20.005   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      35.984  20.775   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      34.650  20.005   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      33.316  20.775   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      31.983  20.005   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      53.322  20.005   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      53.322  18.465   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      54.655  17.695   0.000  0.00  0.00           O+0
HETATM   22  N   UNK     0      54.655  20.775   0.000  0.00  0.00           N+0
HETATM   23  C   UNK     0      55.989  20.005   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      55.989  18.465   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      57.323  20.775   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      58.656  20.005   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      59.990  20.775   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      61.324  20.005   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      62.657  20.775   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      63.991  20.005   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      65.325  20.775   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      66.658  20.005   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      67.992  20.775   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      69.326  20.005   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      70.659  20.775   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      71.993  20.005   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      73.327  20.775   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      74.660  20.005   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      75.994  20.775   0.000  0.00  0.00           C+0
CONECT    1    2    3   19                                                  
CONECT    2    1                                                            
CONECT    3    1    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    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                                                            
CONECT   19    1   20   22                                                  
CONECT   20   19   21                                                       
CONECT   21   20                                                            
CONECT   22   19   23                                                       
CONECT   23   22   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                                                            
MASTER        0    0    0    0    0    0    0    0   39    0   76    0
END

View in JSmol

Synonyms

Value	Source
Cer(t18:0/16:0)	ChEBI
N-(Hexadecanoyl)-4R-hydroxysphinganine	ChEBI
N-(Hexadecanoyl)-phytoceramide	ChEBI
N-(Palmitoyl)-phytoceramide	ChEBI
N-Hexadecanoyl-4-hydroxysphinganine	ChEBI
N-(Hexadecanoyl)-4S-hydroxysphinganine	ChEBI

Chemical Formula

C₃₄H₆₉NO₄

Average Mass

555.9160 Da

Monoisotopic Mass

555.52266 Da

IUPAC Name

N-[(2S,3S,4R)-1,3,4-trihydroxyoctadecan-2-yl]hexadecanamide

Traditional Name

N-(palmitoyl)-phytoceramide

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCC(=O)N[C@@H](CO)[C@H](O)[C@H](O)CCCCCCCCCCCCCC

InChI Identifier

InChI=1S/C34H69NO4/c1-3-5-7-9-11-13-15-17-19-21-23-25-27-29-33(38)35-31(30-36)34(39)32(37)28-26-24-22-20-18-16-14-12-10-8-6-4-2/h31-32,34,36-37,39H,3-30H2,1-2H3,(H,35,38)/t31-,32+,34-/m0/s1

InChI Key

IVBULNXGVIHEKN-MVIDNBQJSA-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
Daldinia concentrica	LOTUS Database	35616633
Trypanosoma brucei	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
N-acyl-amine
Fatty acyl
Carboxamide group
Secondary alcohol
Secondary carboxylic acid amide
Carboxylic acid derivative
Polyol
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen compound
Organic oxygen compound
Alcohol
Organic nitrogen compound
Carbonyl group
Primary alcohol
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

phytoceramide (CHEBI:65107 )
N-acyl-4-hydroxysphinganines (phytoceramides) (LMSP02030001 )

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	8.76	ALOGPS
logP	10	ChemAxon
logS	-6.6	ALOGPS
pKa (Strongest Acidic)	13.26	ChemAxon
pKa (Strongest Basic)	0.029	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	89.79 Å²	ChemAxon
Rotatable Bond Count	31	ChemAxon
Refractivity	166.17 m³·mol⁻¹	ChemAxon
Polarizability	73.89 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

10506988

PDB ID

Not Available

ChEBI ID

65107

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for n-[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]hexadecanimidic acid (NP0159191)

MOL for NP0159191 (n-[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]hexadecanimidic acid)

3D MOL for NP0159191 (n-[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]hexadecanimidic acid)

3D SDF for NP0159191 (n-[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]hexadecanimidic acid)

3D-SDF for NP0159191 (n-[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]hexadecanimidic acid)

PDB for NP0159191 (n-[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]hexadecanimidic acid)

3D PDB for NP0159191 (n-[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]hexadecanimidic acid)

SMILES for NP0159191 (n-[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]hexadecanimidic acid)

INCHI for NP0159191 (n-[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]hexadecanimidic acid)

Structure for NP0159191 (n-[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]hexadecanimidic acid)

3D Structure for NP0159191 (n-[(2s,3s,4r)-1,3,4-trihydroxyoctadecan-2-yl]hexadecanimidic acid)