NP-MRD: Showing NP-Card for Gondoyl-CoA (NP0044531)

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Record Information

Version

2.0

Created at

2022-02-14 20:58:22 UTC

Updated at

2022-03-10 22:21:01 UTC

NP-MRD ID

NP0044531

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Gondoyl-CoA

Description

Gondoyl-CoA, also called (2R)-4-({[({[(2R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-[2-({2-[(11Z)-icos-11-enoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-3,3-dimethylbutanimidic acid, belongs to the class of organic compounds known as long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms. Gondoyl-CoA is a very strong basic compound (based on its pKa). It is expected to be in Cannabis as all living plants are known to produce and metabolize it.

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1652309042000402D          

 76 78  0  0  1  0            999 V2000
   18.3960  -10.7984    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   18.5243   -9.9835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8827   -9.4649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1127   -9.7612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4711   -9.2426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7012   -9.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0596   -9.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2896   -9.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6480   -8.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8781   -9.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2942   -9.6871    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9358  -10.2057    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   19.4225   -8.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1925   -8.5758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8341   -9.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6040   -8.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2456   -9.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0156   -9.0203    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1439   -8.2054    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.9138   -7.9090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5555   -8.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3254   -8.1313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4537   -7.3163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.9670   -8.6499    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   26.7369   -8.3535    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3786   -8.8722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1485   -8.5758    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.7901   -9.0944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.6618   -9.9094    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.5600   -8.7981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.2017   -9.3167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.9716   -9.0203    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   31.6132   -9.5389    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.4849  -10.3539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.3831   -9.2426    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   32.2548  -10.0575    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   33.0248   -9.7612    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.5115   -8.4276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.3264   -8.5560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.6965   -8.2993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.6398   -7.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.4097   -7.3163    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.5381   -6.5014    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   34.3530   -6.6297    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   32.7231   -6.3730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.6664   -5.6864    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.4363   -5.3901    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   34.7327   -6.1600    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   34.1400   -4.6201    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.2062   -5.0937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.3346   -4.2787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.1045   -3.9824    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   36.0190   -4.8030    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   36.3173   -3.1853    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   37.1411   -3.1414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   37.9617   -3.2269    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   37.5898   -2.4491    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   37.2935   -1.6792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.9342   -1.1594    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.6265   -1.6081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.4232   -1.3938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   39.6360   -0.5968    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   40.0071   -1.9767    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   39.7943   -2.7738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   38.9976   -2.9880    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   38.4137   -2.4052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.4375   -3.9113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   37.6097   -4.7182    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   38.2346   -4.1241    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.7968   -4.4311    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.7529   -3.6073    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   36.8407   -5.2549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.1492   -5.7049    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   35.6993   -5.0134    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   36.5992   -6.3964    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   35.4577   -6.1548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  2 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 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  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 27 26  1  4  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 30 31  1  0  0  0  0
 32 31  1  4  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 35 36  1  6  0  0  0
 35 37  1  1  0  0  0
 35 38  1  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 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
 43 45  2  0  0  0  0
 43 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 47 49  2  0  0  0  0
 47 50  1  0  0  0  0
 50 51  1  0  0  0  0
 52 51  1  1  0  0  0
 52 53  1  6  0  0  0
 52 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  6  0  0  0
 55 57  1  1  0  0  0
 57 58  1  0  0  0  0
 58 59  2  0  0  0  0
 59 60  1  0  0  0  0
 60 61  2  0  0  0  0
 61 62  1  0  0  0  0
 61 63  1  0  0  0  0
 63 64  2  0  0  0  0
 64 65  1  0  0  0  0
 65 66  2  0  0  0  0
 57 66  1  0  0  0  0
 60 66  1  0  0  0  0
 55 67  1  0  0  0  0
 67 68  1  0  0  0  0
 67 69  1  0  0  0  0
 67 70  1  0  0  0  0
 52 70  1  0  0  0  0
 70 71  1  0  0  0  0
 70 72  1  0  0  0  0
 72 73  1  0  0  0  0
 73 74  1  0  0  0  0
 73 75  1  0  0  0  0
 73 76  2  0  0  0  0
M  END

     RDKit          3D

141143  0  0  0  0  0  0  0  0999 V2000
   13.8316    2.2815    1.0234 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0235    1.6805    0.3205 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6612    1.4795   -1.1479 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7485    0.9098   -1.9460 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3779   -0.3631   -1.6820 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7422   -1.6529   -1.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7394   -2.2268   -0.8487 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4026   -1.6269   -0.6386 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5480   -2.5303    0.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4232   -2.9928   -0.2155 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8398   -2.7333   -1.5178 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4748   -2.1498   -1.5645 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1894   -0.8313   -0.9504 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4468   -0.7647    0.5294 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0002    0.5300    1.0976 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5840    0.8841    1.0887 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6766    0.0704    1.9136 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4084   -1.3344    1.5724 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6979   -1.5485    0.2389 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3438   -0.8963    0.3504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4630   -1.5033    0.9495 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0745    0.7026   -0.3796 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.3426    1.2458    0.0258 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3338    1.4513    1.5030 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1420    1.8203    2.1195 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2473    2.5839    1.6432 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3653    3.1530    0.4024 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9456    2.8553    2.4679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9733    1.7100    2.4150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5085    1.3703    1.2632 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9349    1.0735    0.2142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1687    0.9973   -0.9512 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4026    0.7363    0.0388 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.0264    0.8309    1.2794 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5822   -0.6644   -0.4873 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.9719   -1.6888    0.4507 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0903   -0.8270   -1.9022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0914   -0.9167   -0.4873 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3802   -2.1995   -0.9604 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0737   -2.3729   -0.9137 P   0  0  1  0  0  5  0  0  0  0  0  0
   -8.7637   -1.2033   -1.5363 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4378   -3.8162   -1.7515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4869   -2.5160    0.7250 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5230   -1.2697    1.1457 P   0  0  2  0  0  5  0  0  0  0  0  0
   -8.7959   -0.0666    1.7202 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5818   -1.9053    2.3306 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5035   -0.7740   -0.1424 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8866    0.5634    0.0221 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7782    0.9798   -1.1588 C   0  0  1  0  0  0  0  0  0  0  0  0
  -12.8698    0.1205   -1.1021 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9422    0.7727   -0.5659 C   0  0  1  0  0  0  0  0  0  0  0  0
  -14.7241    0.0350    0.3713 N   0  0  0  0  0  0  0  0  0  0  0  0
  -15.4737    0.5637    1.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0692   -0.4152    2.0533 N   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7166   -1.5904    1.5308 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0577   -2.8776    1.8840 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.9213   -3.2180    2.9576 N   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5328   -3.8729    1.1544 N   0  0  0  0  0  0  0  0  0  0  0  0
  -14.6976   -3.6230    0.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3925   -2.3583   -0.2000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -14.8653   -1.2891    0.4675 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4238    2.0611    0.0919 C   0  0  2  0  0  0  0  0  0  0  0  0
  -14.3908    3.0730   -0.0012 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2688    2.3562   -0.8820 C   0  0  2  0  0  0  0  0  0  0  0  0
  -12.8737    3.0046   -1.9475 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4959    4.6461   -1.9981 P   0  0  1  0  0  5  0  0  0  0  0  0
  -12.2592    5.2023   -0.6075 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1894    5.0044   -2.9919 O   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8498    5.4575   -2.6039 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7044    1.8896    2.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.8845    2.1264    0.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9954    3.3804    1.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.8645    2.4152    0.3654 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.2968    0.7490    0.8118 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6839    1.0564   -1.3024 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5556    2.5868   -1.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.4224    0.9923   -3.0449 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309042000402D          

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 67 69  1  0  0  0  0
 67 70  1  0  0  0  0
 52 70  1  0  0  0  0
 70 71  1  0  0  0  0
 70 72  1  0  0  0  0
 72 73  1  0  0  0  0
 73 74  1  0  0  0  0
 73 75  1  0  0  0  0
 73 76  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0044531

> <DATABASE_NAME>
NP-MRD

> <SMILES>
[H]\C(CCCCCCCC)=C(/[H])CCCCCCCCCC(=O)SCCN=C(O)CCN=C(O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)C([H])(O)C1([H])OP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C41H72N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h11-12,28-30,34-36,40,51-52H,4-10,13-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/b12-11-/t30-,34?,35?,36+,40-/m1/s1

> <INCHI_KEY>
ZDRKXADSROCWCG-WWGPTAPKSA-N

> <FORMULA>
C41H72N7O17P3S

> <MOLECULAR_WEIGHT>
1060.04

> <EXACT_MASS>
1059.391826054

> <JCHEM_ACCEPTOR_COUNT>
19

> <JCHEM_ATOM_COUNT>
141

> <JCHEM_AVERAGE_POLARIZABILITY>
107.6911539891542

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2R)-4-({[({[(2R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-[2-({2-[(11Z)-icos-11-enoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-3,3-dimethylbutanimidic acid

> <ALOGPS_LOGP>
3.66

> <JCHEM_LOGP>
2.2769330896395688

> <ALOGPS_LOGS>
-3.84

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8864429258961062

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8191568826489903

> <JCHEM_PKA_STRONGEST_BASIC>
6.431293194740969

> <JCHEM_POLAR_SURFACE_AREA>
370.60999999999996

> <JCHEM_REFRACTIVITY>
257.21190000000007

> <JCHEM_ROTATABLE_BOND_COUNT>
37

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.53e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2R)-4-[({[(2R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-N-[2-({2-[(11Z)-icos-11-enoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-3,3-dimethylbutanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  H   UNK     0      34.339 -20.157   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      34.579 -18.636   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      33.381 -17.668   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      31.944 -18.221   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      30.746 -17.253   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      29.309 -17.806   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      28.111 -16.838   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.674 -17.391   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      25.476 -16.423   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.039 -16.976   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      36.016 -18.083   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0      37.213 -19.051   0.000  0.00  0.00           H+0
HETATM   13  C   UNK     0      36.255 -16.561   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      37.693 -16.008   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      38.890 -16.976   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      40.327 -16.423   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      41.525 -17.391   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      42.962 -16.838   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      43.202 -15.317   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      44.639 -14.763   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      45.837 -15.732   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      47.274 -15.178   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      47.514 -13.657   0.000  0.00  0.00           O+0
HETATM   24  S   UNK     0      48.472 -16.146   0.000  0.00  0.00           S+0
HETATM   25  C   UNK     0      49.909 -15.593   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      51.107 -16.561   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0      52.544 -16.008   0.000  0.00  0.00           N+0
HETATM   28  C   UNK     0      53.742 -16.976   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      53.502 -18.498   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      55.179 -16.423   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      56.377 -17.391   0.000  0.00  0.00           C+0
HETATM   32  N   UNK     0      57.814 -16.838   0.000  0.00  0.00           N+0
HETATM   33  C   UNK     0      59.011 -17.806   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      58.772 -19.327   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      60.448 -17.253   0.000  0.00  0.00           C+0
HETATM   36  H   UNK     0      60.209 -18.774   0.000  0.00  0.00           H+0
HETATM   37  O   UNK     0      61.646 -18.221   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      60.688 -15.732   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      62.209 -15.971   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      59.167 -15.492   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      60.928 -14.210   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0      62.365 -13.657   0.000  0.00  0.00           O+0
HETATM   43  P   UNK     0      62.604 -12.136   0.000  0.00  0.00           P+0
HETATM   44  O   UNK     0      64.126 -12.375   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      61.083 -11.896   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      62.844 -10.615   0.000  0.00  0.00           O+0
HETATM   47  P   UNK     0      64.281 -10.062   0.000  0.00  0.00           P+0
HETATM   48  O   UNK     0      64.834 -11.499   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      63.728  -8.624   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      65.718  -9.508   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      65.958  -7.987   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      67.395  -7.434   0.000  0.00  0.00           C+0
HETATM   53  H   UNK     0      67.235  -8.966   0.000  0.00  0.00           H+0
HETATM   54  O   UNK     0      67.792  -5.946   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0      69.330  -5.864   0.000  0.00  0.00           C+0
HETATM   56  H   UNK     0      70.862  -6.024   0.000  0.00  0.00           H+0
HETATM   57  N   UNK     0      70.168  -4.572   0.000  0.00  0.00           N+0
HETATM   58  C   UNK     0      69.615  -3.135   0.000  0.00  0.00           C+0
HETATM   59  N   UNK     0      70.811  -2.164   0.000  0.00  0.00           N+0
HETATM   60  C   UNK     0      72.103  -3.002   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0      73.590  -2.602   0.000  0.00  0.00           C+0
HETATM   62  N   UNK     0      73.987  -1.114   0.000  0.00  0.00           N+0
HETATM   63  N   UNK     0      74.680  -3.690   0.000  0.00  0.00           N+0
HETATM   64  C   UNK     0      74.283  -5.178   0.000  0.00  0.00           C+0
HETATM   65  N   UNK     0      72.796  -5.578   0.000  0.00  0.00           N+0
HETATM   66  C   UNK     0      71.706  -4.490   0.000  0.00  0.00           C+0
HETATM   67  C   UNK     0      69.883  -7.301   0.000  0.00  0.00           C+0
HETATM   68  H   UNK     0      70.205  -8.807   0.000  0.00  0.00           H+0
HETATM   69  O   UNK     0      71.371  -7.698   0.000  0.00  0.00           O+0
HETATM   70  C   UNK     0      68.687  -8.271   0.000  0.00  0.00           C+0
HETATM   71  H   UNK     0      68.605  -6.734   0.000  0.00  0.00           H+0
HETATM   72  O   UNK     0      68.769  -9.809   0.000  0.00  0.00           O+0
HETATM   73  P   UNK     0      67.479 -10.649   0.000  0.00  0.00           P+0
HETATM   74  O   UNK     0      66.639  -9.358   0.000  0.00  0.00           O+0
HETATM   75  O   UNK     0      68.319 -11.940   0.000  0.00  0.00           O+0
HETATM   76  O   UNK     0      66.188 -11.489   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
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                                                            
CONECT   11    2   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   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                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33   36   37   38                                             
CONECT   36   35                                                            
CONECT   37   35                                                            
CONECT   38   35   39   40   41                                             
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   38   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45   46                                             
CONECT   44   43                                                            
CONECT   45   43                                                            
CONECT   46   43   47                                                       
CONECT   47   46   48   49   50                                             
CONECT   48   47                                                            
CONECT   49   47                                                            
CONECT   50   47   51                                                       
CONECT   51   50   52                                                       
CONECT   52   51   53   54   70                                             
CONECT   53   52                                                            
CONECT   54   52   55                                                       
CONECT   55   54   56   57   67                                             
CONECT   56   55                                                            
CONECT   57   55   58   66                                                  
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61   66                                                  
CONECT   61   60   62   63                                                  
CONECT   62   61                                                            
CONECT   63   61   64                                                       
CONECT   64   63   65                                                       
CONECT   65   64   66                                                       
CONECT   66   65   57   60                                                  
CONECT   67   55   68   69   70                                             
CONECT   68   67                                                            
CONECT   69   67                                                            
CONECT   70   67   52   71   72                                             
CONECT   71   70                                                            
CONECT   72   70   73                                                       
CONECT   73   72   74   75   76                                             
CONECT   74   73                                                            
CONECT   75   73                                                            
CONECT   76   73                                                            
MASTER        0    0    0    0    0    0    0    0   76    0  156    0
END

View in JSmol

Synonyms

Value	Source
(2R)-4-({[({[(2R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-[2-({2-[(11Z)-icos-11-enoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-3,3-dimethylbutanimidate	Generator
(2R)-4-({[({[(2R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-[2-({2-[(11Z)-icos-11-enoylsulphanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-3,3-dimethylbutanimidate	Generator
(2R)-4-({[({[(2R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-[2-({2-[(11Z)-icos-11-enoylsulphanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-3,3-dimethylbutanimidic acid	Generator

Chemical Formula

C₄₁H₇₂N₇O₁₇P₃S

Average Mass

1060.0400 Da

Monoisotopic Mass

1059.39183 Da

IUPAC Name

(2R)-4-({[({[(2R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-[2-({2-[(11Z)-icos-11-enoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-3,3-dimethylbutanimidic acid

Traditional Name

(2R)-4-[({[(2R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-N-[2-({2-[(11Z)-icos-11-enoylsulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]-3,3-dimethylbutanimidic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCCCCC)=C(/[H])CCCCCCCCCC(=O)SCCN=C(O)CCN=C(O)[C@]([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)C([H])(O)C1([H])OP(O)(O)=O

InChI Identifier

InChI=1S/C41H72N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20-21-32(50)69-25-24-43-31(49)22-23-44-39(53)36(52)41(2,3)27-62-68(59,60)65-67(57,58)61-26-30-35(64-66(54,55)56)34(51)40(63-30)48-29-47-33-37(42)45-28-46-38(33)48/h11-12,28-30,34-36,40,51-52H,4-10,13-27H2,1-3H3,(H,43,49)(H,44,53)(H,57,58)(H,59,60)(H2,42,45,46)(H2,54,55,56)/b12-11-/t30-,34?,35?,36+,40-/m1/s1

InChI Key

ZDRKXADSROCWCG-WWGPTAPKSA-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, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, 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
Cannabis sativa	CannabisDB	Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Long-chain fatty acyl CoAs

Alternative Parents

Substituents

Coenzyme a or derivatives
Purine ribonucleoside 3',5'-bisphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside diphosphate
Pentose phosphate
Pentose-5-phosphate
Ribonucleoside 3'-phosphate
Beta amino acid or derivatives
Glycosyl compound
N-glycosyl compound
Monosaccharide phosphate
Organic pyrophosphate
6-aminopurine
Pentose monosaccharide
Imidazopyrimidine
Purine
Monoalkyl phosphate
Aminopyrimidine
Fatty amide
Imidolactam
Monosaccharide
N-acyl-amine
N-substituted imidazole
Organic phosphoric acid derivative
Alkyl phosphate
Phosphoric acid ester
Pyrimidine
Oxolane
Azole
Heteroaromatic compound
Imidazole
Amino acid or derivatives
Thiocarboxylic acid ester
Carboxamide group
Carbothioic s-ester
Secondary carboxylic acid amide
Secondary alcohol
Sulfenyl compound
Carboxylic acid derivative
Thiocarboxylic acid or derivatives
Organoheterocyclic compound
Azacycle
Oxacycle
Hydrocarbon derivative
Alcohol
Organic nitrogen compound
Amine
Organonitrogen compound
Carbonyl group
Organooxygen compound
Organosulfur compound
Organic oxygen compound
Organopnictogen compound
Primary amine
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Fatty acyl CoAs (LMFA07050056 )

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	3.66	ALOGPS
logP	2.28	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	6.43	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	19	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	370.61 Å²	ChemAxon
Rotatable Bond Count	37	ChemAxon
Refractivity	257.21 m³·mol⁻¹	ChemAxon
Polarizability	107.69 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

HMDB0062214

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

52922043

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

Not Available

Showing NP-Card for Gondoyl-CoA (NP0044531)

MOL for NP0044531 (Gondoyl-CoA)

3D MOL for NP0044531 (Gondoyl-CoA)

3D SDF for NP0044531 (Gondoyl-CoA)

3D-SDF for NP0044531 (Gondoyl-CoA)

PDB for NP0044531 (Gondoyl-CoA)

3D PDB for NP0044531 (Gondoyl-CoA)

SMILES for NP0044531 (Gondoyl-CoA)

INCHI for NP0044531 (Gondoyl-CoA)

Structure for NP0044531 (Gondoyl-CoA)

3D Structure for NP0044531 (Gondoyl-CoA)