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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:09:18 UTC

Update Date

2022-03-07 02:53:42 UTC

HMDB ID

HMDB0033423

Secondary Accession Numbers

HMDB33423

Metabolite Identification

Common Name

12,15-cis-Squamostatin A

Description

12,15-cis-Squamostatin A belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain. Based on a literature review a small amount of articles have been published on 12,15-cis-Squamostatin A.

Structure

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

  Mrv0541 02241208552D          

 45 47  0  0  0  0            999 V2000
   -4.5824    2.9763    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5824    2.1482    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7983    1.8928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3138    2.5623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7983    3.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3869    1.1779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7983    0.4618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3869   -0.2531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7983   -0.9680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3869   -1.6845    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1847   -1.8998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1847   -2.7278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3869   -3.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8666   -2.3927    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5589    1.1779    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0819    3.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3670    3.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6506    3.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9356    3.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2207    3.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4956    3.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2105    3.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9267    3.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6417    3.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3567    3.2276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3567    2.3995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1421    2.1455    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6265    2.8137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1421    3.4801    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4004    4.2683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4004    1.3560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6265   -0.9680    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6720   -3.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9555   -3.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2407   -3.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5242   -3.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1904   -3.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9054   -3.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6218   -3.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3367   -3.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0532   -3.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7682   -3.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4831   -3.4401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6720   -4.2683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1904   -4.2683    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  5  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  1  0  0  0  0
  4  5  1  0  0  0  0
  5 16  1  0  0  0  0
  6  7  1  0  0  0  0
  6 15  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
  9 32  1  0  0  0  0
 10 11  1  0  0  0  0
 10 14  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 33  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
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 29  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 31  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 33 34  1  0  0  0  0
 33 44  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
 37 45  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
M  END

HMDB0033423
     RDKit          3D
12,15-cis-Squamostatin A
111113  0  0  0  0  0  0  0  0999 V2000
   14.0449    2.0708   -3.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3415    1.5920   -2.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8817    1.6094   -2.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0028    1.1596   -1.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3187   -0.2139   -0.8417 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6934   -0.8844    0.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2603   -1.2218    0.3977 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1999   -1.9046    1.6796 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3532   -0.0518    0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8662   -0.3805    0.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5512   -1.1218    1.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0927   -1.4519    1.8950 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5927   -2.2400    0.8802 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2695   -0.2553    2.2482 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8855    0.5520    1.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383    0.5299    1.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1836   -0.8289    1.7840 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8046   -1.0488    2.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5043    0.0602    3.1576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2066   -1.4410    1.3779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5782   -1.7130    1.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2930   -0.5928    2.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5703   -1.0681    2.9736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6576    0.4381    1.4687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5935    1.4383    2.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9299    0.9299    1.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5754    0.2209    0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5916   -0.9118    0.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3174   -1.6760   -1.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2061   -2.8129   -1.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6433   -2.7813   -1.4267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5001   -2.1215   -2.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7289   -0.6905   -2.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6096    0.1632   -2.9895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9559    1.5903   -3.3633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5348    2.4767   -2.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8061    2.1638   -1.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9356    2.0330   -0.3974 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3236    1.7160   -0.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9011    2.7184    0.9650 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0006    1.6949   -1.2507 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1251    1.9484   -2.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4293    1.9839   -3.4951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3201   -0.2473    0.4996 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0947   -0.7215    2.8148 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4599    1.6954   -4.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0602    1.6190   -3.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0852    3.1633   -3.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7688    0.6243   -1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5422    2.3233   -1.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5894    0.9513   -3.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5116    2.6308   -2.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1517    1.8577   -0.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9824    1.2890   -1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1414   -0.8977   -1.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4611   -0.3213   -0.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2499   -1.8991    0.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9329   -0.3345    1.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9294   -2.0158   -0.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4276   -2.8569    1.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6343    0.5534    1.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4316    0.5242   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5328   -0.8382   -0.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3730    0.6379    0.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1104   -2.0974    1.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8703   -0.5682    2.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0699   -2.1746    2.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8220   -1.8644   -0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8103    0.4495    2.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2331    1.5817    1.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1680    0.0408    0.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9579    0.5558    0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313    1.3552    1.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4126   -1.6045    1.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9129   -1.9287    3.0929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2807    0.8464    2.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1562   -2.4067    0.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -0.7118    0.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5511   -2.6440    2.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1708   -2.0784    0.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7841   -0.0796    3.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7204   -0.6222    3.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7594    0.9862    1.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4474    2.4652    1.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5219    1.4423    3.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3889    0.1961    2.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6544    1.7620    1.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7097    0.9138   -0.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5883   -0.4289    0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4818   -1.5668    1.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2754   -2.1465   -0.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1036   -1.0472   -1.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9499   -3.6423   -0.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8300   -3.3071   -2.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9560   -3.9204   -1.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0940   -2.5777   -0.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5854   -2.5959   -2.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2221   -2.6119   -3.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6588   -0.5205   -3.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1184   -0.2986   -1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9081    0.2763   -2.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9701   -0.2500   -3.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5007    1.5963   -4.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9526    2.0352   -3.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7216    2.7059   -1.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6844    3.5235   -2.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1310    2.1410    0.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3088    0.6875    0.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0806    3.0304    1.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3921    3.5370    0.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6417    2.1521    1.5891 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
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  1  0
 39 41  1  0
 41 42  1  0
 42 43  2  0
 27 44  1  0
 17 45  1  0
 45 14  1  0
 44 24  1  0
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M  END

  Mrv0541 02241208552D          

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M  END
> <DATABASE_ID>
HMDB0033423

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCC(O)CCCC(O)C1CCC(O1)C(O)CCC(O)C1CCC(CCCCCCCCCC2=CC(C)OC2=O)O1

> <INCHI_IDENTIFIER>
InChI=1S/C37H66O8/c1-3-4-5-12-16-29(38)17-14-19-31(39)35-24-25-36(45-35)33(41)22-21-32(40)34-23-20-30(44-34)18-13-10-8-6-7-9-11-15-28-26-27(2)43-37(28)42/h26-27,29-36,38-41H,3-25H2,1-2H3

> <INCHI_KEY>
HKIHGTSLUYNNHM-UHFFFAOYSA-N

> <FORMULA>
C37H66O8

> <MOLECULAR_WEIGHT>
638.9151

> <EXACT_MASS>
638.475769088

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_AVERAGE_POLARIZABILITY>
77.76210802022683

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[9-(5-{4-[5-(1,5-dihydroxyundecyl)oxolan-2-yl]-1,4-dihydroxybutyl}oxolan-2-yl)nonyl]-5-methyl-2,5-dihydrofuran-2-one

> <ALOGPS_LOGP>
5.73

> <JCHEM_LOGP>
7.295473406333334

> <ALOGPS_LOGS>
-5.54

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.16652079177928

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.702711579074382

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2737995827750352

> <JCHEM_POLAR_SURFACE_AREA>
125.68000000000002

> <JCHEM_REFRACTIVITY>
178.06610000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.85e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[9-(5-{4-[5-(1,5-dihydroxyundecyl)oxolan-2-yl]-1,4-dihydroxybutyl}oxolan-2-yl)nonyl]-5-methyl-5H-furan-2-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033423
     RDKit          3D
12,15-cis-Squamostatin A
111113  0  0  0  0  0  0  0  0999 V2000
   14.0449    2.0708   -3.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.9499   -3.6423   -0.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8300   -3.3071   -2.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9560   -3.9204   -1.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0940   -2.5777   -0.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5854   -2.5959   -2.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2221   -2.6119   -3.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6588   -0.5205   -3.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1184   -0.2986   -1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9081    0.2763   -2.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9701   -0.2500   -3.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5007    1.5963   -4.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9526    2.0352   -3.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7216    2.7059   -1.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6844    3.5235   -2.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1310    2.1410    0.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3088    0.6875    0.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0806    3.0304    1.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3921    3.5370    0.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6417    2.1521    1.5891 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
  7  9  1  0
  9 10  1  0
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 12 13  1  0
 12 14  1  0
 14 15  1  0
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 17 18  1  0
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 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  1  0
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 41 42  1  0
 42 43  2  0
 27 44  1  0
 17 45  1  0
 45 14  1  0
 44 24  1  0
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  1 46  1  0
  1 47  1  0
  1 48  1  0
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  2 50  1  0
  3 51  1  0
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  4 53  1  0
  4 54  1  0
  5 55  1  0
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  6 57  1  0
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  7 59  1  0
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  9 62  1  0
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 33100  1  0
 34101  1  0
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 40109  1  0
 40110  1  0
 40111  1  0
M  END

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      -8.554   5.556   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.554   4.010   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.090   3.533   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      -6.186   4.783   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      -7.090   6.025   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.322   2.199   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -7.090   0.862   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.322  -0.473   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -7.090  -1.807   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.322  -3.144   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -7.811  -3.546   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -7.811  -5.092   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.322  -5.654   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -5.351  -4.466   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -4.777   2.199   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      -5.753   6.793   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -4.418   6.025   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.081   6.793   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.746   6.025   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -0.412   6.793   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       0.925   6.025   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.260   6.793   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.597   6.025   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.931   6.793   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.266   6.025   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.266   4.479   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       7.732   4.005   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       8.636   5.252   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       7.732   6.496   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0       8.214   7.968   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       8.214   2.531   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -8.636  -1.807   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -4.988  -6.422   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -3.650  -5.654   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      -2.316  -6.422   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      -0.978  -5.654   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       0.355  -6.422   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       1.690  -5.654   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       3.027  -6.422   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       4.362  -5.654   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       5.699  -6.422   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0       7.034  -5.654   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0       8.368  -6.422   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -4.988  -7.968   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0       0.355  -7.968   0.000  0.00  0.00           O+0
CONECT    1    2    5                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    1    4   16                                                  
CONECT    6    3    7   15                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   32                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   33                                                  
CONECT   14   10   13                                                       
CONECT   15    6                                                            
CONECT   16    5   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                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   29                                                  
CONECT   26   25   27                                                       
CONECT   27   26   28   31                                                  
CONECT   28   27   29                                                       
CONECT   29   25   28   30                                                  
CONECT   30   29                                                            
CONECT   31   27                                                            
CONECT   32    9                                                            
CONECT   33   13   34   44                                                  
CONECT   34   33   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   45                                                  
CONECT   38   37   39                                                       
CONECT   39   38   40                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42                                                            
CONECT   44   33                                                            
CONECT   45   37                                                            
MASTER        0    0    0    0    0    0    0    0   45    0   94    0
END

COMPND    HMDB0033423
HETATM    1  C1  UNL     1      14.045   2.071  -3.415  1.00  0.00           C  
HETATM    2  C2  UNL     1      13.341   1.592  -2.141  1.00  0.00           C  
HETATM    3  C3  UNL     1      11.882   1.609  -2.446  1.00  0.00           C  
HETATM    4  C4  UNL     1      11.003   1.160  -1.256  1.00  0.00           C  
HETATM    5  C5  UNL     1      11.319  -0.214  -0.842  1.00  0.00           C  
HETATM    6  C6  UNL     1      10.693  -0.884   0.281  1.00  0.00           C  
HETATM    7  C7  UNL     1       9.260  -1.222   0.398  1.00  0.00           C  
HETATM    8  O1  UNL     1       9.200  -1.905   1.680  1.00  0.00           O  
HETATM    9  C8  UNL     1       8.353  -0.052   0.442  1.00  0.00           C  
HETATM   10  C9  UNL     1       6.866  -0.380   0.554  1.00  0.00           C  
HETATM   11  C10 UNL     1       6.551  -1.122   1.786  1.00  0.00           C  
HETATM   12  C11 UNL     1       5.093  -1.452   1.895  1.00  0.00           C  
HETATM   13  O2  UNL     1       4.593  -2.240   0.880  1.00  0.00           O  
HETATM   14  C12 UNL     1       4.270  -0.255   2.248  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.885   0.552   1.024  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.338   0.530   1.133  1.00  0.00           C  
HETATM   17  C15 UNL     1       2.184  -0.829   1.784  1.00  0.00           C  
HETATM   18  C16 UNL     1       0.805  -1.049   2.392  1.00  0.00           C  
HETATM   19  O3  UNL     1       0.504   0.060   3.158  1.00  0.00           O  
HETATM   20  C17 UNL     1      -0.207  -1.441   1.378  1.00  0.00           C  
HETATM   21  C18 UNL     1      -1.578  -1.713   1.883  1.00  0.00           C  
HETATM   22  C19 UNL     1      -2.293  -0.593   2.552  1.00  0.00           C  
HETATM   23  O4  UNL     1      -3.570  -1.068   2.974  1.00  0.00           O  
HETATM   24  C20 UNL     1      -2.658   0.438   1.469  1.00  0.00           C  
HETATM   25  C21 UNL     1      -3.594   1.438   2.102  1.00  0.00           C  
HETATM   26  C22 UNL     1      -4.930   0.930   1.620  1.00  0.00           C  
HETATM   27  C23 UNL     1      -4.575   0.221   0.346  1.00  0.00           C  
HETATM   28  C24 UNL     1      -5.592  -0.912   0.172  1.00  0.00           C  
HETATM   29  C25 UNL     1      -5.317  -1.676  -1.106  1.00  0.00           C  
HETATM   30  C26 UNL     1      -6.206  -2.813  -1.335  1.00  0.00           C  
HETATM   31  C27 UNL     1      -7.643  -2.781  -1.427  1.00  0.00           C  
HETATM   32  C28 UNL     1      -8.500  -2.122  -2.372  1.00  0.00           C  
HETATM   33  C29 UNL     1      -8.729  -0.690  -2.590  1.00  0.00           C  
HETATM   34  C30 UNL     1      -7.610   0.163  -2.989  1.00  0.00           C  
HETATM   35  C31 UNL     1      -7.956   1.590  -3.363  1.00  0.00           C  
HETATM   36  C32 UNL     1      -8.535   2.477  -2.369  1.00  0.00           C  
HETATM   37  C33 UNL     1      -9.806   2.164  -1.732  1.00  0.00           C  
HETATM   38  C34 UNL     1      -9.936   2.033  -0.397  1.00  0.00           C  
HETATM   39  C35 UNL     1     -11.324   1.716  -0.011  1.00  0.00           C  
HETATM   40  C36 UNL     1     -11.901   2.718   0.965  1.00  0.00           C  
HETATM   41  O5  UNL     1     -12.001   1.695  -1.251  1.00  0.00           O  
HETATM   42  C37 UNL     1     -11.125   1.948  -2.286  1.00  0.00           C  
HETATM   43  O6  UNL     1     -11.429   1.984  -3.495  1.00  0.00           O  
HETATM   44  O7  UNL     1      -3.320  -0.247   0.500  1.00  0.00           O  
HETATM   45  O8  UNL     1       3.095  -0.722   2.815  1.00  0.00           O  
HETATM   46  H1  UNL     1      13.460   1.695  -4.286  1.00  0.00           H  
HETATM   47  H2  UNL     1      15.060   1.619  -3.429  1.00  0.00           H  
HETATM   48  H3  UNL     1      14.085   3.163  -3.409  1.00  0.00           H  
HETATM   49  H4  UNL     1      13.769   0.624  -1.887  1.00  0.00           H  
HETATM   50  H5  UNL     1      13.542   2.323  -1.333  1.00  0.00           H  
HETATM   51  H6  UNL     1      11.589   0.951  -3.280  1.00  0.00           H  
HETATM   52  H7  UNL     1      11.512   2.631  -2.688  1.00  0.00           H  
HETATM   53  H8  UNL     1      11.152   1.858  -0.418  1.00  0.00           H  
HETATM   54  H9  UNL     1       9.982   1.289  -1.674  1.00  0.00           H  
HETATM   55  H10 UNL     1      11.141  -0.898  -1.763  1.00  0.00           H  
HETATM   56  H11 UNL     1      12.461  -0.321  -0.745  1.00  0.00           H  
HETATM   57  H12 UNL     1      11.250  -1.899   0.428  1.00  0.00           H  
HETATM   58  H13 UNL     1      10.933  -0.334   1.284  1.00  0.00           H  
HETATM   59  H14 UNL     1       8.929  -2.016  -0.319  1.00  0.00           H  
HETATM   60  H15 UNL     1       9.428  -2.857   1.541  1.00  0.00           H  
HETATM   61  H16 UNL     1       8.634   0.553   1.339  1.00  0.00           H  
HETATM   62  H17 UNL     1       8.432   0.524  -0.481  1.00  0.00           H  
HETATM   63  H18 UNL     1       6.533  -0.838  -0.377  1.00  0.00           H  
HETATM   64  H19 UNL     1       6.373   0.638   0.617  1.00  0.00           H  
HETATM   65  H20 UNL     1       7.110  -2.097   1.877  1.00  0.00           H  
HETATM   66  H21 UNL     1       6.870  -0.568   2.719  1.00  0.00           H  
HETATM   67  H22 UNL     1       5.070  -2.175   2.815  1.00  0.00           H  
HETATM   68  H23 UNL     1       4.822  -1.864  -0.003  1.00  0.00           H  
HETATM   69  H24 UNL     1       4.810   0.449   2.924  1.00  0.00           H  
HETATM   70  H25 UNL     1       4.233   1.582   1.028  1.00  0.00           H  
HETATM   71  H26 UNL     1       4.168   0.041   0.084  1.00  0.00           H  
HETATM   72  H27 UNL     1       1.958   0.556   0.112  1.00  0.00           H  
HETATM   73  H28 UNL     1       2.031   1.355   1.774  1.00  0.00           H  
HETATM   74  H29 UNL     1       2.413  -1.604   1.037  1.00  0.00           H  
HETATM   75  H30 UNL     1       0.913  -1.929   3.093  1.00  0.00           H  
HETATM   76  H31 UNL     1       0.281   0.846   2.631  1.00  0.00           H  
HETATM   77  H32 UNL     1       0.156  -2.407   0.918  1.00  0.00           H  
HETATM   78  H33 UNL     1      -0.183  -0.712   0.539  1.00  0.00           H  
HETATM   79  H34 UNL     1      -1.551  -2.644   2.534  1.00  0.00           H  
HETATM   80  H35 UNL     1      -2.171  -2.078   0.985  1.00  0.00           H  
HETATM   81  H36 UNL     1      -1.784  -0.080   3.351  1.00  0.00           H  
HETATM   82  H37 UNL     1      -3.720  -0.622   3.855  1.00  0.00           H  
HETATM   83  H38 UNL     1      -1.759   0.986   1.117  1.00  0.00           H  
HETATM   84  H39 UNL     1      -3.447   2.465   1.720  1.00  0.00           H  
HETATM   85  H40 UNL     1      -3.522   1.442   3.209  1.00  0.00           H  
HETATM   86  H41 UNL     1      -5.389   0.196   2.347  1.00  0.00           H  
HETATM   87  H42 UNL     1      -5.654   1.762   1.455  1.00  0.00           H  
HETATM   88  H43 UNL     1      -4.710   0.914  -0.518  1.00  0.00           H  
HETATM   89  H44 UNL     1      -6.588  -0.429   0.177  1.00  0.00           H  
HETATM   90  H45 UNL     1      -5.482  -1.567   1.061  1.00  0.00           H  
HETATM   91  H46 UNL     1      -4.275  -2.146  -0.893  1.00  0.00           H  
HETATM   92  H47 UNL     1      -5.104  -1.047  -1.971  1.00  0.00           H  
HETATM   93  H48 UNL     1      -5.950  -3.642  -0.560  1.00  0.00           H  
HETATM   94  H49 UNL     1      -5.830  -3.307  -2.315  1.00  0.00           H  
HETATM   95  H50 UNL     1      -7.956  -3.920  -1.493  1.00  0.00           H  
HETATM   96  H51 UNL     1      -8.094  -2.578  -0.350  1.00  0.00           H  
HETATM   97  H52 UNL     1      -9.585  -2.596  -2.318  1.00  0.00           H  
HETATM   98  H53 UNL     1      -8.222  -2.612  -3.413  1.00  0.00           H  
HETATM   99  H54 UNL     1      -9.659  -0.521  -3.221  1.00  0.00           H  
HETATM  100  H55 UNL     1      -9.118  -0.299  -1.572  1.00  0.00           H  
HETATM  101  H56 UNL     1      -6.908   0.276  -2.079  1.00  0.00           H  
HETATM  102  H57 UNL     1      -6.970  -0.250  -3.783  1.00  0.00           H  
HETATM  103  H58 UNL     1      -8.501   1.596  -4.365  1.00  0.00           H  
HETATM  104  H59 UNL     1      -6.953   2.035  -3.668  1.00  0.00           H  
HETATM  105  H60 UNL     1      -7.722   2.706  -1.603  1.00  0.00           H  
HETATM  106  H61 UNL     1      -8.684   3.523  -2.821  1.00  0.00           H  
HETATM  107  H62 UNL     1      -9.131   2.141   0.346  1.00  0.00           H  
HETATM  108  H63 UNL     1     -11.309   0.687   0.422  1.00  0.00           H  
HETATM  109  H64 UNL     1     -11.081   3.030   1.631  1.00  0.00           H  
HETATM  110  H65 UNL     1     -12.392   3.537   0.442  1.00  0.00           H  
HETATM  111  H66 UNL     1     -12.642   2.152   1.589  1.00  0.00           H  
CONECT    1    2   46   47   48
CONECT    2    3   49   50
CONECT    3    4   51   52
CONECT    4    5   53   54
CONECT    5    6   55   56
CONECT    6    7   57   58
CONECT    7    8    9   59
CONECT    8   60
CONECT    9   10   61   62
CONECT   10   11   63   64
CONECT   11   12   65   66
CONECT   12   13   14   67
CONECT   13   68
CONECT   14   15   45   69
CONECT   15   16   70   71
CONECT   16   17   72   73
CONECT   17   18   45   74
CONECT   18   19   20   75
CONECT   19   76
CONECT   20   21   77   78
CONECT   21   22   79   80
CONECT   22   23   24   81
CONECT   23   82
CONECT   24   25   44   83
CONECT   25   26   84   85
CONECT   26   27   86   87
CONECT   27   28   44   88
CONECT   28   29   89   90
CONECT   29   30   91   92
CONECT   30   31   93   94
CONECT   31   32   95   96
CONECT   32   33   97   98
CONECT   33   34   99  100
CONECT   34   35  101  102
CONECT   35   36  103  104
CONECT   36   37  105  106
CONECT   37   38   38   42
CONECT   38   39  107
CONECT   39   40   41  108
CONECT   40  109  110  111
CONECT   41   42
CONECT   42   43   43
END

HMDB0033423
     RDKit          3D
12,15-cis-Squamostatin A
111113  0  0  0  0  0  0  0  0999 V2000
   14.0449    2.0708   -3.4145 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3415    1.5920   -2.1410 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8817    1.6094   -2.4461 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0028    1.1596   -1.2564 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3187   -0.2139   -0.8417 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6934   -0.8844    0.2810 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2603   -1.2218    0.3977 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1999   -1.9046    1.6796 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3532   -0.0518    0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8662   -0.3805    0.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5512   -1.1218    1.7858 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0927   -1.4519    1.8950 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5927   -2.2400    0.8802 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2695   -0.2553    2.2482 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8855    0.5520    1.0244 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3383    0.5299    1.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1836   -0.8289    1.7840 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8046   -1.0488    2.3924 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5043    0.0602    3.1576 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2066   -1.4410    1.3779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5782   -1.7130    1.8834 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2930   -0.5928    2.5523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5703   -1.0681    2.9736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6576    0.4381    1.4687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5935    1.4383    2.1024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9299    0.9299    1.6205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5754    0.2209    0.3456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5916   -0.9118    0.1719 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3174   -1.6760   -1.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2061   -2.8129   -1.3350 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6433   -2.7813   -1.4267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5001   -2.1215   -2.3723 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7289   -0.6905   -2.5898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6096    0.1632   -2.9895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9559    1.5903   -3.3633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5348    2.4767   -2.3691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8061    2.1638   -1.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9356    2.0330   -0.3974 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3236    1.7160   -0.0110 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9011    2.7184    0.9650 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0006    1.6949   -1.2507 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1251    1.9484   -2.2857 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4293    1.9839   -3.4951 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3201   -0.2473    0.4996 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0947   -0.7215    2.8148 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4599    1.6954   -4.2857 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.0602    1.6190   -3.4285 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0852    3.1633   -3.4086 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7688    0.6243   -1.8872 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.5422    2.3233   -1.3329 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5894    0.9513   -3.2802 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5116    2.6308   -2.6878 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1517    1.8577   -0.4182 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.9824    1.2890   -1.6737 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1414   -0.8977   -1.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4611   -0.3213   -0.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2499   -1.8991    0.4279 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9329   -0.3345    1.2836 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9294   -2.0158   -0.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4276   -2.8569    1.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6343    0.5534    1.3385 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4316    0.5242   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5328   -0.8382   -0.3775 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3730    0.6379    0.6174 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1104   -2.0974    1.8767 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8703   -0.5682    2.7188 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0699   -2.1746    2.8153 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8220   -1.8644   -0.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8103    0.4495    2.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2331    1.5817    1.0279 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1680    0.0408    0.0840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9579    0.5558    0.1122 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0313    1.3552    1.7739 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4126   -1.6045    1.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9129   -1.9287    3.0929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2807    0.8464    2.6308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1562   -2.4067    0.9181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1830   -0.7118    0.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5511   -2.6440    2.5338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1708   -2.0784    0.9849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7841   -0.0796    3.3510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7204   -0.6222    3.8550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7594    0.9862    1.1167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4474    2.4652    1.7201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5219    1.4423    3.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3889    0.1961    2.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6544    1.7620    1.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7097    0.9138   -0.5178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5883   -0.4289    0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4818   -1.5668    1.0615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2754   -2.1465   -0.8930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1036   -1.0472   -1.9711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9499   -3.6423   -0.5601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8300   -3.3071   -2.3150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9560   -3.9204   -1.4927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0940   -2.5777   -0.3496 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5854   -2.5959   -2.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2221   -2.6119   -3.4133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6588   -0.5205   -3.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1184   -0.2986   -1.5718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9081    0.2763   -2.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9701   -0.2500   -3.7834 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5007    1.5963   -4.3648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9526    2.0352   -3.6684 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7216    2.7059   -1.6031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6844    3.5235   -2.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1310    2.1410    0.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3088    0.6875    0.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0806    3.0304    1.6305 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3921    3.5370    0.4417 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6417    2.1521    1.5891 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
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
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 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
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 22 23  1  0
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 24 25  1  0
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 27 28  1  0
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 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
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 39 41  1  0
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 27 44  1  0
 17 45  1  0
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  1 46  1  0
  1 47  1  0
  1 48  1  0
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 40110  1  0
 40111  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₇H₆₆O₈

Average Molecular Weight

638.9151

Monoisotopic Molecular Weight

638.475769088

IUPAC Name

3-[9-(5-{4-[5-(1,5-dihydroxyundecyl)oxolan-2-yl]-1,4-dihydroxybutyl}oxolan-2-yl)nonyl]-5-methyl-2,5-dihydrofuran-2-one

Traditional Name

3-[9-(5-{4-[5-(1,5-dihydroxyundecyl)oxolan-2-yl]-1,4-dihydroxybutyl}oxolan-2-yl)nonyl]-5-methyl-5H-furan-2-one

CAS Registry Number

Not Available

SMILES

CCCCCCC(O)CCCC(O)C1CCC(O1)C(O)CCC(O)C1CCC(CCCCCCCCCC2=CC(C)OC2=O)O1

InChI Identifier

InChI=1S/C37H66O8/c1-3-4-5-12-16-29(38)17-14-19-31(39)35-24-25-36(45-35)33(41)22-21-32(40)34-23-20-30(44-34)18-13-10-8-6-7-9-11-15-28-26-27(2)43-37(28)42/h26-27,29-36,38-41H,3-25H2,1-2H3

InChI Key

HKIHGTSLUYNNHM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as annonaceous acetogenins. These are waxy derivatives of fatty acids (usually C32 or C34), containing a terminal carboxylic acid combined with a 2-propanol unit at the C-2 position to form a methyl- substituted alpha,beta-unsaturated-gamma-lactone. One of their interesting structural features is a single, adjacent, or nonadjacent tetrahydrofuran (THF) or tetrahydropyran (THP) system with one or two flanking hydroxyl group(s) at the center of a long hydrocarbon chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Annonaceous acetogenins

Alternative Parents

Substituents

Annonaceae acetogenin skeleton
2-furanone
Dihydrofuran
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Tetrahydrofuran
Carboxylic acid ester
Lactone
Secondary alcohol
Carboxylic acid derivative
Dialkyl ether
Oxacycle
Ether
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Carbonyl group
Alcohol
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB33423)

Food

Fruit

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0018 g/L	ALOGPS
logP	5.73	ALOGPS
logP	7.3	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	13.7	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	125.68 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	178.07 m³·mol⁻¹	ChemAxon
Polarizability	77.76 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	252.923	31661259
DarkChem	[M-H]-	243.3	31661259
DeepCCS	[M+H]+	252.106	30932474
DeepCCS	[M-H]-	249.711	30932474
DeepCCS	[M-2H]-	282.593	30932474
DeepCCS	[M+Na]+	258.019	30932474
AllCCS	[M+H]+	276.6	32859911
AllCCS	[M+H-H2O]+	275.7	32859911
AllCCS	[M+NH4]+	277.5	32859911
AllCCS	[M+Na]+	277.7	32859911
AllCCS	[M-H]-	243.6	32859911
AllCCS	[M+Na-2H]-	248.4	32859911
AllCCS	[M+HCOO]-	253.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
12,15-cis-Squamostatin A	CCCCCCC(O)CCCC(O)C1CCC(O1)C(O)CCC(O)C1CCC(CCCCCCCCCC2=CC(C)OC2=O)O1	4631.3	Standard polar	33892256
12,15-cis-Squamostatin A	CCCCCCC(O)CCCC(O)C1CCC(O1)C(O)CCC(O)C1CCC(CCCCCCCCCC2=CC(C)OC2=O)O1	4110.5	Standard non polar	33892256
12,15-cis-Squamostatin A	CCCCCCC(O)CCCC(O)C1CCC(O1)C(O)CCC(O)C1CCC(CCCCCCCCCC2=CC(C)OC2=O)O1	4749.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
12,15-cis-Squamostatin A,1TMS,isomer #1	CCCCCCC(CCCC(O)C1CCC(C(O)CCC(O)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O1)O[Si](C)(C)C	4956.3	Semi standard non polar	33892256
12,15-cis-Squamostatin A,1TMS,isomer #2	CCCCCCC(O)CCCC(O[Si](C)(C)C)C1CCC(C(O)CCC(O)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O1	4929.7	Semi standard non polar	33892256
12,15-cis-Squamostatin A,1TMS,isomer #3	CCCCCCC(O)CCCC(O)C1CCC(C(CCC(O)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O[Si](C)(C)C)O1	4934.8	Semi standard non polar	33892256
12,15-cis-Squamostatin A,1TMS,isomer #4	CCCCCCC(O)CCCC(O)C1CCC(C(O)CCC(O[Si](C)(C)C)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O1	4937.5	Semi standard non polar	33892256
12,15-cis-Squamostatin A,2TMS,isomer #1	CCCCCCC(CCCC(O[Si](C)(C)C)C1CCC(C(O)CCC(O)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O1)O[Si](C)(C)C	4877.9	Semi standard non polar	33892256
12,15-cis-Squamostatin A,2TMS,isomer #2	CCCCCCC(CCCC(O)C1CCC(C(CCC(O)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O[Si](C)(C)C)O1)O[Si](C)(C)C	4898.3	Semi standard non polar	33892256
12,15-cis-Squamostatin A,2TMS,isomer #3	CCCCCCC(CCCC(O)C1CCC(C(O)CCC(O[Si](C)(C)C)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O1)O[Si](C)(C)C	4897.1	Semi standard non polar	33892256
12,15-cis-Squamostatin A,2TMS,isomer #4	CCCCCCC(O)CCCC(O[Si](C)(C)C)C1CCC(C(CCC(O)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O[Si](C)(C)C)O1	4891.9	Semi standard non polar	33892256
12,15-cis-Squamostatin A,2TMS,isomer #5	CCCCCCC(O)CCCC(O[Si](C)(C)C)C1CCC(C(O)CCC(O[Si](C)(C)C)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O1	4890.2	Semi standard non polar	33892256
12,15-cis-Squamostatin A,2TMS,isomer #6	CCCCCCC(O)CCCC(O)C1CCC(C(CCC(O[Si](C)(C)C)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O[Si](C)(C)C)O1	4887.0	Semi standard non polar	33892256
12,15-cis-Squamostatin A,3TMS,isomer #1	CCCCCCC(CCCC(O[Si](C)(C)C)C1CCC(C(CCC(O)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O[Si](C)(C)C)O1)O[Si](C)(C)C	4830.9	Semi standard non polar	33892256
12,15-cis-Squamostatin A,3TMS,isomer #2	CCCCCCC(CCCC(O[Si](C)(C)C)C1CCC(C(O)CCC(O[Si](C)(C)C)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O1)O[Si](C)(C)C	4817.3	Semi standard non polar	33892256
12,15-cis-Squamostatin A,3TMS,isomer #3	CCCCCCC(CCCC(O)C1CCC(C(CCC(O[Si](C)(C)C)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O[Si](C)(C)C)O1)O[Si](C)(C)C	4822.4	Semi standard non polar	33892256
12,15-cis-Squamostatin A,3TMS,isomer #4	CCCCCCC(O)CCCC(O[Si](C)(C)C)C1CCC(C(CCC(O[Si](C)(C)C)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O[Si](C)(C)C)O1	4835.9	Semi standard non polar	33892256
12,15-cis-Squamostatin A,1TBDMS,isomer #1	CCCCCCC(CCCC(O)C1CCC(C(O)CCC(O)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O1)O[Si](C)(C)C(C)(C)C	5180.3	Semi standard non polar	33892256
12,15-cis-Squamostatin A,1TBDMS,isomer #2	CCCCCCC(O)CCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(O)CCC(O)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O1	5148.7	Semi standard non polar	33892256
12,15-cis-Squamostatin A,1TBDMS,isomer #3	CCCCCCC(O)CCCC(O)C1CCC(C(CCC(O)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O[Si](C)(C)C(C)(C)C)O1	5153.6	Semi standard non polar	33892256
12,15-cis-Squamostatin A,1TBDMS,isomer #4	CCCCCCC(O)CCCC(O)C1CCC(C(O)CCC(O[Si](C)(C)C(C)(C)C)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O1	5154.1	Semi standard non polar	33892256
12,15-cis-Squamostatin A,2TBDMS,isomer #1	CCCCCCC(CCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(O)CCC(O)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O1)O[Si](C)(C)C(C)(C)C	5323.5	Semi standard non polar	33892256
12,15-cis-Squamostatin A,2TBDMS,isomer #2	CCCCCCC(CCCC(O)C1CCC(C(CCC(O)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O[Si](C)(C)C(C)(C)C)O1)O[Si](C)(C)C(C)(C)C	5339.6	Semi standard non polar	33892256
12,15-cis-Squamostatin A,2TBDMS,isomer #3	CCCCCCC(CCCC(O)C1CCC(C(O)CCC(O[Si](C)(C)C(C)(C)C)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O1)O[Si](C)(C)C(C)(C)C	5338.4	Semi standard non polar	33892256
12,15-cis-Squamostatin A,2TBDMS,isomer #4	CCCCCCC(O)CCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(CCC(O)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O[Si](C)(C)C(C)(C)C)O1	5328.9	Semi standard non polar	33892256
12,15-cis-Squamostatin A,2TBDMS,isomer #5	CCCCCCC(O)CCCC(O[Si](C)(C)C(C)(C)C)C1CCC(C(O)CCC(O[Si](C)(C)C(C)(C)C)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O1	5322.3	Semi standard non polar	33892256
12,15-cis-Squamostatin A,2TBDMS,isomer #6	CCCCCCC(O)CCCC(O)C1CCC(C(CCC(O[Si](C)(C)C(C)(C)C)C2CCC(CCCCCCCCCC3=CC(C)OC3=O)O2)O[Si](C)(C)C(C)(C)C)O1	5319.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fk9-0695846000-2417a4c7d33282aa4578	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12,15-cis-Squamostatin A GC-MS (TBDMS_2_6) - 70eV, Positive	Not Available	2021-10-17	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,15-cis-Squamostatin A 10V, Positive-QTOF	splash10-0fki-0011009000-46da65b2ce64f42c2266	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,15-cis-Squamostatin A 20V, Positive-QTOF	splash10-0ukj-3493023000-1d2def6308e982b98b87	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,15-cis-Squamostatin A 40V, Positive-QTOF	splash10-00kp-3290020000-7788c15ad6d2ce2d7d8f	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,15-cis-Squamostatin A 10V, Negative-QTOF	splash10-000i-0001029000-5b966c05e8650a4a1225	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,15-cis-Squamostatin A 20V, Negative-QTOF	splash10-014v-1364229000-c77d58ae5b162074a60c	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,15-cis-Squamostatin A 40V, Negative-QTOF	splash10-00bi-1294220000-496ae36e0ce9f13d4cfe	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,15-cis-Squamostatin A 10V, Positive-QTOF	splash10-0uk9-0000019000-39afc423620149b6a82e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,15-cis-Squamostatin A 20V, Positive-QTOF	splash10-0fk9-0100059000-f6ba4a88a3ffb443f87e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,15-cis-Squamostatin A 40V, Positive-QTOF	splash10-0006-9341010000-9d422e6de82e01d45bf5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,15-cis-Squamostatin A 10V, Negative-QTOF	splash10-000i-0000009000-35ff9a746bbe71d2f00e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,15-cis-Squamostatin A 20V, Negative-QTOF	splash10-000i-1133219000-9227cf44f8c1b5393010	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12,15-cis-Squamostatin A 40V, Negative-QTOF	splash10-0k9x-5554903000-825c8eceeb5de8c2a862	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB011460

KNApSAcK ID

C00038131

Chemspider ID

4479212

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5321489

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 12,15-cis-Squamostatin A (HMDB0033423)

MOL for HMDB0033423 (12,15-cis-Squamostatin A)

3D MOL for HMDB0033423 (12,15-cis-Squamostatin A)

3D SDF for HMDB0033423 (12,15-cis-Squamostatin A)

3D-SDF for HMDB0033423 (12,15-cis-Squamostatin A)

PDB for HMDB0033423 (12,15-cis-Squamostatin A)

3D PDB for HMDB0033423 (12,15-cis-Squamostatin A)

SMILES for HMDB0033423 (12,15-cis-Squamostatin A)

INCHI for HMDB0033423 (12,15-cis-Squamostatin A)

Structure for HMDB0033423 (12,15-cis-Squamostatin A)

3D Structure for HMDB0033423 (12,15-cis-Squamostatin A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra