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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:08:27 UTC

Update Date

2021-09-26 23:08:57 UTC

HMDB ID

HMDB0254743

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Myotoxin A

Description

Myotoxin A belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain. Based on a literature review a significant number of articles have been published on Myotoxin A. This compound has been identified in human blood as reported by (PMID: 31557052 ). Myotoxin a is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Myotoxin A is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652309112116082D          

 38 42  0  0  0  0            999 V2000
    7.3339    0.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3537   -0.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6433   -0.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6239   -1.4735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3624   -1.9464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0471   -1.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0735   -0.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2186   -2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0669   -2.0595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7098   -1.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2863   -2.0849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2840   -0.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9900   -0.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8269   -0.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5099   -1.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8248   -1.7912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3965   -2.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8419   -3.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0414   -3.4325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3001   -3.8506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4633   -4.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6098   -4.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6108   -4.9904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7488   -4.0346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9436   -3.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1649   -2.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3958   -2.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4680   -2.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1107   -1.9823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7375   -2.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474   -3.6316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8389   -1.8980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9663   -3.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0663   -3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8183   -2.6612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9841   -3.8213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1315    0.2536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8038    0.3980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 10  1  4  0  0  0
 12 13  2  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
 18 17  1  4  0  0  0
 18 19  2  0  0  0  0
 20 19  1  4  0  0  0
 20 21  2  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
  5 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 25 31  1  0  0  0  0
 30 32  1  0  0  0  0
  4 32  1  0  0  0  0
 26 33  1  0  0  0  0
 17 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 14 37  1  0  0  0  0
 13 38  1  0  0  0  0
M  END

HMDB0254743
     RDKit          3D
Myotoxin A
 76 80  0  0  0  0  0  0  0  0999 V2000
   -4.1472    3.4792    1.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9297    2.0976    0.6564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9249    1.0248    1.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7090   -0.2808    0.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5526   -1.3194    1.7344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7051   -2.5079    0.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3718   -3.2130    1.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5173   -2.5061    0.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9104   -3.5104   -0.7877 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2367   -3.3858   -1.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8516   -4.4635   -1.8165 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8119   -2.1409   -1.9939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5123   -1.2068   -1.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9930   -1.0394   -0.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1594   -0.8309    0.5134 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5037   -0.6654   -0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5386   -1.4425    0.6652 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8882   -1.1555   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745   -1.0575    1.9897 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8495    0.7309    0.0235 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8233    1.5516   -0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0156    2.1255    0.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8923    2.5929    1.7209 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0597    3.1814    0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5114    4.5775    0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9522    3.0997   -0.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1887    2.0114   -0.9026 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0510    2.0667   -2.2277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4107    0.9519   -0.3654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3952    0.4876    0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5767   -0.1857   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1311    0.7085   -1.2774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6962    1.9849   -0.8009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4092   -1.5711   -0.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2170   -1.6313   -2.2140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7481   -2.2771   -0.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1236   -3.4082   -1.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8114   -2.1547   -1.2832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8527    3.9854    0.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2287    4.0746    1.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5566    3.4463    2.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0755    1.1311    2.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6832   -0.5175    0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5424   -3.0998    1.3854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0023   -3.0841    2.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5152   -4.2725    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7477   -2.0039    0.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6699   -1.9341   -3.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6652   -0.2978   -2.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1675   -0.9575    0.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1507   -0.7950    1.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5102   -0.8687   -1.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3562   -2.5209    0.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5694   -2.0162    0.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3297   -0.2674    0.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6868   -0.9216   -1.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8386   -0.1021    2.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140    1.1344   -1.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3683    2.4626   -0.8370 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3989    1.3694    1.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8312    2.3381    1.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0683    5.3501    0.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2782    4.6703    1.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6222    4.6576    0.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452    4.0938   -0.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7756    1.3661    1.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0335   -0.1889    1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4122    0.8881   -2.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9881    0.1134   -1.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0450    2.8264   -1.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6970    2.1751   -1.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6169   -0.8408   -2.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2446   -1.4938   -2.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9479   -2.6674   -2.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6537   -4.2586   -0.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6776   -3.6923   -2.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 16 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 31 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 37 38  1  0
 33  2  1  0
 38 36  1  0
 31  4  1  0
 36  6  1  0
 34  8  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  3 42  1  0
  4 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
 12 48  1  0
 13 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  0
 23 61  1  0
 25 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  0
 30 66  1  0
 30 67  1  0
 32 68  1  0
 32 69  1  0
 33 70  1  0
 33 71  1  0
 35 72  1  0
 35 73  1  0
 35 74  1  0
 37 75  1  0
 37 76  1  0
M  END


  Mrv1652309112116082D          

 38 42  0  0  0  0            999 V2000
    7.3339    0.6342    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3537   -0.1905    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6433   -0.6232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6239   -1.4735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3624   -1.9464    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0471   -1.4099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0735   -0.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2186   -2.2374    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0669   -2.0595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7098   -1.4948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2863   -2.0849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2840   -0.8712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9900   -0.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8269   -0.5131    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5099   -1.0098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8248   -1.7912    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3965   -2.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8419   -3.1577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0414   -3.4325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3001   -3.8506    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4633   -4.0336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6098   -4.1654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6108   -4.9904    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7488   -4.0346    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9436   -3.6622    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1649   -2.8198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3958   -2.7565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4680   -2.5952    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1107   -1.9823    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7375   -2.7854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474   -3.6316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8389   -1.8980    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9663   -3.0156    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0663   -3.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8183   -2.6612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9841   -3.8213    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1315    0.2536    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8038    0.3980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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
  2  7  1  0  0  0  0
  5  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 10  1  4  0  0  0
 12 13  2  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
 18 17  1  4  0  0  0
 18 19  2  0  0  0  0
 20 19  1  4  0  0  0
 20 21  2  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
  5 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 27 29  1  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 25 31  1  0  0  0  0
 30 32  1  0  0  0  0
  4 32  1  0  0  0  0
 26 33  1  0  0  0  0
 17 34  1  0  0  0  0
 34 35  1  0  0  0  0
 34 36  1  0  0  0  0
 14 37  1  0  0  0  0
 13 38  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0254743

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(O)C1OCC(O)C(C)=CC(=O)OCC23CCC(C)=CC2OC2CC(OC(=O)C=CC=C1)C3(C)C21CO1

> <INCHI_IDENTIFIER>
InChI=1S/C29H38O9/c1-17-9-10-28-15-35-26(33)12-18(2)20(31)14-34-21(19(3)30)7-5-6-8-25(32)38-22-13-24(37-23(28)11-17)29(16-36-29)27(22,28)4/h5-8,11-12,19-24,30-31H,9-10,13-16H2,1-4H3

> <INCHI_KEY>
XHEPXCWCOGMKMI-UHFFFAOYSA-N

> <FORMULA>
C29H38O9

> <MOLECULAR_WEIGHT>
530.614

> <EXACT_MASS>
530.251582804

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
55.60480468489699

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
14'-hydroxy-17'-(1-hydroxyethyl)-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0^{3,8}.0^{8,25}]heptacosane]-4',12',18',20'-tetraene-11',22'-dione

> <ALOGPS_LOGP>
2.79

> <JCHEM_LOGP>
2.3464603009999974

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.534651911631574

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.691231673533572

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0386886926481607

> <JCHEM_POLAR_SURFACE_AREA>
124.05000000000001

> <JCHEM_REFRACTIVITY>
139.62870000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.03e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14'-hydroxy-17'-(1-hydroxyethyl)-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0^{3,8}.0^{8,25}]heptacosane]-4',12',18',20'-tetraene-11',22'-dione

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0254743
     RDKit          3D
Myotoxin A
 76 80  0  0  0  0  0  0  0  0999 V2000
   -4.1472    3.4792    1.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9297    2.0976    0.6564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9249    1.0248    1.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7090   -0.2808    0.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5526   -1.3194    1.7344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7051   -2.5079    0.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3718   -3.2130    1.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5173   -2.5061    0.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9104   -3.5104   -0.7877 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2367   -3.3858   -1.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8516   -4.4635   -1.8165 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8119   -2.1409   -1.9939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5123   -1.2068   -1.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9930   -1.0394   -0.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1594   -0.8309    0.5134 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5037   -0.6654   -0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5386   -1.4425    0.6652 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8882   -1.1555   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745   -1.0575    1.9897 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8495    0.7309    0.0235 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8233    1.5516   -0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0156    2.1255    0.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8923    2.5929    1.7209 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0597    3.1814    0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5114    4.5775    0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9522    3.0997   -0.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1887    2.0114   -0.9026 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0510    2.0667   -2.2277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4107    0.9519   -0.3654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3952    0.4876    0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5767   -0.1857   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1311    0.7085   -1.2774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6962    1.9849   -0.8009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4092   -1.5711   -0.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2170   -1.6313   -2.2140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7481   -2.2771   -0.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1236   -3.4082   -1.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8114   -2.1547   -1.2832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8527    3.9854    0.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2287    4.0746    1.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5566    3.4463    2.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0755    1.1311    2.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6832   -0.5175    0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5424   -3.0998    1.3854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0023   -3.0841    2.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5152   -4.2725    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7477   -2.0039    0.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6699   -1.9341   -3.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6652   -0.2978   -2.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1675   -0.9575    0.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1507   -0.7950    1.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5102   -0.8687   -1.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3562   -2.5209    0.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5694   -2.0162    0.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3297   -0.2674    0.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6868   -0.9216   -1.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8386   -0.1021    2.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140    1.1344   -1.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3683    2.4626   -0.8370 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3989    1.3694    1.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8312    2.3381    1.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0683    5.3501    0.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2782    4.6703    1.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6222    4.6576    0.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452    4.0938   -0.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7756    1.3661    1.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0335   -0.1889    1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4122    0.8881   -2.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9881    0.1134   -1.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0450    2.8264   -1.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6970    2.1751   -1.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6169   -0.8408   -2.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2446   -1.4938   -2.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9479   -2.6674   -2.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6537   -4.2586   -0.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6776   -3.6923   -2.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 16 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 31 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 37 38  1  0
 33  2  1  0
 38 36  1  0
 31  4  1  0
 36  6  1  0
 34  8  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  3 42  1  0
  4 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
 12 48  1  0
 13 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  0
 23 61  1  0
 25 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  0
 30 66  1  0
 30 67  1  0
 32 68  1  0
 32 69  1  0
 33 70  1  0
 33 71  1  0
 35 72  1  0
 35 73  1  0
 35 74  1  0
 37 75  1  0
 37 76  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      13.690   1.184   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.727  -0.356   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.401  -1.163   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.365  -2.751   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.743  -3.633   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.021  -2.632   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.070  -1.088   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.341  -4.177   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      16.925  -3.844   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      18.125  -2.790   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      19.201  -3.892   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      19.197  -1.626   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.515  -0.757   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      22.077  -0.958   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.352  -1.885   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      23.940  -3.344   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      23.140  -4.702   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.105  -5.894   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      20.611  -6.407   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      19.227  -7.188   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.665  -7.529   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      16.072  -7.775   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      16.074  -9.315   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      14.464  -7.531   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      12.961  -6.836   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      13.375  -5.264   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      11.939  -5.145   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      10.207  -4.844   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0      11.407  -3.700   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      10.710  -5.199   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.289  -6.779   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      10.899  -3.543   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      14.870  -5.629   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      24.390  -5.601   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      25.794  -4.968   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      24.237  -7.133   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      22.645   0.473   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      20.167   0.743   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5   32                                                  
CONECT    5    4    6    8   26                                             
CONECT    6    5    7                                                       
CONECT    7    6    2                                                       
CONECT    8    5    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   38                                                  
CONECT   14   13   15   37                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   34                                                  
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   31                                                  
CONECT   26   25    5   27   33                                             
CONECT   27   26   28   29   30                                             
CONECT   28   27   29                                                       
CONECT   29   28   27                                                       
CONECT   30   27   31   32                                                  
CONECT   31   30   25                                                       
CONECT   32   30    4                                                       
CONECT   33   26                                                            
CONECT   34   17   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37   14                                                            
CONECT   38   13                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   84    0
END

COMPND    HMDB0254743
HETATM    1  C1  UNL     1      -4.147   3.479   1.201  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.930   2.098   0.656  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.925   1.025   1.448  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.709  -0.281   0.837  1.00  0.00           C  
HETATM    5  O1  UNL     1      -3.553  -1.319   1.734  1.00  0.00           O  
HETATM    6  C5  UNL     1      -3.705  -2.508   0.976  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.372  -3.213   1.098  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.517  -2.506   0.035  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.910  -3.510  -0.788  1.00  0.00           O  
HETATM   10  C8  UNL     1       0.237  -3.386  -1.521  1.00  0.00           C  
HETATM   11  O3  UNL     1       0.852  -4.463  -1.816  1.00  0.00           O  
HETATM   12  C9  UNL     1       0.812  -2.141  -1.994  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.512  -1.207  -1.376  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.993  -1.039  -0.037  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.159  -0.831   0.513  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.504  -0.665  -0.072  1.00  0.00           C  
HETATM   17  C14 UNL     1       5.539  -1.443   0.665  1.00  0.00           C  
HETATM   18  C15 UNL     1       6.888  -1.156  -0.006  1.00  0.00           C  
HETATM   19  O4  UNL     1       5.575  -1.057   1.990  1.00  0.00           O  
HETATM   20  O5  UNL     1       4.849   0.731   0.023  1.00  0.00           O  
HETATM   21  C16 UNL     1       3.823   1.552  -0.405  1.00  0.00           C  
HETATM   22  C17 UNL     1       3.016   2.125   0.730  1.00  0.00           C  
HETATM   23  O6  UNL     1       3.892   2.593   1.721  1.00  0.00           O  
HETATM   24  C18 UNL     1       2.060   3.181   0.323  1.00  0.00           C  
HETATM   25  C19 UNL     1       2.511   4.577   0.770  1.00  0.00           C  
HETATM   26  C20 UNL     1       0.952   3.100  -0.322  1.00  0.00           C  
HETATM   27  C21 UNL     1       0.189   2.011  -0.903  1.00  0.00           C  
HETATM   28  O7  UNL     1       0.051   2.067  -2.228  1.00  0.00           O  
HETATM   29  O8  UNL     1      -0.411   0.952  -0.365  1.00  0.00           O  
HETATM   30  C22 UNL     1      -1.395   0.488   0.422  1.00  0.00           C  
HETATM   31  C23 UNL     1      -2.577  -0.186  -0.174  1.00  0.00           C  
HETATM   32  C24 UNL     1      -3.131   0.709  -1.277  1.00  0.00           C  
HETATM   33  C25 UNL     1      -3.696   1.985  -0.801  1.00  0.00           C  
HETATM   34  C26 UNL     1      -2.409  -1.571  -0.715  1.00  0.00           C  
HETATM   35  C27 UNL     1      -2.217  -1.631  -2.214  1.00  0.00           C  
HETATM   36  C28 UNL     1      -3.748  -2.277  -0.484  1.00  0.00           C  
HETATM   37  C29 UNL     1      -4.124  -3.408  -1.333  1.00  0.00           C  
HETATM   38  O9  UNL     1      -4.811  -2.155  -1.283  1.00  0.00           O  
HETATM   39  H1  UNL     1      -4.853   3.985   0.486  1.00  0.00           H  
HETATM   40  H2  UNL     1      -3.229   4.075   1.193  1.00  0.00           H  
HETATM   41  H3  UNL     1      -4.557   3.446   2.221  1.00  0.00           H  
HETATM   42  H4  UNL     1      -4.076   1.131   2.496  1.00  0.00           H  
HETATM   43  H5  UNL     1      -4.683  -0.518   0.301  1.00  0.00           H  
HETATM   44  H6  UNL     1      -4.542  -3.100   1.385  1.00  0.00           H  
HETATM   45  H7  UNL     1      -2.002  -3.084   2.112  1.00  0.00           H  
HETATM   46  H8  UNL     1      -2.515  -4.272   0.812  1.00  0.00           H  
HETATM   47  H9  UNL     1      -0.748  -2.004   0.637  1.00  0.00           H  
HETATM   48  H10 UNL     1       0.670  -1.934  -3.119  1.00  0.00           H  
HETATM   49  H11 UNL     1       1.665  -0.298  -2.083  1.00  0.00           H  
HETATM   50  H12 UNL     1       1.167  -0.957   0.765  1.00  0.00           H  
HETATM   51  H13 UNL     1       3.151  -0.795   1.649  1.00  0.00           H  
HETATM   52  H14 UNL     1       4.510  -0.869  -1.160  1.00  0.00           H  
HETATM   53  H15 UNL     1       5.356  -2.521   0.550  1.00  0.00           H  
HETATM   54  H16 UNL     1       7.569  -2.016   0.070  1.00  0.00           H  
HETATM   55  H17 UNL     1       7.330  -0.267   0.484  1.00  0.00           H  
HETATM   56  H18 UNL     1       6.687  -0.922  -1.084  1.00  0.00           H  
HETATM   57  H19 UNL     1       5.839  -0.102   2.012  1.00  0.00           H  
HETATM   58  H20 UNL     1       3.214   1.134  -1.200  1.00  0.00           H  
HETATM   59  H21 UNL     1       4.368   2.463  -0.837  1.00  0.00           H  
HETATM   60  H22 UNL     1       2.399   1.369   1.251  1.00  0.00           H  
HETATM   61  H23 UNL     1       4.831   2.338   1.530  1.00  0.00           H  
HETATM   62  H24 UNL     1       2.068   5.350   0.140  1.00  0.00           H  
HETATM   63  H25 UNL     1       2.278   4.670   1.846  1.00  0.00           H  
HETATM   64  H26 UNL     1       3.622   4.658   0.667  1.00  0.00           H  
HETATM   65  H27 UNL     1       0.445   4.094  -0.491  1.00  0.00           H  
HETATM   66  H28 UNL     1      -1.776   1.366   1.044  1.00  0.00           H  
HETATM   67  H29 UNL     1      -1.033  -0.189   1.276  1.00  0.00           H  
HETATM   68  H30 UNL     1      -2.412   0.888  -2.074  1.00  0.00           H  
HETATM   69  H31 UNL     1      -3.988   0.113  -1.717  1.00  0.00           H  
HETATM   70  H32 UNL     1      -3.045   2.826  -1.176  1.00  0.00           H  
HETATM   71  H33 UNL     1      -4.697   2.175  -1.293  1.00  0.00           H  
HETATM   72  H34 UNL     1      -1.617  -0.841  -2.646  1.00  0.00           H  
HETATM   73  H35 UNL     1      -3.245  -1.494  -2.669  1.00  0.00           H  
HETATM   74  H36 UNL     1      -1.948  -2.667  -2.481  1.00  0.00           H  
HETATM   75  H37 UNL     1      -4.654  -4.259  -0.827  1.00  0.00           H  
HETATM   76  H38 UNL     1      -3.678  -3.692  -2.281  1.00  0.00           H  
CONECT    1    2   39   40   41
CONECT    2    3    3   33
CONECT    3    4   42
CONECT    4    5   31   43
CONECT    5    6
CONECT    6    7   36   44
CONECT    7    8   45   46
CONECT    8    9   34   47
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13   13   48
CONECT   13   14   49
CONECT   14   15   15   50
CONECT   15   16   51
CONECT   16   17   20   52
CONECT   17   18   19   53
CONECT   18   54   55   56
CONECT   19   57
CONECT   20   21
CONECT   21   22   58   59
CONECT   22   23   24   60
CONECT   23   61
CONECT   24   25   26   26
CONECT   25   62   63   64
CONECT   26   27   65
CONECT   27   28   28   29
CONECT   29   30
CONECT   30   31   66   67
CONECT   31   32   34
CONECT   32   33   68   69
CONECT   33   70   71
CONECT   34   35   36
CONECT   35   72   73   74
CONECT   36   37   38
CONECT   37   38   75   76
END

HMDB0254743
     RDKit          3D
Myotoxin A
 76 80  0  0  0  0  0  0  0  0999 V2000
   -4.1472    3.4792    1.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9297    2.0976    0.6564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9249    1.0248    1.4485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7090   -0.2808    0.8374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5526   -1.3194    1.7344 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7051   -2.5079    0.9757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3718   -3.2130    1.0984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5173   -2.5061    0.0348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9104   -3.5104   -0.7877 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2367   -3.3858   -1.5209 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8516   -4.4635   -1.8165 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8119   -2.1409   -1.9939 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5123   -1.2068   -1.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9930   -1.0394   -0.0373 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1594   -0.8309    0.5134 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5037   -0.6654   -0.0718 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5386   -1.4425    0.6652 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8882   -1.1555   -0.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5745   -1.0575    1.9897 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8495    0.7309    0.0235 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8233    1.5516   -0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0156    2.1255    0.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8923    2.5929    1.7209 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0597    3.1814    0.3226 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5114    4.5775    0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9522    3.0997   -0.3217 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1887    2.0114   -0.9026 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0510    2.0667   -2.2277 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4107    0.9519   -0.3654 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3952    0.4876    0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5767   -0.1857   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1311    0.7085   -1.2774 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6962    1.9849   -0.8009 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4092   -1.5711   -0.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2170   -1.6313   -2.2140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7481   -2.2771   -0.4845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1236   -3.4082   -1.3325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8114   -2.1547   -1.2832 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8527    3.9854    0.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2287    4.0746    1.1933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5566    3.4463    2.2209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0755    1.1311    2.4958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6832   -0.5175    0.3006 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5424   -3.0998    1.3854 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0023   -3.0841    2.1117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5152   -4.2725    0.8117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7477   -2.0039    0.6372 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6699   -1.9341   -3.1195 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6652   -0.2978   -2.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1675   -0.9575    0.7647 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1507   -0.7950    1.6486 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5102   -0.8687   -1.1599 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3562   -2.5209    0.5502 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5694   -2.0162    0.0703 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3297   -0.2674    0.4837 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6868   -0.9216   -1.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8386   -0.1021    2.0122 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2140    1.1344   -1.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3683    2.4626   -0.8370 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3989    1.3694    1.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8312    2.3381    1.5301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0683    5.3501    0.1399 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2782    4.6703    1.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6222    4.6576    0.6671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4452    4.0938   -0.4913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7756    1.3661    1.0443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0335   -0.1889    1.2761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4122    0.8881   -2.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9881    0.1134   -1.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0450    2.8264   -1.1760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6970    2.1751   -1.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6169   -0.8408   -2.6463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2446   -1.4938   -2.6689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9479   -2.6674   -2.4805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6537   -4.2586   -0.8271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6776   -3.6923   -2.2811 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 16 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  2  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 31 34  1  0
 34 35  1  0
 34 36  1  0
 36 37  1  0
 37 38  1  0
 33  2  1  0
 38 36  1  0
 31  4  1  0
 36  6  1  0
 34  8  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  3 42  1  0
  4 43  1  0
  6 44  1  0
  7 45  1  0
  7 46  1  0
  8 47  1  0
 12 48  1  0
 13 49  1  0
 14 50  1  0
 15 51  1  0
 16 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 18 56  1  0
 19 57  1  0
 21 58  1  0
 21 59  1  0
 22 60  1  0
 23 61  1  0
 25 62  1  0
 25 63  1  0
 25 64  1  0
 26 65  1  0
 30 66  1  0
 30 67  1  0
 32 68  1  0
 32 69  1  0
 33 70  1  0
 33 71  1  0
 35 72  1  0
 35 73  1  0
 35 74  1  0
 37 75  1  0
 37 76  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₉H₃₈O₉

Average Molecular Weight

530.614

Monoisotopic Molecular Weight

530.251582804

IUPAC Name

14'-hydroxy-17'-(1-hydroxyethyl)-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0^{3,8}.0^{8,25}]heptacosane]-4',12',18',20'-tetraene-11',22'-dione

Traditional Name

14'-hydroxy-17'-(1-hydroxyethyl)-5',13',25'-trimethyl-2',10',16',23'-tetraoxaspiro[oxirane-2,26'-tetracyclo[22.2.1.0^{3,8}.0^{8,25}]heptacosane]-4',12',18',20'-tetraene-11',22'-dione

CAS Registry Number

Not Available

SMILES

CC(O)C1OCC(O)C(C)=CC(=O)OCC23CCC(C)=CC2OC2CC(OC(=O)C=CC=C1)C3(C)C21CO1

InChI Identifier

InChI=1S/C29H38O9/c1-17-9-10-28-15-35-26(33)12-18(2)20(31)14-34-21(19(3)30)7-5-6-8-25(32)38-22-13-24(37-23(28)11-17)29(16-36-29)27(22,28)4/h5-8,11-12,19-24,30-31H,9-10,13-16H2,1-4H3

InChI Key

XHEPXCWCOGMKMI-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as trichothecenes. These are sesquiterpene mycotoxins structurally characterized by the presence of an epoxide ring and a benzopyran derivative with a variant number of hydroxyl, acetyl, or other substituents. The most important structural features causing the biological activities of trichothecenes are the 12,13-epoxy ring, the presence of hydroxyl or acetyl groups at appropriate positions on the trichothecene nucleus and the structure and position of the side-chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Sesquiterpenoids

Direct Parent

Trichothecenes

Alternative Parents

Substituents

Trichothecene skeleton
Oxepane
Dicarboxylic acid or derivatives
Oxane
Enoate ester
Alpha,beta-unsaturated carboxylic ester
Secondary alcohol
Lactone
Carboxylic acid ester
Oxacycle
Ether
Oxirane
Dialkyl ether
Carboxylic acid derivative
Organoheterocyclic compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organic oxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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
logP	2.79	ALOGPS
logP	2.35	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	13.69	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	124.05 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	139.63 m³·mol⁻¹	ChemAxon
Polarizability	55.6 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	243.483	30932474
DeepCCS	[M+Na]+	218.907	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	14.2777 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.9 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3051.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	174.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	179.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	157.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	98.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	597.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	498.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	117.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1160.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	511.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1443.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	415.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	429.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	234.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	171.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Myotoxin A	CC(O)C1OCC(O)C(C)=CC(=O)OCC23CCC(C)=CC2OC2CC(OC(=O)C=CC=C1)C3(C)C21CO1	4958.8	Standard polar	33892256
Myotoxin A	CC(O)C1OCC(O)C(C)=CC(=O)OCC23CCC(C)=CC2OC2CC(OC(=O)C=CC=C1)C3(C)C21CO1	3692.9	Standard non polar	33892256
Myotoxin A	CC(O)C1OCC(O)C(C)=CC(=O)OCC23CCC(C)=CC2OC2CC(OC(=O)C=CC=C1)C3(C)C21CO1	4107.7	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 - Myotoxin A GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Myotoxin A GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Myotoxin A GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Myotoxin A GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Myotoxin A GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Myotoxin A GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	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 - Myotoxin A 10V, Positive-QTOF	splash10-03di-0000390000-242bc24729c6d77eafb9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myotoxin A 20V, Positive-QTOF	splash10-01q9-0000390000-72dfe27757d5a0ecbb8e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myotoxin A 40V, Positive-QTOF	splash10-01q9-0000190000-43aa4ef4552ed5a95f0f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myotoxin A 10V, Negative-QTOF	splash10-01t9-0000090000-230de4116d1ecba98dac	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myotoxin A 20V, Negative-QTOF	splash10-015c-1000900000-70c4961fa76c9050f020	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myotoxin A 40V, Negative-QTOF	splash10-00mp-5000920000-540854c12802025d6b87	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

385386

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

435765

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Myotoxin A (HMDB0254743)

MOL for HMDB0254743 (Myotoxin A)

3D MOL for HMDB0254743 (Myotoxin A)

3D SDF for HMDB0254743 (Myotoxin A)

3D-SDF for HMDB0254743 (Myotoxin A)

PDB for HMDB0254743 (Myotoxin A)

3D PDB for HMDB0254743 (Myotoxin A)

SMILES for HMDB0254743 (Myotoxin A)

INCHI for HMDB0254743 (Myotoxin A)

Structure for HMDB0254743 (Myotoxin A)

3D Structure for HMDB0254743 (Myotoxin A)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra