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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 21:13:27 UTC

Update Date

2022-03-07 02:54:48 UTC

HMDB ID

HMDB0036161

Secondary Accession Numbers

HMDB36161

Metabolite Identification

Common Name

4-Propanoyl-HT2 toxin

Description

4-Propanoyl-HT2 toxin 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. 4-Propanoyl-HT2 toxin is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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


  Mrv0541 05061308552D          

 34 37  0  0  0  0            999 V2000
    1.6455   -3.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8525    0.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3543   -0.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3097   -1.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1372    1.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0801    0.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8104   -3.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4436    0.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9007   -1.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6257   -0.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7057    0.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2087    0.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2168    0.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5364   -1.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9501    1.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3989   -0.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1275   -1.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1928   -2.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8079   -0.0692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1197   -1.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7400   -1.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396   -0.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0605   -0.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9900   -0.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4999   -0.1173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4787    2.2701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4103   -2.8825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9454   -0.8827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4878   -2.2009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2343    0.8623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5114    0.7076    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0346    0.2184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6113   -0.9304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3576   -1.8128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 13  8  1  0  0  0  0
 14  4  1  0  0  0  0
 14  9  2  0  0  0  0
 15  5  1  0  0  0  0
 16 10  1  0  0  0  0
 16 14  1  0  0  0  0
 17  9  1  0  0  0  0
 18  7  1  0  0  0  0
 19  8  1  0  0  0  0
 21 20  1  0  0  0  0
 22 20  1  0  0  0  0
 23  6  1  0  0  0  0
 23 21  1  0  0  0  0
 24 10  1  0  0  0  0
 24 11  1  0  0  0  0
 24 17  1  0  0  0  0
 24 23  1  0  0  0  0
 25 12  1  0  0  0  0
 25 22  1  0  0  0  0
 25 23  1  0  0  0  0
 26 15  2  0  0  0  0
 27 18  2  0  0  0  0
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 29 20  1  0  0  0  0
 30 11  1  0  0  0  0
 30 15  1  0  0  0  0
 31 12  1  0  0  0  0
 31 25  1  0  0  0  0
 32 16  1  0  0  0  0
 32 19  1  0  0  0  0
 33 17  1  0  0  0  0
 33 22  1  0  0  0  0
 34 18  1  0  0  0  0
 34 21  1  0  0  0  0
M  END

HMDB0036161
     RDKit          3D
4-Propanoyl-HT2 toxin
 70 73  0  0  0  0  0  0  0  0999 V2000
   -1.9826    4.7938   -1.6445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1625    3.7611   -0.9085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0758    2.7814   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3132    2.9233   -0.4203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6420    1.7010    0.4689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4370    0.7552    1.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3521    0.6919    2.5802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3844    1.4790    3.1402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1630   -0.7992    2.8956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8019   -1.0575    2.7458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5749   -1.9325    1.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8032   -2.4508    1.7076 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7437   -1.9252    0.9968 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1683   -2.4491    1.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5068   -0.7648    0.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5522    0.1595    0.4246 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5052    0.4743   -0.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4111   -0.0775   -1.6532 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6191    1.4263   -0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3667    2.7927   -0.8231 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5421    3.6648   -0.5012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1700    2.6735   -2.3164 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1569   -0.1191    0.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8974   -1.1548    0.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7853   -2.1256   -0.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7127   -3.2050   -0.5944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7357   -4.1794   -1.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6277   -5.3467   -1.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9403   -4.0698   -2.5754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2912   -0.6540    0.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1718   -0.8434   -0.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8883   -1.4175    1.7384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8881   -2.3331    1.7664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3324   -1.0101    1.8294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0473    4.5066   -1.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9280    5.7711   -1.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6216    4.9405   -2.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4999    4.2463   -0.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5557    3.2135   -1.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5101    1.0412    0.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3196    0.9565    3.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0174    2.1353    2.4968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5580   -1.0706    3.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2792   -2.7879    1.7874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0372   -3.3081    2.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4459   -2.5176   -0.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1920   -3.4751    1.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8257   -1.8077    1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6785   -1.0893   -0.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5368    0.9592   -0.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8388    1.5035    0.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4747    3.2061   -0.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3303    4.2884    0.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6787    4.3990   -1.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4823    3.1075   -0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0432    2.1497   -2.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2689    2.0811   -2.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0871    3.7204   -2.7017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2576    0.5473    1.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0379    0.4483   -0.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432   -1.6447   -1.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2481   -2.5138   -0.8666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6169   -5.0744   -1.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2106   -6.1947   -0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8485   -5.6542   -2.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0559   -0.1533   -0.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.1110   -2.8978    2.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2528   -2.8924    0.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  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  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
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 19 20  1  0
 20 21  1  0
 20 22  1  0
 15 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 24 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 30  6  1  0
 34 32  1  0
 32  9  1  0
 24 11  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
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  6 40  1  0
  7 41  1  0
  8 42  1  0
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 21 55  1  0
 22 56  1  0
 22 57  1  0
 22 58  1  0
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 28 63  1  0
 28 64  1  0
 28 65  1  0
 31 66  1  0
 31 67  1  0
 31 68  1  0
 33 69  1  0
 33 70  1  0
M  END


  Mrv0541 05061308552D          

 34 37  0  0  0  0            999 V2000
    1.6455   -3.9764    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8525    0.6948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3543   -0.6445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3097   -1.4085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1372    1.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0801    0.2979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8104   -3.1681    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4436    0.4566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9007   -1.6467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6257   -0.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7057    0.2288    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2087    0.3051    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2168    0.1690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5364   -1.1209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9501    1.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3989   -0.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1275   -1.3591    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1928   -2.6211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.1197   -1.6427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7400   -1.2658    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6396   -0.9304    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0605   -0.5572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9900   -0.5456    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.4787    2.2701    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4103   -2.8825    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9454   -0.8827    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4878   -2.2009    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2343    0.8623    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.0346    0.2184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6113   -0.9304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3576   -1.8128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  7  1  1  0  0  0  0
 13  2  1  0  0  0  0
 13  3  1  0  0  0  0
 13  8  1  0  0  0  0
 14  4  1  0  0  0  0
 14  9  2  0  0  0  0
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 17  9  1  0  0  0  0
 18  7  1  0  0  0  0
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 21 20  1  0  0  0  0
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 23  6  1  0  0  0  0
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 24 17  1  0  0  0  0
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 25 12  1  0  0  0  0
 25 22  1  0  0  0  0
 25 23  1  0  0  0  0
 26 15  2  0  0  0  0
 27 18  2  0  0  0  0
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 29 20  1  0  0  0  0
 30 11  1  0  0  0  0
 30 15  1  0  0  0  0
 31 12  1  0  0  0  0
 31 25  1  0  0  0  0
 32 16  1  0  0  0  0
 32 19  1  0  0  0  0
 33 17  1  0  0  0  0
 33 22  1  0  0  0  0
 34 18  1  0  0  0  0
 34 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0036161

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(=O)OC1C(O)C2OC3C=C(C)C(CC3(COC(C)=O)C1(C)C21CO1)OC(=O)CC(C)C

> <INCHI_IDENTIFIER>
InChI=1S/C25H36O9/c1-7-18(27)34-21-20(29)22-25(12-31-25)23(21,6)24(11-30-15(5)26)10-16(14(4)9-17(24)33-22)32-19(28)8-13(2)3/h9,13,16-17,20-22,29H,7-8,10-12H2,1-6H3

> <INCHI_KEY>
HHSVPRXLNYVHLR-UHFFFAOYSA-N

> <FORMULA>
C25H36O9

> <MOLECULAR_WEIGHT>
480.5479

> <EXACT_MASS>
480.23593275

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
50.53523081102717

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2'-[(acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-11'-(propanoyloxy)-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-yl 3-methylbutanoate

> <ALOGPS_LOGP>
2.40

> <JCHEM_LOGP>
1.7199734040000014

> <ALOGPS_LOGS>
-3.32

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.07229058852219

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6419800965803937

> <JCHEM_POLAR_SURFACE_AREA>
120.89000000000001

> <JCHEM_REFRACTIVITY>
118.17009999999993

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.30e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2'-[(acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-11'-(propanoyloxy)-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-yl 3-methylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0036161
     RDKit          3D
4-Propanoyl-HT2 toxin
 70 73  0  0  0  0  0  0  0  0999 V2000
   -1.9826    4.7938   -1.6445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1625    3.7611   -0.9085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0758    2.7814   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3132    2.9233   -0.4203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6420    1.7010    0.4689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4370    0.7552    1.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3521    0.6919    2.5802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3844    1.4790    3.1402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1630   -0.7992    2.8956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8019   -1.0575    2.7458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5749   -1.9325    1.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8032   -2.4508    1.7076 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7437   -1.9252    0.9968 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1683   -2.4491    1.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5068   -0.7648    0.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5522    0.1595    0.4246 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5052    0.4743   -0.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4111   -0.0775   -1.6532 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6191    1.4263   -0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3667    2.7927   -0.8231 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5421    3.6648   -0.5012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1700    2.6735   -2.3164 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1569   -0.1191    0.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8974   -1.1548    0.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7853   -2.1256   -0.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7127   -3.2050   -0.5944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7357   -4.1794   -1.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6277   -5.3467   -1.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9403   -4.0698   -2.5754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2912   -0.6540    0.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1718   -0.8434   -0.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8883   -1.4175    1.7384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8881   -2.3331    1.7664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3324   -1.0101    1.8294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0473    4.5066   -1.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9280    5.7711   -1.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6216    4.9405   -2.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4999    4.2463   -0.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5557    3.2135   -1.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5101    1.0412    0.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3196    0.9565    3.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0174    2.1353    2.4968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5580   -1.0706    3.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2792   -2.7879    1.7874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0372   -3.3081    2.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4459   -2.5176   -0.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1920   -3.4751    1.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8257   -1.8077    1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6785   -1.0893   -0.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5368    0.9592   -0.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8388    1.5035    0.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4747    3.2061   -0.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3303    4.2884    0.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6787    4.3990   -1.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4823    3.1075   -0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0432    2.1497   -2.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2689    2.0811   -2.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0871    3.7204   -2.7017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2576    0.5473    1.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0379    0.4483   -0.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432   -1.6447   -1.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2481   -2.5138   -0.8666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6169   -5.0744   -1.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2106   -6.1947   -0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8485   -5.6542   -2.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0559   -0.1533   -0.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6952   -0.4600   -1.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6016   -1.8429   -0.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1110   -2.8978    2.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2528   -2.8924    0.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  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  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 15 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 24 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 30  6  1  0
 34 32  1  0
 32  9  1  0
 24 11  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  6 40  1  0
  7 41  1  0
  8 42  1  0
  9 43  1  0
 11 44  1  0
 12 45  1  0
 14 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 22 58  1  0
 23 59  1  0
 23 60  1  0
 25 61  1  0
 25 62  1  0
 28 63  1  0
 28 64  1  0
 28 65  1  0
 31 66  1  0
 31 67  1  0
 31 68  1  0
 33 69  1  0
 33 70  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       3.072  -7.423   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.791   1.297   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.861  -1.203   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.045  -2.629   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.123   3.319   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.016   0.556   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.379  -5.914   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.161   0.852   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.415  -3.074   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.901  -0.037   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.184   0.427   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.390   0.570   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      11.605   0.315   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       6.601  -2.092   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       3.640   3.055   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.345  -0.574   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.971  -2.537   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.227  -4.893   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.975  -0.129   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.223  -3.066   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       1.381  -2.363   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.194  -1.737   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.980  -1.040   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.715  -1.018   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.933  -0.219   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.627   4.238   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0       0.766  -5.381   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       9.231  -1.648   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -0.911  -4.108   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       4.171   1.610   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.955   1.321   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       7.531   0.408   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       3.008  -1.737   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       2.534  -3.384   0.000  0.00  0.00           O+0
CONECT    1    7                                                            
CONECT    2   13                                                            
CONECT    3   13                                                            
CONECT    4   14                                                            
CONECT    5   15                                                            
CONECT    6   23                                                            
CONECT    7    1   18                                                       
CONECT    8   13   19                                                       
CONECT    9   14   17                                                       
CONECT   10   16   24                                                       
CONECT   11   24   30                                                       
CONECT   12   25   31                                                       
CONECT   13    2    3    8                                                  
CONECT   14    4    9   16                                                  
CONECT   15    5   26   30                                                  
CONECT   16   10   14   32                                                  
CONECT   17    9   24   33                                                  
CONECT   18    7   27   34                                                  
CONECT   19    8   28   32                                                  
CONECT   20   21   22   29                                                  
CONECT   21   20   23   34                                                  
CONECT   22   20   25   33                                                  
CONECT   23    6   21   24   25                                             
CONECT   24   10   11   17   23                                             
CONECT   25   12   22   23   31                                             
CONECT   26   15                                                            
CONECT   27   18                                                            
CONECT   28   19                                                            
CONECT   29   20                                                            
CONECT   30   11   15                                                       
CONECT   31   12   25                                                       
CONECT   32   16   19                                                       
CONECT   33   17   22                                                       
CONECT   34   18   21                                                       
MASTER        0    0    0    0    0    0    0    0   34    0   74    0
END

COMPND    HMDB0036161
HETATM    1  C1  UNL     1      -1.983   4.794  -1.644  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.162   3.761  -0.908  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.076   2.781  -0.279  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.313   2.923  -0.420  1.00  0.00           O  
HETATM    5  O2  UNL     1      -1.642   1.701   0.469  1.00  0.00           O  
HETATM    6  C4  UNL     1      -2.437   0.755   1.080  1.00  0.00           C  
HETATM    7  C5  UNL     1      -2.352   0.692   2.580  1.00  0.00           C  
HETATM    8  O3  UNL     1      -1.384   1.479   3.140  1.00  0.00           O  
HETATM    9  C6  UNL     1      -2.163  -0.799   2.896  1.00  0.00           C  
HETATM   10  O4  UNL     1      -0.802  -1.057   2.746  1.00  0.00           O  
HETATM   11  C7  UNL     1      -0.575  -1.933   1.683  1.00  0.00           C  
HETATM   12  C8  UNL     1       0.803  -2.451   1.708  1.00  0.00           C  
HETATM   13  C9  UNL     1       1.744  -1.925   0.997  1.00  0.00           C  
HETATM   14  C10 UNL     1       3.168  -2.449   1.012  1.00  0.00           C  
HETATM   15  C11 UNL     1       1.507  -0.765   0.105  1.00  0.00           C  
HETATM   16  O5  UNL     1       2.552   0.159   0.425  1.00  0.00           O  
HETATM   17  C12 UNL     1       3.505   0.474  -0.523  1.00  0.00           C  
HETATM   18  O6  UNL     1       3.411  -0.078  -1.653  1.00  0.00           O  
HETATM   19  C13 UNL     1       4.619   1.426  -0.258  1.00  0.00           C  
HETATM   20  C14 UNL     1       4.367   2.793  -0.823  1.00  0.00           C  
HETATM   21  C15 UNL     1       5.542   3.665  -0.501  1.00  0.00           C  
HETATM   22  C16 UNL     1       4.170   2.673  -2.316  1.00  0.00           C  
HETATM   23  C17 UNL     1       0.157  -0.119   0.267  1.00  0.00           C  
HETATM   24  C18 UNL     1      -0.897  -1.155   0.412  1.00  0.00           C  
HETATM   25  C19 UNL     1      -0.785  -2.126  -0.760  1.00  0.00           C  
HETATM   26  O7  UNL     1      -1.713  -3.205  -0.594  1.00  0.00           O  
HETATM   27  C20 UNL     1      -1.736  -4.179  -1.581  1.00  0.00           C  
HETATM   28  C21 UNL     1      -2.628  -5.347  -1.556  1.00  0.00           C  
HETATM   29  O8  UNL     1      -0.940  -4.070  -2.575  1.00  0.00           O  
HETATM   30  C22 UNL     1      -2.291  -0.654   0.574  1.00  0.00           C  
HETATM   31  C23 UNL     1      -3.172  -0.843  -0.619  1.00  0.00           C  
HETATM   32  C24 UNL     1      -2.888  -1.417   1.738  1.00  0.00           C  
HETATM   33  C25 UNL     1      -3.888  -2.333   1.766  1.00  0.00           C  
HETATM   34  O9  UNL     1      -4.332  -1.010   1.829  1.00  0.00           O  
HETATM   35  H1  UNL     1      -3.047   4.507  -1.728  1.00  0.00           H  
HETATM   36  H2  UNL     1      -1.928   5.771  -1.157  1.00  0.00           H  
HETATM   37  H3  UNL     1      -1.622   4.940  -2.691  1.00  0.00           H  
HETATM   38  H4  UNL     1      -0.500   4.246  -0.159  1.00  0.00           H  
HETATM   39  H5  UNL     1      -0.556   3.214  -1.671  1.00  0.00           H  
HETATM   40  H6  UNL     1      -3.510   1.041   0.850  1.00  0.00           H  
HETATM   41  H7  UNL     1      -3.320   0.957   3.087  1.00  0.00           H  
HETATM   42  H8  UNL     1      -1.017   2.135   2.497  1.00  0.00           H  
HETATM   43  H9  UNL     1      -2.558  -1.071   3.873  1.00  0.00           H  
HETATM   44  H10 UNL     1      -1.279  -2.788   1.787  1.00  0.00           H  
HETATM   45  H11 UNL     1       1.037  -3.308   2.347  1.00  0.00           H  
HETATM   46  H12 UNL     1       3.446  -2.518  -0.067  1.00  0.00           H  
HETATM   47  H13 UNL     1       3.192  -3.475   1.417  1.00  0.00           H  
HETATM   48  H14 UNL     1       3.826  -1.808   1.598  1.00  0.00           H  
HETATM   49  H15 UNL     1       1.679  -1.089  -0.955  1.00  0.00           H  
HETATM   50  H16 UNL     1       5.537   0.959  -0.718  1.00  0.00           H  
HETATM   51  H17 UNL     1       4.839   1.504   0.823  1.00  0.00           H  
HETATM   52  H18 UNL     1       3.475   3.206  -0.316  1.00  0.00           H  
HETATM   53  H19 UNL     1       5.330   4.288   0.402  1.00  0.00           H  
HETATM   54  H20 UNL     1       5.679   4.399  -1.336  1.00  0.00           H  
HETATM   55  H21 UNL     1       6.482   3.108  -0.349  1.00  0.00           H  
HETATM   56  H22 UNL     1       5.043   2.150  -2.744  1.00  0.00           H  
HETATM   57  H23 UNL     1       3.269   2.081  -2.540  1.00  0.00           H  
HETATM   58  H24 UNL     1       4.087   3.720  -2.702  1.00  0.00           H  
HETATM   59  H25 UNL     1       0.258   0.547   1.150  1.00  0.00           H  
HETATM   60  H26 UNL     1      -0.038   0.448  -0.677  1.00  0.00           H  
HETATM   61  H27 UNL     1      -1.043  -1.645  -1.718  1.00  0.00           H  
HETATM   62  H28 UNL     1       0.248  -2.514  -0.867  1.00  0.00           H  
HETATM   63  H29 UNL     1      -3.617  -5.074  -1.111  1.00  0.00           H  
HETATM   64  H30 UNL     1      -2.211  -6.195  -0.969  1.00  0.00           H  
HETATM   65  H31 UNL     1      -2.848  -5.654  -2.598  1.00  0.00           H  
HETATM   66  H32 UNL     1      -4.056  -0.153  -0.474  1.00  0.00           H  
HETATM   67  H33 UNL     1      -2.695  -0.460  -1.562  1.00  0.00           H  
HETATM   68  H34 UNL     1      -3.602  -1.843  -0.733  1.00  0.00           H  
HETATM   69  H35 UNL     1      -4.111  -2.898   2.718  1.00  0.00           H  
HETATM   70  H36 UNL     1      -4.253  -2.892   0.888  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3   38   39
CONECT    3    4    4    5
CONECT    5    6
CONECT    6    7   30   40
CONECT    7    8    9   41
CONECT    8   42
CONECT    9   10   32   43
CONECT   10   11
CONECT   11   12   24   44
CONECT   12   13   13   45
CONECT   13   14   15
CONECT   14   46   47   48
CONECT   15   16   23   49
CONECT   16   17
CONECT   17   18   18   19
CONECT   19   20   50   51
CONECT   20   21   22   52
CONECT   21   53   54   55
CONECT   22   56   57   58
CONECT   23   24   59   60
CONECT   24   25   30
CONECT   25   26   61   62
CONECT   26   27
CONECT   27   28   29   29
CONECT   28   63   64   65
CONECT   30   31   32
CONECT   31   66   67   68
CONECT   32   33   34
CONECT   33   34   69   70
END

HMDB0036161
     RDKit          3D
4-Propanoyl-HT2 toxin
 70 73  0  0  0  0  0  0  0  0999 V2000
   -1.9826    4.7938   -1.6445 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1625    3.7611   -0.9085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0758    2.7814   -0.2786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3132    2.9233   -0.4203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6420    1.7010    0.4689 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4370    0.7552    1.0802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3521    0.6919    2.5802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3844    1.4790    3.1402 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1630   -0.7992    2.8956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8019   -1.0575    2.7458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5749   -1.9325    1.6833 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8032   -2.4508    1.7076 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7437   -1.9252    0.9968 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1683   -2.4491    1.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5068   -0.7648    0.1054 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5522    0.1595    0.4246 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5052    0.4743   -0.5228 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4111   -0.0775   -1.6532 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6191    1.4263   -0.2575 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3667    2.7927   -0.8231 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5421    3.6648   -0.5012 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1700    2.6735   -2.3164 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1569   -0.1191    0.2673 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8974   -1.1548    0.4123 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7853   -2.1256   -0.7598 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7127   -3.2050   -0.5944 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7357   -4.1794   -1.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6277   -5.3467   -1.5563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9403   -4.0698   -2.5754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2912   -0.6540    0.5740 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1718   -0.8434   -0.6186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8883   -1.4175    1.7384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8881   -2.3331    1.7664 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3324   -1.0101    1.8294 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0473    4.5066   -1.7283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9280    5.7711   -1.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6216    4.9405   -2.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4999    4.2463   -0.1587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5557    3.2135   -1.6706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5101    1.0412    0.8499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3196    0.9565    3.0868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0174    2.1353    2.4968 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5580   -1.0706    3.8729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2792   -2.7879    1.7874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0372   -3.3081    2.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4459   -2.5176   -0.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1920   -3.4751    1.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8257   -1.8077    1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6785   -1.0893   -0.9553 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5368    0.9592   -0.7182 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8388    1.5035    0.8227 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4747    3.2061   -0.3162 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3303    4.2884    0.4018 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6787    4.3990   -1.3357 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4823    3.1075   -0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0432    2.1497   -2.7439 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2689    2.0811   -2.5404 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0871    3.7204   -2.7017 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2576    0.5473    1.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0379    0.4483   -0.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0432   -1.6447   -1.7176 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2481   -2.5138   -0.8666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6169   -5.0744   -1.1105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2106   -6.1947   -0.9688 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8485   -5.6542   -2.5975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0559   -0.1533   -0.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6952   -0.4600   -1.5618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6016   -1.8429   -0.7327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1110   -2.8978    2.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2528   -2.8924    0.8883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  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  2  0
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 20 22  1  0
 15 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  2  0
 24 30  1  0
 30 31  1  0
 30 32  1  0
 32 33  1  0
 33 34  1  0
 30  6  1  0
 34 32  1  0
 32  9  1  0
 24 11  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  2 38  1  0
  2 39  1  0
  6 40  1  0
  7 41  1  0
  8 42  1  0
  9 43  1  0
 11 44  1  0
 12 45  1  0
 14 46  1  0
 14 47  1  0
 14 48  1  0
 15 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 21 53  1  0
 21 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 22 58  1  0
 23 59  1  0
 23 60  1  0
 25 61  1  0
 25 62  1  0
 28 63  1  0
 28 64  1  0
 28 65  1  0
 31 66  1  0
 31 67  1  0
 31 68  1  0
 33 69  1  0
 33 70  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2'-[(Acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-11'-(propanoyloxy)-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-yl 3-methylbutanoic acid	Generator

Chemical Formula

C₂₅H₃₆O₉

Average Molecular Weight

480.5479

Monoisotopic Molecular Weight

480.23593275

IUPAC Name

2'-[(acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-11'-(propanoyloxy)-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-yl 3-methylbutanoate

Traditional Name

2'-[(acetyloxy)methyl]-10'-hydroxy-1',5'-dimethyl-11'-(propanoyloxy)-8'-oxaspiro[oxirane-2,12'-tricyclo[7.2.1.0²,⁷]dodecan]-5'-en-4'-yl 3-methylbutanoate

CAS Registry Number

104903-80-2

SMILES

CCC(=O)OC1C(O)C2OC3C=C(C)C(CC3(COC(C)=O)C1(C)C21CO1)OC(=O)CC(C)C

InChI Identifier

InChI=1S/C25H36O9/c1-7-18(27)34-21-20(29)22-25(12-31-25)23(21,6)24(11-30-15(5)26)10-16(14(4)9-17(24)33-22)32-19(28)8-13(2)3/h9,13,16-17,20-22,29H,7-8,10-12H2,1-6H3

InChI Key

HHSVPRXLNYVHLR-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

Not Available

Substituents

Not Available

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0036161)

Cellular substructure

Extracellular (HMDB: HMDB0036161)
Cytoplasm (HMDB: HMDB0036161)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0036161)

Source

Endogenous

Endogenous (HMDB: HMDB0036161)

Animal

Animal (HMDB: HMDB0036161)

Exogenous

Food

Food (HMDB: HMDB0036161)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0036161)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0036161)

Cellular process

Cell signaling (HMDB: HMDB0036161)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0036161)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0036161)

Nutrient

Nutrient (HMDB: HMDB0036161)

Environmental role

Environmental contaminant (HMDB: HMDB0036161)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	141 - 142 °C	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	0.23 g/L	ALOGPS
logP	2.4	ALOGPS
logP	1.72	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	13.07	ChemAxon
pKa (Strongest Basic)	-3.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	120.89 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	118.17 m³·mol⁻¹	ChemAxon
Polarizability	50.54 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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]+	213.385	31661259
DarkChem	[M-H]-	201.572	31661259
DeepCCS	[M-2H]-	247.902	30932474
DeepCCS	[M+Na]+	223.467	30932474
AllCCS	[M+H]+	211.7	32859911
AllCCS	[M+H-H2O]+	210.0	32859911
AllCCS	[M+NH4]+	213.2	32859911
AllCCS	[M+Na]+	213.6	32859911
AllCCS	[M-H]-	209.4	32859911
AllCCS	[M+Na-2H]-	210.9	32859911
AllCCS	[M+HCOO]-	212.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Propanoyl-HT2 toxin	CCC(=O)OC1C(O)C2OC3C=C(C)C(CC3(COC(C)=O)C1(C)C21CO1)OC(=O)CC(C)C	4032.8	Standard polar	33892256
4-Propanoyl-HT2 toxin	CCC(=O)OC1C(O)C2OC3C=C(C)C(CC3(COC(C)=O)C1(C)C21CO1)OC(=O)CC(C)C	2840.0	Standard non polar	33892256
4-Propanoyl-HT2 toxin	CCC(=O)OC1C(O)C2OC3C=C(C)C(CC3(COC(C)=O)C1(C)C21CO1)OC(=O)CC(C)C	3032.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Propanoyl-HT2 toxin,1TMS,isomer #1	CCC(=O)OC1C(O[Si](C)(C)C)C2OC3C=C(C)C(OC(=O)CC(C)C)CC3(COC(C)=O)C1(C)C21CO1	2969.3	Semi standard non polar	33892256
4-Propanoyl-HT2 toxin,1TBDMS,isomer #1	CCC(=O)OC1C(O[Si](C)(C)C(C)(C)C)C2OC3C=C(C)C(OC(=O)CC(C)C)CC3(COC(C)=O)C1(C)C21CO1	3222.2	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 - 4-Propanoyl-HT2 toxin GC-MS (Non-derivatized) - 70eV, Positive	splash10-0bu3-9045300000-50f15d834167230b3715	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Propanoyl-HT2 toxin GC-MS (1 TMS) - 70eV, Positive	splash10-0bvi-9023210000-d5ad4f1f9201b616e7eb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Propanoyl-HT2 toxin GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - 4-Propanoyl-HT2 toxin 10V, Positive-QTOF	splash10-0a5i-7003900000-9fe139c4570e48f20992	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Propanoyl-HT2 toxin 20V, Positive-QTOF	splash10-0a4l-9004100000-96655f8a36d120bfb608	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Propanoyl-HT2 toxin 40V, Positive-QTOF	splash10-0a4u-9005000000-b4407944bdd91a1c68d4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Propanoyl-HT2 toxin 10V, Negative-QTOF	splash10-05dl-7002900000-5ebbe68fde7aede6628c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Propanoyl-HT2 toxin 20V, Negative-QTOF	splash10-0ab9-9203400000-5814c5850cb1cdc05878	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Propanoyl-HT2 toxin 40V, Negative-QTOF	splash10-0a4i-9620000000-46373c2f8c6511e15e8b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Propanoyl-HT2 toxin 10V, Negative-QTOF	splash10-0kdi-5304900000-b34e754519b049f3ef2b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Propanoyl-HT2 toxin 20V, Negative-QTOF	splash10-0ab9-9001000000-3f060bdd705da89b71fd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Propanoyl-HT2 toxin 40V, Negative-QTOF	splash10-001l-9000100000-0e533beb6bf286b6e0ff	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Propanoyl-HT2 toxin 10V, Positive-QTOF	splash10-014i-0009100000-ff1ca4848e146754f1a6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Propanoyl-HT2 toxin 20V, Positive-QTOF	splash10-06dm-2009000000-3a2220d9d8024ed869eb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Propanoyl-HT2 toxin 40V, Positive-QTOF	splash10-0006-9120000000-5067b0360a05fc1ade56	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

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

FDB015014

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751921

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 4-Propanoyl-HT2 toxin (HMDB0036161)

MOL for HMDB0036161 (4-Propanoyl-HT2 toxin)

3D MOL for HMDB0036161 (4-Propanoyl-HT2 toxin)

3D SDF for HMDB0036161 (4-Propanoyl-HT2 toxin)

3D-SDF for HMDB0036161 (4-Propanoyl-HT2 toxin)

PDB for HMDB0036161 (4-Propanoyl-HT2 toxin)

3D PDB for HMDB0036161 (4-Propanoyl-HT2 toxin)

SMILES for HMDB0036161 (4-Propanoyl-HT2 toxin)

INCHI for HMDB0036161 (4-Propanoyl-HT2 toxin)

Structure for HMDB0036161 (4-Propanoyl-HT2 toxin)

3D Structure for HMDB0036161 (4-Propanoyl-HT2 toxin)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra