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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:41:14 UTC

Update Date

2022-03-07 02:52:50 UTC

HMDB ID

HMDB0031140

Secondary Accession Numbers

HMDB31140

Metabolite Identification

Common Name

Austalide D

Description

Austalide D belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring. Austalide D is an extremely weak basic (essentially neutral) compound (based on its pKa). Metabolite of Aspergillus ustus.

Structure

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


  Mrv0541 05061305452D          

 38 43  0  0  0  0            999 V2000
    5.4665    3.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4248   -1.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9205    2.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0972    2.3889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2894    3.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8780    0.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5331   -0.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3212   -0.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6339    1.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5120    2.9181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3724    0.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7747    2.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3249    2.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7538   -0.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4086    1.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9579    1.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0008    1.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7271    2.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1630    0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8163    1.0736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5502    2.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0416    0.7898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5455    0.6878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6373    2.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1425    2.3769    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2171    1.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6796    0.6071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5132    1.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0026   -1.2311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1175    3.1915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6620   -0.1290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9000   -0.0229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1011    0.0189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1378    1.2621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8340   -0.0689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9171    2.6606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1472    1.2895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1334    1.1930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13  1  1  0  0  0  0
 14  2  1  0  0  0  0
 15  9  1  0  0  0  0
 16 12  1  0  0  0  0
 16 13  2  0  0  0  0
 17  9  1  0  0  0  0
 18 10  1  0  0  0  0
 19 11  1  0  0  0  0
 20 16  1  0  0  0  0
 21 13  1  0  0  0  0
 21 15  2  0  0  0  0
 22 15  1  0  0  0  0
 22 20  2  0  0  0  0
 23 20  1  0  0  0  0
 24  3  1  0  0  0  0
 24  4  1  0  0  0  0
 25  5  1  0  0  0  0
 25 10  1  0  0  0  0
 25 17  1  0  0  0  0
 26  6  1  0  0  0  0
 26 17  1  0  0  0  0
 26 19  1  0  0  0  0
 27 11  1  0  0  0  0
 28 18  1  0  0  0  0
 28 24  1  0  0  0  0
 28 26  1  0  0  0  0
 29 14  2  0  0  0  0
 30 18  1  0  0  0  0
 31 23  2  0  0  0  0
 32  7  1  0  0  0  0
 32 22  1  0  0  0  0
 33  8  1  0  0  0  0
 33 27  1  0  0  0  0
 34 12  1  0  0  0  0
 34 23  1  0  0  0  0
 35 14  1  0  0  0  0
 35 19  1  0  0  0  0
 36 21  1  0  0  0  0
 36 25  1  0  0  0  0
 37 24  1  0  0  0  0
 37 27  1  0  0  0  0
 38 27  1  0  0  0  0
 38 28  1  0  0  0  0
M  END

HMDB0031140
     RDKit          3D
Austalide D
 74 79  0  0  0  0  0  0  0  0999 V2000
    3.4222   -3.0349    1.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1787   -2.6735    0.0913 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4982   -1.3991   -0.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5355   -0.3899   -0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8626    0.8342   -0.7959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1005    1.0880   -1.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4514    2.4204   -1.8523 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0765    0.0885   -1.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7343   -1.1594   -0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9012   -2.0091   -1.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9537   -3.2176   -0.8022 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8727   -1.2473   -1.7154 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4571    0.0749   -1.9378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8996    1.8280   -0.7163 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7842    1.6233    0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3969    1.7555    1.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1399    2.7390   -0.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3907    2.5018    0.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2075    3.5928    0.3822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0649    1.2209    0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7254    1.4625   -0.8718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7066    0.4735   -0.8240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8260    0.7875   -1.5306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8446   -0.1170   -1.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9961   -0.6843   -1.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7485   -1.0385   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8547   -2.3253   -0.1658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2631   -3.4728   -0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4878   -4.7406    0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5492   -3.3757   -1.5819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2120    0.0178    0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.2190    0.3092   -0.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2018   -0.7501    0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9131    0.0755    0.4839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2926    1.1103    1.1821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2217    0.9840    2.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2143    2.3094    0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1720   -3.8467    1.4937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4822   -3.4535    1.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7103   -2.1380    2.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6131    3.1034   -1.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6260    2.3382   -2.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3898    2.7389   -1.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1367    0.7701   -1.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5151    0.3644   -3.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1943    1.0310    1.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9348    2.7548    1.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6710    1.8725    2.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2841    3.7102    0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831    2.8268   -1.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1842    2.5536    1.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6730    4.4396    0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6534   -1.1045   -1.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6514    0.3259   -2.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3491   -0.1593   -0.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7199   -1.4883   -1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8036   -0.3327   -2.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0052   -1.1772   -1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3209   -5.2771   -0.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5788   -5.3958    0.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6519   -4.6016    1.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0101   -1.0702    1.9367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5243   -1.7028    1.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3808   -0.2620    2.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2394    0.2403   -1.2983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3792   -0.7860    1.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0091   -1.7561   -0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7429    1.8347    3.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1895    1.0406    3.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7810    0.0887    3.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2550    1.9080    1.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2196    2.5864   -0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1082    3.1119    1.6110 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
  5 14  1  0
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 31 33  1  0
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 22 35  1  0
 35 36  1  0
 36 37  1  0
 36 38  1  0
  9  3  1  0
 33 15  1  0
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 13  8  1  0
 31 20  1  0
 36 20  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  7 42  1  0
  7 43  1  0
  7 44  1  0
 13 45  1  0
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 16 47  1  0
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 32 64  1  0
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 34 67  1  0
 34 68  1  0
 37 69  1  0
 37 70  1  0
 37 71  1  0
 38 72  1  0
 38 73  1  0
 38 74  1  0
M  END


  Mrv0541 05061305452D          

 38 43  0  0  0  0            999 V2000
    5.4665    3.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4248   -1.3700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9205    2.7880    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0972    2.3889    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2894    3.1887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8780    0.7847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5331   -0.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3212   -0.7762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6339    1.0351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5120    2.9181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3724    0.0849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7747    2.0028    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3249    2.4154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7538   -0.8900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4086    1.3189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9579    1.8863    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0008    1.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7271    2.6356    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1630    0.4111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8163    1.0736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5502    2.1316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0416    0.7898    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    0.6373    2.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    2.2171    1.2786    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6796    0.6071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5132    1.8099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0026   -1.2311    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1175    3.1915    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6620   -0.1290    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9000   -0.0229    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1011    0.0189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1378    1.2621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8340   -0.0689    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9171    2.6606    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1472    1.2895    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1334    1.1930    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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 14  2  1  0  0  0  0
 15  9  1  0  0  0  0
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 23 20  1  0  0  0  0
 24  3  1  0  0  0  0
 24  4  1  0  0  0  0
 25  5  1  0  0  0  0
 25 10  1  0  0  0  0
 25 17  1  0  0  0  0
 26  6  1  0  0  0  0
 26 17  1  0  0  0  0
 26 19  1  0  0  0  0
 27 11  1  0  0  0  0
 28 18  1  0  0  0  0
 28 24  1  0  0  0  0
 28 26  1  0  0  0  0
 29 14  2  0  0  0  0
 30 18  1  0  0  0  0
 31 23  2  0  0  0  0
 32  7  1  0  0  0  0
 32 22  1  0  0  0  0
 33  8  1  0  0  0  0
 33 27  1  0  0  0  0
 34 12  1  0  0  0  0
 34 23  1  0  0  0  0
 35 14  1  0  0  0  0
 35 19  1  0  0  0  0
 36 21  1  0  0  0  0
 36 25  1  0  0  0  0
 37 24  1  0  0  0  0
 37 27  1  0  0  0  0
 38 27  1  0  0  0  0
 38 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031140

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CC(O)C34OC(CC(OC(C)=O)C13C)(OC)OC4(C)C)O2

> <INCHI_IDENTIFIER>
InChI=1S/C28H36O10/c1-13-16-12-34-23(31)20(16)22(32-7)15-9-17-25(5,36-21(13)15)10-18(30)28-24(3,4)37-27(33-8,38-28)11-19(26(17,28)6)35-14(2)29/h17-19,30H,9-12H2,1-8H3

> <INCHI_KEY>
WDGSJYYXVXQQHP-UHFFFAOYSA-N

> <FORMULA>
C28H36O10

> <MOLECULAR_WEIGHT>
532.5794

> <EXACT_MASS>
532.230847372

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
55.392633012306945

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-hydroxy-13,20-dimethoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6(14),7,12-trien-18-yl acetate

> <ALOGPS_LOGP>
2.65

> <JCHEM_LOGP>
2.0299208886666698

> <ALOGPS_LOGS>
-4.04

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
15.205722370881638

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.761719997725859

> <JCHEM_PKA_STRONGEST_BASIC>
-3.3331858142798882

> <JCHEM_POLAR_SURFACE_AREA>
118.98000000000002

> <JCHEM_REFRACTIVITY>
132.91469999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.84e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy-13,20-dimethoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6(14),7,12-trien-18-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031140
     RDKit          3D
Austalide D
 74 79  0  0  0  0  0  0  0  0999 V2000
    3.4222   -3.0349    1.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1787   -2.6735    0.0913 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4982   -1.3991   -0.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5355   -0.3899   -0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8626    0.8342   -0.7959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1005    1.0880   -1.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4514    2.4204   -1.8523 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0765    0.0885   -1.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7343   -1.1594   -0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9012   -2.0091   -1.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9537   -3.2176   -0.8022 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8727   -1.2473   -1.7154 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4571    0.0749   -1.9378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8996    1.8280   -0.7163 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7842    1.6233    0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3969    1.7555    1.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1399    2.7390   -0.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3907    2.5018    0.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2075    3.5928    0.3822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0649    1.2209    0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7254    1.4625   -0.8718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7066    0.4735   -0.8240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8260    0.7875   -1.5306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8446   -0.1170   -1.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9961   -0.6843   -1.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7485   -1.0385   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8547   -2.3253   -0.1658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2631   -3.4728   -0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4878   -4.7406    0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5492   -3.3757   -1.5819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2120    0.0178    0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0586   -0.7501    1.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2190    0.3092   -0.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2018   -0.7501    0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9131    0.0755    0.4839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2926    1.1103    1.1821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2217    0.9840    2.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2143    2.3094    0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1720   -3.8467    1.4937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4822   -3.4535    1.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7103   -2.1380    2.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6131    3.1034   -1.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6260    2.3382   -2.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3898    2.7389   -1.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1367    0.7701   -1.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5151    0.3644   -3.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1943    1.0310    1.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9348    2.7548    1.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6710    1.8725    2.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2841    3.7102    0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831    2.8268   -1.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1842    2.5536    1.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6730    4.4396    0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6534   -1.1045   -1.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6514    0.3259   -2.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3491   -0.1593   -0.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7199   -1.4883   -1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8036   -0.3327   -2.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0052   -1.1772   -1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3209   -5.2771   -0.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5788   -5.3958    0.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6519   -4.6016    1.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0101   -1.0702    1.9367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5243   -1.7028    1.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3808   -0.2620    2.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2394    0.2403   -1.2983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3792   -0.7860    1.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0091   -1.7561   -0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7429    1.8347    3.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1895    1.0406    3.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7810    0.0887    3.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2550    1.9080    1.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2196    2.5864   -0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1082    3.1119    1.6110 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
  5 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 26 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 22 35  1  0
 35 36  1  0
 36 37  1  0
 36 38  1  0
  9  3  1  0
 33 15  1  0
 34  4  1  0
 13  8  1  0
 31 20  1  0
 36 20  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  7 42  1  0
  7 43  1  0
  7 44  1  0
 13 45  1  0
 13 46  1  0
 16 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 19 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 25 58  1  0
 26 59  1  0
 29 60  1  0
 29 61  1  0
 29 62  1  0
 32 63  1  0
 32 64  1  0
 32 65  1  0
 33 66  1  0
 34 67  1  0
 34 68  1  0
 37 69  1  0
 37 70  1  0
 37 71  1  0
 38 72  1  0
 38 73  1  0
 38 74  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      10.204   6.026   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.393  -2.557   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.718   5.204   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.181   4.459   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.140   5.952   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.372   1.465   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.328  -1.030   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.600  -1.449   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.783   1.932   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.689   5.447   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.562   0.158   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.646   3.739   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.940   4.509   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       5.140  -1.661   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.229   2.462   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      11.121   3.521   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.601   2.920   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.224   4.920   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.038   0.767   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      10.857   2.004   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       8.494   3.979   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       9.411   1.474   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.218   1.284   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       1.190   3.758   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.866   4.437   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       4.139   2.387   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       1.269   1.133   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.825   3.378   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       3.738  -2.298   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       2.086   5.957   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0      12.436  -0.241   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       9.147  -0.043   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       0.189   0.035   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      13.324   2.356   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       5.290  -0.129   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       7.312   4.966   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       0.275   2.407   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       2.116   2.227   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   14                                                            
CONECT    3   24                                                            
CONECT    4   24                                                            
CONECT    5   25                                                            
CONECT    6   26                                                            
CONECT    7   32                                                            
CONECT    8   33                                                            
CONECT    9   15   17                                                       
CONECT   10   18   25                                                       
CONECT   11   19   27                                                       
CONECT   12   16   34                                                       
CONECT   13    1   16   21                                                  
CONECT   14    2   29   35                                                  
CONECT   15    9   21   22                                                  
CONECT   16   12   13   20                                                  
CONECT   17    9   25   26                                                  
CONECT   18   10   28   30                                                  
CONECT   19   11   26   35                                                  
CONECT   20   16   22   23                                                  
CONECT   21   13   15   36                                                  
CONECT   22   15   20   32                                                  
CONECT   23   20   31   34                                                  
CONECT   24    3    4   28   37                                             
CONECT   25    5   10   17   36                                             
CONECT   26    6   17   19   28                                             
CONECT   27   11   33   37   38                                             
CONECT   28   18   24   26   38                                             
CONECT   29   14                                                            
CONECT   30   18                                                            
CONECT   31   23                                                            
CONECT   32    7   22                                                       
CONECT   33    8   27                                                       
CONECT   34   12   23                                                       
CONECT   35   14   19                                                       
CONECT   36   21   25                                                       
CONECT   37   24   27                                                       
CONECT   38   27   28                                                       
MASTER        0    0    0    0    0    0    0    0   38    0   86    0
END

COMPND    HMDB0031140
HETATM    1  C1  UNL     1       3.422  -3.035   1.440  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.179  -2.673   0.091  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.498  -1.399  -0.395  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.536  -0.390  -0.321  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.863   0.834  -0.796  1.00  0.00           C  
HETATM    6  C5  UNL     1       4.100   1.088  -1.337  1.00  0.00           C  
HETATM    7  C6  UNL     1       4.451   2.420  -1.852  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.077   0.088  -1.419  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.734  -1.159  -0.932  1.00  0.00           C  
HETATM   10  C9  UNL     1       5.901  -2.009  -1.129  1.00  0.00           C  
HETATM   11  O2  UNL     1       5.954  -3.218  -0.802  1.00  0.00           O  
HETATM   12  O3  UNL     1       6.873  -1.247  -1.715  1.00  0.00           O  
HETATM   13  C10 UNL     1       6.457   0.075  -1.938  1.00  0.00           C  
HETATM   14  O4  UNL     1       1.900   1.828  -0.716  1.00  0.00           O  
HETATM   15  C11 UNL     1       0.784   1.623   0.182  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.397   1.756   1.554  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.140   2.739  -0.123  1.00  0.00           C  
HETATM   18  C14 UNL     1      -1.391   2.502   0.687  1.00  0.00           C  
HETATM   19  O5  UNL     1      -2.207   3.593   0.382  1.00  0.00           O  
HETATM   20  C15 UNL     1      -2.065   1.221   0.363  1.00  0.00           C  
HETATM   21  O6  UNL     1      -2.725   1.462  -0.872  1.00  0.00           O  
HETATM   22  C16 UNL     1      -3.707   0.474  -0.824  1.00  0.00           C  
HETATM   23  O7  UNL     1      -4.826   0.787  -1.531  1.00  0.00           O  
HETATM   24  C17 UNL     1      -5.845  -0.117  -1.540  1.00  0.00           C  
HETATM   25  C18 UNL     1      -2.996  -0.684  -1.511  1.00  0.00           C  
HETATM   26  C19 UNL     1      -1.749  -1.038  -0.740  1.00  0.00           C  
HETATM   27  O8  UNL     1      -1.855  -2.325  -0.166  1.00  0.00           O  
HETATM   28  C20 UNL     1      -1.263  -3.473  -0.576  1.00  0.00           C  
HETATM   29  C21 UNL     1      -1.488  -4.741   0.166  1.00  0.00           C  
HETATM   30  O9  UNL     1      -0.549  -3.376  -1.582  1.00  0.00           O  
HETATM   31  C22 UNL     1      -1.212   0.018   0.197  1.00  0.00           C  
HETATM   32  C23 UNL     1      -1.059  -0.750   1.534  1.00  0.00           C  
HETATM   33  C24 UNL     1       0.219   0.309  -0.165  1.00  0.00           C  
HETATM   34  C25 UNL     1       1.202  -0.750   0.285  1.00  0.00           C  
HETATM   35  O10 UNL     1      -3.913   0.075   0.484  1.00  0.00           O  
HETATM   36  C26 UNL     1      -3.293   1.110   1.182  1.00  0.00           C  
HETATM   37  C27 UNL     1      -3.222   0.984   2.627  1.00  0.00           C  
HETATM   38  C28 UNL     1      -4.214   2.309   0.870  1.00  0.00           C  
HETATM   39  H1  UNL     1       4.172  -3.847   1.494  1.00  0.00           H  
HETATM   40  H2  UNL     1       2.482  -3.453   1.854  1.00  0.00           H  
HETATM   41  H3  UNL     1       3.710  -2.138   2.039  1.00  0.00           H  
HETATM   42  H4  UNL     1       3.613   3.103  -1.683  1.00  0.00           H  
HETATM   43  H5  UNL     1       4.626   2.338  -2.950  1.00  0.00           H  
HETATM   44  H6  UNL     1       5.390   2.739  -1.378  1.00  0.00           H  
HETATM   45  H7  UNL     1       7.137   0.770  -1.397  1.00  0.00           H  
HETATM   46  H8  UNL     1       6.515   0.364  -3.011  1.00  0.00           H  
HETATM   47  H9  UNL     1       2.194   1.031   1.710  1.00  0.00           H  
HETATM   48  H10 UNL     1       1.935   2.755   1.524  1.00  0.00           H  
HETATM   49  H11 UNL     1       0.671   1.873   2.367  1.00  0.00           H  
HETATM   50  H12 UNL     1       0.284   3.710   0.224  1.00  0.00           H  
HETATM   51  H13 UNL     1      -0.383   2.827  -1.181  1.00  0.00           H  
HETATM   52  H14 UNL     1      -1.184   2.554   1.776  1.00  0.00           H  
HETATM   53  H15 UNL     1      -1.673   4.440   0.323  1.00  0.00           H  
HETATM   54  H16 UNL     1      -5.653  -1.105  -1.943  1.00  0.00           H  
HETATM   55  H17 UNL     1      -6.651   0.326  -2.198  1.00  0.00           H  
HETATM   56  H18 UNL     1      -6.349  -0.159  -0.529  1.00  0.00           H  
HETATM   57  H19 UNL     1      -3.720  -1.488  -1.591  1.00  0.00           H  
HETATM   58  H20 UNL     1      -2.804  -0.333  -2.548  1.00  0.00           H  
HETATM   59  H21 UNL     1      -1.005  -1.177  -1.553  1.00  0.00           H  
HETATM   60  H22 UNL     1      -2.321  -5.277  -0.349  1.00  0.00           H  
HETATM   61  H23 UNL     1      -0.579  -5.396   0.055  1.00  0.00           H  
HETATM   62  H24 UNL     1      -1.652  -4.602   1.235  1.00  0.00           H  
HETATM   63  H25 UNL     1      -2.010  -1.070   1.937  1.00  0.00           H  
HETATM   64  H26 UNL     1      -0.524  -1.703   1.233  1.00  0.00           H  
HETATM   65  H27 UNL     1      -0.381  -0.262   2.228  1.00  0.00           H  
HETATM   66  H28 UNL     1       0.239   0.240  -1.298  1.00  0.00           H  
HETATM   67  H29 UNL     1       1.379  -0.786   1.362  1.00  0.00           H  
HETATM   68  H30 UNL     1       1.009  -1.756  -0.123  1.00  0.00           H  
HETATM   69  H31 UNL     1      -3.743   1.835   3.175  1.00  0.00           H  
HETATM   70  H32 UNL     1      -2.189   1.041   3.062  1.00  0.00           H  
HETATM   71  H33 UNL     1      -3.781   0.089   3.040  1.00  0.00           H  
HETATM   72  H34 UNL     1      -5.255   1.908   1.075  1.00  0.00           H  
HETATM   73  H35 UNL     1      -4.220   2.586  -0.176  1.00  0.00           H  
HETATM   74  H36 UNL     1      -4.108   3.112   1.611  1.00  0.00           H  
CONECT    1    2   39   40   41
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5   34
CONECT    5    6    6   14
CONECT    6    7    8
CONECT    7   42   43   44
CONECT    8    9    9   13
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13
CONECT   13   45   46
CONECT   14   15
CONECT   15   16   17   33
CONECT   16   47   48   49
CONECT   17   18   50   51
CONECT   18   19   20   52
CONECT   19   53
CONECT   20   21   31   36
CONECT   21   22
CONECT   22   23   25   35
CONECT   23   24
CONECT   24   54   55   56
CONECT   25   26   57   58
CONECT   26   27   31   59
CONECT   27   28
CONECT   28   29   30   30
CONECT   29   60   61   62
CONECT   31   32   33
CONECT   32   63   64   65
CONECT   33   34   66
CONECT   34   67   68
CONECT   35   36
CONECT   36   37   38
CONECT   37   69   70   71
CONECT   38   72   73   74
END

HMDB0031140
     RDKit          3D
Austalide D
 74 79  0  0  0  0  0  0  0  0999 V2000
    3.4222   -3.0349    1.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1787   -2.6735    0.0913 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4982   -1.3991   -0.3954 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5355   -0.3899   -0.3209 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8626    0.8342   -0.7959 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1005    1.0880   -1.3371 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4514    2.4204   -1.8523 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0765    0.0885   -1.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7343   -1.1594   -0.9317 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9012   -2.0091   -1.1293 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9537   -3.2176   -0.8022 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8727   -1.2473   -1.7154 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4571    0.0749   -1.9378 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8996    1.8280   -0.7163 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7842    1.6233    0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3969    1.7555    1.5544 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1399    2.7390   -0.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3907    2.5018    0.6871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2075    3.5928    0.3822 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0649    1.2209    0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7254    1.4625   -0.8718 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7066    0.4735   -0.8240 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8260    0.7875   -1.5306 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8446   -0.1170   -1.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9961   -0.6843   -1.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7485   -1.0385   -0.7397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8547   -2.3253   -0.1658 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2631   -3.4728   -0.5765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4878   -4.7406    0.1658 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5492   -3.3757   -1.5819 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2120    0.0178    0.1972 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0586   -0.7501    1.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2190    0.3092   -0.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2018   -0.7501    0.2852 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9131    0.0755    0.4839 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2926    1.1103    1.1821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2217    0.9840    2.6273 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2143    2.3094    0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1720   -3.8467    1.4937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4822   -3.4535    1.8538 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7103   -2.1380    2.0387 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6131    3.1034   -1.6835 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6260    2.3382   -2.9498 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3898    2.7389   -1.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1367    0.7701   -1.3968 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5151    0.3644   -3.0115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1943    1.0310    1.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9348    2.7548    1.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6710    1.8725    2.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2841    3.7102    0.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3831    2.8268   -1.1806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1842    2.5536    1.7757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6730    4.4396    0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6534   -1.1045   -1.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6514    0.3259   -2.1982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3491   -0.1593   -0.5292 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7199   -1.4883   -1.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8036   -0.3327   -2.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0052   -1.1772   -1.5526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3209   -5.2771   -0.3492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5788   -5.3958    0.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6519   -4.6016    1.2351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0101   -1.0702    1.9367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5243   -1.7028    1.2326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3808   -0.2620    2.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2394    0.2403   -1.2983 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3792   -0.7860    1.3617 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0091   -1.7561   -0.1231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7429    1.8347    3.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1895    1.0406    3.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7810    0.0887    3.0402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2550    1.9080    1.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2196    2.5864   -0.1757 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1082    3.1119    1.6110 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
  4  5  1  0
  5  6  2  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
  5 14  1  0
 14 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 26 31  1  0
 31 32  1  0
 31 33  1  0
 33 34  1  0
 22 35  1  0
 35 36  1  0
 36 37  1  0
 36 38  1  0
  9  3  1  0
 33 15  1  0
 34  4  1  0
 13  8  1  0
 31 20  1  0
 36 20  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  7 42  1  0
  7 43  1  0
  7 44  1  0
 13 45  1  0
 13 46  1  0
 16 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 18 52  1  0
 19 53  1  0
 24 54  1  0
 24 55  1  0
 24 56  1  0
 25 57  1  0
 25 58  1  0
 26 59  1  0
 29 60  1  0
 29 61  1  0
 29 62  1  0
 32 63  1  0
 32 64  1  0
 32 65  1  0
 33 66  1  0
 34 67  1  0
 34 68  1  0
 37 69  1  0
 37 70  1  0
 37 71  1  0
 38 72  1  0
 38 73  1  0
 38 74  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Hydroxy-13,20-dimethoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6(14),7,12-trien-18-yl acetic acid	Generator

Chemical Formula

C₂₈H₃₆O₁₀

Average Molecular Weight

532.5794

Monoisotopic Molecular Weight

532.230847372

IUPAC Name

2-hydroxy-13,20-dimethoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6(14),7,12-trien-18-yl acetate

Traditional Name

2-hydroxy-13,20-dimethoxy-4,7,17,22,22-pentamethyl-11-oxo-5,10,21,23-tetraoxahexacyclo[18.2.1.0¹,¹⁷.0⁴,¹⁶.0⁶,¹⁴.0⁸,¹²]tricosa-6(14),7,12-trien-18-yl acetate

CAS Registry Number

81543-04-6

SMILES

COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CC(O)C34OC(CC(OC(C)=O)C13C)(OC)OC4(C)C)O2

InChI Identifier

InChI=1S/C28H36O10/c1-13-16-12-34-23(31)20(16)22(32-7)15-9-17-25(5,36-21(13)15)10-18(30)28-24(3,4)37-27(33-8,38-28)11-19(26(17,28)6)35-14(2)29/h17-19,30H,9-12H2,1-8H3

InChI Key

WDGSJYYXVXQQHP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as xanthenes. These are polycyclic aromatic compounds containing a xanthene moiety, which consists of two benzene rings joined to each other by a pyran ring.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzopyrans

Sub Class

1-benzopyrans

Direct Parent

Xanthenes

Alternative Parents

Substituents

Xanthene
Isobenzofuranone
Phthalide
Isocoumaran
Anisole
Alkyl aryl ether
Carboxylic acid orthoester
Ortho ester
Oxepane
Dicarboxylic acid or derivatives
Oxane
Benzenoid
Meta-dioxolane
Cyclic alcohol
Orthocarboxylic acid derivative
Lactone
Carboxylic acid ester
Secondary alcohol
Oxacycle
Ether
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Alcohol
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0031140)
Membrane (HMDB: HMDB0031140)

Source

Endogenous

Endogenous (HMDB: HMDB0031140)

Exogenous

Food

Food (HMDB: HMDB0031140)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0031140)

Role

Biological role

Energy source (HMDB: HMDB0031140)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031140)

Emulsifier (HMDB: HMDB0031140)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	259 - 261 °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	0.048 g/L	ALOGPS
logP	2.65	ALOGPS
logP	2.03	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	13.76	ChemAxon
pKa (Strongest Basic)	-3.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	118.98 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	132.91 m³·mol⁻¹	ChemAxon
Polarizability	55.39 Å³	ChemAxon
Number of Rings	6	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
DarkChem	[M+H]+	219.28	31661259
DarkChem	[M-H]-	215.065	31661259
DeepCCS	[M-2H]-	248.247	30932474
DeepCCS	[M+Na]+	223.671	30932474
AllCCS	[M+H]+	218.4	32859911
AllCCS	[M+H-H2O]+	216.8	32859911
AllCCS	[M+NH4]+	219.8	32859911
AllCCS	[M+Na]+	220.2	32859911
AllCCS	[M-H]-	228.5	32859911
AllCCS	[M+Na-2H]-	230.2	32859911
AllCCS	[M+HCOO]-	232.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Austalide D	COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CC(O)C34OC(CC(OC(C)=O)C13C)(OC)OC4(C)C)O2	4428.2	Standard polar	33892256
Austalide D	COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CC(O)C34OC(CC(OC(C)=O)C13C)(OC)OC4(C)C)O2	3395.4	Standard non polar	33892256
Austalide D	COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CC(O)C34OC(CC(OC(C)=O)C13C)(OC)OC4(C)C)O2	3930.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Austalide D,1TMS,isomer #1	COC1=C2CC3C(C)(CC(O[Si](C)(C)C)C45OC(OC)(CC(OC(C)=O)C34C)OC5(C)C)OC2=C(C)C2=C1C(=O)OC2	3480.0	Semi standard non polar	33892256
Austalide D,1TBDMS,isomer #1	COC1=C2CC3C(C)(CC(O[Si](C)(C)C(C)(C)C)C45OC(OC)(CC(OC(C)=O)C34C)OC5(C)C)OC2=C(C)C2=C1C(=O)OC2	3712.0	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 - Austalide D GC-MS (Non-derivatized) - 70eV, Positive	splash10-00rl-2090440000-e807368860cc55a64a24	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Austalide D GC-MS (1 TMS) - 70eV, Positive	splash10-000f-4022090000-73bdbe7d12a6b320c899	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Austalide D GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-13	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Austalide D GC-MS ("Austalide D,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	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 - Austalide D 10V, Positive-QTOF	splash10-0a59-1073590000-77ab27516885260fecba	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide D 20V, Positive-QTOF	splash10-0a4i-1184940000-3a70ad70e2f79aecb171	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide D 40V, Positive-QTOF	splash10-07bf-9773510000-99f1a6cd28437386164a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide D 10V, Negative-QTOF	splash10-001r-1000890000-6db27771c2012b703a28	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide D 20V, Negative-QTOF	splash10-0a4i-2010930000-549a134365f326d097de	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide D 40V, Negative-QTOF	splash10-05dm-3310910000-d4e841cafeb6a59559c7	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide D 10V, Positive-QTOF	splash10-001i-0000090000-e91a85e48350567a845a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide D 20V, Positive-QTOF	splash10-001i-0020490000-52e8cffc8de7b23e9765	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide D 40V, Positive-QTOF	splash10-060u-2120980000-527e4aea859c7027ad36	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide D 10V, Negative-QTOF	splash10-001i-0000190000-13c60a5517975411467c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide D 20V, Negative-QTOF	splash10-0kai-4000290000-d366ba79f84c4abefec7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide D 40V, Negative-QTOF	splash10-056r-7100490000-add4486217fa6b776cb1	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB003152

KNApSAcK ID

Not Available

Chemspider ID

26503415

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13942818

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Austalide D (HMDB0031140)

MOL for HMDB0031140 (Austalide D)

3D MOL for HMDB0031140 (Austalide D)

3D SDF for HMDB0031140 (Austalide D)

3D-SDF for HMDB0031140 (Austalide D)

PDB for HMDB0031140 (Austalide D)

3D PDB for HMDB0031140 (Austalide D)

SMILES for HMDB0031140 (Austalide D)

INCHI for HMDB0031140 (Austalide D)

Structure for HMDB0031140 (Austalide D)

3D Structure for HMDB0031140 (Austalide D)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra