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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:16:46 UTC

Update Date

2022-03-07 02:54:06 UTC

HMDB ID

HMDB0034434

Secondary Accession Numbers

HMDB34434

Metabolite Identification

Common Name

Austalide F

Description

Austalide F 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. Based on a literature review a small amount of articles have been published on Austalide F.

Structure

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


  Mrv0541 05061307492D          

 35 40  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
    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
    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
    2.1630    0.4111    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
    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
    2.8340   -0.0689    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
    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
 12  1  1  0  0  0  0
 13  8  1  0  0  0  0
 14 11  1  0  0  0  0
 14 12  2  0  0  0  0
 15  8  1  0  0  0  0
 16 10  1  0  0  0  0
 17  9  1  0  0  0  0
 18 14  1  0  0  0  0
 19 12  1  0  0  0  0
 19 13  2  0  0  0  0
 20 13  1  0  0  0  0
 20 18  2  0  0  0  0
 21 18  1  0  0  0  0
 22  2  1  0  0  0  0
 22  3  1  0  0  0  0
 23  4  1  0  0  0  0
 23  9  1  0  0  0  0
 23 15  1  0  0  0  0
 24  5  1  0  0  0  0
 24 15  1  0  0  0  0
 24 16  1  0  0  0  0
 25 10  1  0  0  0  0
 26 17  1  0  0  0  0
 26 22  1  0  0  0  0
 26 24  1  0  0  0  0
 27 16  1  0  0  0  0
 28 17  1  0  0  0  0
 29 21  2  0  0  0  0
 30  6  1  0  0  0  0
 30 20  1  0  0  0  0
 31  7  1  0  0  0  0
 31 25  1  0  0  0  0
 32 11  1  0  0  0  0
 32 21  1  0  0  0  0
 33 19  1  0  0  0  0
 33 23  1  0  0  0  0
 34 22  1  0  0  0  0
 34 25  1  0  0  0  0
 35 25  1  0  0  0  0
 35 26  1  0  0  0  0
M  END

HMDB0034434
     RDKit          3D
Austalide F
 69 74  0  0  0  0  0  0  0  0999 V2000
   -2.6675    3.5248    1.6715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8936    3.0040    0.3863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3101    1.6801    0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3619    0.6870    0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8399   -0.5948   -0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2036   -0.8516   -0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7010   -2.2441   -0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1095    0.1724    0.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6647    1.4487    0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8587    2.2969    0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8675    3.5429    0.4864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9679    1.4751    0.2056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6090    0.1411    0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9800   -1.7028   -0.2808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6276   -1.3846    0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7320   -1.2858    1.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2222   -2.5665   -0.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6514   -2.2695    0.0433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4077   -3.2129   -0.6972 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1228   -0.8896   -0.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3209   -0.2715    1.0448 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1924    0.7823    0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9709    1.1238    1.8394 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8538    2.1696    1.6057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2470    1.8987    0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986    1.4148   -0.9993 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8021    1.5080   -1.8915 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1915   -0.0179   -0.9913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2988   -0.3636   -2.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2326   -0.1559   -0.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8806    1.0063    0.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9201    0.4369   -0.3739 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5416   -0.9077   -0.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2747   -1.6619    0.5246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0009   -1.4460   -1.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0296    2.8294    2.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6364    3.6525    2.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1633    4.5175    1.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1167   -2.4022   -1.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8340   -2.9431   -0.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4226   -2.5462    0.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0142   -0.3254   -0.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8875   -0.5140    0.8675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7892   -1.1400    1.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4520   -2.2818    2.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1524   -0.5465    2.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0106   -2.9766   -1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1266   -3.4026    0.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8564   -2.5770    1.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1595   -4.1218   -0.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5238    1.8452    0.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3777    3.1161    1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5804    2.2723    2.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5256    2.1722    1.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8527    2.7964    0.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512    2.1079   -1.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0753    2.4460   -1.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4543    0.2575   -2.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0246   -1.3866   -2.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1949    0.0301   -2.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8435   -0.1666   -1.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7956    1.9653   -0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6311    1.1427    1.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2454   -1.1718    0.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4963   -2.6863    0.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6930   -1.6743    1.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8973   -2.1336   -1.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4533   -0.6059   -2.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3127   -2.0354   -2.4932 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
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 22 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
  9  3  1  0
 30 15  1  0
 31  4  1  0
 13  8  1  0
 28 20  1  0
 33 20  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  7 39  1  0
  7 40  1  0
  7 41  1  0
 13 42  1  0
 13 43  1  0
 16 44  1  0
 16 45  1  0
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 17 48  1  0
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 24 51  1  0
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 31 62  1  0
 31 63  1  0
 34 64  1  0
 34 65  1  0
 34 66  1  0
 35 67  1  0
 35 68  1  0
 35 69  1  0
M  END


  Mrv0541 05061307492D          

 35 40  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
    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
    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
    2.1630    0.4111    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
    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
    2.8340   -0.0689    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
    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
 12  1  1  0  0  0  0
 13  8  1  0  0  0  0
 14 11  1  0  0  0  0
 14 12  2  0  0  0  0
 15  8  1  0  0  0  0
 16 10  1  0  0  0  0
 17  9  1  0  0  0  0
 18 14  1  0  0  0  0
 19 12  1  0  0  0  0
 19 13  2  0  0  0  0
 20 13  1  0  0  0  0
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 22  2  1  0  0  0  0
 22  3  1  0  0  0  0
 23  4  1  0  0  0  0
 23  9  1  0  0  0  0
 23 15  1  0  0  0  0
 24  5  1  0  0  0  0
 24 15  1  0  0  0  0
 24 16  1  0  0  0  0
 25 10  1  0  0  0  0
 26 17  1  0  0  0  0
 26 22  1  0  0  0  0
 26 24  1  0  0  0  0
 27 16  1  0  0  0  0
 28 17  1  0  0  0  0
 29 21  2  0  0  0  0
 30  6  1  0  0  0  0
 30 20  1  0  0  0  0
 31  7  1  0  0  0  0
 31 25  1  0  0  0  0
 32 11  1  0  0  0  0
 32 21  1  0  0  0  0
 33 19  1  0  0  0  0
 33 23  1  0  0  0  0
 34 22  1  0  0  0  0
 34 25  1  0  0  0  0
 35 25  1  0  0  0  0
 35 26  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034434

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C26H34O9/c1-12-14-11-32-21(29)18(14)20(30-6)13-8-15-23(4,33-19(12)13)9-17(28)26-22(2,3)34-25(31-7,35-26)10-16(27)24(15,26)5/h15-17,27-28H,8-11H2,1-7H3

> <INCHI_KEY>
UHBMKIHOBUKYRH-UHFFFAOYSA-N

> <FORMULA>
C26H34O9

> <MOLECULAR_WEIGHT>
490.5428

> <EXACT_MASS>
490.220282686

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_AVERAGE_POLARIZABILITY>
51.3011654638035

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
1.69

> <JCHEM_LOGP>
1.6174085636666675

> <ALOGPS_LOGS>
-3.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.388870613113781

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.65911957584784

> <JCHEM_PKA_STRONGEST_BASIC>
-3.0892797725894585

> <JCHEM_POLAR_SURFACE_AREA>
112.91000000000003

> <JCHEM_REFRACTIVITY>
123.76319999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.14e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034434
     RDKit          3D
Austalide F
 69 74  0  0  0  0  0  0  0  0999 V2000
   -2.6675    3.5248    1.6715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8936    3.0040    0.3863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3101    1.6801    0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3619    0.6870    0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8399   -0.5948   -0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2036   -0.8516   -0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7010   -2.2441   -0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1095    0.1724    0.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6647    1.4487    0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8587    2.2969    0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8675    3.5429    0.4864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9679    1.4751    0.2056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6090    0.1411    0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9800   -1.7028   -0.2808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6276   -1.3846    0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7320   -1.2858    1.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2222   -2.5665   -0.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6514   -2.2695    0.0433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4077   -3.2129   -0.6972 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1228   -0.8896   -0.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3209   -0.2715    1.0448 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1924    0.7823    0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9709    1.1238    1.8394 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8538    2.1696    1.6057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2470    1.8987    0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986    1.4148   -0.9993 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8021    1.5080   -1.8915 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1915   -0.0179   -0.9913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2988   -0.3636   -2.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2326   -0.1559   -0.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8806    1.0063    0.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9201    0.4369   -0.3739 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5416   -0.9077   -0.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2747   -1.6619    0.5246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0009   -1.4460   -1.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0296    2.8294    2.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6364    3.6525    2.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1633    4.5175    1.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1167   -2.4022   -1.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8340   -2.9431   -0.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4226   -2.5462    0.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0142   -0.3254   -0.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8875   -0.5140    0.8675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7892   -1.1400    1.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4520   -2.2818    2.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1524   -0.5465    2.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0106   -2.9766   -1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1266   -3.4026    0.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8564   -2.5770    1.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1595   -4.1218   -0.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5238    1.8452    0.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3777    3.1161    1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5804    2.2723    2.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5256    2.1722    1.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8527    2.7964    0.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512    2.1079   -1.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0753    2.4460   -1.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4543    0.2575   -2.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0246   -1.3866   -2.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1949    0.0301   -2.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8435   -0.1666   -1.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7956    1.9653   -0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6311    1.1427    1.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2454   -1.1718    0.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4963   -2.6863    0.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6930   -1.6743    1.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8973   -2.1336   -1.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4533   -0.6059   -2.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3127   -2.0354   -2.4932 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
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 22 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
  9  3  1  0
 30 15  1  0
 31  4  1  0
 13  8  1  0
 28 20  1  0
 33 20  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  7 39  1  0
  7 40  1  0
  7 41  1  0
 13 42  1  0
 13 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  0
 27 57  1  0
 29 58  1  0
 29 59  1  0
 29 60  1  0
 30 61  1  0
 31 62  1  0
 31 63  1  0
 34 64  1  0
 34 65  1  0
 34 66  1  0
 35 67  1  0
 35 68  1  0
 35 69  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       1.718   5.204   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.181   4.459   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.140   5.952   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.372   1.465   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.328  -1.030   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.600  -1.449   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.783   1.932   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.689   5.447   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.562   0.158   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.646   3.739   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.940   4.509   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.229   2.462   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.121   3.521   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.601   2.920   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       4.038   0.767   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.224   4.920   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      10.857   2.004   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.494   3.979   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.411   1.474   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.218   1.284   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       1.190   3.758   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       5.866   4.437   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       4.139   2.387   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.269   1.133   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.825   3.378   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0       5.290  -0.129   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       2.086   5.957   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      12.436  -0.241   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0       9.147  -0.043   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       0.189   0.035   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      13.324   2.356   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       7.312   4.966   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       0.275   2.407   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       2.116   2.227   0.000  0.00  0.00           O+0
CONECT    1   12                                                            
CONECT    2   22                                                            
CONECT    3   22                                                            
CONECT    4   23                                                            
CONECT    5   24                                                            
CONECT    6   30                                                            
CONECT    7   31                                                            
CONECT    8   13   15                                                       
CONECT    9   17   23                                                       
CONECT   10   16   25                                                       
CONECT   11   14   32                                                       
CONECT   12    1   14   19                                                  
CONECT   13    8   19   20                                                  
CONECT   14   11   12   18                                                  
CONECT   15    8   23   24                                                  
CONECT   16   10   24   27                                                  
CONECT   17    9   26   28                                                  
CONECT   18   14   20   21                                                  
CONECT   19   12   13   33                                                  
CONECT   20   13   18   30                                                  
CONECT   21   18   29   32                                                  
CONECT   22    2    3   26   34                                             
CONECT   23    4    9   15   33                                             
CONECT   24    5   15   16   26                                             
CONECT   25   10   31   34   35                                             
CONECT   26   17   22   24   35                                             
CONECT   27   16                                                            
CONECT   28   17                                                            
CONECT   29   21                                                            
CONECT   30    6   20                                                       
CONECT   31    7   25                                                       
CONECT   32   11   21                                                       
CONECT   33   19   23                                                       
CONECT   34   22   25                                                       
CONECT   35   25   26                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   80    0
END

COMPND    HMDB0034434
HETATM    1  C1  UNL     1      -2.667   3.525   1.672  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.894   3.004   0.386  1.00  0.00           O  
HETATM    3  C2  UNL     1      -3.310   1.680   0.204  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.362   0.687   0.057  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.840  -0.595  -0.119  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.204  -0.852  -0.143  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.701  -2.244  -0.335  1.00  0.00           C  
HETATM    8  C7  UNL     1      -5.110   0.172   0.008  1.00  0.00           C  
HETATM    9  C8  UNL     1      -4.665   1.449   0.183  1.00  0.00           C  
HETATM   10  C9  UNL     1      -5.859   2.297   0.312  1.00  0.00           C  
HETATM   11  O2  UNL     1      -5.867   3.543   0.486  1.00  0.00           O  
HETATM   12  O3  UNL     1      -6.968   1.475   0.206  1.00  0.00           O  
HETATM   13  C10 UNL     1      -6.609   0.141   0.015  1.00  0.00           C  
HETATM   14  O4  UNL     1      -1.980  -1.703  -0.281  1.00  0.00           O  
HETATM   15  C11 UNL     1      -0.628  -1.385   0.133  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.732  -1.286   1.612  1.00  0.00           C  
HETATM   17  C13 UNL     1       0.222  -2.567  -0.222  1.00  0.00           C  
HETATM   18  C14 UNL     1       1.651  -2.269   0.043  1.00  0.00           C  
HETATM   19  O5  UNL     1       2.408  -3.213  -0.697  1.00  0.00           O  
HETATM   20  C15 UNL     1       2.123  -0.890  -0.223  1.00  0.00           C  
HETATM   21  O6  UNL     1       2.321  -0.271   1.045  1.00  0.00           O  
HETATM   22  C16 UNL     1       3.192   0.782   0.774  1.00  0.00           C  
HETATM   23  O7  UNL     1       3.971   1.124   1.839  1.00  0.00           O  
HETATM   24  C17 UNL     1       4.854   2.170   1.606  1.00  0.00           C  
HETATM   25  C18 UNL     1       2.247   1.899   0.310  1.00  0.00           C  
HETATM   26  C19 UNL     1       1.699   1.415  -0.999  1.00  0.00           C  
HETATM   27  O8  UNL     1       2.802   1.508  -1.892  1.00  0.00           O  
HETATM   28  C20 UNL     1       1.191  -0.018  -0.991  1.00  0.00           C  
HETATM   29  C21 UNL     1       1.299  -0.364  -2.499  1.00  0.00           C  
HETATM   30  C22 UNL     1      -0.233  -0.156  -0.620  1.00  0.00           C  
HETATM   31  C23 UNL     1      -0.881   1.006   0.087  1.00  0.00           C  
HETATM   32  O9  UNL     1       3.920   0.437  -0.374  1.00  0.00           O  
HETATM   33  C24 UNL     1       3.542  -0.908  -0.609  1.00  0.00           C  
HETATM   34  C25 UNL     1       4.275  -1.662   0.525  1.00  0.00           C  
HETATM   35  C26 UNL     1       4.001  -1.446  -1.875  1.00  0.00           C  
HETATM   36  H1  UNL     1      -2.030   2.829   2.257  1.00  0.00           H  
HETATM   37  H2  UNL     1      -3.636   3.652   2.221  1.00  0.00           H  
HETATM   38  H3  UNL     1      -2.163   4.517   1.528  1.00  0.00           H  
HETATM   39  H4  UNL     1      -5.117  -2.402  -1.341  1.00  0.00           H  
HETATM   40  H5  UNL     1      -3.834  -2.943  -0.229  1.00  0.00           H  
HETATM   41  H6  UNL     1      -5.423  -2.546   0.452  1.00  0.00           H  
HETATM   42  H7  UNL     1      -7.014  -0.325  -0.893  1.00  0.00           H  
HETATM   43  H8  UNL     1      -6.888  -0.514   0.867  1.00  0.00           H  
HETATM   44  H9  UNL     1      -1.789  -1.140   1.994  1.00  0.00           H  
HETATM   45  H10 UNL     1      -0.452  -2.282   2.074  1.00  0.00           H  
HETATM   46  H11 UNL     1      -0.152  -0.547   2.136  1.00  0.00           H  
HETATM   47  H12 UNL     1       0.011  -2.977  -1.242  1.00  0.00           H  
HETATM   48  H13 UNL     1      -0.127  -3.403   0.459  1.00  0.00           H  
HETATM   49  H14 UNL     1       1.856  -2.577   1.115  1.00  0.00           H  
HETATM   50  H15 UNL     1       2.160  -4.122  -0.435  1.00  0.00           H  
HETATM   51  H16 UNL     1       5.524   1.845   0.759  1.00  0.00           H  
HETATM   52  H17 UNL     1       4.378   3.116   1.358  1.00  0.00           H  
HETATM   53  H18 UNL     1       5.580   2.272   2.466  1.00  0.00           H  
HETATM   54  H19 UNL     1       1.526   2.172   1.062  1.00  0.00           H  
HETATM   55  H20 UNL     1       2.853   2.796   0.081  1.00  0.00           H  
HETATM   56  H21 UNL     1       0.951   2.108  -1.451  1.00  0.00           H  
HETATM   57  H22 UNL     1       3.075   2.446  -1.953  1.00  0.00           H  
HETATM   58  H23 UNL     1       0.454   0.258  -2.940  1.00  0.00           H  
HETATM   59  H24 UNL     1       1.025  -1.387  -2.709  1.00  0.00           H  
HETATM   60  H25 UNL     1       2.195   0.030  -2.953  1.00  0.00           H  
HETATM   61  H26 UNL     1      -0.844  -0.167  -1.583  1.00  0.00           H  
HETATM   62  H27 UNL     1      -0.796   1.965  -0.430  1.00  0.00           H  
HETATM   63  H28 UNL     1      -0.631   1.143   1.127  1.00  0.00           H  
HETATM   64  H29 UNL     1       5.245  -1.172   0.745  1.00  0.00           H  
HETATM   65  H30 UNL     1       4.496  -2.686   0.211  1.00  0.00           H  
HETATM   66  H31 UNL     1       3.693  -1.674   1.443  1.00  0.00           H  
HETATM   67  H32 UNL     1       4.897  -2.134  -1.750  1.00  0.00           H  
HETATM   68  H33 UNL     1       4.453  -0.606  -2.488  1.00  0.00           H  
HETATM   69  H34 UNL     1       3.313  -2.035  -2.493  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5   31
CONECT    5    6    6   14
CONECT    6    7    8
CONECT    7   39   40   41
CONECT    8    9    9   13
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13
CONECT   13   42   43
CONECT   14   15
CONECT   15   16   17   30
CONECT   16   44   45   46
CONECT   17   18   47   48
CONECT   18   19   20   49
CONECT   19   50
CONECT   20   21   28   33
CONECT   21   22
CONECT   22   23   25   32
CONECT   23   24
CONECT   24   51   52   53
CONECT   25   26   54   55
CONECT   26   27   28   56
CONECT   27   57
CONECT   28   29   30
CONECT   29   58   59   60
CONECT   30   31   61
CONECT   31   62   63
CONECT   32   33
CONECT   33   34   35
CONECT   34   64   65   66
CONECT   35   67   68   69
END

HMDB0034434
     RDKit          3D
Austalide F
 69 74  0  0  0  0  0  0  0  0999 V2000
   -2.6675    3.5248    1.6715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8936    3.0040    0.3863 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3101    1.6801    0.2041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3619    0.6870    0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8399   -0.5948   -0.1186 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2036   -0.8516   -0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7010   -2.2441   -0.3345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1095    0.1724    0.0076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6647    1.4487    0.1828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8587    2.2969    0.3117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8675    3.5429    0.4864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9679    1.4751    0.2056 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6090    0.1411    0.0155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9800   -1.7028   -0.2808 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6276   -1.3846    0.1326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7320   -1.2858    1.6122 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2222   -2.5665   -0.2222 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6514   -2.2695    0.0433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4077   -3.2129   -0.6972 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1228   -0.8896   -0.2233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3209   -0.2715    1.0448 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1924    0.7823    0.7741 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9709    1.1238    1.8394 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8538    2.1696    1.6057 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2470    1.8987    0.3099 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6986    1.4148   -0.9993 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8021    1.5080   -1.8915 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1915   -0.0179   -0.9913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2988   -0.3636   -2.4994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2326   -0.1559   -0.6199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8806    1.0063    0.0873 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9201    0.4369   -0.3739 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5416   -0.9077   -0.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2747   -1.6619    0.5246 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0009   -1.4460   -1.8754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0296    2.8294    2.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6364    3.6525    2.2207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1633    4.5175    1.5278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1167   -2.4022   -1.3414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8340   -2.9431   -0.2288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4226   -2.5462    0.4519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0142   -0.3254   -0.8926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8875   -0.5140    0.8675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7892   -1.1400    1.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4520   -2.2818    2.0736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1524   -0.5465    2.1362 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0106   -2.9766   -1.2423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1266   -3.4026    0.4592 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8564   -2.5770    1.1148 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1595   -4.1218   -0.4352 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5238    1.8452    0.7586 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3777    3.1161    1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5804    2.2723    2.4656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5256    2.1722    1.0623 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8527    2.7964    0.0806 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512    2.1079   -1.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0753    2.4460   -1.9533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4543    0.2575   -2.9398 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0246   -1.3866   -2.7093 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1949    0.0301   -2.9526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8435   -0.1666   -1.5825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7956    1.9653   -0.4301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6311    1.1427    1.1275 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2454   -1.1718    0.7448 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4963   -2.6863    0.2112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6930   -1.6743    1.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8973   -2.1336   -1.7500 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4533   -0.6059   -2.4880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3127   -2.0354   -2.4932 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
 26 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 22 32  1  0
 32 33  1  0
 33 34  1  0
 33 35  1  0
  9  3  1  0
 30 15  1  0
 31  4  1  0
 13  8  1  0
 28 20  1  0
 33 20  1  0
  1 36  1  0
  1 37  1  0
  1 38  1  0
  7 39  1  0
  7 40  1  0
  7 41  1  0
 13 42  1  0
 13 43  1  0
 16 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 19 50  1  0
 24 51  1  0
 24 52  1  0
 24 53  1  0
 25 54  1  0
 25 55  1  0
 26 56  1  0
 27 57  1  0
 29 58  1  0
 29 59  1  0
 29 60  1  0
 30 61  1  0
 31 62  1  0
 31 63  1  0
 34 64  1  0
 34 65  1  0
 34 66  1  0
 35 67  1  0
 35 68  1  0
 35 69  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₆H₃₄O₉

Average Molecular Weight

490.5428

Monoisotopic Molecular Weight

490.220282686

IUPAC Name

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

Traditional Name

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

CAS Registry Number

81543-06-8

SMILES

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

InChI Identifier

InChI=1S/C26H34O9/c1-12-14-11-32-21(29)18(14)20(30-6)13-8-15-23(4,33-19(12)13)9-17(28)26-22(2,3)34-25(31-7,35-26)10-16(27)24(15,26)5/h15-17,27-28H,8-11H2,1-7H3

InChI Key

UHBMKIHOBUKYRH-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
Phthalide
Isobenzofuranone
Isocoumaran
Anisole
Alkyl aryl ether
Carboxylic acid orthoester
Ortho ester
Oxepane
Benzenoid
Oxane
Meta-dioxolane
Cyclic alcohol
Secondary alcohol
Orthocarboxylic acid derivative
Carboxylic acid ester
Lactone
Oxacycle
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Ether
Organic oxide
Organooxygen compound
Alcohol
Hydrocarbon derivative
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

Source

Endogenous

Endogenous (HMDB: HMDB0034434)

Exogenous

Food

Food (HMDB: HMDB0034434)

Exogenous (HMDB: HMDB0034434)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0034434)

Role

Biological role

Energy source (HMDB: HMDB0034434)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034434)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	261 - 263 °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	0.11 g/L	ALOGPS
logP	1.69	ALOGPS
logP	1.62	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	13.66	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	112.91 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	123.76 m³·mol⁻¹	ChemAxon
Polarizability	51.3 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	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]+	210.948	31661259
DarkChem	[M-H]-	206.432	31661259
DeepCCS	[M-2H]-	244.318	30932474
DeepCCS	[M+Na]+	219.741	30932474
AllCCS	[M+H]+	211.2	32859911
AllCCS	[M+H-H2O]+	209.4	32859911
AllCCS	[M+NH4]+	212.9	32859911
AllCCS	[M+Na]+	213.4	32859911
AllCCS	[M-H]-	219.8	32859911
AllCCS	[M+Na-2H]-	221.1	32859911
AllCCS	[M+HCOO]-	222.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.46 minutes	32390414
Predicted by Siyang on May 30, 2022	14.7431 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.44 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3075.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	214.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	222.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	167.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	125.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	981.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	906.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	84.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1270.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	527.4 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1720.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	541.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	428.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	243.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	490.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Austalide F	COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CC(O)C34OC(CC(O)C13C)(OC)OC4(C)C)O2	3983.3	Standard polar	33892256
Austalide F	COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CC(O)C34OC(CC(O)C13C)(OC)OC4(C)C)O2	3275.5	Standard non polar	33892256
Austalide F	COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CC(O)C34OC(CC(O)C13C)(OC)OC4(C)C)O2	3914.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Austalide F,1TMS,isomer #1	COC1=C2CC3C(C)(CC(O[Si](C)(C)C)C45OC(OC)(CC(O)C34C)OC5(C)C)OC2=C(C)C2=C1C(=O)OC2	3427.3	Semi standard non polar	33892256
Austalide F,1TMS,isomer #2	COC1=C2CC3C(C)(CC(O)C45OC(OC)(CC(O[Si](C)(C)C)C34C)OC5(C)C)OC2=C(C)C2=C1C(=O)OC2	3468.9	Semi standard non polar	33892256
Austalide F,2TMS,isomer #1	COC1=C2CC3C(C)(CC(O[Si](C)(C)C)C45OC(OC)(CC(O[Si](C)(C)C)C34C)OC5(C)C)OC2=C(C)C2=C1C(=O)OC2	3409.2	Semi standard non polar	33892256
Austalide F,1TBDMS,isomer #1	COC1=C2CC3C(C)(CC(O[Si](C)(C)C(C)(C)C)C45OC(OC)(CC(O)C34C)OC5(C)C)OC2=C(C)C2=C1C(=O)OC2	3651.6	Semi standard non polar	33892256
Austalide F,1TBDMS,isomer #2	COC1=C2CC3C(C)(CC(O)C45OC(OC)(CC(O[Si](C)(C)C(C)(C)C)C34C)OC5(C)C)OC2=C(C)C2=C1C(=O)OC2	3687.2	Semi standard non polar	33892256
Austalide F,2TBDMS,isomer #1	COC1=C2CC3C(C)(CC(O[Si](C)(C)C(C)(C)C)C45OC(OC)(CC(O[Si](C)(C)C(C)(C)C)C34C)OC5(C)C)OC2=C(C)C2=C1C(=O)OC2	3824.6	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 F GC-MS (Non-derivatized) - 70eV, Positive	splash10-059i-3270900000-da714e01eb58fd14c787	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Austalide F GC-MS (2 TMS) - 70eV, Positive	splash10-00xr-2042039000-26387d2cecfe78930184	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Austalide F 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 - Austalide F 10V, Positive-QTOF	splash10-0abc-0041900000-b9a7c690c6a441e61339	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide F 20V, Positive-QTOF	splash10-0a4i-0172900000-51f037ca59b4c0b53cd4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide F 40V, Positive-QTOF	splash10-02wa-5590200000-27d446f467e771481e98	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide F 10V, Negative-QTOF	splash10-000i-0000900000-2c706add19a4217c536e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide F 20V, Negative-QTOF	splash10-0a4i-0010900000-6aa5daff602c4a093ece	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide F 40V, Negative-QTOF	splash10-002s-0555900000-8ace311f6ab08922c2b1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide F 10V, Negative-QTOF	splash10-000i-0000900000-60f59d72dfc3063aa280	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide F 20V, Negative-QTOF	splash10-000i-0000900000-6ca82c8a9a5fb8b2bc0d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide F 40V, Negative-QTOF	splash10-002r-1205900000-ccc85c9ebed6f85ce12a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide F 10V, Positive-QTOF	splash10-0006-0000900000-53be2724ba5e4a354b95	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide F 20V, Positive-QTOF	splash10-0005-0040900000-885854b338421432d658	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide F 40V, Positive-QTOF	splash10-01qi-1010900000-7e9361e0062b05ece2ce	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
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

FDB012835

KNApSAcK ID

Not Available

Chemspider ID

29814766

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

57509366

PDB ID

Not Available

ChEBI ID

182232

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 F (HMDB0034434)

MOL for HMDB0034434 (Austalide F)

3D MOL for HMDB0034434 (Austalide F)

3D SDF for HMDB0034434 (Austalide F)

3D-SDF for HMDB0034434 (Austalide F)

PDB for HMDB0034434 (Austalide F)

3D PDB for HMDB0034434 (Austalide F)

SMILES for HMDB0034434 (Austalide F)

INCHI for HMDB0034434 (Austalide F)

Structure for HMDB0034434 (Austalide F)

3D Structure for HMDB0034434 (Austalide F)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra