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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:35:07 UTC

Update Date

2022-03-07 02:52:26 UTC

HMDB ID

HMDB0030155

Secondary Accession Numbers

HMDB30155

Metabolite Identification

Common Name

Austalide I

Description

Austalide I, also known as gly-leu-tyr, 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 I is an extremely weak basic (essentially neutral) compound (based on its pKa). Mycotoxin from the food storage mould (Aspergillus ustus).

Structure

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


  Mrv0541 05061305022D          

 35 39  0  0  0  0            999 V2000
    5.1700    2.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4591    4.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4556    2.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4196    1.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3775    0.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9941    2.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8702   -1.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9557   -0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6576   -0.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1337    0.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1956    2.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3534    0.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9504    1.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0379    3.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9322    0.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5292    0.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3971    2.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5548    0.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1792   -0.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3096    0.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1518    1.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5110   -0.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1775    1.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9980   -0.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570    1.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7563    0.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7745    1.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8364    3.6931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4087   -0.8334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0348   -1.1128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2914   -0.8365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6431    0.2256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8183    2.6905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0873    0.5262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5730    1.9296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 13  1  1  0  0  0  0
 14  2  1  0  0  0  0
 15 10  1  0  0  0  0
 16 12  1  0  0  0  0
 16 13  2  0  0  0  0
 17 11  1  0  0  0  0
 18 10  1  0  0  0  0
 19  8  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 17  1  0  0  0  0
 24 20  1  0  0  0  0
 25  3  1  0  0  0  0
 25  4  1  0  0  0  0
 25 23  1  0  0  0  0
 26  5  1  0  0  0  0
 26  9  1  0  0  0  0
 26 18  1  0  0  0  0
 26 23  1  0  0  0  0
 27  6  1  0  0  0  0
 27 11  1  0  0  0  0
 27 18  1  0  0  0  0
 28 14  2  0  0  0  0
 29 19  2  0  0  0  0
 30 24  2  0  0  0  0
 31  7  1  0  0  0  0
 31 22  1  0  0  0  0
 32 12  1  0  0  0  0
 32 24  1  0  0  0  0
 33 14  1  0  0  0  0
 33 17  1  0  0  0  0
 34 19  1  0  0  0  0
 34 25  1  0  0  0  0
 35 21  1  0  0  0  0
 35 27  1  0  0  0  0
M  END

HMDB0030155
     RDKit          3D
Austalide I
 69 73  0  0  0  0  0  0  0  0999 V2000
    3.9104   -3.3003   -0.8047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8674   -2.5031    0.3752 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8381   -1.1382    0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6583   -0.4108    0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6868    0.9312   -0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8693    1.6268   -0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8175    3.0961   -0.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0493    0.9114   -0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0457   -0.4679    0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4461   -0.8532    0.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8496   -2.0445    0.3911 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2334    0.2705    0.1262 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4365    1.4230   -0.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4971    1.5785   -0.1624 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2737    0.9699   -0.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3777    1.3043   -2.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7842    1.8087    0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1563    1.1959    0.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1631    2.0010   -0.3636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0786    2.6880    0.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1599    3.5462   -0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9563    2.5515    1.6237 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996   -0.2569   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5695   -0.7964   -0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3968   -0.6052    1.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3342   -0.1108   -1.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6871   -2.1741   -0.5647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2014   -3.2553    0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8187   -4.3280   -0.0360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0148   -3.1978    1.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9702   -2.4186    0.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0622   -0.9201    0.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8020   -0.5936    1.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2038   -0.4744   -0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3867   -1.1671    0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7494   -2.6951   -1.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0783   -4.0449   -0.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8957   -3.7946   -0.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0539    3.5678    0.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8348    3.4986   -0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5474    3.3381   -1.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5771    1.9309   -1.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5912    2.1390    0.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4287    1.1745   -2.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1412    2.3981   -2.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2422    0.6705   -2.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4340    2.2922    0.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9217    2.7123   -0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3236    1.2055    1.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3522    3.3420   -1.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0931    3.3288    0.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8369    4.5959   -0.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458   -0.2429   -1.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9210   -0.1536    1.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9511   -1.5534    1.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2388    0.0792    0.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7986   -0.8647   -2.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6603    0.4596   -2.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2165    0.4467   -0.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2364   -2.8177    2.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6395   -4.2346    1.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0019   -2.8398    0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1149   -2.6320   -0.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3638   -1.4798    2.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6553   -0.2942    2.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0385    0.1545    1.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0091   -0.9572   -1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6212   -2.1302   -0.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3068   -1.4865    1.2270 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
 19 20  1  0
 20 21  1  0
 20 22  2  0
 18 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
  9  3  1  0
 34 15  1  0
 35  4  1  0
 13  8  1  0
 32 23  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
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 16 46  1  0
 17 47  1  0
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 21 50  1  0
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 25 54  1  0
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 26 57  1  0
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 30 60  1  0
 30 61  1  0
 31 62  1  0
 31 63  1  0
 33 64  1  0
 33 65  1  0
 33 66  1  0
 34 67  1  0
 35 68  1  0
 35 69  1  0
M  END


  Mrv0541 05061305022D          

 35 39  0  0  0  0            999 V2000
    5.1700    2.3443    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4591    4.0735    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4556    2.0404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4196    1.4998    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3775    0.1766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9941    2.5174    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8702   -1.4244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9557   -0.5330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6576   -0.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1337    0.3391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1956    2.3100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3534    0.9981    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9504    1.5491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0379    3.4857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9322    0.5465    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5292    0.9613    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3971    2.1026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5548    0.9270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1792   -0.2546    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3096    0.1661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1518    1.3417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5110   -0.0413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1775    1.3074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9980   -0.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3570    1.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7563    0.7196    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7745    1.7222    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8364    3.6931    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4087   -0.8334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0348   -1.1128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2914   -0.8365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6431    0.2256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8183    2.6905    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0873    0.5262    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5730    1.9296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  9  8  1  0  0  0  0
 13  1  1  0  0  0  0
 14  2  1  0  0  0  0
 15 10  1  0  0  0  0
 16 12  1  0  0  0  0
 16 13  2  0  0  0  0
 17 11  1  0  0  0  0
 18 10  1  0  0  0  0
 19  8  1  0  0  0  0
 20 16  1  0  0  0  0
 21 13  1  0  0  0  0
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 22 20  2  0  0  0  0
 23 17  1  0  0  0  0
 24 20  1  0  0  0  0
 25  3  1  0  0  0  0
 25  4  1  0  0  0  0
 25 23  1  0  0  0  0
 26  5  1  0  0  0  0
 26  9  1  0  0  0  0
 26 18  1  0  0  0  0
 26 23  1  0  0  0  0
 27  6  1  0  0  0  0
 27 11  1  0  0  0  0
 27 18  1  0  0  0  0
 28 14  2  0  0  0  0
 29 19  2  0  0  0  0
 30 24  2  0  0  0  0
 31  7  1  0  0  0  0
 31 22  1  0  0  0  0
 32 12  1  0  0  0  0
 32 24  1  0  0  0  0
 33 14  1  0  0  0  0
 33 17  1  0  0  0  0
 34 19  1  0  0  0  0
 34 25  1  0  0  0  0
 35 21  1  0  0  0  0
 35 27  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030155

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CC(OC(C)=O)C3C1(C)CCC(=O)OC3(C)C)O2

> <INCHI_IDENTIFIER>
InChI=1S/C27H34O8/c1-13-16-12-32-24(30)20(16)22(31-7)15-10-18-26(5)9-8-19(29)34-25(3,4)23(26)17(33-14(2)28)11-27(18,6)35-21(13)15/h17-18,23H,8-12H2,1-7H3

> <INCHI_KEY>
XBPVWACQUMEORV-UHFFFAOYSA-N

> <FORMULA>
C27H34O8

> <MOLECULAR_WEIGHT>
486.5541

> <EXACT_MASS>
486.225368064

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
52.1683180683042

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
10-methoxy-1,4,14,19,19-pentamethyl-8,17-dioxo-2,7,18-trioxapentacyclo[11.9.0.0³,¹¹.0⁵,⁹.0¹⁴,²⁰]docosa-3(11),4,9-trien-21-yl acetate

> <ALOGPS_LOGP>
4.30

> <JCHEM_LOGP>
3.245024200333334

> <ALOGPS_LOGS>
-5.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
15.189213655948052

> <JCHEM_PKA_STRONGEST_BASIC>
-4.5924761143475274

> <JCHEM_POLAR_SURFACE_AREA>
97.36000000000001

> <JCHEM_REFRACTIVITY>
125.90229999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.07e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
10-methoxy-1,4,14,19,19-pentamethyl-8,17-dioxo-2,7,18-trioxapentacyclo[11.9.0.0³,¹¹.0⁵,⁹.0¹⁴,²⁰]docosa-3(11),4,9-trien-21-yl acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030155
     RDKit          3D
Austalide I
 69 73  0  0  0  0  0  0  0  0999 V2000
    3.9104   -3.3003   -0.8047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8674   -2.5031    0.3752 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8381   -1.1382    0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6583   -0.4108    0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6868    0.9312   -0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8693    1.6268   -0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8175    3.0961   -0.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0493    0.9114   -0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0457   -0.4679    0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4461   -0.8532    0.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8496   -2.0445    0.3911 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2334    0.2705    0.1262 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4365    1.4230   -0.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4971    1.5785   -0.1624 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2737    0.9699   -0.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3777    1.3043   -2.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7842    1.8087    0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1563    1.1959    0.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1631    2.0010   -0.3636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0786    2.6880    0.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1599    3.5462   -0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9563    2.5515    1.6237 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996   -0.2569   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5695   -0.7964   -0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3968   -0.6052    1.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3342   -0.1108   -1.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6871   -2.1741   -0.5647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2014   -3.2553    0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8187   -4.3280   -0.0360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0148   -3.1978    1.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9702   -2.4186    0.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0622   -0.9201    0.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8020   -0.5936    1.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2038   -0.4744   -0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3867   -1.1671    0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7494   -2.6951   -1.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0783   -4.0449   -0.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8957   -3.7946   -0.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0539    3.5678    0.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8348    3.4986   -0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5474    3.3381   -1.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5771    1.9309   -1.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5912    2.1390    0.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4287    1.1745   -2.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1412    2.3981   -2.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2422    0.6705   -2.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4340    2.2922    0.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9217    2.7123   -0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3236    1.2055    1.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3522    3.3420   -1.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0931    3.3288    0.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8369    4.5959   -0.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458   -0.2429   -1.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9210   -0.1536    1.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9511   -1.5534    1.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2388    0.0792    0.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7986   -0.8647   -2.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6603    0.4596   -2.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2165    0.4467   -0.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2364   -2.8177    2.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6395   -4.2346    1.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0019   -2.8398    0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1149   -2.6320   -0.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3638   -1.4798    2.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6553   -0.2942    2.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0385    0.1545    1.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0091   -0.9572   -1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6212   -2.1302   -0.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3068   -1.4865    1.2270 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
 19 20  1  0
 20 21  1  0
 20 22  2  0
 18 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
  9  3  1  0
 34 15  1  0
 35  4  1  0
 13  8  1  0
 32 23  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
 21 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 25 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 26 58  1  0
 26 59  1  0
 30 60  1  0
 30 61  1  0
 31 62  1  0
 31 63  1  0
 33 64  1  0
 33 65  1  0
 33 66  1  0
 34 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       9.651   4.376   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.857   7.604   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.850   3.809   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -0.783   2.800   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.438   0.330   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.589   4.699   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.091  -2.659   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.784  -0.995   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.094  -0.186   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.850   0.633   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.098   4.312   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.860   1.863   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.241   2.892   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.937   6.507   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.340   1.020   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.321   1.794   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.608   3.925   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.769   1.730   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.335  -0.475   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       9.911   0.310   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       7.750   2.505   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       8.421  -0.077   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       2.198   2.440   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      11.196  -0.539   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.666   2.280   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       3.278   1.343   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       5.179   3.215   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0       3.428   6.894   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -0.763  -1.556   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      11.265  -2.077   0.000  0.00  0.00           O+0
HETATM   31  O   UNK     0       8.011  -1.561   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      12.400   0.421   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0       1.527   5.022   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -0.163   0.982   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       6.670   3.602   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   14                                                            
CONECT    3   25                                                            
CONECT    4   25                                                            
CONECT    5   26                                                            
CONECT    6   27                                                            
CONECT    7   31                                                            
CONECT    8    9   19                                                       
CONECT    9    8   26                                                       
CONECT   10   15   18                                                       
CONECT   11   17   27                                                       
CONECT   12   16   32                                                       
CONECT   13    1   16   21                                                  
CONECT   14    2   28   33                                                  
CONECT   15   10   21   22                                                  
CONECT   16   12   13   20                                                  
CONECT   17   11   23   33                                                  
CONECT   18   10   26   27                                                  
CONECT   19    8   29   34                                                  
CONECT   20   16   22   24                                                  
CONECT   21   13   15   35                                                  
CONECT   22   15   20   31                                                  
CONECT   23   17   25   26                                                  
CONECT   24   20   30   32                                                  
CONECT   25    3    4   23   34                                             
CONECT   26    5    9   18   23                                             
CONECT   27    6   11   18   35                                             
CONECT   28   14                                                            
CONECT   29   19                                                            
CONECT   30   24                                                            
CONECT   31    7   22                                                       
CONECT   32   12   24                                                       
CONECT   33   14   17                                                       
CONECT   34   19   25                                                       
CONECT   35   21   27                                                       
MASTER        0    0    0    0    0    0    0    0   35    0   78    0
END

COMPND    HMDB0030155
HETATM    1  C1  UNL     1       3.910  -3.300  -0.805  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.867  -2.503   0.375  1.00  0.00           O  
HETATM    3  C2  UNL     1       3.838  -1.138   0.213  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.658  -0.411   0.099  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.687   0.931  -0.059  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.869   1.627  -0.113  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.817   3.096  -0.288  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.049   0.911  -0.001  1.00  0.00           C  
HETATM    9  C8  UNL     1       5.046  -0.468   0.162  1.00  0.00           C  
HETATM   10  C9  UNL     1       6.446  -0.853   0.241  1.00  0.00           C  
HETATM   11  O2  UNL     1       6.850  -2.044   0.391  1.00  0.00           O  
HETATM   12  O3  UNL     1       7.233   0.271   0.126  1.00  0.00           O  
HETATM   13  C10 UNL     1       6.437   1.423  -0.028  1.00  0.00           C  
HETATM   14  O4  UNL     1       1.497   1.578  -0.162  1.00  0.00           O  
HETATM   15  C11 UNL     1       0.274   0.970  -0.616  1.00  0.00           C  
HETATM   16  C12 UNL     1       0.378   1.304  -2.123  1.00  0.00           C  
HETATM   17  C13 UNL     1      -0.784   1.809   0.003  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.156   1.196   0.150  1.00  0.00           C  
HETATM   19  O5  UNL     1      -3.163   2.001  -0.364  1.00  0.00           O  
HETATM   20  C15 UNL     1      -4.079   2.688   0.385  1.00  0.00           C  
HETATM   21  C16 UNL     1      -5.160   3.546  -0.129  1.00  0.00           C  
HETATM   22  O6  UNL     1      -3.956   2.552   1.624  1.00  0.00           O  
HETATM   23  C17 UNL     1      -2.200  -0.257  -0.237  1.00  0.00           C  
HETATM   24  C18 UNL     1      -3.570  -0.796  -0.202  1.00  0.00           C  
HETATM   25  C19 UNL     1      -4.397  -0.605   1.013  1.00  0.00           C  
HETATM   26  C20 UNL     1      -4.334  -0.111  -1.363  1.00  0.00           C  
HETATM   27  O7  UNL     1      -3.687  -2.174  -0.565  1.00  0.00           O  
HETATM   28  C21 UNL     1      -3.201  -3.255   0.124  1.00  0.00           C  
HETATM   29  O8  UNL     1      -3.819  -4.328  -0.036  1.00  0.00           O  
HETATM   30  C22 UNL     1      -2.015  -3.198   1.017  1.00  0.00           C  
HETATM   31  C23 UNL     1      -0.970  -2.419   0.275  1.00  0.00           C  
HETATM   32  C24 UNL     1      -1.062  -0.920   0.414  1.00  0.00           C  
HETATM   33  C25 UNL     1      -0.802  -0.594   1.853  1.00  0.00           C  
HETATM   34  C26 UNL     1       0.204  -0.474  -0.388  1.00  0.00           C  
HETATM   35  C27 UNL     1       1.387  -1.167   0.159  1.00  0.00           C  
HETATM   36  H1  UNL     1       3.749  -2.695  -1.725  1.00  0.00           H  
HETATM   37  H2  UNL     1       3.078  -4.045  -0.690  1.00  0.00           H  
HETATM   38  H3  UNL     1       4.896  -3.795  -0.926  1.00  0.00           H  
HETATM   39  H4  UNL     1       3.054   3.568   0.376  1.00  0.00           H  
HETATM   40  H5  UNL     1       4.835   3.499  -0.137  1.00  0.00           H  
HETATM   41  H6  UNL     1       3.547   3.338  -1.338  1.00  0.00           H  
HETATM   42  H7  UNL     1       6.577   1.931  -1.001  1.00  0.00           H  
HETATM   43  H8  UNL     1       6.591   2.139   0.810  1.00  0.00           H  
HETATM   44  H9  UNL     1       1.429   1.174  -2.485  1.00  0.00           H  
HETATM   45  H10 UNL     1       0.141   2.398  -2.237  1.00  0.00           H  
HETATM   46  H11 UNL     1      -0.242   0.671  -2.746  1.00  0.00           H  
HETATM   47  H12 UNL     1      -0.434   2.292   0.943  1.00  0.00           H  
HETATM   48  H13 UNL     1      -0.922   2.712  -0.671  1.00  0.00           H  
HETATM   49  H14 UNL     1      -2.324   1.206   1.251  1.00  0.00           H  
HETATM   50  H15 UNL     1      -5.352   3.342  -1.219  1.00  0.00           H  
HETATM   51  H16 UNL     1      -6.093   3.329   0.396  1.00  0.00           H  
HETATM   52  H17 UNL     1      -4.837   4.596  -0.044  1.00  0.00           H  
HETATM   53  H18 UNL     1      -1.946  -0.243  -1.355  1.00  0.00           H  
HETATM   54  H19 UNL     1      -3.921  -0.154   1.887  1.00  0.00           H  
HETATM   55  H20 UNL     1      -4.951  -1.553   1.311  1.00  0.00           H  
HETATM   56  H21 UNL     1      -5.239   0.079   0.772  1.00  0.00           H  
HETATM   57  H22 UNL     1      -4.799  -0.865  -2.051  1.00  0.00           H  
HETATM   58  H23 UNL     1      -3.660   0.460  -2.013  1.00  0.00           H  
HETATM   59  H24 UNL     1      -5.217   0.447  -0.987  1.00  0.00           H  
HETATM   60  H25 UNL     1      -2.236  -2.818   2.023  1.00  0.00           H  
HETATM   61  H26 UNL     1      -1.640  -4.235   1.140  1.00  0.00           H  
HETATM   62  H27 UNL     1      -0.002  -2.840   0.520  1.00  0.00           H  
HETATM   63  H28 UNL     1      -1.115  -2.632  -0.825  1.00  0.00           H  
HETATM   64  H29 UNL     1      -0.364  -1.480   2.408  1.00  0.00           H  
HETATM   65  H30 UNL     1      -1.655  -0.294   2.453  1.00  0.00           H  
HETATM   66  H31 UNL     1       0.038   0.155   1.901  1.00  0.00           H  
HETATM   67  H32 UNL     1      -0.009  -0.957  -1.393  1.00  0.00           H  
HETATM   68  H33 UNL     1       1.621  -2.130  -0.393  1.00  0.00           H  
HETATM   69  H34 UNL     1       1.307  -1.486   1.227  1.00  0.00           H  
CONECT    1    2   36   37   38
CONECT    2    3
CONECT    3    4    4    9
CONECT    4    5   35
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   34
CONECT   16   44   45   46
CONECT   17   18   47   48
CONECT   18   19   23   49
CONECT   19   20
CONECT   20   21   22   22
CONECT   21   50   51   52
CONECT   23   24   32   53
CONECT   24   25   26   27
CONECT   25   54   55   56
CONECT   26   57   58   59
CONECT   27   28
CONECT   28   29   29   30
CONECT   30   31   60   61
CONECT   31   32   62   63
CONECT   32   33   34
CONECT   33   64   65   66
CONECT   34   35   67
CONECT   35   68   69
END

HMDB0030155
     RDKit          3D
Austalide I
 69 73  0  0  0  0  0  0  0  0999 V2000
    3.9104   -3.3003   -0.8047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8674   -2.5031    0.3752 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8381   -1.1382    0.2131 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6583   -0.4108    0.0994 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6868    0.9312   -0.0586 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8693    1.6268   -0.1130 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8175    3.0961   -0.2882 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0493    0.9114   -0.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0457   -0.4679    0.1623 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4461   -0.8532    0.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8496   -2.0445    0.3911 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2334    0.2705    0.1262 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4365    1.4230   -0.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4971    1.5785   -0.1624 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2737    0.9699   -0.6165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3777    1.3043   -2.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7842    1.8087    0.0032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1563    1.1959    0.1497 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1631    2.0010   -0.3636 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0786    2.6880    0.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1599    3.5462   -0.1288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9563    2.5515    1.6237 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1996   -0.2569   -0.2366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5695   -0.7964   -0.2021 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3968   -0.6052    1.0127 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3342   -0.1108   -1.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6871   -2.1741   -0.5647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2014   -3.2553    0.1244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8187   -4.3280   -0.0360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0148   -3.1978    1.0170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9702   -2.4186    0.2748 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0622   -0.9201    0.4135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8020   -0.5936    1.8530 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2038   -0.4744   -0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3867   -1.1671    0.1593 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7494   -2.6951   -1.7251 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0783   -4.0449   -0.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8957   -3.7946   -0.9256 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0539    3.5678    0.3761 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8348    3.4986   -0.1374 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5474    3.3381   -1.3383 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5771    1.9309   -1.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5912    2.1390    0.8098 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4287    1.1745   -2.4853 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1412    2.3981   -2.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2422    0.6705   -2.7456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4340    2.2922    0.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9217    2.7123   -0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3236    1.2055    1.2511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3522    3.3420   -1.2193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0931    3.3288    0.3957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8369    4.5959   -0.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9458   -0.2429   -1.3554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9210   -0.1536    1.8874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9511   -1.5534    1.3113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2388    0.0792    0.7718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7986   -0.8647   -2.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6603    0.4596   -2.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2165    0.4467   -0.9870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2364   -2.8177    2.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6395   -4.2346    1.1402 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0019   -2.8398    0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1149   -2.6320   -0.8248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3638   -1.4798    2.4084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6553   -0.2942    2.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0385    0.1545    1.9012 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0091   -0.9572   -1.3930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6212   -2.1302   -0.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3068   -1.4865    1.2270 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
 19 20  1  0
 20 21  1  0
 20 22  2  0
 18 23  1  0
 23 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 32 34  1  0
 34 35  1  0
  9  3  1  0
 34 15  1  0
 35  4  1  0
 13  8  1  0
 32 23  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
 21 50  1  0
 21 51  1  0
 21 52  1  0
 23 53  1  0
 25 54  1  0
 25 55  1  0
 25 56  1  0
 26 57  1  0
 26 58  1  0
 26 59  1  0
 30 60  1  0
 30 61  1  0
 31 62  1  0
 31 63  1  0
 33 64  1  0
 33 65  1  0
 33 66  1  0
 34 67  1  0
 35 68  1  0
 35 69  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
GLY-leu-tyr	HMDB
GLYCYL-L-leucyl-L-tyrosine	HMDB
GLYCYL-leucyl-tyrosine	HMDB
N-(N-GLYCYL-L-leucyl)-L-tyrosine	HMDB
10-Methoxy-1,4,14,19,19-pentamethyl-8,17-dioxo-2,7,18-trioxapentacyclo[11.9.0.0³,¹¹.0⁵,⁹.0¹⁴,²⁰]docosa-3(11),4,9-trien-21-yl acetic acid	Generator

Chemical Formula

C₂₇H₃₄O₈

Average Molecular Weight

486.5541

Monoisotopic Molecular Weight

486.225368064

IUPAC Name

10-methoxy-1,4,14,19,19-pentamethyl-8,17-dioxo-2,7,18-trioxapentacyclo[11.9.0.0³,¹¹.0⁵,⁹.0¹⁴,²⁰]docosa-3(11),4,9-trien-21-yl acetate

Traditional Name

10-methoxy-1,4,14,19,19-pentamethyl-8,17-dioxo-2,7,18-trioxapentacyclo[11.9.0.0³,¹¹.0⁵,⁹.0¹⁴,²⁰]docosa-3(11),4,9-trien-21-yl acetate

CAS Registry Number

96817-08-2

SMILES

COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CC(OC(C)=O)C3C1(C)CCC(=O)OC3(C)C)O2

InChI Identifier

InChI=1S/C27H34O8/c1-13-16-12-32-24(30)20(16)22(31-7)15-10-18-26(5)9-8-19(29)34-25(3,4)23(26)17(33-14(2)28)11-27(18,6)35-21(13)15/h17-18,23H,8-12H2,1-7H3

InChI Key

XBPVWACQUMEORV-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
Tricarboxylic acid or derivatives
Anisole
Caprolactone
Alkyl aryl ether
Oxepane
Benzenoid
Carboxylic acid ester
Lactone
Carboxylic acid derivative
Oxacycle
Ether
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0030155)

Cellular substructure

Extracellular (HMDB: HMDB0030155)
Membrane (HMDB: HMDB0030155)

Source

Endogenous

Endogenous (HMDB: HMDB0030155)

Exogenous

Food

Food (HMDB: HMDB0030155)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0030155)

Role

Biological role

Energy source (HMDB: HMDB0030155)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030155)

Emulsifier (HMDB: HMDB0030155)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	236 - 238 °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	0.0021 g/L	ALOGPS
logP	4.3	ALOGPS
logP	3.25	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	15.19	ChemAxon
pKa (Strongest Basic)	-4.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	97.36 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	125.9 m³·mol⁻¹	ChemAxon
Polarizability	52.17 Å³	ChemAxon
Number of Rings	5	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]+	211.722	31661259
DarkChem	[M-H]-	208.735	31661259
DeepCCS	[M+H]+	214.865	30932474
DeepCCS	[M-H]-	212.469	30932474
DeepCCS	[M-2H]-	245.354	30932474
DeepCCS	[M+Na]+	220.778	30932474
AllCCS	[M+H]+	211.9	32859911
AllCCS	[M+H-H2O]+	210.0	32859911
AllCCS	[M+NH4]+	213.7	32859911
AllCCS	[M+Na]+	214.1	32859911
AllCCS	[M-H]-	221.2	32859911
AllCCS	[M+Na-2H]-	222.4	32859911
AllCCS	[M+HCOO]-	224.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Austalide I	COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CC(OC(C)=O)C3C1(C)CCC(=O)OC3(C)C)O2	4310.7	Standard polar	33892256
Austalide I	COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CC(OC(C)=O)C3C1(C)CCC(=O)OC3(C)C)O2	3408.5	Standard non polar	33892256
Austalide I	COC1=C2C(=O)OCC2=C(C)C2=C1CC1C(C)(CC(OC(C)=O)C3C1(C)CCC(=O)OC3(C)C)O2	3776.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Austalide I GC-MS (Non-derivatized) - 70eV, Positive	splash10-01xx-2011900000-7e76da0b18af8cd98fb4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Austalide I 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 I 10V, Positive-QTOF	splash10-0a4r-0041900000-d6b78baa4d9004b047a2	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide I 20V, Positive-QTOF	splash10-0a4i-0072900000-3cc83f2495196cc43cb2	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide I 40V, Positive-QTOF	splash10-0r03-4690300000-049cdc8a7cdb2a6cd526	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide I 10V, Negative-QTOF	splash10-000f-0001900000-482b7799789f257fd76e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide I 20V, Negative-QTOF	splash10-054o-2011900000-c750d73268dbba64ef0c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide I 40V, Negative-QTOF	splash10-0a4i-9212300000-be5f888b49dab1a39ed8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide I 10V, Negative-QTOF	splash10-000i-1000900000-ead074036aacbb22b92d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide I 20V, Negative-QTOF	splash10-0a4i-9000000000-fbcedc0a649031858791	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide I 40V, Negative-QTOF	splash10-014i-9001200000-5521b3f16bbcc416e186	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide I 10V, Positive-QTOF	splash10-004i-0000900000-fc3c7a316a18bd8593a3	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide I 20V, Positive-QTOF	splash10-00p0-0010900000-038abfac2e30d91ba725	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Austalide I 40V, Positive-QTOF	splash10-05p6-4022900000-4a80e8b118523fed65a4	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

FDB001964

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750972

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 I (HMDB0030155)

MOL for HMDB0030155 (Austalide I)

3D MOL for HMDB0030155 (Austalide I)

3D SDF for HMDB0030155 (Austalide I)

3D-SDF for HMDB0030155 (Austalide I)

PDB for HMDB0030155 (Austalide I)

3D PDB for HMDB0030155 (Austalide I)

SMILES for HMDB0030155 (Austalide I)

INCHI for HMDB0030155 (Austalide I)

Structure for HMDB0030155 (Austalide I)

3D Structure for HMDB0030155 (Austalide I)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra