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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:36:07 UTC

Update Date

2022-03-07 02:52:30 UTC

HMDB ID

HMDB0030323

Secondary Accession Numbers

HMDB30323

Metabolite Identification

Common Name

Paxilline

Description

Paxilline belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings. Paxilline is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on Paxilline.

Structure

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


  Mrv0541 01111302282D          

 34 39  0  0  0  0            999 V2000
   -6.9929  -12.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7073  -11.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7073  -11.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9929  -10.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2784  -11.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2784  -11.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5639  -10.6566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1350  -12.3066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4206  -11.8941    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4206  -11.0691    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8495  -11.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8495  -11.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7061  -12.3066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7061  -10.6566    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9917  -11.0691    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9917  -11.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7061   -9.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9917   -9.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2772   -9.8316    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2772  -10.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5627  -11.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5627   -9.4191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1517   -9.8316    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1517  -10.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8662  -11.0691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8662   -9.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5807   -9.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8662   -8.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5807   -9.0066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4206  -12.7191    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7061  -11.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4206  -10.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9917  -10.2441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2772   -9.0066    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  1  6  2  0  0  0  0
  7  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6 12  1  0  0  0  0
  7 11  1  0  0  0  0
  9  8  1  0  0  0  0
  8 12  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 14  1  0  0  0  0
 15 16  1  0  0  0  0
 13 16  1  0  0  0  0
 15 20  1  0  0  0  0
 15 14  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 21 20  2  0  0  0  0
 20 19  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  2  0  0  0  0
 23 26  1  6  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
  9 30  1  6  0  0  0
 14 31  1  6  0  0  0
 10 32  1  1  0  0  0
 15 33  1  1  0  0  0
 19 34  1  1  0  0  0
M  END

HMDB0030323
     RDKit          3D
Paxilline
 65 70  0  0  0  0  0  0  0  0999 V2000
    6.7379    1.1432    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7067    0.4130    0.8475 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5363    1.0652    2.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1883   -0.8818    1.0787 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3899    0.2797    0.1498 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4472   -0.4250    0.8957 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4596   -0.8328    0.0015 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4304   -1.7237    0.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1282   -1.1192    0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4387   -0.1475   -0.0511 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6752    1.1598    0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4851    0.0823   -1.2296 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5426   -1.1524   -1.9181 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0203    1.1034   -2.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3463    0.6683   -2.7488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2201    0.5040   -1.5819 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6236    0.0001   -1.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0079   -0.2262   -0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8799   -0.5586    0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2137   -0.7550    1.6285 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5174   -0.5646    1.7810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4133   -0.6226    2.8475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7509   -0.3710    2.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2585   -0.0420    1.4776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3932    0.0235    0.3994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0324   -0.2330    0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7612   -0.5682   -0.6154 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7411   -1.9102   -1.2799 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8250    0.3212   -0.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4461    1.4868   -0.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7739    1.5779   -0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2894    2.7057   -0.0381 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7578    2.2237    0.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6332    0.9723   -1.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7387    0.7477    0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0295    0.3176    2.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5545    1.1973    2.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9797    2.0223    2.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8322   -1.1605    0.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5310   -0.2703   -0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0133   -1.3923   -0.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2834   -2.6335   -0.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8607   -2.1614    1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1947   -0.7096    1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6224   -1.9596    1.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161    2.0293    0.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0688    1.2771    1.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6613    1.0199    1.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2952   -1.1887   -2.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7022    1.0674   -3.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0085    2.1348   -1.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7445    1.4940   -3.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1961   -0.1840   -3.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3247    1.4825   -1.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2665    0.7413   -2.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6117   -0.9834   -2.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5623   -1.0184    2.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0393   -0.8765    3.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4488   -0.4160    3.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2987    0.1559    1.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7949    0.2806   -0.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9723   -2.6001   -0.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7191   -2.4543   -1.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6250   -1.8845   -2.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9870    2.3291   -1.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 19 27  1  0
 27 28  1  6
 12 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 31  5  1  0
 29  7  1  0
 27 10  1  0
 27 16  1  0
 26 18  1  0
 26 21  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  5 40  1  6
  7 41  1  6
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 11 46  1  0
 11 47  1  0
 11 48  1  0
 13 49  1  0
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 15 53  1  0
 16 54  1  1
 17 55  1  0
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 23 59  1  0
 24 60  1  0
 25 61  1  0
 28 62  1  0
 28 63  1  0
 28 64  1  0
 30 65  1  0
M  END


  Mrv0541 01111302282D          

 34 39  0  0  0  0            999 V2000
   -6.9929  -12.3067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7073  -11.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7073  -11.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9929  -10.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2784  -11.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2784  -11.8942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5639  -10.6566    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1350  -12.3066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4206  -11.8941    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.4206  -11.0691    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.8495  -11.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8495  -11.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7061  -12.3066    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7061  -10.6566    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.9917  -11.0691    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.9917  -11.8941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7061   -9.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9917   -9.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2772   -9.8316    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2772  -10.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5627  -11.0691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5627   -9.4191    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1517   -9.8316    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1517  -10.6566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8662  -11.0691    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8662   -9.4191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5807   -9.8316    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8662   -8.5941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5807   -9.0066    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4206  -12.7191    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7061  -11.4816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4206  -10.2441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9917  -10.2441    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2772   -9.0066    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  1  6  2  0  0  0  0
  7  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6 12  1  0  0  0  0
  7 11  1  0  0  0  0
  9  8  1  0  0  0  0
  8 12  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 13  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 14  1  0  0  0  0
 15 16  1  0  0  0  0
 13 16  1  0  0  0  0
 15 20  1  0  0  0  0
 15 14  1  0  0  0  0
 14 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 21 20  2  0  0  0  0
 20 19  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 21 24  1  0  0  0  0
 24 25  2  0  0  0  0
 23 26  1  6  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 26 29  1  0  0  0  0
  9 30  1  6  0  0  0
 14 31  1  6  0  0  0
 10 32  1  1  0  0  0
 15 33  1  1  0  0  0
 19 34  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0030323

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@]12CC3=C(NC4=CC=CC=C34)[C@]1(C)[C@@]1(C)CC[C@]3([H])O[C@@H](C(=O)C=C3[C@]1(O)CC2)C(C)(C)O

> <INCHI_IDENTIFIER>
InChI=1S/C27H33NO4/c1-24(2,30)23-20(29)14-18-21(32-23)10-11-25(3)26(4)15(9-12-27(18,25)31)13-17-16-7-5-6-8-19(16)28-22(17)26/h5-8,14-15,21,23,28,30-31H,9-13H2,1-4H3/t15-,21-,23-,25+,26+,27+/m0/s1

> <INCHI_KEY>
ACNHBCIZLNNLRS-UBGQALKQSA-N

> <FORMULA>
C27H33NO4

> <MOLECULAR_WEIGHT>
435.5552

> <EXACT_MASS>
435.240958549

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
50.073463997706895

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(1S,2R,5S,7R,11S,14S)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-9,16(24),17,19,21-pentaen-8-one

> <ALOGPS_LOGP>
4.38

> <JCHEM_LOGP>
3.6230832606666667

> <ALOGPS_LOGS>
-5.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.266006219827634

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.55890296680625

> <JCHEM_PKA_STRONGEST_BASIC>
-3.178614806490442

> <JCHEM_POLAR_SURFACE_AREA>
82.55000000000001

> <JCHEM_REFRACTIVITY>
123.2165

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
paxilline

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030323
     RDKit          3D
Paxilline
 65 70  0  0  0  0  0  0  0  0999 V2000
    6.7379    1.1432    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7067    0.4130    0.8475 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5363    1.0652    2.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1883   -0.8818    1.0787 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3899    0.2797    0.1498 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4472   -0.4250    0.8957 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4596   -0.8328    0.0015 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4304   -1.7237    0.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1282   -1.1192    0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4387   -0.1475   -0.0511 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6752    1.1598    0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4851    0.0823   -1.2296 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5426   -1.1524   -1.9181 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0203    1.1034   -2.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3463    0.6683   -2.7488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2201    0.5040   -1.5819 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6236    0.0001   -1.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0079   -0.2262   -0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8799   -0.5586    0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2137   -0.7550    1.6285 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5174   -0.5646    1.7810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4133   -0.6226    2.8475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7509   -0.3710    2.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2585   -0.0420    1.4776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3932    0.0235    0.3994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0324   -0.2330    0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7612   -0.5682   -0.6154 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7411   -1.9102   -1.2799 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8250    0.3212   -0.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4461    1.4868   -0.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7739    1.5779   -0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2894    2.7057   -0.0381 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7578    2.2237    0.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6332    0.9723   -1.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7387    0.7477    0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0295    0.3176    2.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5545    1.1973    2.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9797    2.0223    2.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8322   -1.1605    0.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5310   -0.2703   -0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0133   -1.3923   -0.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2834   -2.6335   -0.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8607   -2.1614    1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1947   -0.7096    1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6224   -1.9596    1.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161    2.0293    0.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0688    1.2771    1.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6613    1.0199    1.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2952   -1.1887   -2.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7022    1.0674   -3.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0085    2.1348   -1.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7445    1.4940   -3.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1961   -0.1840   -3.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3247    1.4825   -1.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2665    0.7413   -2.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6117   -0.9834   -2.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5623   -1.0184    2.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0393   -0.8765    3.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4488   -0.4160    3.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2987    0.1559    1.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7949    0.2806   -0.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9723   -2.6001   -0.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7191   -2.4543   -1.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6250   -1.8845   -2.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9870    2.3291   -1.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 19 27  1  0
 27 28  1  6
 12 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 31  5  1  0
 29  7  1  0
 27 10  1  0
 27 16  1  0
 26 18  1  0
 26 21  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  5 40  1  6
  7 41  1  6
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 11 46  1  0
 11 47  1  0
 11 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  1
 17 55  1  0
 17 56  1  0
 20 57  1  0
 22 58  1  0
 23 59  1  0
 24 60  1  0
 25 61  1  0
 28 62  1  0
 28 63  1  0
 28 64  1  0
 30 65  1  0
M  END

HEADER    PROTEIN                                 11-JAN-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-JAN-13         0                                  
HETATM    1  C   UNK     0     -13.053 -22.973   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -14.387 -22.203   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -14.387 -20.662   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0     -13.053 -19.892   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -11.720 -20.662   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0     -11.720 -22.203   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0     -10.386 -19.892   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -7.719 -22.972   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -6.385 -22.202   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.385 -20.662   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -9.052 -20.662   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -9.052 -22.202   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.051 -22.972   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.051 -19.892   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.718 -20.662   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.718 -22.202   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.051 -18.352   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -3.718 -17.582   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.384 -18.352   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.384 -19.892   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.050 -20.662   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -1.050 -17.582   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       0.283 -18.352   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.283 -19.892   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       1.617 -20.662   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       1.617 -17.582   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.951 -18.352   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.617 -16.042   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       2.951 -16.812   0.000  0.00  0.00           O+0
HETATM   30  H   UNK     0      -6.385 -23.742   0.000  0.00  0.00           H+0
HETATM   31  C   UNK     0      -5.051 -21.432   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -6.385 -19.122   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -3.718 -19.122   0.000  0.00  0.00           O+0
HETATM   34  H   UNK     0      -2.384 -16.812   0.000  0.00  0.00           H+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    7    6                                                  
CONECT    6    1    5   12                                                  
CONECT    7    5   11                                                       
CONECT    8    9   12                                                       
CONECT    9    8   13   10   30                                             
CONECT   10   11    9   14   32                                             
CONECT   11    7   10   12                                                  
CONECT   12    6    8   11                                                  
CONECT   13    9   16                                                       
CONECT   14   10   15   17   31                                             
CONECT   15   16   20   14   33                                             
CONECT   16   15   13                                                       
CONECT   17   14   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   22   34                                             
CONECT   20   15   21   19                                                  
CONECT   21   20   24                                                       
CONECT   22   19   23                                                       
CONECT   23   22   24   26                                                  
CONECT   24   23   21   25                                                  
CONECT   25   24                                                            
CONECT   26   23   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26                                                            
CONECT   30    9                                                            
CONECT   31   14                                                            
CONECT   32   10                                                            
CONECT   33   15                                                            
CONECT   34   19                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   78    0
END

COMPND    HMDB0030323
HETATM    1  C1  UNL     1       6.738   1.143   0.054  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.707   0.413   0.848  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.536   1.065   2.191  1.00  0.00           C  
HETATM    4  O1  UNL     1       6.188  -0.882   1.079  1.00  0.00           O  
HETATM    5  C4  UNL     1       4.390   0.280   0.150  1.00  0.00           C  
HETATM    6  O2  UNL     1       3.447  -0.425   0.896  1.00  0.00           O  
HETATM    7  C5  UNL     1       2.460  -0.833   0.001  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.430  -1.724   0.582  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.128  -1.119   0.913  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.439  -0.148  -0.051  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.675   1.160   0.705  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.485   0.082  -1.230  1.00  0.00           C  
HETATM   13  O3  UNL     1       0.543  -1.152  -1.918  1.00  0.00           O  
HETATM   14  C11 UNL     1       0.020   1.103  -2.195  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.346   0.668  -2.749  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.220   0.504  -1.582  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.624   0.000  -1.825  1.00  0.00           C  
HETATM   18  C15 UNL     1      -4.008  -0.226  -0.381  1.00  0.00           C  
HETATM   19  C16 UNL     1      -2.880  -0.559   0.339  1.00  0.00           C  
HETATM   20  N1  UNL     1      -3.214  -0.755   1.628  1.00  0.00           N  
HETATM   21  C17 UNL     1      -4.517  -0.565   1.781  1.00  0.00           C  
HETATM   22  C18 UNL     1      -5.413  -0.623   2.848  1.00  0.00           C  
HETATM   23  C19 UNL     1      -6.751  -0.371   2.717  1.00  0.00           C  
HETATM   24  C20 UNL     1      -7.259  -0.042   1.478  1.00  0.00           C  
HETATM   25  C21 UNL     1      -6.393   0.023   0.399  1.00  0.00           C  
HETATM   26  C22 UNL     1      -5.032  -0.233   0.535  1.00  0.00           C  
HETATM   27  C23 UNL     1      -1.761  -0.568  -0.615  1.00  0.00           C  
HETATM   28  C24 UNL     1      -1.741  -1.910  -1.280  1.00  0.00           C  
HETATM   29  C25 UNL     1       1.825   0.321  -0.686  1.00  0.00           C  
HETATM   30  C26 UNL     1       2.446   1.487  -0.792  1.00  0.00           C  
HETATM   31  C27 UNL     1       3.774   1.578  -0.202  1.00  0.00           C  
HETATM   32  O4  UNL     1       4.289   2.706  -0.038  1.00  0.00           O  
HETATM   33  H1  UNL     1       6.758   2.224   0.305  1.00  0.00           H  
HETATM   34  H2  UNL     1       6.633   0.972  -1.041  1.00  0.00           H  
HETATM   35  H3  UNL     1       7.739   0.748   0.334  1.00  0.00           H  
HETATM   36  H4  UNL     1       5.030   0.318   2.850  1.00  0.00           H  
HETATM   37  H5  UNL     1       6.554   1.197   2.621  1.00  0.00           H  
HETATM   38  H6  UNL     1       4.980   2.022   2.130  1.00  0.00           H  
HETATM   39  H7  UNL     1       6.832  -1.160   0.363  1.00  0.00           H  
HETATM   40  H8  UNL     1       4.531  -0.270  -0.818  1.00  0.00           H  
HETATM   41  H9  UNL     1       3.013  -1.392  -0.811  1.00  0.00           H  
HETATM   42  H10 UNL     1       1.283  -2.633  -0.073  1.00  0.00           H  
HETATM   43  H11 UNL     1       1.861  -2.161   1.532  1.00  0.00           H  
HETATM   44  H12 UNL     1       0.195  -0.710   1.965  1.00  0.00           H  
HETATM   45  H13 UNL     1      -0.622  -1.960   1.018  1.00  0.00           H  
HETATM   46  H14 UNL     1      -0.716   2.029   0.057  1.00  0.00           H  
HETATM   47  H15 UNL     1       0.069   1.277   1.526  1.00  0.00           H  
HETATM   48  H16 UNL     1      -1.661   1.020   1.235  1.00  0.00           H  
HETATM   49  H17 UNL     1       1.295  -1.189  -2.545  1.00  0.00           H  
HETATM   50  H18 UNL     1       0.702   1.067  -3.075  1.00  0.00           H  
HETATM   51  H19 UNL     1       0.008   2.135  -1.845  1.00  0.00           H  
HETATM   52  H20 UNL     1      -1.744   1.494  -3.377  1.00  0.00           H  
HETATM   53  H21 UNL     1      -1.196  -0.184  -3.405  1.00  0.00           H  
HETATM   54  H22 UNL     1      -2.325   1.482  -1.071  1.00  0.00           H  
HETATM   55  H23 UNL     1      -4.267   0.741  -2.306  1.00  0.00           H  
HETATM   56  H24 UNL     1      -3.612  -0.983  -2.294  1.00  0.00           H  
HETATM   57  H25 UNL     1      -2.562  -1.018   2.410  1.00  0.00           H  
HETATM   58  H26 UNL     1      -5.039  -0.876   3.819  1.00  0.00           H  
HETATM   59  H27 UNL     1      -7.449  -0.416   3.547  1.00  0.00           H  
HETATM   60  H28 UNL     1      -8.299   0.156   1.365  1.00  0.00           H  
HETATM   61  H29 UNL     1      -6.795   0.281  -0.565  1.00  0.00           H  
HETATM   62  H30 UNL     1      -0.972  -2.600  -0.887  1.00  0.00           H  
HETATM   63  H31 UNL     1      -2.719  -2.454  -1.118  1.00  0.00           H  
HETATM   64  H32 UNL     1      -1.625  -1.885  -2.380  1.00  0.00           H  
HETATM   65  H33 UNL     1       1.987   2.329  -1.292  1.00  0.00           H  
CONECT    1    2   33   34   35
CONECT    2    3    4    5
CONECT    3   36   37   38
CONECT    4   39
CONECT    5    6   31   40
CONECT    6    7
CONECT    7    8   29   41
CONECT    8    9   42   43
CONECT    9   10   44   45
CONECT   10   11   12   27
CONECT   11   46   47   48
CONECT   12   13   14   29
CONECT   13   49
CONECT   14   15   50   51
CONECT   15   16   52   53
CONECT   16   17   27   54
CONECT   17   18   55   56
CONECT   18   19   19   26
CONECT   19   20   27
CONECT   20   21   57
CONECT   21   22   22   26
CONECT   22   23   58
CONECT   23   24   24   59
CONECT   24   25   60
CONECT   25   26   26   61
CONECT   27   28
CONECT   28   62   63   64
CONECT   29   30   30
CONECT   30   31   65
CONECT   31   32   32
END

HMDB0030323
     RDKit          3D
Paxilline
 65 70  0  0  0  0  0  0  0  0999 V2000
    6.7379    1.1432    0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7067    0.4130    0.8475 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5363    1.0652    2.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1883   -0.8818    1.0787 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3899    0.2797    0.1498 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.4472   -0.4250    0.8957 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4596   -0.8328    0.0015 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.4304   -1.7237    0.5816 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1282   -1.1192    0.9133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4387   -0.1475   -0.0511 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.6752    1.1598    0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4851    0.0823   -1.2296 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.5426   -1.1524   -1.9181 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0203    1.1034   -2.1953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3463    0.6683   -2.7488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2201    0.5040   -1.5819 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.6236    0.0001   -1.8252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0079   -0.2262   -0.3814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8799   -0.5586    0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2137   -0.7550    1.6285 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5174   -0.5646    1.7810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4133   -0.6226    2.8475 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7509   -0.3710    2.7169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2585   -0.0420    1.4776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3932    0.0235    0.3994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0324   -0.2330    0.5345 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7612   -0.5682   -0.6154 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.7411   -1.9102   -1.2799 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8250    0.3212   -0.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4461    1.4868   -0.7916 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7739    1.5779   -0.2025 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2894    2.7057   -0.0381 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7578    2.2237    0.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6332    0.9723   -1.0408 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7387    0.7477    0.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0295    0.3176    2.8497 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5545    1.1973    2.6206 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9797    2.0223    2.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8322   -1.1605    0.3629 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5310   -0.2703   -0.8184 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0133   -1.3923   -0.8107 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2834   -2.6335   -0.0731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8607   -2.1614    1.5317 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1947   -0.7096    1.9651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6224   -1.9596    1.0177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7161    2.0293    0.0572 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0688    1.2771    1.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6613    1.0199    1.2350 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2952   -1.1887   -2.5451 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7022    1.0674   -3.0750 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0085    2.1348   -1.8453 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7445    1.4940   -3.3768 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1961   -0.1840   -3.4045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3247    1.4825   -1.0712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2665    0.7413   -2.3059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6117   -0.9834   -2.2943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5623   -1.0184    2.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0393   -0.8765    3.8190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4488   -0.4160    3.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2987    0.1559    1.3647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7949    0.2806   -0.5650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9723   -2.6001   -0.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7191   -2.4543   -1.1178 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6250   -1.8845   -2.3798 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9870    2.3291   -1.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  2  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  1
 10 12  1  0
 12 13  1  6
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 19 27  1  0
 27 28  1  6
 12 29  1  0
 29 30  2  0
 30 31  1  0
 31 32  2  0
 31  5  1  0
 29  7  1  0
 27 10  1  0
 27 16  1  0
 26 18  1  0
 26 21  1  0
  1 33  1  0
  1 34  1  0
  1 35  1  0
  3 36  1  0
  3 37  1  0
  3 38  1  0
  4 39  1  0
  5 40  1  6
  7 41  1  6
  8 42  1  0
  8 43  1  0
  9 44  1  0
  9 45  1  0
 11 46  1  0
 11 47  1  0
 11 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  1
 17 55  1  0
 17 56  1  0
 20 57  1  0
 22 58  1  0
 23 59  1  0
 24 60  1  0
 25 61  1  0
 28 62  1  0
 28 63  1  0
 28 64  1  0
 30 65  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₇H₃₃NO₄

Average Molecular Weight

435.5552

Monoisotopic Molecular Weight

435.240958549

IUPAC Name

(1S,2R,5S,7R,11S,14S)-11-hydroxy-7-(2-hydroxypropan-2-yl)-1,2-dimethyl-6-oxa-23-azahexacyclo[12.10.0.0²,¹¹.0⁵,¹⁰.0¹⁶,²⁴.0¹⁷,²²]tetracosa-9,16(24),17,19,21-pentaen-8-one

Traditional Name

paxilline

CAS Registry Number

57186-25-1

SMILES

[H][C@]12CC3=C(NC4=CC=CC=C34)[C@]1(C)[C@@]1(C)CC[C@]3([H])O[C@@H](C(=O)C=C3[C@]1(O)CC2)C(C)(C)O

InChI Identifier

InChI=1S/C27H33NO4/c1-24(2,30)23-20(29)14-18-21(32-23)10-11-25(3)26(4)15(9-12-27(18,25)31)13-17-16-7-5-6-8-19(16)28-22(17)26/h5-8,14-15,21,23,28,30-31H,9-13H2,1-4H3/t15-,21-,23-,25+,26+,27+/m0/s1

InChI Key

ACNHBCIZLNNLRS-UBGQALKQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyrans. Naphthopyrans are compounds containing a pyran ring fused to a naphthalene moiety. Furan is a 6 membered-ring non-aromatic ring with five carbon and one oxygen atoms. Naphthalene is a polycyclic aromatic hydrocarbon made up of two fused benzene rings.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Not Available

Direct Parent

Naphthopyrans

Alternative Parents

Substituents

Naphthopyran
Naphthalene
3-alkylindole
Indole
Indole or derivatives
Dihydropyranone
Pyran
Benzenoid
Heteroaromatic compound
Tertiary alcohol
Pyrrole
Cyclic alcohol
Cyclic ketone
Ketone
Oxacycle
Azacycle
Dialkyl ether
Ether
Alcohol
Organic oxide
Organopnictogen compound
Organic oxygen compound
Hydrocarbon derivative
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Carbonyl group
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organic heterotricyclic compound (CHEBI:34907 )
organooxygen compound (CHEBI:34907 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Source

Endogenous

Endogenous (HMDB: HMDB0030323)

Exogenous

Food

Food (HMDB: HMDB0030323)

Exogenous (HMDB: HMDB0030323)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0030323)

Role

Biological role

Energy source (HMDB: HMDB0030323)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030323)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	252 °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	0.0014 g/L	ALOGPS
logP	4.38	ALOGPS
logP	3.62	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	13.56	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	82.55 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	123.22 m³·mol⁻¹	ChemAxon
Polarizability	50.07 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	197.179	31661259
DarkChem	[M-H]-	194.468	31661259
DeepCCS	[M-2H]-	242.316	30932474
DeepCCS	[M+Na]+	216.474	30932474
AllCCS	[M+H]+	207.2	32859911
AllCCS	[M+H-H2O]+	205.0	32859911
AllCCS	[M+NH4]+	209.3	32859911
AllCCS	[M+Na]+	209.9	32859911
AllCCS	[M-H]-	213.4	32859911
AllCCS	[M+Na-2H]-	214.5	32859911
AllCCS	[M+HCOO]-	215.8	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.	6.65 minutes	32390414
Predicted by Siyang on May 30, 2022	15.3372 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.21 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3060.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	270.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	213.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	173.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	240.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	854.2 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	753.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	78.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1202.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	564.0 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	1672.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	485.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	456.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	205.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	280.5 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	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Paxilline	[H][C@]12CC3=C(NC4=CC=CC=C34)[C@]1(C)[C@@]1(C)CC[C@]3([H])O[C@@H](C(=O)C=C3[C@]1(O)CC2)C(C)(C)O	4922.4	Standard polar	33892256
Paxilline	[H][C@]12CC3=C(NC4=CC=CC=C34)[C@]1(C)[C@@]1(C)CC[C@]3([H])O[C@@H](C(=O)C=C3[C@]1(O)CC2)C(C)(C)O	3551.8	Standard non polar	33892256
Paxilline	[H][C@]12CC3=C(NC4=CC=CC=C34)[C@]1(C)[C@@]1(C)CC[C@]3([H])O[C@@H](C(=O)C=C3[C@]1(O)CC2)C(C)(C)O	3873.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Paxilline,1TMS,isomer #1	CC(C)(O)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O[Si](C)(C)C)(CC[C@H]4CC5=C([NH]C6=CC=CC=C56)[C@@]43C)C2=CC1=O	3898.9	Semi standard non polar	33892256
Paxilline,1TMS,isomer #2	CC(C)(O[Si](C)(C)C)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O)(CC[C@H]4CC5=C([NH]C6=CC=CC=C56)[C@@]43C)C2=CC1=O	3923.9	Semi standard non polar	33892256
Paxilline,1TMS,isomer #3	CC(C)(O)C1=C(O[Si](C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O)CC[C@H]2CC4=C([NH]C5=CC=CC=C45)[C@@]23C)O1	3882.7	Semi standard non polar	33892256
Paxilline,1TMS,isomer #4	CC(C)(O)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O)(CC[C@H]4CC5=C(N([Si](C)(C)C)C6=CC=CC=C56)[C@@]43C)C2=CC1=O	3919.7	Semi standard non polar	33892256
Paxilline,2TMS,isomer #1	CC(C)(O[Si](C)(C)C)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O[Si](C)(C)C)(CC[C@H]4CC5=C([NH]C6=CC=CC=C56)[C@@]43C)C2=CC1=O	3823.7	Semi standard non polar	33892256
Paxilline,2TMS,isomer #2	CC(C)(O)C1=C(O[Si](C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O[Si](C)(C)C)CC[C@H]2CC4=C([NH]C5=CC=CC=C45)[C@@]23C)O1	3836.2	Semi standard non polar	33892256
Paxilline,2TMS,isomer #3	CC(C)(O)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O[Si](C)(C)C)(CC[C@H]4CC5=C(N([Si](C)(C)C)C6=CC=CC=C56)[C@@]43C)C2=CC1=O	3831.2	Semi standard non polar	33892256
Paxilline,2TMS,isomer #4	CC(C)(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O)CC[C@H]2CC4=C([NH]C5=CC=CC=C45)[C@@]23C)O1	3874.6	Semi standard non polar	33892256
Paxilline,2TMS,isomer #5	CC(C)(O[Si](C)(C)C)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O)(CC[C@H]4CC5=C(N([Si](C)(C)C)C6=CC=CC=C56)[C@@]43C)C2=CC1=O	3854.9	Semi standard non polar	33892256
Paxilline,2TMS,isomer #6	CC(C)(O)C1=C(O[Si](C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O)CC[C@H]2CC4=C(N([Si](C)(C)C)C5=CC=CC=C45)[C@@]23C)O1	3841.7	Semi standard non polar	33892256
Paxilline,3TMS,isomer #1	CC(C)(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O[Si](C)(C)C)CC[C@H]2CC4=C([NH]C5=CC=CC=C45)[C@@]23C)O1	3791.9	Semi standard non polar	33892256
Paxilline,3TMS,isomer #1	CC(C)(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O[Si](C)(C)C)CC[C@H]2CC4=C([NH]C5=CC=CC=C45)[C@@]23C)O1	3556.5	Standard non polar	33892256
Paxilline,3TMS,isomer #2	CC(C)(O[Si](C)(C)C)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O[Si](C)(C)C)(CC[C@H]4CC5=C(N([Si](C)(C)C)C6=CC=CC=C56)[C@@]43C)C2=CC1=O	3783.4	Semi standard non polar	33892256
Paxilline,3TMS,isomer #2	CC(C)(O[Si](C)(C)C)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O[Si](C)(C)C)(CC[C@H]4CC5=C(N([Si](C)(C)C)C6=CC=CC=C56)[C@@]43C)C2=CC1=O	3618.9	Standard non polar	33892256
Paxilline,3TMS,isomer #3	CC(C)(O)C1=C(O[Si](C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O[Si](C)(C)C)CC[C@H]2CC4=C(N([Si](C)(C)C)C5=CC=CC=C45)[C@@]23C)O1	3759.9	Semi standard non polar	33892256
Paxilline,3TMS,isomer #3	CC(C)(O)C1=C(O[Si](C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O[Si](C)(C)C)CC[C@H]2CC4=C(N([Si](C)(C)C)C5=CC=CC=C45)[C@@]23C)O1	3535.5	Standard non polar	33892256
Paxilline,3TMS,isomer #4	CC(C)(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O)CC[C@H]2CC4=C(N([Si](C)(C)C)C5=CC=CC=C45)[C@@]23C)O1	3794.2	Semi standard non polar	33892256
Paxilline,3TMS,isomer #4	CC(C)(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O)CC[C@H]2CC4=C(N([Si](C)(C)C)C5=CC=CC=C45)[C@@]23C)O1	3673.2	Standard non polar	33892256
Paxilline,4TMS,isomer #1	CC(C)(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O[Si](C)(C)C)CC[C@H]2CC4=C(N([Si](C)(C)C)C5=CC=CC=C45)[C@@]23C)O1	3726.8	Semi standard non polar	33892256
Paxilline,4TMS,isomer #1	CC(C)(O[Si](C)(C)C)C1=C(O[Si](C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O[Si](C)(C)C)CC[C@H]2CC4=C(N([Si](C)(C)C)C5=CC=CC=C45)[C@@]23C)O1	3593.9	Standard non polar	33892256
Paxilline,1TBDMS,isomer #1	CC(C)(O)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O[Si](C)(C)C(C)(C)C)(CC[C@H]4CC5=C([NH]C6=CC=CC=C56)[C@@]43C)C2=CC1=O	4112.6	Semi standard non polar	33892256
Paxilline,1TBDMS,isomer #2	CC(C)(O[Si](C)(C)C(C)(C)C)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O)(CC[C@H]4CC5=C([NH]C6=CC=CC=C56)[C@@]43C)C2=CC1=O	4165.9	Semi standard non polar	33892256
Paxilline,1TBDMS,isomer #3	CC(C)(O)C1=C(O[Si](C)(C)C(C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O)CC[C@H]2CC4=C([NH]C5=CC=CC=C45)[C@@]23C)O1	4110.8	Semi standard non polar	33892256
Paxilline,1TBDMS,isomer #4	CC(C)(O)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O)(CC[C@H]4CC5=C(N([Si](C)(C)C(C)(C)C)C6=CC=CC=C56)[C@@]43C)C2=CC1=O	4116.4	Semi standard non polar	33892256
Paxilline,2TBDMS,isomer #1	CC(C)(O[Si](C)(C)C(C)(C)C)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O[Si](C)(C)C(C)(C)C)(CC[C@H]4CC5=C([NH]C6=CC=CC=C56)[C@@]43C)C2=CC1=O	4257.9	Semi standard non polar	33892256
Paxilline,2TBDMS,isomer #2	CC(C)(O)C1=C(O[Si](C)(C)C(C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O[Si](C)(C)C(C)(C)C)CC[C@H]2CC4=C([NH]C5=CC=CC=C45)[C@@]23C)O1	4261.9	Semi standard non polar	33892256
Paxilline,2TBDMS,isomer #3	CC(C)(O)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O[Si](C)(C)C(C)(C)C)(CC[C@H]4CC5=C(N([Si](C)(C)C(C)(C)C)C6=CC=CC=C56)[C@@]43C)C2=CC1=O	4207.1	Semi standard non polar	33892256
Paxilline,2TBDMS,isomer #4	CC(C)(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O)CC[C@H]2CC4=C([NH]C5=CC=CC=C45)[C@@]23C)O1	4312.9	Semi standard non polar	33892256
Paxilline,2TBDMS,isomer #5	CC(C)(O[Si](C)(C)C(C)(C)C)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O)(CC[C@H]4CC5=C(N([Si](C)(C)C(C)(C)C)C6=CC=CC=C56)[C@@]43C)C2=CC1=O	4271.6	Semi standard non polar	33892256
Paxilline,2TBDMS,isomer #6	CC(C)(O)C1=C(O[Si](C)(C)C(C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O)CC[C@H]2CC4=C(N([Si](C)(C)C(C)(C)C)C5=CC=CC=C45)[C@@]23C)O1	4234.5	Semi standard non polar	33892256
Paxilline,3TBDMS,isomer #1	CC(C)(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O[Si](C)(C)C(C)(C)C)CC[C@H]2CC4=C([NH]C5=CC=CC=C45)[C@@]23C)O1	4393.8	Semi standard non polar	33892256
Paxilline,3TBDMS,isomer #1	CC(C)(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O[Si](C)(C)C(C)(C)C)CC[C@H]2CC4=C([NH]C5=CC=CC=C45)[C@@]23C)O1	4175.6	Standard non polar	33892256
Paxilline,3TBDMS,isomer #2	CC(C)(O[Si](C)(C)C(C)(C)C)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O[Si](C)(C)C(C)(C)C)(CC[C@H]4CC5=C(N([Si](C)(C)C(C)(C)C)C6=CC=CC=C56)[C@@]43C)C2=CC1=O	4368.8	Semi standard non polar	33892256
Paxilline,3TBDMS,isomer #2	CC(C)(O[Si](C)(C)C(C)(C)C)[C@H]1O[C@H]2CC[C@@]3(C)[C@@](O[Si](C)(C)C(C)(C)C)(CC[C@H]4CC5=C(N([Si](C)(C)C(C)(C)C)C6=CC=CC=C56)[C@@]43C)C2=CC1=O	4236.5	Standard non polar	33892256
Paxilline,3TBDMS,isomer #3	CC(C)(O)C1=C(O[Si](C)(C)C(C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O[Si](C)(C)C(C)(C)C)CC[C@H]2CC4=C(N([Si](C)(C)C(C)(C)C)C5=CC=CC=C45)[C@@]23C)O1	4312.8	Semi standard non polar	33892256
Paxilline,3TBDMS,isomer #3	CC(C)(O)C1=C(O[Si](C)(C)C(C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O[Si](C)(C)C(C)(C)C)CC[C@H]2CC4=C(N([Si](C)(C)C(C)(C)C)C5=CC=CC=C45)[C@@]23C)O1	4138.3	Standard non polar	33892256
Paxilline,3TBDMS,isomer #4	CC(C)(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O)CC[C@H]2CC4=C(N([Si](C)(C)C(C)(C)C)C5=CC=CC=C45)[C@@]23C)O1	4393.0	Semi standard non polar	33892256
Paxilline,3TBDMS,isomer #4	CC(C)(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O)CC[C@H]2CC4=C(N([Si](C)(C)C(C)(C)C)C5=CC=CC=C45)[C@@]23C)O1	4306.9	Standard non polar	33892256
Paxilline,4TBDMS,isomer #1	CC(C)(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O[Si](C)(C)C(C)(C)C)CC[C@H]2CC4=C(N([Si](C)(C)C(C)(C)C)C5=CC=CC=C45)[C@@]23C)O1	4457.2	Semi standard non polar	33892256
Paxilline,4TBDMS,isomer #1	CC(C)(O[Si](C)(C)C(C)(C)C)C1=C(O[Si](C)(C)C(C)(C)C)C=C2[C@H](CC[C@@]3(C)[C@@]2(O[Si](C)(C)C(C)(C)C)CC[C@H]2CC4=C(N([Si](C)(C)C(C)(C)C)C5=CC=CC=C45)[C@@]23C)O1	4362.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Paxilline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9645500000-b712ecd3bb25e698284e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Paxilline GC-MS (2 TMS) - 70eV, Positive	splash10-0m90-9011570000-915adc6c191ba0623cd9	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Paxilline 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 - Paxilline 10V, Positive-QTOF	splash10-014r-0001900000-8605cb3753956fb199da	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Paxilline 20V, Positive-QTOF	splash10-0gb9-0202900000-50009a61ed6eb59db7be	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Paxilline 40V, Positive-QTOF	splash10-014i-7609100000-5673b5a2dfedddad8880	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Paxilline 10V, Negative-QTOF	splash10-001i-1000900000-9d1902d4d59212d80917	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Paxilline 20V, Negative-QTOF	splash10-0159-3003900000-65a27849e60aa5a8e142	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Paxilline 40V, Negative-QTOF	splash10-0159-2219000000-c067ab4edf80e9e85544	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Paxilline 10V, Positive-QTOF	splash10-000i-0000900000-15fdca6514c1052e9397	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Paxilline 20V, Positive-QTOF	splash10-00ks-1409600000-5078e98170a40d2d2685	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Paxilline 40V, Positive-QTOF	splash10-00lr-1934100000-5186248ff5660206fe7a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Paxilline 10V, Negative-QTOF	splash10-001i-0000900000-246369f612a37e64e9f1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Paxilline 20V, Negative-QTOF	splash10-001i-0002900000-d0c035da6792df05cefb	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Paxilline 40V, Negative-QTOF	splash10-00lr-5407900000-882625dd776b6d818367	2021-09-23	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Paxilline

METLIN ID

Not Available

PubChem Compound

105008

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 Paxilline (HMDB0030323)

MOL for HMDB0030323 (Paxilline)

3D MOL for HMDB0030323 (Paxilline)

3D SDF for HMDB0030323 (Paxilline)

3D-SDF for HMDB0030323 (Paxilline)

PDB for HMDB0030323 (Paxilline)

3D PDB for HMDB0030323 (Paxilline)

SMILES for HMDB0030323 (Paxilline)

INCHI for HMDB0030323 (Paxilline)

Structure for HMDB0030323 (Paxilline)

3D Structure for HMDB0030323 (Paxilline)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra