Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:13:16 UTC

Update Date

2022-03-07 02:53:43 UTC

HMDB ID

HMDB0033489

Secondary Accession Numbers

HMDB33489

Metabolite Identification

Common Name

Isoaurasperone A

Description

Isoaurasperone A belongs to the class of organic compounds known as naphthopyranones. Naphthopyranones are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system. Based on a literature review very few articles have been published on Isoaurasperone A.

Structure

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

  Mrv0541 05061307082D          

 42 47  0  0  0  0            999 V2000
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13  1  1  0  0  0  0
 13  7  2  0  0  0  0
 14  2  1  0  0  0  0
 14  8  2  0  0  0  0
 15  9  2  0  0  0  0
 15 10  1  0  0  0  0
 16 11  2  0  0  0  0
 16 12  1  0  0  0  0
 17 11  1  0  0  0  0
 18  7  1  0  0  0  0
 19  8  1  0  0  0  0
 20 12  2  0  0  0  0
 21  9  1  0  0  0  0
 22 10  2  0  0  0  0
 23 15  1  0  0  0  0
 24 17  2  0  0  0  0
 24 20  1  0  0  0  0
 25 17  1  0  0  0  0
 26 18  1  0  0  0  0
 26 22  1  0  0  0  0
 27 19  1  0  0  0  0
 28 21  2  0  0  0  0
 28 25  1  0  0  0  0
 29 23  2  0  0  0  0
 29 28  1  0  0  0  0
 30 23  1  0  0  0  0
 30 26  2  0  0  0  0
 31 24  1  0  0  0  0
 31 27  2  0  0  0  0
 32 25  2  0  0  0  0
 32 27  1  0  0  0  0
 33 18  2  0  0  0  0
 34 19  2  0  0  0  0
 35 20  1  0  0  0  0
 36 29  1  0  0  0  0
 37  3  1  0  0  0  0
 37 16  1  0  0  0  0
 38  4  1  0  0  0  0
 38 21  1  0  0  0  0
 39  5  1  0  0  0  0
 39 30  1  0  0  0  0
 40  6  1  0  0  0  0
 40 31  1  0  0  0  0
 41 13  1  0  0  0  0
 41 22  1  0  0  0  0
 42 14  1  0  0  0  0
 42 32  1  0  0  0  0
M  END

HMDB0033489
     RDKit          3D
Isoaurasperone A
 68 73  0  0  0  0  0  0  0  0999 V2000
   -1.0185    4.4446   -1.4581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3706    4.1054   -1.5012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8879    2.9130   -1.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2266    2.6045   -1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7372    1.4126   -0.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0914    1.1216   -0.6615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8947    0.4845   -0.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3610   -0.7441    0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7124   -1.0133    0.3828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2252   -1.6190   -0.7661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4734   -1.6377    1.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8853   -2.8437    1.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0992   -3.1363    1.5103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9478   -3.7176    2.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6197   -3.3540    2.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5886   -4.2418    2.7166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2664   -2.2053    1.6372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1143   -1.3590    1.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7027   -0.1506    0.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2862    0.1690    0.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2341    0.8217    1.7349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5942    1.2071    2.8334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0254    1.8740    3.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5718    1.1160    1.7769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3864    0.7522    0.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7309    1.0495    0.7359 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5838    0.7199   -0.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8666    1.0538   -0.1931 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7185    0.7707   -1.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1750    1.1493   -1.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2686    0.1119   -2.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9441   -0.2545   -2.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5217   -0.8524   -3.4196 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0568    0.0591   -1.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7025   -0.2705   -1.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2642   -0.9369   -2.5760 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2731   -2.3119   -2.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8923    0.0823   -0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5414   -0.1871   -0.3873 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0220   -0.8597   -1.5215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5446    0.7842    0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0538    1.9982   -0.4724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7616    4.6524   -0.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8373    5.3882   -2.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3695    3.6381   -1.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9349    3.3001   -1.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7115    1.7953   -1.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2913   -1.2917   -0.8786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6331   -1.3490   -1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2682   -2.7151   -0.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3250   -4.6473    2.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3423   -4.2724    2.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9293   -5.2932    2.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3227   -3.9175    3.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125    2.0889    4.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4105    2.8299    3.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7776    1.2371    4.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0017    1.6317    2.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1318    1.5673    1.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5159    0.7555   -0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7309    0.5657   -1.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3058    2.2354   -1.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9905   -0.1223   -3.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0794   -2.8430   -2.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3425   -2.8383   -2.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4637   -2.5584   -3.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9561   -1.0937   -1.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9663    2.1466   -0.3796 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  1  0
 35 38  1  0
 38 39  2  0
 39 40  1  0
 19 41  1  0
 41 42  2  0
 42  3  1  0
 41  7  1  0
 18 11  1  0
 39 20  1  0
 38 25  1  0
 34 27  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  4 46  1  0
  6 47  1  0
 10 48  1  0
 10 49  1  0
 10 50  1  0
 14 51  1  0
 16 52  1  0
 16 53  1  0
 16 54  1  0
 23 55  1  0
 23 56  1  0
 23 57  1  0
 24 58  1  0
 26 59  1  0
 30 60  1  0
 30 61  1  0
 30 62  1  0
 31 63  1  0
 37 64  1  0
 37 65  1  0
 37 66  1  0
 40 67  1  0
 42 68  1  0
M  END

  Mrv0541 05061307082D          

 42 47  0  0  0  0            999 V2000
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 13  1  1  0  0  0  0
 13  7  2  0  0  0  0
 14  2  1  0  0  0  0
 14  8  2  0  0  0  0
 15  9  2  0  0  0  0
 15 10  1  0  0  0  0
 16 11  2  0  0  0  0
 16 12  1  0  0  0  0
 17 11  1  0  0  0  0
 18  7  1  0  0  0  0
 19  8  1  0  0  0  0
 20 12  2  0  0  0  0
 21  9  1  0  0  0  0
 22 10  2  0  0  0  0
 23 15  1  0  0  0  0
 24 17  2  0  0  0  0
 24 20  1  0  0  0  0
 25 17  1  0  0  0  0
 26 18  1  0  0  0  0
 26 22  1  0  0  0  0
 27 19  1  0  0  0  0
 28 21  2  0  0  0  0
 28 25  1  0  0  0  0
 29 23  2  0  0  0  0
 29 28  1  0  0  0  0
 30 23  1  0  0  0  0
 30 26  2  0  0  0  0
 31 24  1  0  0  0  0
 31 27  2  0  0  0  0
 32 25  2  0  0  0  0
 32 27  1  0  0  0  0
 33 18  2  0  0  0  0
 34 19  2  0  0  0  0
 35 20  1  0  0  0  0
 36 29  1  0  0  0  0
 37  3  1  0  0  0  0
 37 16  1  0  0  0  0
 38  4  1  0  0  0  0
 38 21  1  0  0  0  0
 39  5  1  0  0  0  0
 39 30  1  0  0  0  0
 40  6  1  0  0  0  0
 40 31  1  0  0  0  0
 41 13  1  0  0  0  0
 41 22  1  0  0  0  0
 42 14  1  0  0  0  0
 42 32  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033489

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C(O)=C1)C(OC)=C1C(=O)C=C(C)OC1=C2C1=C(OC)C=C2C=C3OC(C)=CC(=O)C3=C(OC)C2=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C32H26O10/c1-13-7-18(33)26-22(41-13)10-15-9-21(38-4)28(29(36)23(15)30(26)39-5)25-17-11-16(37-3)12-20(35)24(17)31(40-6)27-19(34)8-14(2)42-32(25)27/h7-12,35-36H,1-6H3

> <INCHI_KEY>
LQQLPCZPXCJFRH-UHFFFAOYSA-N

> <FORMULA>
C32H26O10

> <MOLECULAR_WEIGHT>
570.5428

> <EXACT_MASS>
570.152597052

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_AVERAGE_POLARIZABILITY>
59.188728334276504

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
6-hydroxy-10-{6-hydroxy-5,8-dimethoxy-2-methyl-4-oxo-4H-benzo[g]chromen-7-yl}-5,8-dimethoxy-2-methyl-4H-benzo[g]chromen-4-one

> <ALOGPS_LOGP>
4.24

> <JCHEM_LOGP>
4.158223892

> <ALOGPS_LOGS>
-5.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
8.444875070884097

> <JCHEM_PKA_STRONGEST_ACIDIC>
7.768841772883765

> <JCHEM_PKA_STRONGEST_BASIC>
-4.283493765656163

> <JCHEM_POLAR_SURFACE_AREA>
129.98000000000002

> <JCHEM_REFRACTIVITY>
156.00759999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.32e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
6-hydroxy-10-{6-hydroxy-5,8-dimethoxy-2-methyl-4-oxobenzo[g]chromen-7-yl}-5,8-dimethoxy-2-methylbenzo[g]chromen-4-one

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033489
     RDKit          3D
Isoaurasperone A
 68 73  0  0  0  0  0  0  0  0999 V2000
   -1.0185    4.4446   -1.4581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3706    4.1054   -1.5012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8879    2.9130   -1.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2266    2.6045   -1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7372    1.4126   -0.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0914    1.1216   -0.6615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8947    0.4845   -0.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3610   -0.7441    0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7124   -1.0133    0.3828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2252   -1.6190   -0.7661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4734   -1.6377    1.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8853   -2.8437    1.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0992   -3.1363    1.5103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9478   -3.7176    2.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6197   -3.3540    2.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5886   -4.2418    2.7166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2664   -2.2053    1.6372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1143   -1.3590    1.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7027   -0.1506    0.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2862    0.1690    0.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2341    0.8217    1.7349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5942    1.2071    2.8334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0254    1.8740    3.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5718    1.1160    1.7769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3864    0.7522    0.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7309    1.0495    0.7359 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5838    0.7199   -0.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8666    1.0538   -0.1931 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7185    0.7707   -1.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1750    1.1493   -1.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2686    0.1119   -2.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9441   -0.2545   -2.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5217   -0.8524   -3.4196 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0568    0.0591   -1.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7025   -0.2705   -1.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2642   -0.9369   -2.5760 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2731   -2.3119   -2.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8923    0.0823   -0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5414   -0.1871   -0.3873 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0220   -0.8597   -1.5215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5446    0.7842    0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0538    1.9982   -0.4724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7616    4.6524   -0.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8373    5.3882   -2.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3695    3.6381   -1.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9349    3.3001   -1.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7115    1.7953   -1.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2913   -1.2917   -0.8786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6331   -1.3490   -1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2682   -2.7151   -0.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3250   -4.6473    2.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3423   -4.2724    2.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9293   -5.2932    2.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3227   -3.9175    3.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125    2.0889    4.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4105    2.8299    3.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7776    1.2371    4.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0017    1.6317    2.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1318    1.5673    1.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5159    0.7555   -0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7309    0.5657   -1.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3058    2.2354   -1.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9905   -0.1223   -3.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0794   -2.8430   -2.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3425   -2.8383   -2.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4637   -2.5584   -3.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9561   -1.0937   -1.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9663    2.1466   -0.3796 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  1  0
 35 38  1  0
 38 39  2  0
 39 40  1  0
 19 41  1  0
 41 42  2  0
 42  3  1  0
 41  7  1  0
 18 11  1  0
 39 20  1  0
 38 25  1  0
 34 27  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  4 46  1  0
  6 47  1  0
 10 48  1  0
 10 49  1  0
 10 50  1  0
 14 51  1  0
 16 52  1  0
 16 53  1  0
 16 54  1  0
 23 55  1  0
 23 56  1  0
 23 57  1  0
 24 58  1  0
 26 59  1  0
 30 60  1  0
 30 61  1  0
 30 62  1  0
 31 63  1  0
 37 64  1  0
 37 65  1  0
 37 66  1  0
 40 67  1  0
 42 68  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       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -4.620   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0       0.000  -4.620   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       2.667   6.160   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       8.002   6.160   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0       2.667   0.000   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      10.669   1.540   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       8.002   0.000   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       4.001  -6.930   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0       2.667   1.540   0.000  0.00  0.00           O+0
CONECT    1   13                                                            
CONECT    2   14                                                            
CONECT    3   37                                                            
CONECT    4   38                                                            
CONECT    5   39                                                            
CONECT    6   40                                                            
CONECT    7   13   18                                                       
CONECT    8   14   19                                                       
CONECT    9   15   21                                                       
CONECT   10   15   22                                                       
CONECT   11   16   17                                                       
CONECT   12   16   20                                                       
CONECT   13    1    7   41                                                  
CONECT   14    2    8   42                                                  
CONECT   15    9   10   23                                                  
CONECT   16   11   12   37                                                  
CONECT   17   11   24   25                                                  
CONECT   18    7   26   33                                                  
CONECT   19    8   27   34                                                  
CONECT   20   12   24   35                                                  
CONECT   21    9   28   38                                                  
CONECT   22   10   26   41                                                  
CONECT   23   15   29   30                                                  
CONECT   24   17   20   31                                                  
CONECT   25   17   28   32                                                  
CONECT   26   18   22   30                                                  
CONECT   27   19   31   32                                                  
CONECT   28   21   25   29                                                  
CONECT   29   23   28   36                                                  
CONECT   30   23   26   39                                                  
CONECT   31   24   27   40                                                  
CONECT   32   25   27   42                                                  
CONECT   33   18                                                            
CONECT   34   19                                                            
CONECT   35   20                                                            
CONECT   36   29                                                            
CONECT   37    3   16                                                       
CONECT   38    4   21                                                       
CONECT   39    5   30                                                       
CONECT   40    6   31                                                       
CONECT   41   13   22                                                       
CONECT   42   14   32                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   94    0
END

COMPND    HMDB0033489
HETATM    1  C1  UNL     1      -1.018   4.445  -1.458  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.371   4.105  -1.501  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.888   2.913  -1.023  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.227   2.605  -1.078  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.737   1.413  -0.599  1.00  0.00           C  
HETATM    6  O2  UNL     1      -6.091   1.122  -0.662  1.00  0.00           O  
HETATM    7  C5  UNL     1      -3.895   0.484  -0.042  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.361  -0.744   0.468  1.00  0.00           C  
HETATM    9  O3  UNL     1      -5.712  -1.013   0.383  1.00  0.00           O  
HETATM   10  C7  UNL     1      -6.225  -1.619  -0.766  1.00  0.00           C  
HETATM   11  C8  UNL     1      -3.473  -1.638   1.029  1.00  0.00           C  
HETATM   12  C9  UNL     1      -3.885  -2.844   1.548  1.00  0.00           C  
HETATM   13  O4  UNL     1      -5.099  -3.136   1.510  1.00  0.00           O  
HETATM   14  C10 UNL     1      -2.948  -3.718   2.110  1.00  0.00           C  
HETATM   15  C11 UNL     1      -1.620  -3.354   2.135  1.00  0.00           C  
HETATM   16  C12 UNL     1      -0.589  -4.242   2.717  1.00  0.00           C  
HETATM   17  O5  UNL     1      -1.266  -2.205   1.637  1.00  0.00           O  
HETATM   18  C13 UNL     1      -2.114  -1.359   1.103  1.00  0.00           C  
HETATM   19  C14 UNL     1      -1.703  -0.151   0.591  1.00  0.00           C  
HETATM   20  C15 UNL     1      -0.286   0.169   0.652  1.00  0.00           C  
HETATM   21  C16 UNL     1       0.234   0.822   1.735  1.00  0.00           C  
HETATM   22  O6  UNL     1      -0.594   1.207   2.833  1.00  0.00           O  
HETATM   23  C17 UNL     1      -0.025   1.874   3.925  1.00  0.00           C  
HETATM   24  C18 UNL     1       1.572   1.116   1.777  1.00  0.00           C  
HETATM   25  C19 UNL     1       2.386   0.752   0.728  1.00  0.00           C  
HETATM   26  C20 UNL     1       3.731   1.050   0.736  1.00  0.00           C  
HETATM   27  C21 UNL     1       4.584   0.720  -0.296  1.00  0.00           C  
HETATM   28  O7  UNL     1       5.867   1.054  -0.193  1.00  0.00           O  
HETATM   29  C22 UNL     1       6.718   0.771  -1.136  1.00  0.00           C  
HETATM   30  C23 UNL     1       8.175   1.149  -1.020  1.00  0.00           C  
HETATM   31  C24 UNL     1       6.269   0.112  -2.257  1.00  0.00           C  
HETATM   32  C25 UNL     1       4.944  -0.254  -2.405  1.00  0.00           C  
HETATM   33  O8  UNL     1       4.522  -0.852  -3.420  1.00  0.00           O  
HETATM   34  C26 UNL     1       4.057   0.059  -1.384  1.00  0.00           C  
HETATM   35  C27 UNL     1       2.702  -0.271  -1.449  1.00  0.00           C  
HETATM   36  O9  UNL     1       2.264  -0.937  -2.576  1.00  0.00           O  
HETATM   37  C28 UNL     1       2.273  -2.312  -2.789  1.00  0.00           C  
HETATM   38  C29 UNL     1       1.892   0.082  -0.396  1.00  0.00           C  
HETATM   39  C30 UNL     1       0.541  -0.187  -0.387  1.00  0.00           C  
HETATM   40  O10 UNL     1       0.022  -0.860  -1.522  1.00  0.00           O  
HETATM   41  C31 UNL     1      -2.545   0.784   0.020  1.00  0.00           C  
HETATM   42  C32 UNL     1      -2.054   1.998  -0.472  1.00  0.00           C  
HETATM   43  H1  UNL     1      -0.762   4.652  -0.389  1.00  0.00           H  
HETATM   44  H2  UNL     1      -0.837   5.388  -2.011  1.00  0.00           H  
HETATM   45  H3  UNL     1      -0.370   3.638  -1.871  1.00  0.00           H  
HETATM   46  H4  UNL     1      -4.935   3.300  -1.507  1.00  0.00           H  
HETATM   47  H5  UNL     1      -6.711   1.795  -1.067  1.00  0.00           H  
HETATM   48  H6  UNL     1      -7.291  -1.292  -0.879  1.00  0.00           H  
HETATM   49  H7  UNL     1      -5.633  -1.349  -1.686  1.00  0.00           H  
HETATM   50  H8  UNL     1      -6.268  -2.715  -0.779  1.00  0.00           H  
HETATM   51  H9  UNL     1      -3.325  -4.647   2.501  1.00  0.00           H  
HETATM   52  H10 UNL     1       0.342  -4.272   2.112  1.00  0.00           H  
HETATM   53  H11 UNL     1      -0.929  -5.293   2.823  1.00  0.00           H  
HETATM   54  H12 UNL     1      -0.323  -3.917   3.761  1.00  0.00           H  
HETATM   55  H13 UNL     1      -0.812   2.089   4.651  1.00  0.00           H  
HETATM   56  H14 UNL     1       0.411   2.830   3.573  1.00  0.00           H  
HETATM   57  H15 UNL     1       0.778   1.237   4.348  1.00  0.00           H  
HETATM   58  H16 UNL     1       2.002   1.632   2.623  1.00  0.00           H  
HETATM   59  H17 UNL     1       4.132   1.567   1.597  1.00  0.00           H  
HETATM   60  H18 UNL     1       8.516   0.755  -0.034  1.00  0.00           H  
HETATM   61  H19 UNL     1       8.731   0.566  -1.782  1.00  0.00           H  
HETATM   62  H20 UNL     1       8.306   2.235  -1.121  1.00  0.00           H  
HETATM   63  H21 UNL     1       6.990  -0.122  -3.044  1.00  0.00           H  
HETATM   64  H22 UNL     1       3.079  -2.843  -2.236  1.00  0.00           H  
HETATM   65  H23 UNL     1       1.343  -2.838  -2.544  1.00  0.00           H  
HETATM   66  H24 UNL     1       2.464  -2.558  -3.869  1.00  0.00           H  
HETATM   67  H25 UNL     1      -0.956  -1.094  -1.597  1.00  0.00           H  
HETATM   68  H26 UNL     1      -0.966   2.147  -0.380  1.00  0.00           H  
CONECT    1    2   43   44   45
CONECT    2    3
CONECT    3    4    4   42
CONECT    4    5   46
CONECT    5    6    7    7
CONECT    6   47
CONECT    7    8   41
CONECT    8    9   11   11
CONECT    9   10
CONECT   10   48   49   50
CONECT   11   12   18
CONECT   12   13   13   14
CONECT   14   15   15   51
CONECT   15   16   17
CONECT   16   52   53   54
CONECT   17   18
CONECT   18   19   19
CONECT   19   20   41
CONECT   20   21   21   39
CONECT   21   22   24
CONECT   22   23
CONECT   23   55   56   57
CONECT   24   25   25   58
CONECT   25   26   38
CONECT   26   27   27   59
CONECT   27   28   34
CONECT   28   29
CONECT   29   30   31   31
CONECT   30   60   61   62
CONECT   31   32   63
CONECT   32   33   33   34
CONECT   34   35   35
CONECT   35   36   38
CONECT   36   37
CONECT   37   64   65   66
CONECT   38   39   39
CONECT   39   40
CONECT   40   67
CONECT   41   42   42
CONECT   42   68
END

HMDB0033489
     RDKit          3D
Isoaurasperone A
 68 73  0  0  0  0  0  0  0  0999 V2000
   -1.0185    4.4446   -1.4581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3706    4.1054   -1.5012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8879    2.9130   -1.0226 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2266    2.6045   -1.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7372    1.4126   -0.5987 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0914    1.1216   -0.6615 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8947    0.4845   -0.0419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3610   -0.7441    0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7124   -1.0133    0.3828 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2252   -1.6190   -0.7661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4734   -1.6377    1.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8853   -2.8437    1.5481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0992   -3.1363    1.5103 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9478   -3.7176    2.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6197   -3.3540    2.1354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5886   -4.2418    2.7166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2664   -2.2053    1.6372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1143   -1.3590    1.1028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7027   -0.1506    0.5908 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2862    0.1690    0.6522 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2341    0.8217    1.7349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5942    1.2071    2.8334 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0254    1.8740    3.9249 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5718    1.1160    1.7769 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3864    0.7522    0.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7309    1.0495    0.7359 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5838    0.7199   -0.2957 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8666    1.0538   -0.1931 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7185    0.7707   -1.1358 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1750    1.1493   -1.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2686    0.1119   -2.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9441   -0.2545   -2.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5217   -0.8524   -3.4196 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0568    0.0591   -1.3843 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7025   -0.2705   -1.4490 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2642   -0.9369   -2.5760 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2731   -2.3119   -2.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8923    0.0823   -0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5414   -0.1871   -0.3873 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0220   -0.8597   -1.5215 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5446    0.7842    0.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0538    1.9982   -0.4724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7616    4.6524   -0.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8373    5.3882   -2.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3695    3.6381   -1.8714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9349    3.3001   -1.5072 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7115    1.7953   -1.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2913   -1.2917   -0.8786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6331   -1.3490   -1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2682   -2.7151   -0.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3250   -4.6473    2.5006 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3423   -4.2724    2.1118 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9293   -5.2932    2.8234 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3227   -3.9175    3.7610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8125    2.0889    4.6508 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4105    2.8299    3.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7776    1.2371    4.3479 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0017    1.6317    2.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1318    1.5673    1.5969 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5159    0.7555   -0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7309    0.5657   -1.7817 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3058    2.2354   -1.1210 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9905   -0.1223   -3.0444 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0794   -2.8430   -2.2359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3425   -2.8383   -2.5441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4637   -2.5584   -3.8694 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9561   -1.0937   -1.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9663    2.1466   -0.3796 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  1  0
  5  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  8 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  1  0
 21 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 29 31  2  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  1  0
 35 38  1  0
 38 39  2  0
 39 40  1  0
 19 41  1  0
 41 42  2  0
 42  3  1  0
 41  7  1  0
 18 11  1  0
 39 20  1  0
 38 25  1  0
 34 27  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  4 46  1  0
  6 47  1  0
 10 48  1  0
 10 49  1  0
 10 50  1  0
 14 51  1  0
 16 52  1  0
 16 53  1  0
 16 54  1  0
 23 55  1  0
 23 56  1  0
 23 57  1  0
 24 58  1  0
 26 59  1  0
 30 60  1  0
 30 61  1  0
 30 62  1  0
 31 63  1  0
 37 64  1  0
 37 65  1  0
 37 66  1  0
 40 67  1  0
 42 68  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Isoaurasperone	HMDB

Chemical Formula

C₃₂H₂₆O₁₀

Average Molecular Weight

570.5428

Monoisotopic Molecular Weight

570.152597052

IUPAC Name

6-hydroxy-10-{6-hydroxy-5,8-dimethoxy-2-methyl-4-oxo-4H-benzo[g]chromen-7-yl}-5,8-dimethoxy-2-methyl-4H-benzo[g]chromen-4-one

Traditional Name

6-hydroxy-10-{6-hydroxy-5,8-dimethoxy-2-methyl-4-oxobenzo[g]chromen-7-yl}-5,8-dimethoxy-2-methylbenzo[g]chromen-4-one

CAS Registry Number

71695-22-2

SMILES

COC1=CC2=C(C(O)=C1)C(OC)=C1C(=O)C=C(C)OC1=C2C1=C(OC)C=C2C=C3OC(C)=CC(=O)C3=C(OC)C2=C1O

InChI Identifier

InChI=1S/C32H26O10/c1-13-7-18(33)26-22(41-13)10-15-9-21(38-4)28(29(36)23(15)30(26)39-5)25-17-11-16(37-3)12-20(35)24(17)31(40-6)27-19(34)8-14(2)42-32(25)27/h7-12,35-36H,1-6H3

InChI Key

LQQLPCZPXCJFRH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as naphthopyranones. Naphthopyranones are compounds containing a naphthopyran skeleton where a ring carbon bears a carboxylic acid group. Naphthtopyran is made up of the pyran ring fused to a naphthalene ring system.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Naphthopyrans

Sub Class

Naphthopyranones

Direct Parent

Naphthopyranones

Alternative Parents

Substituents

Naphthopyranone
Chromone
1-naphthol
Benzopyran
Naphthalene
1-benzopyran
Anisole
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Alkyl aryl ether
Pyranone
Benzenoid
Pyran
Heteroaromatic compound
Vinylogous ester
Oxacycle
Ether
Organic oxygen compound
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

Cellular substructure

Membrane (HMDB: HMDB0033489)
Cell membrane (HMDB: HMDB0033489)

Source

Exogenous

Exogenous (HMDB: HMDB0033489)

Food

Food (HMDB: HMDB0033489)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033489)

Environmental role

Environmental contaminant (HMDB: HMDB0033489)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	198 - 203 °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	0.0033 g/L	ALOGPS
logP	4.24	ALOGPS
logP	4.16	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	7.77	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	129.98 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	156.01 m³·mol⁻¹	ChemAxon
Polarizability	59.19 Å³	ChemAxon
Number of Rings	6	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	232.689	31661259
DarkChem	[M-H]-	232.286	31661259
DeepCCS	[M+H]+	222.992	30932474
DeepCCS	[M-H]-	220.92	30932474
DeepCCS	[M-2H]-	254.16	30932474
DeepCCS	[M+Na]+	228.835	30932474
AllCCS	[M+H]+	234.0	32859911
AllCCS	[M+H-H2O]+	232.1	32859911
AllCCS	[M+NH4]+	235.8	32859911
AllCCS	[M+Na]+	236.2	32859911
AllCCS	[M-H]-	224.9	32859911
AllCCS	[M+Na-2H]-	225.8	32859911
AllCCS	[M+HCOO]-	227.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isoaurasperone A	COC1=CC2=C(C(O)=C1)C(OC)=C1C(=O)C=C(C)OC1=C2C1=C(OC)C=C2C=C3OC(C)=CC(=O)C3=C(OC)C2=C1O	6760.0	Standard polar	33892256
Isoaurasperone A	COC1=CC2=C(C(O)=C1)C(OC)=C1C(=O)C=C(C)OC1=C2C1=C(OC)C=C2C=C3OC(C)=CC(=O)C3=C(OC)C2=C1O	4470.3	Standard non polar	33892256
Isoaurasperone A	COC1=CC2=C(C(O)=C1)C(OC)=C1C(=O)C=C(C)OC1=C2C1=C(OC)C=C2C=C3OC(C)=CC(=O)C3=C(OC)C2=C1O	4949.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isoaurasperone A,1TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C2C(OC)=C3C(=O)C=C(C)OC3=C(C3=C(OC)C=C4C=C5OC(C)=CC(=O)C5=C(OC)C4=C3O)C2=C1	5006.0	Semi standard non polar	33892256
Isoaurasperone A,1TMS,isomer #2	COC1=CC(O)=C2C(OC)=C3C(=O)C=C(C)OC3=C(C3=C(OC)C=C4C=C5OC(C)=CC(=O)C5=C(OC)C4=C3O[Si](C)(C)C)C2=C1	5012.6	Semi standard non polar	33892256
Isoaurasperone A,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C2C(OC)=C3C(=O)C=C(C)OC3=C(C3=C(OC)C=C4C=C5OC(C)=CC(=O)C5=C(OC)C4=C3O[Si](C)(C)C)C2=C1	4858.2	Semi standard non polar	33892256
Isoaurasperone A,1TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(OC)=C3C(=O)C=C(C)OC3=C(C3=C(OC)C=C4C=C5OC(C)=CC(=O)C5=C(OC)C4=C3O)C2=C1	5151.7	Semi standard non polar	33892256
Isoaurasperone A,1TBDMS,isomer #2	COC1=CC(O)=C2C(OC)=C3C(=O)C=C(C)OC3=C(C3=C(OC)C=C4C=C5OC(C)=CC(=O)C5=C(OC)C4=C3O[Si](C)(C)C(C)(C)C)C2=C1	5161.1	Semi standard non polar	33892256
Isoaurasperone A,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(OC)=C3C(=O)C=C(C)OC3=C(C3=C(OC)C=C4C=C5OC(C)=CC(=O)C5=C(OC)C4=C3O[Si](C)(C)C(C)(C)C)C2=C1	5219.7	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 - Isoaurasperone A GC-MS (Non-derivatized) - 70eV, Positive	splash10-054o-0000090000-8ad373b0b25101a17f90	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoaurasperone A GC-MS (1 TMS) - 70eV, Positive	splash10-00b9-2000059000-9767f58df46dbe431f05	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoaurasperone A GC-MS ("Isoaurasperone A,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoaurasperone A GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoaurasperone A GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoaurasperone A GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoaurasperone A GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoaurasperone A GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-15	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 - Isoaurasperone A 10V, Positive-QTOF	splash10-00di-0000090000-c4df6bed46d158879b03	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoaurasperone A 20V, Positive-QTOF	splash10-0fki-0000090000-c38370e670c959d2d873	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoaurasperone A 40V, Positive-QTOF	splash10-05bb-0000490000-937741cc959005727772	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoaurasperone A 10V, Negative-QTOF	splash10-014i-0000090000-0516e88e0d69f796fb5e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoaurasperone A 20V, Negative-QTOF	splash10-0gb9-0000090000-d8928ff9753512b12b1b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoaurasperone A 40V, Negative-QTOF	splash10-022i-1000490000-b6b2016520abae7cd3ed	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoaurasperone A 10V, Positive-QTOF	splash10-00di-0000090000-19d2aaec626c05e425d8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoaurasperone A 20V, Positive-QTOF	splash10-00di-0000090000-c311d0e4ebaafb7310db	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoaurasperone A 40V, Positive-QTOF	splash10-052u-0000190000-1a55f6f6e8e386d21e25	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoaurasperone A 10V, Negative-QTOF	splash10-014i-0000090000-d0c1e2d0c0af858f93c7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoaurasperone A 20V, Negative-QTOF	splash10-014i-0000090000-d0c1e2d0c0af858f93c7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoaurasperone A 40V, Negative-QTOF	splash10-0a4i-1000590000-ef35554dfd011ca3b08d	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB011536

KNApSAcK ID

Not Available

Chemspider ID

30777011

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

101419810

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 Isoaurasperone A (HMDB0033489)

MOL for HMDB0033489 (Isoaurasperone A)

3D MOL for HMDB0033489 (Isoaurasperone A)

3D SDF for HMDB0033489 (Isoaurasperone A)

3D-SDF for HMDB0033489 (Isoaurasperone A)

PDB for HMDB0033489 (Isoaurasperone A)

3D PDB for HMDB0033489 (Isoaurasperone A)

SMILES for HMDB0033489 (Isoaurasperone A)

INCHI for HMDB0033489 (Isoaurasperone A)

Structure for HMDB0033489 (Isoaurasperone A)

3D Structure for HMDB0033489 (Isoaurasperone A)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra