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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 18:13:13 UTC

Update Date

2022-03-07 02:53:43 UTC

HMDB ID

HMDB0033488

Secondary Accession Numbers

HMDB33488

Metabolite Identification

Common Name

Aurasperone D

Description

Aurasperone D 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. Aurasperone D has been detected, but not quantified in, mangos (Mangifera indica). This could make aurasperone D a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Aurasperone D.

Structure

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

Aurasperone D
  Mrv1652309241723482D          

 41 46  0  0  0  0            999 V2000
   12.8983   -9.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8983   -8.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6158   -7.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6158   -9.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3290   -9.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3253   -8.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0352   -7.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0423   -9.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7562   -9.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7487   -8.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4588   -7.8683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1764   -8.2758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1838   -9.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4736   -9.5155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0457  -10.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0336   -7.0488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6176   -7.0519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4515   -7.0427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7614  -10.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3378  -11.5919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3342  -10.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0510  -11.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7616  -11.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4795  -11.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0583  -12.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7761  -13.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4847  -12.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2454  -13.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2148  -14.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5062  -14.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7869  -14.0555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9143  -12.7889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5170  -15.2817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1921  -11.5711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4756  -10.3425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6178  -10.3525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1828   -9.5296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9031   -9.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9029  -10.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1929  -10.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4669   -9.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
 15 19  2  0  0  0  0
 19 23  1  0  0  0  0
 22 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 15  1  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  6  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 27  1  0  0  0  0
 26 25  1  0  0  0  0
 25 22  2  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14  9  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 26  1  0  0  0  0
  5  6  1  0  0  0  0
 28 32  2  0  0  0  0
  8 15  1  0  0  0  0
 30 33  1  0  0  0  0
  6  7  2  0  0  0  0
 24 34  1  0  0  0  0
  7 16  1  0  0  0  0
 19 35  1  0  0  0  0
  7 10  1  0  0  0  0
 21 36  1  0  0  0  0
  3 17  1  0  0  0  0
  1 37  1  0  0  0  0
  9  8  1  0  0  0  0
 13 38  1  0  0  0  0
 11 18  2  0  0  0  0
 36 39  1  0  0  0  0
  8  5  2  0  0  0  0
 35 40  1  0  0  0  0
  5  4  1  0  0  0  0
 37 41  1  0  0  0  0
M  END

HMDB0033488
     RDKit          3D
Aurasperone D
 65 70  0  0  0  0  0  0  0  0999 V2000
   -2.6335    5.2636   -1.9330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0254    4.0478   -1.6125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6547    2.9360   -1.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0109    2.9088   -0.8612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6403    1.7902   -0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0019    1.7926   -0.1169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8690    0.6802   -0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5094   -0.4632    0.4130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8495   -0.3721    0.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7231   -1.5686    0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3034   -2.7132    1.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5132   -2.8548    1.4308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4635   -3.7814    1.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1241   -3.7047    1.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1917   -4.8365    1.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6292   -2.5958    0.6547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3610   -1.5283    0.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7219   -0.4295   -0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -0.3671   -0.3638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1757   -0.7411   -1.6139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7490   -1.1582   -2.5405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4766   -1.5738   -3.8489 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5174   -0.6845   -1.8825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3992   -0.2481   -0.8868 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7469   -0.1874   -1.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6386    0.2499   -0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9122    0.2931   -0.4627 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8199    0.6853    0.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2811    0.7194    0.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4417    1.0744    1.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1135    1.0495    2.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7486    1.3998    3.1604 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1894    0.6266    1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421    0.5733    1.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3112    0.9236    2.5697 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9672    0.1280    0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6072    0.0608    0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1269    0.4235    1.8269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0631   -0.4238    2.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5128    0.6828   -0.3422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8861    1.8226   -0.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9148    5.8901   -2.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5388    5.1625   -2.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9206    5.7871   -0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6280    3.7852   -1.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5497    2.5997   -0.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4552   -1.0323    0.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8299   -4.7303    1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6054   -5.0924    0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149   -5.7219    1.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5261   -4.6176    2.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1670   -2.4863   -3.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4666   -1.8069   -4.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0384   -0.7737   -4.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8876   -0.9731   -2.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0849   -0.4825   -2.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4736   -0.1327   -0.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8399    0.5689    0.9359 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5091    1.6626   -0.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1882    1.4042    2.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5997    1.2464    3.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0505   -0.9323    2.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0061    0.2022    3.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6922   -1.2286    3.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8217    1.8022   -1.0346 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
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  2  0
 34 35  1  0
 34 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  1  0
 18 40  1  0
 40 41  2  0
 41  3  1  0
 40  7  1  0
 17 10  1  0
 37 19  1  0
 36 24  1  0
 33 26  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  4 45  1  0
  6 46  1  0
  9 47  1  0
 13 48  1  0
 15 49  1  0
 15 50  1  0
 15 51  1  0
 22 52  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  0
 25 56  1  0
 29 57  1  0
 29 58  1  0
 29 59  1  0
 30 60  1  0
 35 61  1  0
 39 62  1  0
 39 63  1  0
 39 64  1  0
 41 65  1  0
M  END

Aurasperone D
  Mrv1652309241723482D          

 41 46  0  0  0  0            999 V2000
   12.8983   -9.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8983   -8.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6158   -7.8776    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6158   -9.5293    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3290   -9.1184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3253   -8.2926    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0352   -7.8746    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0423   -9.5261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7562   -9.1123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7487   -8.2887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4588   -7.8683    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1764   -8.2758    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1838   -9.0995    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4736   -9.5155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0457  -10.3519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0336   -7.0488    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6176   -7.0519    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4515   -7.0427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7614  -10.7601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3378  -11.5919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3342  -10.7662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0510  -11.9997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7616  -11.5834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4795  -11.9872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0583  -12.8239    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7761  -13.2317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4847  -12.8084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2454  -13.2130    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2148  -14.0369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5062  -14.4560    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7869  -14.0555    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9143  -12.7889    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5170  -15.2817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1921  -11.5711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4756  -10.3425    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6178  -10.3525    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1828   -9.5296    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9031   -9.5038    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9029  -10.7687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1929  -10.7548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4669   -9.1191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  4  1  2  0  0  0  0
 15 19  2  0  0  0  0
 19 23  1  0  0  0  0
 22 20  1  0  0  0  0
 20 21  2  0  0  0  0
 21 15  1  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  6  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 27  1  0  0  0  0
 26 25  1  0  0  0  0
 25 22  2  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14  9  1  0  0  0  0
 26 27  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 26  1  0  0  0  0
  5  6  1  0  0  0  0
 28 32  2  0  0  0  0
  8 15  1  0  0  0  0
 30 33  1  0  0  0  0
  6  7  2  0  0  0  0
 24 34  1  0  0  0  0
  7 16  1  0  0  0  0
 19 35  1  0  0  0  0
  7 10  1  0  0  0  0
 21 36  1  0  0  0  0
  3 17  1  0  0  0  0
  1 37  1  0  0  0  0
  9  8  1  0  0  0  0
 13 38  1  0  0  0  0
 11 18  2  0  0  0  0
 36 39  1  0  0  0  0
  8  5  2  0  0  0  0
 35 40  1  0  0  0  0
  5  4  1  0  0  0  0
 37 41  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0033488

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(C3=C(C(=O)C=C(C)O3)C(O)=C2C(O)=C1)C1=C(OC)C2=C(O)C3=C(OC(C)=CC3=O)C=C2C=C1OC

> <INCHI_IDENTIFIER>
InChI=1S/C31H24O10/c1-12-6-17(32)25-21(40-12)9-14-8-20(38-4)27(30(39-5)22(14)28(25)35)24-16-10-15(37-3)11-19(34)23(16)29(36)26-18(33)7-13(2)41-31(24)26/h6-11,34-36H,1-5H3

> <INCHI_KEY>
DVSATZLPJVYIRI-UHFFFAOYSA-N

> <FORMULA>
C31H24O10

> <MOLECULAR_WEIGHT>
556.5163

> <EXACT_MASS>
556.136946988

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
65

> <JCHEM_AVERAGE_POLARIZABILITY>
57.05341887831787

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
4.28

> <JCHEM_LOGP>
5.312329836

> <ALOGPS_LOGS>
-5.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
6

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
7.027431656017992

> <JCHEM_PKA_STRONGEST_ACIDIC>
6.418039847918959

> <JCHEM_PKA_STRONGEST_BASIC>
-4.388621986308992

> <JCHEM_POLAR_SURFACE_AREA>
140.98000000000002

> <JCHEM_REFRACTIVITY>
151.52530000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.54e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
aurasperone D

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0033488
     RDKit          3D
Aurasperone D
 65 70  0  0  0  0  0  0  0  0999 V2000
   -2.6335    5.2636   -1.9330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0254    4.0478   -1.6125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6547    2.9360   -1.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0109    2.9088   -0.8612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6403    1.7902   -0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0019    1.7926   -0.1169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8690    0.6802   -0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5094   -0.4632    0.4130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8495   -0.3721    0.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7231   -1.5686    0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3034   -2.7132    1.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5132   -2.8548    1.4308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4635   -3.7814    1.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1241   -3.7047    1.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1917   -4.8365    1.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6292   -2.5958    0.6547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3610   -1.5283    0.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7219   -0.4295   -0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -0.3671   -0.3638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1757   -0.7411   -1.6139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7490   -1.1582   -2.5405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4766   -1.5738   -3.8489 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5174   -0.6845   -1.8825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3992   -0.2481   -0.8868 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7469   -0.1874   -1.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6386    0.2499   -0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9122    0.2931   -0.4627 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8199    0.6853    0.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2811    0.7194    0.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4417    1.0744    1.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1135    1.0495    2.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7486    1.3998    3.1604 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1894    0.6266    1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421    0.5733    1.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3112    0.9236    2.5697 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9672    0.1280    0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6072    0.0608    0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1269    0.4235    1.8269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0631   -0.4238    2.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5128    0.6828   -0.3422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8861    1.8226   -0.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9148    5.8901   -2.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5388    5.1625   -2.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9206    5.7871   -0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6280    3.7852   -1.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5497    2.5997   -0.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4552   -1.0323    0.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8299   -4.7303    1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6054   -5.0924    0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149   -5.7219    1.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5261   -4.6176    2.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1670   -2.4863   -3.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4666   -1.8069   -4.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0384   -0.7737   -4.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8876   -0.9731   -2.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0849   -0.4825   -2.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4736   -0.1327   -0.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8399    0.5689    0.9359 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5091    1.6626   -0.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1882    1.4042    2.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5997    1.2464    3.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0505   -0.9323    2.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0061    0.2022    3.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6922   -1.2286    3.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8217    1.8022   -1.0346 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
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  2  0
 34 35  1  0
 34 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  1  0
 18 40  1  0
 40 41  2  0
 41  3  1  0
 40  7  1  0
 17 10  1  0
 37 19  1  0
 36 24  1  0
 33 26  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  4 45  1  0
  6 46  1  0
  9 47  1  0
 13 48  1  0
 15 49  1  0
 15 50  1  0
 15 51  1  0
 22 52  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  0
 25 56  1  0
 29 57  1  0
 29 58  1  0
 29 59  1  0
 30 60  1  0
 35 61  1  0
 39 62  1  0
 39 63  1  0
 39 64  1  0
 41 65  1  0
M  END

HEADER    PROTEIN                                 24-SEP-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Aurasperone D                                     
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-SEP-17         0                                  
HETATM    1  C   UNK     0      24.077 -17.021   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      24.077 -15.479   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      25.416 -14.705   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      25.416 -17.788   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      26.747 -17.021   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      26.741 -15.479   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      28.066 -14.699   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      28.079 -17.782   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      29.412 -17.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      29.398 -15.472   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.723 -14.687   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      32.063 -15.448   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      32.076 -16.986   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      30.751 -17.762   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      28.085 -19.324   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      28.063 -13.158   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      25.420 -13.164   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      30.709 -13.146   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      29.421 -20.086   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      26.764 -21.638   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      26.757 -20.097   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      28.095 -22.399   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      29.422 -21.622   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      30.762 -22.376   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      28.109 -23.938   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      29.449 -24.699   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      30.771 -23.909   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      32.191 -24.664   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      32.134 -26.202   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      30.812 -26.985   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      29.469 -26.237   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0      33.440 -23.873   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      30.832 -28.526   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      32.092 -21.599   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      30.754 -19.306   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      25.420 -19.325   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      22.741 -17.788   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      33.419 -17.740   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      24.085 -20.102   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      32.093 -20.076   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      21.405 -17.022   0.000  0.00  0.00           C+0
CONECT    1    4    2   37                                                  
CONECT    2    1    3                                                       
CONECT    3    2    6   17                                                  
CONECT    4    1    5                                                       
CONECT    5    6    8    4                                                  
CONECT    6    3    5    7                                                  
CONECT    7    6   16   10                                                  
CONECT    8   15    9    5                                                  
CONECT    9   10   14    8                                                  
CONECT   10    9   11    7                                                  
CONECT   11   10   12   18                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   38                                                  
CONECT   14   13    9                                                       
CONECT   15   19   21    8                                                  
CONECT   16    7                                                            
CONECT   17    3                                                            
CONECT   18   11                                                            
CONECT   19   15   23   35                                                  
CONECT   20   22   21                                                       
CONECT   21   20   15   36                                                  
CONECT   22   20   23   25                                                  
CONECT   23   19   22   24                                                  
CONECT   24   23   27   34                                                  
CONECT   25   26   22                                                       
CONECT   26   25   27   31                                                  
CONECT   27   24   26   28                                                  
CONECT   28   27   29   32                                                  
CONECT   29   28   30                                                       
CONECT   30   29   31   33                                                  
CONECT   31   30   26                                                       
CONECT   32   28                                                            
CONECT   33   30                                                            
CONECT   34   24                                                            
CONECT   35   19   40                                                       
CONECT   36   21   39                                                       
CONECT   37    1   41                                                       
CONECT   38   13                                                            
CONECT   39   36                                                            
CONECT   40   35                                                            
CONECT   41   37                                                            
MASTER        0    0    0    0    0    0    0    0   41    0   92    0
END

COMPND    HMDB0033488
HETATM    1  C1  UNL     1      -2.634   5.264  -1.933  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.025   4.048  -1.612  1.00  0.00           O  
HETATM    3  C2  UNL     1      -2.655   2.936  -1.110  1.00  0.00           C  
HETATM    4  C3  UNL     1      -4.011   2.909  -0.861  1.00  0.00           C  
HETATM    5  C4  UNL     1      -4.640   1.790  -0.356  1.00  0.00           C  
HETATM    6  O2  UNL     1      -6.002   1.793  -0.117  1.00  0.00           O  
HETATM    7  C5  UNL     1      -3.869   0.680  -0.102  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.509  -0.463   0.413  1.00  0.00           C  
HETATM    9  O3  UNL     1      -5.849  -0.372   0.617  1.00  0.00           O  
HETATM   10  C7  UNL     1      -3.723  -1.569   0.663  1.00  0.00           C  
HETATM   11  C8  UNL     1      -4.303  -2.713   1.168  1.00  0.00           C  
HETATM   12  O4  UNL     1      -5.513  -2.855   1.431  1.00  0.00           O  
HETATM   13  C9  UNL     1      -3.463  -3.781   1.395  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.124  -3.705   1.132  1.00  0.00           C  
HETATM   15  C11 UNL     1      -1.192  -4.836   1.365  1.00  0.00           C  
HETATM   16  O5  UNL     1      -1.629  -2.596   0.655  1.00  0.00           O  
HETATM   17  C12 UNL     1      -2.361  -1.528   0.408  1.00  0.00           C  
HETATM   18  C13 UNL     1      -1.722  -0.430  -0.091  1.00  0.00           C  
HETATM   19  C14 UNL     1      -0.290  -0.367  -0.364  1.00  0.00           C  
HETATM   20  C15 UNL     1       0.176  -0.741  -1.614  1.00  0.00           C  
HETATM   21  O6  UNL     1      -0.749  -1.158  -2.540  1.00  0.00           O  
HETATM   22  C16 UNL     1      -0.477  -1.574  -3.849  1.00  0.00           C  
HETATM   23  C17 UNL     1       1.517  -0.685  -1.883  1.00  0.00           C  
HETATM   24  C18 UNL     1       2.399  -0.248  -0.887  1.00  0.00           C  
HETATM   25  C19 UNL     1       3.747  -0.187  -1.154  1.00  0.00           C  
HETATM   26  C20 UNL     1       4.639   0.250  -0.168  1.00  0.00           C  
HETATM   27  O7  UNL     1       5.912   0.293  -0.463  1.00  0.00           O  
HETATM   28  C21 UNL     1       6.820   0.685   0.385  1.00  0.00           C  
HETATM   29  C22 UNL     1       8.281   0.719   0.001  1.00  0.00           C  
HETATM   30  C23 UNL     1       6.442   1.074   1.648  1.00  0.00           C  
HETATM   31  C24 UNL     1       5.114   1.050   2.015  1.00  0.00           C  
HETATM   32  O8  UNL     1       4.749   1.400   3.160  1.00  0.00           O  
HETATM   33  C25 UNL     1       4.189   0.627   1.083  1.00  0.00           C  
HETATM   34  C26 UNL     1       2.842   0.573   1.372  1.00  0.00           C  
HETATM   35  O9  UNL     1       2.311   0.924   2.570  1.00  0.00           O  
HETATM   36  C27 UNL     1       1.967   0.128   0.358  1.00  0.00           C  
HETATM   37  C28 UNL     1       0.607   0.061   0.603  1.00  0.00           C  
HETATM   38  O10 UNL     1       0.127   0.424   1.827  1.00  0.00           O  
HETATM   39  C29 UNL     1      -0.063  -0.424   2.936  1.00  0.00           C  
HETATM   40  C30 UNL     1      -2.513   0.683  -0.342  1.00  0.00           C  
HETATM   41  C31 UNL     1      -1.886   1.823  -0.854  1.00  0.00           C  
HETATM   42  H1  UNL     1      -1.915   5.890  -2.513  1.00  0.00           H  
HETATM   43  H2  UNL     1      -3.539   5.162  -2.560  1.00  0.00           H  
HETATM   44  H3  UNL     1      -2.921   5.787  -0.980  1.00  0.00           H  
HETATM   45  H4  UNL     1      -4.628   3.785  -1.061  1.00  0.00           H  
HETATM   46  H5  UNL     1      -6.550   2.600  -0.305  1.00  0.00           H  
HETATM   47  H6  UNL     1      -6.455  -1.032   0.957  1.00  0.00           H  
HETATM   48  H7  UNL     1      -3.830  -4.730   1.793  1.00  0.00           H  
HETATM   49  H8  UNL     1      -0.605  -5.092   0.475  1.00  0.00           H  
HETATM   50  H9  UNL     1      -1.815  -5.722   1.630  1.00  0.00           H  
HETATM   51  H10 UNL     1      -0.526  -4.618   2.211  1.00  0.00           H  
HETATM   52  H11 UNL     1       0.167  -2.486  -3.788  1.00  0.00           H  
HETATM   53  H12 UNL     1      -1.467  -1.807  -4.325  1.00  0.00           H  
HETATM   54  H13 UNL     1       0.038  -0.774  -4.410  1.00  0.00           H  
HETATM   55  H14 UNL     1       1.888  -0.973  -2.851  1.00  0.00           H  
HETATM   56  H15 UNL     1       4.085  -0.482  -2.131  1.00  0.00           H  
HETATM   57  H16 UNL     1       8.474  -0.133  -0.673  1.00  0.00           H  
HETATM   58  H17 UNL     1       8.840   0.569   0.936  1.00  0.00           H  
HETATM   59  H18 UNL     1       8.509   1.663  -0.520  1.00  0.00           H  
HETATM   60  H19 UNL     1       7.188   1.404   2.367  1.00  0.00           H  
HETATM   61  H20 UNL     1       2.600   1.246   3.425  1.00  0.00           H  
HETATM   62  H21 UNL     1      -1.051  -0.932   2.915  1.00  0.00           H  
HETATM   63  H22 UNL     1       0.006   0.202   3.849  1.00  0.00           H  
HETATM   64  H23 UNL     1       0.692  -1.229   3.027  1.00  0.00           H  
HETATM   65  H24 UNL     1      -0.822   1.802  -1.035  1.00  0.00           H  
CONECT    1    2   42   43   44
CONECT    2    3
CONECT    3    4    4   41
CONECT    4    5   45
CONECT    5    6    7    7
CONECT    6   46
CONECT    7    8   40
CONECT    8    9   10   10
CONECT    9   47
CONECT   10   11   17
CONECT   11   12   12   13
CONECT   13   14   14   48
CONECT   14   15   16
CONECT   15   49   50   51
CONECT   16   17
CONECT   17   18   18
CONECT   18   19   40
CONECT   19   20   20   37
CONECT   20   21   23
CONECT   21   22
CONECT   22   52   53   54
CONECT   23   24   24   55
CONECT   24   25   36
CONECT   25   26   26   56
CONECT   26   27   33
CONECT   27   28
CONECT   28   29   30   30
CONECT   29   57   58   59
CONECT   30   31   60
CONECT   31   32   32   33
CONECT   33   34   34
CONECT   34   35   36
CONECT   35   61
CONECT   36   37   37
CONECT   37   38
CONECT   38   39
CONECT   39   62   63   64
CONECT   40   41   41
CONECT   41   65
END

HMDB0033488
     RDKit          3D
Aurasperone D
 65 70  0  0  0  0  0  0  0  0999 V2000
   -2.6335    5.2636   -1.9330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0254    4.0478   -1.6125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6547    2.9360   -1.1101 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0109    2.9088   -0.8612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6403    1.7902   -0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0019    1.7926   -0.1169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8690    0.6802   -0.1020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5094   -0.4632    0.4130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8495   -0.3721    0.6174 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7231   -1.5686    0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3034   -2.7132    1.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5132   -2.8548    1.4308 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4635   -3.7814    1.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1241   -3.7047    1.1318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1917   -4.8365    1.3652 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6292   -2.5958    0.6547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3610   -1.5283    0.4085 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7219   -0.4295   -0.0906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2902   -0.3671   -0.3638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1757   -0.7411   -1.6139 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7490   -1.1582   -2.5405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4766   -1.5738   -3.8489 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5174   -0.6845   -1.8825 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3992   -0.2481   -0.8868 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7469   -0.1874   -1.1539 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6386    0.2499   -0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9122    0.2931   -0.4627 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8199    0.6853    0.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2811    0.7194    0.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4417    1.0744    1.6484 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1135    1.0495    2.0146 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7486    1.3998    3.1604 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1894    0.6266    1.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8421    0.5733    1.3719 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3112    0.9236    2.5697 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9672    0.1280    0.3580 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6072    0.0608    0.6030 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1269    0.4235    1.8269 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0631   -0.4238    2.9364 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5128    0.6828   -0.3422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8861    1.8226   -0.8540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9148    5.8901   -2.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5388    5.1625   -2.5599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9206    5.7871   -0.9801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6280    3.7852   -1.0607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5497    2.5997   -0.3047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4552   -1.0323    0.9571 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8299   -4.7303    1.7930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6054   -5.0924    0.4748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8149   -5.7219    1.6302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5261   -4.6176    2.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1670   -2.4863   -3.7885 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4666   -1.8069   -4.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0384   -0.7737   -4.4099 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8876   -0.9731   -2.8507 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0849   -0.4825   -2.1305 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4736   -0.1327   -0.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8399    0.5689    0.9359 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5091    1.6626   -0.5197 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1882    1.4042    2.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5997    1.2464    3.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0505   -0.9323    2.9154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0061    0.2022    3.8495 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6922   -1.2286    3.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8217    1.8022   -1.0346 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
  8 10  2  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 20 23  1  0
 23 24  2  0
 24 25  1  0
 25 26  2  0
 26 27  1  0
 27 28  1  0
 28 29  1  0
 28 30  2  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 33 34  2  0
 34 35  1  0
 34 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  1  0
 18 40  1  0
 40 41  2  0
 41  3  1  0
 40  7  1  0
 17 10  1  0
 37 19  1  0
 36 24  1  0
 33 26  1  0
  1 42  1  0
  1 43  1  0
  1 44  1  0
  4 45  1  0
  6 46  1  0
  9 47  1  0
 13 48  1  0
 15 49  1  0
 15 50  1  0
 15 51  1  0
 22 52  1  0
 22 53  1  0
 22 54  1  0
 23 55  1  0
 25 56  1  0
 29 57  1  0
 29 58  1  0
 29 59  1  0
 30 60  1  0
 35 61  1  0
 39 62  1  0
 39 63  1  0
 39 64  1  0
 41 65  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₃₁H₂₄O₁₀

Average Molecular Weight

556.5163

Monoisotopic Molecular Weight

556.136946988

IUPAC Name

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

Traditional Name

aurasperone D

CAS Registry Number

67924-64-5

SMILES

COC1=CC2=C(C3=C(C(=O)C=C(C)O3)C(O)=C2C(O)=C1)C1=C(OC)C2=C(O)C3=C(OC(C)=CC3=O)C=C2C=C1OC

InChI Identifier

InChI=1S/C31H24O10/c1-12-6-17(32)25-21(40-12)9-14-8-20(38-4)27(30(39-5)22(14)28(25)35)24-16-10-15(37-3)11-19(34)23(16)29(36)26-18(33)7-13(2)41-31(24)26/h6-11,34-36H,1-5H3

InChI Key

DVSATZLPJVYIRI-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 acid
Oxacycle
Ether
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

organic heterotricyclic compound (CHEBI:2925 )
organooxygen compound (CHEBI:2925 )
Naphthopyrones (C08995 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0033488)
Cell membrane (HMDB: HMDB0033488)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033488)

Source

Exogenous

Exogenous (HMDB: HMDB0033488)

Food

Food (HMDB: HMDB0033488)

Fruit

Tropical fruit

Mango (FooDB: FOOD00106)

Endogenous

Plant

Plant (HMDB: HMDB0033488)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033488)

Environmental role

Environmental contaminant (HMDB: HMDB0033488)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	115 °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	0.0045 g/L	ALOGPS
logP	4.28	ALOGPS
logP	5.31	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	6.42	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	140.98 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	151.53 m³·mol⁻¹	ChemAxon
Polarizability	57.05 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
DeepCCS	[M+H]+	218.075	30932474
DeepCCS	[M-H]-	216.251	30932474
DeepCCS	[M-2H]-	249.493	30932474
DeepCCS	[M+Na]+	223.702	30932474
AllCCS	[M+H]+	231.0	32859911
AllCCS	[M+H-H2O]+	229.1	32859911
AllCCS	[M+NH4]+	232.8	32859911
AllCCS	[M+Na]+	233.3	32859911
AllCCS	[M-H]-	227.0	32859911
AllCCS	[M+Na-2H]-	228.0	32859911
AllCCS	[M+HCOO]-	229.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aurasperone D	COC1=CC2=C(C3=C(C(=O)C=C(C)O3)C(O)=C2C(O)=C1)C1=C(OC)C2=C(O)C3=C(OC(C)=CC3=O)C=C2C=C1OC	6975.4	Standard polar	33892256
Aurasperone D	COC1=CC2=C(C3=C(C(=O)C=C(C)O3)C(O)=C2C(O)=C1)C1=C(OC)C2=C(O)C3=C(OC(C)=CC3=O)C=C2C=C1OC	4133.8	Standard non polar	33892256
Aurasperone D	COC1=CC2=C(C3=C(C(=O)C=C(C)O3)C(O)=C2C(O)=C1)C1=C(OC)C2=C(O)C3=C(OC(C)=CC3=O)C=C2C=C1OC	4891.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Aurasperone D,1TMS,isomer #1	COC1=CC(O)=C2C(O[Si](C)(C)C)=C3C(=O)C=C(C)OC3=C(C3=C(OC)C=C4C=C5OC(C)=CC(=O)C5=C(O)C4=C3OC)C2=C1	5052.0	Semi standard non polar	33892256
Aurasperone D,1TMS,isomer #2	COC1=CC(O[Si](C)(C)C)=C2C(O)=C3C(=O)C=C(C)OC3=C(C3=C(OC)C=C4C=C5OC(C)=CC(=O)C5=C(O)C4=C3OC)C2=C1	5050.3	Semi standard non polar	33892256
Aurasperone D,1TMS,isomer #3	COC1=CC(O)=C2C(O)=C3C(=O)C=C(C)OC3=C(C3=C(OC)C=C4C=C5OC(C)=CC(=O)C5=C(O[Si](C)(C)C)C4=C3OC)C2=C1	5050.8	Semi standard non polar	33892256
Aurasperone D,2TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C2C(O[Si](C)(C)C)=C3C(=O)C=C(C)OC3=C(C3=C(OC)C=C4C=C5OC(C)=CC(=O)C5=C(O)C4=C3OC)C2=C1	4929.5	Semi standard non polar	33892256
Aurasperone D,2TMS,isomer #2	COC1=CC(O)=C2C(O[Si](C)(C)C)=C3C(=O)C=C(C)OC3=C(C3=C(OC)C=C4C=C5OC(C)=CC(=O)C5=C(O[Si](C)(C)C)C4=C3OC)C2=C1	4879.6	Semi standard non polar	33892256
Aurasperone D,2TMS,isomer #3	COC1=CC(O[Si](C)(C)C)=C2C(O)=C3C(=O)C=C(C)OC3=C(C3=C(OC)C=C4C=C5OC(C)=CC(=O)C5=C(O[Si](C)(C)C)C4=C3OC)C2=C1	4911.2	Semi standard non polar	33892256
Aurasperone D,3TMS,isomer #1	COC1=CC(O[Si](C)(C)C)=C2C(O[Si](C)(C)C)=C3C(=O)C=C(C)OC3=C(C3=C(OC)C=C4C=C5OC(C)=CC(=O)C5=C(O[Si](C)(C)C)C4=C3OC)C2=C1	4750.3	Semi standard non polar	33892256
Aurasperone D,1TBDMS,isomer #1	COC1=CC(O)=C2C(O[Si](C)(C)C(C)(C)C)=C3C(=O)C=C(C)OC3=C(C3=C(OC)C=C4C=C5OC(C)=CC(=O)C5=C(O)C4=C3OC)C2=C1	5200.4	Semi standard non polar	33892256
Aurasperone D,1TBDMS,isomer #2	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(O)=C3C(=O)C=C(C)OC3=C(C3=C(OC)C=C4C=C5OC(C)=CC(=O)C5=C(O)C4=C3OC)C2=C1	5201.6	Semi standard non polar	33892256
Aurasperone D,1TBDMS,isomer #3	COC1=CC(O)=C2C(O)=C3C(=O)C=C(C)OC3=C(C3=C(OC)C=C4C=C5OC(C)=CC(=O)C5=C(O[Si](C)(C)C(C)(C)C)C4=C3OC)C2=C1	5202.3	Semi standard non polar	33892256
Aurasperone D,2TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(O[Si](C)(C)C(C)(C)C)=C3C(=O)C=C(C)OC3=C(C3=C(OC)C=C4C=C5OC(C)=CC(=O)C5=C(O)C4=C3OC)C2=C1	5280.6	Semi standard non polar	33892256
Aurasperone D,2TBDMS,isomer #2	COC1=CC(O)=C2C(O[Si](C)(C)C(C)(C)C)=C3C(=O)C=C(C)OC3=C(C3=C(OC)C=C4C=C5OC(C)=CC(=O)C5=C(O[Si](C)(C)C(C)(C)C)C4=C3OC)C2=C1	5245.9	Semi standard non polar	33892256
Aurasperone D,2TBDMS,isomer #3	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(O)=C3C(=O)C=C(C)OC3=C(C3=C(OC)C=C4C=C5OC(C)=CC(=O)C5=C(O[Si](C)(C)C(C)(C)C)C4=C3OC)C2=C1	5253.6	Semi standard non polar	33892256
Aurasperone D,3TBDMS,isomer #1	COC1=CC(O[Si](C)(C)C(C)(C)C)=C2C(O[Si](C)(C)C(C)(C)C)=C3C(=O)C=C(C)OC3=C(C3=C(OC)C=C4C=C5OC(C)=CC(=O)C5=C(O[Si](C)(C)C(C)(C)C)C4=C3OC)C2=C1	5310.4	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 - Aurasperone D GC-MS (Non-derivatized) - 70eV, Positive	splash10-01tc-0000390000-e43d297530bef525b057	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurasperone D GC-MS (1 TMS) - 70eV, Positive	splash10-03k9-2000095000-6cb65dc6e8366ec498ce	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurasperone D GC-MS ("Aurasperone D,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurasperone D GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurasperone D GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurasperone D GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurasperone D GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurasperone D GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurasperone D GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurasperone D GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurasperone D GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurasperone D GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurasperone D GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurasperone D GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurasperone D GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aurasperone D GC-MS (TBDMS_3_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 - Aurasperone D 10V, Positive-QTOF	splash10-0a4i-0000090000-bfadc2167259e2168d2f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aurasperone D 20V, Positive-QTOF	splash10-0a4r-0000090000-8a1cd9a279e1b99efc54	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aurasperone D 40V, Positive-QTOF	splash10-06ya-0000790000-e8a7e6abe0b9206859c9	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aurasperone D 10V, Negative-QTOF	splash10-0a4i-0000090000-9591faa2f00657f1d8eb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aurasperone D 20V, Negative-QTOF	splash10-0a4r-0000190000-e89d86d60dcae494ba7a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aurasperone D 40V, Negative-QTOF	splash10-0a4s-1000950000-b3c8eaae7f9a5c2a9ee1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aurasperone D 10V, Negative-QTOF	splash10-0a4i-0000090000-49d1c41cc08e25618b8f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aurasperone D 20V, Negative-QTOF	splash10-0a4i-0000090000-49d1c41cc08e25618b8f	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aurasperone D 40V, Negative-QTOF	splash10-0002-0000930000-2a091182c0a2fc6b3597	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aurasperone D 10V, Positive-QTOF	splash10-0a4i-0000090000-f29279b5b0e5fedcf41b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aurasperone D 20V, Positive-QTOF	splash10-0a4i-0000090000-f980ee3b628a8b6574e6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aurasperone D 40V, Positive-QTOF	splash10-00b9-0000490000-0f7dfaf5a9c8ae59a490	2021-09-25	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

155008

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 Aurasperone D (HMDB0033488)

MOL for HMDB0033488 (Aurasperone D)

3D MOL for HMDB0033488 (Aurasperone D)

3D SDF for HMDB0033488 (Aurasperone D)

3D-SDF for HMDB0033488 (Aurasperone D)

PDB for HMDB0033488 (Aurasperone D)

3D PDB for HMDB0033488 (Aurasperone D)

SMILES for HMDB0033488 (Aurasperone D)

INCHI for HMDB0033488 (Aurasperone D)

Structure for HMDB0033488 (Aurasperone D)

3D Structure for HMDB0033488 (Aurasperone D)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra