Jump To Section:

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

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 17:08:16 UTC

Update Date

2021-09-26 23:12:24 UTC

HMDB ID

HMDB0256613

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Pirozadil

Description

Pirozadil belongs to the class of organic compounds known as gallic acid and derivatives. Gallic acid and derivatives are compounds containing a 3,4,5-trihydroxybenzoic acid moiety. Based on a literature review a significant number of articles have been published on Pirozadil. This compound has been identified in human blood as reported by (PMID: 31557052 ). Pirozadil is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Pirozadil is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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


  Mrv1652309112119082D          

 38 40  0  0  0  0            999 V2000
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -10.3125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -15.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -16.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -16.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -15.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  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 32  2  0  0  0  0
 27 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 30 35  1  0  0  0  0
 35 36  1  0  0  0  0
 29 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  END

HMDB0256613
     RDKit          3D
Pirozadil
 67 69  0  0  0  0  0  0  0  0999 V2000
   -7.8588    2.8847   -1.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1039    1.5274   -0.9380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1820    0.6971   -0.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9356    1.1640    0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0207    0.3658    0.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7035    0.8541    1.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8844    0.0952    1.7414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3410    2.1785    0.9909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1314    2.7565    1.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9739    2.0926    0.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5102    2.6561   -0.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5473    2.0668   -1.0821 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1027    0.9570   -0.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6189    0.4280    0.6499 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2624   -0.7810    1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5525   -0.9114    0.6700 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5298    0.0604    0.8080 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2481    1.0911    1.4541 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8438   -0.1308    0.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8408    0.8293    0.3404 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0972    0.6828   -0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0741    1.6635   -0.0600 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8726    2.8545    0.6402 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3463   -0.4768   -0.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6105   -0.6323   -1.4647 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6613   -1.2468   -0.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4116   -1.4715   -1.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7013   -2.6355   -1.7997 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7104   -3.6338   -1.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1639   -1.2642   -0.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4226    0.9997    1.2638 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3235   -0.9614    0.9449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5533   -1.4705    0.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8719   -2.8108    0.7569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0012   -3.7107    1.3795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4563   -0.6344   -0.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6731   -1.1898   -0.4651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8542   -1.7694   -1.7357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8037    3.5096   -0.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9219    3.0505   -1.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6878    3.2613   -1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6703    2.2088   -0.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1334    3.8092    1.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9846    2.7629    2.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9798    3.5302   -0.8738 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9531    2.4649   -2.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9593    0.4954   -1.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6719   -1.6589    0.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2342   -0.8240    2.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6101    1.7210    0.8948 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6168    3.6234    0.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8864    2.7249    1.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8599    3.2563    0.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1811   -2.0364   -1.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3014   -1.6206    0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3928   -0.4471   -0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1047   -4.5838   -2.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3163   -3.8323   -0.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8556   -3.2441   -2.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3939   -2.0382   -0.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5875   -1.5899    1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5831   -4.5509    1.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4440   -3.2680    2.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2753   -4.1553    0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4491   -1.0650   -2.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9139   -1.9402   -1.9324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2973   -2.7376   -1.7814 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
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  2  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  2  0
 14 31  2  0
  5 32  2  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 33 36  2  0
 36 37  1  0
 37 38  1  0
 36  3  1  0
 31 10  1  0
 30 19  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  4 42  1  0
  9 43  1  0
  9 44  1  0
 11 45  1  0
 12 46  1  0
 13 47  1  0
 15 48  1  0
 15 49  1  0
 20 50  1  0
 23 51  1  0
 23 52  1  0
 23 53  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
 29 57  1  0
 29 58  1  0
 29 59  1  0
 30 60  1  0
 32 61  1  0
 35 62  1  0
 35 63  1  0
 35 64  1  0
 38 65  1  0
 38 66  1  0
 38 67  1  0
M  END


  Mrv1652309112119082D          

 38 40  0  0  0  0            999 V2000
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -7.8375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.0750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -9.9000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -10.3125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -11.1375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302  -10.3125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -11.5500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -12.7875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -12.3750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -13.6125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -15.2625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737  -14.0250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592  -15.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447  -14.8500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881  -16.0875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026  -16.5000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -15.2625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7171  -16.0875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  7 11  1  0  0  0  0
 11 12  1  0  0  0  0
  5 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
 19 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 25 27  1  0  0  0  0
 27 28  2  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 32  2  0  0  0  0
 27 32  1  0  0  0  0
 31 33  1  0  0  0  0
 33 34  1  0  0  0  0
 30 35  1  0  0  0  0
 35 36  1  0  0  0  0
 29 37  1  0  0  0  0
 37 38  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0256613

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(=CC(OC)=C1OC)C(=O)OCC1=CC=CC(COC(=O)C2=CC(OC)=C(OC)C(OC)=C2)=N1

> <INCHI_IDENTIFIER>
InChI=1S/C27H29NO10/c1-31-20-10-16(11-21(32-2)24(20)35-5)26(29)37-14-18-8-7-9-19(28-18)15-38-27(30)17-12-22(33-3)25(36-6)23(13-17)34-4/h7-13H,14-15H2,1-6H3

> <INCHI_KEY>
DIIBXMIIOQXTHW-UHFFFAOYSA-N

> <FORMULA>
C27H29NO10

> <MOLECULAR_WEIGHT>
527.526

> <EXACT_MASS>
527.179146138

> <JCHEM_ACCEPTOR_COUNT>
9

> <JCHEM_ATOM_COUNT>
67

> <JCHEM_AVERAGE_POLARIZABILITY>
54.59912518396902

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{6-[(3,4,5-trimethoxybenzoyloxy)methyl]pyridin-2-yl}methyl 3,4,5-trimethoxybenzoate

> <ALOGPS_LOGP>
3.66

> <JCHEM_LOGP>
3.4283897383333337

> <ALOGPS_LOGS>
-4.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.4220293954424794

> <JCHEM_POLAR_SURFACE_AREA>
120.87000000000002

> <JCHEM_REFRACTIVITY>
134.91169999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
{6-[(3,4,5-trimethoxybenzoyloxy)methyl]pyridin-2-yl}methyl 3,4,5-trimethoxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0256613
     RDKit          3D
Pirozadil
 67 69  0  0  0  0  0  0  0  0999 V2000
   -7.8588    2.8847   -1.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1039    1.5274   -0.9380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1820    0.6971   -0.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9356    1.1640    0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0207    0.3658    0.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7035    0.8541    1.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8844    0.0952    1.7414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3410    2.1785    0.9909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1314    2.7565    1.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9739    2.0926    0.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5102    2.6561   -0.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5473    2.0668   -1.0821 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1027    0.9570   -0.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6189    0.4280    0.6499 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2624   -0.7810    1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5525   -0.9114    0.6700 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5298    0.0604    0.8080 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2481    1.0911    1.4541 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8438   -0.1308    0.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8408    0.8293    0.3404 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0972    0.6828   -0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0741    1.6635   -0.0600 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8726    2.8545    0.6402 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3463   -0.4768   -0.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6105   -0.6323   -1.4647 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6613   -1.2468   -0.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4116   -1.4715   -1.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7013   -2.6355   -1.7997 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7104   -3.6338   -1.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1639   -1.2642   -0.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4226    0.9997    1.2638 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3235   -0.9614    0.9449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5533   -1.4705    0.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8719   -2.8108    0.7569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0012   -3.7107    1.3795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4563   -0.6344   -0.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6731   -1.1898   -0.4651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8542   -1.7694   -1.7357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8037    3.5096   -0.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9219    3.0505   -1.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6878    3.2613   -1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6703    2.2088   -0.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1334    3.8092    1.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9846    2.7629    2.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9798    3.5302   -0.8738 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9531    2.4649   -2.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9593    0.4954   -1.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6719   -1.6589    0.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2342   -0.8240    2.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6101    1.7210    0.8948 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6168    3.6234    0.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8864    2.7249    1.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8599    3.2563    0.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1811   -2.0364   -1.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3014   -1.6206    0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3928   -0.4471   -0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1047   -4.5838   -2.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3163   -3.8323   -0.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8556   -3.2441   -2.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3939   -2.0382   -0.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5875   -1.5899    1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5831   -4.5509    1.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4440   -3.2680    2.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2753   -4.1553    0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4491   -1.0650   -2.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9139   -1.9402   -1.9324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2973   -2.7376   -1.7814 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
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  2  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  2  0
 14 31  2  0
  5 32  2  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 33 36  2  0
 36 37  1  0
 37 38  1  0
 36  3  1  0
 31 10  1  0
 30 19  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  4 42  1  0
  9 43  1  0
  9 44  1  0
 11 45  1  0
 12 46  1  0
 13 47  1  0
 15 48  1  0
 15 49  1  0
 20 50  1  0
 23 51  1  0
 23 52  1  0
 23 53  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
 29 57  1  0
 29 58  1  0
 29 59  1  0
 30 60  1  0
 32 61  1  0
 35 62  1  0
 35 63  1  0
 35 64  1  0
 38 65  1  0
 38 66  1  0
 38 67  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       9.336 -10.010   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       9.336 -11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.669 -12.320   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      10.669 -13.860   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336 -14.630   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.002 -13.860   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002 -12.320   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       6.668 -11.550   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.668 -14.630   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.335 -13.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      12.003 -14.630   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      13.337 -13.860   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      12.003 -16.170   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      13.337 -16.940   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.337 -18.480   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      14.670 -19.250   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0      14.670 -20.790   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.337 -21.560   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.003 -20.790   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      12.003 -19.250   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      16.004 -21.560   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      16.004 -23.100   0.000  0.00  0.00           O+0
HETATM   25  C   UNK     0      17.338 -23.870   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      18.672 -23.100   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0      17.338 -25.410   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      18.672 -26.180   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      18.672 -27.720   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      17.338 -28.490   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      16.004 -27.720   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      16.004 -26.180   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      14.670 -28.490   0.000  0.00  0.00           O+0
HETATM   34  C   UNK     0      13.337 -27.720   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      17.338 -30.030   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      18.672 -30.800   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0      20.005 -28.490   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0      20.005 -30.030   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   13                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    7   12                                                       
CONECT   12   11                                                            
CONECT   13    5   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20   23                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
CONECT   23   19   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   32                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   37                                                  
CONECT   30   29   31   35                                                  
CONECT   31   30   32   33                                                  
CONECT   32   31   27                                                       
CONECT   33   31   34                                                       
CONECT   34   33                                                            
CONECT   35   30   36                                                       
CONECT   36   35                                                            
CONECT   37   29   38                                                       
CONECT   38   37                                                            
MASTER        0    0    0    0    0    0    0    0   38    0   80    0
END

COMPND    HMDB0256613
HETATM    1  C1  UNL     1      -7.859   2.885  -1.191  1.00  0.00           C  
HETATM    2  O1  UNL     1      -8.104   1.527  -0.938  1.00  0.00           O  
HETATM    3  C2  UNL     1      -7.182   0.697  -0.312  1.00  0.00           C  
HETATM    4  C3  UNL     1      -5.936   1.164   0.111  1.00  0.00           C  
HETATM    5  C4  UNL     1      -5.021   0.366   0.725  1.00  0.00           C  
HETATM    6  C5  UNL     1      -3.703   0.854   1.179  1.00  0.00           C  
HETATM    7  O2  UNL     1      -2.884   0.095   1.741  1.00  0.00           O  
HETATM    8  O3  UNL     1      -3.341   2.178   0.991  1.00  0.00           O  
HETATM    9  C6  UNL     1      -2.131   2.756   1.377  1.00  0.00           C  
HETATM   10  C7  UNL     1      -0.974   2.093   0.713  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.510   2.656  -0.468  1.00  0.00           C  
HETATM   12  C9  UNL     1       0.547   2.067  -1.082  1.00  0.00           C  
HETATM   13  C10 UNL     1       1.103   0.957  -0.516  1.00  0.00           C  
HETATM   14  C11 UNL     1       0.619   0.428   0.650  1.00  0.00           C  
HETATM   15  C12 UNL     1       1.262  -0.781   1.229  1.00  0.00           C  
HETATM   16  O4  UNL     1       2.552  -0.911   0.670  1.00  0.00           O  
HETATM   17  C13 UNL     1       3.530   0.060   0.808  1.00  0.00           C  
HETATM   18  O5  UNL     1       3.248   1.091   1.454  1.00  0.00           O  
HETATM   19  C14 UNL     1       4.844  -0.131   0.211  1.00  0.00           C  
HETATM   20  C15 UNL     1       5.841   0.829   0.340  1.00  0.00           C  
HETATM   21  C16 UNL     1       7.097   0.683  -0.208  1.00  0.00           C  
HETATM   22  O6  UNL     1       8.074   1.664  -0.060  1.00  0.00           O  
HETATM   23  C17 UNL     1       7.873   2.855   0.640  1.00  0.00           C  
HETATM   24  C18 UNL     1       7.346  -0.477  -0.909  1.00  0.00           C  
HETATM   25  O7  UNL     1       8.610  -0.632  -1.465  1.00  0.00           O  
HETATM   26  C19 UNL     1       9.661  -1.247  -0.735  1.00  0.00           C  
HETATM   27  C20 UNL     1       6.412  -1.472  -1.081  1.00  0.00           C  
HETATM   28  O8  UNL     1       6.701  -2.636  -1.800  1.00  0.00           O  
HETATM   29  C21 UNL     1       5.710  -3.634  -1.952  1.00  0.00           C  
HETATM   30  C22 UNL     1       5.164  -1.264  -0.504  1.00  0.00           C  
HETATM   31  N1  UNL     1      -0.423   1.000   1.264  1.00  0.00           N  
HETATM   32  C23 UNL     1      -5.324  -0.961   0.945  1.00  0.00           C  
HETATM   33  C24 UNL     1      -6.553  -1.471   0.540  1.00  0.00           C  
HETATM   34  O9  UNL     1      -6.872  -2.811   0.757  1.00  0.00           O  
HETATM   35  C25 UNL     1      -6.001  -3.711   1.379  1.00  0.00           C  
HETATM   36  C26 UNL     1      -7.456  -0.634  -0.079  1.00  0.00           C  
HETATM   37  O10 UNL     1      -8.673  -1.190  -0.465  1.00  0.00           O  
HETATM   38  C27 UNL     1      -8.854  -1.769  -1.736  1.00  0.00           C  
HETATM   39  H1  UNL     1      -7.804   3.510  -0.276  1.00  0.00           H  
HETATM   40  H2  UNL     1      -6.922   3.051  -1.764  1.00  0.00           H  
HETATM   41  H3  UNL     1      -8.688   3.261  -1.824  1.00  0.00           H  
HETATM   42  H4  UNL     1      -5.670   2.209  -0.051  1.00  0.00           H  
HETATM   43  H5  UNL     1      -2.133   3.809   1.067  1.00  0.00           H  
HETATM   44  H6  UNL     1      -1.985   2.763   2.479  1.00  0.00           H  
HETATM   45  H7  UNL     1      -0.980   3.530  -0.874  1.00  0.00           H  
HETATM   46  H8  UNL     1       0.953   2.465  -2.011  1.00  0.00           H  
HETATM   47  H9  UNL     1       1.959   0.495  -1.031  1.00  0.00           H  
HETATM   48  H10 UNL     1       0.672  -1.659   0.846  1.00  0.00           H  
HETATM   49  H11 UNL     1       1.234  -0.824   2.316  1.00  0.00           H  
HETATM   50  H12 UNL     1       5.610   1.721   0.895  1.00  0.00           H  
HETATM   51  H13 UNL     1       8.617   3.623   0.380  1.00  0.00           H  
HETATM   52  H14 UNL     1       7.886   2.725   1.735  1.00  0.00           H  
HETATM   53  H15 UNL     1       6.860   3.256   0.349  1.00  0.00           H  
HETATM   54  H16 UNL     1      10.181  -2.036  -1.277  1.00  0.00           H  
HETATM   55  H17 UNL     1       9.301  -1.621   0.253  1.00  0.00           H  
HETATM   56  H18 UNL     1      10.393  -0.447  -0.501  1.00  0.00           H  
HETATM   57  H19 UNL     1       6.105  -4.584  -2.309  1.00  0.00           H  
HETATM   58  H20 UNL     1       5.316  -3.832  -0.911  1.00  0.00           H  
HETATM   59  H21 UNL     1       4.856  -3.244  -2.532  1.00  0.00           H  
HETATM   60  H22 UNL     1       4.394  -2.038  -0.621  1.00  0.00           H  
HETATM   61  H23 UNL     1      -4.587  -1.590   1.435  1.00  0.00           H  
HETATM   62  H24 UNL     1      -6.583  -4.551   1.802  1.00  0.00           H  
HETATM   63  H25 UNL     1      -5.444  -3.268   2.234  1.00  0.00           H  
HETATM   64  H26 UNL     1      -5.275  -4.155   0.653  1.00  0.00           H  
HETATM   65  H27 UNL     1      -8.449  -1.065  -2.499  1.00  0.00           H  
HETATM   66  H28 UNL     1      -9.914  -1.940  -1.932  1.00  0.00           H  
HETATM   67  H29 UNL     1      -8.297  -2.738  -1.781  1.00  0.00           H  
CONECT    1    2   39   40   41
CONECT    2    3
CONECT    3    4    4   36
CONECT    4    5   42
CONECT    5    6   32   32
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   10   43   44
CONECT   10   11   11   31
CONECT   11   12   45
CONECT   12   13   13   46
CONECT   13   14   47
CONECT   14   15   31   31
CONECT   15   16   48   49
CONECT   16   17
CONECT   17   18   18   19
CONECT   19   20   20   30
CONECT   20   21   50
CONECT   21   22   24   24
CONECT   22   23
CONECT   23   51   52   53
CONECT   24   25   27
CONECT   25   26
CONECT   26   54   55   56
CONECT   27   28   30   30
CONECT   28   29
CONECT   29   57   58   59
CONECT   30   60
CONECT   32   33   61
CONECT   33   34   36   36
CONECT   34   35
CONECT   35   62   63   64
CONECT   36   37
CONECT   37   38
CONECT   38   65   66   67
END

HMDB0256613
     RDKit          3D
Pirozadil
 67 69  0  0  0  0  0  0  0  0999 V2000
   -7.8588    2.8847   -1.1910 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1039    1.5274   -0.9380 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1820    0.6971   -0.3125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9356    1.1640    0.1107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0207    0.3658    0.7251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7035    0.8541    1.1789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8844    0.0952    1.7414 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3410    2.1785    0.9909 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1314    2.7565    1.3769 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9739    2.0926    0.7130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5102    2.6561   -0.4681 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5473    2.0668   -1.0821 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1027    0.9570   -0.5165 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6189    0.4280    0.6499 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2624   -0.7810    1.2290 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5525   -0.9114    0.6700 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5298    0.0604    0.8080 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2481    1.0911    1.4541 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8438   -0.1308    0.2109 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8408    0.8293    0.3404 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0972    0.6828   -0.2079 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0741    1.6635   -0.0600 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8726    2.8545    0.6402 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3463   -0.4768   -0.9095 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6105   -0.6323   -1.4647 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6613   -1.2468   -0.7350 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4116   -1.4715   -1.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7013   -2.6355   -1.7997 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7104   -3.6338   -1.9519 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1639   -1.2642   -0.5039 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4226    0.9997    1.2638 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3235   -0.9614    0.9449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5533   -1.4705    0.5401 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8719   -2.8108    0.7569 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0012   -3.7107    1.3795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4563   -0.6344   -0.0789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6731   -1.1898   -0.4651 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8542   -1.7694   -1.7357 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8037    3.5096   -0.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9219    3.0505   -1.7644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6878    3.2613   -1.8244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6703    2.2088   -0.0513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1334    3.8092    1.0666 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9846    2.7629    2.4787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9798    3.5302   -0.8738 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9531    2.4649   -2.0105 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9593    0.4954   -1.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6719   -1.6589    0.8461 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2342   -0.8240    2.3165 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6101    1.7210    0.8948 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6168    3.6234    0.3804 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8864    2.7249    1.7354 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8599    3.2563    0.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.1811   -2.0364   -1.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3014   -1.6206    0.2532 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3928   -0.4471   -0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1047   -4.5838   -2.3093 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3163   -3.8323   -0.9114 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8556   -3.2441   -2.5321 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3939   -2.0382   -0.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5875   -1.5899    1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5831   -4.5509    1.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4440   -3.2680    2.2342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2753   -4.1553    0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4491   -1.0650   -2.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9139   -1.9402   -1.9324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2973   -2.7376   -1.7814 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
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  2  0
 24 25  1  0
 25 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  1  0
 27 30  2  0
 14 31  2  0
  5 32  2  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 33 36  2  0
 36 37  1  0
 37 38  1  0
 36  3  1  0
 31 10  1  0
 30 19  1  0
  1 39  1  0
  1 40  1  0
  1 41  1  0
  4 42  1  0
  9 43  1  0
  9 44  1  0
 11 45  1  0
 12 46  1  0
 13 47  1  0
 15 48  1  0
 15 49  1  0
 20 50  1  0
 23 51  1  0
 23 52  1  0
 23 53  1  0
 26 54  1  0
 26 55  1  0
 26 56  1  0
 29 57  1  0
 29 58  1  0
 29 59  1  0
 30 60  1  0
 32 61  1  0
 35 62  1  0
 35 63  1  0
 35 64  1  0
 38 65  1  0
 38 66  1  0
 38 67  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
{6-[(3,4,5-trimethoxybenzoyloxy)methyl]pyridin-2-yl}methyl 3,4,5-trimethoxybenzoic acid	HMDB
2,6-Pyridinediyldimethylene bis(3,4,5-trimethoxybenzoate)	HMDB

Chemical Formula

C₂₇H₂₉NO₁₀

Average Molecular Weight

527.526

Monoisotopic Molecular Weight

527.179146138

IUPAC Name

{6-[(3,4,5-trimethoxybenzoyloxy)methyl]pyridin-2-yl}methyl 3,4,5-trimethoxybenzoate

Traditional Name

{6-[(3,4,5-trimethoxybenzoyloxy)methyl]pyridin-2-yl}methyl 3,4,5-trimethoxybenzoate

CAS Registry Number

Not Available

SMILES

COC1=CC(=CC(OC)=C1OC)C(=O)OCC1=CC=CC(COC(=O)C2=CC(OC)=C(OC)C(OC)=C2)=N1

InChI Identifier

InChI=1S/C27H29NO10/c1-31-20-10-16(11-21(32-2)24(20)35-5)26(29)37-14-18-8-7-9-19(28-18)15-38-27(30)17-12-22(33-3)25(36-6)23(13-17)34-4/h7-13H,14-15H2,1-6H3

InChI Key

DIIBXMIIOQXTHW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gallic acid and derivatives. Gallic acid and derivatives are compounds containing a 3,4,5-trihydroxybenzoic acid moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

Gallic acid and derivatives

Alternative Parents

Substituents

Gallic acid or derivatives
M-methoxybenzoic acid or derivatives
P-methoxybenzoic acid or derivatives
Benzoate ester
Phenoxy compound
Anisole
Benzoyl
Methoxybenzene
Phenol ether
Alkyl aryl ether
Dicarboxylic acid or derivatives
Pyridine
Heteroaromatic compound
Carboxylic acid ester
Azacycle
Ether
Carboxylic acid derivative
Organoheterocyclic compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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
logP	3.66	ALOGPS
logP	3.43	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	2.42	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	9	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	120.87 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	134.91 m³·mol⁻¹	ChemAxon
Polarizability	54.6 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	218.812	30932474
DeepCCS	[M-H]-	216.447	30932474
DeepCCS	[M-2H]-	249.332	30932474
DeepCCS	[M+Na]+	224.898	30932474
AllCCS	[M+H]+	224.9	32859911
AllCCS	[M+H-H2O]+	223.1	32859911
AllCCS	[M+NH4]+	226.6	32859911
AllCCS	[M+Na]+	227.0	32859911
AllCCS	[M-H]-	224.5	32859911
AllCCS	[M+Na-2H]-	225.7	32859911
AllCCS	[M+HCOO]-	227.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pirozadil	COC1=CC(=CC(OC)=C1OC)C(=O)OCC1=CC=CC(COC(=O)C2=CC(OC)=C(OC)C(OC)=C2)=N1	5462.1	Standard polar	33892256
Pirozadil	COC1=CC(=CC(OC)=C1OC)C(=O)OCC1=CC=CC(COC(=O)C2=CC(OC)=C(OC)C(OC)=C2)=N1	4127.1	Standard non polar	33892256
Pirozadil	COC1=CC(=CC(OC)=C1OC)C(=O)OCC1=CC=CC(COC(=O)C2=CC(OC)=C(OC)C(OC)=C2)=N1	4027.3	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

61962

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

68711

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Pirozadil (HMDB0256613)

MOL for HMDB0256613 (Pirozadil)

3D MOL for HMDB0256613 (Pirozadil)

3D SDF for HMDB0256613 (Pirozadil)

3D-SDF for HMDB0256613 (Pirozadil)

PDB for HMDB0256613 (Pirozadil)

3D PDB for HMDB0256613 (Pirozadil)

SMILES for HMDB0256613 (Pirozadil)

INCHI for HMDB0256613 (Pirozadil)

Structure for HMDB0256613 (Pirozadil)

3D Structure for HMDB0256613 (Pirozadil)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized