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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-05-22 14:17:51 UTC

Update Date

2020-02-26 21:24:07 UTC

HMDB ID

HMDB0002379

Secondary Accession Numbers

HMDB02379

Metabolite Identification

Common Name

Mesoporphyrin IX

Description

Mesoporphyrins are porphyrins with four methyl, two ethyl, and two propionic acid side chains attached to the pyrrole rings. There are fifteen isomers of mesoporphyrin. Mesoporphyrin has anti-inflammatory action. Mesoporphyrin inhibits interferon-gamma and interleukin-6 production, which is closely related to the suppression of prostaglandin E2 generation by interfering cyclooxygenase 1 and 2 enzyme activities suggesting that the inhibition of cytokine production is one of the anti-inflammatory mechanisms of mesoporphyrin. (PMID: 10446754 ).

Structure

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


  Mrv0541 02231219312D          

 42 46  0  0  0  0            999 V2000
   27.6380  -11.6530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0240  -16.1828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7778  -12.7939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1748  -15.3358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0546  -10.9187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2671   -9.7889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5337  -10.9187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2948  -12.0484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2198  -11.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8660  -14.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4603  -11.8006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1968  -14.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1316  -10.0062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1550   -7.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3707  -10.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8082   -7.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4580   -9.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3285  -13.9544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0737  -11.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3653   -7.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8785  -11.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3549  -15.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8016  -11.3040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7078  -13.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8016  -10.4781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8818  -13.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0295  -11.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9564  -12.5442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0019  -10.2572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6333  -12.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9564   -9.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5864  -11.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5864  -10.2847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6057   -9.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7881  -10.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6802   -8.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7881  -11.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8543   -8.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7823  -12.3233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7547   -9.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8350  -12.3233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8073   -9.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 21  1  0  0  0  0
  2 22  1  0  0  0  0
  3 21  2  0  0  0  0
  4 22  2  0  0  0  0
  5 32  1  0  0  0  0
  5 33  1  0  0  0  0
  6 31  1  0  0  0  0
  6 34  1  0  0  0  0
  7 27  1  0  0  0  0
  7 29  2  0  0  0  0
  8 28  2  0  0  0  0
  8 30  1  0  0  0  0
  9 11  1  0  0  0  0
  9 21  1  0  0  0  0
 10 12  1  0  0  0  0
 10 22  1  0  0  0  0
 11 23  1  0  0  0  0
 12 24  1  0  0  0  0
 13 15  1  0  0  0  0
 13 35  1  0  0  0  0
 14 16  1  0  0  0  0
 14 36  1  0  0  0  0
 17 25  1  0  0  0  0
 18 26  1  0  0  0  0
 19 37  1  0  0  0  0
 20 38  1  0  0  0  0
 23 25  2  0  0  0  0
 23 27  1  0  0  0  0
 24 26  2  0  0  0  0
 24 28  1  0  0  0  0
 25 29  1  0  0  0  0
 26 30  1  0  0  0  0
 27 39  2  0  0  0  0
 28 39  1  0  0  0  0
 29 40  1  0  0  0  0
 30 41  2  0  0  0  0
 31 36  1  0  0  0  0
 31 40  2  0  0  0  0
 32 37  2  0  0  0  0
 32 41  1  0  0  0  0
 33 35  2  0  0  0  0
 33 42  1  0  0  0  0
 34 38  1  0  0  0  0
 34 42  2  0  0  0  0
 35 37  1  0  0  0  0
 36 38  2  0  0  0  0
M  END

HMDB0002379
     RDKit          3D
Mesoporphyrin IX
 80 84  0  0  0  0  0  0  0  0999 V2000
   -1.7790   -5.0122   -2.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1109   -5.0625   -0.8733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3612   -3.6796   -0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5114   -2.9540   -0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7107   -3.4106   -1.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3333   -1.7638    0.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2566   -0.6765    0.0282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8118    0.6736   -0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7202    1.0821   -0.8213 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5830    2.3971   -0.5766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5665    3.2793   -0.9433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1859    3.0246   -0.9067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2021    1.7069   -0.8061 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5131    1.6105   -0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2085    0.4539   -0.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0038   -0.7234   -0.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8455   -1.3470   -0.0186 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9421   -2.5167    0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2138   -3.3055    0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5192   -2.8884    0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1390   -1.7324    0.7802 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3272   -2.6296    1.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8512   -3.7832    1.8570 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0114   -1.5876    0.6538 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4286   -1.2269    0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667   -2.2379    1.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7725   -1.6650    1.3490 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9629   -0.6101    2.0097 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8450   -2.2473    0.7128 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0703    2.9962   -0.8864 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5105    3.3624   -0.9051 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1288    2.8639    0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5608    3.1728    0.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1674    2.7874    1.5089 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1862    3.8553   -0.5235 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0273    3.7876   -0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0901    5.2787   -1.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6400    2.8200    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9205    4.2114    0.7868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4155    1.7148    0.5231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6662    1.6996    1.3760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8758    1.6433    0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4926   -5.6871   -2.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7644   -5.4636   -2.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8361   -3.9782   -2.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0236   -5.6856   -0.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117   -5.5208   -0.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3995   -3.8891   -0.6167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3811   -4.0826   -2.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1670   -2.4944   -1.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3067   -0.9099    0.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0678    0.4803   -1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7588    4.3122   -1.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1533    0.4470   -1.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0394   -4.3122    1.1379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420   -0.9343    1.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0486   -4.5627    1.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6902   -4.2854    1.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1011   -3.4690    2.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4874   -0.3341    1.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8332   -0.8249   -0.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1825   -2.6100    2.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4885   -3.1012    0.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0001   -2.1790   -0.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0050    2.7850   -1.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6243    4.4439   -1.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5577    3.3963    1.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8934    1.7878    0.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7406    4.5794   -1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0466    5.6562   -0.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2714    5.7697   -0.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1412    5.5959   -2.1252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9597    4.7392    0.8228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7118    4.6982    0.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2950    4.0634    1.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6712    2.5841    2.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6115    0.7310    1.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5431    1.7083   -0.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5378    2.5014    0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4247    0.6838    0.5816 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 18 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 14 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 30 36  2  0
 36 37  1  0
 10 38  2  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
 41 42  1  0
 20  3  1  0
 21  6  1  0
 40  8  2  0
 36 12  1  0
 24 16  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  2 47  1  0
  5 48  1  0
  5 49  1  0
  5 50  1  0
  7 51  1  0
  9 52  1  0
 11 53  1  0
 15 54  1  0
 19 55  1  0
 21 56  1  0
 23 57  1  0
 23 58  1  0
 23 59  1  0
 25 60  1  0
 25 61  1  0
 26 62  1  0
 26 63  1  0
 29 64  1  0
 31 65  1  0
 31 66  1  0
 32 67  1  0
 32 68  1  0
 35 69  1  0
 37 70  1  0
 37 71  1  0
 37 72  1  0
 39 73  1  0
 39 74  1  0
 39 75  1  0
 41 76  1  0
 41 77  1  0
 42 78  1  0
 42 79  1  0
 42 80  1  0
M  END


  Mrv0541 02231219312D          

 42 46  0  0  0  0            999 V2000
   27.6380  -11.6530    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0240  -16.1828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.7778  -12.7939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.1748  -15.3358    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0546  -10.9187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2671   -9.7889    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.5337  -10.9187    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.2948  -12.0484    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.2198  -11.4784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8660  -14.7627    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4603  -11.8006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1968  -14.0070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1316  -10.0062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1550   -7.7925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3707  -10.3251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8082   -7.0440    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4580   -9.9785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3285  -13.9544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0737  -11.7441    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3653   -7.8027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8785  -11.9751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3549  -15.4270    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8016  -11.3040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.7078  -13.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8016  -10.4781    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8818  -13.3426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0295  -11.5250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9564  -12.5442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0019  -10.2572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6333  -12.5719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9564   -9.2378    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5864  -11.5526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.5864  -10.2847    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6057   -9.2655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7881  -10.5057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6802   -8.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7881  -11.3317    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8543   -8.4672    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7823  -12.3233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7547   -9.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8350  -12.3233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.8073   -9.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 21  1  0  0  0  0
  2 22  1  0  0  0  0
  3 21  2  0  0  0  0
  4 22  2  0  0  0  0
  5 32  1  0  0  0  0
  5 33  1  0  0  0  0
  6 31  1  0  0  0  0
  6 34  1  0  0  0  0
  7 27  1  0  0  0  0
  7 29  2  0  0  0  0
  8 28  2  0  0  0  0
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  9 11  1  0  0  0  0
  9 21  1  0  0  0  0
 10 12  1  0  0  0  0
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 11 23  1  0  0  0  0
 12 24  1  0  0  0  0
 13 15  1  0  0  0  0
 13 35  1  0  0  0  0
 14 16  1  0  0  0  0
 14 36  1  0  0  0  0
 17 25  1  0  0  0  0
 18 26  1  0  0  0  0
 19 37  1  0  0  0  0
 20 38  1  0  0  0  0
 23 25  2  0  0  0  0
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 25 29  1  0  0  0  0
 26 30  1  0  0  0  0
 27 39  2  0  0  0  0
 28 39  1  0  0  0  0
 29 40  1  0  0  0  0
 30 41  2  0  0  0  0
 31 36  1  0  0  0  0
 31 40  2  0  0  0  0
 32 37  2  0  0  0  0
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 33 35  2  0  0  0  0
 33 42  1  0  0  0  0
 34 38  1  0  0  0  0
 34 42  2  0  0  0  0
 35 37  1  0  0  0  0
 36 38  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0002379

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC1=C(C)/C2=C/C3=C(CC)C(C)=C(N3)\C=C3/N=C(/C=C4\N=C(\C=C\1/N\2)C(C)=C4CCC(O)=O)C(CCC(O)=O)=C3C

> <INCHI_IDENTIFIER>
InChI=1S/C34H38N4O4/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25/h13-16,35-36H,7-12H2,1-6H3,(H,39,40)(H,41,42)/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-

> <INCHI_KEY>
NCAJWYASAWUEBY-UJJXFSCMSA-N

> <FORMULA>
C34H38N4O4

> <MOLECULAR_WEIGHT>
566.6899

> <EXACT_MASS>
566.289305724

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_AVERAGE_POLARIZABILITY>
67.28372990623548

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[20-(2-carboxyethyl)-10,15-diethyl-5,9,14,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3(24),4,6,8,10,12,14,16,18(21),19-undecaen-4-yl]propanoic acid

> <ALOGPS_LOGP>
4.82

> <JCHEM_LOGP>
7.291282615229872

> <ALOGPS_LOGS>
-4.38

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
3.9950740535624583

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5308297471967887

> <JCHEM_PKA_STRONGEST_BASIC>
4.949437844306658

> <JCHEM_POLAR_SURFACE_AREA>
131.95999999999998

> <JCHEM_REFRACTIVITY>
163.72299999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.36e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
MPIX

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002379
     RDKit          3D
Mesoporphyrin IX
 80 84  0  0  0  0  0  0  0  0999 V2000
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M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      51.591 -21.752   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      42.978 -30.208   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      49.985 -23.882   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      45.126 -28.627   0.000  0.00  0.00           O+0
HETATM    5  N   UNK     0      39.302 -20.382   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      41.565 -18.273   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0      43.930 -20.382   0.000  0.00  0.00           N+0
HETATM    8  N   UNK     0      41.617 -22.490   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      48.944 -21.426   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      42.683 -27.557   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      47.526 -22.028   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      43.301 -26.146   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      35.712 -18.678   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      43.223 -14.546   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      34.292 -19.274   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      42.575 -13.149   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      47.522 -18.627   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      39.813 -26.048   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      35.604 -21.922   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      39.882 -14.565   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      50.173 -22.354   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      43.596 -28.797   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      46.296 -21.101   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      42.388 -24.906   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      46.296 -19.559   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      40.846 -24.906   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      44.855 -21.513   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      42.852 -23.416   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      44.804 -19.147   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      40.382 -23.468   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      42.852 -17.244   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      38.428 -21.565   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      38.428 -19.198   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      40.331 -17.296   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      36.938 -19.611   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      42.336 -15.805   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      36.938 -21.153   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      40.795 -15.805   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      44.394 -23.003   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      44.342 -17.708   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      38.892 -23.003   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      38.840 -17.708   0.000  0.00  0.00           C+0
CONECT    1   21                                                            
CONECT    2   22                                                            
CONECT    3   21                                                            
CONECT    4   22                                                            
CONECT    5   32   33                                                       
CONECT    6   31   34                                                       
CONECT    7   27   29                                                       
CONECT    8   28   30                                                       
CONECT    9   11   21                                                       
CONECT   10   12   22                                                       
CONECT   11    9   23                                                       
CONECT   12   10   24                                                       
CONECT   13   15   35                                                       
CONECT   14   16   36                                                       
CONECT   15   13                                                            
CONECT   16   14                                                            
CONECT   17   25                                                            
CONECT   18   26                                                            
CONECT   19   37                                                            
CONECT   20   38                                                            
CONECT   21    1    3    9                                                  
CONECT   22    2    4   10                                                  
CONECT   23   11   25   27                                                  
CONECT   24   12   26   28                                                  
CONECT   25   17   23   29                                                  
CONECT   26   18   24   30                                                  
CONECT   27    7   23   39                                                  
CONECT   28    8   24   39                                                  
CONECT   29    7   25   40                                                  
CONECT   30    8   26   41                                                  
CONECT   31    6   36   40                                                  
CONECT   32    5   37   41                                                  
CONECT   33    5   35   42                                                  
CONECT   34    6   38   42                                                  
CONECT   35   13   33   37                                                  
CONECT   36   14   31   38                                                  
CONECT   37   19   32   35                                                  
CONECT   38   20   34   36                                                  
CONECT   39   27   28                                                       
CONECT   40   29   31                                                       
CONECT   41   30   32                                                       
CONECT   42   33   34                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

COMPND    HMDB0002379
HETATM    1  C1  UNL     1      -1.779  -5.012  -2.333  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.111  -5.062  -0.873  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.361  -3.680  -0.318  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.511  -2.954  -0.520  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.711  -3.411  -1.328  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.333  -1.764   0.164  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.257  -0.677   0.028  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.812   0.674  -0.156  1.00  0.00           C  
HETATM    9  N1  UNL     1      -2.720   1.082  -0.821  1.00  0.00           N  
HETATM   10  C9  UNL     1      -2.583   2.397  -0.577  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.567   3.279  -0.943  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.186   3.025  -0.907  1.00  0.00           C  
HETATM   13  N2  UNL     1       0.202   1.707  -0.806  1.00  0.00           N  
HETATM   14  C12 UNL     1       1.513   1.611  -0.790  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.208   0.454  -0.729  1.00  0.00           C  
HETATM   16  C14 UNL     1       2.004  -0.723  -0.076  1.00  0.00           C  
HETATM   17  N3  UNL     1       0.846  -1.347  -0.019  1.00  0.00           N  
HETATM   18  C15 UNL     1       0.942  -2.517   0.653  1.00  0.00           C  
HETATM   19  C16 UNL     1      -0.214  -3.306   0.792  1.00  0.00           C  
HETATM   20  C17 UNL     1      -1.519  -2.888   0.494  1.00  0.00           C  
HETATM   21  N4  UNL     1      -2.139  -1.732   0.780  1.00  0.00           N  
HETATM   22  C18 UNL     1       2.327  -2.630   1.062  1.00  0.00           C  
HETATM   23  C19 UNL     1       2.851  -3.783   1.857  1.00  0.00           C  
HETATM   24  C20 UNL     1       3.011  -1.588   0.654  1.00  0.00           C  
HETATM   25  C21 UNL     1       4.429  -1.227   0.762  1.00  0.00           C  
HETATM   26  C22 UNL     1       5.367  -2.238   1.288  1.00  0.00           C  
HETATM   27  C23 UNL     1       6.773  -1.665   1.349  1.00  0.00           C  
HETATM   28  O1  UNL     1       6.963  -0.610   2.010  1.00  0.00           O  
HETATM   29  O2  UNL     1       7.845  -2.247   0.713  1.00  0.00           O  
HETATM   30  C24 UNL     1       2.070   2.996  -0.886  1.00  0.00           C  
HETATM   31  C25 UNL     1       3.511   3.362  -0.905  1.00  0.00           C  
HETATM   32  C26 UNL     1       4.129   2.864   0.389  1.00  0.00           C  
HETATM   33  C27 UNL     1       5.561   3.173   0.482  1.00  0.00           C  
HETATM   34  O3  UNL     1       6.167   2.787   1.509  1.00  0.00           O  
HETATM   35  O4  UNL     1       6.186   3.855  -0.523  1.00  0.00           O  
HETATM   36  C28 UNL     1       1.027   3.788  -0.953  1.00  0.00           C  
HETATM   37  C29 UNL     1       1.090   5.279  -1.058  1.00  0.00           C  
HETATM   38  C30 UNL     1      -3.640   2.820   0.262  1.00  0.00           C  
HETATM   39  C31 UNL     1      -3.921   4.211   0.787  1.00  0.00           C  
HETATM   40  C32 UNL     1      -4.416   1.715   0.523  1.00  0.00           C  
HETATM   41  C33 UNL     1      -5.666   1.700   1.376  1.00  0.00           C  
HETATM   42  C34 UNL     1      -6.876   1.643   0.446  1.00  0.00           C  
HETATM   43  H1  UNL     1      -2.493  -5.687  -2.862  1.00  0.00           H  
HETATM   44  H2  UNL     1      -0.764  -5.464  -2.463  1.00  0.00           H  
HETATM   45  H3  UNL     1      -1.836  -3.978  -2.677  1.00  0.00           H  
HETATM   46  H4  UNL     1      -3.024  -5.686  -0.671  1.00  0.00           H  
HETATM   47  H5  UNL     1      -1.312  -5.521  -0.253  1.00  0.00           H  
HETATM   48  H6  UNL     1      -5.399  -3.889  -0.617  1.00  0.00           H  
HETATM   49  H7  UNL     1      -4.381  -4.083  -2.141  1.00  0.00           H  
HETATM   50  H8  UNL     1      -5.167  -2.494  -1.734  1.00  0.00           H  
HETATM   51  H9  UNL     1      -5.307  -0.910   0.068  1.00  0.00           H  
HETATM   52  H10 UNL     1      -2.068   0.480  -1.504  1.00  0.00           H  
HETATM   53  H11 UNL     1      -1.759   4.312  -1.289  1.00  0.00           H  
HETATM   54  H12 UNL     1       3.153   0.447  -1.348  1.00  0.00           H  
HETATM   55  H13 UNL     1       0.039  -4.312   1.138  1.00  0.00           H  
HETATM   56  H14 UNL     1      -1.742  -0.934   1.464  1.00  0.00           H  
HETATM   57  H15 UNL     1       2.049  -4.563   1.945  1.00  0.00           H  
HETATM   58  H16 UNL     1       3.690  -4.285   1.376  1.00  0.00           H  
HETATM   59  H17 UNL     1       3.101  -3.469   2.890  1.00  0.00           H  
HETATM   60  H18 UNL     1       4.487  -0.334   1.438  1.00  0.00           H  
HETATM   61  H19 UNL     1       4.833  -0.825  -0.219  1.00  0.00           H  
HETATM   62  H20 UNL     1       5.182  -2.610   2.305  1.00  0.00           H  
HETATM   63  H21 UNL     1       5.489  -3.101   0.567  1.00  0.00           H  
HETATM   64  H22 UNL     1       8.000  -2.179  -0.298  1.00  0.00           H  
HETATM   65  H23 UNL     1       4.005   2.785  -1.730  1.00  0.00           H  
HETATM   66  H24 UNL     1       3.624   4.444  -1.025  1.00  0.00           H  
HETATM   67  H25 UNL     1       3.558   3.396   1.205  1.00  0.00           H  
HETATM   68  H26 UNL     1       3.893   1.788   0.485  1.00  0.00           H  
HETATM   69  H27 UNL     1       5.741   4.579  -1.086  1.00  0.00           H  
HETATM   70  H28 UNL     1       2.047   5.656  -0.591  1.00  0.00           H  
HETATM   71  H29 UNL     1       0.271   5.770  -0.514  1.00  0.00           H  
HETATM   72  H30 UNL     1       1.141   5.596  -2.125  1.00  0.00           H  
HETATM   73  H31 UNL     1      -2.960   4.739   0.823  1.00  0.00           H  
HETATM   74  H32 UNL     1      -4.712   4.698   0.207  1.00  0.00           H  
HETATM   75  H33 UNL     1      -4.295   4.063   1.818  1.00  0.00           H  
HETATM   76  H34 UNL     1      -5.671   2.584   2.009  1.00  0.00           H  
HETATM   77  H35 UNL     1      -5.611   0.731   1.920  1.00  0.00           H  
HETATM   78  H36 UNL     1      -6.543   1.708  -0.622  1.00  0.00           H  
HETATM   79  H37 UNL     1      -7.538   2.501   0.671  1.00  0.00           H  
HETATM   80  H38 UNL     1      -7.425   0.684   0.582  1.00  0.00           H  
CONECT    1    2   43   44   45
CONECT    2    3   46   47
CONECT    3    4    4   20
CONECT    4    5    6
CONECT    5   48   49   50
CONECT    6    7    7   21
CONECT    7    8   51
CONECT    8    9   40   40
CONECT    9   10   52
CONECT   10   11   38   38
CONECT   11   12   12   53
CONECT   12   13   36
CONECT   13   14   14
CONECT   14   15   30
CONECT   15   16   16   54
CONECT   16   17   24
CONECT   17   18   18
CONECT   18   19   22
CONECT   19   20   20   55
CONECT   20   21
CONECT   21   56
CONECT   22   23   24   24
CONECT   23   57   58   59
CONECT   24   25
CONECT   25   26   60   61
CONECT   26   27   62   63
CONECT   27   28   28   29
CONECT   29   64
CONECT   30   31   36   36
CONECT   31   32   65   66
CONECT   32   33   67   68
CONECT   33   34   34   35
CONECT   35   69
CONECT   36   37
CONECT   37   70   71   72
CONECT   38   39   40
CONECT   39   73   74   75
CONECT   40   41
CONECT   41   42   76   77
CONECT   42   78   79   80
END

HMDB0002379
     RDKit          3D
Mesoporphyrin IX
 80 84  0  0  0  0  0  0  0  0999 V2000
   -1.7790   -5.0122   -2.3332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1109   -5.0625   -0.8733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3612   -3.6796   -0.3175 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5114   -2.9540   -0.5197 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7107   -3.4106   -1.3284 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3333   -1.7638    0.1645 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2566   -0.6765    0.0282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8118    0.6736   -0.1556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7202    1.0821   -0.8213 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5830    2.3971   -0.5766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5665    3.2793   -0.9433 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1859    3.0246   -0.9067 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2021    1.7069   -0.8061 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5131    1.6105   -0.7897 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2085    0.4539   -0.7285 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0038   -0.7234   -0.0760 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8455   -1.3470   -0.0186 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9421   -2.5167    0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2138   -3.3055    0.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5192   -2.8884    0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1390   -1.7324    0.7802 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3272   -2.6296    1.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8512   -3.7832    1.8570 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0114   -1.5876    0.6538 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4286   -1.2269    0.7622 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3667   -2.2379    1.2876 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7725   -1.6650    1.3490 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9629   -0.6101    2.0097 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8450   -2.2473    0.7128 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0703    2.9962   -0.8864 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5105    3.3624   -0.9051 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1288    2.8639    0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5608    3.1728    0.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1674    2.7874    1.5089 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1862    3.8553   -0.5235 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0273    3.7876   -0.9527 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0901    5.2787   -1.0585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6400    2.8200    0.2618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9205    4.2114    0.7868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4155    1.7148    0.5231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6662    1.6996    1.3760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8758    1.6433    0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4926   -5.6871   -2.8618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7644   -5.4636   -2.4633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8361   -3.9782   -2.6767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0236   -5.6856   -0.6711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117   -5.5208   -0.2533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3995   -3.8891   -0.6167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3811   -4.0826   -2.1407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1670   -2.4944   -1.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3067   -0.9099    0.0675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0678    0.4803   -1.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7588    4.3122   -1.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1533    0.4470   -1.3478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0394   -4.3122    1.1379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7420   -0.9343    1.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0486   -4.5627    1.9451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6902   -4.2854    1.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1011   -3.4690    2.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4874   -0.3341    1.4381 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8332   -0.8249   -0.2194 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1825   -2.6100    2.3048 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4885   -3.1012    0.5672 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0001   -2.1790   -0.2982 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0050    2.7850   -1.7300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6243    4.4439   -1.0249 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5577    3.3963    1.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8934    1.7878    0.4855 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7406    4.5794   -1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0466    5.6562   -0.5914 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2714    5.7697   -0.5142 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1412    5.5959   -2.1252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9597    4.7392    0.8228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7118    4.6982    0.2068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2950    4.0634    1.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6712    2.5841    2.0091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6115    0.7310    1.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5431    1.7083   -0.6225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5378    2.5014    0.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4247    0.6838    0.5816 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 18 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 14 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 30 36  2  0
 36 37  1  0
 10 38  2  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
 41 42  1  0
 20  3  1  0
 21  6  1  0
 40  8  2  0
 36 12  1  0
 24 16  1  0
  1 43  1  0
  1 44  1  0
  1 45  1  0
  2 46  1  0
  2 47  1  0
  5 48  1  0
  5 49  1  0
  5 50  1  0
  7 51  1  0
  9 52  1  0
 11 53  1  0
 15 54  1  0
 19 55  1  0
 21 56  1  0
 23 57  1  0
 23 58  1  0
 23 59  1  0
 25 60  1  0
 25 61  1  0
 26 62  1  0
 26 63  1  0
 29 64  1  0
 31 65  1  0
 31 66  1  0
 32 67  1  0
 32 68  1  0
 35 69  1  0
 37 70  1  0
 37 71  1  0
 37 72  1  0
 39 73  1  0
 39 74  1  0
 39 75  1  0
 41 76  1  0
 41 77  1  0
 42 78  1  0
 42 79  1  0
 42 80  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7,12-Diethyl-3,8,13,17-tetramethyl-2,18-porphinedipropionic acid	HMDB
7,12-Diethyl-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoate	HMDB
7,12-Diethyl-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoic acid	HMDB
Mesoporphyrin	HMDB
MPIX	HMDB
3-[20-(2-Carboxyethyl)-10,15-diethyl-5,9,14,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1(21),2,4,6(24),7,9,11,13,15,17,19-undecaen-4-yl]propanoate	Generator, HMDB

Chemical Formula

C₃₄H₃₈N₄O₄

Average Molecular Weight

566.6899

Monoisotopic Molecular Weight

566.289305724

IUPAC Name

3-[20-(2-carboxyethyl)-10,15-diethyl-5,9,14,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3(24),4,6,8,10,12,14,16,18(21),19-undecaen-4-yl]propanoic acid

Traditional Name

MPIX

CAS Registry Number

493-90-3

SMILES

CCC1=C(C)/C2=C/C3=C(CC)C(C)=C(N3)\C=C3/N=C(/C=C4\N=C(\C=C\1/N\2)C(C)=C4CCC(O)=O)C(CCC(O)=O)=C3C

InChI Identifier

InChI=1S/C34H38N4O4/c1-7-21-17(3)25-13-26-19(5)23(9-11-33(39)40)31(37-26)16-32-24(10-12-34(41)42)20(6)28(38-32)15-30-22(8-2)18(4)27(36-30)14-29(21)35-25/h13-16,35-36H,7-12H2,1-6H3,(H,39,40)(H,41,42)/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-

InChI Key

NCAJWYASAWUEBY-UJJXFSCMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as porphyrins. Porphyrins are compounds containing a fundamental skeleton of four pyrrole nuclei united through the alpha-positions by four methine groups to form a macrocyclic structure.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrapyrroles and derivatives

Sub Class

Porphyrins

Direct Parent

Porphyrins

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Not Available

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0002379)
Cell membrane (HMDB: HMDB0002379)

Organ

Spleen (HMDB: HMDB0002379)

Source

Endogenous

Endogenous (HMDB: HMDB0002379)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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
Water Solubility	0.024 g/L	ALOGPS
logP	4.82	ALOGPS
logP	7.29	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	3.53	ChemAxon
pKa (Strongest Basic)	4.95	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	131.96 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	163.72 m³·mol⁻¹	ChemAxon
Polarizability	67.28 Å³	ChemAxon
Number of Rings	5	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]+	240.852	30932474
DeepCCS	[M-H]-	239.027	30932474
DeepCCS	[M-2H]-	272.268	30932474
DeepCCS	[M+Na]+	246.566	30932474
AllCCS	[M+H]+	237.4	32859911
AllCCS	[M+H-H2O]+	235.8	32859911
AllCCS	[M+NH4]+	238.8	32859911
AllCCS	[M+Na]+	239.3	32859911
AllCCS	[M-H]-	235.3	32859911
AllCCS	[M+Na-2H]-	237.2	32859911
AllCCS	[M+HCOO]-	239.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.85 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3209.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	536.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	273.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	247.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	545.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1127.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	898.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	103.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2164.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	825.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2445.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	815.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	550.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	232.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	514.9 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mesoporphyrin IX	CCC1=C(C)/C2=C/C3=C(CC)C(C)=C(N3)\C=C3/N=C(/C=C4\N=C(\C=C\1/N\2)C(C)=C4CCC(O)=O)C(CCC(O)=O)=C3C	5957.8	Standard polar	33892256
Mesoporphyrin IX	CCC1=C(C)/C2=C/C3=C(CC)C(C)=C(N3)\C=C3/N=C(/C=C4\N=C(\C=C\1/N\2)C(C)=C4CCC(O)=O)C(CCC(O)=O)=C3C	4116.0	Standard non polar	33892256
Mesoporphyrin IX	CCC1=C(C)/C2=C/C3=C(CC)C(C)=C(N3)\C=C3/N=C(/C=C4\N=C(\C=C\1/N\2)C(C)=C4CCC(O)=O)C(CCC(O)=O)=C3C	5639.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Mesoporphyrin IX,1TMS,isomer #1	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1[NH]2)C(C)=C5CCC(=O)O[Si](C)(C)C)C(CCC(=O)O)=C4C)[NH]3	5422.4	Semi standard non polar	33892256
Mesoporphyrin IX,1TMS,isomer #2	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1[NH]2)C(C)=C5CCC(=O)O)C(CCC(=O)O[Si](C)(C)C)=C4C)[NH]3	5422.4	Semi standard non polar	33892256
Mesoporphyrin IX,1TMS,isomer #3	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1[NH]2)C(C)=C5CCC(=O)O)C(CCC(=O)O)=C4C)N3[Si](C)(C)C	5386.2	Semi standard non polar	33892256
Mesoporphyrin IX,1TMS,isomer #4	CCC1=C(C)C2=CC3=NC(=CC4=NC(=CC5=C(CC)C(C)=C(C=C1[NH]2)N5[Si](C)(C)C)C(C)=C4CCC(=O)O)C(CCC(=O)O)=C3C	5390.6	Semi standard non polar	33892256
Mesoporphyrin IX,2TMS,isomer #1	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1[NH]2)C(C)=C5CCC(=O)O[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C4C)[NH]3	5314.0	Semi standard non polar	33892256
Mesoporphyrin IX,2TMS,isomer #2	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1[NH]2)C(C)=C5CCC(=O)O[Si](C)(C)C)C(CCC(=O)O)=C4C)N3[Si](C)(C)C	5293.1	Semi standard non polar	33892256
Mesoporphyrin IX,2TMS,isomer #3	CCC1=C(C)C2=CC3=NC(=CC4=NC(=CC5=C(CC)C(C)=C(C=C1[NH]2)N5[Si](C)(C)C)C(C)=C4CCC(=O)O[Si](C)(C)C)C(CCC(=O)O)=C3C	5299.9	Semi standard non polar	33892256
Mesoporphyrin IX,2TMS,isomer #4	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1[NH]2)C(C)=C5CCC(=O)O)C(CCC(=O)O[Si](C)(C)C)=C4C)N3[Si](C)(C)C	5293.1	Semi standard non polar	33892256
Mesoporphyrin IX,2TMS,isomer #5	CCC1=C(C)C2=CC3=NC(=CC4=NC(=CC5=C(CC)C(C)=C(C=C1[NH]2)N5[Si](C)(C)C)C(C)=C4CCC(=O)O)C(CCC(=O)O[Si](C)(C)C)=C3C	5299.9	Semi standard non polar	33892256
Mesoporphyrin IX,2TMS,isomer #6	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1N2[Si](C)(C)C)C(C)=C5CCC(=O)O)C(CCC(=O)O)=C4C)N3[Si](C)(C)C	5337.9	Semi standard non polar	33892256
Mesoporphyrin IX,3TMS,isomer #1	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1[NH]2)C(C)=C5CCC(=O)O[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C4C)N3[Si](C)(C)C	5211.1	Semi standard non polar	33892256
Mesoporphyrin IX,3TMS,isomer #1	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1[NH]2)C(C)=C5CCC(=O)O[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C4C)N3[Si](C)(C)C	4513.3	Standard non polar	33892256
Mesoporphyrin IX,3TMS,isomer #1	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1[NH]2)C(C)=C5CCC(=O)O[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C4C)N3[Si](C)(C)C	5927.9	Standard polar	33892256
Mesoporphyrin IX,3TMS,isomer #2	CCC1=C(C)C2=CC3=NC(=CC4=NC(=CC5=C(CC)C(C)=C(C=C1[NH]2)N5[Si](C)(C)C)C(C)=C4CCC(=O)O[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C3C	5216.3	Semi standard non polar	33892256
Mesoporphyrin IX,3TMS,isomer #2	CCC1=C(C)C2=CC3=NC(=CC4=NC(=CC5=C(CC)C(C)=C(C=C1[NH]2)N5[Si](C)(C)C)C(C)=C4CCC(=O)O[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C3C	4509.9	Standard non polar	33892256
Mesoporphyrin IX,3TMS,isomer #2	CCC1=C(C)C2=CC3=NC(=CC4=NC(=CC5=C(CC)C(C)=C(C=C1[NH]2)N5[Si](C)(C)C)C(C)=C4CCC(=O)O[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C3C	5928.9	Standard polar	33892256
Mesoporphyrin IX,3TMS,isomer #3	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1N2[Si](C)(C)C)C(C)=C5CCC(=O)O[Si](C)(C)C)C(CCC(=O)O)=C4C)N3[Si](C)(C)C	5245.3	Semi standard non polar	33892256
Mesoporphyrin IX,3TMS,isomer #3	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1N2[Si](C)(C)C)C(C)=C5CCC(=O)O[Si](C)(C)C)C(CCC(=O)O)=C4C)N3[Si](C)(C)C	4551.9	Standard non polar	33892256
Mesoporphyrin IX,3TMS,isomer #3	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1N2[Si](C)(C)C)C(C)=C5CCC(=O)O[Si](C)(C)C)C(CCC(=O)O)=C4C)N3[Si](C)(C)C	5886.5	Standard polar	33892256
Mesoporphyrin IX,3TMS,isomer #4	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1N2[Si](C)(C)C)C(C)=C5CCC(=O)O)C(CCC(=O)O[Si](C)(C)C)=C4C)N3[Si](C)(C)C	5245.3	Semi standard non polar	33892256
Mesoporphyrin IX,3TMS,isomer #4	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1N2[Si](C)(C)C)C(C)=C5CCC(=O)O)C(CCC(=O)O[Si](C)(C)C)=C4C)N3[Si](C)(C)C	4551.9	Standard non polar	33892256
Mesoporphyrin IX,3TMS,isomer #4	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1N2[Si](C)(C)C)C(C)=C5CCC(=O)O)C(CCC(=O)O[Si](C)(C)C)=C4C)N3[Si](C)(C)C	5886.5	Standard polar	33892256
Mesoporphyrin IX,4TMS,isomer #1	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1N2[Si](C)(C)C)C(C)=C5CCC(=O)O[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C4C)N3[Si](C)(C)C	5170.8	Semi standard non polar	33892256
Mesoporphyrin IX,4TMS,isomer #1	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1N2[Si](C)(C)C)C(C)=C5CCC(=O)O[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C4C)N3[Si](C)(C)C	4532.6	Standard non polar	33892256
Mesoporphyrin IX,4TMS,isomer #1	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1N2[Si](C)(C)C)C(C)=C5CCC(=O)O[Si](C)(C)C)C(CCC(=O)O[Si](C)(C)C)=C4C)N3[Si](C)(C)C	5590.5	Standard polar	33892256
Mesoporphyrin IX,1TBDMS,isomer #1	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1[NH]2)C(C)=C5CCC(=O)O[Si](C)(C)C(C)(C)C)C(CCC(=O)O)=C4C)[NH]3	5631.6	Semi standard non polar	33892256
Mesoporphyrin IX,1TBDMS,isomer #2	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1[NH]2)C(C)=C5CCC(=O)O)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C4C)[NH]3	5631.5	Semi standard non polar	33892256
Mesoporphyrin IX,1TBDMS,isomer #3	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1[NH]2)C(C)=C5CCC(=O)O)C(CCC(=O)O)=C4C)N3[Si](C)(C)C(C)(C)C	5552.2	Semi standard non polar	33892256
Mesoporphyrin IX,1TBDMS,isomer #4	CCC1=C(C)C2=CC3=NC(=CC4=NC(=CC5=C(CC)C(C)=C(C=C1[NH]2)N5[Si](C)(C)C(C)(C)C)C(C)=C4CCC(=O)O)C(CCC(=O)O)=C3C	5558.4	Semi standard non polar	33892256
Mesoporphyrin IX,2TBDMS,isomer #1	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1[NH]2)C(C)=C5CCC(=O)O[Si](C)(C)C(C)(C)C)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C4C)[NH]3	5642.8	Semi standard non polar	33892256
Mesoporphyrin IX,2TBDMS,isomer #2	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1[NH]2)C(C)=C5CCC(=O)O[Si](C)(C)C(C)(C)C)C(CCC(=O)O)=C4C)N3[Si](C)(C)C(C)(C)C	5628.6	Semi standard non polar	33892256
Mesoporphyrin IX,2TBDMS,isomer #3	CCC1=C(C)C2=CC3=NC(=CC4=NC(=CC5=C(CC)C(C)=C(C=C1[NH]2)N5[Si](C)(C)C(C)(C)C)C(C)=C4CCC(=O)O[Si](C)(C)C(C)(C)C)C(CCC(=O)O)=C3C	5637.0	Semi standard non polar	33892256
Mesoporphyrin IX,2TBDMS,isomer #4	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1[NH]2)C(C)=C5CCC(=O)O)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C4C)N3[Si](C)(C)C(C)(C)C	5628.4	Semi standard non polar	33892256
Mesoporphyrin IX,2TBDMS,isomer #5	CCC1=C(C)C2=CC3=NC(=CC4=NC(=CC5=C(CC)C(C)=C(C=C1[NH]2)N5[Si](C)(C)C(C)(C)C)C(C)=C4CCC(=O)O)C(CCC(=O)O[Si](C)(C)C(C)(C)C)=C3C	5637.0	Semi standard non polar	33892256
Mesoporphyrin IX,2TBDMS,isomer #6	CCC1=C(C)C2=CC3=C(CC)C(C)=C(C=C4N=C(C=C5N=C(C=C1N2[Si](C)(C)C(C)(C)C)C(C)=C5CCC(=O)O)C(CCC(=O)O)=C4C)N3[Si](C)(C)C(C)(C)C	5660.5	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 - Mesoporphyrin IX GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pi3-1000290000-3334caad66220e006450	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoporphyrin IX GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9000043000-a2d4e3150c95021fa8f4	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoporphyrin IX GC-MS ("Mesoporphyrin IX,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoporphyrin IX GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoporphyrin IX GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoporphyrin IX GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoporphyrin IX GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoporphyrin IX GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoporphyrin IX GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoporphyrin IX GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoporphyrin IX GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoporphyrin IX GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoporphyrin IX GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoporphyrin IX GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoporphyrin IX GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoporphyrin IX GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoporphyrin IX GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoporphyrin IX GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoporphyrin IX GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoporphyrin IX GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoporphyrin IX GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-10-15	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mesoporphyrin IX GC-MS (TBDMS_2_6) - 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 - Mesoporphyrin IX 10V, Positive-QTOF	splash10-0002-0000090000-f39eadaf63dd4b8e3c16	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoporphyrin IX 20V, Positive-QTOF	splash10-0fl1-0000390000-a60d92f4caeb718839e7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoporphyrin IX 40V, Positive-QTOF	splash10-06r2-1000910000-c48150816a95b8ecc959	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoporphyrin IX 10V, Negative-QTOF	splash10-014i-0000090000-d58453cd80688a112c95	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoporphyrin IX 20V, Negative-QTOF	splash10-00r2-0000090000-2b67f8520382c94bd18c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoporphyrin IX 40V, Negative-QTOF	splash10-0a4i-9000140000-df5ce7ab48549426104e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoporphyrin IX 10V, Negative-QTOF	splash10-014i-0000090000-1552a07a004fd4336da9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoporphyrin IX 20V, Negative-QTOF	splash10-014i-0000090000-acb16b05f13378216a4f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoporphyrin IX 40V, Negative-QTOF	splash10-0kdl-0000940000-bb23c5f45f8b781c03db	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoporphyrin IX 10V, Positive-QTOF	splash10-014i-0000090000-765efd1766eaadab9c97	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoporphyrin IX 20V, Positive-QTOF	splash10-014i-0000090000-7b56455dec517d7384c4	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesoporphyrin IX 40V, Positive-QTOF	splash10-0a4i-2000690000-606dfcfb5d52fc7f9ba7	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Spleen

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

FDB022986

KNApSAcK ID

Not Available

Chemspider ID

65350

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6655

PubChem Compound

Not Available

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

Fabry, T. L.; Simo, C.; Javaherian, K. Preparation of mesoporphyrin IX and copper and manganese mesoporphyrin complexes of apohemoglobin. Biochimica et Biophysica Acta, Protein Structure (1968), 160(1), 118-22.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Tiribelli C, Ostrow JD: New concepts in bilirubin and jaundice: report of the Third International Bilirubin Workshop, April 6-8, 1995, Trieste, Italy. Hepatology. 1996 Nov;24(5):1296-311. [PubMed:8903413 ]
Vreman HJ, Ekstrand BC, Stevenson DK: Selection of metalloporphyrin heme oxygenase inhibitors based on potency and photoreactivity. Pediatr Res. 1993 Feb;33(2):195-200. [PubMed:8433895 ]
Greenbaum NL, Kappas A: Comparative photoactivity of tin and zinc porphyrin inhibitors of heme oxygenase: pronounced photolability of the zinc compounds. Photochem Photobiol. 1991 Aug;54(2):183-92. [PubMed:1780355 ]
Drummond GS, Greenbaum NL, Kappas A: Tin(Sn+4)-diiododeuteroporphyrin; an in vitro and in vivo inhibitor of heme oxygenase with substantially reduced photoactive properties. J Pharmacol Exp Ther. 1991 Jun;257(3):1109-13. [PubMed:2046022 ]
Beukeveld GJ, Meerman L, Huizenga JR, Venekamp-Hoolsema EE, Gips CH, Wolthers BG: Determination of porphyrins in bile using high performance liquid chromatography and some clinical applications. Eur J Clin Chem Clin Biochem. 1994 Mar;32(3):153-9. [PubMed:8031966 ]
Beukeveld GJ, Bijleveld CM, Kuipers F, Kreeftenberg HG, Huizenga JR, te Velde K, Wolthers BG: Evaluation and clinical application of the Enterotest for the determination of human biliary porphyrin composition. Eur J Clin Chem Clin Biochem. 1995 Jul;33(7):453-62. [PubMed:7548456 ]
Galbraith RA, Kappas A: Pharmacokinetics of tin-mesoporphyrin in man and the effects of tin-chelated porphyrins on hyperexcretion of heme pathway precursors in patients with acute inducible porphyria. Hepatology. 1989 Jun;9(6):882-8. [PubMed:2714739 ]
Takaoka Y, Matsuura S, Boda K, Nagai H: The effect of mesoporphyrin on the production of cytokines by inflammatory cells in vitro. Jpn J Pharmacol. 1999 May;80(1):33-40. [PubMed:10446754 ]

Showing metabocard for Mesoporphyrin IX (HMDB0002379)

MOL for HMDB0002379 (Mesoporphyrin IX)

3D MOL for HMDB0002379 (Mesoporphyrin IX)

3D SDF for HMDB0002379 (Mesoporphyrin IX)

3D-SDF for HMDB0002379 (Mesoporphyrin IX)

PDB for HMDB0002379 (Mesoporphyrin IX)

3D PDB for HMDB0002379 (Mesoporphyrin IX)

SMILES for HMDB0002379 (Mesoporphyrin IX)

INCHI for HMDB0002379 (Mesoporphyrin IX)

Structure for HMDB0002379 (Mesoporphyrin IX)

3D Structure for HMDB0002379 (Mesoporphyrin IX)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra