MiMeDB: Showing metabocard for Protoporphyrinogen IX (MMDBc0029556)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:32:09 UTC

Update Date

2024-04-30 19:37:54 UTC

Metabolite ID

MMDBc0029556

Metabolite Identification

Common Name

Protoporphyrinogen IX

Description

Protoporphyrinogen IX is an intermediate in heme biosynthesis. It is a porphyrinogen in which 2 pyrrole rings each have one methyl and one propionate side chain and the other two pyrrole rings each have one methyl and one vinyl side chain. 15 isomers are possible but only one, type IX, occurs naturally. Protoporphyrinogen is produced by oxidative decarboxylation of coproporphyrinogen.

Structure

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


  Mrv1652303021823532D          

 42 46  0  0  0  0            999 V2000
   -1.6485    0.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095    1.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7305    1.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6695    0.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0870   -0.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6695   -0.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7305   -1.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095   -1.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6485   -0.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0660   -0.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8556    0.8540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8556   -0.8572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8347   -0.8572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0243    1.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8211    1.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4609    2.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744    2.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0661   -1.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8629   -1.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0243   -1.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8211   -1.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4399    2.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6533    2.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502    3.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0661    1.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8629    1.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0764    2.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4399   -2.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6533   -2.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502   -3.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4609   -2.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -2.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4713   -3.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4605   -4.0675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6637   -3.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0804   -4.4373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1014   -4.4373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6847   -3.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4815   -4.0675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8347    0.8540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1 42  1  0  0  0  0
 16  1  2  0  0  0  0
 12  1  1  0  0  0  0
  2  3  1  0  0  0  0
 42  2  1  0  0  0  0
 24  2  2  0  0  0  0
  3  4  1  0  0  0  0
  4 13  1  0  0  0  0
 18  4  2  0  0  0  0
  5  6  1  0  0  0  0
 13  5  1  0  0  0  0
 27  5  2  0  0  0  0
  6  7  1  0  0  0  0
  7 14  1  0  0  0  0
  7 20  2  0  0  0  0
  8  9  1  0  0  0  0
 33  8  2  0  0  0  0
 14  8  1  0  0  0  0
 10  9  1  0  0  0  0
 15 10  1  0  0  0  0
 30 10  2  0  0  0  0
 11 12  1  0  0  0  0
 15 11  1  0  0  0  0
 22 11  2  0  0  0  0
 24 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 27  1  0  0  0  0
 18 19  1  0  0  0  0
 20 33  1  0  0  0  0
 20 21  1  0  0  0  0
 22 30  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 37  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 40  1  0  0  0  0
 37 36  1  0  0  0  0
 37 38  2  0  0  0  0
 40 39  1  0  0  0  0
 40 41  2  0  0  0  0
M  END

HMDB0001097
     RDKit          3D
Protoporphyrinogen IX
 82 86  0  0  0  0  0  0  0  0999 V2000
    4.5727   -4.6923    1.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5636   -4.5750    0.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3981   -3.7003    1.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3754   -2.3913    1.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1005   -2.0036    1.7076 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2933   -3.0119    1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0883   -4.0911    0.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6462   -5.4515    0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2090   -3.0251    1.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8346   -1.8534    0.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2731   -0.7505   -0.0276 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2793    0.0137   -0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4849   -0.6280   -0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8774   -0.2103   -0.6967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0632   -0.5271   -2.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4186   -0.1600   -2.6381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3510   -0.9618   -2.4097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7023    0.9989   -3.3256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2298   -1.8118    0.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2417   -2.8315    0.7626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2306    1.3640   -1.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9698    2.1524   -0.9995 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2984    1.7386   -1.2751 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1145    2.7215   -0.8790 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3966    3.7847   -0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8857    5.1031    0.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9532    3.4225   -0.4317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0443    4.2870    0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4222    4.2103    1.4924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8475    2.9837    2.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3043    1.8829    1.9453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9516    2.9553    2.9936 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6411    2.7385   -0.8118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2415    1.4734   -0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8888    0.7689    0.8380 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6536   -0.3439    0.8281 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4998   -0.3491   -0.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5195   -1.3689   -0.7007 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2418    0.8097   -0.9610 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9949    1.1886   -2.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3740    2.3928   -2.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6123   -1.5159    1.8094 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6631   -4.1637    2.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4128   -5.3578    1.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5656   -5.1619   -0.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7555   -1.0077    2.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4096   -6.1697    0.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4680   -5.4185   -0.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3007   -5.6651    0.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6469   -3.1812    2.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5513   -3.9732    0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976   -0.5156   -0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5775   -0.7721   -0.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0335    0.8653   -0.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8878   -1.6096   -2.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3506    0.0189   -2.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3271    1.7238   -2.9853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8513   -3.4717    1.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0791   -2.2564    1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6347   -3.4029   -0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0925    1.9246   -0.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5187    1.3676   -2.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5766    0.7914   -1.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1446    5.8881    0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7955    5.3710   -0.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1802    5.0034    1.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9689    4.0710   -0.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8374    5.3655   -0.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6017    4.7145    2.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2594    4.9924    1.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1247    3.7945    3.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0445    3.6374   -0.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9485    2.9170   -1.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1464    1.0519    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0023   -2.1502   -1.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0370   -1.7605    0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2717   -0.8868   -1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2357    0.3495   -2.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1827    3.2662   -1.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9279    2.5499   -3.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8646   -1.2967    2.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4965   -2.1788    1.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 13 19  1  0
 19 20  1  0
 12 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 24 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 40 41  2  3
 36 42  1  0
  7  3  1  0
 19 10  2  0
 27 22  2  0
 39 34  2  0
 42  4  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
  5 46  1  0
  8 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
  9 51  1  0
 11 52  1  0
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 18 57  1  0
 20 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 21 62  1  0
 23 63  1  0
 26 64  1  0
 26 65  1  0
 26 66  1  0
 28 67  1  0
 28 68  1  0
 29 69  1  0
 29 70  1  0
 32 71  1  0
 33 72  1  0
 33 73  1  0
 35 74  1  0
 38 75  1  0
 38 76  1  0
 38 77  1  0
 40 78  1  0
 41 79  1  0
 41 80  1  0
 42 81  1  0
 42 82  1  0
M  END


  Mrv1652303021823532D          

 42 46  0  0  0  0            999 V2000
   -1.6485    0.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095    1.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.0852    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7305    1.6679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6695    0.7079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0870   -0.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6695   -0.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7305   -1.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.0885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7095   -1.6712    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6485   -0.7111    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0660   -0.0015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8556    0.8540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8556   -0.8572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8347   -0.8572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0243    1.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8211    1.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4609    2.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744    2.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0661   -1.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8629   -1.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0243   -1.4624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8211   -1.6759    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4399    2.0435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6533    2.8404    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502    3.0539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0661    1.4592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8629    1.6727    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0764    2.4696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4399   -2.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6533   -2.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4502   -3.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4609   -2.0467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6744   -2.8436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4713   -3.0571    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4605   -4.0675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6637   -3.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0804   -4.4373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1014   -4.4373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6847   -3.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4815   -4.0675    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8347    0.8540    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1 42  1  0  0  0  0
 16  1  2  0  0  0  0
 12  1  1  0  0  0  0
  2  3  1  0  0  0  0
 42  2  1  0  0  0  0
 24  2  2  0  0  0  0
  3  4  1  0  0  0  0
  4 13  1  0  0  0  0
 18  4  2  0  0  0  0
  5  6  1  0  0  0  0
 13  5  1  0  0  0  0
 27  5  2  0  0  0  0
  6  7  1  0  0  0  0
  7 14  1  0  0  0  0
  7 20  2  0  0  0  0
  8  9  1  0  0  0  0
 33  8  2  0  0  0  0
 14  8  1  0  0  0  0
 10  9  1  0  0  0  0
 15 10  1  0  0  0  0
 30 10  2  0  0  0  0
 11 12  1  0  0  0  0
 15 11  1  0  0  0  0
 22 11  2  0  0  0  0
 24 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 27  1  0  0  0  0
 18 19  1  0  0  0  0
 20 33  1  0  0  0  0
 20 21  1  0  0  0  0
 22 30  1  0  0  0  0
 22 23  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 27 28  1  0  0  0  0
 28 29  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 37  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 40  1  0  0  0  0
 37 36  1  0  0  0  0
 37 38  2  0  0  0  0
 40 39  1  0  0  0  0
 40 41  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029556

> <DATABASE_NAME>
MIME

> <SMILES>
CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(C=C)=C(CC5=C(C)C(CCC(O)=O)=C(CC(N2)=C1CCC(O)=O)N5)N4)N3

> <INCHI_IDENTIFIER>
InChI=1S/C34H40N4O4/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/h7-8,35-38H,1-2,9-16H2,3-6H3,(H,39,40)(H,41,42)

> <INCHI_KEY>
UHSGPDMIQQYNAX-UHFFFAOYSA-N

> <FORMULA>
C34H40N4O4

> <MOLECULAR_WEIGHT>
568.7058

> <EXACT_MASS>
568.304955788

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
82

> <JCHEM_AVERAGE_POLARIZABILITY>
64.5199264797442

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[20-(2-carboxyethyl)-9,14-diethenyl-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(20),3,5,8,10,13,15,18-octaen-4-yl]propanoic acid

> <ALOGPS_LOGP>
3.44

> <JCHEM_LOGP>
6.200009445999999

> <ALOGPS_LOGS>
-5.01

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.67011788729448

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.0668900795671075

> <JCHEM_POLAR_SURFACE_AREA>
137.76

> <JCHEM_REFRACTIVITY>
169.41620000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.51e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[20-(2-carboxyethyl)-9,14-diethenyl-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(20),3,5,8,10,13,15,18-octaen-4-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001097
     RDKit          3D
Protoporphyrinogen IX
 82 86  0  0  0  0  0  0  0  0999 V2000
    4.5727   -4.6923    1.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5636   -4.5750    0.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3981   -3.7003    1.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3754   -2.3913    1.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1005   -2.0036    1.7076 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2933   -3.0119    1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0883   -4.0911    0.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6462   -5.4515    0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2090   -3.0251    1.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8346   -1.8534    0.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2731   -0.7505   -0.0276 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2793    0.0137   -0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4849   -0.6280   -0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8774   -0.2103   -0.6967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0632   -0.5271   -2.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4186   -0.1600   -2.6381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3510   -0.9618   -2.4097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7023    0.9989   -3.3256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2298   -1.8118    0.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2417   -2.8315    0.7626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2306    1.3640   -1.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9698    2.1524   -0.9995 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2984    1.7386   -1.2751 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1145    2.7215   -0.8790 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3966    3.7847   -0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8857    5.1031    0.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9532    3.4225   -0.4317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0443    4.2870    0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4222    4.2103    1.4924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8475    2.9837    2.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3043    1.8829    1.9453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9516    2.9553    2.9936 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6411    2.7385   -0.8118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2415    1.4734   -0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8888    0.7689    0.8380 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6536   -0.3439    0.8281 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4998   -0.3491   -0.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5195   -1.3689   -0.7007 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2418    0.8097   -0.9610 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9949    1.1886   -2.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3740    2.3928   -2.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6123   -1.5159    1.8094 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6631   -4.1637    2.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4128   -5.3578    1.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5656   -5.1619   -0.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7555   -1.0077    2.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4096   -6.1697    0.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4680   -5.4185   -0.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3007   -5.6651    0.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6469   -3.1812    2.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5513   -3.9732    0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976   -0.5156   -0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5775   -0.7721   -0.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0335    0.8653   -0.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8878   -1.6096   -2.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3506    0.0189   -2.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3271    1.7238   -2.9853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8513   -3.4717    1.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0791   -2.2564    1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6347   -3.4029   -0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0925    1.9246   -0.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5187    1.3676   -2.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5766    0.7914   -1.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1446    5.8881    0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7955    5.3710   -0.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1802    5.0034    1.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9689    4.0710   -0.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8374    5.3655   -0.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6017    4.7145    2.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2594    4.9924    1.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1247    3.7945    3.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0445    3.6374   -0.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9485    2.9170   -1.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1464    1.0519    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0023   -2.1502   -1.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0370   -1.7605    0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2717   -0.8868   -1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2357    0.3495   -2.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1827    3.2662   -1.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9279    2.5499   -3.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8646   -1.2967    2.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4965   -2.1788    1.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 13 19  1  0
 19 20  1  0
 12 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 24 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 40 41  2  3
 36 42  1  0
  7  3  1  0
 19 10  2  0
 27 22  2  0
 39 34  2  0
 42  4  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
  5 46  1  0
  8 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
  9 51  1  0
 11 52  1  0
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 18 57  1  0
 20 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 21 62  1  0
 23 63  1  0
 26 64  1  0
 26 65  1  0
 26 66  1  0
 28 67  1  0
 28 68  1  0
 29 69  1  0
 29 70  1  0
 32 71  1  0
 33 72  1  0
 33 73  1  0
 35 74  1  0
 38 75  1  0
 38 76  1  0
 38 77  1  0
 40 78  1  0
 41 79  1  0
 41 80  1  0
 42 81  1  0
 42 82  1  0
M  END

HEADER    PROTEIN                                 02-MAR-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   02-MAR-18         0                                  
HETATM    1  C   UNK     0      -3.077   1.321   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.324   3.113   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   3.892   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.364   3.113   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.116   1.321   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.896  -0.003   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.116  -1.327   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.364  -3.120   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000  -3.899   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.324  -3.120   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.077  -1.327   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -3.856  -0.003   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       1.597   1.594   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0       1.597  -1.600   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0      -1.558  -1.600   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -3.779   2.724   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -5.266   3.122   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.727   3.815   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.126   5.302   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.857  -2.730   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.344  -3.128   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -3.779  -2.730   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -5.266  -3.128   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.688   3.815   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.086   5.302   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -4.574   5.701   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       3.857   2.724   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       5.344   3.122   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       5.743   4.610   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      -2.688  -3.821   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      -3.086  -5.308   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -4.574  -5.707   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       2.727  -3.821   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.126  -5.308   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       4.613  -5.707   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0      -6.460  -7.593   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -4.972  -7.194   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      -3.883  -8.283   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       3.923  -8.283   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       5.011  -7.194   0.000  0.00  0.00           C+0
HETATM   41  O   UNK     0       6.499  -7.593   0.000  0.00  0.00           O+0
HETATM   42  N   UNK     0      -1.558   1.594   0.000  0.00  0.00           N+0
CONECT    1   42   16   12                                                  
CONECT    2    3   42   24                                                  
CONECT    3    2    4                                                       
CONECT    4    3   13   18                                                  
CONECT    5    6   13   27                                                  
CONECT    6    5    7                                                       
CONECT    7    6   14   20                                                  
CONECT    8    9   33   14                                                  
CONECT    9    8   10                                                       
CONECT   10    9   15   30                                                  
CONECT   11   12   15   22                                                  
CONECT   12    1   11                                                       
CONECT   13    4    5                                                       
CONECT   14    7    8                                                       
CONECT   15   10   11                                                       
CONECT   16    1   24   17                                                  
CONECT   17   16                                                            
CONECT   18    4   27   19                                                  
CONECT   19   18                                                            
CONECT   20    7   33   21                                                  
CONECT   21   20                                                            
CONECT   22   11   30   23                                                  
CONECT   23   22                                                            
CONECT   24    2   16   25                                                  
CONECT   25   24   26                                                       
CONECT   26   25                                                            
CONECT   27    5   18   28                                                  
CONECT   28   27   29                                                       
CONECT   29   28                                                            
CONECT   30   10   22   31                                                  
CONECT   31   30   32                                                       
CONECT   32   31   37                                                       
CONECT   33    8   20   34                                                  
CONECT   34   33   35                                                       
CONECT   35   34   40                                                       
CONECT   36   37                                                            
CONECT   37   32   36   38                                                  
CONECT   38   37                                                            
CONECT   39   40                                                            
CONECT   40   35   39   41                                                  
CONECT   41   40                                                            
CONECT   42    1    2                                                       
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

COMPND    HMDB0001097
HETATM    1  C1  UNL     1       4.573  -4.692   1.681  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.564  -4.575   0.872  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.398  -3.700   1.106  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.375  -2.391   1.581  1.00  0.00           C  
HETATM    5  N1  UNL     1       1.100  -2.004   1.708  1.00  0.00           N  
HETATM    6  C5  UNL     1       0.293  -3.012   1.322  1.00  0.00           C  
HETATM    7  C6  UNL     1       1.088  -4.091   0.941  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.646  -5.451   0.437  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.209  -3.025   1.192  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.835  -1.853   0.489  1.00  0.00           C  
HETATM   11  N2  UNL     1      -1.273  -0.750  -0.028  1.00  0.00           N  
HETATM   12  C10 UNL     1      -2.279   0.014  -0.521  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.485  -0.628  -0.310  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.877  -0.210  -0.697  1.00  0.00           C  
HETATM   15  C13 UNL     1      -5.063  -0.527  -2.143  1.00  0.00           C  
HETATM   16  C14 UNL     1      -6.419  -0.160  -2.638  1.00  0.00           C  
HETATM   17  O1  UNL     1      -7.351  -0.962  -2.410  1.00  0.00           O  
HETATM   18  O2  UNL     1      -6.702   0.999  -3.326  1.00  0.00           O  
HETATM   19  C15 UNL     1      -3.230  -1.812   0.328  1.00  0.00           C  
HETATM   20  C16 UNL     1      -4.242  -2.831   0.763  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.231   1.364  -1.163  1.00  0.00           C  
HETATM   22  C18 UNL     1      -0.970   2.152  -0.999  1.00  0.00           C  
HETATM   23  N3  UNL     1       0.298   1.739  -1.275  1.00  0.00           N  
HETATM   24  C19 UNL     1       1.115   2.722  -0.879  1.00  0.00           C  
HETATM   25  C20 UNL     1       0.397   3.785  -0.357  1.00  0.00           C  
HETATM   26  C21 UNL     1       0.886   5.103   0.198  1.00  0.00           C  
HETATM   27  C22 UNL     1      -0.953   3.423  -0.432  1.00  0.00           C  
HETATM   28  C23 UNL     1      -2.044   4.287   0.081  1.00  0.00           C  
HETATM   29  C24 UNL     1      -2.422   4.210   1.492  1.00  0.00           C  
HETATM   30  C25 UNL     1      -2.848   2.984   2.116  1.00  0.00           C  
HETATM   31  O3  UNL     1      -2.304   1.883   1.945  1.00  0.00           O  
HETATM   32  O4  UNL     1      -3.952   2.955   2.994  1.00  0.00           O  
HETATM   33  C26 UNL     1       2.641   2.739  -0.812  1.00  0.00           C  
HETATM   34  C27 UNL     1       3.241   1.473  -0.256  1.00  0.00           C  
HETATM   35  N4  UNL     1       2.889   0.769   0.838  1.00  0.00           N  
HETATM   36  C28 UNL     1       3.654  -0.344   0.828  1.00  0.00           C  
HETATM   37  C29 UNL     1       4.500  -0.349  -0.268  1.00  0.00           C  
HETATM   38  C30 UNL     1       5.520  -1.369  -0.701  1.00  0.00           C  
HETATM   39  C31 UNL     1       4.242   0.810  -0.961  1.00  0.00           C  
HETATM   40  C32 UNL     1       4.995   1.189  -2.161  1.00  0.00           C  
HETATM   41  C33 UNL     1       5.374   2.393  -2.475  1.00  0.00           C  
HETATM   42  C34 UNL     1       3.612  -1.516   1.809  1.00  0.00           C  
HETATM   43  H1  UNL     1       4.663  -4.164   2.611  1.00  0.00           H  
HETATM   44  H2  UNL     1       5.413  -5.358   1.458  1.00  0.00           H  
HETATM   45  H3  UNL     1       3.566  -5.162  -0.052  1.00  0.00           H  
HETATM   46  H4  UNL     1       0.756  -1.008   2.116  1.00  0.00           H  
HETATM   47  H5  UNL     1       1.410  -6.170   0.754  1.00  0.00           H  
HETATM   48  H6  UNL     1       0.468  -5.418  -0.659  1.00  0.00           H  
HETATM   49  H7  UNL     1      -0.301  -5.665   0.937  1.00  0.00           H  
HETATM   50  H8  UNL     1      -1.647  -3.181   2.181  1.00  0.00           H  
HETATM   51  H9  UNL     1      -1.551  -3.973   0.662  1.00  0.00           H  
HETATM   52  H10 UNL     1      -0.198  -0.516  -0.061  1.00  0.00           H  
HETATM   53  H11 UNL     1      -5.577  -0.772  -0.056  1.00  0.00           H  
HETATM   54  H12 UNL     1      -5.033   0.865  -0.464  1.00  0.00           H  
HETATM   55  H13 UNL     1      -4.888  -1.610  -2.329  1.00  0.00           H  
HETATM   56  H14 UNL     1      -4.351   0.019  -2.758  1.00  0.00           H  
HETATM   57  H15 UNL     1      -7.327   1.724  -2.985  1.00  0.00           H  
HETATM   58  H16 UNL     1      -3.851  -3.472   1.562  1.00  0.00           H  
HETATM   59  H17 UNL     1      -5.079  -2.256   1.210  1.00  0.00           H  
HETATM   60  H18 UNL     1      -4.635  -3.403  -0.101  1.00  0.00           H  
HETATM   61  H19 UNL     1      -3.093   1.925  -0.679  1.00  0.00           H  
HETATM   62  H20 UNL     1      -2.519   1.368  -2.207  1.00  0.00           H  
HETATM   63  H21 UNL     1       0.577   0.791  -1.785  1.00  0.00           H  
HETATM   64  H22 UNL     1       0.145   5.888   0.015  1.00  0.00           H  
HETATM   65  H23 UNL     1       1.795   5.371  -0.382  1.00  0.00           H  
HETATM   66  H24 UNL     1       1.180   5.003   1.254  1.00  0.00           H  
HETATM   67  H25 UNL     1      -2.969   4.071  -0.529  1.00  0.00           H  
HETATM   68  H26 UNL     1      -1.837   5.365  -0.163  1.00  0.00           H  
HETATM   69  H27 UNL     1      -1.602   4.714   2.113  1.00  0.00           H  
HETATM   70  H28 UNL     1      -3.259   4.992   1.624  1.00  0.00           H  
HETATM   71  H29 UNL     1      -4.125   3.795   3.529  1.00  0.00           H  
HETATM   72  H30 UNL     1       3.045   3.637  -0.307  1.00  0.00           H  
HETATM   73  H31 UNL     1       2.949   2.917  -1.849  1.00  0.00           H  
HETATM   74  H32 UNL     1       2.146   1.052   1.611  1.00  0.00           H  
HETATM   75  H33 UNL     1       5.002  -2.150  -1.298  1.00  0.00           H  
HETATM   76  H34 UNL     1       6.037  -1.760   0.181  1.00  0.00           H  
HETATM   77  H35 UNL     1       6.272  -0.887  -1.352  1.00  0.00           H  
HETATM   78  H36 UNL     1       5.236   0.350  -2.824  1.00  0.00           H  
HETATM   79  H37 UNL     1       5.183   3.266  -1.891  1.00  0.00           H  
HETATM   80  H38 UNL     1       5.928   2.550  -3.389  1.00  0.00           H  
HETATM   81  H39 UNL     1       3.865  -1.297   2.836  1.00  0.00           H  
HETATM   82  H40 UNL     1       4.497  -2.179   1.556  1.00  0.00           H  
CONECT    1    2    2   43   44
CONECT    2    3   45
CONECT    3    4    4    7
CONECT    4    5   42
CONECT    5    6   46
CONECT    6    7    7    9
CONECT    7    8
CONECT    8   47   48   49
CONECT    9   10   50   51
CONECT   10   11   19   19
CONECT   11   12   52
CONECT   12   13   13   21
CONECT   13   14   19
CONECT   14   15   53   54
CONECT   15   16   55   56
CONECT   16   17   17   18
CONECT   18   57
CONECT   19   20
CONECT   20   58   59   60
CONECT   21   22   61   62
CONECT   22   23   27   27
CONECT   23   24   63
CONECT   24   25   25   33
CONECT   25   26   27
CONECT   26   64   65   66
CONECT   27   28
CONECT   28   29   67   68
CONECT   29   30   69   70
CONECT   30   31   31   32
CONECT   32   71
CONECT   33   34   72   73
CONECT   34   35   39   39
CONECT   35   36   74
CONECT   36   37   37   42
CONECT   37   38   39
CONECT   38   75   76   77
CONECT   39   40
CONECT   40   41   41   78
CONECT   41   79   80
CONECT   42   81   82
END

HMDB0001097
     RDKit          3D
Protoporphyrinogen IX
 82 86  0  0  0  0  0  0  0  0999 V2000
    4.5727   -4.6923    1.6814 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5636   -4.5750    0.8724 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3981   -3.7003    1.1058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3754   -2.3913    1.5808 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1005   -2.0036    1.7076 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2933   -3.0119    1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0883   -4.0911    0.9409 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6462   -5.4515    0.4371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2090   -3.0251    1.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8346   -1.8534    0.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2731   -0.7505   -0.0276 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2793    0.0137   -0.5208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4849   -0.6280   -0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8774   -0.2103   -0.6967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0632   -0.5271   -2.1427 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4186   -0.1600   -2.6381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3510   -0.9618   -2.4097 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7023    0.9989   -3.3256 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2298   -1.8118    0.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2417   -2.8315    0.7626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2306    1.3640   -1.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9698    2.1524   -0.9995 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2984    1.7386   -1.2751 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1145    2.7215   -0.8790 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3966    3.7847   -0.3575 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8857    5.1031    0.1985 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9532    3.4225   -0.4317 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0443    4.2870    0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4222    4.2103    1.4924 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8475    2.9837    2.1159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3043    1.8829    1.9453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9516    2.9553    2.9936 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6411    2.7385   -0.8118 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2415    1.4734   -0.2559 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8888    0.7689    0.8380 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6536   -0.3439    0.8281 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4998   -0.3491   -0.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5195   -1.3689   -0.7007 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2418    0.8097   -0.9610 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9949    1.1886   -2.1607 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3740    2.3928   -2.4748 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6123   -1.5159    1.8094 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6631   -4.1637    2.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4128   -5.3578    1.4584 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5656   -5.1619   -0.0518 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7555   -1.0077    2.1160 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4096   -6.1697    0.7542 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4680   -5.4185   -0.6586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3007   -5.6651    0.9369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6469   -3.1812    2.1813 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5513   -3.9732    0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1976   -0.5156   -0.0610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5775   -0.7721   -0.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0335    0.8653   -0.4640 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8878   -1.6096   -2.3285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3506    0.0189   -2.7582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3271    1.7238   -2.9853 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8513   -3.4717    1.5620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0791   -2.2564    1.2098 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6347   -3.4029   -0.1008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0925    1.9246   -0.6793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5187    1.3676   -2.2075 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5766    0.7914   -1.7852 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1446    5.8881    0.0152 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7955    5.3710   -0.3816 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1802    5.0034    1.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9689    4.0710   -0.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8374    5.3655   -0.1631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6017    4.7145    2.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2594    4.9924    1.6235 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1247    3.7945    3.5289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0445    3.6374   -0.3071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9485    2.9170   -1.8491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1464    1.0519    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0023   -2.1502   -1.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0370   -1.7605    0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2717   -0.8868   -1.3523 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2357    0.3495   -2.8242 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1827    3.2662   -1.8906 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9279    2.5499   -3.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8646   -1.2967    2.8362 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4965   -2.1788    1.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 13 19  1  0
 19 20  1  0
 12 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 25 27  1  0
 27 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 24 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 37 39  1  0
 39 40  1  0
 40 41  2  3
 36 42  1  0
  7  3  1  0
 19 10  2  0
 27 22  2  0
 39 34  2  0
 42  4  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
  5 46  1  0
  8 47  1  0
  8 48  1  0
  8 49  1  0
  9 50  1  0
  9 51  1  0
 11 52  1  0
 14 53  1  0
 14 54  1  0
 15 55  1  0
 15 56  1  0
 18 57  1  0
 20 58  1  0
 20 59  1  0
 20 60  1  0
 21 61  1  0
 21 62  1  0
 23 63  1  0
 26 64  1  0
 26 65  1  0
 26 66  1  0
 28 67  1  0
 28 68  1  0
 29 69  1  0
 29 70  1  0
 32 71  1  0
 33 72  1  0
 33 73  1  0
 35 74  1  0
 38 75  1  0
 38 76  1  0
 38 77  1  0
 40 78  1  0
 41 79  1  0
 41 80  1  0
 42 81  1  0
 42 82  1  0
M  END

Synonyms

Value	Source
7,12-Diethenyl-3,8,13,17-tetramethyl-5,10,15,20,22,24-hexahydroporphyrin-2,18-dipropanoic acid	ChEBI
7,12-Diethenyl-3,8,13,17-tetramethyl-5,10,15,20,22,24-hexahydroporphyrin-2,18-dipropanoate	Generator
5,10,15,20,22,24-Hexahydro protoporphyrin IX deriv.	HMDB
7,12-Diethenyl-5,10,15,20,22,24-hexahydro-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoate	HMDB
7,12-Diethenyl-5,10,15,20,22,24-hexahydro-3,8,13,17-tetramethyl-21H,23H-porphine-2,18-dipropanoic acid	HMDB
Protoporphyrinogen	HMDB
Protoporphyrinogen-IX	HMDB

Molecular Formula

C₃₄H₄₀N₄O₄

Average Mass

568.7058

Monoisotopic Mass

568.304955788

IUPAC Name

3-[20-(2-carboxyethyl)-9,14-diethenyl-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(20),3,5,8,10,13,15,18-octaen-4-yl]propanoic acid

Traditional Name

3-[20-(2-carboxyethyl)-9,14-diethenyl-5,10,15,19-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(20),3,5,8,10,13,15,18-octaen-4-yl]propanoic acid

CAS Registry Number

7412-77-3

SMILES

CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(C=C)=C(CC5=C(C)C(CCC(O)=O)=C(CC(N2)=C1CCC(O)=O)N5)N4)N3

InChI Identifier

InChI=1S/C34H40N4O4/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/h7-8,35-38H,1-2,9-16H2,3-6H3,(H,39,40)(H,41,42)

InChI Key

UHSGPDMIQQYNAX-UHFFFAOYSA-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

Substituents

Porphyrin
Dicarboxylic acid or derivatives
Substituted pyrrole
Pyrrole
Heteroaromatic compound
Azacycle
Carboxylic acid
Carboxylic acid derivative
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

porphyrinogens (CHEBI:15435 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0055 g/L	ALOGPS
logP	3.44	ALOGPS
logP	6.2	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	4.07	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	137.76 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	169.42 m³·mol⁻¹	ChemAxon
Polarizability	64.52 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pi3-1000190000-2785151d048ffcfdafc1	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00bc-9000053000-45009d4bbcc7a57d2e8b	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS ("Protoporphyrinogen IX,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_10) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_11) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_12) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_13) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_14) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_15) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0000190000-7c4ce83e3be73bfccdf6	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0pi0-0000490000-affa2d20d85ce7a5a2a1	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03dj-0020900000-a1714c4d96457c66da57	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0000090000-4148fa37b5b91e3b5a92	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-05tb-1000090000-27a9f5ba745bc29e2b22	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000260000-392765703d0911aa98fc	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0gb9-0000090000-9a1be7ce809937d54938	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0ldi-0000190000-1a53eff6b6eaea2bd1a8	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4i-0000790000-030a68500ee48fd68e34	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014j-0000090000-4f79e644c71d1a64565b	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014j-0000090000-8599f24133cbc58316eb	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-1000950000-a5525829d1d51b8650b0	2021-09-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-20	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane
Mitochondria

Biospecimen Locations

Feces
Liver
Placenta

Tissue Locations

Liver
Placenta

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191921	Coproporphyrinogen-III oxidase, mitochondrial	Unknown	P36551	Homo sapiens
MMDBp0192632	Protoporphyrinogen oxidase	Unknown	P50336	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0001983	Protoporphyrinogen IX	Protoporphyrinogen IX	Not Available	Protoporphyrinogen Ix Mitochondrial Transport	VMH	14623258
MMDBr0001984	Oxygen	Water	Protoporphyrinogen oxidase	Protoporphyrinogen Oxidase, Mitochondrial	VMH	8771201
MMDBr0006779	Oxygen	Water	Not Available	Protoporphyrinogen Oxidase (Aerobic)	VMH	30371894
MMDBr0007182	S-Adenosylmethionine	Carbon dioxide	Not Available	Oxygen Independent coproporphyrinogen-III oxidase	VMH	30371894
MMDBr0007289	Coproporphyrinogen III	Carbon dioxide	Not Available	Coproporphyrinogen Oxidase (O2 Required)	VMH	30371894
MMDBr0007942	Fumaric acid	Protoporphyrin IX	Not Available	Protoporphyrinogen oxidase (anaerobic)	VMH	30371894
MMDBr0008125	Oxygen	Water	Not Available	Protoporphyrin hydrolase	VMH	30371894
MMDBr0010301	Oxygen	Hydrogen peroxide	Protoporphyrinogen oxidase	Protoporphyrinogen Oxidase	VMH	30371894
MMDBr0013745	Coproporphyrinogen III	Carbon dioxide	Oxygen-dependent coproporphyrinogen-III oxidase	Oxidation	RHEA	34755880
MMDBr0013746	Coproporphyrinogen III	Carbon dioxide	Oxygen-dependent coproporphyrinogen-III oxidase	Oxidation	RHEA	34755880
MMDBr0014563	Oxygen	Hydrogen peroxide	Coproporphyrinogen III oxidase	Oxidation	RHEA	34755880
MMDBr0014564	Oxygen	Hydrogen peroxide	Coproporphyrinogen III oxidase	Oxidation	RHEA	34755880
MMDBr0017869	Coproporphyrinogen III	5'-Deoxyadenosine	Coproporphyrinogen III oxidase, anaerobic 1	Oxidation	RHEA	34755880
MMDBr0018571	Hydrogen Ion	Carbon dioxide	Oxygen-dependent coproporphyrinogen-III oxidase	Oxidation	PathBank	31602464
MMDBr0018572	S-Adenosylmethionine	L-Methionine	Oxygen-independent coproporphyrinogen III oxidase	Oxidation	PathBank	31602464
MMDBr0018573	Protoporphyrinogen IX	Hydrogen peroxide	Protoporphyrinogen IX dehydrogenase [quinone]	Dehydrogenation	PathBank	31602464
MMDBr0018574	MK-8	Protoporphyrin IX	Protoporphyrinogen IX dehydrogenase [quinone]	Dehydrogenation	PathBank	31602464
MMDBr0019744	Hydrogen	Carbon dioxide	Not Available		PathBank	31602464
MMDBr0019745	Protoporphyrinogen IX	Hydrogen peroxide	Protoporphyrinogen oxidase	Oxidation	PathBank	31602464
MMDBr0024823	Protoporphyrinogen IX	Protoporphyrin IX	Protoporphyrinogen IX dehydrogenase [quinone]	Dehydrogenation	RHEA	34755880
MMDBr0025770	Protoporphyrinogen IX	Protoporphyrin IX	Protoporphyrinogen IX oxidase	Oxidation	RHEA	34755880
MMDBr0025825	Protoporphyrinogen IX	Protoporphyrin IX	Protoporphyrinogen IX dehydrogenase [quinone]	Dehydrogenation	RHEA	34755880
MMDBr0025883	Protoporphyrinogen IX	Protoporphyrin IX	Protoporphyrinogen IX dehydrogenase [quinone]	Dehydrogenation	RHEA	34755880

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	366	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal; River trout ; American dog tick	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	313	Human feces; Human pleural fluid plaque; Pig ; Human sputum; Human ; Human subgingival plaque; Human saliva; Human urine; Human mucosa; Human supragingival plaque; Cattle	Metabolic reconstruction
Bacteria	Actinobacteria	108	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human mucosa; Human supragingival plaque; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Bacteroidetes	65	Human feces; Human ; Human gastric fluid; Human saliva; Human subgingival plaque; Human supragingival plaque	Metabolic reconstruction
Bacteria	Synergistetes	4	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Bacteria	Fusobacteria	16	Human feces; Human	Metabolic reconstruction
Bacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Bacteria	Cyanobacteria	17
Eukaryota/Fungi	Ascomycota	3	Human feces; Human saliva	Unknown
Bacteria	nah	2
Bacteria/NULL	Proteobacteria	2	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal; River trout ; American dog tick	Unknown; Metabolic reconstruction
Bacteria	Aquificae	1

Exposure Sources

Source Type	Species	Data Source	Reference
Animal	Chondrus crispus	FooDB	31437929
Animal	Laminaria	FooDB	31437929
Animal	Haliotis	FooDB	31437929
Animal	Strombidae	FooDB	31437929
Animal	Clupea harengus harengus	FooDB	31437929
Animal	Undaria pinnatifida	FooDB	31437929
Animal	Peprilus triacanthus	FooDB	31437929
Animal	Rhodophyta	FooDB	31437929
Animal	Myoxocephalus	FooDB	31437929
Animal	Eucheuma	FooDB	31437929
Animal	Saccharina japonica	FooDB	31437929
Animal	Spirulina	FooDB	31437929
Animal	Lota lota	FooDB	31437929
Animal	Porphyra umbilicalis	FooDB	31437929
Plant	Sinapis alba	FooDB	31437929
Plant	Fragaria x ananassa	FooDB	31437929
Plant	Pyrus communis	FooDB	31437929
Plant	Brassica ruvo	FooDB	31437929
Plant	Apium graveolens var. secalinum	FooDB	31437929
Plant	Morus nigra	FooDB	31437929
Plant	Solanum lycopersicum	FooDB	31437929
Plant	Abelmoschus esculentus	FooDB	31437929
Plant	Moringa oleifera	FooDB	31437929
Plant	Pinus edulis	FooDB	31437929
Plant	Passiflora edulis	FooDB	31437929
Plant	Opuntia macrorhiza	FooDB	31437929
Plant	Vigna angularis	FooDB	31437929
Plant	Manilkara zapota	FooDB	31437929
Plant	Cucurbita pepo var. clypeata	FooDB	31437929
Plant	Helianthus annuus	FooDB	31437929
Plant	Mentha spicata	FooDB	31437929
Plant	Corylus	FooDB	31437929
Plant	Malus	FooDB	31437929
Plant	Pisum sativum	FooDB	31437929
Plant	Sambucus nigra	FooDB	31437929
Plant	Allium cepa	FooDB	31437929
Plant	Juglans	FooDB	31437929
Plant	Mangifera indica	FooDB	31437929
Plant	Petroselinum crispum	FooDB	31437929
Plant	Ribes nigrum	FooDB	31437929
Plant	Zingiber officinale	FooDB	31437929
Plant	Chamaemelum nobile	FooDB	31437929
Plant	Illicium verum	FooDB	31437929
Plant		FooDB	31437929
Plant	Laurus nobilis	FooDB	31437929
Plant	Auricularia auricula-judae	FooDB	31437929
Plant	Attalea speciosa	FooDB	31437929
Plant	Juglans ailanthifolia	FooDB	31437929
Plant	Melissa officinalis	FooDB	31437929
Plant	Hippophae rhamnoides	FooDB	31437929
Plant	Polygonum alpinum	FooDB	31437929
Plant	Brassica juncea	FooDB	31437929
Plant	Pediomelum esculentum	FooDB	31437929
Plant	Spinacia oleracea	FooDB	31437929
Plant	Auricularia polytricha	FooDB	31437929
Plant	Camellia oleifera	FooDB	31437929
Plant	Vaccinium corymbosum	FooDB	31437929
Plant	Chrysanthemum coronarium	FooDB	31437929
Plant	Eleocharis dulcis	FooDB	31437929
Plant	Thymus vulgaris	FooDB	31437929
Plant	Actinidia chinensis	FooDB	31437929
Plant	Carica papaya	FooDB	31437929
Plant	Pimenta dioica	FooDB	31437929
Plant	Medicago sativa	FooDB	31437929
Plant	Vigna mungo	FooDB	31437929
Plant	Rubus arcticus	FooDB	31437929
Plant	Agaricus bisporus	FooDB	31437929
Plant	Cajanus cajan	FooDB	31437929
Plant	Rumex articus	FooDB	31437929
Plant	Origanum majorana	FooDB	31437929
Plant	Armoracia rusticana	FooDB	31437929
Plant	Hibiscus sabdariffa	FooDB	31437929
Plant	Benincasa hispida	FooDB	31437929
Plant	Prunus persica	FooDB	31437929
Plant	Canarium ovatum	FooDB	31437929
Plant	Ribes aureum var. villosum	FooDB	31437929
Plant	Cucurbita pepo var. cylindrica	FooDB	31437929
Plant	Brassica oleracea var. gemmifera	FooDB	31437929
Plant	Foeniculum vulgare	FooDB	31437929
Plant	Phoenix dactylifera	FooDB	31437929
Plant	Vaccinium macrocarpon	FooDB	31437929
Plant	Arctium lappa	FooDB	31437929
Plant	Brassica oleracea var. gongylodes	FooDB	31437929
Plant		FooDB	31437929
Plant	Juglans cinerea	FooDB	31437929
Plant	Prunus cerasus	FooDB	31437929
Plant	Eruca vesicaria ssp. sativa	FooDB	31437929
Plant	Rosmarinus officinalis	FooDB	31437929
Plant	Artocarpus altilis	FooDB	31437929
Plant	Citrus x paradisi	FooDB	31437929
Plant	Vigna unguiculata	FooDB	31437929
Plant	Cynara scolymus	FooDB	31437929
Plant	Cyathea	FooDB	31437929
Plant	Metroxylon sagu	FooDB	31437929
Plant	Vitis rotundifolia	FooDB	31437929
Plant	Brosimum alicastrum	FooDB	31437929
Plant	Ficus carica	FooDB	31437929
Plant	Lentinus edodes	FooDB	31437929
Plant	Psidium cattleianum	FooDB	31437929
Plant	Beta vulgaris var. rubra	FooDB	31437929
Plant	Castanea mollissima	FooDB	31437929
Plant	Lepidium sativum	FooDB	31437929
Plant	Morus	FooDB	31437929
Plant	Helianthus tuberosus	FooDB	31437929
Plant	Phytolacca americana	FooDB	31437929
Plant	Grifola frondosa	FooDB	31437929
Plant	Vitis labrusca	FooDB	31437929
Plant	Tetragonia tetragonioides	FooDB	31437929
Plant	Artemisia vulgaris	FooDB	31437929
Plant	Cucumis metuliferus	FooDB	31437929
Plant	Nephelium lappaceum	FooDB	31437929
Plant	Myrica	FooDB	31437929
Plant	Castanea crenata	FooDB	31437929
Plant		FooDB	31437929
Plant	Corylus avellana	FooDB	31437929
Plant	Litchi chinensis	FooDB	31437929
Plant	Juglans regia	FooDB	31437929
Plant	Quercus	FooDB	31437929
Plant	Trigonella foenum-graecum	FooDB	31437929
Plant	Vaccinium angustifolium	FooDB	31437929
Plant	Malpighia emarginata	FooDB	31437929
Plant	Physalis	FooDB	31437929
Plant	Brassica oleracea var. sabauda	FooDB	31437929
Plant	Thelesperma	FooDB	31437929
Plant	Brassica napus	FooDB	31437929
Plant	Asparagus officinalis	FooDB	31437929
Plant	Chamerion angustifolium	FooDB	31437929
Plant	Levisticum officinale	FooDB	31437929
Plant	Pimpinella anisum	FooDB	31437929
Plant	Vaccinium elliottii	FooDB	31437929
Plant	Artemisia dracunculus	FooDB	31437929
Plant	Matricaria recutita	FooDB	31437929
Plant	Citrus aurantiifolia	FooDB	31437929
Plant	Ziziphus zizyphus	FooDB	31437929
Plant	Lactuca sativa	FooDB	31437929
Plant	Dimocarpus longan	FooDB	31437929
Plant	Eragrostis tef	FooDB	31437929
Plant	Salvia hispanica	FooDB	31437929
Plant	Pistacia vera	FooDB	31437929
Plant	Cynara cardunculus	FooDB	31437929
Plant	Vitellaria paradoxa	FooDB	31437929
Plant	Pangium edule	FooDB	31437929
Plant	Malus pumila	FooDB	31437929
Plant	Allium	FooDB	31437929
Plant	Brassica oleracea var. viridis	FooDB	31437929
Plant	Punica granatum	FooDB	31437929
Plant	Agave	FooDB	31437929
Plant	Hedysarum alpinum	FooDB	31437929
Plant	Diospyros	FooDB	31437929
Plant	Vigna aconitifolia	FooDB	31437929
Plant	Amaranthus	FooDB	31437929
Plant	Gossypium	FooDB	31437929
Plant		FooDB	31437929
Plant	Beta vulgaris	FooDB	31437929
Plant	Mammea americana	FooDB	31437929
Plant	Brassica alboglabra	FooDB	31437929
Plant	Annona squamosa	FooDB	31437929
Plant	Apium graveolens var. dulce	FooDB	31437929
Plant	Vitis	FooDB	31437929
Plant	Xanthosoma sagittifolium	FooDB	31437929
Plant	Basella alba	FooDB	31437929
Plant	Cucumis sativus	FooDB	31437929
Plant	Citrus latifolia	FooDB	31437929
Plant	Carya illinoinensis	FooDB	31437929
Plant	Capsicum baccatum var. baccatum	FooDB	31437929
Plant	Byrsonima crassifolia	FooDB	31437929
Plant	Capsicum pubescens	FooDB	31437929
Plant	Cinnamomum aromaticum	FooDB	31437929
Plant	Ribes rubrum	FooDB	31437929
Plant	Crateva religiosa	FooDB	31437929
Plant		FooDB	31437929
Plant	Vitis aestivalis	FooDB	31437929
Plant	Brassica rapa var. chinensis	FooDB	31437929
Plant	Eugenia javanica	FooDB	31437929
Plant	Portulaca oleracea	FooDB	31437929
Plant	Ipomoea batatas	FooDB	31437929
Plant	Mentha arvensis	FooDB	31437929
Plant	Pastinaca sativa	FooDB	31437929
Plant	Cucurbita maxima	FooDB	31437929
Plant	Vaccinium stamineum	FooDB	31437929
Plant	Solanum lycopersicum var. cerasiforme	FooDB	31437929
Plant	Chenopodium album	FooDB	31437929
Plant	Psophocarpus tetragonolobus	FooDB	31437929
Plant	Allium ampeloprasum	FooDB	31437929
Plant	Brassica oleracea	FooDB	31437929
Plant	Sechium edule	FooDB	31437929
Plant	Lactuca sativa l. var. longifolia	FooDB	31437929
Plant	Grataegosorbus mitschurinii	FooDB	31437929
Plant	Diospyros virginiana	FooDB	31437929
Plant	Origanum x majoricum	FooDB	31437929
Plant	Rubus x loganobaccus	FooDB	31437929
Plant	Tragopogon porrifolius	FooDB	31437929
Plant	Taraxacum officinale	FooDB	31437929
Plant	Rumex	FooDB	31437929
Plant	Allium ascalonicum	FooDB	31437929
Plant	Curcuma longa	FooDB	31437929
Plant	Rubus chamaemorus	FooDB	31437929
Plant	Elettaria cardamomum	FooDB	31437929
Plant	Citrullus lanatus var. fistulosus	FooDB	31437929
Plant	Ananas comosus	FooDB	31437929
Plant	Persea americana	FooDB	31437929
Plant	Amelanchier alnifolia	FooDB	31437929
Plant	Eugenia uniflora	FooDB	31437929
Plant	Annona reticulata	FooDB	31437929
Plant	Cichorium intybus	FooDB	31437929
Plant	Sesbania bispinosa	FooDB	31437929
Plant	Chenopodium quinoa	FooDB	31437929
Plant	Brassica oleracea var. botrytis	FooDB	31437929
Plant	Ribes x nidigrolaria	FooDB	31437929
Plant	Garcinia mangostana	FooDB	31437929
Plant	Cucumis melo	FooDB	31437929
Plant	Dioscorea pentaphylla	FooDB	31437929
Plant	Corchorus olitorius	FooDB	31437929
Plant	Juglans nigra	FooDB	31437929
Plant	Lathyrus sativus	FooDB	31437929
Plant	Allium tuberosum	FooDB	31437929
Plant	Cinnamomum verum	FooDB	31437929
Plant	Glycine max	FooDB	31437929
Plant	Gaylussacia baccata	FooDB	31437929
Plant	Petasites japonicus	FooDB	31437929
Plant	Prunus tomentosa	FooDB	31437929
Plant	Ocimum basilicum	FooDB	31437929
Plant	Mentha x piperita	FooDB	31437929
Plant	Maranta arundinacea	FooDB	31437929
Plant	Matteuccia struthiopteris	FooDB	31437929
Plant	Cucurbita moschata	FooDB	31437929
Plant	Macadamia	FooDB	31437929
Plant	Tilia	FooDB	31437929
Plant	Citrus limon	FooDB	31437929
Plant	Vaccinium myrtilloides	FooDB	31437929
Plant	Capsicum annuum var. annuum	FooDB	31437929
Plant	Apium graveolens var. rapaceum	FooDB	31437929
Plant	Papaver	FooDB	31437929
Plant	Rosa	FooDB	31437929
Plant	Nelumbo	FooDB	31437929
Plant	Brassica oleracea var. conica	FooDB	31437929
Plant	Sesamum orientale	FooDB	31437929
Plant	Annona cherimola	FooDB	31437929
Plant	Brassica rapa var. pekinensis	FooDB	31437929
Plant	Brassica rapa	FooDB	31437929
Plant	Lippia graveolens	FooDB	31437929
Plant	Prunus	FooDB	31437929
Plant	Capparis spinosa	FooDB	31437929
Plant	Citrus sinensis	FooDB	31437929
Plant	Lens culinaris	FooDB	31437929
Plant	Vaccinium deliciosum	FooDB	31437929
Plant	Phaseolus lunatus	FooDB	31437929
Plant	Artocarpus heterophyllus	FooDB	31437929
Plant	Prunus virginiana	FooDB	31437929
Plant	Musa acuminata	FooDB	31437929
Plant	Citrullus lanatus	FooDB	31437929
Plant	Linum usitatissimum	FooDB	31437929
Plant	Vigna unguiculata ssp. unguiculata	FooDB	31437929
Plant	Macadamia tetraphylla	FooDB	31437929
Plant	Phyllostachys edulis	FooDB	31437929
Plant	Lagenaria siceraria	FooDB	31437929
Plant	Prunus domestica	FooDB	31437929
Plant	Prunus armeniaca	FooDB	31437929
Plant	Carum carvi	FooDB	31437929
Plant	Allium schoenoprasum	FooDB	31437929
Plant	Carissa macrocarpa	FooDB	31437929
Plant	Citrus reticulata	FooDB	31437929
Plant	Satureja hortensis	FooDB	31437929
Plant	Averrhoa carambola	FooDB	31437929
Plant	Brassica rapa var. rapa	FooDB	31437929
Plant	Sorbus aucuparia	FooDB	31437929
Plant	Anethum graveolens	FooDB	31437929
Plant	Nelumbo nucifera	FooDB	31437929
Plant	Coriandrum sativum	FooDB	31437929
Plant	Bertholletia excelsa	FooDB	31437929
Plant	Brassica oleracea var. costata	FooDB	31437929
Plant	Panax	FooDB	31437929
Plant	Ceratonia siliqua	FooDB	31437929
Plant	Cymbopogon citratus	FooDB	31437929
Plant	Luffa aegyptiaca	FooDB	31437929
Plant	Anacardium occidentale	FooDB	31437929
Plant	Carthamus tinctorius	FooDB	31437929
Plant	Rubus occidentalis	FooDB	31437929
Plant	Vigna umbellata	FooDB	31437929
Plant	Cicer arietinum	FooDB	31437929
Plant	Allium fistulosum	FooDB	31437929
Plant	Capsicum	FooDB	31437929
Plant	Vaccinium alaskaense	FooDB	31437929
Plant	Lupinus	FooDB	31437929
Plant	Tilia cordata	FooDB	31437929
Plant	Prunus persica var. nucipersica	FooDB	31437929
Plant	Camellia sinensis	FooDB	31437929
Plant	Durio zibethinus	FooDB	31437929
Plant	Eriobotrya japonica	FooDB	31437929
Plant	Solanum lycopersicum var. lycopersicum	FooDB	31437929
Plant	Brassica napus var. pabularia	FooDB	31437929
Plant	Oenothera biennis	FooDB	31437929
Plant	Diospyros kaki	FooDB	31437929
Plant	Ribes glandulosum	FooDB	31437929
Plant	Virola surinamensis	FooDB	31437929
Plant	Verbena officinalis	FooDB	31437929
Plant	Phaseolus vulgaris	FooDB	31437929
Plant	Theobroma cacao	FooDB	31437929
Plant	Daucus carota ssp. sativus	FooDB	31437929
Plant	Vaccinium oxycoccos	FooDB	31437929
Plant	Rumex acetosa	FooDB	31437929
Plant	Syzygium aromaticum	FooDB	31437929
Plant	Pyrus pyrifolia	FooDB	31437929
Plant	Vaccinium myrtillus	FooDB	31437929
Plant	Vaccinium parvifolium	FooDB	31437929
Plant	Aloysia triphylla	FooDB	31437929
Plant	Brassica oleracea var. capitata	FooDB	31437929
Plant	Capsicum chinense	FooDB	31437929
Plant	Vicia faba	FooDB	31437929
Plant	Vaccinium reticulatum	FooDB	31437929
Plant	Solanum quitoense	FooDB	31437929
Plant	Ginkgo biloba	FooDB	31437929
Plant	Theobroma grandiflorum	FooDB	31437929
Plant	Vigna unguiculata ssp. cylindrica	FooDB	31437929
Plant	Flammulina velutipes	FooDB	31437929
Plant	Satureja montana	FooDB	31437929
Plant		FooDB	31437929
Plant	Vitis vinifera	FooDB	31437929
Plant	Citrus japonica	FooDB	31437929
Plant	Prunus avium	FooDB	31437929
Plant	Perideridia oregana	FooDB	31437929
Plant	Vaccinium arboreum	FooDB	31437929
Plant	Pouteria sapota	FooDB	31437929
Plant	Wasabia japonica	FooDB	31437929
Plant	Piper nigrum	FooDB	31437929
Plant	Origanum onites	FooDB	31437929
Plant	Capsicum annuum	FooDB	31437929
Plant	Origanum vulgare	FooDB	31437929
Plant	Viburnum edule	FooDB	31437929
Plant	Dioscorea	FooDB	31437929
Plant	Brassica oleracea var. italica	FooDB	31437929
Plant	Momordica charantia	FooDB	31437929
Plant	Vaccinium uliginosum	FooDB	31437929
Plant	Castanea	FooDB	31437929
Plant	Rubus ursinus x idaeus	FooDB	31437929
Plant	Pleurotus ostreatus	FooDB	31437929
Plant	Cirsium	FooDB	31437929
Plant	Solanum melongena	FooDB	31437929
Plant	Opuntia	FooDB	31437929
Plant	Raphanus sativus var. sativus	FooDB	31437929
Plant	Colocasia esculenta	FooDB	31437929
Plant	Prunus persica var. persica	FooDB	31437929
Plant	Anthriscus cerefolium	FooDB	31437929
Plant	Nuphar lutea	FooDB	31437929
Plant	Myristica fragrans	FooDB	31437929
Plant	Pachyrhizus erosus	FooDB	31437929
Plant	Lupinus albus	FooDB	31437929
Plant	Cichorium endivia	FooDB	31437929
Plant	Apium graveolens	FooDB	31437929
Plant	Elaeis	FooDB	31437929
Plant	Cinnamomum	FooDB	31437929
Plant	Ribes uva-crispa	FooDB	31437929
Plant	Feijoa sellowiana	FooDB	31437929
Plant	Dysphania ambrosioides	FooDB	31437929
Plant	Raphanus sativus var. niger	FooDB	31437929
Plant	Photinia melanocarpa	FooDB	31437929
Plant	Salvia officinalis	FooDB	31437929
Plant	Rheum rhabarbarum	FooDB	31437929
Plant	Vaccinium	FooDB	31437929
Plant	Lablab purpureus	FooDB	31437929
Plant	Crocus sativus	FooDB	31437929
Plant	Citrus maxima	FooDB	31437929
Plant	Syzygium jambos	FooDB	31437929
Plant	Salix pulchra	FooDB	31437929
Plant	Castanea sativa	FooDB	31437929
Plant	Cydonia oblonga	FooDB	31437929
Plant	Annona muricata	FooDB	31437929
Plant	Fagus	FooDB	31437929
Plant	Cucurbita	FooDB	31437929
Plant	Opuntia cochenillifera	FooDB	31437929
Plant	Vaccinium ovatum	FooDB	31437929
Plant	Cocos nucifera	FooDB	31437929
Plant	Phaseolus coccineus	FooDB	31437929
Plant	Thymus pulegioides	FooDB	31437929
Plant	Tamarindus indica	FooDB	31437929
Plant	Mespilus germanica	FooDB	31437929
Plant	Brassica rapa var. perviridis	FooDB	31437929
Plant	Cucurbita pepo var. cylindrica	FooDB	31437929
Plant	Mentha aquatica	FooDB	31437929
Plant	Salvia elegans	FooDB	31437929
Plant	Mentha	FooDB	31437929
Plant	Sagittaria latifolia	FooDB	31437929
Plant	Solanum tuberosum	FooDB	31437929
Plant	Olea europaea	FooDB	31437929
Plant	Sambucus	FooDB	31437929
Plant	Pinus	FooDB	31437929
Plant	Psidium guajava	FooDB	31437929
Plant	Syzygium cumini	FooDB	31437929
Plant	Tilia tomentosa	FooDB	31437929
Plant	Typha angustifolia	FooDB	31437929
Plant	Daucus carota	FooDB	31437929
Plant	Empetrum nigrum	FooDB	31437929
Plant	Valerianella locusta	FooDB	31437929
Plant	Myrica rubra	FooDB	31437929
Plant	Vaccinium vitis-idaea	FooDB	31437929
Plant	Vaccinium angustifolium x vaccinium corymbosum	FooDB	31437929
Plant	Sisymbrium	FooDB	31437929
Plant	Vanilla	FooDB	31437929
Plant	Carya	FooDB	31437929
Plant	Brassica oleracea l. var. capitata l. f. alba dc.	FooDB	31437929
Plant	Physalis philadelphica var. immaculata	FooDB	31437929
Plant	Vigna radiata	FooDB	31437929
Plant	Borago officinalis	FooDB	31437929
Plant	Raphanus sativus	FooDB	31437929
Plant	Prunus dulcis	FooDB	31437929
Plant	Hyssopus officinalis	FooDB	31437929
Plant	Manihot esculenta	FooDB	31437929
Plant	Beta vulgaris ssp. cicla	FooDB	31437929
Plant	Scorzonera hispanica	FooDB	31437929
Plant	Vigna unguiculata ssp. sesquipedalis	FooDB	31437929
Plant	Angelica keiskei	FooDB	31437929
Plant	Ipomoea aquatica	FooDB	31437929
Plant	Musa x paradisiaca	FooDB	31437929
Plant	Cuminum cyminum	FooDB	31437929
Plant	Rubus spectabilis	FooDB	31437929
Plant	Allium sativum	FooDB	31437929
Plant	Arachis hypogaea	FooDB	31437929
Plant	Rubus idaeus	FooDB	31437929
Plant	Cantharellus cibarius	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified				HMDB
Human Liver	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0001097

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

Protoporphyrinogen IX

METLIN ID

6003

PubChem Compound

121893

PDB ID

Not Available

ChEBI ID

15435

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Herrick AL, Moore MR, Thompson GG, Ford GP, McColl KE: Cholelithiasis in patients with variegate porphyria. J Hepatol. 1991 Jan;12(1):50-3. doi: 10.1016/0168-8278(91)90908-t. [PubMed:2007776 ]
Winkelman JW, Collins GH: Neurotoxicity of tetraphenylporphinesulfonate TPPS4 and its relation to photodynamic therapy. Photochem Photobiol. 1987 Nov;46(5):801-7. doi: 10.1111/j.1751-1097.1987.tb04851.x. [PubMed:3441503 ]
Bloomer JR: Enzyme defects in the porphyrias and their relevance to the biochemical abnormalities in these disorders. J Invest Dermatol. 1981 Jul;77(1):102-6. doi: 10.1111/1523-1747.ep12479280. [PubMed:7252240 ]
Corrigall AV, Hift RJ, Adams PA, Kirsch RE: Inhibition of mammalian protoporphyrinogen oxidase by acifluorfen. Biochem Mol Biol Int. 1994 Dec;34(6):1283-9. [PubMed:7697001 ]
Krijt J, Stranska P, Maruna P, Vokurka M, Sanitrak J: Herbicide-induced experimental variegate porphyria in mice: tissue porphyrinogen accumulation and response to porphyrogenic drugs. Can J Physiol Pharmacol. 1997 Oct-Nov;75(10-11):1181-7. [PubMed:9431441 ]
Wan J, Zhang L, Yang G, Zhan CG: Quantitative structure-activity relationship for cyclic imide derivatives of protoporphyrinogen oxidase inhibitors: a study of quantum chemical descriptors from density functional theory. J Chem Inf Comput Sci. 2004 Nov-Dec;44(6):2099-105. doi: 10.1021/ci049793p. [PubMed:15554680 ]
de Villiers JN, Kotze MJ, van Heerden CJ, Sadie A, Gardner HF, Liebenberg J, van Zyl R, du Plessis L, Kimberg M, Frank J, Warnich L: Overrepresentation of the founder PPOX gene mutation R59W in a South African patient with severe clinical manifestation of porphyria. Exp Dermatol. 2005 Jan;14(1):50-5. doi: 10.1111/j.0906-6705.2005.00228.x. [PubMed:15660919 ]
Cox TM, Jack N, Lofthouse S, Watling J, Haines J, Warren MJ: King George III and porphyria: an elemental hypothesis and investigation. Lancet. 2005 Jul 23-29;366(9482):332-5. doi: 10.1016/S0140-6736(05)66991-7. [PubMed:16039338 ]

Showing metabocard for Protoporphyrinogen IX (MMDBc0029556)

MOL for #<Metabolite:0x00007fe2704e27d0>

3D MOL for #<Metabolite:0x00007fe2704e27d0>

3D SDF for #<Metabolite:0x00007fe2704e27d0>

3D-SDF for #<Metabolite:0x00007fe2704e27d0>

PDB for #<Metabolite:0x00007fe2704e27d0>

3D PDB for #<Metabolite:0x00007fe2704e27d0>

SMILES for #<Metabolite:0x00007fe2704e27d0>

INCHI for #<Metabolite:0x00007fe2704e27d0>

Structure for #<Metabolite:0x00007fe2704e27d0>

3D Structure for #<Metabolite:0x00007fe2704e27d0>