MiMeDB: Showing metabocard for Protoporphyrinogen IX (MMDBc0029556)

Microbial

Plant

Animal

Record Information

Version

2.0

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

Chromatographic Retention Times and Retention Indices

Retention Times

Chromatography Type	Technique	Column	Deposition Date	Retention Time (s)
Liquid Chromatography	HILIC	Waters Acquity UPLC-BEH Amide column (eluted)	2025-10-23	340.7
Liquid Chromatography	HILIC	Accucore 150 Amide HILIC (void)	2025-10-23	42.9
Liquid Chromatography	Reversed-phase	Hypersil Gold 1.9 µm C18 (eluted)	2025-10-23	892.1
Liquid Chromatography	Reversed-phase	Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) (eluted)	2025-10-23	922.3
Liquid Chromatography	Reversed-phase	XBridge C18 3.5u 2.1x50 mm (eluted)	2025-10-23	938.7
Liquid Chromatography	Reversed-phase	Ascentis Express C18 (eluted)	2025-10-23	377.8
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	3399.4
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (void)	2025-10-23	99.3
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC (eluted)	2025-10-23	346.2
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	760.0
Liquid Chromatography	HILIC	Merck SeQuant ZIC-HILIC (eluted)	2025-10-23	391.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC HSS T3 C18 (eluted)	2025-10-23	185.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	263.9
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (void)	2025-10-23	8.8
Liquid Chromatography	HILIC	Merck SeQuant ZIC-pHILIC column (eluted)	2025-10-23	165.5
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	482.0
Liquid Chromatography	Reversed-phase	Waters ACQUITY UPLC BEH C18 (eluted)	2025-10-23	520.0
Liquid Chromatography	Reversed-phase	Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex (eluted)	2025-10-23	2467.3
Liquid Chromatography	Reversed-phase	Waters Atlantis T3 (2.1 x 150 mm, 5 um) (eluted)	2025-10-23	2023.8

Retention Indices

Chromatography Type	Peak Label	SMILES	Stationary Phase	Deposition Date	Retention Index
Gas Chromatography	Protoporphyrinogen IX_TMS_1	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)[NH]3	standard non polar	2025-10-23	1358.78
Gas Chromatography	Protoporphyrinogen IX_TMS_2	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)[NH]3	standard non polar	2025-10-23	2156.75
Gas Chromatography	Protoporphyrinogen IX_TMS_3	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]3	standard non polar	2025-10-23	917.638
Gas Chromatography	Protoporphyrinogen IX_TMS_4	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]3	standard non polar	2025-10-23	1889.16
Gas Chromatography	Protoporphyrinogen IX_TMS_5	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)N3[Si](C)(C)C	standard non polar	2025-10-23	2196.68
Gas Chromatography	Protoporphyrinogen IX_TMS_6	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]3	standard non polar	2025-10-23	3971.55
Gas Chromatography	Protoporphyrinogen IX_TMS_7	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)[NH]3	standard non polar	2025-10-23	1450.83
Gas Chromatography	Protoporphyrinogen IX_TMS_8	C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]3	standard non polar	2025-10-23	1951.92
Gas Chromatography	Protoporphyrinogen IX_TMS_9	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]3	standard non polar	2025-10-23	1605.47
Gas Chromatography	Protoporphyrinogen IX_TMS_10	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]3	standard non polar	2025-10-23	1855.36
Gas Chromatography	Protoporphyrinogen IX_TMS_11	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)N3[Si](C)(C)C	standard non polar	2025-10-23	2668.51
Gas Chromatography	Protoporphyrinogen IX_TMS_12	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]3	standard non polar	2025-10-23	2368.04
Gas Chromatography	Protoporphyrinogen IX_TMS_13	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]3	standard non polar	2025-10-23	890.133
Gas Chromatography	Protoporphyrinogen IX_TMS_14	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]3	standard non polar	2025-10-23	1776.37
Gas Chromatography	Protoporphyrinogen IX_TMS_15	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)N3[Si](C)(C)C	standard non polar	2025-10-23	2173.18
Gas Chromatography	Protoporphyrinogen IX_TMS_16	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard non polar	2025-10-23	258.68
Gas Chromatography	Protoporphyrinogen IX_TMS_17	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard non polar	2025-10-23	1463.34
Gas Chromatography	Protoporphyrinogen IX_TMS_18	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C	standard non polar	2025-10-23	1851.79
Gas Chromatography	Protoporphyrinogen IX_TMS_19	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C	standard non polar	2025-10-23	1509.42
Gas Chromatography	Protoporphyrinogen IX_TMS_20	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C	standard non polar	2025-10-23	1755.95
Gas Chromatography	Protoporphyrinogen IX_TMS_21	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)[NH]4)[NH]3	standard non polar	2025-10-23	682.843
Gas Chromatography	Protoporphyrinogen IX_TMS_22	C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]3	standard non polar	2025-10-23	1398.82
Gas Chromatography	Protoporphyrinogen IX_TMS_23	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]3	standard non polar	2025-10-23	2020.7
Gas Chromatography	Protoporphyrinogen IX_TMS_24	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]3	standard non polar	2025-10-23	2848.99
Gas Chromatography	Protoporphyrinogen IX_TMS_25	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)N3[Si](C)(C)C	standard non polar	2025-10-23	1168.9
Gas Chromatography	Protoporphyrinogen IX_TMS_26	C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)[NH]4)[NH]3	standard non polar	2025-10-23	1575.07
Gas Chromatography	Protoporphyrinogen IX_TMS_27	C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard non polar	2025-10-23	3630.64
Gas Chromatography	Protoporphyrinogen IX_TMS_28	C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C	standard non polar	2025-10-23	848.108
Gas Chromatography	Protoporphyrinogen IX_TMS_29	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard non polar	2025-10-23	1993.0
Gas Chromatography	Protoporphyrinogen IX_TMS_30	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C	standard non polar	2025-10-23	3045.75
Gas Chromatography	Protoporphyrinogen IX_TMS_31	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C	standard non polar	2025-10-23	3009.13
Gas Chromatography	Protoporphyrinogen IX_TMS_32	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)[NH]4)[NH]3	standard non polar	2025-10-23	1592.2
Gas Chromatography	Protoporphyrinogen IX_TMS_33	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard non polar	2025-10-23	2198.42
Gas Chromatography	Protoporphyrinogen IX_TMS_34	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C	standard non polar	2025-10-23	1307.92
Gas Chromatography	Protoporphyrinogen IX_TMS_35	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard non polar	2025-10-23	1575.87
Gas Chromatography	Protoporphyrinogen IX_TMS_36	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C	standard non polar	2025-10-23	2767.12
Gas Chromatography	Protoporphyrinogen IX_TMS_37	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C	standard non polar	2025-10-23	4090.03
Gas Chromatography	Protoporphyrinogen IX_TMS_38	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard non polar	2025-10-23	1389.53
Gas Chromatography	Protoporphyrinogen IX_TMS_39	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C	standard non polar	2025-10-23	2396.57
Gas Chromatography	Protoporphyrinogen IX_TMS_40	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C	standard non polar	2025-10-23	1282.43
Gas Chromatography	Protoporphyrinogen IX_TMS_41	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)N2[Si](C)(C)C)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C	standard non polar	2025-10-23	1281.37
Gas Chromatography	Protoporphyrinogen IX_TMS_42	C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)[NH]4)[NH]3	standard non polar	2025-10-23	1261.35
Gas Chromatography	Protoporphyrinogen IX_TMS_43	C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard non polar	2025-10-23	1560.98
Gas Chromatography	Protoporphyrinogen IX_TMS_44	C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C	standard non polar	2025-10-23	2496.2
Gas Chromatography	Protoporphyrinogen IX_TMS_45	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard non polar	2025-10-23	2445.63
Gas Chromatography	Protoporphyrinogen IX_TMS_46	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C	standard non polar	2025-10-23	1805.54
Gas Chromatography	Protoporphyrinogen IX_TMS_47	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C	standard non polar	2025-10-23	1249.17
Gas Chromatography	Protoporphyrinogen IX_TMS_48	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)N2[Si](C)(C)C)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C	standard non polar	2025-10-23	816.947
Gas Chromatography	Protoporphyrinogen IX_TMS_49	C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard non polar	2025-10-23	2776.76
Gas Chromatography	Protoporphyrinogen IX_TMS_50	C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C	standard non polar	2025-10-23	2996.7
Gas Chromatography	Protoporphyrinogen IX_TMS_51	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C	standard non polar	2025-10-23	-10.245
Gas Chromatography	Protoporphyrinogen IX_TMS_52	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)N2[Si](C)(C)C)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C	standard non polar	2025-10-23	1726.83
Gas Chromatography	Protoporphyrinogen IX_TMS_53	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard non polar	2025-10-23	2807.66
Gas Chromatography	Protoporphyrinogen IX_TMS_54	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C	standard non polar	2025-10-23	833.671
Gas Chromatography	Protoporphyrinogen IX_TMS_55	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C	standard non polar	2025-10-23	1737.78
Gas Chromatography	Protoporphyrinogen IX_TMS_56	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C	standard non polar	2025-10-23	1722.63
Gas Chromatography	Protoporphyrinogen IX_TMS_1	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)[NH]3	standard polar	2025-10-23	1667.08
Gas Chromatography	Protoporphyrinogen IX_TMS_2	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)[NH]3	standard polar	2025-10-23	2908.92
Gas Chromatography	Protoporphyrinogen IX_TMS_3	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]3	standard polar	2025-10-23	2310.3
Gas Chromatography	Protoporphyrinogen IX_TMS_4	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]3	standard polar	2025-10-23	2153.79
Gas Chromatography	Protoporphyrinogen IX_TMS_5	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)N3[Si](C)(C)C	standard polar	2025-10-23	2852.1
Gas Chromatography	Protoporphyrinogen IX_TMS_6	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]3	standard polar	2025-10-23	2117.58
Gas Chromatography	Protoporphyrinogen IX_TMS_7	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)[NH]3	standard polar	2025-10-23	2816.55
Gas Chromatography	Protoporphyrinogen IX_TMS_8	C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]3	standard polar	2025-10-23	1769.2
Gas Chromatography	Protoporphyrinogen IX_TMS_9	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]3	standard polar	2025-10-23	419.394
Gas Chromatography	Protoporphyrinogen IX_TMS_10	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]3	standard polar	2025-10-23	2163.22
Gas Chromatography	Protoporphyrinogen IX_TMS_11	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)N3[Si](C)(C)C	standard polar	2025-10-23	34.9126
Gas Chromatography	Protoporphyrinogen IX_TMS_12	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]3	standard polar	2025-10-23	1397.46
Gas Chromatography	Protoporphyrinogen IX_TMS_13	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]3	standard polar	2025-10-23	1363.95
Gas Chromatography	Protoporphyrinogen IX_TMS_14	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]3	standard polar	2025-10-23	1734.88
Gas Chromatography	Protoporphyrinogen IX_TMS_15	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)N3[Si](C)(C)C	standard polar	2025-10-23	1783.9
Gas Chromatography	Protoporphyrinogen IX_TMS_16	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard polar	2025-10-23	1512.22
Gas Chromatography	Protoporphyrinogen IX_TMS_17	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard polar	2025-10-23	926.05
Gas Chromatography	Protoporphyrinogen IX_TMS_18	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C	standard polar	2025-10-23	1929.8
Gas Chromatography	Protoporphyrinogen IX_TMS_19	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C	standard polar	2025-10-23	3582.13
Gas Chromatography	Protoporphyrinogen IX_TMS_20	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C	standard polar	2025-10-23	3005.25
Gas Chromatography	Protoporphyrinogen IX_TMS_21	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)[NH]4)[NH]3	standard polar	2025-10-23	2034.44
Gas Chromatography	Protoporphyrinogen IX_TMS_22	C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]3	standard polar	2025-10-23	2995.83
Gas Chromatography	Protoporphyrinogen IX_TMS_23	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)[NH]3	standard polar	2025-10-23	3361.67
Gas Chromatography	Protoporphyrinogen IX_TMS_24	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)[NH]3	standard polar	2025-10-23	2458.92
Gas Chromatography	Protoporphyrinogen IX_TMS_25	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)[NH]4)N3[Si](C)(C)C	standard polar	2025-10-23	1100.68
Gas Chromatography	Protoporphyrinogen IX_TMS_26	C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)[NH]4)[NH]3	standard polar	2025-10-23	2402.45
Gas Chromatography	Protoporphyrinogen IX_TMS_27	C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard polar	2025-10-23	2352.81
Gas Chromatography	Protoporphyrinogen IX_TMS_28	C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C	standard polar	2025-10-23	2953.58
Gas Chromatography	Protoporphyrinogen IX_TMS_29	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard polar	2025-10-23	904.845
Gas Chromatography	Protoporphyrinogen IX_TMS_30	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C	standard polar	2025-10-23	1803.99
Gas Chromatography	Protoporphyrinogen IX_TMS_31	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C	standard polar	2025-10-23	1720.79
Gas Chromatography	Protoporphyrinogen IX_TMS_32	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)[NH]4)[NH]3	standard polar	2025-10-23	1507.0
Gas Chromatography	Protoporphyrinogen IX_TMS_33	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard polar	2025-10-23	2444.62
Gas Chromatography	Protoporphyrinogen IX_TMS_34	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C	standard polar	2025-10-23	3354.03
Gas Chromatography	Protoporphyrinogen IX_TMS_35	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard polar	2025-10-23	1680.95
Gas Chromatography	Protoporphyrinogen IX_TMS_36	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C	standard polar	2025-10-23	2464.25
Gas Chromatography	Protoporphyrinogen IX_TMS_37	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C	standard polar	2025-10-23	1724.76
Gas Chromatography	Protoporphyrinogen IX_TMS_38	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard polar	2025-10-23	1368.91
Gas Chromatography	Protoporphyrinogen IX_TMS_39	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C	standard polar	2025-10-23	2699.33
Gas Chromatography	Protoporphyrinogen IX_TMS_40	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C	standard polar	2025-10-23	1667.35
Gas Chromatography	Protoporphyrinogen IX_TMS_41	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)N2[Si](C)(C)C)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C	standard polar	2025-10-23	2161.59
Gas Chromatography	Protoporphyrinogen IX_TMS_42	C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)[NH]4)[NH]3	standard polar	2025-10-23	1942.05
Gas Chromatography	Protoporphyrinogen IX_TMS_43	C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard polar	2025-10-23	1046.09
Gas Chromatography	Protoporphyrinogen IX_TMS_44	C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C	standard polar	2025-10-23	1220.21
Gas Chromatography	Protoporphyrinogen IX_TMS_45	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard polar	2025-10-23	2192.84
Gas Chromatography	Protoporphyrinogen IX_TMS_46	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)[NH]4)N3[Si](C)(C)C	standard polar	2025-10-23	2657.85
Gas Chromatography	Protoporphyrinogen IX_TMS_47	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C	standard polar	2025-10-23	89.3389
Gas Chromatography	Protoporphyrinogen IX_TMS_48	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)N2[Si](C)(C)C)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C	standard polar	2025-10-23	2835.93
Gas Chromatography	Protoporphyrinogen IX_TMS_49	C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard polar	2025-10-23	1167.7
Gas Chromatography	Protoporphyrinogen IX_TMS_50	C=CC1=C2CC3=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC4=C(CCC(=O)O)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C	standard polar	2025-10-23	1710.58
Gas Chromatography	Protoporphyrinogen IX_TMS_51	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O[Si](C)(C)C)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C	standard polar	2025-10-23	2457.8
Gas Chromatography	Protoporphyrinogen IX_TMS_52	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)N2[Si](C)(C)C)[NH]5)N4[Si](C)(C)C)N3[Si](C)(C)C	standard polar	2025-10-23	2635.59
Gas Chromatography	Protoporphyrinogen IX_TMS_53	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)N4[Si](C)(C)C)[NH]3	standard polar	2025-10-23	2451.29
Gas Chromatography	Protoporphyrinogen IX_TMS_54	C=CC1=C2CC3=C(C)C(CCC(=O)O)=C(CC4=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC5=C(C)C(C=C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C	standard polar	2025-10-23	1180.67
Gas Chromatography	Protoporphyrinogen IX_TMS_55	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O[Si](C)(C)C)C(C)=C(CC(=C1C)[NH]2)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C	standard polar	2025-10-23	2348.45
Gas Chromatography	Protoporphyrinogen IX_TMS_56	C=CC1=C2CC3=C(C)C(C=C)=C(CC4=C(C)C(CCC(=O)O)=C(CC5=C(CCC(=O)O)C(C)=C(CC(=C1C)N2[Si](C)(C)C)N5[Si](C)(C)C)N4[Si](C)(C)C)N3[Si](C)(C)C	standard polar	2025-10-23	-593.545

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

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0018571	Coproporphyrinogen III	Protoporphyrinogen IX	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	Protoporphyrinogen IX	Unknown Protein		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

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	6	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; River trout ; American dog tick	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	311	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/Eubacteria	Proteobacteria	362	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human feces; pleural fluid plaque; bal; River trout ; American dog tick	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	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/Eubacteria	Bacteroidetes	65	Human feces; Human ; Human gastric fluid; Human saliva; Human subgingival plaque; Human supragingival plaque	Metabolic reconstruction
Bacteria/Eubacteria	Synergistetes	3	Human feces	Metabolic reconstruction
Bacteria	Firmicutes	2	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/Eubacteria	Spirochaetes	1	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	16	Human feces; Human	Metabolic reconstruction
Bacteria/Eubacteria	Candidatus melainabacteria	1	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Bacteria	Synergistetes	1	Human feces	Metabolic reconstruction
Bacteria/Eubacteria	Cyanobacteria	17
Eukaryota/Fungi	Ascomycota	3	Human feces; Human saliva	Unknown
Bacteria	nah	2
Bacteria/Eubacteria	Aquificae	1

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

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

CMMC Knowledgebase

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:0x00007f2e310eb238>

3D MOL for #<Metabolite:0x00007f2e310eb238>

3D SDF for #<Metabolite:0x00007f2e310eb238>

3D-SDF for #<Metabolite:0x00007f2e310eb238>

PDB for #<Metabolite:0x00007f2e310eb238>

3D PDB for #<Metabolite:0x00007f2e310eb238>

SMILES for #<Metabolite:0x00007f2e310eb238>

INCHI for #<Metabolite:0x00007f2e310eb238>

Structure for #<Metabolite:0x00007f2e310eb238>

3D Structure for #<Metabolite:0x00007f2e310eb238>