MiMeDB: Showing metabocard for Coproporphyrin I (MMDBc0047775)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 15:42:05 UTC

Update Date

2024-10-13 08:25:38 UTC

Metabolite ID

MMDBc0047775

Metabolite Identification

Common Name

Coproporphyrin I

Description

Coproporphyrin I is a porphyrin metabolite arising from heme synthesis. Porphyrins are pigments found in both animal and plant life. Coproporphyrin I is a tetrapyrrole dead-end product from the spontaneous oxidation of the methylene bridges of coproporphynogen, arising from heme synthesis and secreted in feces and urine. Increased levels of coproporphyrins can indicate congenital erythropoietic porphyria or sideroblastic anaemia. Porphyria is a pathological state characterised by abnormalities of porphyrin metabolism and results in the excretion of large quantities of porphyrins in the urine and in extreme sensitivity to light. A large number of factors are capable of increasing porphyrin excretion, owing to different and multiple causes and etiologies: 1) the main site of the chronic hepatic porphyria disease process concentrates on the liver, 2) a functional and morphologic liver injury is almost regularly associated with this chronic porphyria, 3) the toxic form due to occupational and environmental exposure takes mainly a subclinical course. Hepatic factors includes disturbance in coproporphyrinogen metabolism, which results from inhibition of coproporphyrinogen oxidase as well as from the rapid loss from, and diminished utilization of coproporphyrinogen in the hepatocytes, which may also explain why coproporphyrin, its autoxidation product, predominates physiologically in the urine; decreased biliary excretion of coproporphyrin leading to a compensatory urinary excretion, so that the coproporphyrin ring isomer ratio (1:III) becomes a sensitive index for impaired liver function and intrahepatic cholestasis; and disturbed activity of hepatic uroporphyrinogen decarboxylase. In itself, secondary coproporphyrinuria is not associated with porphyria symptoms of a hepatologic-gastroenterologic, neurologic, or dermatologic order, even though coproporphyrinuria can occur with such symptoms. (PMID: 3327428 ).

Structure

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

Coproporphyrin I.mol
  Mrv1652305231919012D          

 48 52  0  0  0  0            999 V2000
    1.5142   -2.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0143   -1.4636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5814   -0.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8695   -0.9233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7793   -1.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8360   -1.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2480   -2.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046   -1.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7891   -1.0555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5478   -0.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1377   -2.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5220    1.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0385    1.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6334    0.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8657    0.6058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8017    1.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9512   -0.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8361    1.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2773    1.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526    1.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7677    0.6819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5236    0.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9252   -0.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1342    1.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7257    2.5481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0693    3.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2730    4.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1152    4.2871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6008    4.6640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3720    2.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7205   -2.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5827   -3.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7889   -4.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1277   -4.6640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6450   -4.3016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7132    1.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3297    0.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2068    1.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4674    1.9783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8228    0.4595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7133   -1.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3298   -1.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2071   -1.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4679   -2.2711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8228   -0.7520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9117   -1.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3359   -3.0656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9348    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5 11  2  0  0  0  0
  3 23  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  2  0  0  0  0
 10 17  1  0  0  0  0
  8 11  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 12 16  1  0  0  0  0
 16 24  1  0  0  0  0
 14 17  2  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 20 24  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 31  1  1  0  0  0  0
  2 46  1  0  0  0  0
 19 30  1  0  0  0  0
 18 36  1  0  0  0  0
  7 47  1  0  0  0  0
 13 48  1  0  0  0  0
 12 25  1  0  0  0  0
  6 41  1  0  0  0  0
M  END

HMDB0000643
     RDKit          3D
Coproporphyrin I
 86 90  0  0  0  0  0  0  0  0999 V2000
   -3.0575   -4.7497   -0.9000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9495   -3.9164   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7607   -4.3346    0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2513   -5.7477   -0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9518   -5.8534   -0.9045 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938   -7.2250   -0.9532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5011   -7.4692   -1.6413 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9003   -8.2541   -0.2437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0027   -3.1783    0.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2552   -2.9360    0.9324 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9899   -1.7349    0.9179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6009   -0.4689    1.1448 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6781    0.3116    0.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8415    1.7026    1.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9992    2.6995    0.6505 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6750    2.3396    0.5579 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0349    3.3941    0.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3858    3.1723   -0.0072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0802    1.9496    0.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7618    0.7458   -0.4730 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7582   -0.0956   -0.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9232   -1.4618   -0.3975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9862   -2.4801   -0.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7890   -2.0988    0.2970 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7509    0.6044    0.5680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0732    0.1039    1.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1167    0.0155    0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3709   -0.4796    0.6717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5016   -0.7661    1.8787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4826   -0.6368   -0.1424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3242    1.9008    0.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0817    3.0020    1.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8527    4.5190   -0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5436    5.8854   -0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245    5.9564   -2.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7699    5.1141   -2.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5087    3.9683   -2.9468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0751    5.6087   -2.4068 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0695    4.0830    0.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3107    4.8838    0.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7942   -0.4864    0.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2199   -0.0558    0.3762 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2992    0.5438   -1.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6810    0.9617   -1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5660    0.7927   -0.4200 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0011    1.5387   -2.4885 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3657   -1.7786    0.6069 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2286   -2.9827    0.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2737   -5.6069   -0.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0121   -4.1531   -0.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8899   -5.0672   -1.9503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0259   -6.4281   -0.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0183   -6.0485    1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7762   -5.1827   -0.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6697   -5.5222   -1.9409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0343   -8.1614    0.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -3.8483    1.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5752   -0.1310    1.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7613    2.1307    1.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9644    4.1254   -0.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8473    0.4914   -1.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8815   -1.8887   -0.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3765    0.7626    1.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8798   -0.8967    1.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3662    1.0246   -0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8447   -0.5935   -0.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3675   -0.8095   -1.1214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3996    3.8088    1.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9882    3.2811    0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4129    2.5300    2.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3285    6.3223   -0.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4018    6.5881   -0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1182    7.0210   -2.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2817    5.7200   -2.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3830    6.1651   -1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1875    4.2179    0.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4584    5.4041    1.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2414    5.6790   -0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9159   -0.8681    0.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4346    0.7625    1.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6683    1.4532   -1.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9317   -0.2218   -1.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4526    1.0414   -3.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3407   -3.0454   -0.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1941   -2.7945    0.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7787   -3.8685    0.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  3  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 21 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 25 31  2  0
 31 32  1  0
 17 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 33 39  2  0
 39 40  1  0
 13 41  2  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  2  0
 44 46  1  0
 41 47  1  0
 47 48  1  0
 23  2  1  0
 24  9  1  0
 47 11  2  0
 39 15  1  0
 31 19  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
  4 52  1  0
  4 53  1  0
  5 54  1  0
  5 55  1  0
  8 56  1  0
 10 57  1  0
 12 58  1  0
 14 59  1  0
 18 60  1  0
 20 61  1  0
 22 62  1  0
 26 63  1  0
 26 64  1  0
 27 65  1  0
 27 66  1  0
 30 67  1  0
 32 68  1  0
 32 69  1  0
 32 70  1  0
 34 71  1  0
 34 72  1  0
 35 73  1  0
 35 74  1  0
 38 75  1  0
 40 76  1  0
 40 77  1  0
 40 78  1  0
 42 79  1  0
 42 80  1  0
 43 81  1  0
 43 82  1  0
 46 83  1  0
 48 84  1  0
 48 85  1  0
 48 86  1  0
M  END

Coproporphyrin I.mol
  Mrv1652305231919012D          

 48 52  0  0  0  0            999 V2000
    1.5142   -2.0244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0143   -1.4636    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5814   -0.7684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8695   -0.9233    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7793   -1.7083    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8360   -1.6523    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2480   -2.1693    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6046   -1.7955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7891   -1.0555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5478   -0.9379    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1377   -2.1099    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5220    1.6798    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0385    1.1152    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6334    0.4183    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8657    0.6058    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8017    1.3321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9512   -0.2687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8361    1.3605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2773    1.8522    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5526    1.4453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7677    0.6819    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5236    0.5895    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9252   -0.0521    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1342    1.7632    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7257    2.5481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0693    3.1646    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2730    4.0329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1152    4.2871    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6008    4.6640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3720    2.7477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7205   -2.9036    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5827   -3.1639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7889   -4.0431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1277   -4.6640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6450   -4.3016    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7132    1.5662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3297    0.9097    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2068    1.1154    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4674    1.9783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8228    0.4595    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7133   -1.8581    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3298   -1.2018    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2071   -1.4076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4679   -2.2711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8228   -0.7520    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9117   -1.5380    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3359   -3.0656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9348    1.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  1  5  1  0  0  0  0
  5 11  2  0  0  0  0
  3 23  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  6 10  2  0  0  0  0
 10 17  1  0  0  0  0
  8 11  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 12 16  1  0  0  0  0
 16 24  1  0  0  0  0
 14 17  2  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
 22 23  2  0  0  0  0
 20 24  2  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 33 35  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  2  0  0  0  0
 43 45  1  0  0  0  0
 31  1  1  0  0  0  0
  2 46  1  0  0  0  0
 19 30  1  0  0  0  0
 18 36  1  0  0  0  0
  7 47  1  0  0  0  0
 13 48  1  0  0  0  0
 12 25  1  0  0  0  0
  6 41  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047775

> <DATABASE_NAME>
MIME

> <SMILES>
CC1=C(CCC(O)=O)/C2=C/C3=N/C(=C\C4=C(C)C(CCC(O)=O)=C(N4)/C=C4\N=C(\C=C\1/N\2)C(CCC(O)=O)=C4C)/C(CCC(O)=O)=C3C

> <INCHI_IDENTIFIER>
InChI=1S/C36H38N4O8/c1-17-21(5-9-33(41)42)29-14-26-19(3)23(7-11-35(45)46)31(39-26)16-28-20(4)24(8-12-36(47)48)32(40-28)15-27-18(2)22(6-10-34(43)44)30(38-27)13-25(17)37-29/h13-16,37,40H,5-12H2,1-4H3,(H,41,42)(H,43,44)(H,45,46)(H,47,48)/b25-13-,26-14-,27-15-,28-16-,29-14-,30-13-,31-16-,32-15-

> <INCHI_KEY>
VORBHEGMEBOMMB-JRHDEHKPSA-N

> <FORMULA>
C36H38N4O8

> <MOLECULAR_WEIGHT>
654.7089

> <EXACT_MASS>
654.268964212

> <JCHEM_ACCEPTOR_COUNT>
10

> <JCHEM_ATOM_COUNT>
86

> <JCHEM_AVERAGE_POLARIZABILITY>
74.03915401817446

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[9,14,19-tris(2-carboxyethyl)-5,10,15,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(20),2,4,6(24),7,9,11,13(22),14,16,18-undecaen-4-yl]propanoic acid

> <ALOGPS_LOGP>
2.53

> <JCHEM_LOGP>
5.003863951362505

> <ALOGPS_LOGS>
-4.33

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
3.946457383687911

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.55604596999561

> <JCHEM_PKA_STRONGEST_BASIC>
5.17831412170995

> <JCHEM_POLAR_SURFACE_AREA>
206.55999999999997

> <JCHEM_REFRACTIVITY>
176.2558000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.09e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[9,14,19-tris(2-carboxyethyl)-5,10,15,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(20),2,4,6(24),7,9,11,13(22),14,16,18-undecaen-4-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000643
     RDKit          3D
Coproporphyrin I
 86 90  0  0  0  0  0  0  0  0999 V2000
   -3.0575   -4.7497   -0.9000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9495   -3.9164   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7607   -4.3346    0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2513   -5.7477   -0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9518   -5.8534   -0.9045 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938   -7.2250   -0.9532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5011   -7.4692   -1.6413 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9003   -8.2541   -0.2437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0027   -3.1783    0.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2552   -2.9360    0.9324 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9899   -1.7349    0.9179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6009   -0.4689    1.1448 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6781    0.3116    0.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8415    1.7026    1.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9992    2.6995    0.6505 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6750    2.3396    0.5579 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0349    3.3941    0.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3858    3.1723   -0.0072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0802    1.9496    0.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7618    0.7458   -0.4730 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7582   -0.0956   -0.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9232   -1.4618   -0.3975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9862   -2.4801   -0.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7890   -2.0988    0.2970 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7509    0.6044    0.5680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0732    0.1039    1.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1167    0.0155    0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3709   -0.4796    0.6717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5016   -0.7661    1.8787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4826   -0.6368   -0.1424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3242    1.9008    0.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0817    3.0020    1.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8527    4.5190   -0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5436    5.8854   -0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245    5.9564   -2.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7699    5.1141   -2.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5087    3.9683   -2.9468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0751    5.6087   -2.4068 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0695    4.0830    0.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3107    4.8838    0.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7942   -0.4864    0.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2199   -0.0558    0.3762 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2992    0.5438   -1.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6810    0.9617   -1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5660    0.7927   -0.4200 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0011    1.5387   -2.4885 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3657   -1.7786    0.6069 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2286   -2.9827    0.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2737   -5.6069   -0.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0121   -4.1531   -0.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8899   -5.0672   -1.9503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0259   -6.4281   -0.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0183   -6.0485    1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7762   -5.1827   -0.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6697   -5.5222   -1.9409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0343   -8.1614    0.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -3.8483    1.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5752   -0.1310    1.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7613    2.1307    1.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9644    4.1254   -0.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8473    0.4914   -1.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8815   -1.8887   -0.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3765    0.7626    1.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8798   -0.8967    1.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3662    1.0246   -0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8447   -0.5935   -0.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3675   -0.8095   -1.1214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3996    3.8088    1.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9882    3.2811    0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4129    2.5300    2.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3285    6.3223   -0.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4018    6.5881   -0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1182    7.0210   -2.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2817    5.7200   -2.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3830    6.1651   -1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1875    4.2179    0.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4584    5.4041    1.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2414    5.6790   -0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9159   -0.8681    0.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4346    0.7625    1.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6683    1.4532   -1.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9317   -0.2218   -1.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4526    1.0414   -3.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3407   -3.0454   -0.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1941   -2.7945    0.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7787   -3.8685    0.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  3  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
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 20 21  1  0
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 22 23  1  0
 23 24  2  0
 21 25  1  0
 25 26  1  0
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 25 31  2  0
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 17 33  1  0
 33 34  1  0
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 35 36  1  0
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 23  2  1  0
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 47 11  2  0
 39 15  1  0
 31 19  1  0
  1 49  1  0
  1 50  1  0
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 32 69  1  0
 32 70  1  0
 34 71  1  0
 34 72  1  0
 35 73  1  0
 35 74  1  0
 38 75  1  0
 40 76  1  0
 40 77  1  0
 40 78  1  0
 42 79  1  0
 42 80  1  0
 43 81  1  0
 43 82  1  0
 46 83  1  0
 48 84  1  0
 48 85  1  0
 48 86  1  0
M  END

HEADER    PROTEIN                                 23-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Coproporphyrin I.mol                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAY-19         0                                  
HETATM    1  C   UNK     0       2.827  -3.779   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.760  -2.732   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.952  -1.434   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       1.623  -1.723   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.455  -3.189   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.427  -3.084   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.330  -4.049   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.129  -3.352   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -1.473  -1.970   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -2.889  -1.751   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.257  -3.938   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.841   3.136   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.805   2.082   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -3.049   0.781   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -1.616   1.131   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -1.497   2.487   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.642  -0.502   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.427   2.540   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.384   3.457   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       1.032   2.698   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       1.433   1.273   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       2.844   1.100   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.594  -0.097   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -0.251   3.291   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      -3.221   4.756   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.996   5.907   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -2.376   7.528   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      -3.948   8.003   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -1.121   8.706   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       2.561   5.129   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       3.212  -5.420   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       4.821  -5.906   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       5.206  -7.547   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0       3.972  -8.706   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       6.804  -8.030   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0       5.065   2.924   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       6.215   1.698   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       7.853   2.082   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       8.339   3.693   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       9.003   0.858   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -5.065  -3.468   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -6.216  -2.243   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -7.853  -2.628   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -8.340  -4.239   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -9.003  -1.404   0.000  0.00  0.00           O+0
HETATM   46  C   UNK     0       5.435  -2.871   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      -2.494  -5.722   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      -5.478   2.246   0.000  0.00  0.00           C+0
CONECT    1    2    5   31                                                  
CONECT    2    1    3   46                                                  
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1   11                                                  
CONECT    6    7   10   41                                                  
CONECT    7    6    8   47                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    6   17                                                  
CONECT   11    5    8                                                       
CONECT   12   13   16   25                                                  
CONECT   13   12   14   48                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   12   24                                                  
CONECT   17   10   14                                                       
CONECT   18   19   22   36                                                  
CONECT   19   18   20   30                                                  
CONECT   20   19   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   18   23                                                  
CONECT   23    3   22                                                       
CONECT   24   16   20                                                       
CONECT   25   26   12                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   19                                                            
CONECT   31   32    1                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   37   18                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   42    6                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43                                                            
CONECT   45   43                                                            
CONECT   46    2                                                            
CONECT   47    7                                                            
CONECT   48   13                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  104    0
END

COMPND    HMDB0000643
HETATM    1  C1  UNL     1      -3.058  -4.750  -0.900  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.949  -3.916  -0.379  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.761  -4.335   0.000  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.251  -5.748  -0.005  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.952  -5.853  -0.904  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.494  -7.225  -0.953  1.00  0.00           C  
HETATM    7  O1  UNL     1       2.501  -7.469  -1.641  1.00  0.00           O  
HETATM    8  O2  UNL     1       0.900  -8.254  -0.244  1.00  0.00           O  
HETATM    9  C7  UNL     1      -0.003  -3.178   0.438  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.255  -2.936   0.932  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.990  -1.735   0.918  1.00  0.00           C  
HETATM   12  N1  UNL     1       1.601  -0.469   1.145  1.00  0.00           N  
HETATM   13  C10 UNL     1       2.678   0.312   0.988  1.00  0.00           C  
HETATM   14  C11 UNL     1       2.842   1.703   1.093  1.00  0.00           C  
HETATM   15  C12 UNL     1       1.999   2.700   0.651  1.00  0.00           C  
HETATM   16  N2  UNL     1       0.675   2.340   0.558  1.00  0.00           N  
HETATM   17  C13 UNL     1      -0.035   3.394   0.105  1.00  0.00           C  
HETATM   18  C14 UNL     1      -1.386   3.172  -0.007  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.080   1.950   0.025  1.00  0.00           C  
HETATM   20  N3  UNL     1      -1.762   0.746  -0.473  1.00  0.00           N  
HETATM   21  C16 UNL     1      -2.758  -0.096  -0.156  1.00  0.00           C  
HETATM   22  C17 UNL     1      -2.923  -1.462  -0.398  1.00  0.00           C  
HETATM   23  C18 UNL     1      -1.986  -2.480  -0.195  1.00  0.00           C  
HETATM   24  N4  UNL     1      -0.789  -2.099   0.297  1.00  0.00           N  
HETATM   25  C19 UNL     1      -3.751   0.604   0.568  1.00  0.00           C  
HETATM   26  C20 UNL     1      -5.073   0.104   1.103  1.00  0.00           C  
HETATM   27  C21 UNL     1      -6.117   0.015   0.044  1.00  0.00           C  
HETATM   28  C22 UNL     1      -7.371  -0.480   0.672  1.00  0.00           C  
HETATM   29  O3  UNL     1      -7.502  -0.766   1.879  1.00  0.00           O  
HETATM   30  O4  UNL     1      -8.483  -0.637  -0.142  1.00  0.00           O  
HETATM   31  C23 UNL     1      -3.324   1.901   0.686  1.00  0.00           C  
HETATM   32  C24 UNL     1      -4.082   3.002   1.390  1.00  0.00           C  
HETATM   33  C25 UNL     1       0.853   4.519  -0.121  1.00  0.00           C  
HETATM   34  C26 UNL     1       0.544   5.885  -0.565  1.00  0.00           C  
HETATM   35  C27 UNL     1       0.324   5.956  -2.041  1.00  0.00           C  
HETATM   36  C28 UNL     1      -0.770   5.114  -2.493  1.00  0.00           C  
HETATM   37  O5  UNL     1      -0.509   3.968  -2.947  1.00  0.00           O  
HETATM   38  O6  UNL     1      -2.075   5.609  -2.407  1.00  0.00           O  
HETATM   39  C29 UNL     1       2.069   4.083   0.215  1.00  0.00           C  
HETATM   40  C30 UNL     1       3.311   4.884   0.156  1.00  0.00           C  
HETATM   41  C31 UNL     1       3.794  -0.486   0.652  1.00  0.00           C  
HETATM   42  C32 UNL     1       5.220  -0.056   0.376  1.00  0.00           C  
HETATM   43  C33 UNL     1       5.299   0.544  -1.010  1.00  0.00           C  
HETATM   44  C34 UNL     1       6.681   0.962  -1.283  1.00  0.00           C  
HETATM   45  O7  UNL     1       7.566   0.793  -0.420  1.00  0.00           O  
HETATM   46  O8  UNL     1       7.001   1.539  -2.488  1.00  0.00           O  
HETATM   47  C35 UNL     1       3.366  -1.779   0.607  1.00  0.00           C  
HETATM   48  C36 UNL     1       4.229  -2.983   0.296  1.00  0.00           C  
HETATM   49  H1  UNL     1      -3.274  -5.607  -0.229  1.00  0.00           H  
HETATM   50  H2  UNL     1      -4.012  -4.153  -0.922  1.00  0.00           H  
HETATM   51  H3  UNL     1      -2.890  -5.067  -1.950  1.00  0.00           H  
HETATM   52  H4  UNL     1      -1.026  -6.428  -0.358  1.00  0.00           H  
HETATM   53  H5  UNL     1       0.018  -6.048   1.019  1.00  0.00           H  
HETATM   54  H6  UNL     1       1.776  -5.183  -0.589  1.00  0.00           H  
HETATM   55  H7  UNL     1       0.670  -5.522  -1.941  1.00  0.00           H  
HETATM   56  H8  UNL     1      -0.034  -8.161   0.132  1.00  0.00           H  
HETATM   57  H9  UNL     1       1.723  -3.848   1.387  1.00  0.00           H  
HETATM   58  H10 UNL     1       0.575  -0.131   1.434  1.00  0.00           H  
HETATM   59  H11 UNL     1       3.761   2.131   1.572  1.00  0.00           H  
HETATM   60  H12 UNL     1      -1.964   4.125  -0.115  1.00  0.00           H  
HETATM   61  H13 UNL     1      -0.847   0.491  -1.067  1.00  0.00           H  
HETATM   62  H14 UNL     1      -3.881  -1.889  -0.772  1.00  0.00           H  
HETATM   63  H15 UNL     1      -5.376   0.763   1.910  1.00  0.00           H  
HETATM   64  H16 UNL     1      -4.880  -0.897   1.533  1.00  0.00           H  
HETATM   65  H17 UNL     1      -6.366   1.025  -0.359  1.00  0.00           H  
HETATM   66  H18 UNL     1      -5.845  -0.593  -0.827  1.00  0.00           H  
HETATM   67  H19 UNL     1      -8.367  -0.810  -1.121  1.00  0.00           H  
HETATM   68  H20 UNL     1      -3.400   3.809   1.645  1.00  0.00           H  
HETATM   69  H21 UNL     1      -4.988   3.281   0.854  1.00  0.00           H  
HETATM   70  H22 UNL     1      -4.413   2.530   2.358  1.00  0.00           H  
HETATM   71  H23 UNL     1      -0.328   6.322  -0.019  1.00  0.00           H  
HETATM   72  H24 UNL     1       1.402   6.588  -0.349  1.00  0.00           H  
HETATM   73  H25 UNL     1       0.118   7.021  -2.375  1.00  0.00           H  
HETATM   74  H26 UNL     1       1.282   5.720  -2.587  1.00  0.00           H  
HETATM   75  H27 UNL     1      -2.383   6.165  -1.622  1.00  0.00           H  
HETATM   76  H28 UNL     1       4.188   4.218   0.012  1.00  0.00           H  
HETATM   77  H29 UNL     1       3.458   5.404   1.147  1.00  0.00           H  
HETATM   78  H30 UNL     1       3.241   5.679  -0.599  1.00  0.00           H  
HETATM   79  H31 UNL     1       5.916  -0.868   0.559  1.00  0.00           H  
HETATM   80  H32 UNL     1       5.435   0.763   1.090  1.00  0.00           H  
HETATM   81  H33 UNL     1       4.668   1.453  -1.100  1.00  0.00           H  
HETATM   82  H34 UNL     1       4.932  -0.222  -1.735  1.00  0.00           H  
HETATM   83  H35 UNL     1       7.453   1.041  -3.238  1.00  0.00           H  
HETATM   84  H36 UNL     1       4.341  -3.045  -0.787  1.00  0.00           H  
HETATM   85  H37 UNL     1       5.194  -2.795   0.805  1.00  0.00           H  
HETATM   86  H38 UNL     1       3.779  -3.868   0.766  1.00  0.00           H  
CONECT    1    2   49   50   51
CONECT    2    3    3   23
CONECT    3    4    9
CONECT    4    5   52   53
CONECT    5    6   54   55
CONECT    6    7    7    8
CONECT    8   56
CONECT    9   10   10   24
CONECT   10   11   57
CONECT   11   12   47   47
CONECT   12   13   58
CONECT   13   14   41   41
CONECT   14   15   15   59
CONECT   15   16   39
CONECT   16   17   17
CONECT   17   18   33
CONECT   18   19   19   60
CONECT   19   20   31
CONECT   20   21   61
CONECT   21   22   22   25
CONECT   22   23   62
CONECT   23   24   24
CONECT   25   26   31   31
CONECT   26   27   63   64
CONECT   27   28   65   66
CONECT   28   29   29   30
CONECT   30   67
CONECT   31   32
CONECT   32   68   69   70
CONECT   33   34   39   39
CONECT   34   35   71   72
CONECT   35   36   73   74
CONECT   36   37   37   38
CONECT   38   75
CONECT   39   40
CONECT   40   76   77   78
CONECT   41   42   47
CONECT   42   43   79   80
CONECT   43   44   81   82
CONECT   44   45   45   46
CONECT   46   83
CONECT   47   48
CONECT   48   84   85   86
END

HMDB0000643
     RDKit          3D
Coproporphyrin I
 86 90  0  0  0  0  0  0  0  0999 V2000
   -3.0575   -4.7497   -0.9000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9495   -3.9164   -0.3789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7607   -4.3346    0.0004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2513   -5.7477   -0.0046 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9518   -5.8534   -0.9045 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4938   -7.2250   -0.9532 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5011   -7.4692   -1.6413 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9003   -8.2541   -0.2437 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0027   -3.1783    0.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2552   -2.9360    0.9324 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9899   -1.7349    0.9179 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6009   -0.4689    1.1448 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6781    0.3116    0.9882 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8415    1.7026    1.0926 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9992    2.6995    0.6505 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6750    2.3396    0.5579 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0349    3.3941    0.1050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3858    3.1723   -0.0072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0802    1.9496    0.0250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7618    0.7458   -0.4730 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7582   -0.0956   -0.1564 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9232   -1.4618   -0.3975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9862   -2.4801   -0.1951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7890   -2.0988    0.2970 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7509    0.6044    0.5680 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0732    0.1039    1.1033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1167    0.0155    0.0441 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3709   -0.4796    0.6717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5016   -0.7661    1.8787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4826   -0.6368   -0.1424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3242    1.9008    0.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0817    3.0020    1.3897 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8527    4.5190   -0.1209 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5436    5.8854   -0.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3245    5.9564   -2.0406 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7699    5.1141   -2.4925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5087    3.9683   -2.9468 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0751    5.6087   -2.4068 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0695    4.0830    0.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3107    4.8838    0.1562 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7942   -0.4864    0.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2199   -0.0558    0.3762 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2992    0.5438   -1.0101 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6810    0.9617   -1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5660    0.7927   -0.4200 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0011    1.5387   -2.4885 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3657   -1.7786    0.6069 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2286   -2.9827    0.2965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2737   -5.6069   -0.2289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0121   -4.1531   -0.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8899   -5.0672   -1.9503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0259   -6.4281   -0.3582 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0183   -6.0485    1.0189 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7762   -5.1827   -0.5892 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6697   -5.5222   -1.9409 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0343   -8.1614    0.1320 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7232   -3.8483    1.3865 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5752   -0.1310    1.4338 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7613    2.1307    1.5716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9644    4.1254   -0.1145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8473    0.4914   -1.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8815   -1.8887   -0.7724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3765    0.7626    1.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8798   -0.8967    1.5328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3662    1.0246   -0.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8447   -0.5935   -0.8266 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3675   -0.8095   -1.1214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3996    3.8088    1.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9882    3.2811    0.8543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4129    2.5300    2.3584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3285    6.3223   -0.0194 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4018    6.5881   -0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1182    7.0210   -2.3753 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2817    5.7200   -2.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3830    6.1651   -1.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1875    4.2179    0.0119 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4584    5.4041    1.1469 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2414    5.6790   -0.5994 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9159   -0.8681    0.5591 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4346    0.7625    1.0904 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6683    1.4532   -1.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9317   -0.2218   -1.7352 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4526    1.0414   -3.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3407   -3.0454   -0.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1941   -2.7945    0.8048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7787   -3.8685    0.7660 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  3  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  2  0
 21 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 25 31  2  0
 31 32  1  0
 17 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 33 39  2  0
 39 40  1  0
 13 41  2  0
 41 42  1  0
 42 43  1  0
 43 44  1  0
 44 45  2  0
 44 46  1  0
 41 47  1  0
 47 48  1  0
 23  2  1  0
 24  9  1  0
 47 11  2  0
 39 15  1  0
 31 19  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
  4 52  1  0
  4 53  1  0
  5 54  1  0
  5 55  1  0
  8 56  1  0
 10 57  1  0
 12 58  1  0
 14 59  1  0
 18 60  1  0
 20 61  1  0
 22 62  1  0
 26 63  1  0
 26 64  1  0
 27 65  1  0
 27 66  1  0
 30 67  1  0
 32 68  1  0
 32 69  1  0
 32 70  1  0
 34 71  1  0
 34 72  1  0
 35 73  1  0
 35 74  1  0
 38 75  1  0
 40 76  1  0
 40 77  1  0
 40 78  1  0
 42 79  1  0
 42 80  1  0
 43 81  1  0
 43 82  1  0
 46 83  1  0
 48 84  1  0
 48 85  1  0
 48 86  1  0
M  END

Synonyms

Value	Source
3,8,13,17-Tetramethylporphyrin-2,7,12,18-tetrapropanoic acid	ChEBI
3,8,13,17-Tetramethylporphyrin-2,7,12,18-tetrapropanoate	Generator
3,8,13,18-Tetramethyl-2,7,12,17-porphinetetrapropionate	HMDB
3,8,13,18-Tetramethyl-2,7,12,17-porphinetetrapropionic acid	HMDB
3,8,13,18-Tetramethyl-21H,23H-porphine-2,7,12,17-tetrapropionate	HMDB
3,8,13,18-Tetramethyl-21H,23H-porphine-2,7,12,17-tetrapropionic acid	HMDB

Molecular Formula

C₃₆H₃₈N₄O₈

Average Mass

654.7089

Monoisotopic Mass

654.268964212

IUPAC Name

3-[9,14,19-tris(2-carboxyethyl)-5,10,15,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(20),2,4,6(24),7,9,11,13(22),14,16,18-undecaen-4-yl]propanoic acid

Traditional Name

3-[9,14,19-tris(2-carboxyethyl)-5,10,15,20-tetramethyl-21,22,23,24-tetraazapentacyclo[16.2.1.1^{3,6}.1^{8,11}.1^{13,16}]tetracosa-1(20),2,4,6(24),7,9,11,13(22),14,16,18-undecaen-4-yl]propanoic acid

CAS Registry Number

Not Available

SMILES

CC1=C(CCC(O)=O)/C2=C/C3=N/C(=C\C4=C(C)C(CCC(O)=O)=C(N4)/C=C4\N=C(\C=C\1/N\2)C(CCC(O)=O)=C4C)/C(CCC(O)=O)=C3C

InChI Identifier

InChI=1S/C36H38N4O8/c1-17-21(5-9-33(41)42)29-14-26-19(3)23(7-11-35(45)46)31(39-26)16-28-20(4)24(8-12-36(47)48)32(40-28)15-27-18(2)22(6-10-34(43)44)30(38-27)13-25(17)37-29/h13-16,37,40H,5-12H2,1-4H3,(H,41,42)(H,43,44)(H,45,46)(H,47,48)/b25-13-,26-14-,27-15-,28-16-,29-14-,30-13-,31-16-,32-15-

InChI Key

VORBHEGMEBOMMB-JRHDEHKPSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrapyrroles and derivatives

Sub Class

Porphyrins

Direct Parent

Porphyrins

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Not Available

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.031 g/L	ALOGPS
logP	2.53	ALOGPS
logP	5	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	3.56	ChemAxon
pKa (Strongest Basic)	5.18	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	206.56 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	176.26 m³·mol⁻¹	ChemAxon
Polarizability	74.04 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	splash10-052g-2000069000-b0400ff816c8bb479aa9	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_5) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_6) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_7) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_8) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_2_9) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_1) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_2) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_3) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_4) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_5) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_6) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_7) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_8) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_9) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_3_10) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-17	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052r-0000039000-f3b4207c1c84e6625cb5	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4u-0000097000-25bf85caccefc18e4e75	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01ot-1000090000-f4fcb2a24b23cd617b5c	2015-04-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0000009000-9d1a49bb4b1cf969e8e6	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0zg0-1000039000-f24da7ff41769ba0e5be	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000042000-ef49befaf8862d948c2b	2015-04-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udu-0000029000-2d152ebc7ba864c16d1d	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-0000092000-7658c361acf72da2ec31	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03di-0000090000-54eff7e29e4dd69eaaa8	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05n0-0000039000-65aba1df7d5d3a27e3de	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05mx-0000095000-745ccb4c5e74570921be	2021-09-25	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01ox-0000091000-a506f665cd46b8d0f47d	2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Mitochondria

Biospecimen Locations

Blood
Feces
Liver
Urine

Tissue Locations

Liver

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0004481	Coproporphyrinogen I	Coproporphyrin I	Not Available		VMH	11281297

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Acute intermittent porphyria	Decreased	Association	Human Urine	HMDB	10905759
Hereditary coproporphyria	Decreased	Association	Human Urine	HMDB	10905759
Liver disease	Decreased	Association	Human Urine	HMDB	10905759
Porphyria		Association	Human Blood	HMDB	10638943
Porphyria cutanea tarda	Decreased	Association	Human Urine	HMDB	10905759
Variegate porphyria	Increased	Association	Human Urine	HMDB	10905759

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Activity	Data Source	Reference
Drugs	Antimicrobial	U.S. Environmental Protection Agency	CompTox
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB
Human Urine	Detected and Quantified	0.0035	0.00013			umol/mmol creatinine	Adult (>18 years old)	Both	Acute intermittent porphyria	HMDB	10905759
Human Urine	Detected and Quantified	0.0019	0.00085			umol/mmol creatinine	Adult (>18 years old)	Both	Hereditary coproporphyria	HMDB	10905759
Human Urine	Detected and Quantified	0.0042	0.00019			umol/mmol creatinine	Adult (>18 years old)	Both	Liver disease	HMDB	10905759
Human Blood	Detected and Quantified	0.008		0.000	0.016	uM	Adult (>18 years old)	Both	Porphyria	HMDB	10638943
Human Blood	Detected and Quantified	0.0850		0.0008	0.1700	uM	Adult (>18 years old)	Male	Porphyria	HMDB	10638943
Human Urine	Detected and Quantified	0.002	0.00019			umol/mmol creatinine	Adult (>18 years old)	Both	Porphyria cutanea tarda	HMDB	10905759
Human Blood	Detected and Quantified	0				uM	Adult (>18 years old)	Male	Protoporphyria, Erythropoietic	HMDB	13765301
Human Urine	Detected and Quantified			0.00326	0.00916	umol/mmol creatinine	Adult (>18 years old)	Male	Protoporphyria, Erythropoietic	HMDB	13765301
Human Urine	Detected and Quantified	0.014	0.00013			umol/mmol creatinine	Adult (>18 years old)	Both	Porphyria variegata	HMDB	10905759
Human Urine	Detected and Quantified	0.0020	0.0011			umol/mmol creatinine	Adult (>18 years old)	Male	Normal	HMDB	18804642
Human Urine	Detected and Quantified	0.0021	0.001			umol/mmol creatinine	Adult (>18 years old)	Female	Normal	HMDB	18804642
Human Urine	Detected and Quantified	0.0049	0.00019			umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	10905759
Human Blood	Detected and Quantified	0.005		0.000	0.010	uM	Adult (>18 years old)	Both	Normal	HMDB	10638943
Human Urine	Detected and Quantified	0.0098		0.0053	0.017	umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	HMDB	11836151
Human Urine	Detected and Quantified	0.0036	0.0015			umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human Blood	Detected and Quantified	0.0073	0.0035			uM	Newborn (0-30 days old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human Blood	Detected and Quantified	0.012	0.005			uM	Adult (>18 years old)	Both	Normal	HMDB	Geigy Scientific Tables, 8th Rev edition, pp. 130. Edited by C. Lentner, West Cadwell, N.J.: Medical education Div., Ciba-Geigy Corp. Basel, Switzerland c1981-1992.
Human Liver	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0000643

DrugBank ID

DB03727

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022159

KNApSAcK ID

Not Available

Chemspider ID

16736701

KEGG Compound ID

C05769

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5616

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

28421

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Doss MO: Porphyrinurias and occupational disease. Ann N Y Acad Sci. 1987;514:204-18. doi: 10.1111/j.1749-6632.1987.tb48775.x. [PubMed:3327428 ]
Brunk E, Sahoo S, Zielinski DC, Altunkaya A, Drager A, Mih N, Gatto F, Nilsson A, Preciat Gonzalez GA, Aurich MK, Prlic A, Sastry A, Danielsdottir AD, Heinken A, Noronha A, Rose PW, Burley SK, Fleming RMT, Nielsen J, Thiele I, Palsson BO: Recon3D enables a three-dimensional view of gene variation in human metabolism. Nat Biotechnol. 2018 Mar;36(3):272-281. doi: 10.1038/nbt.4072. Epub 2018 Feb 19. [PubMed:29457794 ]

Showing metabocard for Coproporphyrin I (MMDBc0047775)

MOL for #<Metabolite:0x00007fdb387cdc68>

3D MOL for #<Metabolite:0x00007fdb387cdc68>

3D SDF for #<Metabolite:0x00007fdb387cdc68>

3D-SDF for #<Metabolite:0x00007fdb387cdc68>

PDB for #<Metabolite:0x00007fdb387cdc68>

3D PDB for #<Metabolite:0x00007fdb387cdc68>

SMILES for #<Metabolite:0x00007fdb387cdc68>

INCHI for #<Metabolite:0x00007fdb387cdc68>

Structure for #<Metabolite:0x00007fdb387cdc68>

3D Structure for #<Metabolite:0x00007fdb387cdc68>