MiMeDB: Showing metabocard for Protoporphyrin IX (MMDBc0029485)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:24:13 UTC

Update Date

2022-08-31 10:31:40 UTC

Metabolite ID

MMDBc0029485

Metabolite Identification

Common Name

Protoporphyrin IX

Description

Protoporphyrins are tetrapyrroles containing 4 methyl, 2 propionic and 2 vinyl side chains. Protopophyrin is produced by oxidation of the methylene bridge of protoporphyrinogen. Protoporphyrin IX is the only naturally occurring isomer; it is an intermediate in heme biosynthesis, combining with ferrous iron to form protoheme IX, the heme prosthetic group of hemoglobin. Protoporphyrin IX is created by the enzyme protoporphyrinogen oxidase. The enzyme ferrochelatase converts it into heme. Protoporphyrin IX naturally occurs in small amounts in feces. It is accumulated and excreted excessively in the feces in protoporphyria and variegate porphyria. Protoporphyrin IX is also responsible for the brown pigment (Ooporphyrin) of birds' eggs Protoporphyrin IX is used as a branch point in the biosynthetic pathway leading to Heme (by insertion of iron) and chlorophylls (by insertion of Mg and further side-chain transformation).

Structure

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

 
  Mrv1652309032023582D          
 
 42 46  0  0  0  0            999 V2000
   15.6785  -11.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9224  -12.3185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7388  -11.1649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4874  -12.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1490  -12.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5365  -10.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9770  -11.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4146  -12.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0173  -11.1865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8349  -10.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9569   -9.4122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8249  -11.8284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2085  -11.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5296   -9.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0596   -8.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1370   -9.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8784  -10.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9021   -8.7450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7132   -9.3657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3189   -8.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8088   -8.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7473   -8.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3132   -8.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5828   -8.5570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3077   -7.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9170   -8.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3062   -7.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0288   -6.9827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7255   -8.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5071  -13.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2162  -13.6353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1987  -14.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9496  -14.9647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4303  -14.9345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4193  -13.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6530  -13.5753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6578  -14.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8914  -14.7757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3082  -14.8365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9465  -11.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7762  -11.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1642   -9.4639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 15  1  0  0  0  0
 11 16  1  0  0  0  0
 13 17  2  0  0  0  0
 14 18  1  0  0  0  0
 14 19  2  0  0  0  0
 15 20  2  0  0  0  0
 15 21  1  0  0  0  0
 16 22  2  0  0  0  0
 18 23  2  0  0  0  0
 19 24  1  0  0  0  0
 20 25  1  0  0  0  0
 22 26  1  0  0  0  0
 23 27  1  0  0  0  0
  6  7  1  0  0  0  0
 12 13  1  0  0  0  0
 16 17  1  0  0  0  0
 20 22  1  0  0  0  0
 21 24  2  0  0  0  0
 23 24  1  0  0  0  0
 25 28  2  0  0  0  0
 18 29  1  0  0  0  0
  1  2  2  0  0  0  0
  4 30  1  0  0  0  0
  1  3  1  0  0  0  0
 30 31  1  0  0  0  0
  1  4  1  0  0  0  0
 31 32  1  0  0  0  0
  2  5  1  0  0  0  0
 32 33  2  0  0  0  0
  3  6  1  0  0  0  0
 32 34  1  0  0  0  0
  4  7  2  0  0  0  0
  8 35  1  0  0  0  0
  5  8  1  0  0  0  0
 35 36  1  0  0  0  0
  5  9  2  0  0  0  0
 36 37  1  0  0  0  0
  6 10  2  0  0  0  0
 37 38  1  0  0  0  0
  8 12  2  0  0  0  0
 37 39  2  0  0  0  0
  9 13  1  0  0  0  0
 12 40  1  0  0  0  0
 10 14  1  0  0  0  0
  7 41  1  0  0  0  0
 29 42  2  0  0  0  0
M  END

HMDB0000241
     RDKit          3D
Protoporphyrin IX
 76 80  0  0  0  0  0  0  0  0999 V2000
   -3.8863    5.2800    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5612    4.2188    0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1359    2.8470    0.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8898    1.8121   -0.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3027    1.8632   -0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1247    0.5941   -0.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3203   -0.7664   -0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3237   -1.7623   -0.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1005   -1.7563   -0.8661 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357   -2.9419   -0.6086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2774   -3.4596   -0.9245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9587   -2.8172   -0.8415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0215   -1.5951   -0.2991 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2855   -1.1078   -0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4553    0.1788    0.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4724    1.1752    0.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1785    1.0899    0.7174 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3094    2.3424    0.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6072    2.8216    0.9690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8168    2.3126    0.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9074    0.9732    0.3496 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7001    3.2640    0.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6068    4.7675    0.2178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8237    2.5132    0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1586    3.1083   -0.2335 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0864    3.2689    0.9161 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3469    3.8694    0.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1804    3.1129   -0.1763 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6422    5.2128    0.4610 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1192   -2.1297   -0.8927 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5507   -2.0862   -1.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4573   -2.3649   -0.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4047   -1.5069    1.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0125   -0.3950    1.2399 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -1.8744    2.2480 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3114   -3.1577   -1.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7642   -4.4113   -1.8718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484   -3.7406    0.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2352   -5.1491    0.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5931   -3.0070    0.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8032   -3.4078    1.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1934   -4.6495    1.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8867    5.3237    0.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3969    6.2627    0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6300    4.3739   -0.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3989    1.8000   -1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8936    1.0052   -0.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8491    2.7670   -0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3820   -1.0410   -0.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6323   -0.9213   -1.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1450   -4.5105   -1.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5059    0.3600    0.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3822    0.1633    0.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7337    3.7182    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1162    5.0464   -0.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0183    5.0991    1.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6112    5.1678    0.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6146    2.4336   -0.9880 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9995    4.0810   -0.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950    3.9536    1.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3595    2.3380    1.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9885    5.9535    0.2748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7997   -1.0917   -1.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7891   -2.8460   -1.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3003   -3.4311    0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5364   -2.3779   -0.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9507   -2.5908    2.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9313   -5.0461   -2.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3892   -4.2228   -2.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4425   -4.9313   -1.1379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6903   -5.1935    1.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5019   -5.9125   -0.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1136   -5.2138    0.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3686   -2.6629    1.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7050   -5.4660    0.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1203   -4.9273    1.5861 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
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 18 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 14 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 30 36  2  0
 36 37  1  0
 10 38  2  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
 41 42  2  3
 20  3  1  0
 21  6  1  0
 40  8  2  0
 36 12  1  0
 24 16  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
  5 46  1  0
  5 47  1  0
  5 48  1  0
  7 49  1  0
  9 50  1  0
 11 51  1  0
 15 52  1  0
 17 53  1  0
 19 54  1  0
 23 55  1  0
 23 56  1  0
 23 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 29 62  1  0
 31 63  1  0
 31 64  1  0
 32 65  1  0
 32 66  1  0
 35 67  1  0
 37 68  1  0
 37 69  1  0
 37 70  1  0
 39 71  1  0
 39 72  1  0
 39 73  1  0
 41 74  1  0
 42 75  1  0
 42 76  1  0
M  END

 
  Mrv1652309032023582D          
 
 42 46  0  0  0  0            999 V2000
   15.6785  -11.9918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9224  -12.3185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7388  -11.1649    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.4874  -12.3009    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1490  -12.0064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5365  -10.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9770  -11.6728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4146  -12.3749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0173  -11.1865    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.8349  -10.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9569   -9.4122    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.8249  -11.8284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2085  -11.0554    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5296   -9.4940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0596   -8.5923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1370   -9.5579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8784  -10.3244    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9021   -8.7450    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7132   -9.3657    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.3189   -8.2413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8088   -8.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7473   -8.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3132   -8.1734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5828   -8.5570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3077   -7.4035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9170   -8.8337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3062   -7.3396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0288   -6.9827    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7255   -8.7315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5071  -13.1806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2162  -13.6353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1987  -14.5100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9496  -14.9647    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4303  -14.9345    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.4193  -13.1955    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6530  -13.5753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6578  -14.3958    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8914  -14.7757    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3082  -14.8365    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.9465  -11.8260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7762  -11.6687    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1642   -9.4639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 11 15  1  0  0  0  0
 11 16  1  0  0  0  0
 13 17  2  0  0  0  0
 14 18  1  0  0  0  0
 14 19  2  0  0  0  0
 15 20  2  0  0  0  0
 15 21  1  0  0  0  0
 16 22  2  0  0  0  0
 18 23  2  0  0  0  0
 19 24  1  0  0  0  0
 20 25  1  0  0  0  0
 22 26  1  0  0  0  0
 23 27  1  0  0  0  0
  6  7  1  0  0  0  0
 12 13  1  0  0  0  0
 16 17  1  0  0  0  0
 20 22  1  0  0  0  0
 21 24  2  0  0  0  0
 23 24  1  0  0  0  0
 25 28  2  0  0  0  0
 18 29  1  0  0  0  0
  1  2  2  0  0  0  0
  4 30  1  0  0  0  0
  1  3  1  0  0  0  0
 30 31  1  0  0  0  0
  1  4  1  0  0  0  0
 31 32  1  0  0  0  0
  2  5  1  0  0  0  0
 32 33  2  0  0  0  0
  3  6  1  0  0  0  0
 32 34  1  0  0  0  0
  4  7  2  0  0  0  0
  8 35  1  0  0  0  0
  5  8  1  0  0  0  0
 35 36  1  0  0  0  0
  5  9  2  0  0  0  0
 36 37  1  0  0  0  0
  6 10  2  0  0  0  0
 37 38  1  0  0  0  0
  8 12  2  0  0  0  0
 37 39  2  0  0  0  0
  9 13  1  0  0  0  0
 12 40  1  0  0  0  0
 10 14  1  0  0  0  0
  7 41  1  0  0  0  0
 29 42  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029485

> <DATABASE_NAME>
MIME

> <SMILES>
CC1=C(CCC(O)=O)/C2=C/C3=N/C(=C\C4=C(C)C(C=C)=C(N4)/C=C4\N=C(\C=C\1/N\2)C(C=C)=C4C)/C(C)=C3CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C34H34N4O4/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/h7-8,13-16,35,38H,1-2,9-12H2,3-6H3,(H,39,40)(H,41,42)/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-

> <INCHI_KEY>
KSFOVUSSGSKXFI-UJJXFSCMSA-N

> <FORMULA>
C34H34N4O4

> <MOLECULAR_WEIGHT>
562.6582

> <EXACT_MASS>
562.258005596

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
76

> <JCHEM_AVERAGE_POLARIZABILITY>
66.03349029270831

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <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(21),2,4,6,8(23),9,11,13,15,17,19-undecaen-4-yl]propanoic acid

> <ALOGPS_LOGP>
4.40

> <JCHEM_LOGP>
6.778796967715938

> <ALOGPS_LOGS>
-4.41

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.128117407779678

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.684359896427431

> <JCHEM_PKA_STRONGEST_BASIC>
4.958835229373015

> <JCHEM_POLAR_SURFACE_AREA>
131.96

> <JCHEM_REFRACTIVITY>
163.81120000000004

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.17e-02 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(21),2,4,6,8(23),9,11,13,15,17,19-undecaen-4-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000241
     RDKit          3D
Protoporphyrin IX
 76 80  0  0  0  0  0  0  0  0999 V2000
   -3.8863    5.2800    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5612    4.2188    0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1359    2.8470    0.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8898    1.8121   -0.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3027    1.8632   -0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1247    0.5941   -0.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3203   -0.7664   -0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3237   -1.7623   -0.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1005   -1.7563   -0.8661 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357   -2.9419   -0.6086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2774   -3.4596   -0.9245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9587   -2.8172   -0.8415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0215   -1.5951   -0.2991 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2855   -1.1078   -0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4553    0.1788    0.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4724    1.1752    0.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1785    1.0899    0.7174 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3094    2.3424    0.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6072    2.8216    0.9690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8168    2.3126    0.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9074    0.9732    0.3496 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7001    3.2640    0.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6068    4.7675    0.2178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8237    2.5132    0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1586    3.1083   -0.2335 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0864    3.2689    0.9161 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3469    3.8694    0.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1804    3.1129   -0.1763 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6422    5.2128    0.4610 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1192   -2.1297   -0.8927 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5507   -2.0862   -1.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4573   -2.3649   -0.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4047   -1.5069    1.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0125   -0.3950    1.2399 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -1.8744    2.2480 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3114   -3.1577   -1.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7642   -4.4113   -1.8718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484   -3.7406    0.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2352   -5.1491    0.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5931   -3.0070    0.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8032   -3.4078    1.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1934   -4.6495    1.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8867    5.3237    0.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3969    6.2627    0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6300    4.3739   -0.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3989    1.8000   -1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8936    1.0052   -0.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8491    2.7670   -0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3820   -1.0410   -0.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6323   -0.9213   -1.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1450   -4.5105   -1.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5059    0.3600    0.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3822    0.1633    0.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7337    3.7182    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1162    5.0464   -0.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0183    5.0991    1.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6112    5.1678    0.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6146    2.4336   -0.9880 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9995    4.0810   -0.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950    3.9536    1.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3595    2.3380    1.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9885    5.9535    0.2748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7997   -1.0917   -1.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7891   -2.8460   -1.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3003   -3.4311    0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5364   -2.3779   -0.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9507   -2.5908    2.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9313   -5.0461   -2.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3892   -4.2228   -2.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4425   -4.9313   -1.1379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6903   -5.1935    1.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5019   -5.9125   -0.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1136   -5.2138    0.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3686   -2.6629    1.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7050   -5.4660    0.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1203   -4.9273    1.5861 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 18 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 14 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 30 36  2  0
 36 37  1  0
 10 38  2  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
 41 42  2  3
 20  3  1  0
 21  6  1  0
 40  8  2  0
 36 12  1  0
 24 16  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
  5 46  1  0
  5 47  1  0
  5 48  1  0
  7 49  1  0
  9 50  1  0
 11 51  1  0
 15 52  1  0
 17 53  1  0
 19 54  1  0
 23 55  1  0
 23 56  1  0
 23 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 29 62  1  0
 31 63  1  0
 31 64  1  0
 32 65  1  0
 32 66  1  0
 35 67  1  0
 37 68  1  0
 37 69  1  0
 37 70  1  0
 39 71  1  0
 39 72  1  0
 39 73  1  0
 41 74  1  0
 42 75  1  0
 42 76  1  0
M  END

HEADER    PROTEIN                                 03-SEP-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-SEP-20         0                                  
HETATM    1  C   UNK     0      29.267 -22.385   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      27.855 -22.995   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      29.379 -20.841   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      30.776 -22.962   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      26.411 -22.412   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      30.868 -20.492   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      31.690 -21.789   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      25.041 -23.100   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      26.166 -20.881   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      31.425 -19.106   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      26.053 -17.569   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      23.940 -22.080   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.656 -20.637   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.855 -17.722   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      26.245 -16.039   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.522 -17.841   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      24.040 -19.272   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      31.551 -16.324   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      29.331 -17.483   0.000  0.00  0.00           N+0
HETATM   20  C   UNK     0      24.862 -15.384   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      27.643 -15.292   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      23.795 -16.490   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      30.451 -15.257   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      29.088 -15.973   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      24.841 -13.820   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      22.245 -16.490   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      30.438 -13.701   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      26.187 -13.034   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      33.088 -16.299   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      30.813 -24.604   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      32.137 -25.453   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      32.104 -27.085   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      33.506 -27.934   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      30.670 -27.878   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      25.049 -24.632   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      23.619 -25.341   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      23.628 -26.872   0.000  0.00  0.00           C+0
HETATM   38  O   UNK     0      22.197 -27.581   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      24.842 -27.695   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0      22.300 -22.075   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      33.182 -21.782   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      33.907 -17.666   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4   30    1    7                                                  
CONECT    5    2    8    9                                                  
CONECT    6    7    3   10                                                  
CONECT    7    6    4   41                                                  
CONECT    8   35    5   12                                                  
CONECT    9    5   13                                                       
CONECT   10    6   14                                                       
CONECT   11   15   16                                                       
CONECT   12   13    8   40                                                  
CONECT   13   17   12    9                                                  
CONECT   14   18   19   10                                                  
CONECT   15   11   20   21                                                  
CONECT   16   11   22   17                                                  
CONECT   17   13   16                                                       
CONECT   18   14   23   29                                                  
CONECT   19   14   24                                                       
CONECT   20   15   25   22                                                  
CONECT   21   15   24                                                       
CONECT   22   16   26   20                                                  
CONECT   23   18   27   24                                                  
CONECT   24   19   21   23                                                  
CONECT   25   20   28                                                       
CONECT   26   22                                                            
CONECT   27   23                                                            
CONECT   28   25                                                            
CONECT   29   18   42                                                       
CONECT   30    4   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
CONECT   35    8   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38   39                                                  
CONECT   38   37                                                            
CONECT   39   37                                                            
CONECT   40   12                                                            
CONECT   41    7                                                            
CONECT   42   29                                                            
MASTER        0    0    0    0    0    0    0    0   42    0   92    0
END

COMPND    HMDB0000241
HETATM    1  C1  UNL     1      -3.886   5.280   0.495  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.561   4.219   0.191  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.136   2.847   0.173  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.890   1.812  -0.171  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.303   1.863  -0.601  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.125   0.594  -0.069  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.320  -0.766  -0.300  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.324  -1.762  -0.330  1.00  0.00           C  
HETATM    9  N1  UNL     1      -2.100  -1.756  -0.866  1.00  0.00           N  
HETATM   10  C9  UNL     1      -1.536  -2.942  -0.609  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.277  -3.460  -0.925  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.959  -2.817  -0.841  1.00  0.00           C  
HETATM   13  N2  UNL     1       1.022  -1.595  -0.299  1.00  0.00           N  
HETATM   14  C12 UNL     1       2.286  -1.108  -0.292  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.455   0.179   0.219  1.00  0.00           C  
HETATM   16  C14 UNL     1       1.472   1.175   0.380  1.00  0.00           C  
HETATM   17  N3  UNL     1       0.179   1.090   0.717  1.00  0.00           N  
HETATM   18  C15 UNL     1      -0.309   2.342   0.700  1.00  0.00           C  
HETATM   19  C16 UNL     1      -1.607   2.822   0.969  1.00  0.00           C  
HETATM   20  C17 UNL     1      -2.817   2.313   0.524  1.00  0.00           C  
HETATM   21  N4  UNL     1      -2.907   0.973   0.350  1.00  0.00           N  
HETATM   22  C18 UNL     1       0.700   3.264   0.344  1.00  0.00           C  
HETATM   23  C19 UNL     1       0.607   4.768   0.218  1.00  0.00           C  
HETATM   24  C20 UNL     1       1.824   2.513   0.143  1.00  0.00           C  
HETATM   25  C21 UNL     1       3.159   3.108  -0.233  1.00  0.00           C  
HETATM   26  C22 UNL     1       4.086   3.269   0.916  1.00  0.00           C  
HETATM   27  C23 UNL     1       5.347   3.869   0.379  1.00  0.00           C  
HETATM   28  O1  UNL     1       6.180   3.113  -0.176  1.00  0.00           O  
HETATM   29  O2  UNL     1       5.642   5.213   0.461  1.00  0.00           O  
HETATM   30  C24 UNL     1       3.119  -2.130  -0.893  1.00  0.00           C  
HETATM   31  C25 UNL     1       4.551  -2.086  -1.169  1.00  0.00           C  
HETATM   32  C26 UNL     1       5.457  -2.365  -0.025  1.00  0.00           C  
HETATM   33  C27 UNL     1       5.405  -1.507   1.138  1.00  0.00           C  
HETATM   34  O3  UNL     1       6.012  -0.395   1.240  1.00  0.00           O  
HETATM   35  O4  UNL     1       4.654  -1.874   2.248  1.00  0.00           O  
HETATM   36  C28 UNL     1       2.311  -3.158  -1.224  1.00  0.00           C  
HETATM   37  C29 UNL     1       2.764  -4.411  -1.872  1.00  0.00           C  
HETATM   38  C30 UNL     1      -2.448  -3.741   0.125  1.00  0.00           C  
HETATM   39  C31 UNL     1      -2.235  -5.149   0.643  1.00  0.00           C  
HETATM   40  C32 UNL     1      -3.593  -3.007   0.311  1.00  0.00           C  
HETATM   41  C33 UNL     1      -4.803  -3.408   1.020  1.00  0.00           C  
HETATM   42  C34 UNL     1      -5.193  -4.650   1.036  1.00  0.00           C  
HETATM   43  H1  UNL     1      -2.887   5.324   0.787  1.00  0.00           H  
HETATM   44  H2  UNL     1      -4.397   6.263   0.451  1.00  0.00           H  
HETATM   45  H3  UNL     1      -5.630   4.374  -0.096  1.00  0.00           H  
HETATM   46  H4  UNL     1      -6.399   1.800  -1.706  1.00  0.00           H  
HETATM   47  H5  UNL     1      -6.894   1.005  -0.203  1.00  0.00           H  
HETATM   48  H6  UNL     1      -6.849   2.767  -0.265  1.00  0.00           H  
HETATM   49  H7  UNL     1      -5.382  -1.041  -0.453  1.00  0.00           H  
HETATM   50  H8  UNL     1      -1.632  -0.921  -1.452  1.00  0.00           H  
HETATM   51  H9  UNL     1      -0.145  -4.510  -1.273  1.00  0.00           H  
HETATM   52  H10 UNL     1       3.506   0.360   0.480  1.00  0.00           H  
HETATM   53  H11 UNL     1      -0.382   0.163   0.985  1.00  0.00           H  
HETATM   54  H12 UNL     1      -1.734   3.718   1.611  1.00  0.00           H  
HETATM   55  H13 UNL     1       0.116   5.046  -0.730  1.00  0.00           H  
HETATM   56  H14 UNL     1      -0.018   5.099   1.071  1.00  0.00           H  
HETATM   57  H15 UNL     1       1.611   5.168   0.363  1.00  0.00           H  
HETATM   58  H16 UNL     1       3.615   2.434  -0.988  1.00  0.00           H  
HETATM   59  H17 UNL     1       2.999   4.081  -0.739  1.00  0.00           H  
HETATM   60  H18 UNL     1       3.695   3.954   1.701  1.00  0.00           H  
HETATM   61  H19 UNL     1       4.360   2.338   1.408  1.00  0.00           H  
HETATM   62  H20 UNL     1       4.988   5.954   0.275  1.00  0.00           H  
HETATM   63  H21 UNL     1       4.800  -1.092  -1.609  1.00  0.00           H  
HETATM   64  H22 UNL     1       4.789  -2.846  -1.976  1.00  0.00           H  
HETATM   65  H23 UNL     1       5.300  -3.431   0.352  1.00  0.00           H  
HETATM   66  H24 UNL     1       6.536  -2.378  -0.368  1.00  0.00           H  
HETATM   67  H25 UNL     1       4.951  -2.591   2.900  1.00  0.00           H  
HETATM   68  H26 UNL     1       1.931  -5.046  -2.190  1.00  0.00           H  
HETATM   69  H27 UNL     1       3.389  -4.223  -2.769  1.00  0.00           H  
HETATM   70  H28 UNL     1       3.443  -4.931  -1.138  1.00  0.00           H  
HETATM   71  H29 UNL     1      -2.690  -5.193   1.636  1.00  0.00           H  
HETATM   72  H30 UNL     1      -2.502  -5.912  -0.079  1.00  0.00           H  
HETATM   73  H31 UNL     1      -1.114  -5.214   0.819  1.00  0.00           H  
HETATM   74  H32 UNL     1      -5.369  -2.663   1.533  1.00  0.00           H  
HETATM   75  H33 UNL     1      -4.705  -5.466   0.560  1.00  0.00           H  
HETATM   76  H34 UNL     1      -6.120  -4.927   1.586  1.00  0.00           H  
CONECT    1    2    2   43   44
CONECT    2    3   45
CONECT    3    4    4   20
CONECT    4    5    6
CONECT    5   46   47   48
CONECT    6    7    7   21
CONECT    7    8   49
CONECT    8    9   40   40
CONECT    9   10   50
CONECT   10   11   38   38
CONECT   11   12   12   51
CONECT   12   13   36
CONECT   13   14   14
CONECT   14   15   30
CONECT   15   16   16   52
CONECT   16   17   24
CONECT   17   18   53
CONECT   18   19   19   22
CONECT   19   20   54
CONECT   20   21   21
CONECT   22   23   24   24
CONECT   23   55   56   57
CONECT   24   25
CONECT   25   26   58   59
CONECT   26   27   60   61
CONECT   27   28   28   29
CONECT   29   62
CONECT   30   31   36   36
CONECT   31   32   63   64
CONECT   32   33   65   66
CONECT   33   34   34   35
CONECT   35   67
CONECT   36   37
CONECT   37   68   69   70
CONECT   38   39   40
CONECT   39   71   72   73
CONECT   40   41
CONECT   41   42   42   74
CONECT   42   75   76
END

HMDB0000241
     RDKit          3D
Protoporphyrin IX
 76 80  0  0  0  0  0  0  0  0999 V2000
   -3.8863    5.2800    0.4954 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5612    4.2188    0.1914 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1359    2.8470    0.1725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8898    1.8121   -0.1711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3027    1.8632   -0.6012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1247    0.5941   -0.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3203   -0.7664   -0.2996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3237   -1.7623   -0.3300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1005   -1.7563   -0.8661 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5357   -2.9419   -0.6086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2774   -3.4596   -0.9245 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9587   -2.8172   -0.8415 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0215   -1.5951   -0.2991 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2855   -1.1078   -0.2920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4553    0.1788    0.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4724    1.1752    0.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1785    1.0899    0.7174 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3094    2.3424    0.7001 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6072    2.8216    0.9690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8168    2.3126    0.5236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9074    0.9732    0.3496 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7001    3.2640    0.3439 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6068    4.7675    0.2178 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8237    2.5132    0.1434 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1586    3.1083   -0.2335 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0864    3.2689    0.9161 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3469    3.8694    0.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1804    3.1129   -0.1763 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6422    5.2128    0.4610 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1192   -2.1297   -0.8927 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5507   -2.0862   -1.1692 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4573   -2.3649   -0.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4047   -1.5069    1.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0125   -0.3950    1.2399 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6542   -1.8744    2.2480 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3114   -3.1577   -1.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7642   -4.4113   -1.8718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4484   -3.7406    0.1252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2352   -5.1491    0.6430 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5931   -3.0070    0.3110 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8032   -3.4078    1.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1934   -4.6495    1.0360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8867    5.3237    0.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3969    6.2627    0.4509 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6300    4.3739   -0.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3989    1.8000   -1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8936    1.0052   -0.2032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8491    2.7670   -0.2653 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3820   -1.0410   -0.4533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6323   -0.9213   -1.4524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1450   -4.5105   -1.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5059    0.3600    0.4801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3822    0.1633    0.9850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7337    3.7182    1.6108 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1162    5.0464   -0.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0183    5.0991    1.0713 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6112    5.1678    0.3630 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6146    2.4336   -0.9880 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9995    4.0810   -0.7393 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6950    3.9536    1.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3595    2.3380    1.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9885    5.9535    0.2748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7997   -1.0917   -1.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7891   -2.8460   -1.9756 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3003   -3.4311    0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5364   -2.3779   -0.3675 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9507   -2.5908    2.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9313   -5.0461   -2.1898 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3892   -4.2228   -2.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4425   -4.9313   -1.1379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6903   -5.1935    1.6359 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5019   -5.9125   -0.0789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1136   -5.2138    0.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3686   -2.6629    1.5334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7050   -5.4660    0.5603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1203   -4.9273    1.5861 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
  4  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 18 22  1  0
 22 23  1  0
 22 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 14 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 33 35  1  0
 30 36  2  0
 36 37  1  0
 10 38  2  0
 38 39  1  0
 38 40  1  0
 40 41  1  0
 41 42  2  3
 20  3  1  0
 21  6  1  0
 40  8  2  0
 36 12  1  0
 24 16  1  0
  1 43  1  0
  1 44  1  0
  2 45  1  0
  5 46  1  0
  5 47  1  0
  5 48  1  0
  7 49  1  0
  9 50  1  0
 11 51  1  0
 15 52  1  0
 17 53  1  0
 19 54  1  0
 23 55  1  0
 23 56  1  0
 23 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 29 62  1  0
 31 63  1  0
 31 64  1  0
 32 65  1  0
 32 66  1  0
 35 67  1  0
 37 68  1  0
 37 69  1  0
 37 70  1  0
 39 71  1  0
 39 72  1  0
 39 73  1  0
 41 74  1  0
 42 75  1  0
 42 76  1  0
M  END

Synonyms

Value	Source
3,3'-(3,7,12,17-Tetramethyl-8,13-divinyl-21H,23H-porphine-2,18-diyl)-bis-propionic acid	ChEBI
3,7,12,17-Tetramethyl-8,13-divinylporphyrin-2,18-dipropanoic acid	ChEBI
H2PpIX	ChEBI
Kammerer's prophyrin	ChEBI
Ooporphyrin	ChEBI
Porphyrinogen IX	ChEBI
3,3'-(3,7,12,17-Tetramethyl-8,13-divinyl-21H,23H-porphine-2,18-diyl)-bis-propionate	Generator
3,7,12,17-Tetramethyl-8,13-divinylporphyrin-2,18-dipropanoate	Generator
3,3'-(3,7,12,17-Tetramethyl-8,13-divinylporphine-2,18-diyl)di	HMDB
PpIX	HMDB
Protoporphyrin	HMDB
Protoporphyrin-"ix"	HMDB
Protoporphyrin-IX	HMDB

Molecular Formula

C₃₄H₃₄N₄O₄

Average Mass

562.6582

Monoisotopic Mass

562.258005596

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(21),2,4,6,8(23),9,11,13,15,17,19-undecaen-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(21),2,4,6,8(23),9,11,13,15,17,19-undecaen-4-yl]propanoic acid

CAS Registry Number

553-12-8

SMILES

CC1=C(CCC(O)=O)/C2=C/C3=N/C(=C\C4=C(C)C(C=C)=C(N4)/C=C4\N=C(\C=C\1/N\2)C(C=C)=C4C)/C(C)=C3CCC(O)=O

InChI Identifier

InChI=1S/C34H34N4O4/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/h7-8,13-16,35,38H,1-2,9-12H2,3-6H3,(H,39,40)(H,41,42)/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-

InChI Key

KSFOVUSSGSKXFI-UJJXFSCMSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrapyrroles and derivatives

Sub Class

Porphyrins

Direct Parent

Porphyrins

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Not Available

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.022 g/L	ALOGPS
logP	4.4	ALOGPS
logP	6.78	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	3.68	ChemAxon
pKa (Strongest Basic)	4.96	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	131.96 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	163.81 m³·mol⁻¹	ChemAxon
Polarizability	66.03 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	splash10-0uxu-1000290000-e22236fe3cca8eed1ecf	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00di-6000094000-b9c12952e100c5144cab	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS ("Protoporphyrin IX,1TMS,#1" TMS) - 70eV, Positive	Not Available	2021-10-14	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-15	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_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 (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 GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_5) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_2_6) - 70eV, Positive	Not Available	2021-10-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-0000090000-5d5be53410134c5719ab	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00kb-1000590000-2d4157b9f73534d95a9c	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-1000910000-07524a9291a1921dfafc	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0000090000-5df26c1cfb9a0b16a91a	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0296-1000190000-2d4bcb49201fc10adc09	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9000230000-064fb944a966d08c06bf	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0000090000-87c1740ecd1a28f4a2d9	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03xu-0000590000-99160b987bb7e62ab362	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00di-0000900000-f2d9118441a9c8c47d79	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03dj-0000090000-d428ac6dc2fc4794cc41	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0j4j-0000090000-2b065966ec57bb97d511	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0uk9-1000970000-b435817e4dc349e65ab3	2021-09-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-21	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane
Mitochondria

Biospecimen Locations

Adipose Tissue
Adrenal Medulla
Bladder
Blood
Epidermis
Erythrocyte
Feces
Fibroblasts
Intestine
Kidney
Leukocyte
Liver
Platelet
Spleen
Testis
Thyroid Gland

Tissue Locations

Adipose Tissue
Adrenal Medulla
Bladder
Epidermis
Erythrocyte
Fibroblasts
Intestine
Kidney
Leukocyte
Liver
Platelet
Spleen
Testis
Thyroid Gland

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
MMDBp0192667	Ferrochelatase, mitochondrial	Unknown	P22830	Homo sapiens
MMDBp0193410	Ferritin light chain	Unknown	P02792	Homo sapiens
MMDBp0195890	Ferrochelatase	Enzyme	Q53FU1	Homo sapiens
MMDBp0195891	Ferrochelatase	Enzyme	Q5TZY0	Homo sapiens
MMDBp0195892	Ferrochelatase	Enzyme	Q7KZA3	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0001209	Fe2+	Hydrogen Ion	Ferrochelatase	Ferrochelatase, Mitochondrial	VMH	7983009
MMDBr0001984	Oxygen	Water	Protoporphyrinogen oxidase	Protoporphyrinogen Oxidase, Mitochondrial	VMH	8771201
MMDBr0006779	Oxygen	Water	Not Available	Protoporphyrinogen Oxidase (Aerobic)	VMH	30371894
MMDBr0007400	Fe2+	Hydrogen Ion	Not Available	Ferrochelatase, Cytosol	VMH	30371894
MMDBr0007942	Fumaric acid	Protoporphyrin IX	Not Available	Protoporphyrinogen oxidase (anaerobic)	VMH	30371894
MMDBr0008125	Oxygen	Water	Not Available	Protoporphyrin hydrolase	VMH	30371894
MMDBr0008874	Adenosine triphosphate	ADP	Atp-binding cassette, sub-family g (white), member 2 (junior blood group)	Transport by ABCg2 into Extracellular Space	VMH	30371894
MMDBr0010300	Protoporphyrin IX	Protoporphyrin IX	Atp binding cassette subfamily b member 6 (langereis blood group)	HMR_4756	VMH	30371894
MMDBr0010301	Oxygen	Hydrogen peroxide	Protoporphyrinogen oxidase	Protoporphyrinogen Oxidase	VMH	30371894
MMDBr0013269	Adenosine triphosphate	ADP	Magnesium-chelatase 60 kDa subunit	Chelation	RHEA	34755880
MMDBr0014221	Hydrogen Ion	Fe2+	Deferrochelatase/peroxidase EfeB	Chelation	RHEA	34755880
MMDBr0014222	Hydrogen Ion	Fe2+	Deferrochelatase/peroxidase EfeB	Peroxidation	RHEA	34755880
MMDBr0014563	Oxygen	Hydrogen peroxide	Coproporphyrinogen III oxidase	Oxidation	RHEA	34755880
MMDBr0014564	Oxygen	Hydrogen peroxide	Coproporphyrinogen III oxidase	Oxidation	RHEA	34755880
MMDBr0018573	Protoporphyrinogen IX	Hydrogen peroxide	Protoporphyrinogen IX dehydrogenase [quinone]	Dehydrogenation	PathBank	31602464
MMDBr0018574	MK-8	Protoporphyrin IX	Protoporphyrinogen IX dehydrogenase [quinone]	Dehydrogenation	PathBank	31602464
MMDBr0018575	Fe2+	Hydrogen Ion	Ferrochelatase	Chelation	PathBank	31602464
MMDBr0019745	Protoporphyrinogen IX	Hydrogen peroxide	Protoporphyrinogen oxidase	Oxidation	PathBank	31602464
MMDBr0019747	Fe2+	Hydrogen	Not Available		PathBank	31602464
MMDBr0024823	Protoporphyrinogen IX	Protoporphyrin IX	Protoporphyrinogen IX dehydrogenase [quinone]	Dehydrogenation	RHEA	34755880
MMDBr0025770	Protoporphyrinogen IX	Protoporphyrin IX	Protoporphyrinogen IX oxidase	Oxidation	RHEA	34755880
MMDBr0025825	Protoporphyrinogen IX	Protoporphyrin IX	Protoporphyrinogen IX dehydrogenase [quinone]	Dehydrogenation	RHEA	34755880
MMDBr0025883	Protoporphyrinogen IX	Protoporphyrin IX	Protoporphyrinogen IX dehydrogenase [quinone]	Dehydrogenation	RHEA	34755880

Health Effects and Bioactivity

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	420	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal; Sheep ; Lion ; Chicken ; American dog tick ; Cattle	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	184	Human feces; Human ; Human sputum; Human saliva; Human urine; Human supragingival plaque; Cattle ; Human subgingival plaque	Metabolic reconstruction
Bacteria	Actinobacteria	92	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human mucosa; Human supragingival plaque; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Bacteroidetes	61	Human feces; Human ; Human gastric fluid; Human saliva; Human subgingival plaque; Human supragingival plaque	Metabolic reconstruction
Bacteria	Spirochaetes	6	Human feces; Human	Metabolic reconstruction
Bacteria	Planctomycetes	2	Human feces	Metabolic reconstruction
Bacteria	Chlorobi	2
Bacteria/NULL	Firmicutes	1	Human feces; Human ; Human sputum; Human saliva; Human urine; Human supragingival plaque; Cattle ; Human subgingival plaque	Metabolic reconstruction
Bacteria	Cyanobacteria	32	Human
Bacteria	nah	2
Bacteria	Acidobacteria	1
Bacteria	Aquificae	2
Bacteria	Chlamydiae	10	Human ; Sheep ; Cat
Bacteria	Deinococcus-thermus	2
Bacteria	Chloroflexi	1
Bacteria	Verrucomicrobia	1
Archaea/Archaea	Euryarchaeota	2
Eukaryota/Fungi	Ascomycota	3	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Plant	Root	Beta vulgaris var. rubra	FooDB	31437929

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 Blood	Detected and Quantified			0	1.244	uM	Adult (>18 years old)	Male	Protoporphyria, Erythropoietic	HMDB	13765301
Human Blood	Detected and Quantified	0.53	0.13			uM	Adult (>18 years old)	Male	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	0.66	0.18			uM	Adult (>18 years old)	Female	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	1.09	0.57			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 Adipose tissue	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Adrenal medulla	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Bladder	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Epidermis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Erythrocyte	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Fibroblasts	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Intestine	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Kidney	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Leukocyte	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Liver	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Platelet	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Spleen	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Testis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597
Human Thyroid gland	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0000241

DrugBank ID

DB02285

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Protoporphyrin_IX

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

15430

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Chisolm J Jr, Brown DH: Micro-scale photofluorometric determination of "free erythrocyte pophyrin" (protoporphyrin IX). Clin Chem. 1975 Oct;21(11):1669-82. [PubMed:1164799 ]
Stankiewicz A: The concentration of protoporphyrin IX in workers occupationally exposed to lead. Mater Med Pol. 1989 Apr-Jun;21(2):100-2. [PubMed:2488459 ]
Gottsch JD, Graham CR Jr, Hairston RJ, Chen CH, Green WR, Stark WJ: Protoporphyrin IX photosensitization of corneal endothelium. Arch Ophthalmol. 1989 Oct;107(10):1497-500. doi: 10.1001/archopht.1989.01070020571042. [PubMed:2803100 ]
Sakai T, Takeuchi Y, Ikeya Y, Araki T, Ushio K: [Automated HPLC method for determining zinc protoporphyrin IX and protoporphyrin IX in erythrocytes of workers exposed to lead]. Sangyo Igaku. 1988 Nov;30(6):467-74. doi: 10.1539/joh1959.30.467. [PubMed:3221502 ]
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 ]
Stankiewicz A, Lutz W, Krajewska B, Szulc B: [Plasma indicators of iron metabolism in persons occupationally exposed to organic solvents with normal and increased levels of protoporphyrin IX in erythrocytes]. Pol Tyg Lek. 1986 Jul 7;41(27):851-4. [PubMed:3763462 ]
Bailey GG, Needham LL: Simultaneous quantification of erythrocyte zinc protoporphyrin and protoporphyrin IX by liquid chromatography. Clin Chem. 1986 Dec;32(12):2137-42. [PubMed:3779978 ]
Stankiewicz A, Lutz W, Szeszko A: [Protoporphyrin IX level in erythrocytes of persons with alcoholic liver cirrhosis]. Pol Tyg Lek. 1985 Jul 15;40(28):787-9. [PubMed:4059100 ]
Stankiewicz A: [Erythrocyte protoporphyrin IX in occupational exposure to asbestos]. Med Pr. 1984;35(5):351-4. [PubMed:6530952 ]
Rick K, Sroka R, Stepp H, Kriegmair M, Huber RM, Jacob K, Baumgartner R: Pharmacokinetics of 5-aminolevulinic acid-induced protoporphyrin IX in skin and blood. J Photochem Photobiol B. 1997 Oct;40(3):313-9. doi: 10.1016/s1011-1344(97)00076-6. [PubMed:9372622 ]
Messmann H, Knuchel R, Baumler W, Holstege A, Scholmerich J: Endoscopic fluorescence detection of dysplasia in patients with Barrett's esophagus, ulcerative colitis, or adenomatous polyps after 5-aminolevulinic acid-induced protoporphyrin IX sensitization. Gastrointest Endosc. 1999 Jan;49(1):97-101. doi: 10.1016/s0016-5107(99)70453-0. [PubMed:9869731 ]
Casas A, Batlle AM, Butler AR, Robertson D, Brown EH, MacRobert A, Riley PA: Comparative effect of ALA derivatives on protoporphyrin IX production in human and rat skin organ cultures. Br J Cancer. 1999 Jul;80(10):1525-32. doi: 10.1038/sj.bjc.6690556. [PubMed:10408393 ]
De Rosa FS, Marchetti JM, Thomazini JA, Tedesco AC, Bentley MV: A vehicle for photodynamic therapy of skin cancer: influence of dimethylsulphoxide on 5-aminolevulinic acid in vitro cutaneous permeation and in vivo protoporphyrin IX accumulation determined by confocal microscopy. J Control Release. 2000 Apr 3;65(3):359-66. doi: 10.1016/s0168-3659(99)00213-8. [PubMed:10699294 ]
Krieg RC, Fickweiler S, Wolfbeis OS, Knuechel R: Cell-type specific protoporphyrin IX metabolism in human bladder cancer in vitro. Photochem Photobiol. 2000 Aug;72(2):226-33. doi: 10.1562/0031-8655(2000)072<0226:ctspim>2.0.co;2. [PubMed:10946577 ]
Bartosova J, Hrkal Z: Accumulation of protoporphyrin-IX (PpIX) in leukemic cell lines following induction by 5-aminolevulinic acid (ALA). Comp Biochem Physiol C Toxicol Pharmacol. 2000 Jul;126(3):245-52. doi: 10.1016/s0742-8413(00)00125-0. [PubMed:11048674 ]
Bissonnette R, Zeng H, McLean DI, Korbelik M, Lui H: Oral aminolevulinic acid induces protoporphyrin IX fluorescence in psoriatic plaques and peripheral blood cells. Photochem Photobiol. 2001 Aug;74(2):339-45. doi: 10.1562/0031-8655(2001)074<0339:oaaipi>2.0.co;2. [PubMed:11547574 ]
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Showing metabocard for Protoporphyrin IX (MMDBc0029485)

MOL for #<Metabolite:0x00007f5abc42b788>

3D MOL for #<Metabolite:0x00007f5abc42b788>

3D SDF for #<Metabolite:0x00007f5abc42b788>

3D-SDF for #<Metabolite:0x00007f5abc42b788>

PDB for #<Metabolite:0x00007f5abc42b788>

3D PDB for #<Metabolite:0x00007f5abc42b788>

SMILES for #<Metabolite:0x00007f5abc42b788>

INCHI for #<Metabolite:0x00007f5abc42b788>

Structure for #<Metabolite:0x00007f5abc42b788>

3D Structure for #<Metabolite:0x00007f5abc42b788>