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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2020-02-26 21:22:33 UTC

HMDB ID

HMDB0000737

Secondary Accession Numbers

HMDB00737

Metabolite Identification

Common Name

Heptacarboxylporphyrin I

Description

Heptacarboxylporphyrin I, also known as heptaporphyrin, 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. Heptacarboxylporphyrin I has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make heptacarboxylporphyrin I a potential biomarker for the consumption of these foods. Heptacarboxylporphyrin I, with regard to humans, has been found to be associated with several diseases such as liver disease, acute intermittent porphyria, porphyria cutanea tarda, and variegate porphyria; heptacarboxylporphyrin I has also been linked to the inborn metabolic disorder hereditary coproporphyria. Based on a literature review a small amount of articles have been published on Heptacarboxylporphyrin I.

Structure

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

Heptaporphyrin I.mol
  Mrv1652305231919492D          

 57 61  0  0  0  0            999 V2000
   -1.5284   -1.7094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9160   -2.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2848   -1.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5107   -0.9400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2971   -0.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5140    1.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9639    1.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5274    0.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8138    0.6854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7778    1.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7609   -0.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8107    1.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2005    2.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5539    1.6730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8208    0.9339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5437    0.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1581    1.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8460   -1.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2740   -1.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7963   -0.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0652   -0.6730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0514   -1.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4590   -1.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0392    0.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2005    2.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4858    3.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2289    2.9710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4858    4.2088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0992   -1.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8651   -2.5268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5118   -0.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7876    2.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2501    3.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5237    3.8411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3348    3.9935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9862    4.4674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7890    1.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7116   -1.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3371   -1.1777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3371   -0.3405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3073   -1.9819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9160   -2.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9327   -1.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2003    1.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0321    1.7322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7910    2.4411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5991    1.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7825    2.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5817    3.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1652    2.4194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7541    3.7962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1187   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5806   -3.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8533   -3.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6641   -3.9950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3152   -4.4674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0992    0.3741    0.0000 O   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  2  0  0  0  0
 26 28  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 19 29  1  0  0  0  0
  7 37  1  0  0  0  0
  6 32  1  0  0  0  0
 38 30  1  0  0  0  0
 38 39  2  0  0  0  0
 31 40  1  0  0  0  0
  1 41  1  0  0  0  0
  2 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 38  1  0  0  0  0
 37 44  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
 13 25  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 49 51  1  0  0  0  0
 12 47  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 54 56  1  0  0  0  0
 18 52  1  0  0  0  0
 29 31  1  0  0  0  0
 31 57  2  0  0  0  0
M  END

HMDB0000737
     RDKit          3D
Heptacarboxylporphyrin I
 95 99  0  0  0  0  0  0  0  0999 V2000
   -0.7091   -5.7887   -0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1295   -4.3555   -0.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3493   -3.8871   -0.8944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6381   -4.5622   -1.1573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6575   -6.0362   -1.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0747   -6.4932   -1.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9792   -5.6589   -1.6904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3331   -7.8572   -1.4438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2180   -2.4148   -0.7679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0975   -1.3382   -0.8574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7902    0.0213   -0.6718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7475    0.7617   -1.0686 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9307    2.0032   -0.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1227    3.1542   -0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2486    3.2266   -0.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9411    2.1112   -0.2558 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2796    2.4056   -0.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0875    1.3486    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7306    0.0011    0.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8954   -0.7836   -0.4515 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8940   -1.9951    0.1208 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1770   -3.1610   -0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1951   -3.2635   -0.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9333   -2.1462   -0.5100 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713   -1.9995    1.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1340   -3.1412    2.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1607   -4.0559    1.5707 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966   -5.1700    2.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1384   -4.9009    3.5451 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1430   -6.4927    2.2781 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2992   -0.7352    1.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3026   -0.2753    2.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6500   -0.2076    1.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8657   -0.5033    0.5990 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7106    0.1846    2.5842 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4499    3.7754   -0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6697    4.5529   -0.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4282    4.5149   -2.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0048    3.3261   -2.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9934    2.1961   -2.1909 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6806    3.4297   -3.9181 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2106    4.2602   -0.9330 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9788    5.6561   -1.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2151    6.4546   -0.4355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1707    5.9729    0.6490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0876    7.7677   -0.7292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1356    2.0742    0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7495    3.2646    0.8385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0523    3.5415    2.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7089    4.7172    2.7608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2506    5.0913    3.8812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7802    5.3908    2.1595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6799    0.8195    0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9945    0.4242    0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0495    0.3361   -0.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7576    0.5834   -1.5008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3333   -0.0062    0.0095 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3697   -5.8537   -0.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7103   -6.0864   -1.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2843   -6.4505   -0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9415   -4.2586   -2.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4612   -4.1171   -0.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5725   -6.3369   -0.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9974   -6.5758   -1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6070   -8.3524   -0.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1336   -1.6702   -1.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8966    0.4107   -1.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5949    4.1446   -0.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1272    1.6959    0.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3178   -0.4858   -1.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6511   -4.1452   -0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4282   -2.6922    3.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1471   -3.6797    2.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7687   -4.5366    0.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0751   -3.4810    1.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3420   -6.8571    1.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1770   -0.8542    3.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9858    0.7919    2.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4239    0.8316    2.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3895    4.2941   -0.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4777    5.6554   -0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8143    5.0912   -2.9276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2960    5.2665   -2.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2019    3.9639   -4.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8802    6.1336   -1.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3057    5.5362   -2.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9503    8.0264   -1.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8193    3.0609    0.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6064    4.1105    0.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1131    2.6747    2.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9943    3.8366    1.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5208    4.8983    1.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8093   -0.5519    1.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1971    1.1607    1.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8702   -0.7368   -0.4259 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
 32 33  1  0
 33 34  2  0
 33 35  1  0
 17 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  2  0
 39 41  1  0
 36 42  2  0
 42 43  1  0
 43 44  1  0
 44 45  2  0
 44 46  1  0
 13 47  2  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  2  0
 50 52  1  0
 47 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  2  0
 55 57  1  0
 23  2  1  0
 24  9  1  0
 53 11  2  0
 42 15  1  0
 31 19  1  0
  1 58  1  0
  1 59  1  0
  1 60  1  0
  4 61  1  0
  4 62  1  0
  5 63  1  0
  5 64  1  0
  8 65  1  0
 10 66  1  0
 12 67  1  0
 14 68  1  0
 18 69  1  0
 20 70  1  0
 22 71  1  0
 26 72  1  0
 26 73  1  0
 27 74  1  0
 27 75  1  0
 30 76  1  0
 32 77  1  0
 32 78  1  0
 35 79  1  0
 37 80  1  0
 37 81  1  0
 38 82  1  0
 38 83  1  0
 41 84  1  0
 43 85  1  0
 43 86  1  0
 46 87  1  0
 48 88  1  0
 48 89  1  0
 49 90  1  0
 49 91  1  0
 52 92  1  0
 54 93  1  0
 54 94  1  0
 57 95  1  0
M  END

Heptaporphyrin I.mol
  Mrv1652305231919492D          

 57 61  0  0  0  0            999 V2000
   -1.5284   -1.7094    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9160   -2.1282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2848   -1.6281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5107   -0.9400    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2971   -0.9330    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5140    1.6579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9639    1.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5274    0.4259    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8138    0.6854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7778    1.4474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7609   -0.3406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8107    1.6999    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2005    2.1459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5539    1.6730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8208    0.9339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5437    0.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1581    1.9157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8460   -1.6585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2740   -1.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7963   -0.3810    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0652   -0.6730    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0514   -1.4297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4590   -1.8935    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0392    0.3310    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2005    2.9710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4858    3.3836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2289    2.9710    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4858    4.2088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0992   -1.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8651   -2.5268    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5118   -0.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7876    2.4364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2501    3.0626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5237    3.8411    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3348    3.9935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9862    4.4674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7890    1.0198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7116   -1.7160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3371   -1.1777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3371   -0.3405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3073   -1.9819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9160   -2.9532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9327   -1.4435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2003    1.7322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0321    1.7322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7910    2.4411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5991    1.9435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7825    2.7481    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5817    3.0029    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1652    2.4194    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7541    3.7962    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1187   -2.4373    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5806   -3.0629    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8533   -3.8417    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6641   -3.9950    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.3152   -4.4674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0992    0.3741    0.0000 O   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  2  0  0  0  0
 26 28  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 34 36  1  0  0  0  0
 19 29  1  0  0  0  0
  7 37  1  0  0  0  0
  6 32  1  0  0  0  0
 38 30  1  0  0  0  0
 38 39  2  0  0  0  0
 31 40  1  0  0  0  0
  1 41  1  0  0  0  0
  2 42  1  0  0  0  0
 41 43  1  0  0  0  0
 43 38  1  0  0  0  0
 37 44  1  0  0  0  0
 44 45  2  0  0  0  0
 44 46  1  0  0  0  0
 13 25  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 49 51  1  0  0  0  0
 12 47  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  2  0  0  0  0
 54 56  1  0  0  0  0
 18 52  1  0  0  0  0
 29 31  1  0  0  0  0
 31 57  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000737

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=C(CCC(O)=O)\C2=C\C3=C(CC(O)=O)C(CCC(O)=O)=C(N3)\C=C3/N=C(/C=C4\N\C(=C/C1=N2)C(CCC(O)=O)=C4CC(O)=O)C(CCC(O)=O)=C3CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C39H38N4O14/c1-17-18(2-6-33(44)45)26-14-30-23(11-38(54)55)20(4-8-35(48)49)28(42-30)16-32-24(12-39(56)57)21(5-9-36(50)51)29(43-32)15-31-22(10-37(52)53)19(3-7-34(46)47)27(41-31)13-25(17)40-26/h13-16,41-42H,2-12H2,1H3,(H,44,45)(H,46,47)(H,48,49)(H,50,51)(H,52,53)(H,54,55)(H,56,57)/b25-13-,26-14-,27-13-,28-16-,29-15-,30-14-,31-15-,32-16-

> <INCHI_KEY>
GWTVAIDNCPVMLP-YBWGHNILSA-N

> <FORMULA>
C39H38N4O14

> <MOLECULAR_WEIGHT>
786.7374

> <EXACT_MASS>
786.238451944

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
95

> <JCHEM_AVERAGE_POLARIZABILITY>
82.3691397518825

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[9,14,19-tris(2-carboxyethyl)-10,15,20-tris(carboxymethyl)-5-methyl-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>
1.17

> <JCHEM_LOGP>
2.8680260846373993

> <ALOGPS_LOGS>
-4.31

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-7

> <JCHEM_PKA>
3.6026498497799486

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.229921310097615

> <JCHEM_PKA_STRONGEST_BASIC>
5.1479339427348485

> <JCHEM_POLAR_SURFACE_AREA>
318.46

> <JCHEM_REFRACTIVITY>
195.05500000000018

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.87e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[9,14,19-tris(2-carboxyethyl)-10,15,20-tris(carboxymethyl)-5-methyl-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

$$$$

HMDB0000737
     RDKit          3D
Heptacarboxylporphyrin I
 95 99  0  0  0  0  0  0  0  0999 V2000
   -0.7091   -5.7887   -0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1295   -4.3555   -0.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3493   -3.8871   -0.8944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6381   -4.5622   -1.1573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6575   -6.0362   -1.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0747   -6.4932   -1.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9792   -5.6589   -1.6904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3331   -7.8572   -1.4438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2180   -2.4148   -0.7679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0975   -1.3382   -0.8574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7902    0.0213   -0.6718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7475    0.7617   -1.0686 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9307    2.0032   -0.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1227    3.1542   -0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2486    3.2266   -0.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9411    2.1112   -0.2558 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2796    2.4056   -0.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0875    1.3486    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7306    0.0011    0.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8954   -0.7836   -0.4515 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8940   -1.9951    0.1208 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1770   -3.1610   -0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1951   -3.2635   -0.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9333   -2.1462   -0.5100 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713   -1.9995    1.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1340   -3.1412    2.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1607   -4.0559    1.5707 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966   -5.1700    2.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1384   -4.9009    3.5451 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1430   -6.4927    2.2781 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2992   -0.7352    1.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3026   -0.2753    2.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6500   -0.2076    1.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8657   -0.5033    0.5990 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7106    0.1846    2.5842 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4499    3.7754   -0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6697    4.5529   -0.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4282    4.5149   -2.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0048    3.3261   -2.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9934    2.1961   -2.1909 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6806    3.4297   -3.9181 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2106    4.2602   -0.9330 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9788    5.6561   -1.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2151    6.4546   -0.4355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1707    5.9729    0.6490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0876    7.7677   -0.7292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1356    2.0742    0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7495    3.2646    0.8385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0523    3.5415    2.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7089    4.7172    2.7608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2506    5.0913    3.8812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7802    5.3908    2.1595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6799    0.8195    0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9945    0.4242    0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0495    0.3361   -0.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7576    0.5834   -1.5008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3333   -0.0062    0.0095 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3697   -5.8537   -0.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7103   -6.0864   -1.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2843   -6.4505   -0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9415   -4.2586   -2.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4612   -4.1171   -0.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5725   -6.3369   -0.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9974   -6.5758   -1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6070   -8.3524   -0.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1336   -1.6702   -1.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8966    0.4107   -1.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5949    4.1446   -0.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1272    1.6959    0.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3178   -0.4858   -1.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6511   -4.1452   -0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4282   -2.6922    3.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1471   -3.6797    2.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7687   -4.5366    0.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0751   -3.4810    1.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3420   -6.8571    1.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1770   -0.8542    3.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9858    0.7919    2.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4239    0.8316    2.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3895    4.2941   -0.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4777    5.6554   -0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8143    5.0912   -2.9276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2960    5.2665   -2.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2019    3.9639   -4.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8802    6.1336   -1.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3057    5.5362   -2.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9503    8.0264   -1.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8193    3.0609    0.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6064    4.1105    0.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1131    2.6747    2.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9943    3.8366    1.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5208    4.8983    1.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8093   -0.5519    1.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1971    1.1607    1.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8702   -0.7368   -0.4259 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
 32 33  1  0
 33 34  2  0
 33 35  1  0
 17 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  2  0
 39 41  1  0
 36 42  2  0
 42 43  1  0
 43 44  1  0
 44 45  2  0
 44 46  1  0
 13 47  2  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  2  0
 50 52  1  0
 47 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  2  0
 55 57  1  0
 23  2  1  0
 24  9  1  0
 53 11  2  0
 42 15  1  0
 31 19  1  0
  1 58  1  0
  1 59  1  0
  1 60  1  0
  4 61  1  0
  4 62  1  0
  5 63  1  0
  5 64  1  0
  8 65  1  0
 10 66  1  0
 12 67  1  0
 14 68  1  0
 18 69  1  0
 20 70  1  0
 22 71  1  0
 26 72  1  0
 26 73  1  0
 27 74  1  0
 27 75  1  0
 30 76  1  0
 32 77  1  0
 32 78  1  0
 35 79  1  0
 37 80  1  0
 37 81  1  0
 38 82  1  0
 38 83  1  0
 41 84  1  0
 43 85  1  0
 43 86  1  0
 46 87  1  0
 48 88  1  0
 48 89  1  0
 49 90  1  0
 49 91  1  0
 52 92  1  0
 54 93  1  0
 54 94  1  0
 57 95  1  0
M  END

HEADER    PROTEIN                                 23-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Heptaporphyrin I.mol                              
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAY-19         0                                  
HETATM    1  C   UNK     0      -2.853  -3.191   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.710  -3.973   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.532  -3.039   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -0.953  -1.755   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -2.421  -1.742   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.826   3.095   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.666   1.904   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.851   0.795   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -1.519   1.279   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -1.452   2.702   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.287  -0.636   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.380   3.173   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.241   4.006   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.034   3.123   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       1.532   1.743   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       2.882   1.766   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.295   3.576   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       3.446  -3.096   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.245  -1.970   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.353  -0.711   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0       1.988  -1.256   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0       1.963  -2.669   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.857  -3.535   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       3.807   0.618   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.241   5.546   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.907   6.316   0.000  0.00  0.00           C+0
HETATM   27  O   UNK     0      -0.427   5.546   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0       0.907   7.856   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.785  -1.970   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -7.215  -4.717   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0       6.555  -0.636   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      -3.337   4.548   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -2.334   5.717   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      -2.844   7.170   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0      -4.358   7.455   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      -1.841   8.339   0.000  0.00  0.00           O+0
HETATM   37  C   UNK     0      -5.206   1.904   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -6.928  -3.203   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0      -8.096  -2.198   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       8.096  -0.636   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -4.307  -3.700   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -1.710  -5.513   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      -5.474  -2.695   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      -5.974   3.233   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -7.527   3.233   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -5.210   4.557   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       4.852   3.628   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       5.194   5.130   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0       6.686   5.605   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0       7.775   4.516   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       7.008   7.086   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       3.955  -4.550   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       2.950  -5.717   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0       3.459  -7.171   0.000  0.00  0.00           C+0
HETATM   55  O   UNK     0       4.973  -7.457   0.000  0.00  0.00           O+0
HETATM   56  O   UNK     0       2.455  -8.339   0.000  0.00  0.00           O+0
HETATM   57  O   UNK     0       5.785   0.698   0.000  0.00  0.00           O+0
CONECT    1    2    5   41                                                  
CONECT    2    1    3   42                                                  
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1   11                                                  
CONECT    6    7   10   32                                                  
CONECT    7    6    8   37                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    6   17                                                  
CONECT   11    5    8                                                       
CONECT   12   13   16   47                                                  
CONECT   13   12   14   25                                                  
CONECT   14   13   15   17                                                  
CONECT   15   14   16                                                       
CONECT   16   15   12   24                                                  
CONECT   17   10   14                                                       
CONECT   18   19   22   52                                                  
CONECT   19   18   20   29                                                  
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   13                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   19   31                                                       
CONECT   30   38                                                            
CONECT   31   40   29   57                                                  
CONECT   32   33    6                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   36                                                  
CONECT   35   34                                                            
CONECT   36   34                                                            
CONECT   37    7   44                                                       
CONECT   38   30   39   43                                                  
CONECT   39   38                                                            
CONECT   40   31                                                            
CONECT   41    1   43                                                       
CONECT   42    2                                                            
CONECT   43   41   38                                                       
CONECT   44   37   45   46                                                  
CONECT   45   44                                                            
CONECT   46   44                                                            
CONECT   47   48   12                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50   51                                                  
CONECT   50   49                                                            
CONECT   51   49                                                            
CONECT   52   53   18                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55   56                                                  
CONECT   55   54                                                            
CONECT   56   54                                                            
CONECT   57   31                                                            
MASTER        0    0    0    0    0    0    0    0   57    0  122    0
END

COMPND    HMDB0000737
HETATM    1  C1  UNL     1      -0.709  -5.789  -0.741  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.130  -4.355  -0.701  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.349  -3.887  -0.894  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.638  -4.562  -1.157  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.658  -6.036  -1.112  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.075  -6.493  -1.437  1.00  0.00           C  
HETATM    7  O1  UNL     1      -5.979  -5.659  -1.690  1.00  0.00           O  
HETATM    8  O2  UNL     1      -5.333  -7.857  -1.444  1.00  0.00           O  
HETATM    9  C7  UNL     1      -2.218  -2.415  -0.768  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.097  -1.338  -0.857  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.790   0.021  -0.672  1.00  0.00           C  
HETATM   12  N1  UNL     1      -1.748   0.762  -1.069  1.00  0.00           N  
HETATM   13  C10 UNL     1      -1.931   2.003  -0.592  1.00  0.00           C  
HETATM   14  C11 UNL     1      -1.123   3.154  -0.690  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.249   3.227  -0.636  1.00  0.00           C  
HETATM   16  N2  UNL     1       0.941   2.111  -0.256  1.00  0.00           N  
HETATM   17  C13 UNL     1       2.280   2.406  -0.305  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.088   1.349   0.086  1.00  0.00           C  
HETATM   19  C15 UNL     1       2.731   0.001   0.240  1.00  0.00           C  
HETATM   20  N3  UNL     1       1.895  -0.784  -0.452  1.00  0.00           N  
HETATM   21  C16 UNL     1       1.894  -1.995   0.121  1.00  0.00           C  
HETATM   22  C17 UNL     1       1.177  -3.161  -0.183  1.00  0.00           C  
HETATM   23  C18 UNL     1      -0.195  -3.263  -0.450  1.00  0.00           C  
HETATM   24  N4  UNL     1      -0.933  -2.146  -0.510  1.00  0.00           N  
HETATM   25  C19 UNL     1       2.771  -2.000   1.231  1.00  0.00           C  
HETATM   26  C20 UNL     1       3.134  -3.141   2.150  1.00  0.00           C  
HETATM   27  C21 UNL     1       4.161  -4.056   1.571  1.00  0.00           C  
HETATM   28  C22 UNL     1       4.497  -5.170   2.499  1.00  0.00           C  
HETATM   29  O3  UNL     1       5.138  -4.901   3.545  1.00  0.00           O  
HETATM   30  O4  UNL     1       4.143  -6.493   2.278  1.00  0.00           O  
HETATM   31  C23 UNL     1       3.299  -0.735   1.306  1.00  0.00           C  
HETATM   32  C24 UNL     1       4.303  -0.275   2.341  1.00  0.00           C  
HETATM   33  C25 UNL     1       5.650  -0.208   1.792  1.00  0.00           C  
HETATM   34  O5  UNL     1       5.866  -0.503   0.599  1.00  0.00           O  
HETATM   35  O6  UNL     1       6.711   0.185   2.584  1.00  0.00           O  
HETATM   36  C26 UNL     1       2.450   3.775  -0.739  1.00  0.00           C  
HETATM   37  C27 UNL     1       3.670   4.553  -0.881  1.00  0.00           C  
HETATM   38  C28 UNL     1       4.428   4.515  -2.135  1.00  0.00           C  
HETATM   39  C29 UNL     1       5.005   3.326  -2.674  1.00  0.00           C  
HETATM   40  O7  UNL     1       4.993   2.196  -2.191  1.00  0.00           O  
HETATM   41  O8  UNL     1       5.681   3.430  -3.918  1.00  0.00           O  
HETATM   42  C30 UNL     1       1.211   4.260  -0.933  1.00  0.00           C  
HETATM   43  C31 UNL     1       0.979   5.656  -1.396  1.00  0.00           C  
HETATM   44  C32 UNL     1       0.215   6.455  -0.436  1.00  0.00           C  
HETATM   45  O9  UNL     1      -0.171   5.973   0.649  1.00  0.00           O  
HETATM   46  O10 UNL     1      -0.088   7.768  -0.729  1.00  0.00           O  
HETATM   47  C33 UNL     1      -3.136   2.074   0.135  1.00  0.00           C  
HETATM   48  C34 UNL     1      -3.750   3.265   0.839  1.00  0.00           C  
HETATM   49  C35 UNL     1      -3.052   3.542   2.135  1.00  0.00           C  
HETATM   50  C36 UNL     1      -3.709   4.717   2.761  1.00  0.00           C  
HETATM   51  O11 UNL     1      -3.251   5.091   3.881  1.00  0.00           O  
HETATM   52  O12 UNL     1      -4.780   5.391   2.159  1.00  0.00           O  
HETATM   53  C37 UNL     1      -3.680   0.819   0.085  1.00  0.00           C  
HETATM   54  C38 UNL     1      -4.995   0.424   0.718  1.00  0.00           C  
HETATM   55  C39 UNL     1      -6.050   0.336  -0.305  1.00  0.00           C  
HETATM   56  O13 UNL     1      -5.758   0.583  -1.501  1.00  0.00           O  
HETATM   57  O14 UNL     1      -7.333  -0.006   0.010  1.00  0.00           O  
HETATM   58  H1  UNL     1       0.370  -5.854  -0.449  1.00  0.00           H  
HETATM   59  H2  UNL     1      -0.710  -6.086  -1.813  1.00  0.00           H  
HETATM   60  H3  UNL     1      -1.284  -6.450  -0.107  1.00  0.00           H  
HETATM   61  H4  UNL     1      -3.942  -4.259  -2.195  1.00  0.00           H  
HETATM   62  H5  UNL     1      -4.461  -4.117  -0.521  1.00  0.00           H  
HETATM   63  H6  UNL     1      -3.572  -6.337  -0.022  1.00  0.00           H  
HETATM   64  H7  UNL     1      -2.997  -6.576  -1.773  1.00  0.00           H  
HETATM   65  H8  UNL     1      -5.607  -8.352  -0.586  1.00  0.00           H  
HETATM   66  H9  UNL     1      -4.134  -1.670  -1.082  1.00  0.00           H  
HETATM   67  H10 UNL     1      -0.897   0.411  -1.706  1.00  0.00           H  
HETATM   68  H11 UNL     1      -1.595   4.145  -0.814  1.00  0.00           H  
HETATM   69  H12 UNL     1       4.127   1.696   0.304  1.00  0.00           H  
HETATM   70  H13 UNL     1       1.318  -0.486  -1.367  1.00  0.00           H  
HETATM   71  H14 UNL     1       1.651  -4.145  -0.218  1.00  0.00           H  
HETATM   72  H15 UNL     1       3.428  -2.692   3.106  1.00  0.00           H  
HETATM   73  H16 UNL     1       2.147  -3.680   2.295  1.00  0.00           H  
HETATM   74  H17 UNL     1       3.769  -4.537   0.659  1.00  0.00           H  
HETATM   75  H18 UNL     1       5.075  -3.481   1.285  1.00  0.00           H  
HETATM   76  H19 UNL     1       4.342  -6.857   1.340  1.00  0.00           H  
HETATM   77  H20 UNL     1       4.177  -0.854   3.260  1.00  0.00           H  
HETATM   78  H21 UNL     1       3.986   0.792   2.553  1.00  0.00           H  
HETATM   79  H22 UNL     1       7.424   0.832   2.267  1.00  0.00           H  
HETATM   80  H23 UNL     1       4.390   4.294  -0.022  1.00  0.00           H  
HETATM   81  H24 UNL     1       3.478   5.655  -0.645  1.00  0.00           H  
HETATM   82  H25 UNL     1       3.814   5.091  -2.928  1.00  0.00           H  
HETATM   83  H26 UNL     1       5.296   5.266  -2.010  1.00  0.00           H  
HETATM   84  H27 UNL     1       5.202   3.964  -4.626  1.00  0.00           H  
HETATM   85  H28 UNL     1       1.880   6.134  -1.792  1.00  0.00           H  
HETATM   86  H29 UNL     1       0.306   5.536  -2.301  1.00  0.00           H  
HETATM   87  H30 UNL     1      -0.950   8.026  -1.179  1.00  0.00           H  
HETATM   88  H31 UNL     1      -4.819   3.061   0.938  1.00  0.00           H  
HETATM   89  H32 UNL     1      -3.606   4.111   0.116  1.00  0.00           H  
HETATM   90  H33 UNL     1      -3.113   2.675   2.809  1.00  0.00           H  
HETATM   91  H34 UNL     1      -1.994   3.837   1.962  1.00  0.00           H  
HETATM   92  H35 UNL     1      -5.521   4.898   1.702  1.00  0.00           H  
HETATM   93  H36 UNL     1      -4.809  -0.552   1.222  1.00  0.00           H  
HETATM   94  H37 UNL     1      -5.197   1.161   1.502  1.00  0.00           H  
HETATM   95  H38 UNL     1      -7.870  -0.737  -0.426  1.00  0.00           H  
CONECT    1    2   58   59   60
CONECT    2    3    3   23
CONECT    3    4    9
CONECT    4    5   61   62
CONECT    5    6   63   64
CONECT    6    7    7    8
CONECT    8   65
CONECT    9   10   10   24
CONECT   10   11   66
CONECT   11   12   53   53
CONECT   12   13   67
CONECT   13   14   47   47
CONECT   14   15   15   68
CONECT   15   16   42
CONECT   16   17   17
CONECT   17   18   36
CONECT   18   19   19   69
CONECT   19   20   31
CONECT   20   21   70
CONECT   21   22   22   25
CONECT   22   23   71
CONECT   23   24   24
CONECT   25   26   31   31
CONECT   26   27   72   73
CONECT   27   28   74   75
CONECT   28   29   29   30
CONECT   30   76
CONECT   31   32
CONECT   32   33   77   78
CONECT   33   34   34   35
CONECT   35   79
CONECT   36   37   42   42
CONECT   37   38   80   81
CONECT   38   39   82   83
CONECT   39   40   40   41
CONECT   41   84
CONECT   42   43
CONECT   43   44   85   86
CONECT   44   45   45   46
CONECT   46   87
CONECT   47   48   53
CONECT   48   49   88   89
CONECT   49   50   90   91
CONECT   50   51   51   52
CONECT   52   92
CONECT   53   54
CONECT   54   55   93   94
CONECT   55   56   56   57
CONECT   57   95
END

HMDB0000737
     RDKit          3D
Heptacarboxylporphyrin I
 95 99  0  0  0  0  0  0  0  0999 V2000
   -0.7091   -5.7887   -0.7414 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1295   -4.3555   -0.7005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3493   -3.8871   -0.8944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6381   -4.5622   -1.1573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6575   -6.0362   -1.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0747   -6.4932   -1.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9792   -5.6589   -1.6904 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3331   -7.8572   -1.4438 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2180   -2.4148   -0.7679 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0975   -1.3382   -0.8574 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7902    0.0213   -0.6718 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7475    0.7617   -1.0686 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9307    2.0032   -0.5918 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1227    3.1542   -0.6900 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2486    3.2266   -0.6358 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9411    2.1112   -0.2558 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2796    2.4056   -0.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0875    1.3486    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7306    0.0011    0.2401 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8954   -0.7836   -0.4515 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8940   -1.9951    0.1208 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1770   -3.1610   -0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1951   -3.2635   -0.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9333   -2.1462   -0.5100 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7713   -1.9995    1.2312 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1340   -3.1412    2.1502 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1607   -4.0559    1.5707 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4966   -5.1700    2.4989 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1384   -4.9009    3.5451 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1430   -6.4927    2.2781 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2992   -0.7352    1.3063 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3026   -0.2753    2.3409 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6500   -0.2076    1.7920 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8657   -0.5033    0.5990 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7106    0.1846    2.5842 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4499    3.7754   -0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6697    4.5529   -0.8813 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4282    4.5149   -2.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0048    3.3261   -2.6740 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9934    2.1961   -2.1909 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6806    3.4297   -3.9181 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2106    4.2602   -0.9330 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9788    5.6561   -1.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2151    6.4546   -0.4355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1707    5.9729    0.6490 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0876    7.7677   -0.7292 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1356    2.0742    0.1353 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7495    3.2646    0.8385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0523    3.5415    2.1347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7089    4.7172    2.7608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2506    5.0913    3.8812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7802    5.3908    2.1595 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6799    0.8195    0.0846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9945    0.4242    0.7181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0495    0.3361   -0.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7576    0.5834   -1.5008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3333   -0.0062    0.0095 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3697   -5.8537   -0.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7103   -6.0864   -1.8135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2843   -6.4505   -0.1070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9415   -4.2586   -2.1952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4612   -4.1171   -0.5210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5725   -6.3369   -0.0218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9974   -6.5758   -1.7726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6070   -8.3524   -0.5862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1336   -1.6702   -1.0822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8966    0.4107   -1.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5949    4.1446   -0.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1272    1.6959    0.3044 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3178   -0.4858   -1.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6511   -4.1452   -0.2182 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4282   -2.6922    3.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1471   -3.6797    2.2953 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7687   -4.5366    0.6590 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0751   -3.4810    1.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3420   -6.8571    1.3403 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1770   -0.8542    3.2604 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9858    0.7919    2.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4239    0.8316    2.2666 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3895    4.2941   -0.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4777    5.6554   -0.6451 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8143    5.0912   -2.9276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2960    5.2665   -2.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2019    3.9639   -4.6263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8802    6.1336   -1.7918 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3057    5.5362   -2.3011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9503    8.0264   -1.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8193    3.0609    0.9383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6064    4.1105    0.1161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1131    2.6747    2.8086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9943    3.8366    1.9617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5208    4.8983    1.7025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8093   -0.5519    1.2216 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1971    1.1607    1.5017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8702   -0.7368   -0.4259 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
 32 33  1  0
 33 34  2  0
 33 35  1  0
 17 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  2  0
 39 41  1  0
 36 42  2  0
 42 43  1  0
 43 44  1  0
 44 45  2  0
 44 46  1  0
 13 47  2  0
 47 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  2  0
 50 52  1  0
 47 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  2  0
 55 57  1  0
 23  2  1  0
 24  9  1  0
 53 11  2  0
 42 15  1  0
 31 19  1  0
  1 58  1  0
  1 59  1  0
  1 60  1  0
  4 61  1  0
  4 62  1  0
  5 63  1  0
  5 64  1  0
  8 65  1  0
 10 66  1  0
 12 67  1  0
 14 68  1  0
 18 69  1  0
 20 70  1  0
 22 71  1  0
 26 72  1  0
 26 73  1  0
 27 74  1  0
 27 75  1  0
 30 76  1  0
 32 77  1  0
 32 78  1  0
 35 79  1  0
 37 80  1  0
 37 81  1  0
 38 82  1  0
 38 83  1  0
 41 84  1  0
 43 85  1  0
 43 86  1  0
 46 87  1  0
 48 88  1  0
 48 89  1  0
 49 90  1  0
 49 91  1  0
 52 92  1  0
 54 93  1  0
 54 94  1  0
 57 95  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Heptacarboxylic acid porphyrin I	HMDB
Heptaporphyrin	HMDB
3-[9,14,19-Tris(2-carboxyethyl)-10,15,20-tris(carboxymethyl)-5-methyl-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1,3(24),4,6,8,10,12,14,16(22),17,19-undecaen-4-yl]propanoate	HMDB

Chemical Formula

C₃₉H₃₈N₄O₁₄

Average Molecular Weight

786.7374

Monoisotopic Molecular Weight

786.238451944

IUPAC Name

3-[9,14,19-tris(2-carboxyethyl)-10,15,20-tris(carboxymethyl)-5-methyl-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

CAS Registry Number

65406-45-3

SMILES

CC1=C(CCC(O)=O)\C2=C\C3=C(CC(O)=O)C(CCC(O)=O)=C(N3)\C=C3/N=C(/C=C4\N\C(=C/C1=N2)C(CCC(O)=O)=C4CC(O)=O)C(CCC(O)=O)=C3CC(O)=O

InChI Identifier

InChI=1S/C39H38N4O14/c1-17-18(2-6-33(44)45)26-14-30-23(11-38(54)55)20(4-8-35(48)49)28(42-30)16-32-24(12-39(56)57)21(5-9-36(50)51)29(43-32)15-31-22(10-37(52)53)19(3-7-34(46)47)27(41-31)13-25(17)40-26/h13-16,41-42H,2-12H2,1H3,(H,44,45)(H,46,47)(H,48,49)(H,50,51)(H,52,53)(H,54,55)(H,56,57)/b25-13-,26-14-,27-13-,28-16-,29-15-,30-14-,31-15-,32-16-

InChI Key

GWTVAIDNCPVMLP-YBWGHNILSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrapyrroles and derivatives

Sub Class

Porphyrins

Direct Parent

Porphyrins

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Not Available

External Descriptors

Not Available

Ontology

Physiological effect

Health effect

Digestive system disorder

Hepatobiliary disorder

Hepatic disorder

Liver disease (HMDB: HMDB0000737)

Genetic disorder

Inborn errors of metabolism

Hereditary coproporphyria (HMDB: HMDB0000737)

Disposition

Biological location

Organ

Liver (HMDB: HMDB0000737)

Excreta

Biofluid or Excreta

Urine (PMID: 10905759)

Cellular substructure

Cytoplasm (HMDB: HMDB0000737)

Organelle

Mitochondrion (HMDB: HMDB0000737)

Source

Endogenous

Endogenous (HMDB: HMDB0000737)

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

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	208 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.039 g/L	ALOGPS
logP	1.17	ALOGPS
logP	2.87	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	3.23	ChemAxon
pKa (Strongest Basic)	5.15	ChemAxon
Physiological Charge	-7	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	318.46 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	195.06 m³·mol⁻¹	ChemAxon
Polarizability	82.37 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	270.028	32859911
AllCCS	[M-H]-	269.315	32859911
DeepCCS	[M+H]+	279.807	30932474
DeepCCS	[M-H]-	278.083	30932474
DeepCCS	[M-2H]-	312.117	30932474
DeepCCS	[M+Na]+	286.04	30932474
AllCCS	[M+H]+	270.0	32859911
AllCCS	[M+H-H2O]+	269.7	32859911
AllCCS	[M+NH4]+	270.3	32859911
AllCCS	[M+Na]+	270.3	32859911
AllCCS	[M-H]-	269.3	32859911
AllCCS	[M+Na-2H]-	273.7	32859911
AllCCS	[M+HCOO]-	278.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Heptacarboxylporphyrin I	CC1=C(CCC(O)=O)\C2=C\C3=C(CC(O)=O)C(CCC(O)=O)=C(N3)\C=C3/N=C(/C=C4\N\C(=C/C1=N2)C(CCC(O)=O)=C4CC(O)=O)C(CCC(O)=O)=C3CC(O)=O	7646.6	Standard polar	33892256
Heptacarboxylporphyrin I	CC1=C(CCC(O)=O)\C2=C\C3=C(CC(O)=O)C(CCC(O)=O)=C(N3)\C=C3/N=C(/C=C4\N\C(=C/C1=N2)C(CCC(O)=O)=C4CC(O)=O)C(CCC(O)=O)=C3CC(O)=O	4746.7	Standard non polar	33892256
Heptacarboxylporphyrin I	CC1=C(CCC(O)=O)\C2=C\C3=C(CC(O)=O)C(CCC(O)=O)=C(N3)\C=C3/N=C(/C=C4\N\C(=C/C1=N2)C(CCC(O)=O)=C4CC(O)=O)C(CCC(O)=O)=C3CC(O)=O	7728.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Heptacarboxylporphyrin I GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Heptacarboxylporphyrin I GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Heptacarboxylporphyrin I GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Heptacarboxylporphyrin I GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Heptacarboxylporphyrin I GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Heptacarboxylporphyrin I GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Heptacarboxylporphyrin I GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Heptacarboxylporphyrin I GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Heptacarboxylporphyrin I GC-MS (TMS_1_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptacarboxylporphyrin I 10V, Positive-QTOF	splash10-106r-0000000900-1a5659367722a3b91d07	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptacarboxylporphyrin I 20V, Positive-QTOF	splash10-0ab9-0000002900-85dfdd282818a628f93a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptacarboxylporphyrin I 40V, Positive-QTOF	splash10-053r-0000009700-49b4b052511c4ae6e5ab	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptacarboxylporphyrin I 10V, Negative-QTOF	splash10-00xu-0000000900-ab85973f83598078c240	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptacarboxylporphyrin I 20V, Negative-QTOF	splash10-00di-0000001900-1a9755eb8354eff16f28	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptacarboxylporphyrin I 40V, Negative-QTOF	splash10-00di-2000000900-453451d4dc4aab7fd692	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptacarboxylporphyrin I 10V, Positive-QTOF	splash10-00xs-0000002900-7fb9688f9c1ee33b1308	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptacarboxylporphyrin I 20V, Positive-QTOF	splash10-00aj-0000009600-c6f4c536d4eb7fbe2584	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptacarboxylporphyrin I 40V, Positive-QTOF	splash10-003s-0000009500-95d5d3990319dc7e8707	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptacarboxylporphyrin I 10V, Negative-QTOF	splash10-00dj-0000006900-3a85eeb4b06df50b7894	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptacarboxylporphyrin I 20V, Negative-QTOF	splash10-006t-0000009700-fa3a78fcf7166dc4eeb0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Heptacarboxylporphyrin I 40V, Negative-QTOF	splash10-00kb-0000009100-6f56ce92b761bddef4bd	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Mitochondria

Biospecimen Locations

Urine

Tissue Locations

Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected and Quantified	0.00026 +/- 0.00078 umol/mmol creatinine	Adult (>18 years old)	Both	Liver disease	10905759	details
Urine	Detected and Quantified	0.0076 +/- 0.00026 umol/mmol creatinine	Adult (>18 years old)	Both	Porphyria cutanea tarda	10905759	details
Urine	Detected and Quantified	0.0013 +/- 0.00052 umol/mmol creatinine	Adult (>18 years old)	Both	Variegate porphyria	10905759	details
Urine	Detected and Quantified	0.0015 +/- 0.00039 umol/mmol creatinine	Adult (>18 years old)	Both	Hereditary coproporphyria	10905759	details
Urine	Detected and Quantified	0.002 +/- 0.00039 umol/mmol creatinine	Adult (>18 years old)	Both	Acute intermittent porphyria	10905759	details

Associated Disorders and Diseases

Disease References

Liver disease
Zuijderhoudt FM, Koehorst SG, Kluitenberg WE, Dorresteijn-de Bok J: On accuracy and precision of a HPLC method for measurement of urine porphyrin concentrations. Clin Chem Lab Med. 2000 Mar;38(3):227-30. [PubMed:10905759 ]
Porphyria cutanea tarda
Zuijderhoudt FM, Koehorst SG, Kluitenberg WE, Dorresteijn-de Bok J: On accuracy and precision of a HPLC method for measurement of urine porphyrin concentrations. Clin Chem Lab Med. 2000 Mar;38(3):227-30. [PubMed:10905759 ]
Variegate porphyria
Zuijderhoudt FM, Koehorst SG, Kluitenberg WE, Dorresteijn-de Bok J: On accuracy and precision of a HPLC method for measurement of urine porphyrin concentrations. Clin Chem Lab Med. 2000 Mar;38(3):227-30. [PubMed:10905759 ]
Hereditary coproporphyria
Zuijderhoudt FM, Koehorst SG, Kluitenberg WE, Dorresteijn-de Bok J: On accuracy and precision of a HPLC method for measurement of urine porphyrin concentrations. Clin Chem Lab Med. 2000 Mar;38(3):227-30. [PubMed:10905759 ]
Acute intermittent porphyria
Zuijderhoudt FM, Koehorst SG, Kluitenberg WE, Dorresteijn-de Bok J: On accuracy and precision of a HPLC method for measurement of urine porphyrin concentrations. Clin Chem Lab Med. 2000 Mar;38(3):227-30. [PubMed:10905759 ]

Associated OMIM IDs

176200 (Variegate porphyria)
121300 (Hereditary coproporphyria)
176000 (Acute intermittent porphyria)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022214

KNApSAcK ID

Not Available

Chemspider ID

13628138

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5705

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

89912

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Ringuet, Michel; Pottier, Roy H.; Kennedy, James C. Preparation of porphyrin amides as photosensitizing neoplasm inhibitors. PCT Int. Appl. (1992), 35 pp.

Material Safety Data Sheet (MSDS)

Not Available

General References

Ohdoi C, Nyhan WL, Kuhara T: Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):123-30. [PubMed:12829005 ]
Apostoli P, Sarnico M, Bavazzano P, Bartoli D: Arsenic and porphyrins. Am J Ind Med. 2002 Sep;42(3):180-7. [PubMed:12210687 ]
Sinclair PR, Gorman N, Shedlofsky SI, Honsinger CP, Sinclair JF, Karagas MR, Anderson KE: Ascorbic acid deficiency in porphyria cutanea tarda. J Lab Clin Med. 1997 Aug;130(2):197-201. [PubMed:9280147 ]

Enzymes

Enzyme Details

1. Uroporphyrinogen decarboxylase

General function:: Involved in uroporphyrinogen decarboxylase activity
Specific function:: Catalyzes the decarboxylation of four acetate groups of uroporphyrinogen-III to yield coproporphyrinogen-III.
Gene Name:: UROD
Uniprot ID:: P06132
Molecular weight:: 40786.58

Showing metabocard for Heptacarboxylporphyrin I (HMDB0000737)

MOL for HMDB0000737 (Heptacarboxylporphyrin I)

3D MOL for HMDB0000737 (Heptacarboxylporphyrin I)

3D SDF for HMDB0000737 (Heptacarboxylporphyrin I)

3D-SDF for HMDB0000737 (Heptacarboxylporphyrin I)

PDB for HMDB0000737 (Heptacarboxylporphyrin I)

3D PDB for HMDB0000737 (Heptacarboxylporphyrin I)

SMILES for HMDB0000737 (Heptacarboxylporphyrin I)

INCHI for HMDB0000737 (Heptacarboxylporphyrin I)

Structure for HMDB0000737 (Heptacarboxylporphyrin I)

3D Structure for HMDB0000737 (Heptacarboxylporphyrin I)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

Enzymes