MiMeDB: Showing metabocard for Uroporphyrinogen I (MMDBc0029688)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:37:37 UTC

Update Date

2024-04-30 19:40:42 UTC

Metabolite ID

MMDBc0029688

Metabolite Identification

Common Name

Uroporphyrinogen I

Description

Uroporphyrinogens are porphyrinogen variants in which each pyrrole ring has one acetate side chain and one propionate side chain; it is formed by condensation 4 four molecules of porphobilinogen. 4 isomers are possible but only 2 commoly are found, types and I. Uroporphyrinogen I is a functional intermediate in heme biosynthesis while Uroporphyrinogen is produced in an abortive side reaction.

Structure

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


  Mrv0541 02231219262D          

 60 64  0  0  0  0            999 V2000
   29.3550   -4.7999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9995  -11.4693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7651   -5.4043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2438  -11.7544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9574   -7.3317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2888   -3.9167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4367  -12.9617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7262   -9.2786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1865   -3.9774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8598  -10.3283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8999   -6.5414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3035  -12.7128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4407   -8.0411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1278  -12.3885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5978   -4.4899    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.4054   -8.6497    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.3490   -7.3231    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.6155   -8.4530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1362   -8.4530    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.3766   -9.5828    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   24.6037  -11.3157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3174   -6.7221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.4416  -10.1539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0585   -5.4006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2368   -5.3267    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5423   -9.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2131   -7.5405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4103  -11.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1552   -9.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2786  -11.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4470   -5.3369    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5400   -7.5127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9166   -9.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8891   -7.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8642   -9.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8365   -7.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0504  -11.9276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6608   -6.2226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1003  -10.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5333   -4.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3010   -7.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7779   -4.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9477  -12.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4408   -8.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0382   -6.7720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1114   -9.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6680   -7.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7150  -10.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0838   -7.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6874   -6.7997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0382  -10.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6680   -9.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7620   -6.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8835   -8.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8697   -8.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9636  -10.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8697   -8.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7896  -10.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9360   -6.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8835   -8.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 40  1  0  0  0  0
  2 39  1  0  0  0  0
  3 38  1  0  0  0  0
  4 37  1  0  0  0  0
  5 41  1  0  0  0  0
  6 42  1  0  0  0  0
  7 43  1  0  0  0  0
  8 44  1  0  0  0  0
  9 40  2  0  0  0  0
 10 39  2  0  0  0  0
 11 38  2  0  0  0  0
 12 37  2  0  0  0  0
 13 44  2  0  0  0  0
 14 43  2  0  0  0  0
 15 42  2  0  0  0  0
 16 41  2  0  0  0  0
 17 45  1  0  0  0  0
 17 50  1  0  0  0  0
 18 46  1  0  0  0  0
 18 49  1  0  0  0  0
 19 47  1  0  0  0  0
 19 52  1  0  0  0  0
 20 48  1  0  0  0  0
 20 51  1  0  0  0  0
 21 28  1  0  0  0  0
 21 37  1  0  0  0  0
 22 27  1  0  0  0  0
 22 38  1  0  0  0  0
 23 26  1  0  0  0  0
 23 39  1  0  0  0  0
 24 25  1  0  0  0  0
 24 40  1  0  0  0  0
 25 53  1  0  0  0  0
 26 54  1  0  0  0  0
 27 55  1  0  0  0  0
 28 56  1  0  0  0  0
 29 44  1  0  0  0  0
 29 57  1  0  0  0  0
 30 43  1  0  0  0  0
 30 58  1  0  0  0  0
 31 42  1  0  0  0  0
 31 59  1  0  0  0  0
 32 41  1  0  0  0  0
 32 60  1  0  0  0  0
 33 48  1  0  0  0  0
 33 52  1  0  0  0  0
 34 47  1  0  0  0  0
 34 50  1  0  0  0  0
 35 46  1  0  0  0  0
 35 51  1  0  0  0  0
 36 45  1  0  0  0  0
 36 49  1  0  0  0  0
 45 53  2  0  0  0  0
 46 54  2  0  0  0  0
 47 55  2  0  0  0  0
 48 56  2  0  0  0  0
 49 60  2  0  0  0  0
 50 59  2  0  0  0  0
 51 58  2  0  0  0  0
 52 57  2  0  0  0  0
 53 59  1  0  0  0  0
 54 60  1  0  0  0  0
 55 57  1  0  0  0  0
 56 58  1  0  0  0  0
M  END

HMDB0002211
     RDKit          3D
Uroporphyrinogen I
104108  0  0  0  0  0  0  0  0999 V2000
    7.0854    1.2739    1.9971 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2840    0.8761    0.8229 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5059    1.0883    0.2477 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1581    0.1744    0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9460    0.0804    0.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7875   -0.6077    0.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9260   -0.1076   -0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0321   -1.0678   -0.9957 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2951   -2.1512   -0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4025   -1.9058    0.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0588   -2.8225    1.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2636   -3.4759    1.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7189   -3.3346   -0.0867 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0127   -4.3309    1.9045 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5263   -3.4677   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0312   -3.2865   -0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6360   -2.4743    0.8094 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520   -2.5975    0.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1318   -3.5017   -0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4058   -3.9477   -1.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8866   -2.9615   -2.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2244   -1.8992   -2.3384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0486   -3.2421   -2.8899 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8695   -3.9490   -0.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6278   -4.9790   -1.9222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5435   -6.3273   -1.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5150   -6.4718   -0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7069   -6.7689   -0.5478 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2184   -6.2751    1.0879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1068   -1.8147    1.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1155   -0.3421    0.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0876    0.5281    0.7882 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4815    1.6758    0.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8154    1.5504   -0.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6525    2.6092   -0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2584    2.7811   -2.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3542    2.1301   -2.8515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9484    3.7287   -3.0424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2022    0.2785    0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5851   -0.2617   -0.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4732   -0.1608    1.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0010   -0.8595    2.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2264   -0.2812    3.0202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3974   -2.1616    2.4740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7074    2.9590    0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2218    2.8220   -0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663    1.8753   -0.8488 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7735    2.1511   -0.6694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9183    3.3014    0.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1812    4.0099    0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7575    4.8030   -0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2224    4.8563   -1.6703 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9149    5.5207   -0.3533 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6594    3.7446    0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3039    4.9553    1.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1561    6.0867    0.3817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4968    7.2604    1.2295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3658    7.1848    2.4714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9618    8.4516    0.6888 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9579    1.3219   -1.1377 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3270    0.9385    0.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5971   -0.7976   -0.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9864    0.8273   -0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6858    1.0715    1.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2934   -0.5959    1.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2425   -0.9578   -1.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3200   -3.6034    1.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3608   -2.2498    2.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0435   -5.3230    1.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7682   -4.0812   -1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9297   -4.1504    0.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2092   -1.8511    1.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2373   -4.9379   -1.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1204   -4.1263   -0.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5916   -2.4616   -3.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3563   -4.7998   -2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4562   -5.0236   -2.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4035   -7.1455   -2.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5078   -6.5981   -0.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9373   -6.0943    1.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0666   -2.2683    0.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2787   -2.0097    2.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1103    0.3311    1.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4769    3.5419   -0.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7219    2.3442   -0.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3892    4.3423   -3.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0665    0.3350   -0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4561   -1.3079   -0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6715    0.9179    1.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4843   -0.5291    0.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4100   -2.4667    3.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9513    3.6254    0.8638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1492    3.5623   -0.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0419    1.0520   -1.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9434    4.5529    1.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8925    3.1996    0.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3127    6.1581   -1.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5159    4.6133    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1383    5.2159    1.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6974    6.4112   -0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9773    5.8278   -0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3987    8.9608    0.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8692    1.8142   -0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2185    1.4920   -2.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
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 56100  1  0
 56101  1  0
 59102  1  0
 60103  1  0
 60104  1  0
M  END


  Mrv0541 02231219262D          

 60 64  0  0  0  0            999 V2000
   29.3550   -4.7999    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   29.9995  -11.4693    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.7651   -5.4043    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2438  -11.7544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.9574   -7.3317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2888   -3.9167    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.4367  -12.9617    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7262   -9.2786    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.1865   -3.9774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   30.8598  -10.3283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8999   -6.5414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3035  -12.7128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4407   -8.0411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.1278  -12.3885    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   28.0585   -5.4006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.5423   -9.3350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2131   -7.5405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.4103  -11.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1552   -9.2785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2786  -11.5415    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.5400   -7.5127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.9166   -9.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8891   -7.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8642   -9.8577    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8365   -7.0207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0504  -11.9276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6608   -6.2226    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.1003  -10.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5333   -4.7260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3010   -7.8314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7779   -4.5812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.9477  -12.2972    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4408   -8.8661    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0382   -6.7720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1114   -9.0594    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6680   -7.8190    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7150  -10.1064    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.0838   -7.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.6874   -6.7997    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0382  -10.0787    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6680   -9.0870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7620   -6.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8835   -8.8383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8697   -8.0401    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9636  -10.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8697   -8.8660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7896  -10.8771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9360   -6.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.8835   -8.0124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 40  1  0  0  0  0
  2 39  1  0  0  0  0
  3 38  1  0  0  0  0
  4 37  1  0  0  0  0
  5 41  1  0  0  0  0
  6 42  1  0  0  0  0
  7 43  1  0  0  0  0
  8 44  1  0  0  0  0
  9 40  2  0  0  0  0
 10 39  2  0  0  0  0
 11 38  2  0  0  0  0
 12 37  2  0  0  0  0
 13 44  2  0  0  0  0
 14 43  2  0  0  0  0
 15 42  2  0  0  0  0
 16 41  2  0  0  0  0
 17 45  1  0  0  0  0
 17 50  1  0  0  0  0
 18 46  1  0  0  0  0
 18 49  1  0  0  0  0
 19 47  1  0  0  0  0
 19 52  1  0  0  0  0
 20 48  1  0  0  0  0
 20 51  1  0  0  0  0
 21 28  1  0  0  0  0
 21 37  1  0  0  0  0
 22 27  1  0  0  0  0
 22 38  1  0  0  0  0
 23 26  1  0  0  0  0
 23 39  1  0  0  0  0
 24 25  1  0  0  0  0
 24 40  1  0  0  0  0
 25 53  1  0  0  0  0
 26 54  1  0  0  0  0
 27 55  1  0  0  0  0
 28 56  1  0  0  0  0
 29 44  1  0  0  0  0
 29 57  1  0  0  0  0
 30 43  1  0  0  0  0
 30 58  1  0  0  0  0
 31 42  1  0  0  0  0
 31 59  1  0  0  0  0
 32 41  1  0  0  0  0
 32 60  1  0  0  0  0
 33 48  1  0  0  0  0
 33 52  1  0  0  0  0
 34 47  1  0  0  0  0
 34 50  1  0  0  0  0
 35 46  1  0  0  0  0
 35 51  1  0  0  0  0
 36 45  1  0  0  0  0
 36 49  1  0  0  0  0
 45 53  2  0  0  0  0
 46 54  2  0  0  0  0
 47 55  2  0  0  0  0
 48 56  2  0  0  0  0
 49 60  2  0  0  0  0
 50 59  2  0  0  0  0
 51 58  2  0  0  0  0
 52 57  2  0  0  0  0
 53 59  1  0  0  0  0
 54 60  1  0  0  0  0
 55 57  1  0  0  0  0
 56 58  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029688

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)CCC1=C2CC3=C(CC(O)=O)C(CCC(O)=O)=C(CC4=C(CC(O)=O)C(CCC(O)=O)=C(CC5=C(CC(O)=O)C(CCC(O)=O)=C(CC(N2)=C1CC(O)=O)N5)N4)N3

> <INCHI_IDENTIFIER>
InChI=1S/C40H44N4O16/c45-33(46)5-1-17-21(9-37(53)54)29-14-26-19(3-7-35(49)50)23(11-39(57)58)31(43-26)16-28-20(4-8-36(51)52)24(12-40(59)60)32(44-28)15-27-18(2-6-34(47)48)22(10-38(55)56)30(42-27)13-25(17)41-29/h41-44H,1-16H2,(H,45,46)(H,47,48)(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60)

> <INCHI_KEY>
QTTNOSKSLATGQB-UHFFFAOYSA-N

> <FORMULA>
C40H44N4O16

> <MOLECULAR_WEIGHT>
836.7946

> <EXACT_MASS>
836.27523138

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_AVERAGE_POLARIZABILITY>
84.04885896753298

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
12

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[9,14,19-tris(2-carboxyethyl)-5,10,15,20-tetrakis(carboxymethyl)-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1(20),3,5,8,10,13,15,18-octaen-4-yl]propanoic acid

> <ALOGPS_LOGP>
0.67

> <JCHEM_LOGP>
1.3885468186666658

> <ALOGPS_LOGS>
-4.28

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-8

> <JCHEM_PKA>
3.637787417773223

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.2696010339864108

> <JCHEM_POLAR_SURFACE_AREA>
361.56000000000006

> <JCHEM_REFRACTIVITY>
206.92640000000011

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.37e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
uroporphyrinogen I

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002211
     RDKit          3D
Uroporphyrinogen I
104108  0  0  0  0  0  0  0  0999 V2000
    7.0854    1.2739    1.9971 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2840    0.8761    0.8229 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5059    1.0883    0.2477 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1581    0.1744    0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9460    0.0804    0.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7875   -0.6077    0.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9260   -0.1076   -0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0321   -1.0678   -0.9957 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2951   -2.1512   -0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4025   -1.9058    0.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0588   -2.8225    1.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2636   -3.4759    1.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7189   -3.3346   -0.0867 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0127   -4.3309    1.9045 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5263   -3.4677   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0312   -3.2865   -0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6360   -2.4743    0.8094 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520   -2.5975    0.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1318   -3.5017   -0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4058   -3.9477   -1.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8866   -2.9615   -2.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2244   -1.8992   -2.3384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0486   -3.2421   -2.8899 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8695   -3.9490   -0.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6278   -4.9790   -1.9222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5435   -6.3273   -1.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5150   -6.4718   -0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7069   -6.7689   -0.5478 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2184   -6.2751    1.0879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1068   -1.8147    1.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1155   -0.3421    0.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0876    0.5281    0.7882 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4815    1.6758    0.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8154    1.5504   -0.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6525    2.6092   -0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2584    2.7811   -2.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3542    2.1301   -2.8515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9484    3.7287   -3.0424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2022    0.2785    0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5851   -0.2617   -0.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4732   -0.1608    1.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0010   -0.8595    2.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2264   -0.2812    3.0202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3974   -2.1616    2.4740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7074    2.9590    0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2218    2.8220   -0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663    1.8753   -0.8488 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7735    2.1511   -0.6694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9183    3.3014    0.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1812    4.0099    0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7575    4.8030   -0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2224    4.8563   -1.6703 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9149    5.5207   -0.3533 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6594    3.7446    0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3039    4.9553    1.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1561    6.0867    0.3817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4968    7.2604    1.2295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3658    7.1848    2.4714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9618    8.4516    0.6888 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9579    1.3219   -1.1377 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3270    0.9385    0.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5971   -0.7976   -0.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9864    0.8273   -0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6858    1.0715    1.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2934   -0.5959    1.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2425   -0.9578   -1.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3200   -3.6034    1.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3608   -2.2498    2.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0435   -5.3230    1.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7682   -4.0812   -1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9297   -4.1504    0.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2373   -4.9379   -1.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1204   -4.1263   -0.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5916   -2.4616   -3.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.4562   -5.0236   -2.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4035   -7.1455   -2.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9373   -6.0943    1.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0666   -2.2683    0.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2787   -2.0097    2.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1103    0.3311    1.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.7219    2.3442   -0.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3892    4.3423   -3.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0665    0.3350   -0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4561   -1.3079   -0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6715    0.9179    1.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4843   -0.5291    0.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4100   -2.4667    3.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9513    3.6254    0.8638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1492    3.5623   -0.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0419    1.0520   -1.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9434    4.5529    1.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8925    3.1996    0.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3127    6.1581   -1.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5159    4.6133    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1383    5.2159    1.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6974    6.4112   -0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9773    5.8278   -0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3987    8.9608    0.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8692    1.8142   -0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2185    1.4920   -2.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
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 60104  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      54.796  -8.960   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      55.999 -21.409   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      42.495 -10.088   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      43.388 -21.942   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0      57.787 -13.686   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      47.206  -7.311   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      51.215 -24.195   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      40.556 -17.320   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      52.615  -7.424   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      57.605 -19.279   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      40.880 -12.211   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      45.367 -23.731   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      41.889 -15.010   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      48.772 -23.125   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      49.649  -8.381   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      56.757 -16.146   0.000  0.00  0.00           O+0
HETATM   17  N   UNK     0      49.185 -13.670   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0      51.549 -15.779   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0      46.921 -15.779   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0      49.236 -17.888   0.000  0.00  0.00           N+0
HETATM   21  C   UNK     0      45.927 -21.123   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      43.526 -12.548   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      54.958 -18.954   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      52.376 -10.081   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      50.842  -9.943   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      55.146 -17.425   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      43.331 -14.076   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      47.433 -21.446   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      43.223 -17.320   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      50.920 -21.544   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      47.501  -9.962   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      55.141 -14.024   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      46.511 -18.401   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      46.460 -13.105   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      52.013 -18.401   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      51.961 -13.105   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      44.894 -22.265   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      42.300 -11.616   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      56.187 -19.881   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      53.262  -8.822   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      56.562 -14.619   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      48.119  -8.552   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      50.302 -22.955   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      41.889 -16.550   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      50.471 -12.641   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      52.475 -16.911   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      46.047 -14.595   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      48.001 -18.865   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      52.423 -14.544   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      47.950 -12.693   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      50.471 -18.814   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      46.047 -16.962   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      49.956 -11.202   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      53.916 -16.498   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      44.557 -15.008   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      48.465 -20.304   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      44.557 -16.550   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      50.007 -20.304   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      48.414 -11.202   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      53.916 -14.956   0.000  0.00  0.00           C+0
CONECT    1   40                                                            
CONECT    2   39                                                            
CONECT    3   38                                                            
CONECT    4   37                                                            
CONECT    5   41                                                            
CONECT    6   42                                                            
CONECT    7   43                                                            
CONECT    8   44                                                            
CONECT    9   40                                                            
CONECT   10   39                                                            
CONECT   11   38                                                            
CONECT   12   37                                                            
CONECT   13   44                                                            
CONECT   14   43                                                            
CONECT   15   42                                                            
CONECT   16   41                                                            
CONECT   17   45   50                                                       
CONECT   18   46   49                                                       
CONECT   19   47   52                                                       
CONECT   20   48   51                                                       
CONECT   21   28   37                                                       
CONECT   22   27   38                                                       
CONECT   23   26   39                                                       
CONECT   24   25   40                                                       
CONECT   25   24   53                                                       
CONECT   26   23   54                                                       
CONECT   27   22   55                                                       
CONECT   28   21   56                                                       
CONECT   29   44   57                                                       
CONECT   30   43   58                                                       
CONECT   31   42   59                                                       
CONECT   32   41   60                                                       
CONECT   33   48   52                                                       
CONECT   34   47   50                                                       
CONECT   35   46   51                                                       
CONECT   36   45   49                                                       
CONECT   37    4   12   21                                                  
CONECT   38    3   11   22                                                  
CONECT   39    2   10   23                                                  
CONECT   40    1    9   24                                                  
CONECT   41    5   16   32                                                  
CONECT   42    6   15   31                                                  
CONECT   43    7   14   30                                                  
CONECT   44    8   13   29                                                  
CONECT   45   17   36   53                                                  
CONECT   46   18   35   54                                                  
CONECT   47   19   34   55                                                  
CONECT   48   20   33   56                                                  
CONECT   49   18   36   60                                                  
CONECT   50   17   34   59                                                  
CONECT   51   20   35   58                                                  
CONECT   52   19   33   57                                                  
CONECT   53   25   45   59                                                  
CONECT   54   26   46   60                                                  
CONECT   55   27   47   57                                                  
CONECT   56   28   48   58                                                  
CONECT   57   29   52   55                                                  
CONECT   58   30   51   56                                                  
CONECT   59   31   50   53                                                  
CONECT   60   32   49   54                                                  
MASTER        0    0    0    0    0    0    0    0   60    0  128    0
END

COMPND    HMDB0002211
HETATM    1  O1  UNL     1       7.085   1.274   1.997  1.00  0.00           O  
HETATM    2  C1  UNL     1       7.284   0.876   0.823  1.00  0.00           C  
HETATM    3  O2  UNL     1       8.506   1.088   0.248  1.00  0.00           O  
HETATM    4  C2  UNL     1       6.158   0.174   0.089  1.00  0.00           C  
HETATM    5  C3  UNL     1       4.946   0.080   0.991  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.787  -0.608   0.307  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.926  -0.108  -0.662  1.00  0.00           C  
HETATM    8  N1  UNL     1       2.032  -1.068  -0.996  1.00  0.00           N  
HETATM    9  C6  UNL     1       2.295  -2.151  -0.263  1.00  0.00           C  
HETATM   10  C7  UNL     1       3.402  -1.906   0.576  1.00  0.00           C  
HETATM   11  C8  UNL     1       4.059  -2.822   1.555  1.00  0.00           C  
HETATM   12  C9  UNL     1       5.264  -3.476   1.074  1.00  0.00           C  
HETATM   13  O3  UNL     1       5.719  -3.335  -0.087  1.00  0.00           O  
HETATM   14  O4  UNL     1       6.013  -4.331   1.904  1.00  0.00           O  
HETATM   15  C10 UNL     1       1.526  -3.468  -0.202  1.00  0.00           C  
HETATM   16  C11 UNL     1       0.031  -3.286  -0.021  1.00  0.00           C  
HETATM   17  N2  UNL     1      -0.636  -2.474   0.809  1.00  0.00           N  
HETATM   18  C12 UNL     1      -1.952  -2.597   0.497  1.00  0.00           C  
HETATM   19  C13 UNL     1      -2.132  -3.502  -0.537  1.00  0.00           C  
HETATM   20  C14 UNL     1      -3.406  -3.948  -1.219  1.00  0.00           C  
HETATM   21  C15 UNL     1      -3.887  -2.961  -2.187  1.00  0.00           C  
HETATM   22  O5  UNL     1      -3.224  -1.899  -2.338  1.00  0.00           O  
HETATM   23  O6  UNL     1      -5.049  -3.242  -2.890  1.00  0.00           O  
HETATM   24  C16 UNL     1      -0.870  -3.949  -0.874  1.00  0.00           C  
HETATM   25  C17 UNL     1      -0.628  -4.979  -1.922  1.00  0.00           C  
HETATM   26  C18 UNL     1      -0.544  -6.327  -1.262  1.00  0.00           C  
HETATM   27  C19 UNL     1       0.515  -6.472  -0.261  1.00  0.00           C  
HETATM   28  O7  UNL     1       1.707  -6.769  -0.548  1.00  0.00           O  
HETATM   29  O8  UNL     1       0.218  -6.275   1.088  1.00  0.00           O  
HETATM   30  C20 UNL     1      -3.107  -1.815   1.102  1.00  0.00           C  
HETATM   31  C21 UNL     1      -3.116  -0.342   0.700  1.00  0.00           C  
HETATM   32  N3  UNL     1      -2.088   0.528   0.788  1.00  0.00           N  
HETATM   33  C22 UNL     1      -2.481   1.676   0.236  1.00  0.00           C  
HETATM   34  C23 UNL     1      -3.815   1.550  -0.219  1.00  0.00           C  
HETATM   35  C24 UNL     1      -4.653   2.609  -0.896  1.00  0.00           C  
HETATM   36  C25 UNL     1      -4.258   2.781  -2.304  1.00  0.00           C  
HETATM   37  O9  UNL     1      -3.354   2.130  -2.852  1.00  0.00           O  
HETATM   38  O10 UNL     1      -4.948   3.729  -3.042  1.00  0.00           O  
HETATM   39  C26 UNL     1      -4.202   0.279   0.081  1.00  0.00           C  
HETATM   40  C27 UNL     1      -5.585  -0.262  -0.170  1.00  0.00           C  
HETATM   41  C28 UNL     1      -6.473  -0.161   1.036  1.00  0.00           C  
HETATM   42  C29 UNL     1      -6.001  -0.860   2.219  1.00  0.00           C  
HETATM   43  O11 UNL     1      -5.226  -0.281   3.020  1.00  0.00           O  
HETATM   44  O12 UNL     1      -6.397  -2.162   2.474  1.00  0.00           O  
HETATM   45  C30 UNL     1      -1.707   2.959   0.007  1.00  0.00           C  
HETATM   46  C31 UNL     1      -0.222   2.822  -0.193  1.00  0.00           C  
HETATM   47  N4  UNL     1       0.466   1.875  -0.849  1.00  0.00           N  
HETATM   48  C32 UNL     1       1.774   2.151  -0.669  1.00  0.00           C  
HETATM   49  C33 UNL     1       1.918   3.301   0.107  1.00  0.00           C  
HETATM   50  C34 UNL     1       3.181   4.010   0.527  1.00  0.00           C  
HETATM   51  C35 UNL     1       3.758   4.803  -0.547  1.00  0.00           C  
HETATM   52  O13 UNL     1       3.222   4.856  -1.670  1.00  0.00           O  
HETATM   53  O14 UNL     1       4.915   5.521  -0.353  1.00  0.00           O  
HETATM   54  C36 UNL     1       0.659   3.745   0.422  1.00  0.00           C  
HETATM   55  C37 UNL     1       0.304   4.955   1.233  1.00  0.00           C  
HETATM   56  C38 UNL     1      -0.156   6.087   0.382  1.00  0.00           C  
HETATM   57  C39 UNL     1      -0.497   7.260   1.230  1.00  0.00           C  
HETATM   58  O15 UNL     1      -0.366   7.185   2.471  1.00  0.00           O  
HETATM   59  O16 UNL     1      -0.962   8.452   0.689  1.00  0.00           O  
HETATM   60  C40 UNL     1       2.958   1.322  -1.138  1.00  0.00           C  
HETATM   61  H1  UNL     1       9.327   0.938   0.852  1.00  0.00           H  
HETATM   62  H2  UNL     1       6.597  -0.798  -0.183  1.00  0.00           H  
HETATM   63  H3  UNL     1       5.986   0.827  -0.791  1.00  0.00           H  
HETATM   64  H4  UNL     1       4.686   1.071   1.343  1.00  0.00           H  
HETATM   65  H5  UNL     1       5.293  -0.596   1.819  1.00  0.00           H  
HETATM   66  H6  UNL     1       1.242  -0.958  -1.784  1.00  0.00           H  
HETATM   67  H7  UNL     1       3.320  -3.603   1.806  1.00  0.00           H  
HETATM   68  H8  UNL     1       4.361  -2.250   2.473  1.00  0.00           H  
HETATM   69  H9  UNL     1       6.043  -5.323   1.674  1.00  0.00           H  
HETATM   70  H10 UNL     1       1.768  -4.081  -1.123  1.00  0.00           H  
HETATM   71  H11 UNL     1       1.930  -4.150   0.578  1.00  0.00           H  
HETATM   72  H12 UNL     1      -0.209  -1.851   1.615  1.00  0.00           H  
HETATM   73  H13 UNL     1      -3.237  -4.938  -1.682  1.00  0.00           H  
HETATM   74  H14 UNL     1      -4.120  -4.126  -0.378  1.00  0.00           H  
HETATM   75  H15 UNL     1      -5.592  -2.462  -3.285  1.00  0.00           H  
HETATM   76  H16 UNL     1       0.356  -4.800  -2.402  1.00  0.00           H  
HETATM   77  H17 UNL     1      -1.456  -5.024  -2.648  1.00  0.00           H  
HETATM   78  H18 UNL     1      -0.404  -7.145  -2.009  1.00  0.00           H  
HETATM   79  H19 UNL     1      -1.508  -6.598  -0.751  1.00  0.00           H  
HETATM   80  H20 UNL     1       0.937  -6.094   1.777  1.00  0.00           H  
HETATM   81  H21 UNL     1      -4.067  -2.268   0.682  1.00  0.00           H  
HETATM   82  H22 UNL     1      -3.279  -2.010   2.162  1.00  0.00           H  
HETATM   83  H23 UNL     1      -1.110   0.331   1.291  1.00  0.00           H  
HETATM   84  H24 UNL     1      -4.477   3.542  -0.333  1.00  0.00           H  
HETATM   85  H25 UNL     1      -5.722   2.344  -0.783  1.00  0.00           H  
HETATM   86  H26 UNL     1      -4.389   4.342  -3.647  1.00  0.00           H  
HETATM   87  H27 UNL     1      -6.066   0.335  -0.979  1.00  0.00           H  
HETATM   88  H28 UNL     1      -5.456  -1.308  -0.489  1.00  0.00           H  
HETATM   89  H29 UNL     1      -6.672   0.918   1.306  1.00  0.00           H  
HETATM   90  H30 UNL     1      -7.484  -0.529   0.690  1.00  0.00           H  
HETATM   91  H31 UNL     1      -6.410  -2.467   3.444  1.00  0.00           H  
HETATM   92  H32 UNL     1      -1.951   3.625   0.864  1.00  0.00           H  
HETATM   93  H33 UNL     1      -2.149   3.562  -0.845  1.00  0.00           H  
HETATM   94  H34 UNL     1       0.042   1.052  -1.466  1.00  0.00           H  
HETATM   95  H35 UNL     1       2.943   4.553   1.457  1.00  0.00           H  
HETATM   96  H36 UNL     1       3.893   3.200   0.863  1.00  0.00           H  
HETATM   97  H37 UNL     1       5.313   6.158  -1.029  1.00  0.00           H  
HETATM   98  H38 UNL     1      -0.516   4.613   1.921  1.00  0.00           H  
HETATM   99  H39 UNL     1       1.138   5.216   1.894  1.00  0.00           H  
HETATM  100  H40 UNL     1       0.697   6.411  -0.260  1.00  0.00           H  
HETATM  101  H41 UNL     1      -0.977   5.828  -0.304  1.00  0.00           H  
HETATM  102  H42 UNL     1      -0.399   8.961   0.017  1.00  0.00           H  
HETATM  103  H43 UNL     1       3.869   1.814  -0.680  1.00  0.00           H  
HETATM  104  H44 UNL     1       3.218   1.492  -2.188  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   61
CONECT    4    5   62   63
CONECT    5    6   64   65
CONECT    6    7    7   10
CONECT    7    8   60
CONECT    8    9   66
CONECT    9   10   10   15
CONECT   10   11
CONECT   11   12   67   68
CONECT   12   13   13   14
CONECT   14   69
CONECT   15   16   70   71
CONECT   16   17   24   24
CONECT   17   18   72
CONECT   18   19   19   30
CONECT   19   20   24
CONECT   20   21   73   74
CONECT   21   22   22   23
CONECT   23   75
CONECT   24   25
CONECT   25   26   76   77
CONECT   26   27   78   79
CONECT   27   28   28   29
CONECT   29   80
CONECT   30   31   81   82
CONECT   31   32   39   39
CONECT   32   33   83
CONECT   33   34   34   45
CONECT   34   35   39
CONECT   35   36   84   85
CONECT   36   37   37   38
CONECT   38   86
CONECT   39   40
CONECT   40   41   87   88
CONECT   41   42   89   90
CONECT   42   43   43   44
CONECT   44   91
CONECT   45   46   92   93
CONECT   46   47   54   54
CONECT   47   48   94
CONECT   48   49   49   60
CONECT   49   50   54
CONECT   50   51   95   96
CONECT   51   52   52   53
CONECT   53   97
CONECT   54   55
CONECT   55   56   98   99
CONECT   56   57  100  101
CONECT   57   58   58   59
CONECT   59  102
CONECT   60  103  104
END

HMDB0002211
     RDKit          3D
Uroporphyrinogen I
104108  0  0  0  0  0  0  0  0999 V2000
    7.0854    1.2739    1.9971 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2840    0.8761    0.8229 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5059    1.0883    0.2477 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1581    0.1744    0.0892 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9460    0.0804    0.9909 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7875   -0.6077    0.3068 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9260   -0.1076   -0.6618 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0321   -1.0678   -0.9957 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2951   -2.1512   -0.2629 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4025   -1.9058    0.5758 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0588   -2.8225    1.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2636   -3.4759    1.0741 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7189   -3.3346   -0.0867 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0127   -4.3309    1.9045 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5263   -3.4677   -0.2019 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0312   -3.2865   -0.0211 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6360   -2.4743    0.8094 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9520   -2.5975    0.4971 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1318   -3.5017   -0.5365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4058   -3.9477   -1.2189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8866   -2.9615   -2.1866 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2244   -1.8992   -2.3384 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0486   -3.2421   -2.8899 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8695   -3.9490   -0.8737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6278   -4.9790   -1.9222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5435   -6.3273   -1.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5150   -6.4718   -0.2613 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7069   -6.7689   -0.5478 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2184   -6.2751    1.0879 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1068   -1.8147    1.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1155   -0.3421    0.7002 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0876    0.5281    0.7882 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4815    1.6758    0.2358 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8154    1.5504   -0.2191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6525    2.6092   -0.8962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2584    2.7811   -2.3043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3542    2.1301   -2.8515 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9484    3.7287   -3.0424 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2022    0.2785    0.0805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5851   -0.2617   -0.1702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4732   -0.1608    1.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0010   -0.8595    2.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2264   -0.2812    3.0202 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3974   -2.1616    2.4740 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7074    2.9590    0.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2218    2.8220   -0.1928 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4663    1.8753   -0.8488 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7735    2.1511   -0.6694 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9183    3.3014    0.1069 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1812    4.0099    0.5266 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7575    4.8030   -0.5466 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2224    4.8563   -1.6703 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9149    5.5207   -0.3533 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6594    3.7446    0.4220 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3039    4.9553    1.2334 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1561    6.0867    0.3817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4968    7.2604    1.2295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3658    7.1848    2.4714 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9618    8.4516    0.6888 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9579    1.3219   -1.1377 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3270    0.9385    0.8520 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5971   -0.7976   -0.1828 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9864    0.8273   -0.7915 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6858    1.0715    1.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2934   -0.5959    1.8192 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2425   -0.9578   -1.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3200   -3.6034    1.8063 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3608   -2.2498    2.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0435   -5.3230    1.6736 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7682   -4.0812   -1.1233 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9297   -4.1504    0.5780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2092   -1.8511    1.6153 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2373   -4.9379   -1.6816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1204   -4.1263   -0.3778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5916   -2.4616   -3.2854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3563   -4.7998   -2.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4562   -5.0236   -2.6480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4035   -7.1455   -2.0089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5078   -6.5981   -0.7512 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9373   -6.0943    1.7769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0666   -2.2683    0.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2787   -2.0097    2.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1103    0.3311    1.2906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4769    3.5419   -0.3325 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7219    2.3442   -0.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3892    4.3423   -3.6470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0665    0.3350   -0.9793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4561   -1.3079   -0.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6715    0.9179    1.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4843   -0.5291    0.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4100   -2.4667    3.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9513    3.6254    0.8638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1492    3.5623   -0.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0419    1.0520   -1.4662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9434    4.5529    1.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8925    3.1996    0.8627 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3127    6.1581   -1.0293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5159    4.6133    1.9209 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1383    5.2159    1.8939 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6974    6.4112   -0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9773    5.8278   -0.3036 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3987    8.9608    0.0175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8692    1.8142   -0.6802 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2185    1.4920   -2.1883 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
  9 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
 19 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 18 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  2  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 34 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  2  0
 42 44  1  0
 33 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  2  0
 49 50  1  0
 50 51  1  0
 51 52  2  0
 51 53  1  0
 49 54  1  0
 54 55  1  0
 55 56  1  0
 56 57  1  0
 57 58  2  0
 57 59  1  0
 48 60  1  0
 10  6  1  0
 24 16  2  0
 39 31  2  0
 54 46  2  0
 60  7  1  0
  3 61  1  0
  4 62  1  0
  4 63  1  0
  5 64  1  0
  5 65  1  0
  8 66  1  0
 11 67  1  0
 11 68  1  0
 14 69  1  0
 15 70  1  0
 15 71  1  0
 17 72  1  0
 20 73  1  0
 20 74  1  0
 23 75  1  0
 25 76  1  0
 25 77  1  0
 26 78  1  0
 26 79  1  0
 29 80  1  0
 30 81  1  0
 30 82  1  0
 32 83  1  0
 35 84  1  0
 35 85  1  0
 38 86  1  0
 40 87  1  0
 40 88  1  0
 41 89  1  0
 41 90  1  0
 44 91  1  0
 45 92  1  0
 45 93  1  0
 47 94  1  0
 50 95  1  0
 50 96  1  0
 53 97  1  0
 55 98  1  0
 55 99  1  0
 56100  1  0
 56101  1  0
 59102  1  0
 60103  1  0
 60104  1  0
M  END

Synonyms

Value	Source
3,8,13,18-Tetrakis(carboxymethyl)-5,10,15,20,22,24-hexahydroporphyrin-2,7,12,17-tetrapropionic acid	ChEBI
Uro'gen I	ChEBI
Uroporphyrinogen-I	ChEBI
3,8,13,18-Tetrakis(carboxymethyl)-5,10,15,20,22,24-hexahydroporphyrin-2,7,12,17-tetrapropionate	Generator
3,8,13,18-Tetrakis(carboxymethyl)-5,10,15,20,22,24-hexahydro-(8ci)-2,7,12,17-porphinetetrapropionate	HMDB
3,8,13,18-Tetrakis(carboxymethyl)-5,10,15,20,22,24-hexahydro-(8ci)-2,7,12,17-porphinetetrapropionic acid	HMDB
3,8,13,18-Tetrakis(carboxymethyl)-5,10,15,20,22,24-hexahydro-21H,23H-porphine-2,7,12,17-tetrapropanoate	HMDB
3,8,13,18-Tetrakis(carboxymethyl)-5,10,15,20,22,24-hexahydro-21H,23H-porphine-2,7,12,17-tetrapropanoic acid	HMDB
3,8,13,18-Tetrakis(carboxymethyl)-5,10,15,20,22,24-hexahydroporphyrin-2,7,12,17-tetrapropanoate	HMDB
3,8,13,18-Tetrakis(carboxymethyl)-5,10,15,20,22,24-hexahydroporphyrin-2,7,12,17-tetrapropanoic acid	HMDB

Molecular Formula

C₄₀H₄₄N₄O₁₆

Average Mass

836.7946

Monoisotopic Mass

836.27523138

IUPAC Name

3-[9,14,19-tris(2-carboxyethyl)-5,10,15,20-tetrakis(carboxymethyl)-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1(20),3,5,8,10,13,15,18-octaen-4-yl]propanoic acid

Traditional Name

uroporphyrinogen I

CAS Registry Number

1867-62-5

SMILES

OC(=O)CCC1=C2CC3=C(CC(O)=O)C(CCC(O)=O)=C(CC4=C(CC(O)=O)C(CCC(O)=O)=C(CC5=C(CC(O)=O)C(CCC(O)=O)=C(CC(N2)=C1CC(O)=O)N5)N4)N3

InChI Identifier

InChI=1S/C40H44N4O16/c45-33(46)5-1-17-21(9-37(53)54)29-14-26-19(3-7-35(49)50)23(11-39(57)58)31(43-26)16-28-20(4-8-36(51)52)24(12-40(59)60)32(44-28)15-27-18(2-6-34(47)48)22(10-38(55)56)30(42-27)13-25(17)41-29/h41-44H,1-16H2,(H,45,46)(H,47,48)(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60)

InChI Key

QTTNOSKSLATGQB-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrapyrroles and derivatives

Sub Class

Porphyrins

Direct Parent

Porphyrins

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

uroporphyrinogen (CHEBI:28766 )
a porphyrin (CPD-11444 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.044 g/L	ALOGPS
logP	0.67	ALOGPS
logP	1.39	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	3.27	ChemAxon
Physiological Charge	-8	ChemAxon
Hydrogen Acceptor Count	16	ChemAxon
Hydrogen Donor Count	12	ChemAxon
Polar Surface Area	361.56 Å²	ChemAxon
Rotatable Bond Count	20	ChemAxon
Refractivity	206.93 m³·mol⁻¹	ChemAxon
Polarizability	84.05 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

Not Available

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces
Testis

Tissue Locations

Testis

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191920	Uroporphyrinogen decarboxylase	Unknown	P06132	Homo sapiens
MMDBp0192025	Uroporphyrinogen-III synthase	Unknown	P10746	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0018570	Uroporphyrinogen I	Coproporphyrinogen I	Uroporphyrinogen decarboxylase	Carboxylation	PathBank	31602464
MMDBr0019742	Uroporphyrinogen I	Coproporphyrinogen I	Unknown Protein		PathBank	31602464

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	8	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	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	161	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	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	48	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human ; Human mucosa; Human supragingival plaque; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Actinobacteria	12	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human ; Human mucosa; Human supragingival plaque; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	83	Human feces; Human ; Human subgingival plaque	Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	13	Human feces; Human ; Human supragingival plaque; Human subgingival plaque; Human saliva	Metabolic reconstruction
Archaea	Euryarchaeota	1		Metabolic reconstruction
Bacteria	Firmicutes	5	Human feces; Human ; Human subgingival plaque	Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Other Exposures

Source Type	Data Source	Reference

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 Testis	Detected but not Quantified						Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0002211

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Uroporphyrinogen I

METLIN ID

6550

PubChem Compound

440775

PDB ID

Not Available

ChEBI ID

28766

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Mukerji SK, Pimstone NR: Defective human erythrocyte uroporphyrinogen decarboxylase in familial porphyria cutanea tarda: the metabolic lesion or the result of endogenous porphyrinemia? Biochem Biophys Res Commun. 1988 Jul 15;154(1):39-46. doi: 10.1016/0006-291x(88)90646-8. [PubMed:3395340 ]
Maines MD, Mayer RD: Inhibition of testicular cytochrome P-450-dependent steroid biosynthesis by cis-platinum. Reversal by human chorionic gonadotropin. J Biol Chem. 1985 May 25;260(10):6063-8. [PubMed:4039724 ]

Showing metabocard for Uroporphyrinogen I (MMDBc0029688)

MOL for #<Metabolite:0x00005645c9bf66d8>

3D MOL for #<Metabolite:0x00005645c9bf66d8>

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PDB for #<Metabolite:0x00005645c9bf66d8>

3D PDB for #<Metabolite:0x00005645c9bf66d8>

SMILES for #<Metabolite:0x00005645c9bf66d8>

INCHI for #<Metabolite:0x00005645c9bf66d8>

Structure for #<Metabolite:0x00005645c9bf66d8>

3D Structure for #<Metabolite:0x00005645c9bf66d8>