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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2020-02-26 21:22:43 UTC

HMDB ID

HMDB0000890

Secondary Accession Numbers

HMDB00890

Metabolite Identification

Common Name

Uroporphyrin IV

Description

Uroporphyrin is the porphyrin produced by oxidation of the methylene bridges in uroporphyrinogen. They have four acetic acid and four propionic acid side chains attached to the pyrrole rings. Uroporphyrinogen I and III are formed from polypyrryl methane in the presence of uroporphyrinogen III cosynthetase and uroporphyrin I synthetase, respectively. They can yield uroporphyrins by autooxidation or coproporphyrinogens by decarboxylation. Excessive amounts of uroporphyrin I are excreted in congenital erythropoietic porphyria, and both types I and III are excreted in porphyria cutanea tarda. Uroporphyrin I and III are the most common isomemrs. Uroporphyrin IV is a rare isomer; Formed together with the other Uroporphyrin isomers by the nonenzymic acid-catalysed polymerisation and oxidation of Porphobilinogen (Combined Chemical Dictionary).

Structure

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

1.mol
  Mrv0541 02231218482D          

 60 64  0  0  0  0            999 V2000
    0.9018    2.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0305    2.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3324    1.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3995    1.4535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2134    2.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3042   -0.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3117    0.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4307    0.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8850   -0.0055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3940   -0.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1191    1.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0760   -2.9593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8563   -2.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1826   -2.0121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3773   -1.4415    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3629   -1.9756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0925   -1.7491    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5522    0.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5593   -0.4376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5805   -0.7886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0344    0.0414    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5682    0.8307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2913    1.7363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3177   -1.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3335   -3.6394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5735   -3.6173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5178    3.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3893    3.6364    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0567    4.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5441    5.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2115    5.8117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3642    4.9674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1851    4.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6724    5.0640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6350    4.4877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2213    0.9771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9737    0.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6429    1.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3953    0.7832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5596    1.9422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2358   -0.9098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9829   -0.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6594   -1.0322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2524   -4.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7499   -5.0352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0536    0.2618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9893   -4.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4666   -5.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1224   -5.8117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5663   -4.4790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2880   -4.9852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9736   -0.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7259   -0.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8086    0.1703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3953   -1.1326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9846    0.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9078    1.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5808    2.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5039    3.0714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3305    1.9059    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
 13 25  1  0  0  0  0
 12 26  1  0  0  0  0
  2 27  1  0  0  0  0
  1 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 27 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 18 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 19 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 26 44  1  0  0  0  0
 44 45  2  0  0  0  0
 42 46  2  0  0  0  0
 25 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 44 50  1  0  0  0  0
 48 51  1  0  0  0  0
  6 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  2  0  0  0  0
  7 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  2  0  0  0  0
 58 60  1  0  0  0  0
M  END

HMDB0000890
     RDKit          3D
Uroporphyrin IV
 98102  0  0  0  0  0  0  0  0999 V2000
   -8.4170   -0.2839   -0.1198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4806   -1.1373   -0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7896   -2.4538   -0.4786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0873   -0.7873    0.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6751    0.3549   -0.6505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3074    0.8401   -0.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9497    2.0423   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8157    3.2071    0.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6290    3.5610    1.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2309    4.5904    2.1547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8519    2.8615    2.5960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4809    2.0618    0.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5300    3.0320    0.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1409    2.9537    0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229    1.9494    0.4657 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9396    2.3699    0.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1828    1.7153    0.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4374    0.3917   -0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4058   -0.4219   -0.4762 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8438   -1.6739   -0.7146 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8933   -2.6395   -1.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4967   -2.5394   -0.8896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3477   -1.5498   -1.2083 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5844   -1.9404   -0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8141   -1.2740   -0.9634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1099    0.0354   -0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0780    0.8345   -0.2709 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429   -3.2375   -0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6736   -4.0948    0.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4082   -4.7784   -0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5083   -5.6044   -0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7144   -5.6586    0.8776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3058   -6.3161   -1.2397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2228   -3.6127   -0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3058   -4.9415    0.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9632   -4.7409    1.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9914   -3.5828    2.0010 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374   -5.7625    2.2085 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3049   -1.6620   -0.5707 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1844   -2.8641   -0.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9258   -3.9211    0.2739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8437   -5.0521   -0.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6183   -5.9097   -0.9055 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0039   -5.1539    0.7207 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6364   -0.4211   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0400    0.0254   -0.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1468    0.5183    1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1574    0.4896    2.1233 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3213    1.0331    1.8891 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8611    3.6945   -0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9697    4.5841   -0.8938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7834    5.1168    0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5532    4.8420    1.3920 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8439    5.9541   -0.1033 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5461    4.0717   -0.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0159    5.4361   -0.6402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1445    6.3358    0.5404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6730    7.6364    0.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8854    7.7910   -0.2578 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1631    8.7347   -0.1259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1641   -2.6652   -1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0571   -0.3941    1.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4718   -1.6934    0.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3912    1.1906   -0.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7911   -0.0483   -1.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8528    2.9786    0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4172    4.0783   -0.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4835    1.9320    2.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0221    3.9194    0.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4712    0.9548    0.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1081    2.2750    0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3704   -3.5687   -1.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0760   -0.5775   -1.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7194   -1.7685   -1.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3625   -3.4104    0.7459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2364   -4.8092    0.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7252   -5.5239   -1.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7140   -4.0895   -1.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8618   -6.8529   -1.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0536   -5.3316   -0.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5224   -5.6458    0.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9847   -6.3787    2.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8640   -3.2880   -1.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2239   -2.5730   -0.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8932   -4.2580    0.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1035   -3.5304    1.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8874   -4.8844    0.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7731   -0.7511   -0.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1682    0.9133   -0.7080 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0533    0.4879    2.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6090    3.8996   -1.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5613    5.3364   -1.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2140    6.6504    0.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9862    5.2302   -1.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6308    5.8630   -1.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8709    5.9010    1.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7955    6.4773    1.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7207    8.9060   -0.9531 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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M  END

1.mol
  Mrv0541 02231218482D          

 60 64  0  0  0  0            999 V2000
    0.9018    2.9708    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0305    2.9780    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3324    1.9989    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3995    1.4535    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2134    2.0116    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3042   -0.5071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3117    0.4743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4307    0.7754    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8850   -0.0055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3940   -0.8191    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1191    1.7347    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0760   -2.9593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8563   -2.9664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1826   -2.0121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.3335   -3.6394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5735   -3.6173    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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    1.0567    4.3913    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5441    5.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2115    5.8117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3642    4.9674    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1851    4.3985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6724    5.0640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6350    4.4877    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2213    0.9771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9737    0.6390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6429    1.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3953    0.7832    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5596    1.9422    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2358   -0.9098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9829   -0.5600    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6594   -1.0322    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2524   -4.3772    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7499   -5.0352    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0536    0.2618    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9893   -4.3891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4666   -5.0620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1224   -5.8117    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5663   -4.4790    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2880   -4.9852    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9736   -0.9892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7259   -0.6505    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8086    0.1703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3953   -1.1326    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9846    0.9515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9078    1.7728    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5808    2.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5039    3.0714    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3305    1.9059    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
 13 25  1  0  0  0  0
 12 26  1  0  0  0  0
  2 27  1  0  0  0  0
  1 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
 27 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  2  0  0  0  0
 18 36  1  0  0  0  0
 36 37  1  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 38 40  1  0  0  0  0
 19 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 26 44  1  0  0  0  0
 44 45  2  0  0  0  0
 42 46  2  0  0  0  0
 25 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  2  0  0  0  0
 44 50  1  0  0  0  0
 48 51  1  0  0  0  0
  6 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 53 55  2  0  0  0  0
  7 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  2  0  0  0  0
 58 60  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000890

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CCC1=C(CC(O)=O)/C2=C/C3=N/C(=C\C4=C(CC(O)=O)C(CCC(O)=O)=C(N4)/C=C4\N=C(\C=C\1/N\2)C(CC(O)=O)=C4CCC(O)=O)/C(CCC(O)=O)=C3CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C40H38N4O16/c45-33(46)5-1-17-21(9-37(53)54)29-14-27-19(3-7-35(49)50)23(11-39(57)58)31(43-27)16-32-24(12-40(59)60)20(4-8-36(51)52)28(44-32)15-30-22(10-38(55)56)18(2-6-34(47)48)26(42-30)13-25(17)41-29/h13-16,41,44H,1-12H2,(H,45,46)(H,47,48)(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60)/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-

> <INCHI_KEY>
AJLMJIKELQBUTG-UJJXFSCMSA-N

> <FORMULA>
C40H38N4O16

> <MOLECULAR_WEIGHT>
830.7469

> <EXACT_MASS>
830.228281188

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
84.94664041553187

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-[10,15,19-tris(2-carboxyethyl)-5,9,14,20-tetrakis(carboxymethyl)-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1(21),2,4,6,8(23),9,11,13,15,17,19-undecaen-4-yl]propanoic acid

> <ALOGPS_LOGP>
0.75

> <JCHEM_LOGP>
3.512340196666666

> <ALOGPS_LOGS>
-4.36

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-8

> <JCHEM_PKA>
3.4821048990230703

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1092565645468997

> <JCHEM_POLAR_SURFACE_AREA>
355.76

> <JCHEM_REFRACTIVITY>
201.32140000000024

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-[10,15,19-tris(2-carboxyethyl)-5,9,14,20-tetrakis(carboxymethyl)-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1(21),2,4,6,8(23),9,11,13,15,17,19-undecaen-4-yl]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000890
     RDKit          3D
Uroporphyrin IV
 98102  0  0  0  0  0  0  0  0999 V2000
   -8.4170   -0.2839   -0.1198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4806   -1.1373   -0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7896   -2.4538   -0.4786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0873   -0.7873    0.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6751    0.3549   -0.6505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3074    0.8401   -0.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9497    2.0423   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8157    3.2071    0.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6290    3.5610    1.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2309    4.5904    2.1547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8519    2.8615    2.5960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4809    2.0618    0.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5300    3.0320    0.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1409    2.9537    0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229    1.9494    0.4657 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9396    2.3699    0.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1828    1.7153    0.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4374    0.3917   -0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4058   -0.4219   -0.4762 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8438   -1.6739   -0.7146 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8933   -2.6395   -1.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4967   -2.5394   -0.8896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3477   -1.5498   -1.2083 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5844   -1.9404   -0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8141   -1.2740   -0.9634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1099    0.0354   -0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0780    0.8345   -0.2709 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429   -3.2375   -0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6736   -4.0948    0.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4082   -4.7784   -0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5083   -5.6044   -0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7144   -5.6586    0.8776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3058   -6.3161   -1.2397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2228   -3.6127   -0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3058   -4.9415    0.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9632   -4.7409    1.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9914   -3.5828    2.0010 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374   -5.7625    2.2085 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3049   -1.6620   -0.5707 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1844   -2.8641   -0.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9258   -3.9211    0.2739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8437   -5.0521   -0.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6183   -5.9097   -0.9055 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0039   -5.1539    0.7207 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6364   -0.4211   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0400    0.0254   -0.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1468    0.5183    1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1574    0.4896    2.1233 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3213    1.0331    1.8891 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8611    3.6945   -0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9697    4.5841   -0.8938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7834    5.1168    0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5532    4.8420    1.3920 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8439    5.9541   -0.1033 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5461    4.0717   -0.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0159    5.4361   -0.6402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1445    6.3358    0.5404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6730    7.6364    0.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8854    7.7910   -0.2578 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1631    8.7347   -0.1259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1641   -2.6652   -1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0571   -0.3941    1.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4718   -1.6934    0.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3912    1.1906   -0.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7911   -0.0483   -1.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8528    2.9786    0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4172    4.0783   -0.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4835    1.9320    2.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0221    3.9194    0.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4712    0.9548    0.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1081    2.2750    0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3704   -3.5687   -1.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0760   -0.5775   -1.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7194   -1.7685   -1.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3625   -3.4104    0.7459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2364   -4.8092    0.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7252   -5.5239   -1.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7140   -4.0895   -1.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8618   -6.8529   -1.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0536   -5.3316   -0.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5224   -5.6458    0.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9847   -6.3787    2.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8640   -3.2880   -1.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2239   -2.5730   -0.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8932   -4.2580    0.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1035   -3.5304    1.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8874   -4.8844    0.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7731   -0.7511   -0.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1682    0.9133   -0.7080 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0533    0.4879    2.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6090    3.8996   -1.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5613    5.3364   -1.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2140    6.6504    0.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9862    5.2302   -1.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6308    5.8630   -1.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8709    5.9010    1.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7955    6.4773    1.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7207    8.9060   -0.9531 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
  9 11  1  0
  7 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 24 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 28 34  2  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 20 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  2  0
 42 44  1  0
 39 45  2  0
 45 46  1  0
 46 47  1  0
 47 48  2  0
 47 49  1  0
 16 50  2  0
 50 51  1  0
 51 52  1  0
 52 53  2  0
 52 54  1  0
 50 55  1  0
 55 56  1  0
 56 57  1  0
 57 58  1  0
 58 59  2  0
 58 60  1  0
 26  6  1  0
 27 12  1  0
 55 14  2  0
 45 18  1  0
 34 22  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
  8 67  1  0
 11 68  1  0
 13 69  1  0
 15 70  1  0
 17 71  1  0
 21 72  1  0
 23 73  1  0
 25 74  1  0
 29 75  1  0
 29 76  1  0
 30 77  1  0
 30 78  1  0
 33 79  1  0
 35 80  1  0
 35 81  1  0
 38 82  1  0
 40 83  1  0
 40 84  1  0
 41 85  1  0
 41 86  1  0
 44 87  1  0
 46 88  1  0
 46 89  1  0
 49 90  1  0
 51 91  1  0
 51 92  1  0
 54 93  1  0
 56 94  1  0
 56 95  1  0
 57 96  1  0
 57 97  1  0
 60 98  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 1.mol                                             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0       1.683   5.545   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.057   5.559   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.620   3.731   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0       0.746   2.713   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       2.265   3.755   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.168  -0.947   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.182   0.885   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.537   1.447   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       3.519  -0.010   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       4.469  -1.529   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.956   3.238   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.142  -5.524   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.598  -5.537   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.208  -3.756   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       0.704  -2.691   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -0.677  -3.688   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.906  -3.265   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.764   0.923   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -4.777  -0.817   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.950  -1.472   0.000  0.00  0.00           C+0
HETATM   21  N   UNK     0      -1.931   0.077   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      -2.927   1.551   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -2.410   3.241   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -2.460  -3.171   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       2.489  -6.794   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -1.071  -6.752   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.967   6.801   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       2.593   6.788   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       1.973   8.197   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       2.882   9.439   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       2.261  10.849   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       4.413   9.272   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0      -0.346   8.211   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -1.255   9.453   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0       1.185   8.377   0.000  0.00  0.00           O+0
HETATM   36  C   UNK     0      -6.013   1.824   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      -7.418   1.193   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      -8.667   2.093   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0     -10.071   1.462   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      -8.511   3.625   0.000  0.00  0.00           O+0
HETATM   41  C   UNK     0      -6.040  -1.698   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      -7.435  -1.045   0.000  0.00  0.00           C+0
HETATM   43  O   UNK     0      -8.698  -1.927   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0      -0.471  -8.171   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0      -1.400  -9.399   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -7.567   0.489   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0       1.847  -8.193   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0       2.738  -9.449   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0       2.095 -10.849   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0       1.057  -8.361   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0       4.271  -9.306   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0       7.417  -1.847   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0       8.822  -1.214   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0       8.976   0.318   0.000  0.00  0.00           O+0
HETATM   55  O   UNK     0      10.071  -2.114   0.000  0.00  0.00           O+0
HETATM   56  C   UNK     0       7.438   1.776   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0       7.295   3.309   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0       8.551   4.200   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0       8.407   5.733   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0       9.950   3.558   0.000  0.00  0.00           O+0
CONECT    1    2    5   28                                                  
CONECT    2    1    3   27                                                  
CONECT    3    2    4   23                                                  
CONECT    4    3    5                                                       
CONECT    5    4    1   11                                                  
CONECT    6    7   10   52                                                  
CONECT    7    6    8   56                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    6   17                                                  
CONECT   11    5    8                                                       
CONECT   12   13   16   26                                                  
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   36                                                  
CONECT   19   18   20   41                                                  
CONECT   20   19   21   24                                                  
CONECT   21   20   22                                                       
CONECT   22   21   18   23                                                  
CONECT   23    3   22                                                       
CONECT   24   16   20                                                       
CONECT   25   13   47                                                       
CONECT   26   12   44                                                       
CONECT   27    2   33                                                       
CONECT   28    1   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
CONECT   33   27   34   35                                                  
CONECT   34   33                                                            
CONECT   35   33                                                            
CONECT   36   18   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39   40                                                  
CONECT   39   38                                                            
CONECT   40   38                                                            
CONECT   41   19   42                                                       
CONECT   42   41   43   46                                                  
CONECT   43   42                                                            
CONECT   44   26   45   50                                                  
CONECT   45   44                                                            
CONECT   46   42                                                            
CONECT   47   25   48                                                       
CONECT   48   47   49   51                                                  
CONECT   49   48                                                            
CONECT   50   44                                                            
CONECT   51   48                                                            
CONECT   52    6   53                                                       
CONECT   53   52   54   55                                                  
CONECT   54   53                                                            
CONECT   55   53                                                            
CONECT   56    7   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59   60                                                  
CONECT   59   58                                                            
CONECT   60   58                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  128    0
END

COMPND    HMDB0000890
HETATM    1  O1  UNL     1      -8.417  -0.284  -0.120  1.00  0.00           O  
HETATM    2  C1  UNL     1      -7.481  -1.137  -0.116  1.00  0.00           C  
HETATM    3  O2  UNL     1      -7.790  -2.454  -0.479  1.00  0.00           O  
HETATM    4  C2  UNL     1      -6.087  -0.787   0.254  1.00  0.00           C  
HETATM    5  C3  UNL     1      -5.675   0.355  -0.650  1.00  0.00           C  
HETATM    6  C4  UNL     1      -4.307   0.840  -0.408  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.950   2.042  -0.021  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.816   3.207   0.270  1.00  0.00           C  
HETATM    9  C7  UNL     1      -4.629   3.561   1.704  1.00  0.00           C  
HETATM   10  O3  UNL     1      -5.231   4.590   2.155  1.00  0.00           O  
HETATM   11  O4  UNL     1      -3.852   2.862   2.596  1.00  0.00           O  
HETATM   12  C8  UNL     1      -2.481   2.062   0.077  1.00  0.00           C  
HETATM   13  C9  UNL     1      -1.530   3.032   0.426  1.00  0.00           C  
HETATM   14  C10 UNL     1      -0.141   2.954   0.248  1.00  0.00           C  
HETATM   15  N1  UNL     1       0.723   1.949   0.466  1.00  0.00           N  
HETATM   16  C11 UNL     1       1.940   2.370   0.091  1.00  0.00           C  
HETATM   17  C12 UNL     1       3.183   1.715   0.090  1.00  0.00           C  
HETATM   18  C13 UNL     1       3.437   0.392  -0.194  1.00  0.00           C  
HETATM   19  N2  UNL     1       2.406  -0.422  -0.476  1.00  0.00           N  
HETATM   20  C14 UNL     1       2.844  -1.674  -0.715  1.00  0.00           C  
HETATM   21  C15 UNL     1       1.893  -2.639  -1.025  1.00  0.00           C  
HETATM   22  C16 UNL     1       0.497  -2.539  -0.890  1.00  0.00           C  
HETATM   23  N3  UNL     1      -0.348  -1.550  -1.208  1.00  0.00           N  
HETATM   24  C17 UNL     1      -1.584  -1.940  -0.866  1.00  0.00           C  
HETATM   25  C18 UNL     1      -2.814  -1.274  -0.963  1.00  0.00           C  
HETATM   26  C19 UNL     1      -3.110   0.035  -0.578  1.00  0.00           C  
HETATM   27  N4  UNL     1      -2.078   0.835  -0.271  1.00  0.00           N  
HETATM   28  C20 UNL     1      -1.543  -3.238  -0.305  1.00  0.00           C  
HETATM   29  C21 UNL     1      -2.674  -4.095   0.201  1.00  0.00           C  
HETATM   30  C22 UNL     1      -3.408  -4.778  -0.925  1.00  0.00           C  
HETATM   31  C23 UNL     1      -4.508  -5.604  -0.363  1.00  0.00           C  
HETATM   32  O5  UNL     1      -4.714  -5.659   0.878  1.00  0.00           O  
HETATM   33  O6  UNL     1      -5.306  -6.316  -1.240  1.00  0.00           O  
HETATM   34  C24 UNL     1      -0.223  -3.613  -0.322  1.00  0.00           C  
HETATM   35  C25 UNL     1       0.306  -4.942   0.180  1.00  0.00           C  
HETATM   36  C26 UNL     1       0.963  -4.741   1.505  1.00  0.00           C  
HETATM   37  O7  UNL     1       0.991  -3.583   2.001  1.00  0.00           O  
HETATM   38  O8  UNL     1       1.537  -5.762   2.208  1.00  0.00           O  
HETATM   39  C27 UNL     1       4.305  -1.662  -0.571  1.00  0.00           C  
HETATM   40  C28 UNL     1       5.184  -2.864  -0.764  1.00  0.00           C  
HETATM   41  C29 UNL     1       4.926  -3.921   0.274  1.00  0.00           C  
HETATM   42  C30 UNL     1       5.844  -5.052  -0.022  1.00  0.00           C  
HETATM   43  O9  UNL     1       5.618  -5.910  -0.906  1.00  0.00           O  
HETATM   44  O10 UNL     1       7.004  -5.154   0.721  1.00  0.00           O  
HETATM   45  C31 UNL     1       4.636  -0.421  -0.262  1.00  0.00           C  
HETATM   46  C32 UNL     1       6.040   0.025  -0.029  1.00  0.00           C  
HETATM   47  C33 UNL     1       6.147   0.518   1.357  1.00  0.00           C  
HETATM   48  O11 UNL     1       5.157   0.490   2.123  1.00  0.00           O  
HETATM   49  O12 UNL     1       7.321   1.033   1.889  1.00  0.00           O  
HETATM   50  C34 UNL     1       1.861   3.695  -0.381  1.00  0.00           C  
HETATM   51  C35 UNL     1       2.970   4.584  -0.894  1.00  0.00           C  
HETATM   52  C36 UNL     1       3.783   5.117   0.200  1.00  0.00           C  
HETATM   53  O13 UNL     1       3.553   4.842   1.392  1.00  0.00           O  
HETATM   54  O14 UNL     1       4.844   5.954  -0.103  1.00  0.00           O  
HETATM   55  C37 UNL     1       0.546   4.072  -0.284  1.00  0.00           C  
HETATM   56  C38 UNL     1       0.016   5.436  -0.640  1.00  0.00           C  
HETATM   57  C39 UNL     1      -0.144   6.336   0.540  1.00  0.00           C  
HETATM   58  C40 UNL     1      -0.673   7.636   0.037  1.00  0.00           C  
HETATM   59  O15 UNL     1      -1.885   7.791  -0.258  1.00  0.00           O  
HETATM   60  O16 UNL     1       0.163   8.735  -0.126  1.00  0.00           O  
HETATM   61  H1  UNL     1      -8.164  -2.665  -1.423  1.00  0.00           H  
HETATM   62  H2  UNL     1      -6.057  -0.394   1.302  1.00  0.00           H  
HETATM   63  H3  UNL     1      -5.472  -1.693   0.167  1.00  0.00           H  
HETATM   64  H4  UNL     1      -6.391   1.191  -0.574  1.00  0.00           H  
HETATM   65  H5  UNL     1      -5.791  -0.048  -1.695  1.00  0.00           H  
HETATM   66  H6  UNL     1      -5.853   2.979   0.034  1.00  0.00           H  
HETATM   67  H7  UNL     1      -4.417   4.078  -0.313  1.00  0.00           H  
HETATM   68  H8  UNL     1      -3.483   1.932   2.445  1.00  0.00           H  
HETATM   69  H9  UNL     1      -2.022   3.919   0.859  1.00  0.00           H  
HETATM   70  H10 UNL     1       0.471   0.955   0.910  1.00  0.00           H  
HETATM   71  H11 UNL     1       4.108   2.275   0.323  1.00  0.00           H  
HETATM   72  H12 UNL     1       2.370  -3.569  -1.402  1.00  0.00           H  
HETATM   73  H13 UNL     1      -0.076  -0.577  -1.695  1.00  0.00           H  
HETATM   74  H14 UNL     1      -3.719  -1.769  -1.371  1.00  0.00           H  
HETATM   75  H15 UNL     1      -3.363  -3.410   0.746  1.00  0.00           H  
HETATM   76  H16 UNL     1      -2.236  -4.809   0.910  1.00  0.00           H  
HETATM   77  H17 UNL     1      -2.725  -5.524  -1.437  1.00  0.00           H  
HETATM   78  H18 UNL     1      -3.714  -4.090  -1.705  1.00  0.00           H  
HETATM   79  H19 UNL     1      -4.862  -6.853  -1.963  1.00  0.00           H  
HETATM   80  H20 UNL     1       1.054  -5.332  -0.517  1.00  0.00           H  
HETATM   81  H21 UNL     1      -0.522  -5.646   0.241  1.00  0.00           H  
HETATM   82  H22 UNL     1       0.985  -6.379   2.792  1.00  0.00           H  
HETATM   83  H23 UNL     1       4.864  -3.288  -1.743  1.00  0.00           H  
HETATM   84  H24 UNL     1       6.224  -2.573  -0.841  1.00  0.00           H  
HETATM   85  H25 UNL     1       3.893  -4.258   0.262  1.00  0.00           H  
HETATM   86  H26 UNL     1       5.104  -3.530   1.313  1.00  0.00           H  
HETATM   87  H27 UNL     1       7.887  -4.884   0.260  1.00  0.00           H  
HETATM   88  H28 UNL     1       6.773  -0.751  -0.274  1.00  0.00           H  
HETATM   89  H29 UNL     1       6.168   0.913  -0.708  1.00  0.00           H  
HETATM   90  H30 UNL     1       8.053   0.488   2.315  1.00  0.00           H  
HETATM   91  H31 UNL     1       3.609   3.900  -1.503  1.00  0.00           H  
HETATM   92  H32 UNL     1       2.561   5.336  -1.586  1.00  0.00           H  
HETATM   93  H33 UNL     1       5.214   6.650   0.531  1.00  0.00           H  
HETATM   94  H34 UNL     1      -0.986   5.230  -1.122  1.00  0.00           H  
HETATM   95  H35 UNL     1       0.631   5.863  -1.452  1.00  0.00           H  
HETATM   96  H36 UNL     1      -0.871   5.901   1.246  1.00  0.00           H  
HETATM   97  H37 UNL     1       0.795   6.477   1.111  1.00  0.00           H  
HETATM   98  H38 UNL     1       0.721   8.906  -0.953  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   26
CONECT    7    8   12
CONECT    8    9   66   67
CONECT    9   10   10   11
CONECT   11   68
CONECT   12   13   13   27
CONECT   13   14   69
CONECT   14   15   55   55
CONECT   15   16   70
CONECT   16   17   50   50
CONECT   17   18   18   71
CONECT   18   19   45
CONECT   19   20   20
CONECT   20   21   39
CONECT   21   22   22   72
CONECT   22   23   34
CONECT   23   24   73
CONECT   24   25   25   28
CONECT   25   26   74
CONECT   26   27   27
CONECT   28   29   34   34
CONECT   29   30   75   76
CONECT   30   31   77   78
CONECT   31   32   32   33
CONECT   33   79
CONECT   34   35
CONECT   35   36   80   81
CONECT   36   37   37   38
CONECT   38   82
CONECT   39   40   45   45
CONECT   40   41   83   84
CONECT   41   42   85   86
CONECT   42   43   43   44
CONECT   44   87
CONECT   45   46
CONECT   46   47   88   89
CONECT   47   48   48   49
CONECT   49   90
CONECT   50   51   55
CONECT   51   52   91   92
CONECT   52   53   53   54
CONECT   54   93
CONECT   55   56
CONECT   56   57   94   95
CONECT   57   58   96   97
CONECT   58   59   59   60
CONECT   60   98
END

HMDB0000890
     RDKit          3D
Uroporphyrin IV
 98102  0  0  0  0  0  0  0  0999 V2000
   -8.4170   -0.2839   -0.1198 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4806   -1.1373   -0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7896   -2.4538   -0.4786 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0873   -0.7873    0.2545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6751    0.3549   -0.6505 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3074    0.8401   -0.4082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9497    2.0423   -0.0207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8157    3.2071    0.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6290    3.5610    1.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2309    4.5904    2.1547 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8519    2.8615    2.5960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4809    2.0618    0.0771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5300    3.0320    0.4261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1409    2.9537    0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7229    1.9494    0.4657 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9396    2.3699    0.0914 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1828    1.7153    0.0900 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4374    0.3917   -0.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4058   -0.4219   -0.4762 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8438   -1.6739   -0.7146 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8933   -2.6395   -1.0251 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4967   -2.5394   -0.8896 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3477   -1.5498   -1.2083 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5844   -1.9404   -0.8655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8141   -1.2740   -0.9634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1099    0.0354   -0.5784 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0780    0.8345   -0.2709 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5429   -3.2375   -0.3045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6736   -4.0948    0.2006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4082   -4.7784   -0.9250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5083   -5.6044   -0.3630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7144   -5.6586    0.8776 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3058   -6.3161   -1.2397 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2228   -3.6127   -0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3058   -4.9415    0.1800 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9632   -4.7409    1.5053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9914   -3.5828    2.0010 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374   -5.7625    2.2085 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3049   -1.6620   -0.5707 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1844   -2.8641   -0.7644 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9258   -3.9211    0.2739 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8437   -5.0521   -0.0225 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6183   -5.9097   -0.9055 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0039   -5.1539    0.7207 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6364   -0.4211   -0.2617 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0400    0.0254   -0.0292 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1468    0.5183    1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1574    0.4896    2.1233 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3213    1.0331    1.8891 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8611    3.6945   -0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9697    4.5841   -0.8938 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7834    5.1168    0.1998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5532    4.8420    1.3920 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8439    5.9541   -0.1033 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5461    4.0717   -0.2842 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0159    5.4361   -0.6402 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1445    6.3358    0.5404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6730    7.6364    0.0366 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8854    7.7910   -0.2578 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1631    8.7347   -0.1259 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1641   -2.6652   -1.4228 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0571   -0.3941    1.3016 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4718   -1.6934    0.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3912    1.1906   -0.5738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7911   -0.0483   -1.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8528    2.9786    0.0336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4172    4.0783   -0.3129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4835    1.9320    2.4450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0221    3.9194    0.8594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4712    0.9548    0.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1081    2.2750    0.3227 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3704   -3.5687   -1.4019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0760   -0.5775   -1.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7194   -1.7685   -1.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3625   -3.4104    0.7459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2364   -4.8092    0.9096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7252   -5.5239   -1.4373 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7140   -4.0895   -1.7049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8618   -6.8529   -1.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0536   -5.3316   -0.5173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5224   -5.6458    0.2406 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9847   -6.3787    2.7922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8640   -3.2880   -1.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2239   -2.5730   -0.8406 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8932   -4.2580    0.2622 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1035   -3.5304    1.3130 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8874   -4.8844    0.2598 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7731   -0.7511   -0.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1682    0.9133   -0.7080 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0533    0.4879    2.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6090    3.8996   -1.5027 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5613    5.3364   -1.5859 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2140    6.6504    0.5313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9862    5.2302   -1.1216 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6308    5.8630   -1.4521 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8709    5.9010    1.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7955    6.4773    1.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7207    8.9060   -0.9531 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
  9 11  1  0
  7 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 24 28  1  0
 28 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 28 34  2  0
 34 35  1  0
 35 36  1  0
 36 37  2  0
 36 38  1  0
 20 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  2  0
 42 44  1  0
 39 45  2  0
 45 46  1  0
 46 47  1  0
 47 48  2  0
 47 49  1  0
 16 50  2  0
 50 51  1  0
 51 52  1  0
 52 53  2  0
 52 54  1  0
 50 55  1  0
 55 56  1  0
 56 57  1  0
 57 58  1  0
 58 59  2  0
 58 60  1  0
 26  6  1  0
 27 12  1  0
 55 14  2  0
 45 18  1  0
 34 22  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
  8 67  1  0
 11 68  1  0
 13 69  1  0
 15 70  1  0
 17 71  1  0
 21 72  1  0
 23 73  1  0
 25 74  1  0
 29 75  1  0
 29 76  1  0
 30 77  1  0
 30 78  1  0
 33 79  1  0
 35 80  1  0
 35 81  1  0
 38 82  1  0
 40 83  1  0
 40 84  1  0
 41 85  1  0
 41 86  1  0
 44 87  1  0
 46 88  1  0
 46 89  1  0
 49 90  1  0
 51 91  1  0
 51 92  1  0
 54 93  1  0
 56 94  1  0
 56 95  1  0
 57 96  1  0
 57 97  1  0
 60 98  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3,8,13,17-Tetrakis(carboxymethyl)-2,7,12,18-porphinetetrapropionate	HMDB
3,8,13,17-Tetrakis(carboxymethyl)-2,7,12,18-porphinetetrapropionic acid	HMDB
3-[9,15,20-Tris(2-carboxyethyl)-5,10,14,19-tetrakis(carboxymethyl)-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1(21),2,4,6,8(23),9,11,13,15,17,19-undecaen-4-yl]propanoate	HMDB

Chemical Formula

C₄₀H₃₈N₄O₁₆

Average Molecular Weight

830.7469

Monoisotopic Molecular Weight

830.228281188

IUPAC Name

3-[10,15,19-tris(2-carboxyethyl)-5,9,14,20-tetrakis(carboxymethyl)-21,22,23,24-tetraazapentacyclo[16.2.1.1³,⁶.1⁸,¹¹.1¹³,¹⁶]tetracosa-1(21),2,4,6,8(23),9,11,13,15,17,19-undecaen-4-yl]propanoic acid

Traditional Name

CAS Registry Number

613-02-5

SMILES

OC(=O)CCC1=C(CC(O)=O)/C2=C/C3=N/C(=C\C4=C(CC(O)=O)C(CCC(O)=O)=C(N4)/C=C4\N=C(\C=C\1/N\2)C(CC(O)=O)=C4CCC(O)=O)/C(CCC(O)=O)=C3CC(O)=O

InChI Identifier

InChI=1S/C40H38N4O16/c45-33(46)5-1-17-21(9-37(53)54)29-14-27-19(3-7-35(49)50)23(11-39(57)58)31(43-27)16-32-24(12-40(59)60)20(4-8-36(51)52)28(44-32)15-30-22(10-38(55)56)18(2-6-34(47)48)26(42-30)13-25(17)41-29/h13-16,41,44H,1-12H2,(H,45,46)(H,47,48)(H,49,50)(H,51,52)(H,53,54)(H,55,56)(H,57,58)(H,59,60)/b25-13-,26-13-,27-14-,28-15-,29-14-,30-15-,31-16-,32-16-

InChI Key

AJLMJIKELQBUTG-UJJXFSCMSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrapyrroles and derivatives

Sub Class

Porphyrins

Direct Parent

Porphyrins

Alternative Parents

Not Available

Substituents

Not Available

Molecular Framework

Not Available

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0000890)

Cellular substructure

Membrane (HMDB: HMDB0000890)

Source

Endogenous

Endogenous (HMDB: HMDB0000890)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
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)

Equine

Horse (FooDB: FOOD00378)

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)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	300 °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	0.036 g/L	ALOGPS
logP	0.75	ALOGPS
logP	3.51	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	3.11	ChemAxon
Physiological Charge	-8	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	355.76 Å²	ChemAxon
Rotatable Bond Count	20	ChemAxon
Refractivity	201.32 m³·mol⁻¹	ChemAxon
Polarizability	84.95 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]+	275.393	32859911
AllCCS	[M-H]-	272.227	32859911
DeepCCS	[M+H]+	269.303	30932474
DeepCCS	[M-H]-	267.174	30932474
DeepCCS	[M-2H]-	300.65	30932474
DeepCCS	[M+Na]+	275.216	30932474
AllCCS	[M+H]+	275.4	32859911
AllCCS	[M+H-H2O]+	275.3	32859911
AllCCS	[M+NH4]+	275.4	32859911
AllCCS	[M+Na]+	275.4	32859911
AllCCS	[M-H]-	272.2	32859911
AllCCS	[M+Na-2H]-	276.7	32859911
AllCCS	[M+HCOO]-	281.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Uroporphyrin IV	OC(=O)CCC1=C(CC(O)=O)/C2=C/C3=N/C(=C\C4=C(CC(O)=O)C(CCC(O)=O)=C(N4)/C=C4\N=C(\C=C\1/N\2)C(CC(O)=O)=C4CCC(O)=O)/C(CCC(O)=O)=C3CC(O)=O	7825.6	Standard polar	33892256
Uroporphyrin IV	OC(=O)CCC1=C(CC(O)=O)/C2=C/C3=N/C(=C\C4=C(CC(O)=O)C(CCC(O)=O)=C(N4)/C=C4\N=C(\C=C\1/N\2)C(CC(O)=O)=C4CCC(O)=O)/C(CCC(O)=O)=C3CC(O)=O	4929.6	Standard non polar	33892256
Uroporphyrin IV	OC(=O)CCC1=C(CC(O)=O)/C2=C/C3=N/C(=C\C4=C(CC(O)=O)C(CCC(O)=O)=C(N4)/C=C4\N=C(\C=C\1/N\2)C(CC(O)=O)=C4CCC(O)=O)/C(CCC(O)=O)=C3CC(O)=O	8113.9	Semi standard non polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Uroporphyrin IV 10V, Positive-QTOF	splash10-0hft-0000000930-58d74a996871dbcc4932	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Uroporphyrin IV 20V, Positive-QTOF	splash10-0gbi-0000000900-8f086d45c298d7e7f456	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Uroporphyrin IV 40V, Positive-QTOF	splash10-0ftr-0000000900-0ac94fdea1a9010e2719	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Uroporphyrin IV 10V, Negative-QTOF	splash10-02vr-0000000960-1fac2ede5672fc480ae3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Uroporphyrin IV 20V, Negative-QTOF	splash10-014i-0000000930-ceef7b3dc0028ba7c06c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Uroporphyrin IV 40V, Negative-QTOF	splash10-014i-3000000900-dfca639b2d7836b09cbb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Uroporphyrin IV 10V, Positive-QTOF	splash10-014i-0000000910-2c612e2ae74706b2d10b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Uroporphyrin IV 20V, Positive-QTOF	splash10-00or-0000000900-06642e05354a48706706	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Uroporphyrin IV 40V, Positive-QTOF	splash10-00mx-0000000900-95a26c366bc917c66166	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Uroporphyrin IV 10V, Negative-QTOF	splash10-00ku-0000000900-555fa3f0751862652f20	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Uroporphyrin IV 20V, Negative-QTOF	splash10-00ko-0000000900-cc60db83b42fdc218aa1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Uroporphyrin IV 40V, Negative-QTOF	splash10-040c-0000000900-6dc72f486d0b905f810f	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022302

KNApSAcK ID

Not Available

Chemspider ID

13628161

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5848

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

MacDonald, S. F.; Michl, K. H. The synthesis of the uroporphyrins II and IV. Canadian Journal of Chemistry (1956), 34 1768-81.

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Uroporphyrin IV (HMDB0000890)

MOL for HMDB0000890 (Uroporphyrin IV)

3D MOL for HMDB0000890 (Uroporphyrin IV)

3D SDF for HMDB0000890 (Uroporphyrin IV)

3D-SDF for HMDB0000890 (Uroporphyrin IV)

PDB for HMDB0000890 (Uroporphyrin IV)

3D PDB for HMDB0000890 (Uroporphyrin IV)

SMILES for HMDB0000890 (Uroporphyrin IV)

INCHI for HMDB0000890 (Uroporphyrin IV)

Structure for HMDB0000890 (Uroporphyrin IV)

3D Structure for HMDB0000890 (Uroporphyrin IV)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra