MiMeDB: Showing metabocard for Hydroxymethylbilane (MMDBc0029569)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:32:39 UTC

Update Date

2024-04-30 19:38:08 UTC

Metabolite ID

MMDBc0029569

Metabolite Identification

Common Name

Hydroxymethylbilane

Description

Hydroxymethylbilane is a molecule involved in the metabolism of porphyrin. In the third step, it is generated by the enzyme porphobilinogen deaminase , and in the next step the enzyme uroporphyrinogen I synthase converts it into uroporphyrinogen I. -- Wikipedia

Structure

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


  Mrv1652307212017092D          

 61 64  0  0  0  0            999 V2000
   -1.3840    0.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4491    1.0068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2585    1.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9909    1.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9343    0.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3550   -0.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9406   -1.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0058   -2.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4342   -2.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3777   -1.3766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7981   -0.6688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1198    0.1999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1275   -1.5115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5630   -1.5191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7499   -2.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1812    1.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276    0.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1630   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3728   -3.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1688   -3.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7381   -2.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9552   -3.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1747   -4.7413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3787   -4.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7928   -5.1050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5707    0.1922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5609    1.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7630    0.7922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7780    1.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7929    2.8039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5759    2.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1566    1.4221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7197    1.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3407   -2.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1384   -2.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7192   -1.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0978   -1.3592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5170   -1.9453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7342   -2.7411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1235    1.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7094    0.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5054    0.6640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4995   -0.3509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7530   -3.7043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3337   -3.1183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9700   -4.5003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458   -2.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9219   -0.9681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1319   -1.7659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9278   -1.9830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3983    2.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0347    3.5570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8175    2.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0196    2.5511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9297    2.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7256    2.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7315    3.4220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9355    3.2049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3496    3.7858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2772   -2.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2772   -3.5718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 26  1  0  0  0  0
 28  1  2  0  0  0  0
 11  1  1  0  0  0  0
  2  3  1  0  0  0  0
 26  2  1  0  0  0  0
 16  2  2  0  0  0  0
  3  4  1  0  0  0  0
  4 12  1  0  0  0  0
 33  4  2  0  0  0  0
  5  6  1  0  0  0  0
 12  5  1  0  0  0  0
 17  5  2  0  0  0  0
  6  7  1  0  0  0  0
  7 13  1  0  0  0  0
  7 34  2  0  0  0  0
  8 60  1  0  0  0  0
 21  8  2  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  0  0  0  0
 18  9  2  0  0  0  0
 10 11  1  0  0  0  0
 14 10  1  0  0  0  0
 15 10  2  0  0  0  0
 16 28  1  0  0  0  0
 33 17  1  0  0  0  0
 34 21  1  0  0  0  0
 15 18  1  0  0  0  0
 15 47  1  0  0  0  0
 16 51  1  0  0  0  0
 17 40  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 24  1  0  0  0  0
 21 22  1  0  0  0  0
 22 44  1  0  0  0  0
 44 46  1  0  0  0  0
 24 23  1  0  0  0  0
 24 25  2  0  0  0  0
 27 29  1  0  0  0  0
 28 27  1  0  0  0  0
 29 31  1  0  0  0  0
 31 30  1  0  0  0  0
 31 32  2  0  0  0  0
 33 55  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 38  1  0  0  0  0
 38 37  1  0  0  0  0
 38 39  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
 44 45  2  0  0  0  0
 47 49  1  0  0  0  0
 49 48  2  0  0  0  0
 49 50  1  0  0  0  0
 51 53  1  0  0  0  0
 53 52  2  0  0  0  0
 53 54  1  0  0  0  0
 55 56  1  0  0  0  0
 56 58  1  0  0  0  0
 58 57  1  0  0  0  0
 58 59  2  0  0  0  0
 60 61  1  0  0  0  0
M  END

HMDB0001137
     RDKit          3D
Hydroxymethylbilane
107110  0  0  0  0  0  0  0  0999 V2000
   12.1263    0.3884   -0.3859 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9633    0.2721   -0.5441 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2778    1.1291   -1.3882 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1802   -0.7798    0.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8945   -1.1443   -0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8533   -1.2970    0.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3213   -2.4935    0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2703   -2.1191    1.4695 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7189   -1.0359    1.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6603   -0.4373    2.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3987   -0.3896    1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3916    0.4699    1.7358 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3306    0.4739    0.8548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2564    1.3547    0.9397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0290    1.0218    0.4182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8621    0.0759    0.9770 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9998   -0.1347    0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0942   -0.9596    0.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4268   -0.2646    0.5890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8536    0.7794   -0.0892 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1114    0.9874   -0.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0397    1.8504   -0.8559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0060    1.1309   -2.1938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6823   -0.0167    0.7496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0933   -0.1087    1.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4886    1.0017    2.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6632    1.3048    2.0977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5166    1.6408    2.6995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5639   -0.8062    1.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7449   -2.0369    1.9262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8513   -3.2441    1.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0097   -3.2105    0.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1295   -3.3267    0.5502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7326   -3.0412   -1.1882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7495    0.6379   -1.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5464    0.6168   -2.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9960    1.8443   -2.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1391    2.0295   -4.0724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2799    2.8784   -1.9644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5864    1.3722   -0.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1906    2.4773   -1.6967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1944    3.8180   -1.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0025    3.9529    0.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7163    4.9184    0.9631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279    3.2021    0.5576 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6784   -0.5060   -0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8775   -0.9353   -1.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0491    0.0305   -2.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630   -0.2428   -3.4409 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8096    1.1807   -2.2921 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8727   -1.0537    0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5870   -2.2368   -0.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5318   -2.0276   -1.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5263   -3.1519   -1.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7174   -2.8204   -1.5108 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1904   -4.4531   -1.4749 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7784   -0.2616    0.7337 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8423    1.0091    0.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8390    1.6366    1.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9009    1.0002    2.4192 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5206    2.7262    1.1779 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4283    2.1495   -1.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8453   -1.7070    0.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0079   -0.4235    1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6765   -0.4012   -1.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1224   -2.1152   -1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9299   -3.4456    0.9534 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8413   -2.9573    2.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9705    0.6254    2.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3795   -0.9199    3.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3311    1.0177    2.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5959    2.2778    0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0348    1.7366    1.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7242   -0.5113    1.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2118   -1.7438   -0.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0173   -1.6015    1.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1524    1.5644   -0.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9609    1.9936   -0.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4481    2.7808   -1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0718    0.1217   -1.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6735   -0.0633    0.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3001   -1.0324    1.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7246    2.0729    2.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7303   -2.1344    2.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5117   -1.9119    2.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9063   -3.4474    0.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0387   -4.1116    1.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3210   -2.6447   -1.8993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8089    0.1306   -3.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2723   -0.1943   -2.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5750    2.7138   -1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6356    2.4088   -2.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1553    2.2662   -1.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6754    4.5504   -1.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1995    4.2799   -0.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1882    2.6915    1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2454   -1.9048   -1.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2029   -1.0665   -1.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5954    1.9831   -1.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9695   -2.8609    0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7174   -2.9220   -0.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -2.2382   -2.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8883   -1.0404   -1.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3111   -4.7378   -1.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8912    1.5971    0.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3856    1.2247   -0.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8825    3.2736    1.9466 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  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 24 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 17 35  2  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 35 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 43 45  1  0
 13 46  2  0
 46 47  1  0
 47 48  1  0
 48 49  2  0
 48 50  1  0
 46 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  2  0
 54 56  1  0
  9 57  2  0
 57 58  1  0
 58 59  1  0
 59 60  2  0
 59 61  1  0
 57  6  1  0
 51 11  2  0
 40 15  2  0
 29 19  2  0
  3 62  1  0
  4 63  1  0
  4 64  1  0
  5 65  1  0
  5 66  1  0
  7 67  1  0
  8 68  1  0
 10 69  1  0
 10 70  1  0
 12 71  1  0
 14 72  1  0
 14 73  1  0
 16 74  1  0
 18 75  1  0
 18 76  1  0
 20 77  1  0
 22 78  1  0
 22 79  1  0
 23 80  1  0
 25 81  1  0
 25 82  1  0
 28 83  1  0
 30 84  1  0
 30 85  1  0
 31 86  1  0
 31 87  1  0
 34 88  1  0
 36 89  1  0
 36 90  1  0
 39 91  1  0
 41 92  1  0
 41 93  1  0
 42 94  1  0
 42 95  1  0
 45 96  1  0
 47 97  1  0
 47 98  1  0
 50 99  1  0
 52100  1  0
 52101  1  0
 53102  1  0
 53103  1  0
 56104  1  0
 58105  1  0
 58106  1  0
 61107  1  0
M  END


  Mrv1652307212017092D          

 61 64  0  0  0  0            999 V2000
   -1.3840    0.0426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4491    1.0068    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2585    1.4273    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9909    1.0132    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9343    0.0573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3550   -0.6503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9406   -1.3618    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0058   -2.3261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4342   -2.3325    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3777   -1.3766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7981   -0.6688    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1198    0.1999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1275   -1.5115    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5630   -1.5191    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7499   -2.1296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1812    1.3793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276    0.8105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1630   -2.7114    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3728   -3.5092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1688   -3.7263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7381   -2.6985    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9552   -3.4944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1747   -4.7413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3787   -4.5243    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7928   -5.1050    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5707    0.1922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5609    1.0021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7630    0.7922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7780    1.7980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7929    2.8039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5759    2.0079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1566    1.4221    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7197    1.3922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3407   -2.1113    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1384   -2.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7192   -1.7352    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0978   -1.3592    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5170   -1.9453    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7342   -2.7411    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1235    1.0276    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7094    0.4468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5054    0.6640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4995   -0.3509    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7530   -3.7043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3337   -3.1183    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9700   -4.5003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5458   -2.3467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9219   -0.9681    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1319   -1.7659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9278   -1.9830    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3983    2.1752    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0347    3.5570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8175    2.7611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0196    2.5511    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9297    2.1900    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7256    2.4071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7315    3.4220    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9355    3.2049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3496    3.7858    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2772   -2.7467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2772   -3.5718    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1 26  1  0  0  0  0
 28  1  2  0  0  0  0
 11  1  1  0  0  0  0
  2  3  1  0  0  0  0
 26  2  1  0  0  0  0
 16  2  2  0  0  0  0
  3  4  1  0  0  0  0
  4 12  1  0  0  0  0
 33  4  2  0  0  0  0
  5  6  1  0  0  0  0
 12  5  1  0  0  0  0
 17  5  2  0  0  0  0
  6  7  1  0  0  0  0
  7 13  1  0  0  0  0
  7 34  2  0  0  0  0
  8 60  1  0  0  0  0
 21  8  2  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  0  0  0  0
 18  9  2  0  0  0  0
 10 11  1  0  0  0  0
 14 10  1  0  0  0  0
 15 10  2  0  0  0  0
 16 28  1  0  0  0  0
 33 17  1  0  0  0  0
 34 21  1  0  0  0  0
 15 18  1  0  0  0  0
 15 47  1  0  0  0  0
 16 51  1  0  0  0  0
 17 40  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 24  1  0  0  0  0
 21 22  1  0  0  0  0
 22 44  1  0  0  0  0
 44 46  1  0  0  0  0
 24 23  1  0  0  0  0
 24 25  2  0  0  0  0
 27 29  1  0  0  0  0
 28 27  1  0  0  0  0
 29 31  1  0  0  0  0
 31 30  1  0  0  0  0
 31 32  2  0  0  0  0
 33 55  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 38  1  0  0  0  0
 38 37  1  0  0  0  0
 38 39  2  0  0  0  0
 40 41  1  0  0  0  0
 41 42  1  0  0  0  0
 41 43  2  0  0  0  0
 44 45  2  0  0  0  0
 47 49  1  0  0  0  0
 49 48  2  0  0  0  0
 49 50  1  0  0  0  0
 51 53  1  0  0  0  0
 53 52  2  0  0  0  0
 53 54  1  0  0  0  0
 55 56  1  0  0  0  0
 56 58  1  0  0  0  0
 58 57  1  0  0  0  0
 58 59  2  0  0  0  0
 60 61  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029569

> <DATABASE_NAME>
MIME

> <SMILES>
OCC1=C(CC(O)=O)C(CCC(O)=O)=C(CC2=C(CC(O)=O)C(CCC(O)=O)=C(CC3=C(CC(O)=O)C(CCC(O)=O)=C(CC4=C(CC(O)=O)C(CCC(O)=O)=CN4)N3)N2)N1

> <INCHI_IDENTIFIER>
InChI=1S/C40H46N4O17/c45-17-32-25(12-40(60)61)21(4-8-36(52)53)29(44-32)15-31-24(11-39(58)59)20(3-7-35(50)51)28(43-31)14-30-23(10-38(56)57)19(2-6-34(48)49)27(42-30)13-26-22(9-37(54)55)18(16-41-26)1-5-33(46)47/h16,41-45H,1-15,17H2,(H,46,47)(H,48,49)(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61)

> <INCHI_KEY>
WDFJYRZCZIUBPR-UHFFFAOYSA-N

> <FORMULA>
C40H46N4O17

> <MOLECULAR_WEIGHT>
854.8098

> <EXACT_MASS>
854.285796066

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
107

> <JCHEM_AVERAGE_POLARIZABILITY>
85.68481619191945

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
13

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
3-(5-{[3-(2-carboxyethyl)-4-(carboxymethyl)-5-(hydroxymethyl)-1H-pyrrol-2-yl]methyl}-2-{[4-(2-carboxyethyl)-5-{[4-(2-carboxyethyl)-3-(carboxymethyl)-1H-pyrrol-2-yl]methyl}-3-(carboxymethyl)-1H-pyrrol-2-yl]methyl}-4-(carboxymethyl)-1H-pyrrol-3-yl)propanoic acid

> <ALOGPS_LOGP>
0.53

> <JCHEM_LOGP>
0.9672566426666659

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-8

> <JCHEM_PKA>
3.626386055193484

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.253943717832704

> <JCHEM_POLAR_SURFACE_AREA>
381.78999999999996

> <JCHEM_REFRACTIVITY>
209.9212000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
27

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.23e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(5-{[3-(2-carboxyethyl)-4-(carboxymethyl)-5-(hydroxymethyl)-1H-pyrrol-2-yl]methyl}-2-{[4-(2-carboxyethyl)-5-{[4-(2-carboxyethyl)-3-(carboxymethyl)-1H-pyrrol-2-yl]methyl}-3-(carboxymethyl)-1H-pyrrol-2-yl]methyl}-4-(carboxymethyl)-1H-pyrrol-3-yl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001137
     RDKit          3D
Hydroxymethylbilane
107110  0  0  0  0  0  0  0  0999 V2000
   12.1263    0.3884   -0.3859 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9633    0.2721   -0.5441 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2778    1.1291   -1.3882 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1802   -0.7798    0.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8945   -1.1443   -0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8533   -1.2970    0.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3213   -2.4935    0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2703   -2.1191    1.4695 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7189   -1.0359    1.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6603   -0.4373    2.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3987   -0.3896    1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3916    0.4699    1.7358 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3306    0.4739    0.8548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2564    1.3547    0.9397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0290    1.0218    0.4182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8621    0.0759    0.9770 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9998   -0.1347    0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0942   -0.9596    0.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4268   -0.2646    0.5890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8536    0.7794   -0.0892 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1114    0.9874   -0.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0397    1.8504   -0.8559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0060    1.1309   -2.1938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6823   -0.0167    0.7496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0933   -0.1087    1.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4886    1.0017    2.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6632    1.3048    2.0977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5166    1.6408    2.6995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5639   -0.8062    1.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7449   -2.0369    1.9262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8513   -3.2441    1.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0097   -3.2105    0.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1295   -3.3267    0.5502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7326   -3.0412   -1.1882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7495    0.6379   -1.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5464    0.6168   -2.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9960    1.8443   -2.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1391    2.0295   -4.0724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2799    2.8784   -1.9644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5864    1.3722   -0.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1906    2.4773   -1.6967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1944    3.8180   -1.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0025    3.9529    0.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7163    4.9184    0.9631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279    3.2021    0.5576 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6784   -0.5060   -0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8775   -0.9353   -1.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0491    0.0305   -2.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630   -0.2428   -3.4409 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8096    1.1807   -2.2921 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8727   -1.0537    0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5870   -2.2368   -0.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5318   -2.0276   -1.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5263   -3.1519   -1.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7174   -2.8204   -1.5108 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1904   -4.4531   -1.4749 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7784   -0.2616    0.7337 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8423    1.0091    0.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8390    1.6366    1.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9009    1.0002    2.4192 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5206    2.7262    1.1779 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4283    2.1495   -1.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8453   -1.7070    0.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0079   -0.4235    1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6765   -0.4012   -1.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1224   -2.1152   -1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9299   -3.4456    0.9534 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8413   -2.9573    2.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9705    0.6254    2.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3795   -0.9199    3.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3311    1.0177    2.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5959    2.2778    0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0348    1.7366    1.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7242   -0.5113    1.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2118   -1.7438   -0.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0173   -1.6015    1.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1524    1.5644   -0.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9609    1.9936   -0.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4481    2.7808   -1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0718    0.1217   -1.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6735   -0.0633    0.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3001   -1.0324    1.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7246    2.0729    2.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7303   -2.1344    2.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5117   -1.9119    2.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9063   -3.4474    0.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0387   -4.1116    1.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3210   -2.6447   -1.8993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8089    0.1306   -3.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2723   -0.1943   -2.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5750    2.7138   -1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6356    2.4088   -2.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1553    2.2662   -1.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6754    4.5504   -1.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1995    4.2799   -0.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1882    2.6915    1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2454   -1.9048   -1.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2029   -1.0665   -1.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5954    1.9831   -1.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9695   -2.8609    0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7174   -2.9220   -0.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -2.2382   -2.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8883   -1.0404   -1.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3111   -4.7378   -1.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8912    1.5971    0.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3856    1.2247   -0.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8825    3.2736    1.9466 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  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 24 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 17 35  2  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 35 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 43 45  1  0
 13 46  2  0
 46 47  1  0
 47 48  1  0
 48 49  2  0
 48 50  1  0
 46 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  2  0
 54 56  1  0
  9 57  2  0
 57 58  1  0
 58 59  1  0
 59 60  2  0
 59 61  1  0
 57  6  1  0
 51 11  2  0
 40 15  2  0
 29 19  2  0
  3 62  1  0
  4 63  1  0
  4 64  1  0
  5 65  1  0
  5 66  1  0
  7 67  1  0
  8 68  1  0
 10 69  1  0
 10 70  1  0
 12 71  1  0
 14 72  1  0
 14 73  1  0
 16 74  1  0
 18 75  1  0
 18 76  1  0
 20 77  1  0
 22 78  1  0
 22 79  1  0
 23 80  1  0
 25 81  1  0
 25 82  1  0
 28 83  1  0
 30 84  1  0
 30 85  1  0
 31 86  1  0
 31 87  1  0
 34 88  1  0
 36 89  1  0
 36 90  1  0
 39 91  1  0
 41 92  1  0
 41 93  1  0
 42 94  1  0
 42 95  1  0
 45 96  1  0
 47 97  1  0
 47 98  1  0
 50 99  1  0
 52100  1  0
 52101  1  0
 53102  1  0
 53103  1  0
 56104  1  0
 58105  1  0
 58106  1  0
 61107  1  0
M  END

HEADER    PROTEIN                                 21-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUL-20         0                                  
HETATM    1  C   UNK     0      -2.583   0.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.838   1.879   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.483   2.664   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.850   1.891   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       3.611   0.107   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.396  -1.214   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.623  -2.542   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.878  -4.342   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.810  -4.354   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.572  -2.570   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.356  -1.248   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       2.090   0.373   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       2.105  -2.821   0.000  0.00  0.00           N+0
HETATM   14  N   UNK     0      -1.051  -2.836   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      -3.266  -3.975   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -2.205   2.575   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.345   1.513   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.171  -5.061   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.563  -6.551   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.048  -6.956   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.244  -5.037   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.650  -6.523   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      -5.926  -8.850   0.000  0.00  0.00           O+0
HETATM   24  C   UNK     0      -4.440  -8.445   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      -3.347  -9.529   0.000  0.00  0.00           O+0
HETATM   26  N   UNK     0      -1.065   0.359   0.000  0.00  0.00           N+0
HETATM   27  C   UNK     0      -4.780   1.871   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.291   1.479   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      -5.186   3.356   0.000  0.00  0.00           C+0
HETATM   30  O   UNK     0      -7.080   5.234   0.000  0.00  0.00           O+0
HETATM   31  C   UNK     0      -6.675   3.748   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      -7.759   2.655   0.000  0.00  0.00           O+0
HETATM   33  C   UNK     0       3.210   2.599   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.369  -3.941   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       5.858  -4.333   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       6.943  -3.239   0.000  0.00  0.00           C+0
HETATM   37  O   UNK     0       9.516  -2.537   0.000  0.00  0.00           O+0
HETATM   38  C   UNK     0       8.432  -3.631   0.000  0.00  0.00           C+0
HETATM   39  O   UNK     0       8.837  -5.117   0.000  0.00  0.00           O+0
HETATM   40  C   UNK     0       5.830   1.918   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       6.924   0.834   0.000  0.00  0.00           C+0
HETATM   42  O   UNK     0       8.410   1.240   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0       6.532  -0.655   0.000  0.00  0.00           O+0
HETATM   44  C   UNK     0       5.139  -6.915   0.000  0.00  0.00           C+0
HETATM   45  O   UNK     0       6.223  -5.821   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0       5.544  -8.401   0.000  0.00  0.00           O+0
HETATM   47  C   UNK     0      -4.752  -4.380   0.000  0.00  0.00           C+0
HETATM   48  O   UNK     0      -5.454  -1.807   0.000  0.00  0.00           O+0
HETATM   49  C   UNK     0      -5.846  -3.296   0.000  0.00  0.00           C+0
HETATM   50  O   UNK     0      -7.332  -3.702   0.000  0.00  0.00           O+0
HETATM   51  C   UNK     0      -2.610   4.060   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      -1.931   6.640   0.000  0.00  0.00           O+0
HETATM   53  C   UNK     0      -1.526   5.154   0.000  0.00  0.00           C+0
HETATM   54  O   UNK     0      -0.037   4.762   0.000  0.00  0.00           O+0
HETATM   55  C   UNK     0       3.602   4.088   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0       5.088   4.493   0.000  0.00  0.00           C+0
HETATM   57  O   UNK     0       6.966   6.388   0.000  0.00  0.00           O+0
HETATM   58  C   UNK     0       5.480   5.983   0.000  0.00  0.00           C+0
HETATM   59  O   UNK     0       4.386   7.067   0.000  0.00  0.00           O+0
HETATM   60  C   UNK     0       0.518  -5.127   0.000  0.00  0.00           C+0
HETATM   61  O   UNK     0       0.518  -6.667   0.000  0.00  0.00           O+0
CONECT    1   26   28   11                                                  
CONECT    2    3   26   16                                                  
CONECT    3    2    4                                                       
CONECT    4    3   12   33                                                  
CONECT    5    6   12   17                                                  
CONECT    6    5    7                                                       
CONECT    7    6   13   34                                                  
CONECT    8   60   21   13                                                  
CONECT    9   14   18                                                       
CONECT   10   11   14   15                                                  
CONECT   11    1   10                                                       
CONECT   12    4    5                                                       
CONECT   13    7    8                                                       
CONECT   14    9   10                                                       
CONECT   15   10   18   47                                                  
CONECT   16    2   28   51                                                  
CONECT   17    5   33   40                                                  
CONECT   18    9   15   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   24                                                       
CONECT   21    8   34   22                                                  
CONECT   22   21   44                                                       
CONECT   23   24                                                            
CONECT   24   20   23   25                                                  
CONECT   25   24                                                            
CONECT   26    1    2                                                       
CONECT   27   29   28                                                       
CONECT   28    1   16   27                                                  
CONECT   29   27   31                                                       
CONECT   30   31                                                            
CONECT   31   29   30   32                                                  
CONECT   32   31                                                            
CONECT   33    4   17   55                                                  
CONECT   34    7   21   35                                                  
CONECT   35   34   36                                                       
CONECT   36   35   38                                                       
CONECT   37   38                                                            
CONECT   38   36   37   39                                                  
CONECT   39   38                                                            
CONECT   40   17   41                                                       
CONECT   41   40   42   43                                                  
CONECT   42   41                                                            
CONECT   43   41                                                            
CONECT   44   22   46   45                                                  
CONECT   45   44                                                            
CONECT   46   44                                                            
CONECT   47   15   49                                                       
CONECT   48   49                                                            
CONECT   49   47   48   50                                                  
CONECT   50   49                                                            
CONECT   51   16   53                                                       
CONECT   52   53                                                            
CONECT   53   51   52   54                                                  
CONECT   54   53                                                            
CONECT   55   33   56                                                       
CONECT   56   55   58                                                       
CONECT   57   58                                                            
CONECT   58   56   57   59                                                  
CONECT   59   58                                                            
CONECT   60    8   61                                                       
CONECT   61   60                                                            
MASTER        0    0    0    0    0    0    0    0   61    0  128    0
END

COMPND    HMDB0001137
HETATM    1  O1  UNL     1      12.126   0.388  -0.386  1.00  0.00           O  
HETATM    2  C1  UNL     1      10.963   0.272  -0.544  1.00  0.00           C  
HETATM    3  O2  UNL     1      10.278   1.129  -1.388  1.00  0.00           O  
HETATM    4  C2  UNL     1      10.180  -0.780   0.126  1.00  0.00           C  
HETATM    5  C3  UNL     1       8.894  -1.144  -0.525  1.00  0.00           C  
HETATM    6  C4  UNL     1       7.853  -1.297   0.357  1.00  0.00           C  
HETATM    7  C5  UNL     1       7.321  -2.494   0.962  1.00  0.00           C  
HETATM    8  N1  UNL     1       6.270  -2.119   1.470  1.00  0.00           N  
HETATM    9  C6  UNL     1       5.719  -1.036   1.557  1.00  0.00           C  
HETATM   10  C7  UNL     1       4.660  -0.437   2.074  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.399  -0.390   1.404  1.00  0.00           C  
HETATM   12  N2  UNL     1       2.392   0.470   1.736  1.00  0.00           N  
HETATM   13  C9  UNL     1       1.331   0.474   0.855  1.00  0.00           C  
HETATM   14  C10 UNL     1       0.256   1.355   0.940  1.00  0.00           C  
HETATM   15  C11 UNL     1      -1.029   1.022   0.418  1.00  0.00           C  
HETATM   16  N3  UNL     1      -1.862   0.076   0.977  1.00  0.00           N  
HETATM   17  C12 UNL     1      -3.000  -0.135   0.116  1.00  0.00           C  
HETATM   18  C13 UNL     1      -4.094  -0.960   0.393  1.00  0.00           C  
HETATM   19  C14 UNL     1      -5.427  -0.265   0.589  1.00  0.00           C  
HETATM   20  N4  UNL     1      -5.854   0.779  -0.089  1.00  0.00           N  
HETATM   21  C15 UNL     1      -7.111   0.987  -0.056  1.00  0.00           C  
HETATM   22  C16 UNL     1      -8.040   1.850  -0.856  1.00  0.00           C  
HETATM   23  O3  UNL     1      -8.006   1.131  -2.194  1.00  0.00           O  
HETATM   24  C17 UNL     1      -7.682  -0.017   0.750  1.00  0.00           C  
HETATM   25  C18 UNL     1      -9.093  -0.109   1.076  1.00  0.00           C  
HETATM   26  C19 UNL     1      -9.489   1.002   2.008  1.00  0.00           C  
HETATM   27  O4  UNL     1     -10.663   1.305   2.098  1.00  0.00           O  
HETATM   28  O5  UNL     1      -8.517   1.641   2.700  1.00  0.00           O  
HETATM   29  C20 UNL     1      -6.564  -0.806   1.133  1.00  0.00           C  
HETATM   30  C21 UNL     1      -6.745  -2.037   1.926  1.00  0.00           C  
HETATM   31  C22 UNL     1      -6.851  -3.244   1.064  1.00  0.00           C  
HETATM   32  C23 UNL     1      -8.010  -3.211   0.133  1.00  0.00           C  
HETATM   33  O6  UNL     1      -9.129  -3.327   0.550  1.00  0.00           O  
HETATM   34  O7  UNL     1      -7.733  -3.041  -1.188  1.00  0.00           O  
HETATM   35  C24 UNL     1      -2.749   0.638  -1.060  1.00  0.00           C  
HETATM   36  C25 UNL     1      -3.546   0.617  -2.261  1.00  0.00           C  
HETATM   37  C26 UNL     1      -3.996   1.844  -2.829  1.00  0.00           C  
HETATM   38  O8  UNL     1      -4.139   2.030  -4.072  1.00  0.00           O  
HETATM   39  O9  UNL     1      -4.280   2.878  -1.964  1.00  0.00           O  
HETATM   40  C27 UNL     1      -1.586   1.372  -0.759  1.00  0.00           C  
HETATM   41  C28 UNL     1      -1.191   2.477  -1.697  1.00  0.00           C  
HETATM   42  C29 UNL     1      -1.194   3.818  -1.015  1.00  0.00           C  
HETATM   43  C30 UNL     1      -2.002   3.953   0.165  1.00  0.00           C  
HETATM   44  O10 UNL     1      -1.716   4.918   0.963  1.00  0.00           O  
HETATM   45  O11 UNL     1      -3.028   3.202   0.558  1.00  0.00           O  
HETATM   46  C31 UNL     1       1.678  -0.506  -0.124  1.00  0.00           C  
HETATM   47  C32 UNL     1       0.877  -0.935  -1.251  1.00  0.00           C  
HETATM   48  C33 UNL     1       1.049   0.030  -2.383  1.00  0.00           C  
HETATM   49  O12 UNL     1       0.463  -0.243  -3.441  1.00  0.00           O  
HETATM   50  O13 UNL     1       1.810   1.181  -2.292  1.00  0.00           O  
HETATM   51  C34 UNL     1       2.873  -1.054   0.276  1.00  0.00           C  
HETATM   52  C35 UNL     1       3.587  -2.237  -0.267  1.00  0.00           C  
HETATM   53  C36 UNL     1       4.532  -2.028  -1.348  1.00  0.00           C  
HETATM   54  C37 UNL     1       5.526  -3.152  -1.451  1.00  0.00           C  
HETATM   55  O14 UNL     1       6.717  -2.820  -1.511  1.00  0.00           O  
HETATM   56  O15 UNL     1       5.190  -4.453  -1.475  1.00  0.00           O  
HETATM   57  C38 UNL     1       6.778  -0.262   0.734  1.00  0.00           C  
HETATM   58  C39 UNL     1       6.842   1.009   0.293  1.00  0.00           C  
HETATM   59  C40 UNL     1       7.839   1.637   1.364  1.00  0.00           C  
HETATM   60  O16 UNL     1       7.901   1.000   2.419  1.00  0.00           O  
HETATM   61  O17 UNL     1       8.521   2.726   1.178  1.00  0.00           O  
HETATM   62  H1  UNL     1      10.428   2.149  -1.146  1.00  0.00           H  
HETATM   63  H2  UNL     1      10.845  -1.707   0.248  1.00  0.00           H  
HETATM   64  H3  UNL     1      10.008  -0.424   1.158  1.00  0.00           H  
HETATM   65  H4  UNL     1       8.676  -0.401  -1.355  1.00  0.00           H  
HETATM   66  H5  UNL     1       9.122  -2.115  -1.139  1.00  0.00           H  
HETATM   67  H6  UNL     1       7.930  -3.446   0.953  1.00  0.00           H  
HETATM   68  H7  UNL     1       5.841  -2.957   2.297  1.00  0.00           H  
HETATM   69  H8  UNL     1       4.970   0.625   2.374  1.00  0.00           H  
HETATM   70  H9  UNL     1       4.380  -0.920   3.057  1.00  0.00           H  
HETATM   71  H10 UNL     1       2.331   1.018   2.686  1.00  0.00           H  
HETATM   72  H11 UNL     1       0.596   2.278   0.358  1.00  0.00           H  
HETATM   73  H12 UNL     1       0.035   1.737   1.928  1.00  0.00           H  
HETATM   74  H13 UNL     1      -1.724  -0.511   1.761  1.00  0.00           H  
HETATM   75  H14 UNL     1      -4.212  -1.744  -0.486  1.00  0.00           H  
HETATM   76  H15 UNL     1      -4.017  -1.602   1.291  1.00  0.00           H  
HETATM   77  H16 UNL     1      -5.152   1.564  -0.277  1.00  0.00           H  
HETATM   78  H17 UNL     1      -8.961   1.994  -0.580  1.00  0.00           H  
HETATM   79  H18 UNL     1      -7.448   2.781  -1.198  1.00  0.00           H  
HETATM   80  H19 UNL     1      -8.072   0.122  -1.998  1.00  0.00           H  
HETATM   81  H20 UNL     1      -9.674  -0.063   0.168  1.00  0.00           H  
HETATM   82  H21 UNL     1      -9.300  -1.032   1.696  1.00  0.00           H  
HETATM   83  H22 UNL     1      -7.725   2.073   2.295  1.00  0.00           H  
HETATM   84  H23 UNL     1      -5.730  -2.134   2.487  1.00  0.00           H  
HETATM   85  H24 UNL     1      -7.512  -1.912   2.691  1.00  0.00           H  
HETATM   86  H25 UNL     1      -5.906  -3.447   0.572  1.00  0.00           H  
HETATM   87  H26 UNL     1      -7.039  -4.112   1.799  1.00  0.00           H  
HETATM   88  H27 UNL     1      -8.321  -2.645  -1.899  1.00  0.00           H  
HETATM   89  H28 UNL     1      -2.809   0.131  -3.045  1.00  0.00           H  
HETATM   90  H29 UNL     1      -4.272  -0.194  -2.159  1.00  0.00           H  
HETATM   91  H30 UNL     1      -4.575   2.714  -1.056  1.00  0.00           H  
HETATM   92  H31 UNL     1      -1.636   2.409  -2.615  1.00  0.00           H  
HETATM   93  H32 UNL     1      -0.155   2.266  -1.791  1.00  0.00           H  
HETATM   94  H33 UNL     1      -1.675   4.550  -1.833  1.00  0.00           H  
HETATM   95  H34 UNL     1      -0.200   4.280  -0.894  1.00  0.00           H  
HETATM   96  H35 UNL     1      -3.188   2.692   1.379  1.00  0.00           H  
HETATM   97  H36 UNL     1       1.245  -1.905  -1.608  1.00  0.00           H  
HETATM   98  H37 UNL     1      -0.203  -1.066  -1.031  1.00  0.00           H  
HETATM   99  H38 UNL     1       1.595   1.983  -1.709  1.00  0.00           H  
HETATM  100  H39 UNL     1       3.970  -2.861   0.587  1.00  0.00           H  
HETATM  101  H40 UNL     1       2.717  -2.922  -0.621  1.00  0.00           H  
HETATM  102  H41 UNL     1       3.955  -2.238  -2.375  1.00  0.00           H  
HETATM  103  H42 UNL     1       4.888  -1.040  -1.455  1.00  0.00           H  
HETATM  104  H43 UNL     1       4.311  -4.738  -1.068  1.00  0.00           H  
HETATM  105  H44 UNL     1       5.891   1.597   0.251  1.00  0.00           H  
HETATM  106  H45 UNL     1       7.386   1.225  -0.638  1.00  0.00           H  
HETATM  107  H46 UNL     1       8.883   3.274   1.947  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   62
CONECT    4    5   63   64
CONECT    5    6   65   66
CONECT    6    7    7   57
CONECT    7    8   67
CONECT    8    9   68
CONECT    9   10   57   57
CONECT   10   11   69   70
CONECT   11   12   51   51
CONECT   12   13   71
CONECT   13   14   46   46
CONECT   14   15   72   73
CONECT   15   16   40   40
CONECT   16   17   74
CONECT   17   18   35   35
CONECT   18   19   75   76
CONECT   19   20   29   29
CONECT   20   21   77
CONECT   21   22   24   24
CONECT   22   23   78   79
CONECT   23   80
CONECT   24   25   29
CONECT   25   26   81   82
CONECT   26   27   27   28
CONECT   28   83
CONECT   29   30
CONECT   30   31   84   85
CONECT   31   32   86   87
CONECT   32   33   33   34
CONECT   34   88
CONECT   35   36   40
CONECT   36   37   89   90
CONECT   37   38   38   39
CONECT   39   91
CONECT   40   41
CONECT   41   42   92   93
CONECT   42   43   94   95
CONECT   43   44   44   45
CONECT   45   96
CONECT   46   47   51
CONECT   47   48   97   98
CONECT   48   49   49   50
CONECT   50   99
CONECT   51   52
CONECT   52   53  100  101
CONECT   53   54  102  103
CONECT   54   55   55   56
CONECT   56  104
CONECT   57   58
CONECT   58   59  105  106
CONECT   59   60   60   61
CONECT   61  107
END

HMDB0001137
     RDKit          3D
Hydroxymethylbilane
107110  0  0  0  0  0  0  0  0999 V2000
   12.1263    0.3884   -0.3859 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9633    0.2721   -0.5441 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2778    1.1291   -1.3882 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1802   -0.7798    0.1256 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8945   -1.1443   -0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8533   -1.2970    0.3571 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3213   -2.4935    0.9622 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2703   -2.1191    1.4695 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7189   -1.0359    1.5568 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6603   -0.4373    2.0737 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3987   -0.3896    1.4040 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3916    0.4699    1.7358 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3306    0.4739    0.8548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2564    1.3547    0.9397 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0290    1.0218    0.4182 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8621    0.0759    0.9770 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9998   -0.1347    0.1160 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0942   -0.9596    0.3930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4268   -0.2646    0.5890 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8536    0.7794   -0.0892 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1114    0.9874   -0.0562 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0397    1.8504   -0.8559 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0060    1.1309   -2.1938 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6823   -0.0167    0.7496 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0933   -0.1087    1.0757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4886    1.0017    2.0079 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6632    1.3048    2.0977 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5166    1.6408    2.6995 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5639   -0.8062    1.1327 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7449   -2.0369    1.9262 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8513   -3.2441    1.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0097   -3.2105    0.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1295   -3.3267    0.5502 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7326   -3.0412   -1.1882 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7495    0.6379   -1.0601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5464    0.6168   -2.2610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9960    1.8443   -2.8288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1391    2.0295   -4.0724 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2799    2.8784   -1.9644 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5864    1.3722   -0.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1906    2.4773   -1.6967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1944    3.8180   -1.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0025    3.9529    0.1646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7163    4.9184    0.9631 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0279    3.2021    0.5576 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6784   -0.5060   -0.1238 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8775   -0.9353   -1.2505 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0491    0.0305   -2.3832 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4630   -0.2428   -3.4409 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8096    1.1807   -2.2921 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8727   -1.0537    0.2757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5870   -2.2368   -0.2667 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5318   -2.0276   -1.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5263   -3.1519   -1.4513 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7174   -2.8204   -1.5108 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1904   -4.4531   -1.4749 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7784   -0.2616    0.7337 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8423    1.0091    0.2931 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8390    1.6366    1.3643 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9009    1.0002    2.4192 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5206    2.7262    1.1779 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.4283    2.1495   -1.1459 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8453   -1.7070    0.2483 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0079   -0.4235    1.1575 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6765   -0.4012   -1.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1224   -2.1152   -1.1387 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9299   -3.4456    0.9534 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8413   -2.9573    2.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9705    0.6254    2.3744 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3795   -0.9199    3.0567 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3311    1.0177    2.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5959    2.2778    0.3576 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0348    1.7366    1.9277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7242   -0.5113    1.7608 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2118   -1.7438   -0.4861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0173   -1.6015    1.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1524    1.5644   -0.2767 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9609    1.9936   -0.5795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4481    2.7808   -1.1977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0718    0.1217   -1.9979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6735   -0.0633    0.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3001   -1.0324    1.6957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7246    2.0729    2.2947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7303   -2.1344    2.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5117   -1.9119    2.6914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9063   -3.4474    0.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0387   -4.1116    1.7987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3210   -2.6447   -1.8993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8089    0.1306   -3.0448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2723   -0.1943   -2.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5750    2.7138   -1.0559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6356    2.4088   -2.6147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1553    2.2662   -1.7909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6754    4.5504   -1.8330 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1995    4.2799   -0.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1882    2.6915    1.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2454   -1.9048   -1.6078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2029   -1.0665   -1.0313 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5954    1.9831   -1.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9695   -2.8609    0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7174   -2.9220   -0.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9550   -2.2382   -2.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8883   -1.0404   -1.4549 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3111   -4.7378   -1.0677 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8912    1.5971    0.2509 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3856    1.2247   -0.6376 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8825    3.2736    1.9466 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  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 21 24  2  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 24 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 17 35  2  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 37 39  1  0
 35 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 43 45  1  0
 13 46  2  0
 46 47  1  0
 47 48  1  0
 48 49  2  0
 48 50  1  0
 46 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  1  0
 54 55  2  0
 54 56  1  0
  9 57  2  0
 57 58  1  0
 58 59  1  0
 59 60  2  0
 59 61  1  0
 57  6  1  0
 51 11  2  0
 40 15  2  0
 29 19  2  0
  3 62  1  0
  4 63  1  0
  4 64  1  0
  5 65  1  0
  5 66  1  0
  7 67  1  0
  8 68  1  0
 10 69  1  0
 10 70  1  0
 12 71  1  0
 14 72  1  0
 14 73  1  0
 16 74  1  0
 18 75  1  0
 18 76  1  0
 20 77  1  0
 22 78  1  0
 22 79  1  0
 23 80  1  0
 25 81  1  0
 25 82  1  0
 28 83  1  0
 30 84  1  0
 30 85  1  0
 31 86  1  0
 31 87  1  0
 34 88  1  0
 36 89  1  0
 36 90  1  0
 39 91  1  0
 41 92  1  0
 41 93  1  0
 42 94  1  0
 42 95  1  0
 45 96  1  0
 47 97  1  0
 47 98  1  0
 50 99  1  0
 52100  1  0
 52101  1  0
 53102  1  0
 53103  1  0
 56104  1  0
 58105  1  0
 58106  1  0
 61107  1  0
M  END

Synonyms

Value	Source
(Hydroxymethyl)bilane	ChEBI
3,8,13,18-Tetrakis(carboxymethyl)-5,10,15,22,23,24-hexahydro-19-(hydroxymethyl)-21H-biline-2,7,12,17-tetrapropanoic acid	ChEBI
3,8,13,18-Tetrakis(carboxymethyl)-5,10,15,22,23,24-hexahydro-19-(hydroxymethyl)-21H-biline-2,7,12,17-tetrapropanoate	Generator
3,8,13,18-Tetrakis(carboxymethyl)-19-(hydroxymethyl)bilane-2,7,12,17-tetrapropanoate	HMDB
3,8,13,18-Tetrakis(carboxymethyl)-19-(hydroxymethyl)bilane-2,7,12,17-tetrapropanoic acid	HMDB
3-[2-[[4-(2-Carboxyethyl)-5-[[4-(2-carboxyethyl)-5-[[4-(2-carboxyethyl)-3-(carboxymethyl)-1H-pyrrol-2-yl]methyl]-3-(carboxymethyl)-1H-pyrrol-2-yl]methyl]-3-(carboxymethyl)-1H-pyrrol-2-yl]methyl]-4-(carboxymethyl)-5-(hydroxymethyl)-1H-pyrrol-3-yl]propanoate	HMDB
3-[2-[[4-(2-Carboxyethyl)-5-[[4-(2-carboxyethyl)-5-[[4-(2-carboxyethyl)-3-(carboxymethyl)-1H-pyrrol-2-yl]methyl]-3-(carboxymethyl)-1H-pyrrol-2-yl]methyl]-3-(carboxymethyl)-1H-pyrrol-2-yl]methyl]-4-(carboxymethyl)-5-(hydroxymethyl)-1H-pyrrol-3-yl]propanoic acid	HMDB
Preuroporphyrinogen	HMDB
3,8,13,18-Tetrakis(carboxymethyl)-5,10,15,22,23,24-hexahydro-19-(hydroxymethyl)-21H-biline-2,7,12,17-tetrapropionic acid	HMDB
Hydroxymethylbilane	HMDB

Molecular Formula

C₄₀H₄₆N₄O₁₇

Average Mass

854.8098

Monoisotopic Mass

854.285796066

IUPAC Name

3-(5-{[3-(2-carboxyethyl)-4-(carboxymethyl)-5-(hydroxymethyl)-1H-pyrrol-2-yl]methyl}-2-{[4-(2-carboxyethyl)-5-{[4-(2-carboxyethyl)-3-(carboxymethyl)-1H-pyrrol-2-yl]methyl}-3-(carboxymethyl)-1H-pyrrol-2-yl]methyl}-4-(carboxymethyl)-1H-pyrrol-3-yl)propanoic acid

Traditional Name

CAS Registry Number

73023-76-4

SMILES

OCC1=C(CC(O)=O)C(CCC(O)=O)=C(CC2=C(CC(O)=O)C(CCC(O)=O)=C(CC3=C(CC(O)=O)C(CCC(O)=O)=C(CC4=C(CC(O)=O)C(CCC(O)=O)=CN4)N3)N2)N1

InChI Identifier

InChI=1S/C40H46N4O17/c45-17-32-25(12-40(60)61)21(4-8-36(52)53)29(44-32)15-31-24(11-39(58)59)20(3-7-35(50)51)28(43-31)14-30-23(10-38(56)57)19(2-6-34(48)49)27(42-30)13-26-22(9-37(54)55)18(16-41-26)1-5-33(46)47/h16,41-45H,1-15,17H2,(H,46,47)(H,48,49)(H,50,51)(H,52,53)(H,54,55)(H,56,57)(H,58,59)(H,60,61)

InChI Key

WDFJYRZCZIUBPR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetrapyrroles and derivatives. These are polycyclic aromatic compounds containing four pyrrole rings joined by one-carbon units linking position 2 of one pyrrole ring to position 5 of the next.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrapyrroles and derivatives

Sub Class

Not Available

Direct Parent

Tetrapyrroles and derivatives

Alternative Parents

Substituents

Tetrapyrrole skeleton
Substituted pyrrole
Pyrrole
Heteroaromatic compound
Azacycle
Carboxylic acid
Carboxylic acid derivative
Hydrocarbon derivative
Aromatic alcohol
Organic oxygen compound
Organic nitrogen compound
Alcohol
Primary alcohol
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

bilanes (CHEBI:16645 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.032 g/L	ALOGPS
logP	0.53	ALOGPS
logP	0.97	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	3.25	ChemAxon
Physiological Charge	-8	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	13	ChemAxon
Polar Surface Area	381.79 Å²	ChemAxon
Rotatable Bond Count	27	ChemAxon
Refractivity	209.92 m³·mol⁻¹	ChemAxon
Polarizability	85.68 Å³	ChemAxon
Number of Rings	4	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

Cytoplasm

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192025	Uroporphyrinogen-III synthase	Unknown	P10746	Homo sapiens
MMDBp0192026	Porphobilinogen deaminase	Unknown	P08397	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0018567	Porphobilinogen	Hydroxymethylbilane	Porphobilinogen deaminase	Deamination	PathBank	31602464
MMDBr0018568	Hydroxymethylbilane	Uroporphyrinogen III	Uroporphyrinogen-III synthase	Synthesis	PathBank	31602464
MMDBr0019740	Porphobilinogen	Hydroxymethylbilane	Unknown Protein		PathBank	31602464
MMDBr0019741	Hydroxymethylbilane	Uroporphyrinogen III	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	13	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; Cattle ; Sheep ; Dog ; Lion ; Chicken ; American dog tick	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Proteobacteria	396	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; Cattle ; Sheep ; Dog ; Lion ; Chicken ; American dog tick	Unknown; Metabolic reconstruction
Bacteria/Eubacteria	Firmicutes	308	Pig ; Human feces; Human ; Human urine; Human mucosa; Cattle ; Human stool; Human subgingival plaque; Human saliva; Catfish	Metabolic reconstruction
Bacteria/Eubacteria	Actinobacteria	95	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human mucosa; Human saliva; Human supragingival plaque; Human subgingival plaque; Cattle	Metabolic reconstruction
Bacteria	Actinobacteria	12	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human mucosa; Human saliva; Human supragingival plaque; Human subgingival plaque; Cattle	Metabolic reconstruction
Bacteria/Eubacteria	Verrucomicrobia	1	Human ; Human feces	Metabolic reconstruction
Bacteria	Firmicutes	24	Pig ; Human feces; Human ; Human urine; Human mucosa; Cattle ; Human stool; Human subgingival plaque; Human saliva; Catfish	Metabolic reconstruction
Bacteria/Eubacteria	Bacteroidetes	54	Human feces; Human ; Human gastric fluid; Human saliva; Human subgingival plaque; Human supragingival plaque	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Fusobacteria	20	Human feces; Human	Metabolic reconstruction
Bacteria/Eubacteria	Synergistetes	1	Human feces	Metabolic reconstruction
Archaea	Euryarchaeota	5		Metabolic reconstruction
Bacteria/Eubacteria	Planctomycetes	2	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Archaea/Archaea	Crenarchaeota	17		Metabolic reconstruction
Bacteria/Eubacteria	Aquificae	1
Archaea/Archaea	Euryarchaeota	13		Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	10	Human feces; Human saliva	Unknown
Bacteria/Eubacteria	Chlorobi	11
Bacteria/Eubacteria	Chlamydiae	3	Human
Bacteria/Eubacteria	Deinococcus-thermus	5
Bacteria/Eubacteria	Cyanobacteria	21
Bacteria/Eubacteria	Acidobacteria	1
Archaea/Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria/Eubacteria	Chloroflexi	2
Bacteria	nah	1

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

External Links

HMDB ID

HMDB0001137

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

16645

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Brunk E, Sahoo S, Zielinski DC, Altunkaya A, Drager A, Mih N, Gatto F, Nilsson A, Preciat Gonzalez GA, Aurich MK, Prlic A, Sastry A, Danielsdottir AD, Heinken A, Noronha A, Rose PW, Burley SK, Fleming RMT, Nielsen J, Thiele I, Palsson BO: Recon3D enables a three-dimensional view of gene variation in human metabolism. Nat Biotechnol. 2018 Mar;36(3):272-281. doi: 10.1038/nbt.4072. Epub 2018 Feb 19. [PubMed:29457794 ]

Showing metabocard for Hydroxymethylbilane (MMDBc0029569)

MOL for #<Metabolite:0x00007f925057a1e0>

3D MOL for #<Metabolite:0x00007f925057a1e0>

3D SDF for #<Metabolite:0x00007f925057a1e0>

3D-SDF for #<Metabolite:0x00007f925057a1e0>

PDB for #<Metabolite:0x00007f925057a1e0>

3D PDB for #<Metabolite:0x00007f925057a1e0>

SMILES for #<Metabolite:0x00007f925057a1e0>

INCHI for #<Metabolite:0x00007f925057a1e0>

Structure for #<Metabolite:0x00007f925057a1e0>

3D Structure for #<Metabolite:0x00007f925057a1e0>