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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 08:43:50 UTC

Update Date

2021-09-26 23:03:21 UTC

HMDB ID

HMDB0251372

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dimerum acid

Description

N-(3-{5-[3-(N,5-dihydroxy-3-methylpent-2-enamido)propyl]-3,6-dihydroxy-2,5-dihydropyrazin-2-yl}propyl)-N,5-dihydroxy-3-methylpent-2-enamide belongs to the class of organic compounds known as cyclic carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group), where the carboximidic acid group is part of a cycle. Based on a literature review very few articles have been published on N-(3-{5-[3-(N,5-dihydroxy-3-methylpent-2-enamido)propyl]-3,6-dihydroxy-2,5-dihydropyrazin-2-yl}propyl)-N,5-dihydroxy-3-methylpent-2-enamide. This compound has been identified in human blood as reported by (PMID: 31557052 ). Dimerum acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Dimerum acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

  Mrv1533004251511332D          

 34 34  0  0  0  0            999 V2000
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  4  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 23 21  1  4  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 15 29  1  0  0  0  0
 29 30  1  0  0  0  0
 11 30  1  0  0  0  0
 30 31  2  0  0  0  0
  2 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END

HMDB0251372
     RDKit          3D
Dimerum acid
 70 70  0  0  0  0  0  0  0  0999 V2000
   -6.5798   -2.8035    1.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4449   -1.3447    1.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1211   -0.8094   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8729   -1.5799   -1.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9797   -2.8474   -1.2543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5209   -1.0134   -2.5370 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3591   -1.7994   -3.6203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2831    0.3919   -2.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8374    0.8001   -2.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2820    0.4596   -1.1341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8302    0.8955   -1.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2173    0.5620    0.1957 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1559    1.3325    0.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1509    1.2527    1.9753 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6027    2.2435   -0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5599    1.4925   -0.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6008    0.7143   -0.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5101    1.5050    0.5901 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4761    0.6412    1.2338 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1723    0.1066    2.4315 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7481    0.3384    0.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0636    0.8163   -0.4817 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6732   -0.5307    1.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8549   -0.9149    0.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5905   -1.8368    1.8989 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5735   -0.5870   -0.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8819    0.1194    0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6776   -0.6994    0.8253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3767    2.8873   -1.0241 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7134    2.3867   -1.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6599    3.1780   -1.3116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6738   -0.4612    2.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0401   -0.5414    2.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3791   -1.7941    3.2418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6238   -3.3164    0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7595   -3.0655    2.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3667   -3.2260    0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0572    0.2680   -0.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3374   -2.7533   -3.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5712    0.6653   -3.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9464    1.0121   -2.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7820    1.8586   -2.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2346    0.2619   -3.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2951   -0.6399   -1.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8528    0.9781   -0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3211    0.4026   -1.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5697   -0.2557    0.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0601    3.0879    0.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0060    0.8634   -1.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1033    2.2483   -1.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0752   -0.0263    0.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2015    0.1014   -0.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0719    2.2976    0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9474    2.0215    1.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7799    0.5275    3.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3016   -0.8962    2.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1817   -1.1708    2.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8777   -2.4613    2.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2836   -2.4980    1.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0619    0.0284   -1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8408   -1.5361   -0.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7041    1.0874    0.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4373    0.3486   -0.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6184   -0.3882    0.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1278    3.7543   -1.5812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4343    0.5985    1.9975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9412   -0.8157    3.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7637   -0.1400    2.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0579    0.1252    3.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3184   -1.9073    3.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  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  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  3
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 15 29  1  0
 29 30  1  0
 30 31  2  0
  2 32  1  0
 32 33  1  0
 33 34  1  0
 30 11  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 20 55  1  0
 23 56  1  0
 25 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 27 63  1  0
 28 64  1  0
 29 65  1  0
 32 66  1  0
 32 67  1  0
 33 68  1  0
 33 69  1  0
 34 70  1  0
M  END

  Mrv1533004251511332D          

 34 34  0  0  0  0            999 V2000
   -5.0013   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  4  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  2  0  0  0  0
 23 21  1  4  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 15 29  1  0  0  0  0
 29 30  1  0  0  0  0
 11 30  1  0  0  0  0
 30 31  2  0  0  0  0
  2 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0251372

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(CCO)=CC(=O)N(O)CCCC1NC(=O)C(CCCN(O)C(=O)C=C(C)CCO)NC1=O

> <INCHI_IDENTIFIER>
InChI=1S/C22H36N4O8/c1-15(7-11-27)13-19(29)25(33)9-3-5-17-21(31)24-18(22(32)23-17)6-4-10-26(34)20(30)14-16(2)8-12-28/h13-14,17-18,27-28,33-34H,3-12H2,1-2H3,(H,23,32)(H,24,31)

> <INCHI_KEY>
MKDKGLNKTMDNHY-UHFFFAOYSA-N

> <FORMULA>
C22H36N4O8

> <MOLECULAR_WEIGHT>
484.55

> <EXACT_MASS>
484.253314135

> <JCHEM_ACCEPTOR_COUNT>
8

> <JCHEM_ATOM_COUNT>
70

> <JCHEM_AVERAGE_POLARIZABILITY>
50.03365844709848

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
6

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
N-(3-{5-[3-(N,5-dihydroxy-3-methylpent-2-enamido)propyl]-3,6-dioxopiperazin-2-yl}propyl)-N,5-dihydroxy-3-methylpent-2-enamide

> <ALOGPS_LOGP>
-0.10

> <JCHEM_LOGP>
-1.8062883066666668

> <ALOGPS_LOGS>
-2.93

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.097753004198125

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.499720737485953

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5659920809018022

> <JCHEM_POLAR_SURFACE_AREA>
179.73999999999998

> <JCHEM_REFRACTIVITY>
124.69979999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.68e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-(3-{5-[3-(N,5-dihydroxy-3-methylpent-2-enamido)propyl]-3,6-dioxopiperazin-2-yl}propyl)-N,5-dihydroxy-3-methylpent-2-enamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0251372
     RDKit          3D
Dimerum acid
 70 70  0  0  0  0  0  0  0  0999 V2000
   -6.5798   -2.8035    1.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4449   -1.3447    1.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1211   -0.8094   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8729   -1.5799   -1.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9797   -2.8474   -1.2543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5209   -1.0134   -2.5370 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3591   -1.7994   -3.6203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2831    0.3919   -2.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8374    0.8001   -2.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2820    0.4596   -1.1341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8302    0.8955   -1.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2173    0.5620    0.1957 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1559    1.3325    0.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1509    1.2527    1.9753 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6027    2.2435   -0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5599    1.4925   -0.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6008    0.7143   -0.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5101    1.5050    0.5901 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4761    0.6412    1.2338 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1723    0.1066    2.4315 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7481    0.3384    0.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0636    0.8163   -0.4817 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6732   -0.5307    1.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8549   -0.9149    0.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5905   -1.8368    1.8989 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5735   -0.5870   -0.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8819    0.1194    0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6776   -0.6994    0.8253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3767    2.8873   -1.0241 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7134    2.3867   -1.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6599    3.1780   -1.3116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6738   -0.4612    2.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0401   -0.5414    2.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3791   -1.7941    3.2418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6238   -3.3164    0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7595   -3.0655    2.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3667   -3.2260    0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0572    0.2680   -0.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3374   -2.7533   -3.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5712    0.6653   -3.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9464    1.0121   -2.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7820    1.8586   -2.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2346    0.2619   -3.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2951   -0.6399   -1.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8528    0.9781   -0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3211    0.4026   -1.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5697   -0.2557    0.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0601    3.0879    0.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0060    0.8634   -1.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1033    2.2483   -1.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0752   -0.0263    0.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2015    0.1014   -0.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0719    2.2976    0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9474    2.0215    1.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7799    0.5275    3.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3016   -0.8962    2.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1817   -1.1708    2.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8777   -2.4613    2.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2836   -2.4980    1.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0619    0.0284   -1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8408   -1.5361   -0.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7041    1.0874    0.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4373    0.3486   -0.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6184   -0.3882    0.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1278    3.7543   -1.5812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4343    0.5985    1.9975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9412   -0.8157    3.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7637   -0.1400    2.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0579    0.1252    3.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3184   -1.9073    3.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  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  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  3
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 15 29  1  0
 29 30  1  0
 30 31  2  0
  2 32  1  0
 32 33  1  0
 33 34  1  0
 30 11  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 20 55  1  0
 23 56  1  0
 25 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 27 63  1  0
 28 64  1  0
 29 65  1  0
 32 66  1  0
 32 67  1  0
 33 68  1  0
 33 69  1  0
 34 70  1  0
M  END

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      -9.336  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -8.002  -6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.668  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.668  -3.850   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -8.002  -3.080   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      -5.335  -3.080   0.000  0.00  0.00           N+0
HETATM    7  O   UNK     0      -4.001  -3.850   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -5.335  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.001   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -2.667   3.080   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      -1.334   5.390   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.667   3.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0       5.335   3.080   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0       5.335   1.540   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       6.668   5.390   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       8.002   3.080   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      10.669  -1.540   0.000  0.00  0.00           O+0
HETATM   29  N   UNK     0       0.000   1.540   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      -1.334  -0.770   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      -8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -9.336  -8.470   0.000  0.00  0.00           C+0
HETATM   34  O   UNK     0      -9.336 -10.010   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   32                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   30                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   29                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27                                                            
CONECT   29   15   30                                                       
CONECT   30   29   11   31                                                  
CONECT   31   30                                                            
CONECT   32    2   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   68    0
END

COMPND    HMDB0251372
HETATM    1  C1  UNL     1      -6.580  -2.804   1.224  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.445  -1.345   1.047  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.121  -0.809  -0.117  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.873  -1.580  -1.309  1.00  0.00           C  
HETATM    5  O1  UNL     1      -5.980  -2.847  -1.254  1.00  0.00           O  
HETATM    6  N1  UNL     1      -5.521  -1.013  -2.537  1.00  0.00           N  
HETATM    7  O2  UNL     1      -5.359  -1.799  -3.620  1.00  0.00           O  
HETATM    8  C5  UNL     1      -5.283   0.392  -2.677  1.00  0.00           C  
HETATM    9  C6  UNL     1      -3.837   0.800  -2.487  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.282   0.460  -1.134  1.00  0.00           C  
HETATM   11  C8  UNL     1      -1.830   0.895  -1.105  1.00  0.00           C  
HETATM   12  N2  UNL     1      -1.217   0.562   0.196  1.00  0.00           N  
HETATM   13  C9  UNL     1      -0.156   1.333   0.739  1.00  0.00           C  
HETATM   14  O3  UNL     1       0.151   1.253   1.975  1.00  0.00           O  
HETATM   15  C10 UNL     1       0.603   2.244  -0.158  1.00  0.00           C  
HETATM   16  C11 UNL     1       1.560   1.493  -1.000  1.00  0.00           C  
HETATM   17  C12 UNL     1       2.601   0.714  -0.280  1.00  0.00           C  
HETATM   18  C13 UNL     1       3.510   1.505   0.590  1.00  0.00           C  
HETATM   19  N3  UNL     1       4.476   0.641   1.234  1.00  0.00           N  
HETATM   20  O4  UNL     1       4.172   0.107   2.432  1.00  0.00           O  
HETATM   21  C14 UNL     1       5.748   0.338   0.633  1.00  0.00           C  
HETATM   22  O5  UNL     1       6.064   0.816  -0.482  1.00  0.00           O  
HETATM   23  C15 UNL     1       6.673  -0.531   1.327  1.00  0.00           C  
HETATM   24  C16 UNL     1       7.855  -0.915   0.941  1.00  0.00           C  
HETATM   25  C17 UNL     1       8.590  -1.837   1.899  1.00  0.00           C  
HETATM   26  C18 UNL     1       8.573  -0.587  -0.293  1.00  0.00           C  
HETATM   27  C19 UNL     1       9.882   0.119   0.047  1.00  0.00           C  
HETATM   28  O6  UNL     1      10.678  -0.699   0.825  1.00  0.00           O  
HETATM   29  N4  UNL     1      -0.377   2.887  -1.024  1.00  0.00           N  
HETATM   30  C20 UNL     1      -1.713   2.387  -1.162  1.00  0.00           C  
HETATM   31  O7  UNL     1      -2.660   3.178  -1.312  1.00  0.00           O  
HETATM   32  C21 UNL     1      -6.674  -0.461   2.238  1.00  0.00           C  
HETATM   33  C22 UNL     1      -8.040  -0.541   2.806  1.00  0.00           C  
HETATM   34  O8  UNL     1      -8.379  -1.794   3.242  1.00  0.00           O  
HETATM   35  H1  UNL     1      -5.624  -3.316   0.943  1.00  0.00           H  
HETATM   36  H2  UNL     1      -6.760  -3.066   2.298  1.00  0.00           H  
HETATM   37  H3  UNL     1      -7.367  -3.226   0.571  1.00  0.00           H  
HETATM   38  H4  UNL     1      -6.057   0.268  -0.154  1.00  0.00           H  
HETATM   39  H5  UNL     1      -5.337  -2.753  -3.424  1.00  0.00           H  
HETATM   40  H6  UNL     1      -5.571   0.665  -3.733  1.00  0.00           H  
HETATM   41  H7  UNL     1      -5.946   1.012  -2.013  1.00  0.00           H  
HETATM   42  H8  UNL     1      -3.782   1.859  -2.769  1.00  0.00           H  
HETATM   43  H9  UNL     1      -3.235   0.262  -3.262  1.00  0.00           H  
HETATM   44  H10 UNL     1      -3.295  -0.640  -1.032  1.00  0.00           H  
HETATM   45  H11 UNL     1      -3.853   0.978  -0.331  1.00  0.00           H  
HETATM   46  H12 UNL     1      -1.321   0.403  -1.943  1.00  0.00           H  
HETATM   47  H13 UNL     1      -1.570  -0.256   0.727  1.00  0.00           H  
HETATM   48  H14 UNL     1       1.060   3.088   0.407  1.00  0.00           H  
HETATM   49  H15 UNL     1       1.006   0.863  -1.721  1.00  0.00           H  
HETATM   50  H16 UNL     1       2.103   2.248  -1.643  1.00  0.00           H  
HETATM   51  H17 UNL     1       2.075  -0.026   0.378  1.00  0.00           H  
HETATM   52  H18 UNL     1       3.201   0.101  -0.982  1.00  0.00           H  
HETATM   53  H19 UNL     1       4.072   2.298   0.069  1.00  0.00           H  
HETATM   54  H20 UNL     1       2.947   2.022   1.407  1.00  0.00           H  
HETATM   55  H21 UNL     1       4.780   0.528   3.090  1.00  0.00           H  
HETATM   56  H22 UNL     1       6.302  -0.896   2.303  1.00  0.00           H  
HETATM   57  H23 UNL     1       9.182  -1.171   2.547  1.00  0.00           H  
HETATM   58  H24 UNL     1       7.878  -2.461   2.464  1.00  0.00           H  
HETATM   59  H25 UNL     1       9.284  -2.498   1.351  1.00  0.00           H  
HETATM   60  H26 UNL     1       8.062   0.028  -1.025  1.00  0.00           H  
HETATM   61  H27 UNL     1       8.841  -1.536  -0.819  1.00  0.00           H  
HETATM   62  H28 UNL     1       9.704   1.087   0.549  1.00  0.00           H  
HETATM   63  H29 UNL     1      10.437   0.349  -0.901  1.00  0.00           H  
HETATM   64  H30 UNL     1      11.618  -0.388   0.789  1.00  0.00           H  
HETATM   65  H31 UNL     1      -0.128   3.754  -1.581  1.00  0.00           H  
HETATM   66  H32 UNL     1      -6.434   0.599   1.998  1.00  0.00           H  
HETATM   67  H33 UNL     1      -5.941  -0.816   3.002  1.00  0.00           H  
HETATM   68  H34 UNL     1      -8.764  -0.140   2.052  1.00  0.00           H  
HETATM   69  H35 UNL     1      -8.058   0.125   3.704  1.00  0.00           H  
HETATM   70  H36 UNL     1      -9.318  -1.907   3.462  1.00  0.00           H  
CONECT    1    2   35   36   37
CONECT    2    3    3   32
CONECT    3    4   38
CONECT    4    5    5    6
CONECT    6    7    8
CONECT    7   39
CONECT    8    9   40   41
CONECT    9   10   42   43
CONECT   10   11   44   45
CONECT   11   12   30   46
CONECT   12   13   47
CONECT   13   14   14   15
CONECT   15   16   29   48
CONECT   16   17   49   50
CONECT   17   18   51   52
CONECT   18   19   53   54
CONECT   19   20   21
CONECT   20   55
CONECT   21   22   22   23
CONECT   23   24   24   56
CONECT   24   25   26
CONECT   25   57   58   59
CONECT   26   27   60   61
CONECT   27   28   62   63
CONECT   28   64
CONECT   29   30   65
CONECT   30   31   31
CONECT   32   33   66   67
CONECT   33   34   68   69
CONECT   34   70
END

HMDB0251372
     RDKit          3D
Dimerum acid
 70 70  0  0  0  0  0  0  0  0999 V2000
   -6.5798   -2.8035    1.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4449   -1.3447    1.0470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1211   -0.8094   -0.1169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8729   -1.5799   -1.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9797   -2.8474   -1.2543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5209   -1.0134   -2.5370 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3591   -1.7994   -3.6203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2831    0.3919   -2.6767 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8374    0.8001   -2.4869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2820    0.4596   -1.1341 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8302    0.8955   -1.1052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2173    0.5620    0.1957 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1559    1.3325    0.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1509    1.2527    1.9753 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6027    2.2435   -0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5599    1.4925   -0.9999 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6008    0.7143   -0.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5101    1.5050    0.5901 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4761    0.6412    1.2338 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1723    0.1066    2.4315 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7481    0.3384    0.6328 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0636    0.8163   -0.4817 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6732   -0.5307    1.3274 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8549   -0.9149    0.9406 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5905   -1.8368    1.8989 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5735   -0.5870   -0.2933 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8819    0.1194    0.0474 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6776   -0.6994    0.8253 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3767    2.8873   -1.0241 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7134    2.3867   -1.1615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6599    3.1780   -1.3116 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6738   -0.4612    2.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0401   -0.5414    2.8062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3791   -1.7941    3.2418 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6238   -3.3164    0.9428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7595   -3.0655    2.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3667   -3.2260    0.5711 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0572    0.2680   -0.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3374   -2.7533   -3.4243 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5712    0.6653   -3.7328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9464    1.0121   -2.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7820    1.8586   -2.7689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2346    0.2619   -3.2616 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2951   -0.6399   -1.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8528    0.9781   -0.3308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3211    0.4026   -1.9433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5697   -0.2557    0.7274 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0601    3.0879    0.4065 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0060    0.8634   -1.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1033    2.2483   -1.6426 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0752   -0.0263    0.3781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2015    0.1014   -0.9821 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0719    2.2976    0.0688 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9474    2.0215    1.4066 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7799    0.5275    3.0902 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3016   -0.8962    2.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1817   -1.1708    2.5469 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8777   -2.4613    2.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2836   -2.4980    1.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0619    0.0284   -1.0250 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8408   -1.5361   -0.8185 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7041    1.0874    0.5489 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4373    0.3486   -0.9010 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.6184   -0.3882    0.7888 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1278    3.7543   -1.5812 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4343    0.5985    1.9975 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9412   -0.8157    3.0018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7637   -0.1400    2.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0579    0.1252    3.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3184   -1.9073    3.4624 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  3
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  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  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  2  0
 21 23  1  0
 23 24  2  3
 24 25  1  0
 24 26  1  0
 26 27  1  0
 27 28  1  0
 15 29  1  0
 29 30  1  0
 30 31  2  0
  2 32  1  0
 32 33  1  0
 33 34  1  0
 30 11  1  0
  1 35  1  0
  1 36  1  0
  1 37  1  0
  3 38  1  0
  7 39  1  0
  8 40  1  0
  8 41  1  0
  9 42  1  0
  9 43  1  0
 10 44  1  0
 10 45  1  0
 11 46  1  0
 12 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 20 55  1  0
 23 56  1  0
 25 57  1  0
 25 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 27 63  1  0
 28 64  1  0
 29 65  1  0
 32 66  1  0
 32 67  1  0
 33 68  1  0
 33 69  1  0
 34 70  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₂₂H₃₆N₄O₈

Average Molecular Weight

484.55

Monoisotopic Molecular Weight

484.253314135

IUPAC Name

N-(3-{5-[3-(N,5-dihydroxy-3-methylpent-2-enamido)propyl]-3,6-dioxopiperazin-2-yl}propyl)-N,5-dihydroxy-3-methylpent-2-enamide

Traditional Name

N-(3-{5-[3-(N,5-dihydroxy-3-methylpent-2-enamido)propyl]-3,6-dioxopiperazin-2-yl}propyl)-N,5-dihydroxy-3-methylpent-2-enamide

CAS Registry Number

Not Available

SMILES

CC(CCO)=CC(=O)N(O)CCCC1NC(=O)C(CCCN(O)C(=O)C=C(C)CCO)NC1=O

InChI Identifier

InChI=1S/C22H36N4O8/c1-15(7-11-27)13-19(29)25(33)9-3-5-17-21(31)24-18(22(32)23-17)6-4-10-26(34)20(30)14-16(2)8-12-28/h13-14,17-18,27-28,33-34H,3-12H2,1-2H3,(H,23,32)(H,24,31)

InChI Key

MKDKGLNKTMDNHY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as cyclic carboximidic acids. These are organic acids with the general formula RC(=N)-OH (R=H, organic group), where the carboximidic acid group is part of a cycle.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboximidic acids and derivatives

Sub Class

Carboximidic acids

Direct Parent

Cyclic carboximidic acids

Alternative Parents

Substituents

Cyclic carboximidic acid
Hydroxamic acid
Carboxylic acid derivative
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Organoheterocyclic compound
Azacycle
Carbonyl group
Primary alcohol
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Alcohol
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	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
logP	-0.1	ALOGPS
logP	-1.8	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	8.5	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	179.74 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	124.7 m³·mol⁻¹	ChemAxon
Polarizability	50.03 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	215.023	30932474
DeepCCS	[M-H]-	212.665	30932474
DeepCCS	[M-2H]-	246.873	30932474
DeepCCS	[M+Na]+	222.102	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Dimerum acid	CC(CCO)=CC(=O)N(O)CCCC1NC(=O)C(CCCN(O)C(=O)C=C(C)CCO)NC1=O	4873.8	Standard polar	33892256
Dimerum acid	CC(CCO)=CC(=O)N(O)CCCC1NC(=O)C(CCCN(O)C(=O)C=C(C)CCO)NC1=O	3347.7	Standard non polar	33892256
Dimerum acid	CC(CCO)=CC(=O)N(O)CCCC1NC(=O)C(CCCN(O)C(=O)C=C(C)CCO)NC1=O	4437.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Dimerum acid,3TMS,isomer #1	CC(=CC(=O)N(O)CCCC1NC(=O)C(CCCN(O)C(=O)C=C(C)CCO[Si](C)(C)C)N([Si](C)(C)C)C1=O)CCO[Si](C)(C)C	4061.6	Semi standard non polar	33892256
Dimerum acid,3TMS,isomer #1	CC(=CC(=O)N(O)CCCC1NC(=O)C(CCCN(O)C(=O)C=C(C)CCO[Si](C)(C)C)N([Si](C)(C)C)C1=O)CCO[Si](C)(C)C	4007.9	Standard non polar	33892256
Dimerum acid,3TMS,isomer #1	CC(=CC(=O)N(O)CCCC1NC(=O)C(CCCN(O)C(=O)C=C(C)CCO[Si](C)(C)C)N([Si](C)(C)C)C1=O)CCO[Si](C)(C)C	5908.9	Standard polar	33892256
Dimerum acid,3TMS,isomer #2	CC(=CC(=O)N(O)CCCC1C(=O)N([Si](C)(C)C)C(CCCN(O)C(=O)C=C(C)CCO[Si](C)(C)C)C(=O)N1[Si](C)(C)C)CCO	3985.6	Semi standard non polar	33892256
Dimerum acid,3TMS,isomer #2	CC(=CC(=O)N(O)CCCC1C(=O)N([Si](C)(C)C)C(CCCN(O)C(=O)C=C(C)CCO[Si](C)(C)C)C(=O)N1[Si](C)(C)C)CCO	3955.4	Standard non polar	33892256
Dimerum acid,3TMS,isomer #2	CC(=CC(=O)N(O)CCCC1C(=O)N([Si](C)(C)C)C(CCCN(O)C(=O)C=C(C)CCO[Si](C)(C)C)C(=O)N1[Si](C)(C)C)CCO	5576.3	Standard polar	33892256
Dimerum acid,4TMS,isomer #1	CC(=CC(=O)N(O)CCCC1C(=O)N([Si](C)(C)C)C(CCCN(O)C(=O)C=C(C)CCO[Si](C)(C)C)C(=O)N1[Si](C)(C)C)CCO[Si](C)(C)C	3961.7	Semi standard non polar	33892256
Dimerum acid,4TMS,isomer #1	CC(=CC(=O)N(O)CCCC1C(=O)N([Si](C)(C)C)C(CCCN(O)C(=O)C=C(C)CCO[Si](C)(C)C)C(=O)N1[Si](C)(C)C)CCO[Si](C)(C)C	3924.7	Standard non polar	33892256
Dimerum acid,4TMS,isomer #1	CC(=CC(=O)N(O)CCCC1C(=O)N([Si](C)(C)C)C(CCCN(O)C(=O)C=C(C)CCO[Si](C)(C)C)C(=O)N1[Si](C)(C)C)CCO[Si](C)(C)C	5285.3	Standard polar	33892256
Dimerum acid,3TBDMS,isomer #1	CC(=CC(=O)N(O)CCCC1NC(=O)C(CCCN(O)C(=O)C=C(C)CCO[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C1=O)CCO[Si](C)(C)C(C)(C)C	4735.3	Semi standard non polar	33892256
Dimerum acid,3TBDMS,isomer #1	CC(=CC(=O)N(O)CCCC1NC(=O)C(CCCN(O)C(=O)C=C(C)CCO[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C1=O)CCO[Si](C)(C)C(C)(C)C	4540.4	Standard non polar	33892256
Dimerum acid,3TBDMS,isomer #1	CC(=CC(=O)N(O)CCCC1NC(=O)C(CCCN(O)C(=O)C=C(C)CCO[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C1=O)CCO[Si](C)(C)C(C)(C)C	5706.5	Standard polar	33892256
Dimerum acid,3TBDMS,isomer #2	CC(=CC(=O)N(O)CCCC1C(=O)N([Si](C)(C)C(C)(C)C)C(CCCN(O)C(=O)C=C(C)CCO[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C)CCO	4689.4	Semi standard non polar	33892256
Dimerum acid,3TBDMS,isomer #2	CC(=CC(=O)N(O)CCCC1C(=O)N([Si](C)(C)C(C)(C)C)C(CCCN(O)C(=O)C=C(C)CCO[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C)CCO	4471.6	Standard non polar	33892256
Dimerum acid,3TBDMS,isomer #2	CC(=CC(=O)N(O)CCCC1C(=O)N([Si](C)(C)C(C)(C)C)C(CCCN(O)C(=O)C=C(C)CCO[Si](C)(C)C(C)(C)C)C(=O)N1[Si](C)(C)C(C)(C)C)CCO	5462.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Dimerum acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-03dm-8946300000-50f2c804acde39aed0dd	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimerum acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimerum acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimerum acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimerum acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimerum acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimerum acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimerum acid GC-MS (TMS_2_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimerum acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimerum acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimerum acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimerum acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimerum acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Dimerum acid GC-MS (TBDMS_2_4) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimerum acid 10V, Positive-QTOF	splash10-0ab9-0029200000-e912d35cb49abe0e8f03	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimerum acid 20V, Positive-QTOF	splash10-0a4i-0029300000-7b647589526b37af6fe3	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimerum acid 40V, Positive-QTOF	splash10-056s-5492000000-0ac1a7acb37e42daa067	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimerum acid 10V, Negative-QTOF	splash10-0ul3-0419400000-17e55a822673bae48ba5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimerum acid 20V, Negative-QTOF	splash10-0udi-1009300000-18ee4237f93bad4998fc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dimerum acid 40V, Negative-QTOF	splash10-0aou-9254100000-e9d151396602f1001259	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

193620

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

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Dimerum acid (HMDB0251372)

MOL for HMDB0251372 (Dimerum acid)

3D MOL for HMDB0251372 (Dimerum acid)

3D SDF for HMDB0251372 (Dimerum acid)

3D-SDF for HMDB0251372 (Dimerum acid)

PDB for HMDB0251372 (Dimerum acid)

3D PDB for HMDB0251372 (Dimerum acid)

SMILES for HMDB0251372 (Dimerum acid)

INCHI for HMDB0251372 (Dimerum acid)

Structure for HMDB0251372 (Dimerum acid)

3D Structure for HMDB0251372 (Dimerum acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra