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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-09 20:56:23 UTC

Update Date

2022-03-07 03:17:39 UTC

HMDB ID

HMDB0060124

Secondary Accession Numbers

HMDB60124

Metabolite Identification

Common Name

Mesaconyl-CoA

Description

Mesaconyl-CoA, also known as mesaconyl-C1-CoA, belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety. Thus, mesaconyl-CoA is considered to be a fatty ester lipid molecule. Mesaconyl-CoA is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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


  Mrv0541 05091313562D          

 56 58  0  0  0  0            999 V2000
    7.2515   16.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347   14.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097   15.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2502   14.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5357   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3936   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1081   14.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9660   14.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3235   15.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366   15.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4948   13.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8542   12.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2515   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0379   15.2177    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9647   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6804   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1599   12.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3436   14.9402    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7916   15.5532    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6077   14.8052    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.9136   12.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0737   13.3005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1068   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9311   14.2257    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5370   14.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9998   11.3240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6791   14.8052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8213   14.8052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5810   12.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7411   13.7854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4062   12.1444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2667   13.4720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9647   16.0427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6804   16.0427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3949   14.8052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1641   15.0264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6077   13.9802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1068   16.0427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5370   13.9802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7980   16.2992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9021   17.5253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7369   17.4643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4820   14.9157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3070   16.3447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8781   14.9157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0531   16.3447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6090   15.2177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7511   15.2177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1242   14.3972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9631   16.3602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1800   16.0427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3500   16.9123    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8945   15.6302    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656   15.6302    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.8226   15.2177    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
 13  1  1  0  0  0  0
 13  8  2  0  0  0  0
 14  9  1  1  0  0  0
 15  4  1  0  0  0  0
 16  8  1  0  0  0  0
 19 14  1  0  0  0  0
 19 18  1  0  0  0  0
 21 17  2  0  0  0  0
 22 17  1  0  0  0  0
 23 20  1  0  0  0  0
 24 18  1  0  0  0  0
 25 13  1  0  0  0  0
 26  2  1  0  0  0  0
 26  3  1  0  0  0  0
 26 10  1  0  0  0  0
 26 20  1  0  0  0  0
 27 21  1  0  0  0  0
 28  6  1  4  0  0  0
 28 15  2  0  0  0  0
 29  5  1  4  0  0  0
 29 23  2  0  0  0  0
 30 11  2  0  0  0  0
 30 21  1  0  0  0  0
 31 11  1  0  0  0  0
 31 22  2  0  0  0  0
 32 12  2  0  0  0  0
 32 17  1  0  0  0  0
 33 12  1  0  0  0  0
 33 22  1  0  0  0  0
 24 33  1  1  0  0  0
 34 15  1  0  0  0  0
 35 16  2  0  0  0  0
 36 16  1  0  0  0  0
 18 37  1  6  0  0  0
 20 38  1  6  0  0  0
 39 23  1  0  0  0  0
 40 25  2  0  0  0  0
 48  9  1  0  0  0  0
 49 10  1  0  0  0  0
 50 14  1  0  0  0  0
 50 24  1  0  0  0  0
 19 51  1  6  0  0  0
 53 41  1  0  0  0  0
 53 42  1  0  0  0  0
 53 43  2  0  0  0  0
 53 51  1  0  0  0  0
 54 44  1  0  0  0  0
 54 45  2  0  0  0  0
 54 48  1  0  0  0  0
 54 52  1  0  0  0  0
 55 46  1  0  0  0  0
 55 47  2  0  0  0  0
 55 49  1  0  0  0  0
 55 52  1  0  0  0  0
 56  7  1  0  0  0  0
 56 25  1  0  0  0  0
M  END

HMDB0060124
     RDKit          3D
Mesaconyl-CoA
 96 98  0  0  0  0  0  0  0  0999 V2000
   10.5315    1.4882   -0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4784    0.6725    0.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7551    1.2653    1.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9454    2.6547    1.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7960    3.4090    1.3148 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1451    3.2224    2.8435 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2913   -0.7168    0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0238   -1.1972   -0.7444 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0625   -1.7324    0.9453 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.1345   -3.4011    0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6688   -3.3197   -1.2103 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3517   -2.8942   -1.4119 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8070   -1.8489   -1.8091 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3898   -1.8335   -1.8651 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4999   -0.6086   -2.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9853    0.5462   -1.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6013    0.7421   -1.4964 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6168    0.6802   -0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    0.9760   -1.3256 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5803    0.3598    0.7017 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8162   -0.1319    1.1168 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4440   -0.4641    1.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3077   -1.8171    0.5666 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8316   -0.7757    2.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1429    0.2777    1.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1471   -0.5865    1.7677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3108    0.2726    1.8230 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.1577    1.3934    2.8109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5569   -0.7850    2.2498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6663    0.8730    0.2811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969   -0.3408   -0.7816 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.2887   -1.6024   -0.6105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9242    0.2107   -2.3805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7370   -0.7669   -0.5518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4876    0.0632   -1.3729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9655   -0.1646   -1.3192 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4172    0.0484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8145    0.1358   -0.2115 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5381    0.4863    0.9723 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5807    1.6766    1.5941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3851    1.6138    2.6954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8576    0.3697    2.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7059   -0.2157    3.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2549    0.4821    4.7895 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0013   -1.5334    3.4808 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4766   -2.1959    2.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6527   -1.6412    1.5353 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3389   -0.3375    1.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9200    1.1536   -1.3268 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.0475    1.0000   -2.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6410    0.9739   -2.0460 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6860    0.8211   -3.4001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7247    1.8626   -4.2730 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.6243    1.0064   -4.9049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9217    2.8838   -3.1725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4719    2.7161   -5.4822 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1222    2.3288   -0.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0592    0.8328   -0.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2962    1.8027    0.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9967    0.6561    1.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2491    4.1741    3.1642 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1429   -3.8107    0.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4037   -4.0668    0.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7892   -4.3638   -1.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3457   -2.6528   -1.8124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8954   -2.6974   -2.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2675   -0.3914   -3.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5924   -0.7289   -2.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3906    0.3872   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4965    1.4772   -1.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1055    0.2682   -2.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4815    1.3635    1.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8052   -1.1026    0.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5600   -2.3968    1.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9545   -1.7570   -0.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500   -2.3864    0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9023   -1.0226    2.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6574    0.1212    3.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1770   -1.5874    3.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2719    1.1527    1.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8437    0.6179    0.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2345   -1.7063    2.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8918   -0.6064   -2.9727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2673    1.1438   -1.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1126   -0.0985   -2.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2604   -1.1624   -1.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1299   -0.8808   -0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0609    2.5610    1.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6592    1.4344    4.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2547    0.0177    5.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7322   -3.2516    2.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9954    2.1594   -0.8207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8213    0.8029   -1.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9809    1.8678   -1.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8866    3.8075   -3.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2349    2.2676   -5.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  2  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  3
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 31 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 43 44  1  0
 43 45  1  0
 45 46  2  0
 46 47  1  0
 47 48  2  0
 38 49  1  0
 49 50  1  0
 49 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  2  0
 53 55  1  0
 53 56  1  0
 51 36  1  0
 48 39  1  0
 48 42  1  0
  1 57  1  0
  1 58  1  0
  1 59  1  0
  3 60  1  0
  6 61  1  0
 10 62  1  0
 10 63  1  0
 11 64  1  0
 11 65  1  0
 14 66  1  0
 15 67  1  0
 15 68  1  0
 16 69  1  0
 16 70  1  0
 19 71  1  0
 20 72  1  1
 21 73  1  0
 23 74  1  0
 23 75  1  0
 23 76  1  0
 24 77  1  0
 24 78  1  0
 24 79  1  0
 25 80  1  0
 25 81  1  0
 29 82  1  0
 33 83  1  0
 35 84  1  0
 35 85  1  0
 36 86  1  6
 38 87  1  6
 40 88  1  0
 44 89  1  0
 44 90  1  0
 46 91  1  0
 49 92  1  1
 50 93  1  0
 51 94  1  6
 55 95  1  0
 56 96  1  0
M  END


  Mrv0541 05091313562D          

 56 58  0  0  0  0            999 V2000
    7.2515   16.0427    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7347   14.5032    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9097   15.9322    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2502   14.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5357   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3936   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1081   14.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9660   14.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3235   15.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0366   15.6302    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4948   13.4498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8542   12.7575    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2515   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0379   15.2177    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.9647   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6804   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1599   12.4800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3436   14.9402    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7916   15.5532    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6077   14.8052    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.9136   12.1444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0737   13.3005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1068   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9311   14.2257    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    6.5370   14.8052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3222   15.2177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9998   11.3240    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6791   14.8052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8213   14.8052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5810   12.6294    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7411   13.7854    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4062   12.1444    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2667   13.4720    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9647   16.0427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6804   16.0427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3949   14.8052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1641   15.0264    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6077   13.9802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1068   16.0427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5370   13.9802    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7980   16.2992    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9021   17.5253    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7369   17.4643    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4820   14.9157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3070   16.3447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8781   14.9157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0531   16.3447    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6090   15.2177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7511   15.2177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1242   14.3972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9631   16.3602    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1800   16.0427    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3500   16.9123    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8945   15.6302    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4656   15.6302    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    5.8226   15.2177    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
 13  1  1  0  0  0  0
 13  8  2  0  0  0  0
 14  9  1  1  0  0  0
 15  4  1  0  0  0  0
 16  8  1  0  0  0  0
 19 14  1  0  0  0  0
 19 18  1  0  0  0  0
 21 17  2  0  0  0  0
 22 17  1  0  0  0  0
 23 20  1  0  0  0  0
 24 18  1  0  0  0  0
 25 13  1  0  0  0  0
 26  2  1  0  0  0  0
 26  3  1  0  0  0  0
 26 10  1  0  0  0  0
 26 20  1  0  0  0  0
 27 21  1  0  0  0  0
 28  6  1  4  0  0  0
 28 15  2  0  0  0  0
 29  5  1  4  0  0  0
 29 23  2  0  0  0  0
 30 11  2  0  0  0  0
 30 21  1  0  0  0  0
 31 11  1  0  0  0  0
 31 22  2  0  0  0  0
 32 12  2  0  0  0  0
 32 17  1  0  0  0  0
 33 12  1  0  0  0  0
 33 22  1  0  0  0  0
 24 33  1  1  0  0  0
 34 15  1  0  0  0  0
 35 16  2  0  0  0  0
 36 16  1  0  0  0  0
 18 37  1  6  0  0  0
 20 38  1  6  0  0  0
 39 23  1  0  0  0  0
 40 25  2  0  0  0  0
 48  9  1  0  0  0  0
 49 10  1  0  0  0  0
 50 14  1  0  0  0  0
 50 24  1  0  0  0  0
 19 51  1  6  0  0  0
 53 41  1  0  0  0  0
 53 42  1  0  0  0  0
 53 43  2  0  0  0  0
 53 51  1  0  0  0  0
 54 44  1  0  0  0  0
 54 45  2  0  0  0  0
 54 48  1  0  0  0  0
 54 52  1  0  0  0  0
 55 46  1  0  0  0  0
 55 47  2  0  0  0  0
 55 49  1  0  0  0  0
 55 52  1  0  0  0  0
 56  7  1  0  0  0  0
 56 25  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060124

> <DATABASE_NAME>
hmdb

> <SMILES>
C\C(=C/C(O)=O)C(=O)SCCN=C(O)CCN=C(O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12

> <INCHI_IDENTIFIER>
InChI=1S/C26H40N7O19P3S/c1-13(8-16(35)36)25(40)56-7-6-28-15(34)4-5-29-23(39)20(38)26(2,3)10-49-55(46,47)52-54(44,45)48-9-14-19(51-53(41,42)43)18(37)24(50-14)33-12-32-17-21(27)30-11-31-22(17)33/h8,11-12,14,18-20,24,37-38H,4-7,9-10H2,1-3H3,(H,28,34)(H,29,39)(H,35,36)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/b13-8+/t14-,18-,19-,20+,24-/m1/s1

> <INCHI_KEY>
LVBVWNJPMXCQJE-CBBDEUQJSA-N

> <FORMULA>
C26H40N7O19P3S

> <MOLECULAR_WEIGHT>
879.618

> <EXACT_MASS>
879.131252359

> <JCHEM_ACCEPTOR_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
79.61889905590982

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2E)-4-({2-[(3-{[(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-3-methyl-4-oxobut-2-enoic acid

> <ALOGPS_LOGP>
-0.21

> <JCHEM_LOGP>
-3.4757615702444045

> <ALOGPS_LOGS>
-2.23

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8823881692043876

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8187827527212312

> <JCHEM_PKA_STRONGEST_BASIC>
4.800790952004549

> <JCHEM_POLAR_SURFACE_AREA>
407.9100000000001

> <JCHEM_REFRACTIVITY>
189.57180000000014

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2E)-4-({2-[(3-{[(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-3-methyl-4-oxobut-2-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060124
     RDKit          3D
Mesaconyl-CoA
 96 98  0  0  0  0  0  0  0  0999 V2000
   10.5315    1.4882   -0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4784    0.6725    0.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7551    1.2653    1.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9454    2.6547    1.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7960    3.4090    1.3148 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1451    3.2224    2.8435 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2913   -0.7168    0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0238   -1.1972   -0.7444 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0625   -1.7324    0.9453 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.1345   -3.4011    0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6688   -3.3197   -1.2103 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3517   -2.8942   -1.4119 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8070   -1.8489   -1.8091 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3898   -1.8335   -1.8651 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4999   -0.6086   -2.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9853    0.5462   -1.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6013    0.7421   -1.4964 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6168    0.6802   -0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    0.9760   -1.3256 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5803    0.3598    0.7017 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8162   -0.1319    1.1168 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4440   -0.4641    1.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3077   -1.8171    0.5666 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8316   -0.7757    2.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1429    0.2777    1.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1471   -0.5865    1.7677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3108    0.2726    1.8230 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.1577    1.3934    2.8109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5569   -0.7850    2.2498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6663    0.8730    0.2811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969   -0.3408   -0.7816 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.2887   -1.6024   -0.6105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9242    0.2107   -2.3805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7370   -0.7669   -0.5518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4876    0.0632   -1.3729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9655   -0.1646   -1.3192 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4172    0.0484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8145    0.1358   -0.2115 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5381    0.4863    0.9723 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5807    1.6766    1.5941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3851    1.6138    2.6954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8576    0.3697    2.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7059   -0.2157    3.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2549    0.4821    4.7895 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0013   -1.5334    3.4808 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4766   -2.1959    2.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6527   -1.6412    1.5353 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3389   -0.3375    1.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9200    1.1536   -1.3268 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.0475    1.0000   -2.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6410    0.9739   -2.0460 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6860    0.8211   -3.4001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7247    1.8626   -4.2730 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.6243    1.0064   -4.9049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9217    2.8838   -3.1725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4719    2.7161   -5.4822 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1222    2.3288   -0.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0592    0.8328   -0.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2962    1.8027    0.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9967    0.6561    1.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2491    4.1741    3.1642 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1429   -3.8107    0.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4037   -4.0668    0.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7892   -4.3638   -1.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3457   -2.6528   -1.8124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8954   -2.6974   -2.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2675   -0.3914   -3.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5924   -0.7289   -2.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3906    0.3872   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4965    1.4772   -1.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1055    0.2682   -2.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4815    1.3635    1.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8052   -1.1026    0.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5600   -2.3968    1.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9545   -1.7570   -0.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500   -2.3864    0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9023   -1.0226    2.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6574    0.1212    3.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1770   -1.5874    3.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2719    1.1527    1.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8437    0.6179    0.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2345   -1.7063    2.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8918   -0.6064   -2.9727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2673    1.1438   -1.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1126   -0.0985   -2.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2604   -1.1624   -1.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1299   -0.8808   -0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0609    2.5610    1.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6592    1.4344    4.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2547    0.0177    5.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7322   -3.2516    2.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9954    2.1594   -0.8207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8213    0.8029   -1.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9809    1.8678   -1.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8866    3.8075   -3.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2349    2.2676   -5.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  2  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  3
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 31 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 43 44  1  0
 43 45  1  0
 45 46  2  0
 46 47  1  0
 47 48  2  0
 38 49  1  0
 49 50  1  0
 49 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  2  0
 53 55  1  0
 53 56  1  0
 51 36  1  0
 48 39  1  0
 48 42  1  0
  1 57  1  0
  1 58  1  0
  1 59  1  0
  3 60  1  0
  6 61  1  0
 10 62  1  0
 10 63  1  0
 11 64  1  0
 11 65  1  0
 14 66  1  0
 15 67  1  0
 15 68  1  0
 16 69  1  0
 16 70  1  0
 19 71  1  0
 20 72  1  1
 21 73  1  0
 23 74  1  0
 23 75  1  0
 23 76  1  0
 24 77  1  0
 24 78  1  0
 24 79  1  0
 25 80  1  0
 25 81  1  0
 29 82  1  0
 33 83  1  0
 35 84  1  0
 35 85  1  0
 36 86  1  6
 38 87  1  6
 40 88  1  0
 44 89  1  0
 44 90  1  0
 46 91  1  0
 49 92  1  1
 50 93  1  0
 51 94  1  6
 55 95  1  0
 56 96  1  0
M  END

HEADER    PROTEIN                                 09-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-MAY-13         0                                  
HETATM    1  C   UNK     0      13.536  29.946   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.238  27.073   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.698  29.740   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.200  27.636   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.867  28.406   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.201  28.406   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.535  27.636   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      14.870  27.636   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -11.804  29.176   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.802  29.176   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -19.590  25.106   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -14.661  23.814   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.536  28.406   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -13.137  28.406   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.534  28.406   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.203  28.406   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -17.098  23.296   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -15.575  27.888   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -14.544  29.033   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -1.134  27.636   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -18.505  22.670   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -16.938  24.828   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       0.199  28.406   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -14.805  26.555   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      12.202  27.636   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      -2.468  28.406   0.000  0.00  0.00           C+0
HETATM   27  N   UNK     0     -18.666  21.138   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0       6.868  27.636   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0       1.533  27.636   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0     -19.751  23.575   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0     -18.183  25.733   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0     -15.692  22.670   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0     -15.431  25.148   0.000  0.00  0.00           N+0
HETATM   34  O   UNK     0       5.534  29.946   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      16.203  29.946   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0      17.537  27.636   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0     -17.106  28.049   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      -1.134  26.096   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0       0.199  29.946   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0      12.202  26.096   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0     -12.690  30.425   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0     -14.751  32.714   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0     -12.576  32.600   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      -8.366  27.843   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      -9.906  30.510   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      -7.239  27.843   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      -5.699  30.510   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0     -10.470  28.406   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      -5.135  28.406   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0     -13.299  26.875   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0     -14.864  30.539   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      -7.803  29.946   0.000  0.00  0.00           O+0
HETATM   53  P   UNK     0     -13.720  31.570   0.000  0.00  0.00           P+0
HETATM   54  P   UNK     0      -9.136  29.176   0.000  0.00  0.00           P+0
HETATM   55  P   UNK     0      -6.469  29.176   0.000  0.00  0.00           P+0
HETATM   56  S   UNK     0      10.869  28.406   0.000  0.00  0.00           S+0
CONECT    1   13                                                            
CONECT    2   26                                                            
CONECT    3   26                                                            
CONECT    4    5   15                                                       
CONECT    5    4   29                                                       
CONECT    6    7   28                                                       
CONECT    7    6   56                                                       
CONECT    8   13   16                                                       
CONECT    9   14   48                                                       
CONECT   10   26   49                                                       
CONECT   11   30   31                                                       
CONECT   12   32   33                                                       
CONECT   13    1    8   25                                                  
CONECT   14    9   19   50                                                  
CONECT   15    4   28   34                                                  
CONECT   16    8   35   36                                                  
CONECT   17   21   22   32                                                  
CONECT   18   19   24   37                                                  
CONECT   19   14   18   51                                                  
CONECT   20   23   26   38                                                  
CONECT   21   17   27   30                                                  
CONECT   22   17   31   33                                                  
CONECT   23   20   29   39                                                  
CONECT   24   18   33   50                                                  
CONECT   25   13   40   56                                                  
CONECT   26    2    3   10   20                                             
CONECT   27   21                                                            
CONECT   28    6   15                                                       
CONECT   29    5   23                                                       
CONECT   30   11   21                                                       
CONECT   31   11   22                                                       
CONECT   32   12   17                                                       
CONECT   33   12   22   24                                                  
CONECT   34   15                                                            
CONECT   35   16                                                            
CONECT   36   16                                                            
CONECT   37   18                                                            
CONECT   38   20                                                            
CONECT   39   23                                                            
CONECT   40   25                                                            
CONECT   41   53                                                            
CONECT   42   53                                                            
CONECT   43   53                                                            
CONECT   44   54                                                            
CONECT   45   54                                                            
CONECT   46   55                                                            
CONECT   47   55                                                            
CONECT   48    9   54                                                       
CONECT   49   10   55                                                       
CONECT   50   14   24                                                       
CONECT   51   19   53                                                       
CONECT   52   54   55                                                       
CONECT   53   41   42   43   51                                             
CONECT   54   44   45   48   52                                             
CONECT   55   46   47   49   52                                             
CONECT   56    7   25                                                       
MASTER        0    0    0    0    0    0    0    0   56    0  116    0
END

COMPND    HMDB0060124
HETATM    1  C1  UNL     1      10.532   1.488  -0.160  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.478   0.672   0.529  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.755   1.265   1.466  1.00  0.00           C  
HETATM    4  C4  UNL     1       8.945   2.655   1.839  1.00  0.00           C  
HETATM    5  O1  UNL     1       9.796   3.409   1.315  1.00  0.00           O  
HETATM    6  O2  UNL     1       8.145   3.222   2.844  1.00  0.00           O  
HETATM    7  C5  UNL     1       9.291  -0.717   0.157  1.00  0.00           C  
HETATM    8  O3  UNL     1      10.024  -1.197  -0.744  1.00  0.00           O  
HETATM    9  S1  UNL     1       8.063  -1.732   0.945  1.00  0.00           S  
HETATM   10  C6  UNL     1       8.134  -3.401   0.224  1.00  0.00           C  
HETATM   11  C7  UNL     1       7.669  -3.320  -1.210  1.00  0.00           C  
HETATM   12  N1  UNL     1       6.352  -2.894  -1.412  1.00  0.00           N  
HETATM   13  C8  UNL     1       5.807  -1.849  -1.809  1.00  0.00           C  
HETATM   14  O4  UNL     1       4.390  -1.834  -1.865  1.00  0.00           O  
HETATM   15  C9  UNL     1       6.500  -0.609  -2.235  1.00  0.00           C  
HETATM   16  C10 UNL     1       5.985   0.546  -1.373  1.00  0.00           C  
HETATM   17  N2  UNL     1       4.601   0.742  -1.496  1.00  0.00           N  
HETATM   18  C11 UNL     1       3.617   0.680  -0.710  1.00  0.00           C  
HETATM   19  O5  UNL     1       2.364   0.976  -1.326  1.00  0.00           O  
HETATM   20  C12 UNL     1       3.580   0.360   0.702  1.00  0.00           C  
HETATM   21  O6  UNL     1       4.816  -0.132   1.117  1.00  0.00           O  
HETATM   22  C13 UNL     1       2.444  -0.464   1.206  1.00  0.00           C  
HETATM   23  C14 UNL     1       2.308  -1.817   0.567  1.00  0.00           C  
HETATM   24  C15 UNL     1       2.832  -0.776   2.691  1.00  0.00           C  
HETATM   25  C16 UNL     1       1.143   0.278   1.277  1.00  0.00           C  
HETATM   26  O7  UNL     1       0.147  -0.587   1.768  1.00  0.00           O  
HETATM   27  P1  UNL     1      -1.311   0.273   1.823  1.00  0.00           P  
HETATM   28  O8  UNL     1      -1.158   1.393   2.811  1.00  0.00           O  
HETATM   29  O9  UNL     1      -2.557  -0.785   2.250  1.00  0.00           O  
HETATM   30  O10 UNL     1      -1.666   0.873   0.281  1.00  0.00           O  
HETATM   31  P2  UNL     1      -2.097  -0.341  -0.782  1.00  0.00           P  
HETATM   32  O11 UNL     1      -1.289  -1.602  -0.611  1.00  0.00           O  
HETATM   33  O12 UNL     1      -1.924   0.211  -2.380  1.00  0.00           O  
HETATM   34  O13 UNL     1      -3.737  -0.767  -0.552  1.00  0.00           O  
HETATM   35  C17 UNL     1      -4.488   0.063  -1.373  1.00  0.00           C  
HETATM   36  C18 UNL     1      -5.966  -0.165  -1.319  1.00  0.00           C  
HETATM   37  O14 UNL     1      -6.417   0.048   0.000  1.00  0.00           O  
HETATM   38  C19 UNL     1      -7.814   0.136  -0.211  1.00  0.00           C  
HETATM   39  N3  UNL     1      -8.538   0.486   0.972  1.00  0.00           N  
HETATM   40  C20 UNL     1      -8.581   1.677   1.594  1.00  0.00           C  
HETATM   41  N4  UNL     1      -9.385   1.614   2.695  1.00  0.00           N  
HETATM   42  C21 UNL     1      -9.858   0.370   2.773  1.00  0.00           C  
HETATM   43  C22 UNL     1     -10.706  -0.216   3.688  1.00  0.00           C  
HETATM   44  N5  UNL     1     -11.255   0.482   4.790  1.00  0.00           N  
HETATM   45  N6  UNL     1     -11.001  -1.533   3.481  1.00  0.00           N  
HETATM   46  C23 UNL     1     -10.477  -2.196   2.431  1.00  0.00           C  
HETATM   47  N7  UNL     1      -9.653  -1.641   1.535  1.00  0.00           N  
HETATM   48  C24 UNL     1      -9.339  -0.337   1.710  1.00  0.00           C  
HETATM   49  C25 UNL     1      -7.920   1.154  -1.327  1.00  0.00           C  
HETATM   50  O15 UNL     1      -9.048   1.000  -2.095  1.00  0.00           O  
HETATM   51  C26 UNL     1      -6.641   0.974  -2.046  1.00  0.00           C  
HETATM   52  O16 UNL     1      -6.686   0.821  -3.400  1.00  0.00           O  
HETATM   53  P3  UNL     1      -5.725   1.863  -4.273  1.00  0.00           P  
HETATM   54  O17 UNL     1      -4.624   1.006  -4.905  1.00  0.00           O  
HETATM   55  O18 UNL     1      -4.922   2.884  -3.172  1.00  0.00           O  
HETATM   56  O19 UNL     1      -6.472   2.716  -5.482  1.00  0.00           O  
HETATM   57  H1  UNL     1      10.122   2.329  -0.719  1.00  0.00           H  
HETATM   58  H2  UNL     1      11.059   0.833  -0.902  1.00  0.00           H  
HETATM   59  H3  UNL     1      11.296   1.803   0.585  1.00  0.00           H  
HETATM   60  H4  UNL     1       7.997   0.656   1.956  1.00  0.00           H  
HETATM   61  H5  UNL     1       8.249   4.174   3.164  1.00  0.00           H  
HETATM   62  H6  UNL     1       9.143  -3.811   0.315  1.00  0.00           H  
HETATM   63  H7  UNL     1       7.404  -4.067   0.761  1.00  0.00           H  
HETATM   64  H8  UNL     1       7.789  -4.364  -1.632  1.00  0.00           H  
HETATM   65  H9  UNL     1       8.346  -2.653  -1.812  1.00  0.00           H  
HETATM   66  H10 UNL     1       3.895  -2.697  -2.024  1.00  0.00           H  
HETATM   67  H11 UNL     1       6.267  -0.391  -3.309  1.00  0.00           H  
HETATM   68  H12 UNL     1       7.592  -0.729  -2.169  1.00  0.00           H  
HETATM   69  H13 UNL     1       6.391   0.387  -0.371  1.00  0.00           H  
HETATM   70  H14 UNL     1       6.497   1.477  -1.800  1.00  0.00           H  
HETATM   71  H15 UNL     1       2.105   0.268  -2.024  1.00  0.00           H  
HETATM   72  H16 UNL     1       3.482   1.363   1.256  1.00  0.00           H  
HETATM   73  H17 UNL     1       4.805  -1.103   0.927  1.00  0.00           H  
HETATM   74  H18 UNL     1       1.560  -2.397   1.171  1.00  0.00           H  
HETATM   75  H19 UNL     1       1.954  -1.757  -0.485  1.00  0.00           H  
HETATM   76  H20 UNL     1       3.250  -2.386   0.662  1.00  0.00           H  
HETATM   77  H21 UNL     1       3.902  -1.023   2.752  1.00  0.00           H  
HETATM   78  H22 UNL     1       2.657   0.121   3.317  1.00  0.00           H  
HETATM   79  H23 UNL     1       2.177  -1.587   3.053  1.00  0.00           H  
HETATM   80  H24 UNL     1       1.272   1.153   1.960  1.00  0.00           H  
HETATM   81  H25 UNL     1       0.844   0.618   0.276  1.00  0.00           H  
HETATM   82  H26 UNL     1      -2.234  -1.706   2.174  1.00  0.00           H  
HETATM   83  H27 UNL     1      -1.892  -0.606  -2.973  1.00  0.00           H  
HETATM   84  H28 UNL     1      -4.267   1.144  -1.159  1.00  0.00           H  
HETATM   85  H29 UNL     1      -4.113  -0.099  -2.409  1.00  0.00           H  
HETATM   86  H30 UNL     1      -6.260  -1.162  -1.678  1.00  0.00           H  
HETATM   87  H31 UNL     1      -8.130  -0.881  -0.528  1.00  0.00           H  
HETATM   88  H32 UNL     1      -8.061   2.561   1.280  1.00  0.00           H  
HETATM   89  H33 UNL     1     -11.659   1.434   4.720  1.00  0.00           H  
HETATM   90  H34 UNL     1     -11.255   0.018   5.718  1.00  0.00           H  
HETATM   91  H35 UNL     1     -10.732  -3.252   2.293  1.00  0.00           H  
HETATM   92  H36 UNL     1      -7.995   2.159  -0.821  1.00  0.00           H  
HETATM   93  H37 UNL     1      -9.821   0.803  -1.512  1.00  0.00           H  
HETATM   94  H38 UNL     1      -5.981   1.868  -1.838  1.00  0.00           H  
HETATM   95  H39 UNL     1      -4.887   3.807  -3.577  1.00  0.00           H  
HETATM   96  H40 UNL     1      -7.235   2.268  -5.890  1.00  0.00           H  
CONECT    1    2   57   58   59
CONECT    2    3    3    7
CONECT    3    4   60
CONECT    4    5    5    6
CONECT    6   61
CONECT    7    8    8    9
CONECT    9   10
CONECT   10   11   62   63
CONECT   11   12   64   65
CONECT   12   13   13
CONECT   13   14   15
CONECT   14   66
CONECT   15   16   67   68
CONECT   16   17   69   70
CONECT   17   18   18
CONECT   18   19   20
CONECT   19   71
CONECT   20   21   22   72
CONECT   21   73
CONECT   22   23   24   25
CONECT   23   74   75   76
CONECT   24   77   78   79
CONECT   25   26   80   81
CONECT   26   27
CONECT   27   28   28   29   30
CONECT   29   82
CONECT   30   31
CONECT   31   32   32   33   34
CONECT   33   83
CONECT   34   35
CONECT   35   36   84   85
CONECT   36   37   51   86
CONECT   37   38
CONECT   38   39   49   87
CONECT   39   40   48
CONECT   40   41   41   88
CONECT   41   42
CONECT   42   43   43   48
CONECT   43   44   45
CONECT   44   89   90
CONECT   45   46   46
CONECT   46   47   91
CONECT   47   48   48
CONECT   49   50   51   92
CONECT   50   93
CONECT   51   52   94
CONECT   52   53
CONECT   53   54   54   55   56
CONECT   55   95
CONECT   56   96
END

HMDB0060124
     RDKit          3D
Mesaconyl-CoA
 96 98  0  0  0  0  0  0  0  0999 V2000
   10.5315    1.4882   -0.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4784    0.6725    0.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7551    1.2653    1.4661 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9454    2.6547    1.8389 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7960    3.4090    1.3148 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1451    3.2224    2.8435 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2913   -0.7168    0.1575 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0238   -1.1972   -0.7444 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0625   -1.7324    0.9453 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.1345   -3.4011    0.2237 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6688   -3.3197   -1.2103 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3517   -2.8942   -1.4119 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.8070   -1.8489   -1.8091 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3898   -1.8335   -1.8651 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4999   -0.6086   -2.2353 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9853    0.5462   -1.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6013    0.7421   -1.4964 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6168    0.6802   -0.7102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3644    0.9760   -1.3256 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5803    0.3598    0.7017 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.8162   -0.1319    1.1168 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4440   -0.4641    1.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3077   -1.8171    0.5666 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8316   -0.7757    2.6908 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1429    0.2777    1.2765 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1471   -0.5865    1.7677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3108    0.2726    1.8230 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.1577    1.3934    2.8109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5569   -0.7850    2.2498 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6663    0.8730    0.2811 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969   -0.3408   -0.7816 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.2887   -1.6024   -0.6105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9242    0.2107   -2.3805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7370   -0.7669   -0.5518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4876    0.0632   -1.3729 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9655   -0.1646   -1.3192 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4172    0.0484    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8145    0.1358   -0.2115 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.5381    0.4863    0.9723 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5807    1.6766    1.5941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3851    1.6138    2.6954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8576    0.3697    2.7725 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7059   -0.2157    3.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2549    0.4821    4.7895 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0013   -1.5334    3.4808 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4766   -2.1959    2.4306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6527   -1.6412    1.5353 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3389   -0.3375    1.7095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9200    1.1536   -1.3268 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.0475    1.0000   -2.0946 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6410    0.9739   -2.0460 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.6860    0.8211   -3.4001 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7247    1.8626   -4.2730 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.6243    1.0064   -4.9049 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9217    2.8838   -3.1725 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4719    2.7161   -5.4822 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1222    2.3288   -0.7186 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0592    0.8328   -0.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2962    1.8027    0.5850 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9967    0.6561    1.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2491    4.1741    3.1642 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1429   -3.8107    0.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4037   -4.0668    0.7606 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7892   -4.3638   -1.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3457   -2.6528   -1.8124 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8954   -2.6974   -2.0237 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2675   -0.3914   -3.3086 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5924   -0.7289   -2.1691 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3906    0.3872   -0.3709 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4965    1.4772   -1.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1055    0.2682   -2.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4815    1.3635    1.2561 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8052   -1.1026    0.9269 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5600   -2.3968    1.1708 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9545   -1.7570   -0.4845 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2500   -2.3864    0.6617 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9023   -1.0226    2.7516 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6574    0.1212    3.3167 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1770   -1.5874    3.0526 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2719    1.1527    1.9598 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8437    0.6179    0.2756 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2345   -1.7063    2.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8918   -0.6064   -2.9727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2673    1.1438   -1.1595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1126   -0.0985   -2.4089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2604   -1.1624   -1.6784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1299   -0.8808   -0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0609    2.5610    1.2796 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6592    1.4344    4.7204 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2547    0.0177    5.7181 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7322   -3.2516    2.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9954    2.1594   -0.8207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8213    0.8029   -1.5116 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9809    1.8678   -1.8376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8866    3.8075   -3.5773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2349    2.2676   -5.8896 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  2  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  3
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 22 25  1  0
 25 26  1  0
 26 27  1  0
 27 28  2  0
 27 29  1  0
 27 30  1  0
 30 31  1  0
 31 32  2  0
 31 33  1  0
 31 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 43 44  1  0
 43 45  1  0
 45 46  2  0
 46 47  1  0
 47 48  2  0
 38 49  1  0
 49 50  1  0
 49 51  1  0
 51 52  1  0
 52 53  1  0
 53 54  2  0
 53 55  1  0
 53 56  1  0
 51 36  1  0
 48 39  1  0
 48 42  1  0
  1 57  1  0
  1 58  1  0
  1 59  1  0
  3 60  1  0
  6 61  1  0
 10 62  1  0
 10 63  1  0
 11 64  1  0
 11 65  1  0
 14 66  1  0
 15 67  1  0
 15 68  1  0
 16 69  1  0
 16 70  1  0
 19 71  1  0
 20 72  1  1
 21 73  1  0
 23 74  1  0
 23 75  1  0
 23 76  1  0
 24 77  1  0
 24 78  1  0
 24 79  1  0
 25 80  1  0
 25 81  1  0
 29 82  1  0
 33 83  1  0
 35 84  1  0
 35 85  1  0
 36 86  1  6
 38 87  1  6
 40 88  1  0
 44 89  1  0
 44 90  1  0
 46 91  1  0
 49 92  1  1
 50 93  1  0
 51 94  1  6
 55 95  1  0
 56 96  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Methylfumaroyl-CoA	ChEBI
2-Methylfumaroyl-coenzyme A	ChEBI
Mesaconyl-C1-CoA	ChEBI
Mesaconyl-coenzyme A	ChEBI
(e)-3-Carboxy-2-methylprop-2-enoyl-CoA	Kegg

Chemical Formula

C₂₆H₄₀N₇O₁₉P₃S

Average Molecular Weight

879.618

Monoisotopic Molecular Weight

879.131252359

IUPAC Name

(2E)-4-({2-[(3-{[(2R)-4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-3-methyl-4-oxobut-2-enoic acid

Traditional Name

(2E)-4-({2-[(3-{[(2R)-4-[({[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-1,2-dihydroxy-3,3-dimethylbutylidene]amino}-1-hydroxypropylidene)amino]ethyl}sulfanyl)-3-methyl-4-oxobut-2-enoic acid

CAS Registry Number

Not Available

SMILES

C\C(=C/C(O)=O)C(=O)SCCN=C(O)CCN=C(O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12

InChI Identifier

InChI=1S/C26H40N7O19P3S/c1-13(8-16(35)36)25(40)56-7-6-28-15(34)4-5-29-23(39)20(38)26(2,3)10-49-55(46,47)52-54(44,45)48-9-14-19(51-53(41,42)43)18(37)24(50-14)33-12-32-17-21(27)30-11-31-22(17)33/h8,11-12,14,18-20,24,37-38H,4-7,9-10H2,1-3H3,(H,28,34)(H,29,39)(H,35,36)(H,44,45)(H,46,47)(H2,27,30,31)(H2,41,42,43)/b13-8+/t14-,18-,19-,20+,24-/m1/s1

InChI Key

LVBVWNJPMXCQJE-CBBDEUQJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as saccharolipids. Saccharolipids are compounds in which fatty acids are linked directly to a sugar backbone, forming structures that are compatible with membrane bilayers. In the saccharolipids, a sugar substitutes for the glycerol backbone that is present in glycerolipids and glycerophospholipids. The most familiar saccharolipids contain an acylated glucosamine. In contrast to others glycolipids, the fatty acid is not glycosidically linked to the sugar moiety.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Saccharolipids

Sub Class

Not Available

Direct Parent

Saccharolipids

Alternative Parents

Substituents

Saccharolipid
Long-chain fatty acid
1-o-glucuronide
O-glucuronide
Glucuronic acid or derivatives
Hexose monosaccharide
Glycosyl compound
O-glycosyl compound
Beta-hydroxy acid
Heterocyclic fatty acid
Hydroxy fatty acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
Pyran
Dicarboxylic acid or derivatives
Oxane
Monosaccharide
Hydroxy acid
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Carboxylic acid derivative
Carboxylic acid
Polyol
Acetal
Alcohol
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

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
Water Solubility	5.14 g/L	ALOGPS
logP	-0.21	ALOGPS
logP	-3.5	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.8	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	21	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	407.91 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	189.57 m³·mol⁻¹	ChemAxon
Polarizability	79.62 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	253.715	30932474
DeepCCS	[M+Na]+	227.147	30932474
AllCCS	[M+H]+	259.6	32859911
AllCCS	[M+H-H2O]+	260.1	32859911
AllCCS	[M+NH4]+	259.1	32859911
AllCCS	[M+Na]+	259.0	32859911
AllCCS	[M-H]-	258.7	32859911
AllCCS	[M+Na-2H]-	263.0	32859911
AllCCS	[M+HCOO]-	267.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mesaconyl-CoA	C\C(=C/C(O)=O)C(=O)SCCN=C(O)CCN=C(O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12	6108.4	Standard polar	33892256
Mesaconyl-CoA	C\C(=C/C(O)=O)C(=O)SCCN=C(O)CCN=C(O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12	4620.3	Standard non polar	33892256
Mesaconyl-CoA	C\C(=C/C(O)=O)C(=O)SCCN=C(O)CCN=C(O)[C@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12	6656.2	Semi standard non polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesaconyl-CoA 10V, Positive-QTOF	splash10-000i-1931000130-0427b0acb489438486db	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesaconyl-CoA 20V, Positive-QTOF	splash10-000i-0912000000-84b81661bfd2d1669907	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesaconyl-CoA 40V, Positive-QTOF	splash10-000i-2920000000-453df1b8e14297b895ff	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesaconyl-CoA 10V, Negative-QTOF	splash10-00o0-4811152790-a5a8c7a31f2eebe577c8	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesaconyl-CoA 20V, Negative-QTOF	splash10-001i-4911020010-7abc90981c77f7b3bb4a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesaconyl-CoA 40V, Negative-QTOF	splash10-057i-5900100000-0021aeecb97824a42881	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesaconyl-CoA 10V, Positive-QTOF	splash10-01q9-0100000290-34e0aa2bb57f2622c678	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesaconyl-CoA 20V, Positive-QTOF	splash10-03ec-2201101390-6e13885f59fa32abdea6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesaconyl-CoA 40V, Positive-QTOF	splash10-00di-0029000000-8c8259734ed63ca3419b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesaconyl-CoA 10V, Negative-QTOF	splash10-003r-0100000090-a9d72ed8a950d36e0313	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesaconyl-CoA 20V, Negative-QTOF	splash10-0uxr-1900000430-dcdefb598aa20820b5df	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mesaconyl-CoA 40V, Negative-QTOF	splash10-00b9-4401404910-162d14d5736e4f8d8a05	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C06028

BioCyc ID

CPD-9408

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11966166

PDB ID

Not Available

ChEBI ID

27969

Food Biomarker Ontology

Not Available

VMH ID

MESCOA

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]
Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Mesaconyl-CoA (HMDB0060124)

MOL for HMDB0060124 (Mesaconyl-CoA)

3D MOL for HMDB0060124 (Mesaconyl-CoA)

3D SDF for HMDB0060124 (Mesaconyl-CoA)

3D-SDF for HMDB0060124 (Mesaconyl-CoA)

PDB for HMDB0060124 (Mesaconyl-CoA)

3D PDB for HMDB0060124 (Mesaconyl-CoA)

SMILES for HMDB0060124 (Mesaconyl-CoA)

INCHI for HMDB0060124 (Mesaconyl-CoA)

Structure for HMDB0060124 (Mesaconyl-CoA)

3D Structure for HMDB0060124 (Mesaconyl-CoA)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra

NMR Spectra