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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (7) Show 7 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:08 UTC

HMDB ID

HMDB0001011

Secondary Accession Numbers

HMDB01011

Metabolite Identification

Common Name

Methacrylyl-CoA

Description

Methacrylyl-CoA, also known as methacryloyl-CoA, belongs to the class of organic compounds known as organic pyrophosphates. These are organic compounds containing the pyrophosphate oxoanion, with the structure OP([O-])(=O)OP(O)([O-])=O. Thus, methacrylyl-CoA is considered to be a fatty ester lipid molecule. Methacrylyl-CoA is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Methacrylyl-CoA has been detected, but not quantified in, several different foods, such as beechnuts, hyacinth beans, devilfish, eggplants, and cupuaçus. This could make methacrylyl-CoA a potential biomarker for the consumption of these foods. Methacrylyl-CoA is a metabolite in the valine, leucine, and isoleucine degradation pathway and highly reacts with free thiol compounds (PMID: 14684172 ). Cirrhosis results in a significant decrease in 3-hydroxyisobutyryl-CoA hydrolase activity, a key enzyme in the valine catabolic pathway that plays an important role in the catabolism of a potentially toxic compound, methacrylyl-CoA, formed as an intermediate in the catabolism of valine and isobutyrate (PMID: 8938168 ).

Structure

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


  Mrv1652304272016532D          

 53 55  0  0  1  0            999 V2000
   26.1271   -2.9602    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.4597   -2.4753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8722   -3.7448    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.7922   -2.9602    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.0472   -3.7448    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   26.3571   -4.4123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3814   -7.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1241   -7.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6668   -7.4137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9525   -7.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2380   -7.4137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6953   -5.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9525   -6.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6953   -4.9387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2664   -4.9387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9808   -4.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4097   -3.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2828   -2.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6953   -3.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1078   -2.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9808   -3.7011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.2663   -3.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1241   -3.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7742   -3.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4242   -3.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9492   -2.4635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9492   -4.1136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5992   -2.4635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5992   -4.1136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9492   -3.2886    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.5992   -3.2886    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.0076   -2.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5622   -4.4123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7372   -5.2373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3872   -5.2373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5622   -5.2373    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.5622   -6.0622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9117   -2.7052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5249   -3.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2473   -1.9516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2393   -2.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5249   -4.0823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0678   -2.0378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9538   -3.2572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2394   -4.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9538   -4.0822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6682   -2.8447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8387   -7.0011    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.5532   -8.2387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5532   -7.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2677   -6.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2677   -7.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9821   -7.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  1  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3  6  1  6  0  0  0
  4 32  1  1  0  0  0
  5  4  1  0  0  0  0
  5 33  1  6  0  0  0
  9  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 48  1  0  0  0  0
 10  9  1  0  0  0  0
 13 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 16 21  1  0  0  0  0
 19 17  1  0  0  0  0
 17 23  1  0  0  0  0
 19 18  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  6  0  0  0
 23 30  1  0  0  0  0
 30 24  1  0  0  0  0
 24 31  1  0  0  0  0
 31 25  1  0  0  0  0
 32 25  1  0  0  0  0
 30 26  2  0  0  0  0
 30 27  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  1  0  0  0  0
 33 36  1  0  0  0  0
 36 34  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  2  0  0  0  0
 39 38  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  2  0  0  0  0
 42 39  1  0  0  0  0
 43 40  2  0  0  0  0
 44 41  1  0  0  0  0
 43 41  1  0  0  0  0
 45 42  2  0  0  0  0
 46 44  2  0  0  0  0
 47 44  1  0  0  0  0
 46 45  1  0  0  0  0
 48 50  1  0  0  0  0
 50 49  2  0  0  0  0
 50 52  1  0  0  0  0
 52 51  1  0  0  0  0
 52 53  2  0  0  0  0
M  END

HMDB0001011
     RDKit          3D
Methacrylyl-CoA
 93 95  0  0  0  0  0  0  0  0999 V2000
   11.5868   -1.4242   -0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3653   -1.5653    0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7835   -3.0099    0.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8567   -0.5445    1.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6525   -1.0577    2.4639 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6009    1.1528    1.5623 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.3906    1.8631    0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9742    1.4575    0.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0060    2.0512    0.0494 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6334    1.8171    0.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2593    1.0876    1.1875 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6533    2.4298   -0.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2306    2.1275   -0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9140    0.7331   -0.3656 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5870    0.2475   -0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474    1.1373    0.2110 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2780   -1.2002   -0.1024 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4158   -1.9523   -0.4181 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0937   -1.5892   -0.9102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2150   -1.1941   -2.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049   -3.1112   -0.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8429   -1.0003   -0.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2767   -1.3942   -1.1325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6333   -0.6786   -0.4131 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.2758    0.0601    0.8527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7169   -1.9546   -0.0744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3616    0.3940   -1.4815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0975    1.6736   -0.6348 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.3208    2.9306   -1.0301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9517    1.4274    1.0138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6813    1.7987   -1.1471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5558    2.0781   -0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9840    2.1784   -0.6137 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.2648    0.9566   -1.1889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3126    0.3704   -0.5493 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.1779   -1.0595   -0.3635 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2010   -1.7107    0.2992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4022   -3.0386    0.2650 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5320   -3.2623   -0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2001   -4.4374   -0.7734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7032   -5.6972   -0.3718 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3382   -4.3266   -1.5003 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7945   -3.1129   -1.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1360   -1.9889   -1.5359 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9946   -2.0376   -0.8112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5603    1.0905    0.7510 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.8812    1.1446    1.1150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9480    2.4376    0.4819 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.8780    3.4186    0.2177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8899    4.6961    1.2620 P   0  0  0  0  0  5  0  0  0  0  0  0
   -8.2141    5.9333    0.7625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1883    4.2302    2.7432 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5154    5.0948    1.6159 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2149   -0.4968   -0.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2820   -2.3102   -0.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1600   -3.7090    0.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6096   -3.2246    1.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8689   -3.1208    0.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5466    1.6595   -0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4275    3.0184    0.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8914    0.3775    1.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8452    1.8629    1.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3289    2.6503   -0.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8945    2.0564   -1.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8247    3.5259   -0.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942    2.5499    0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5858    2.6326   -1.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6222   -0.0097   -0.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0428   -1.4799    0.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5194   -2.0785   -1.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3665   -1.7004   -2.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1324   -1.5807   -2.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0600   -0.1067   -2.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1257   -3.4526   -1.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035   -3.5316   -1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9848   -3.4403    0.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8329    0.1045   -0.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7246   -1.3632    0.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4904   -1.8883   -0.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6054    0.7608    1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4927    1.1935    0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2667    2.9901    0.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9380    2.9948   -1.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2315    0.5366   -1.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3390   -1.2785    0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3536   -6.4784   -0.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6882   -5.8401   -0.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7142   -3.0862   -2.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0130    0.5406    1.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4546    1.6589    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3875    2.7397    1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3440    4.7170    2.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5748    5.9366    2.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 40 42  1  0
 42 43  2  0
 43 44  1  0
 44 45  2  0
 35 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  2  0
 50 52  1  0
 50 53  1  0
 48 33  1  0
 45 36  1  0
 45 39  1  0
  1 54  1  0
  1 55  1  0
  3 56  1  0
  3 57  1  0
  3 58  1  0
  7 59  1  0
  7 60  1  0
  8 61  1  0
  8 62  1  0
  9 63  1  0
 12 64  1  0
 12 65  1  0
 13 66  1  0
 13 67  1  0
 14 68  1  0
 17 69  1  1
 18 70  1  0
 20 71  1  0
 20 72  1  0
 20 73  1  0
 21 74  1  0
 21 75  1  0
 21 76  1  0
 22 77  1  0
 22 78  1  0
 26 79  1  0
 30 80  1  0
 32 81  1  0
 32 82  1  0
 33 83  1  6
 35 84  1  6
 37 85  1  0
 41 86  1  0
 41 87  1  0
 43 88  1  0
 46 89  1  1
 47 90  1  0
 48 91  1  1
 52 92  1  0
 53 93  1  0
M  END


  Mrv1652304272016532D          

 53 55  0  0  1  0            999 V2000
   26.1271   -2.9602    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   25.4597   -2.4753    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8722   -3.7448    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.7922   -2.9602    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.0472   -3.7448    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   26.3571   -4.4123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3814   -7.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.1241   -7.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6668   -7.4137    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.9525   -7.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2380   -7.4137    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6953   -5.7637    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9525   -6.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6953   -4.9387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.2664   -4.9387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9808   -4.5260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4097   -3.7011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2828   -2.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6953   -3.2886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1078   -2.5742    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9808   -3.7011    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.2663   -3.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.1241   -3.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7742   -3.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.4242   -3.2886    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9492   -2.4635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9492   -4.1136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5992   -2.4635    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5992   -4.1136    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9492   -3.2886    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.5992   -3.2886    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.0076   -2.7052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5622   -4.4123    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.7372   -5.2373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3872   -5.2373    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5622   -5.2373    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.5622   -6.0622    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9117   -2.7052    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5249   -3.2573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.2473   -1.9516    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2393   -2.8448    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5249   -4.0823    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.0678   -2.0378    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9538   -3.2572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2394   -4.4947    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9538   -4.0822    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6682   -2.8447    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.8387   -7.0011    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   21.5532   -8.2387    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5532   -7.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2677   -6.1762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2677   -7.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.9821   -7.4137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  1  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3  6  1  6  0  0  0
  4 32  1  1  0  0  0
  5  4  1  0  0  0  0
  5 33  1  6  0  0  0
  9  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 48  1  0  0  0  0
 10  9  1  0  0  0  0
 13 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 16 21  1  0  0  0  0
 19 17  1  0  0  0  0
 17 23  1  0  0  0  0
 19 18  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  6  0  0  0
 23 30  1  0  0  0  0
 30 24  1  0  0  0  0
 24 31  1  0  0  0  0
 31 25  1  0  0  0  0
 32 25  1  0  0  0  0
 30 26  2  0  0  0  0
 30 27  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  1  0  0  0  0
 33 36  1  0  0  0  0
 36 34  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  2  0  0  0  0
 39 38  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  2  0  0  0  0
 42 39  1  0  0  0  0
 43 40  2  0  0  0  0
 44 41  1  0  0  0  0
 43 41  1  0  0  0  0
 45 42  2  0  0  0  0
 46 44  2  0  0  0  0
 47 44  1  0  0  0  0
 46 45  1  0  0  0  0
 48 50  1  0  0  0  0
 50 49  2  0  0  0  0
 50 52  1  0  0  0  0
 52 51  1  0  0  0  0
 52 53  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001011

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=C)C(=O)SCCNC(=O)CCNC(=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=C1N=CN=C2N

> <INCHI_IDENTIFIER>
InChI=1S/C25H40N7O17P3S/c1-13(2)24(37)53-8-7-27-15(33)5-6-28-22(36)19(35)25(3,4)10-46-52(43,44)49-51(41,42)45-9-14-18(48-50(38,39)40)17(34)23(47-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-12,14,17-19,23,34-35H,1,5-10H2,2-4H3,(H,27,33)(H,28,36)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,17-,18-,19+,23-/m1/s1

> <INCHI_KEY>
NPALUEYCDZWBOV-NDZSKPAWSA-N

> <FORMULA>
C25H40N7O17P3S

> <MOLECULAR_WEIGHT>
835.608

> <EXACT_MASS>
835.141423115

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
93

> <JCHEM_AVERAGE_POLARIZABILITY>
75.4920051535263

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-{[2-({2-[(2-methylprop-2-enoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-0.38

> <JCHEM_LOGP>
-4.496442283481292

> <ALOGPS_LOGS>
-2.31

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.9001207347761846

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8209787813398228

> <JCHEM_PKA_STRONGEST_BASIC>
4.006053268556904

> <JCHEM_POLAR_SURFACE_AREA>
363.6299999999999

> <JCHEM_REFRACTIVITY>
181.2128

> <JCHEM_ROTATABLE_BOND_COUNT>
21

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.11e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methacrylyl-coa

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001011
     RDKit          3D
Methacrylyl-CoA
 93 95  0  0  0  0  0  0  0  0999 V2000
   11.5868   -1.4242   -0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3653   -1.5653    0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7835   -3.0099    0.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8567   -0.5445    1.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6525   -1.0577    2.4639 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6009    1.1528    1.5623 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.3906    1.8631    0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9742    1.4575    0.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0060    2.0512    0.0494 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6334    1.8171    0.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2593    1.0876    1.1875 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6533    2.4298   -0.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2306    2.1275   -0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9140    0.7331   -0.3656 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5870    0.2475   -0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474    1.1373    0.2110 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2780   -1.2002   -0.1024 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4158   -1.9523   -0.4181 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0937   -1.5892   -0.9102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2150   -1.1941   -2.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049   -3.1112   -0.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8429   -1.0003   -0.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2767   -1.3942   -1.1325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6333   -0.6786   -0.4131 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.2758    0.0601    0.8527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7169   -1.9546   -0.0744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3616    0.3940   -1.4815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0975    1.6736   -0.6348 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.3208    2.9306   -1.0301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9517    1.4274    1.0138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6813    1.7987   -1.1471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5558    2.0781   -0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9840    2.1784   -0.6137 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.2648    0.9566   -1.1889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3126    0.3704   -0.5493 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.1779   -1.0595   -0.3635 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2010   -1.7107    0.2992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4022   -3.0386    0.2650 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5320   -3.2623   -0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2001   -4.4374   -0.7734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7032   -5.6972   -0.3718 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3382   -4.3266   -1.5003 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7945   -3.1129   -1.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1360   -1.9889   -1.5359 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9946   -2.0376   -0.8112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5603    1.0905    0.7510 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.8812    1.1446    1.1150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9480    2.4376    0.4819 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.8780    3.4186    0.2177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8899    4.6961    1.2620 P   0  0  0  0  0  5  0  0  0  0  0  0
   -8.2141    5.9333    0.7625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1883    4.2302    2.7432 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5154    5.0948    1.6159 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2149   -0.4968   -0.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2820   -2.3102   -0.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1600   -3.7090    0.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6096   -3.2246    1.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8689   -3.1208    0.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5466    1.6595   -0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4275    3.0184    0.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8914    0.3775    1.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8452    1.8629    1.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3289    2.6503   -0.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8945    2.0564   -1.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8247    3.5259   -0.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942    2.5499    0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5858    2.6326   -1.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6222   -0.0097   -0.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0428   -1.4799    0.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5194   -2.0785   -1.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3665   -1.7004   -2.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1324   -1.5807   -2.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0600   -0.1067   -2.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1257   -3.4526   -1.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035   -3.5316   -1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9848   -3.4403    0.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8329    0.1045   -0.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7246   -1.3632    0.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4904   -1.8883   -0.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6054    0.7608    1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4927    1.1935    0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2667    2.9901    0.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9380    2.9948   -1.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2315    0.5366   -1.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3390   -1.2785    0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3536   -6.4784   -0.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6882   -5.8401   -0.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7142   -3.0862   -2.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0130    0.5406    1.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4546    1.6589    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3875    2.7397    1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3440    4.7170    2.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5748    5.9366    2.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 40 42  1  0
 42 43  2  0
 43 44  1  0
 44 45  2  0
 35 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  2  0
 50 52  1  0
 50 53  1  0
 48 33  1  0
 45 36  1  0
 45 39  1  0
  1 54  1  0
  1 55  1  0
  3 56  1  0
  3 57  1  0
  3 58  1  0
  7 59  1  0
  7 60  1  0
  8 61  1  0
  8 62  1  0
  9 63  1  0
 12 64  1  0
 12 65  1  0
 13 66  1  0
 13 67  1  0
 14 68  1  0
 17 69  1  1
 18 70  1  0
 20 71  1  0
 20 72  1  0
 20 73  1  0
 21 74  1  0
 21 75  1  0
 21 76  1  0
 22 77  1  0
 22 78  1  0
 26 79  1  0
 30 80  1  0
 32 81  1  0
 32 82  1  0
 33 83  1  6
 35 84  1  6
 37 85  1  0
 41 86  1  0
 41 87  1  0
 43 88  1  0
 46 89  1  1
 47 90  1  0
 48 91  1  1
 52 92  1  0
 53 93  1  0
M  END

HEADER    PROTEIN                                 27-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-APR-20         0                                  
HETATM    1  C   UNK     0      48.771  -5.526   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      47.525  -4.621   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      48.295  -6.990   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      46.279  -5.526   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      46.755  -6.990   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      49.200  -8.236   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      36.179 -13.069   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      37.565 -13.839   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      34.845 -13.839   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      33.511 -13.069   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      32.178 -13.839   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      34.898 -10.759   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      33.511 -11.529   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      34.898  -9.219   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      32.231  -9.219   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      33.564  -8.449   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      36.231  -6.909   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      34.128  -4.805   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      34.898  -6.139   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      35.668  -4.805   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      33.564  -6.909   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      32.230  -6.139   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      37.565  -6.139   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      40.645  -6.139   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      43.725  -6.139   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      39.105  -4.599   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      39.105  -7.679   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      42.185  -4.599   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      42.185  -7.679   0.000  0.00  0.00           O+0
HETATM   30  P   UNK     0      39.105  -6.139   0.000  0.00  0.00           P+0
HETATM   31  P   UNK     0      42.185  -6.139   0.000  0.00  0.00           P+0
HETATM   32  C   UNK     0      44.814  -5.050   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      45.849  -8.236   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      44.309  -9.776   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      47.389  -9.776   0.000  0.00  0.00           O+0
HETATM   36  P   UNK     0      45.849  -9.776   0.000  0.00  0.00           P+0
HETATM   37  O   UNK     0      45.849 -11.316   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0      50.235  -5.050   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      51.380  -6.080   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      50.862  -3.643   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      52.713  -5.310   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      51.380  -7.620   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0      52.393  -3.804   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      54.047  -6.080   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      52.714  -8.390   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0      54.047  -7.620   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0      55.381  -5.310   0.000  0.00  0.00           N+0
HETATM   48  S   UNK     0      38.899 -13.069   0.000  0.00  0.00           S+0
HETATM   49  O   UNK     0      40.233 -15.379   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      40.233 -13.839   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      41.566 -11.529   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      41.566 -13.069   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      42.900 -13.839   0.000  0.00  0.00           C+0
CONECT    1   38    2    3                                                  
CONECT    2    1    4                                                       
CONECT    3    1    5    6                                                  
CONECT    4    2   32    5                                                  
CONECT    5    3    4   33                                                  
CONECT    6    3                                                            
CONECT    7    9    8                                                       
CONECT    8    7   48                                                       
CONECT    9    7   10                                                       
CONECT   10    9   13   11                                                  
CONECT   11   10                                                            
CONECT   12   14   13                                                       
CONECT   13   10   12                                                       
CONECT   14   12   16                                                       
CONECT   15   16                                                            
CONECT   16   14   15   21                                                  
CONECT   17   19   23                                                       
CONECT   18   19                                                            
CONECT   19   17   18   21   20                                             
CONECT   20   19                                                            
CONECT   21   16   19   22                                                  
CONECT   22   21                                                            
CONECT   23   17   30                                                       
CONECT   24   30   31                                                       
CONECT   25   31   32                                                       
CONECT   26   30                                                            
CONECT   27   30                                                            
CONECT   28   31                                                            
CONECT   29   31                                                            
CONECT   30   23   24   26   27                                             
CONECT   31   24   25   28   29                                             
CONECT   32    4   25                                                       
CONECT   33    5   36                                                       
CONECT   34   36                                                            
CONECT   35   36                                                            
CONECT   36   33   34   35   37                                             
CONECT   37   36                                                            
CONECT   38    1   39   40                                                  
CONECT   39   38   41   42                                                  
CONECT   40   38   43                                                       
CONECT   41   39   44   43                                                  
CONECT   42   39   45                                                       
CONECT   43   40   41                                                       
CONECT   44   41   46   47                                                  
CONECT   45   42   46                                                       
CONECT   46   44   45                                                       
CONECT   47   44                                                            
CONECT   48    8   50                                                       
CONECT   49   50                                                            
CONECT   50   48   49   52                                                  
CONECT   51   52                                                            
CONECT   52   50   51   53                                                  
CONECT   53   52                                                            
MASTER        0    0    0    0    0    0    0    0   53    0  110    0
END

COMPND    HMDB0001011
HETATM    1  C1  UNL     1      11.587  -1.424  -0.390  1.00  0.00           C  
HETATM    2  C2  UNL     1      12.365  -1.565   0.642  1.00  0.00           C  
HETATM    3  C3  UNL     1      12.783  -3.010   0.927  1.00  0.00           C  
HETATM    4  C4  UNL     1      12.857  -0.544   1.520  1.00  0.00           C  
HETATM    5  O1  UNL     1      13.652  -1.058   2.464  1.00  0.00           O  
HETATM    6  S1  UNL     1      12.601   1.153   1.562  1.00  0.00           S  
HETATM    7  C5  UNL     1      11.391   1.863   0.525  1.00  0.00           C  
HETATM    8  C6  UNL     1       9.974   1.458   0.935  1.00  0.00           C  
HETATM    9  N1  UNL     1       9.006   2.051   0.049  1.00  0.00           N  
HETATM   10  C7  UNL     1       7.633   1.817   0.241  1.00  0.00           C  
HETATM   11  O2  UNL     1       7.259   1.088   1.187  1.00  0.00           O  
HETATM   12  C8  UNL     1       6.653   2.430  -0.669  1.00  0.00           C  
HETATM   13  C9  UNL     1       5.231   2.128  -0.339  1.00  0.00           C  
HETATM   14  N2  UNL     1       4.914   0.733  -0.366  1.00  0.00           N  
HETATM   15  C10 UNL     1       3.587   0.247  -0.069  1.00  0.00           C  
HETATM   16  O3  UNL     1       2.747   1.137   0.211  1.00  0.00           O  
HETATM   17  C11 UNL     1       3.278  -1.200  -0.102  1.00  0.00           C  
HETATM   18  O4  UNL     1       4.416  -1.952  -0.418  1.00  0.00           O  
HETATM   19  C12 UNL     1       2.094  -1.589  -0.910  1.00  0.00           C  
HETATM   20  C13 UNL     1       2.215  -1.194  -2.367  1.00  0.00           C  
HETATM   21  C14 UNL     1       2.005  -3.111  -0.874  1.00  0.00           C  
HETATM   22  C15 UNL     1       0.843  -1.000  -0.350  1.00  0.00           C  
HETATM   23  O5  UNL     1      -0.277  -1.394  -1.132  1.00  0.00           O  
HETATM   24  P1  UNL     1      -1.633  -0.679  -0.413  1.00  0.00           P  
HETATM   25  O6  UNL     1      -1.276   0.060   0.853  1.00  0.00           O  
HETATM   26  O7  UNL     1      -2.717  -1.955  -0.074  1.00  0.00           O  
HETATM   27  O8  UNL     1      -2.362   0.394  -1.482  1.00  0.00           O  
HETATM   28  P2  UNL     1      -3.097   1.674  -0.635  1.00  0.00           P  
HETATM   29  O9  UNL     1      -2.321   2.931  -1.030  1.00  0.00           O  
HETATM   30  O10 UNL     1      -2.952   1.427   1.014  1.00  0.00           O  
HETATM   31  O11 UNL     1      -4.681   1.799  -1.147  1.00  0.00           O  
HETATM   32  C16 UNL     1      -5.556   2.078  -0.071  1.00  0.00           C  
HETATM   33  C17 UNL     1      -6.984   2.178  -0.614  1.00  0.00           C  
HETATM   34  O12 UNL     1      -7.265   0.957  -1.189  1.00  0.00           O  
HETATM   35  C18 UNL     1      -8.313   0.370  -0.549  1.00  0.00           C  
HETATM   36  N3  UNL     1      -8.178  -1.059  -0.363  1.00  0.00           N  
HETATM   37  C19 UNL     1      -7.201  -1.711   0.299  1.00  0.00           C  
HETATM   38  N4  UNL     1      -7.402  -3.039   0.265  1.00  0.00           N  
HETATM   39  C20 UNL     1      -8.532  -3.262  -0.433  1.00  0.00           C  
HETATM   40  C21 UNL     1      -9.200  -4.437  -0.773  1.00  0.00           C  
HETATM   41  N5  UNL     1      -8.703  -5.697  -0.372  1.00  0.00           N  
HETATM   42  N6  UNL     1     -10.338  -4.327  -1.500  1.00  0.00           N  
HETATM   43  C22 UNL     1     -10.794  -3.113  -1.873  1.00  0.00           C  
HETATM   44  N7  UNL     1     -10.136  -1.989  -1.536  1.00  0.00           N  
HETATM   45  C23 UNL     1      -8.995  -2.038  -0.811  1.00  0.00           C  
HETATM   46  C24 UNL     1      -8.560   1.091   0.751  1.00  0.00           C  
HETATM   47  O13 UNL     1      -9.881   1.145   1.115  1.00  0.00           O  
HETATM   48  C25 UNL     1      -7.948   2.438   0.482  1.00  0.00           C  
HETATM   49  O14 UNL     1      -8.878   3.419   0.218  1.00  0.00           O  
HETATM   50  P3  UNL     1      -8.890   4.696   1.262  1.00  0.00           P  
HETATM   51  O15 UNL     1      -8.214   5.933   0.763  1.00  0.00           O  
HETATM   52  O16 UNL     1      -8.188   4.230   2.743  1.00  0.00           O  
HETATM   53  O17 UNL     1     -10.515   5.095   1.616  1.00  0.00           O  
HETATM   54  H1  UNL     1      11.215  -0.497  -0.714  1.00  0.00           H  
HETATM   55  H2  UNL     1      11.282  -2.310  -0.978  1.00  0.00           H  
HETATM   56  H3  UNL     1      12.160  -3.709   0.342  1.00  0.00           H  
HETATM   57  H4  UNL     1      12.610  -3.225   2.000  1.00  0.00           H  
HETATM   58  H5  UNL     1      13.869  -3.121   0.736  1.00  0.00           H  
HETATM   59  H6  UNL     1      11.547   1.660  -0.547  1.00  0.00           H  
HETATM   60  H7  UNL     1      11.427   3.018   0.570  1.00  0.00           H  
HETATM   61  H8  UNL     1       9.891   0.377   1.032  1.00  0.00           H  
HETATM   62  H9  UNL     1       9.845   1.863   1.987  1.00  0.00           H  
HETATM   63  H10 UNL     1       9.329   2.650  -0.726  1.00  0.00           H  
HETATM   64  H11 UNL     1       6.895   2.056  -1.708  1.00  0.00           H  
HETATM   65  H12 UNL     1       6.825   3.526  -0.728  1.00  0.00           H  
HETATM   66  H13 UNL     1       4.994   2.550   0.661  1.00  0.00           H  
HETATM   67  H14 UNL     1       4.586   2.633  -1.089  1.00  0.00           H  
HETATM   68  H15 UNL     1       5.622  -0.010  -0.600  1.00  0.00           H  
HETATM   69  H16 UNL     1       3.043  -1.480   0.967  1.00  0.00           H  
HETATM   70  H17 UNL     1       4.519  -2.078  -1.392  1.00  0.00           H  
HETATM   71  H18 UNL     1       1.367  -1.700  -2.897  1.00  0.00           H  
HETATM   72  H19 UNL     1       3.132  -1.581  -2.847  1.00  0.00           H  
HETATM   73  H20 UNL     1       2.060  -0.107  -2.519  1.00  0.00           H  
HETATM   74  H21 UNL     1       1.126  -3.453  -1.459  1.00  0.00           H  
HETATM   75  H22 UNL     1       2.903  -3.532  -1.344  1.00  0.00           H  
HETATM   76  H23 UNL     1       1.985  -3.440   0.182  1.00  0.00           H  
HETATM   77  H24 UNL     1       0.833   0.104  -0.423  1.00  0.00           H  
HETATM   78  H25 UNL     1       0.725  -1.363   0.705  1.00  0.00           H  
HETATM   79  H26 UNL     1      -3.490  -1.888  -0.685  1.00  0.00           H  
HETATM   80  H27 UNL     1      -3.605   0.761   1.335  1.00  0.00           H  
HETATM   81  H28 UNL     1      -5.493   1.193   0.595  1.00  0.00           H  
HETATM   82  H29 UNL     1      -5.267   2.990   0.465  1.00  0.00           H  
HETATM   83  H30 UNL     1      -6.938   2.995  -1.380  1.00  0.00           H  
HETATM   84  H31 UNL     1      -9.231   0.537  -1.185  1.00  0.00           H  
HETATM   85  H32 UNL     1      -6.339  -1.279   0.814  1.00  0.00           H  
HETATM   86  H33 UNL     1      -9.354  -6.478  -0.201  1.00  0.00           H  
HETATM   87  H34 UNL     1      -7.688  -5.840  -0.248  1.00  0.00           H  
HETATM   88  H35 UNL     1     -11.714  -3.086  -2.457  1.00  0.00           H  
HETATM   89  H36 UNL     1      -8.013   0.541   1.544  1.00  0.00           H  
HETATM   90  H37 UNL     1     -10.455   1.659   0.500  1.00  0.00           H  
HETATM   91  H38 UNL     1      -7.387   2.740   1.390  1.00  0.00           H  
HETATM   92  H39 UNL     1      -7.344   4.717   2.910  1.00  0.00           H  
HETATM   93  H40 UNL     1     -10.575   5.937   2.133  1.00  0.00           H  
CONECT    1    2    2   54   55
CONECT    2    3    4
CONECT    3   56   57   58
CONECT    4    5    5    6
CONECT    6    7
CONECT    7    8   59   60
CONECT    8    9   61   62
CONECT    9   10   63
CONECT   10   11   11   12
CONECT   12   13   64   65
CONECT   13   14   66   67
CONECT   14   15   68
CONECT   15   16   16   17
CONECT   17   18   19   69
CONECT   18   70
CONECT   19   20   21   22
CONECT   20   71   72   73
CONECT   21   74   75   76
CONECT   22   23   77   78
CONECT   23   24
CONECT   24   25   25   26   27
CONECT   26   79
CONECT   27   28
CONECT   28   29   29   30   31
CONECT   30   80
CONECT   31   32
CONECT   32   33   81   82
CONECT   33   34   48   83
CONECT   34   35
CONECT   35   36   46   84
CONECT   36   37   45
CONECT   37   38   38   85
CONECT   38   39
CONECT   39   40   40   45
CONECT   40   41   42
CONECT   41   86   87
CONECT   42   43   43
CONECT   43   44   88
CONECT   44   45   45
CONECT   46   47   48   89
CONECT   47   90
CONECT   48   49   91
CONECT   49   50
CONECT   50   51   51   52   53
CONECT   52   92
CONECT   53   93
END

HMDB0001011
     RDKit          3D
Methacrylyl-CoA
 93 95  0  0  0  0  0  0  0  0999 V2000
   11.5868   -1.4242   -0.3895 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3653   -1.5653    0.6415 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7835   -3.0099    0.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8567   -0.5445    1.5202 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6525   -1.0577    2.4639 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.6009    1.1528    1.5623 S   0  0  0  0  0  0  0  0  0  0  0  0
   11.3906    1.8631    0.5251 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9742    1.4575    0.9348 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0060    2.0512    0.0494 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.6334    1.8171    0.2407 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2593    1.0876    1.1875 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6533    2.4298   -0.6692 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2306    2.1275   -0.3393 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9140    0.7331   -0.3656 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5870    0.2475   -0.0689 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7474    1.1373    0.2110 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2780   -1.2002   -0.1024 C   0  0  2  0  0  0  0  0  0  0  0  0
    4.4158   -1.9523   -0.4181 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0937   -1.5892   -0.9102 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2150   -1.1941   -2.3673 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0049   -3.1112   -0.8745 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8429   -1.0003   -0.3501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2767   -1.3942   -1.1325 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6333   -0.6786   -0.4131 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.2758    0.0601    0.8527 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7169   -1.9546   -0.0744 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3616    0.3940   -1.4815 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0975    1.6736   -0.6348 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.3208    2.9306   -1.0301 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9517    1.4274    1.0138 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6813    1.7987   -1.1471 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5558    2.0781   -0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9840    2.1784   -0.6137 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.2648    0.9566   -1.1889 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3126    0.3704   -0.5493 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.1779   -1.0595   -0.3635 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2010   -1.7107    0.2992 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4022   -3.0386    0.2650 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5320   -3.2623   -0.4333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2001   -4.4374   -0.7734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7032   -5.6972   -0.3718 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3382   -4.3266   -1.5003 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7945   -3.1129   -1.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1360   -1.9889   -1.5359 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9946   -2.0376   -0.8112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5603    1.0905    0.7510 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.8812    1.1446    1.1150 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9480    2.4376    0.4819 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.8780    3.4186    0.2177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8899    4.6961    1.2620 P   0  0  0  0  0  5  0  0  0  0  0  0
   -8.2141    5.9333    0.7625 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1883    4.2302    2.7432 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5154    5.0948    1.6159 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.2149   -0.4968   -0.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2820   -2.3102   -0.9779 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1600   -3.7090    0.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6096   -3.2246    1.9997 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.8689   -3.1208    0.7360 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5466    1.6595   -0.5472 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4275    3.0184    0.5702 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8914    0.3775    1.0321 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8452    1.8629    1.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3289    2.6503   -0.7264 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8945    2.0564   -1.7082 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8247    3.5259   -0.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9942    2.5499    0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5858    2.6326   -1.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6222   -0.0097   -0.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0428   -1.4799    0.9666 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5194   -2.0785   -1.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3665   -1.7004   -2.8968 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1324   -1.5807   -2.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0600   -0.1067   -2.5188 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1257   -3.4526   -1.4588 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9035   -3.5316   -1.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9848   -3.4403    0.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8329    0.1045   -0.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7246   -1.3632    0.7046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4904   -1.8883   -0.6848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6054    0.7608    1.3345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4927    1.1935    0.5953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2667    2.9901    0.4652 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9380    2.9948   -1.3800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2315    0.5366   -1.1849 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3390   -1.2785    0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3536   -6.4784   -0.2009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6882   -5.8401   -0.2479 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7142   -3.0862   -2.4565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0130    0.5406    1.5444 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4546    1.6589    0.5005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3875    2.7397    1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3440    4.7170    2.9105 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5748    5.9366    2.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 22 23  1  0
 23 24  1  0
 24 25  2  0
 24 26  1  0
 24 27  1  0
 27 28  1  0
 28 29  2  0
 28 30  1  0
 28 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 39 40  2  0
 40 41  1  0
 40 42  1  0
 42 43  2  0
 43 44  1  0
 44 45  2  0
 35 46  1  0
 46 47  1  0
 46 48  1  0
 48 49  1  0
 49 50  1  0
 50 51  2  0
 50 52  1  0
 50 53  1  0
 48 33  1  0
 45 36  1  0
 45 39  1  0
  1 54  1  0
  1 55  1  0
  3 56  1  0
  3 57  1  0
  3 58  1  0
  7 59  1  0
  7 60  1  0
  8 61  1  0
  8 62  1  0
  9 63  1  0
 12 64  1  0
 12 65  1  0
 13 66  1  0
 13 67  1  0
 14 68  1  0
 17 69  1  1
 18 70  1  0
 20 71  1  0
 20 72  1  0
 20 73  1  0
 21 74  1  0
 21 75  1  0
 21 76  1  0
 22 77  1  0
 22 78  1  0
 26 79  1  0
 30 80  1  0
 32 81  1  0
 32 82  1  0
 33 83  1  6
 35 84  1  6
 37 85  1  0
 41 86  1  0
 41 87  1  0
 43 88  1  0
 46 89  1  1
 47 90  1  0
 48 91  1  1
 52 92  1  0
 53 93  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Methylprop-2-enoyl-CoA	ChEBI
Methylacrylyl-CoA	ChEBI
S-Methacryloyl-CoA	ChEBI
S-Methacryloyl-coenzyme A	ChEBI
Methacrylyl-CoA	Kegg
coenzyme A, Methacrylyl	MeSH
Methacrylyl-coenzyme A	ChEBI
Methacryloyl-CoA	HMDB
Methacryloyl-coenzyme A	HMDB
Methacrylyl coenzyme A	HMDB
Methylacrylyl-coenzyme A	HMDB

Chemical Formula

C₂₅H₄₀N₇O₁₇P₃S

Average Molecular Weight

835.608

Monoisotopic Molecular Weight

835.141423115

IUPAC Name

{[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({hydroxy[(3R)-3-hydroxy-2,2-dimethyl-3-{[2-({2-[(2-methylprop-2-enoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

Traditional Name

methacrylyl-coa

CAS Registry Number

6008-91-9

SMILES

CC(=C)C(=O)SCCNC(=O)CCNC(=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=C1N=CN=C2N

InChI Identifier

InChI=1S/C25H40N7O17P3S/c1-13(2)24(37)53-8-7-27-15(33)5-6-28-22(36)19(35)25(3,4)10-46-52(43,44)49-51(41,42)45-9-14-18(48-50(38,39)40)17(34)23(47-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-12,14,17-19,23,34-35H,1,5-10H2,2-4H3,(H,27,33)(H,28,36)(H,41,42)(H,43,44)(H2,26,29,30)(H2,38,39,40)/t14-,17-,18-,19+,23-/m1/s1

InChI Key

NPALUEYCDZWBOV-NDZSKPAWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as organic pyrophosphates. These are organic compounds containing the pyrophosphate oxoanion, with the structure OP([O-])(=O)OP(O)([O-])=O.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organic oxoanionic compounds

Sub Class

Organic pyrophosphates

Direct Parent

Organic pyrophosphates

Alternative Parents

Substituents

Organic pyrophosphate
Monoalkyl phosphate
Alkyl phosphate
Phosphoric acid ester
Organic phosphoric acid derivative
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Mitochondrion (HMDB: HMDB0001011)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0001011)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0001011)

Source

Exogenous

Exogenous (HMDB: HMDB0001011)

Food

Food (HMDB: HMDB0001011)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Herb and spice mixture

Curry powder (FooDB: FOOD00678)

Vegetable

Cabbage

Onion-family vegetable

Root vegetable

Shoot vegetable

Leaf vegetable

Common beet (FooDB: FOOD00025)
Endive (FooDB: FOOD00048)
Rocket salad (ssp.) (FooDB: FOOD00077)
Swamp cabbage (FooDB: FOOD00091)
Lettuce (FooDB: FOOD00095)
Garden cress (FooDB: FOOD00099)
Spinach (FooDB: FOOD00178)
Swiss chard (FooDB: FOOD00237)
Chicory leaves (FooDB: FOOD00250)
Garland chrysanthemum (FooDB: FOOD00333)
Corn salad (FooDB: FOOD00340)
Jute (FooDB: FOOD00389)
Lambsquarters (FooDB: FOOD00394)
Malabar spinach (FooDB: FOOD00404)
New Zealand spinach (FooDB: FOOD00415)
Yautia (FooDB: FOOD00510)
Ostrich fern (FooDB: FOOD00556)
Romaine lettuce (FooDB: FOOD00888)
Iceberg lettuce (FooDB: FOOD00973)
Pea shoots (FooDB: FOOD00975)
Yau choy (FooDB: FOOD00976)
Water spinach (FooDB: FOOD00977)

Fruit vegetable

Pepper (FooDB: FOOD00040)
Olive (FooDB: FOOD00121)
Avocado (FooDB: FOOD00130)
Garden tomato (FooDB: FOOD00171)
Cherry tomato (FooDB: FOOD00172)
Garden tomato (var.) (FooDB: FOOD00173)
Eggplant (FooDB: FOOD00174)
Pepper (C. baccatum) (FooDB: FOOD00231)
Pepper (C. chinense) (FooDB: FOOD00232)
Pepper (Capsicum) (FooDB: FOOD00233)
Groundcherry (FooDB: FOOD00371)
Pepper (C. frutescens) (FooDB: FOOD00428)
Mexican groundcherry (FooDB: FOOD00491)
Pepper (C. pubescens) (FooDB: FOOD00849)
Green bell pepper (FooDB: FOOD00877)
Yellow bell pepper (FooDB: FOOD00878)
Orange bell pepper (FooDB: FOOD00879)
Red bell pepper (FooDB: FOOD00880)
Italian sweet red pepper (FooDB: FOOD00881)
Jalapeno pepper (FooDB: FOOD00955)
Cubanelle pepper (FooDB: FOOD00971)

Tuber

Stalk vegetable

Other vegetable

Giant butterbur (FooDB: FOOD00314)
Carob (FooDB: FOOD00321)
Chinese water chestnut (FooDB: FOOD00332)
Horseradish tree (FooDB: FOOD00379)
Sacred lotus (FooDB: FOOD00402)
Nopal (FooDB: FOOD00416)
Okra (FooDB: FOOD00420)
Sesbania flower (FooDB: FOOD00469)
Agave (FooDB: FOOD00563)
Narrowleaf cattail (FooDB: FOOD00564)
Heart of palm (FooDB: FOOD00718)
Tree fern (FooDB: FOOD00797)

Mushroom

Castanospermum australe (FooDB: FOOD00893)
Gentiana lutea (FooDB: FOOD00894)
Juniperus communis (FooDB: FOOD00895)
Albizia gummifera (FooDB: FOOD00896)

Fruit

Tropical fruit

Citrus

Lime (FooDB: FOOD00053)
Lemon (FooDB: FOOD00054)
Pummelo (FooDB: FOOD00055)
Mandarin orange (Clementine, Tangerine) (FooDB: FOOD00056)
Sweet orange (FooDB: FOOD00057)
Grapefruit/Pummelo hybrid (FooDB: FOOD00255)
Grapefruit (FooDB: FOOD00256)
Persian lime (FooDB: FOOD00543)
Sour orange (FooDB: FOOD00918)
Mikan (FooDB: FOOD00932)
Clementine (FooDB: FOOD00959)

Pome

Berry

Black crowberry (FooDB: FOOD00075)
Strawberry (FooDB: FOOD00083)
Black huckleberry (FooDB: FOOD00084)
Sea-buckthornberry (FooDB: FOOD00087)
Mulberry (FooDB: FOOD00116)
Black mulberry (FooDB: FOOD00117)
Black chokeberry (FooDB: FOOD00136)
Blackcurrant (FooDB: FOOD00155)
Redcurrant (FooDB: FOOD00156)
Gooseberry (FooDB: FOOD00157)
Cloudberry (FooDB: FOOD00161)
Red raspberry (FooDB: FOOD00162)
Black raspberry (FooDB: FOOD00163)
Black elderberry (FooDB: FOOD00166)
Rowanberry (FooDB: FOOD00176)
Vaccinium (Blueberry, Cranberry, Huckleberry) (FooDB: FOOD00188)
Lowbush blueberry (FooDB: FOOD00189)
Sparkleberry (FooDB: FOOD00190)
Highbush blueberry (FooDB: FOOD00191)
American cranberry (FooDB: FOOD00192)
Bilberry (FooDB: FOOD00193)
Lingonberry (FooDB: FOOD00194)
Muscadine grape (FooDB: FOOD00203)
Common grape (FooDB: FOOD00204)
Arctic blackberry (FooDB: FOOD00207)
Bayberry (FooDB: FOOD00209)
Elliott's blueberry (FooDB: FOOD00210)
Canada blueberry (FooDB: FOOD00211)
Bog bilberry (FooDB: FOOD00212)
Buffalo currant (FooDB: FOOD00213)
European cranberry (FooDB: FOOD00217)
Deerberry (FooDB: FOOD00218)
Cascade huckleberry (FooDB: FOOD00220)
Oval-leaf huckleberry (FooDB: FOOD00221)
Evergreen huckleberry (FooDB: FOOD00222)
Red huckleberry (FooDB: FOOD00223)
Summer grape (FooDB: FOOD00227)
Fox grape (FooDB: FOOD00228)
Half-highbush blueberry (FooDB: FOOD00248)
Jostaberry (FooDB: FOOD00257)
Sweet rowanberry (FooDB: FOOD00265)
Skunk currant (FooDB: FOOD00267)
Squashberry (FooDB: FOOD00344)
Elderberry (FooDB: FOOD00358)
Grape (FooDB: FOOD00369)
Alaska blueberry (FooDB: FOOD00380)
Loganberry (FooDB: FOOD00400)
Ohelo berry (FooDB: FOOD00419)
Salmonberry (FooDB: FOOD00456)
Strawberry guava (FooDB: FOOD00482)
Boysenberry (FooDB: FOOD00542)
Chinese bayberry (FooDB: FOOD00852)
Saskatoon berry (FooDB: FOOD00884)
Nanking cherry (FooDB: FOOD00885)
Rabbiteye blueberry (FooDB: FOOD00898)
Blackberry (FooDB: FOOD00906)
Partridge berry (FooDB: FOOD00931)
Green grape (FooDB: FOOD00964)
Red grape (FooDB: FOOD00965)
Black plum (FooDB: FOOD00966)
Black raisin (FooDB: FOOD00968)
Chinese plum (FooDB: FOOD00978)
Green plum (FooDB: FOOD00979)
Wampee (FooDB: FOOD00980)
Goji (FooDB: FOOD00982)
Monk fruit (FooDB: FOOD00983)
Hawthorn (FooDB: FOOD00985)
Lantern fruit (FooDB: FOOD00986)
Cape gooseberry (FooDB: FOOD00988)

Other fruit

Fig (FooDB: FOOD00081)
Date (FooDB: FOOD00135)
Jujube (FooDB: FOOD00388)

Drupe

Prunus (Cherry, Plum) (FooDB: FOOD00143)
Apricot (FooDB: FOOD00144)
Sweet cherry (FooDB: FOOD00145)
Sour cherry (FooDB: FOOD00146)
European plum (FooDB: FOOD00147)
Peach (FooDB: FOOD00149)
Nectarine (FooDB: FOOD00229)
Peach (var.) (FooDB: FOOD00230)
Common chokecherry (FooDB: FOOD00562)

Nut

Cashew nut (FooDB: FOOD00011)
Peanut (FooDB: FOOD00016)
Brazil nut (FooDB: FOOD00024)
Pecan nut (FooDB: FOOD00044)
Chestnut (FooDB: FOOD00045)
Common hazelnut (FooDB: FOOD00062)
Black walnut (FooDB: FOOD00093)
Common walnut (FooDB: FOOD00094)
Pine nut (FooDB: FOOD00138)
Pistachio (FooDB: FOOD00140)
Almond (FooDB: FOOD00148)
Macadamia nut (M. tetraphylla) (FooDB: FOOD00225)
Japanese walnut (FooDB: FOOD00240)
Acorn (FooDB: FOOD00282)
Beech nut (FooDB: FOOD00299)
Butternut (FooDB: FOOD00316)
Chinese chestnut (FooDB: FOOD00331)
European chestnut (FooDB: FOOD00363)
Hazelnut (FooDB: FOOD00376)
Hickory nut (FooDB: FOOD00377)
Japanese chestnut (FooDB: FOOD00385)
Pili nut (FooDB: FOOD00432)
Colorado pinyon (FooDB: FOOD00433)
Macadamia nut (FooDB: FOOD00525)
Walnut (FooDB: FOOD00608)

Cereal and cereal product

Cereal

Cereal product

Pasta (FooDB: FOOD00273)
Bulgur (FooDB: FOOD00741)
Semolina (FooDB: FOOD00745)
Flour (FooDB: FOOD00799)

Dough

Sourdough (FooDB: FOOD00275)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

Lupine (FooDB: FOOD00104)
White lupine (FooDB: FOOD00403)

Bean

Green lentil (FooDB: FOOD00970)

Gourd

Watermelon (FooDB: FOOD00052)
Muskmelon (FooDB: FOOD00064)
Cucumber (FooDB: FOOD00065)
Cucurbita (FooDB: FOOD00066)
Bitter gourd (FooDB: FOOD00115)
Winter squash (FooDB: FOOD00283)
Butternut squash (FooDB: FOOD00317)
Calabash (FooDB: FOOD00318)
Chayote (FooDB: FOOD00325)
Towel gourd (FooDB: FOOD00492)
Wax gourd (FooDB: FOOD00499)
Tinda (FooDB: FOOD00559)
Horned melon (FooDB: FOOD00761)
Sunburst squash (pattypan squash) (FooDB: FOOD00874)
Green zucchini (FooDB: FOOD00875)
Yellow zucchini (FooDB: FOOD00876)
Japanese pumpkin (FooDB: FOOD00886)
Acorn squash (FooDB: FOOD00972)
Cantaloupe melon (FooDB: FOOD00984)

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Soy

Soy bean (FooDB: FOOD00085)

Soy product

Soy sauce (FooDB: FOOD00694)
Miso (FooDB: FOOD00695)
Tofu (FooDB: FOOD00696)
Soy milk (FooDB: FOOD00736)
Soy cream (FooDB: FOOD00784)

Dish

Other dish

Taco shell (FooDB: FOOD00991)
Tostada shell (FooDB: FOOD00992)

Tea

Herbal tea

Hibiscus tea (FooDB: FOOD00723)
Greenthread tea (FooDB: FOOD00820)

Baking good

Wrapper

Wonton wrapper (FooDB: FOOD00818)

Endogenous

Endogenous (HMDB: HMDB0001011)

Animal

Animal (HMDB: HMDB0001011)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0001011)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0001011)
Valine, Leucine, and Isoleucine Degradation (PathBank: SMP0063689)
Valine Degradation (PathBank: SMP0002460)

Disease pathway

2-Methyl-3-hydroxybutryl-CoA Dehydrogenase Deficiency (PathBank: SMP0120439)
Methylmalonate Semialdehyde Dehydrogenase Deficiency (PathBank: SMP0120523)
Isovaleric Acidemia (PathBank: SMP0120589)
3-Methylglutaconic Aciduria Type I (PathBank: SMP0120663)
Beta-Ketothiolase Deficiency (PathBank: SMP0120679)
3-Hydroxyisobutyric Aciduria (PathBank: SMP0120806)
3-Methylcrotonyl-CoA Carboxylase Deficiency Type I (PathBank: SMP0120441)
3-Methylglutaconic Aciduria Type IV (PathBank: SMP0120444)
Methylmalonic Aciduria (PathBank: SMP0120525)
3-Hydroxy-3-methylglutaryl-CoA Lyase Deficiency (PathBank: SMP0120661)
3-Methylglutaconic Aciduria Type III (PathBank: SMP0120664)
Maple Syrup Urine Disease (PathBank: SMP0120516)
Propionic Acidemia (PathBank: SMP0120537)
Isobutyryl-CoA Dehydrogenase Deficiency (PathBank: SMP0120588)
Isovaleric Aciduria (PathBank: SMP0120723)
3-Hydroxyisobutyric Acid Dehydrogenase Deficiency (PathBank: SMP0120586)
2-Methyl-3-hydroxybutryl-CoA Dehydrogenase Deficiency (PathBank: SMP0000137)

Lipid metabolism pathway (HMDB: HMDB0001011)

Cellular process

Cell signaling (HMDB: HMDB0001011)

Biochemical process

Lipid transport (HMDB: HMDB0001011)

Role

Biological role

Energy source (HMDB: HMDB0001011)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0001011)

Physical Properties

State

Solid

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	4.11 g/L	ALOGPS
logP	-0.38	ALOGPS
logP	-4.5	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.01	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	363.63 Å²	ChemAxon
Rotatable Bond Count	21	ChemAxon
Refractivity	181.21 m³·mol⁻¹	ChemAxon
Polarizability	75.49 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+H]+	203.142	30932474
DeepCCS	[M-H]-	201.421	30932474
DeepCCS	[M-2H]-	235.931	30932474
DeepCCS	[M+Na]+	210.646	30932474
AllCCS	[M+H]+	255.2	32859911
AllCCS	[M+H-H2O]+	255.5	32859911
AllCCS	[M+NH4]+	254.8	32859911
AllCCS	[M+Na]+	254.7	32859911
AllCCS	[M-H]-	251.6	32859911
AllCCS	[M+Na-2H]-	255.8	32859911
AllCCS	[M+HCOO]-	260.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methacrylyl-CoA	CC(=C)C(=O)SCCNC(=O)CCNC(=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=C1N=CN=C2N	5885.2	Standard polar	33892256
Methacrylyl-CoA	CC(=C)C(=O)SCCNC(=O)CCNC(=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=C1N=CN=C2N	4214.9	Standard non polar	33892256
Methacrylyl-CoA	CC(=C)C(=O)SCCNC(=O)CCNC(=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=C1N=CN=C2N	6401.4	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 - Methacrylyl-CoA 10V, Positive-QTOF	splash10-00ku-1931000110-3ec874f422a6e3deb972	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methacrylyl-CoA 20V, Positive-QTOF	splash10-000l-0911000000-741f1218f925e5ac21ed	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methacrylyl-CoA 40V, Positive-QTOF	splash10-000l-1910000000-02b32ee7376cf877ba6a	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methacrylyl-CoA 10V, Negative-QTOF	splash10-001i-4930131050-e2a07b8d447657cef398	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methacrylyl-CoA 20V, Negative-QTOF	splash10-001i-2910100000-9d1df21ddd9d65299e9a	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methacrylyl-CoA 40V, Negative-QTOF	splash10-057i-6900100000-8cd28b7e4a514a851a94	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methacrylyl-CoA 10V, Negative-QTOF	splash10-001i-0000000090-7a85e57d7573f7a9c2c7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methacrylyl-CoA 20V, Negative-QTOF	splash10-0ue9-5900202230-1ae694cce25cc8dee287	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methacrylyl-CoA 40V, Negative-QTOF	splash10-004r-9103405700-c2168cafeef4233b13a7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methacrylyl-CoA 10V, Positive-QTOF	splash10-000i-0000000090-0cd9abe4da4775563e23	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methacrylyl-CoA 20V, Positive-QTOF	splash10-000i-2900004340-1e701457f28649ac845e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methacrylyl-CoA 40V, Positive-QTOF	splash10-004i-1039000000-48c4ff5bfb8bde96815f	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Extracellular
Membrane
Mitochondria

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Valine, leucine and isoleucine degradation	Not Available
Beta-Ketothiolase Deficiency		Not Available
2-Methyl-3-Hydroxybutryl CoA Dehydrogenase Deficiency		Not Available
Propionic Acidemia		Not Available
3-Hydroxy-3-Methylglutaryl-CoA Lyase Deficiency		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB01675

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB030999

KNApSAcK ID

Not Available

Chemspider ID

144985

KEGG Compound ID

C03460

BioCyc ID

METHACRYLYL-COA

BiGG ID

Not Available

Wikipedia Link

Methacrylyl-CoA

METLIN ID

Not Available

PubChem Compound

165390

PDB ID

Not Available

ChEBI ID

27754

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Hawes, John W.; Harper, Edwin T. Synthesis of methacrylyl-CoA and (R)- and (S)-3-hydroxyisobutyryl-CoA. Methods in Enzymology (2

Material Safety Data Sheet (MSDS)

Not Available

General References

Shimomura Y, Honda T, Goto H, Nonami T, Kurokawa T, Nagasaki M, Murakami T: Effects of liver failure on the enzymes in the branched-chain amino acid catabolic pathway. Biochem Biophys Res Commun. 2004 Jan 9;313(2):381-5. [PubMed:14684172 ]
Lehnert W, Sass JO: Glutaconyl-CoA is the main toxic agent in glutaryl-CoA dehydrogenase deficiency (glutaric aciduria type I). Med Hypotheses. 2005;65(2):330-3. [PubMed:15922108 ]
Taniguchi K, Nonami T, Nakao A, Harada A, Kurokawa T, Sugiyama S, Fujitsuka N, Shimomura Y, Hutson SM, Harris RA, Takagi H: The valine catabolic pathway in human liver: effect of cirrhosis on enzyme activities. Hepatology. 1996 Dec;24(6):1395-8. [PubMed:8938168 ]

Enzymes

Enzyme Details

1. Short-chain specific acyl-CoA dehydrogenase, mitochondrial

General function:: Involved in acyl-CoA dehydrogenase activity
Specific function:: Not Available
Gene Name:: ACADS
Uniprot ID:: P16219
Molecular weight:: 44296.705

Reactions

Isobutyryl-CoA + Acceptor → Methacrylyl-CoA + Reduced acceptor	details

Enzyme Details

2. Medium-chain specific acyl-CoA dehydrogenase, mitochondrial

General function:: Involved in acyl-CoA dehydrogenase activity
Specific function:: This enzyme is specific for acyl chain lengths of 4 to 16.
Gene Name:: ACADM
Uniprot ID:: P11310
Molecular weight:: 46587.98

Reactions

Isobutyryl-CoA + Acceptor → Methacrylyl-CoA + Reduced acceptor	details

Enzyme Details

3. Peroxisomal bifunctional enzyme

General function:: Involved in oxidoreductase activity
Specific function:: Not Available
Gene Name:: EHHADH
Uniprot ID:: Q08426
Molecular weight:: 69153.26

Reactions

Methacrylyl-CoA + Water → (S)-3-Hydroxyisobutyryl-CoA	details

Enzyme Details

4. Enoyl-CoA hydratase, mitochondrial

General function:: Involved in catalytic activity
Specific function:: Straight-chain enoyl-CoA thioesters from C4 up to at least C16 are processed, although with decreasing catalytic rate.
Gene Name:: ECHS1
Uniprot ID:: P30084
Molecular weight:: 31387.085

Reactions

Methacrylyl-CoA + Water → (S)-3-Hydroxyisobutyryl-CoA	details

Enzyme Details

5. Trifunctional enzyme subunit alpha, mitochondrial

General function:: Involved in oxidoreductase activity
Specific function:: Bifunctional subunit.
Gene Name:: HADHA
Uniprot ID:: P40939
Molecular weight:: 82998.97

Reactions

Methacrylyl-CoA + Water → (S)-3-Hydroxyisobutyryl-CoA	details

Enzyme Details

6. Short/branched chain specific acyl-CoA dehydrogenase, mitochondrial

General function:: Involved in acyl-CoA dehydrogenase activity
Specific function:: Has greatest activity toward short branched chain acyl-CoA derivative such as (s)-2-methylbutyryl-CoA, isobutyryl-CoA, and 2-methylhexanoyl-CoA as well as toward short straight chain acyl-CoAs such as butyryl-CoA and hexanoyl-CoA. Can use valproyl-CoA as substrate and may play a role in controlling the metabolic flux of valproic acid in the development of toxicity of this agent.
Gene Name:: ACADSB
Uniprot ID:: P45954
Molecular weight:: 47485.035

Reactions

Isobutyryl-CoA + Acceptor → Methacrylyl-CoA + Reduced acceptor	details

Enzyme Details

7. Isobutyryl-CoA dehydrogenase, mitochondrial

General function:: Involved in acyl-CoA dehydrogenase activity
Specific function:: Has very high activity toward isobutyryl-CoA. Is an isobutyryl-CoA dehydrogenase that functions in valine catabolism. Plays a role in transcriptional coactivation within the ARC complex.
Gene Name:: ACAD8
Uniprot ID:: Q9UKU7
Molecular weight:: 45069.39

Reactions

Isobutyryl-CoA + Acceptor → Methacrylyl-CoA + Reduced acceptor	details

Showing metabocard for Methacrylyl-CoA (HMDB0001011)

MOL for HMDB0001011 (Methacrylyl-CoA)

3D MOL for HMDB0001011 (Methacrylyl-CoA)

3D SDF for HMDB0001011 (Methacrylyl-CoA)

3D-SDF for HMDB0001011 (Methacrylyl-CoA)

PDB for HMDB0001011 (Methacrylyl-CoA)

3D PDB for HMDB0001011 (Methacrylyl-CoA)

SMILES for HMDB0001011 (Methacrylyl-CoA)

INCHI for HMDB0001011 (Methacrylyl-CoA)

Structure for HMDB0001011 (Methacrylyl-CoA)

3D Structure for HMDB0001011 (Methacrylyl-CoA)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions

Reactions

Reactions

Reactions