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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (8) Show 8 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

HMDB0001157

Secondary Accession Numbers

HMDB01157

Metabolite Identification

Common Name

2-Methylacetoacetyl-CoA

Description

2-Methylacetoacetyl-CoA belongs to the class of organic compounds known as 3-oxo-acyl CoAs. These are organic compounds containing a 3-oxo acylated coenzyme A derivative. 2-Methylacetoacetyl-CoA is a substrate for 3-hydroxyacyl-CoA dehydrogenase type II, 3-ketoacyl-CoA thiolase (mitochondrial), peroxisomal bifunctional enzyme, trifunctional enzyme beta subunit (mitochondrial), short chain 3-hydroxyacyl-CoA dehydrogenase (mitochondrial), and 3-ketoacyl-CoA thiolase (peroxisomal).

Structure

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


  Mrv1652307212017472D          

 55 57  0  0  1  0            999 V2000
   25.6332   -1.4778    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.9658   -0.9929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3783   -2.2624    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.2983   -1.4778    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.5533   -2.2624    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.8632   -2.9299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8875   -5.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6302   -5.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1729   -5.9313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4586   -5.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7441   -5.9313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2014   -4.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4586   -4.6938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2014   -3.4563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7725   -3.4563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4869   -3.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9159   -2.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7889   -1.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2014   -1.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6139   -1.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4869   -2.2187    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.7724   -1.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6302   -1.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2803   -1.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9303   -1.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4552   -0.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4552   -2.6312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1053   -0.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1053   -2.6312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4552   -1.8062    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.1053   -1.8062    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.5137   -1.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0683   -2.9299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2433   -3.7549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8933   -3.7549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0683   -3.7549    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.0683   -4.5799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4178   -1.2229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0310   -1.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7534   -0.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7454   -1.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0310   -2.5999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5739   -0.5554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4599   -1.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7455   -3.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4599   -2.5998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1742   -1.3623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3448   -5.5188    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.2027   -5.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0593   -5.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0593   -6.7563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4882   -5.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4882   -6.7563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7738   -5.5188    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.7738   -4.6938    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 54  1  0  0  0  0
 54 52  1  0  0  0  0
 52 49  1  0  0  0  0
 50 51  2  0  0  0  0
 52 53  2  0  0  0  0
 54 55  1  1  0  0  0
M  END

HMDB0001157
     RDKit          3D
2-Methylacetoacetyl-CoA
 97 99  0  0  0  0  0  0  0  0999 V2000
    8.9492    2.7354    1.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6172    1.7647    0.9613 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0905    1.4477   -0.0857 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9321    1.2222    1.3969 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8734    2.3929    1.5259 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4857    0.2016    0.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5074    0.4890   -0.1393 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7820   -1.4215    0.2676 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.3579   -1.6655    1.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7604   -3.0546    1.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3311   -3.2516   -0.2136 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3513   -2.4703   -0.8579 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7983   -1.5357   -0.2322 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9482   -2.7125   -2.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8861   -1.7460   -2.6891 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6924   -1.8573   -1.8762 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5743   -1.0210   -2.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6077   -0.1762   -3.0583 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3543   -1.1539   -1.2865 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4878   -2.1338   -0.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1415   -1.4129   -2.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9850   -0.2381   -3.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4702   -2.6741   -2.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1000   -1.6008   -1.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4191   -0.5067   -0.5763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8502   -0.7943    0.3096 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.5979   -2.0506    1.1318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1255   -1.1423   -0.7391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1938    0.4418    1.3745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152    1.6172    0.7696 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.8585    1.9516   -0.6655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0286    3.0379    1.7009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8466    1.1966    0.8717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0396    0.2594    1.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5148   -0.1342    1.9791 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.2044    1.0285    2.2711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3386    1.1013    1.5115 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.6934    2.4590    1.1731 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9689    3.5530    1.4412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6211    4.6526    0.9729 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7625    4.2583    0.4057 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7851    4.9423   -0.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6624    6.3584   -0.3038 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8197    4.2571   -0.6932 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8557    2.9133   -0.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8659    2.2401    0.0359 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7960    2.8770    0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1287    0.2880    0.2638 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.2690   -0.3665   -0.1521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0344   -0.6616    0.6918 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4368   -1.9752    0.7126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7076   -3.0013   -0.3317 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.9644   -2.1889   -1.3965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8928   -3.8826   -1.1970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6434   -4.0972    0.3182 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8731    2.4487    1.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0938    3.7527    1.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4052    2.7432    2.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8023    0.8003    2.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4003    2.5462    0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3148    3.3339    1.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6423    2.1939    2.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6952   -1.5520    2.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5822   -0.9324    1.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4971   -3.7979    1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8711   -3.1632    1.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7762   -4.0315   -0.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8413   -2.5449   -2.9006 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6471   -3.7694   -2.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3144   -0.7285   -2.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6615   -1.9801   -3.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6886   -2.5628   -1.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1727   -0.1901   -0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0030   -1.8567    0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1064   -0.0141   -3.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4562   -0.4869   -4.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4608    0.6551   -2.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1230   -2.3770   -3.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0078   -3.3529   -2.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5544   -3.1653   -3.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0162   -2.4787   -0.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9469   -1.7649   -2.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5542   -0.2839   -1.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5530    3.0014    2.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4831   -0.6602    1.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6515    0.6322    2.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5565   -0.8672    2.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1876    0.7074    2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0014    3.6105    1.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4137    7.0061    0.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8007    6.7871   -0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7050    2.3950   -0.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8177    0.9770   -0.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0397   -0.8354   -1.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2350   -0.5768   -0.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7120   -3.9442   -0.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8798   -4.4338    1.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 30 33  1  0
 33 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  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 42 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  2  0
 37 48  1  0
 48 49  1  0
 48 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  2  0
 52 54  1  0
 52 55  1  0
 50 35  1  0
 47 38  1  0
 47 41  1  0
  1 56  1  0
  1 57  1  0
  1 58  1  0
  4 59  1  1
  5 60  1  0
  5 61  1  0
  5 62  1  0
  9 63  1  0
  9 64  1  0
 10 65  1  0
 10 66  1  0
 11 67  1  0
 14 68  1  0
 14 69  1  0
 15 70  1  0
 15 71  1  0
 16 72  1  0
 19 73  1  1
 20 74  1  0
 22 75  1  0
 22 76  1  0
 22 77  1  0
 23 78  1  0
 23 79  1  0
 23 80  1  0
 24 81  1  0
 24 82  1  0
 28 83  1  0
 32 84  1  0
 34 85  1  0
 34 86  1  0
 35 87  1  1
 37 88  1  1
 39 89  1  0
 43 90  1  0
 43 91  1  0
 45 92  1  0
 48 93  1  6
 49 94  1  0
 50 95  1  6
 54 96  1  0
 55 97  1  0
M  END


  Mrv1652307212017472D          

 55 57  0  0  1  0            999 V2000
   25.6332   -1.4778    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   24.9658   -0.9929    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.3783   -2.2624    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.2983   -1.4778    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   24.5533   -2.2624    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   25.8632   -2.9299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8875   -5.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6302   -5.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1729   -5.9313    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4586   -5.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7441   -5.9313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2014   -4.2813    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4586   -4.6938    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2014   -3.4563    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.7725   -3.4563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.4869   -3.0437    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9159   -2.2187    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7889   -1.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2014   -1.8062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6139   -1.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4869   -2.2187    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.7724   -1.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6302   -1.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.2803   -1.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.9303   -1.8062    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4552   -0.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4552   -2.6312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1053   -0.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1053   -2.6312    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4552   -1.8062    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.1053   -1.8062    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   23.5137   -1.2229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0683   -2.9299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2433   -3.7549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.8933   -3.7549    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0683   -3.7549    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.0683   -4.5799    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.4178   -1.2229    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0310   -1.7749    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7534   -0.4692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7454   -1.3624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.0310   -2.5999    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.5739   -0.5554    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.4599   -1.7748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.7455   -3.0123    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.4599   -2.5998    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.1742   -1.3623    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.3448   -5.5188    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.2027   -5.5188    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0593   -5.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0593   -6.7563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4882   -5.9313    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4882   -6.7563    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.7738   -5.5188    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.7738   -4.6938    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 54  1  0  0  0  0
 54 52  1  0  0  0  0
 52 49  1  0  0  0  0
 50 51  2  0  0  0  0
 52 53  2  0  0  0  0
 54 55  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0001157

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@@H](C(C)=O)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/C26H42N7O18P3S/c1-13(14(2)34)25(39)55-8-7-28-16(35)5-6-29-23(38)20(37)26(3,4)10-48-54(45,46)51-53(43,44)47-9-15-19(50-52(40,41)42)18(36)24(49-15)33-12-32-17-21(27)30-11-31-22(17)33/h11-13,15,18-20,24,36-37H,5-10H2,1-4H3,(H,28,35)(H,29,38)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/t13-,15+,18+,19+,20-,24+/m0/s1

> <INCHI_KEY>
NHNODHRSCRALBF-XSSXAYJJSA-N

> <FORMULA>
C26H42N7O18P3S

> <MOLECULAR_WEIGHT>
865.63

> <EXACT_MASS>
865.151989708

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
97

> <JCHEM_AVERAGE_POLARIZABILITY>
78.03699077990501

> <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-{[(2S)-2-methyl-3-oxobutanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-0.30

> <JCHEM_LOGP>
-5.116778866198603

> <ALOGPS_LOGS>
-2.39

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.9001207344168236

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8209787813072502

> <JCHEM_PKA_STRONGEST_BASIC>
4.006053226252164

> <JCHEM_POLAR_SURFACE_AREA>
380.6999999999999

> <JCHEM_REFRACTIVITY>
186.6777

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.56e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-({[hydroxy([hydroxy((3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-{[(2S)-2-methyl-3-oxobutanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy)phosphoryl]oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001157
     RDKit          3D
2-Methylacetoacetyl-CoA
 97 99  0  0  0  0  0  0  0  0999 V2000
    8.9492    2.7354    1.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6172    1.7647    0.9613 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0905    1.4477   -0.0857 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9321    1.2222    1.3969 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8734    2.3929    1.5259 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4857    0.2016    0.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5074    0.4890   -0.1393 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7820   -1.4215    0.2676 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.3579   -1.6655    1.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7604   -3.0546    1.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3311   -3.2516   -0.2136 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3513   -2.4703   -0.8579 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7983   -1.5357   -0.2322 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9482   -2.7125   -2.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8861   -1.7460   -2.6891 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6924   -1.8573   -1.8762 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5743   -1.0210   -2.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6077   -0.1762   -3.0583 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3543   -1.1539   -1.2865 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4878   -2.1338   -0.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1415   -1.4129   -2.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9850   -0.2381   -3.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4702   -2.6741   -2.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1000   -1.6008   -1.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4191   -0.5067   -0.5763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8502   -0.7943    0.3096 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.5979   -2.0506    1.1318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1255   -1.1423   -0.7391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1938    0.4418    1.3745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152    1.6172    0.7696 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.8585    1.9516   -0.6655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0286    3.0379    1.7009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8466    1.1966    0.8717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0396    0.2594    1.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5148   -0.1342    1.9791 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.2044    1.0285    2.2711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3386    1.1013    1.5115 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.6934    2.4590    1.1731 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9689    3.5530    1.4412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6211    4.6526    0.9729 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7625    4.2583    0.4057 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7851    4.9423   -0.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6624    6.3584   -0.3038 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8197    4.2571   -0.6932 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8557    2.9133   -0.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8659    2.2401    0.0359 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7960    2.8770    0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1287    0.2880    0.2638 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.2690   -0.3665   -0.1521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0344   -0.6616    0.6918 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4368   -1.9752    0.7126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7076   -3.0013   -0.3317 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.9644   -2.1889   -1.3965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8928   -3.8826   -1.1970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6434   -4.0972    0.3182 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8731    2.4487    1.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0938    3.7527    1.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4052    2.7432    2.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8023    0.8003    2.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4003    2.5462    0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3148    3.3339    1.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6423    2.1939    2.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6952   -1.5520    2.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5822   -0.9324    1.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4971   -3.7979    1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8711   -3.1632    1.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7762   -4.0315   -0.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8413   -2.5449   -2.9006 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6471   -3.7694   -2.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3144   -0.7285   -2.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6615   -1.9801   -3.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6886   -2.5628   -1.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1727   -0.1901   -0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0030   -1.8567    0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1064   -0.0141   -3.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4562   -0.4869   -4.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4608    0.6551   -2.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1230   -2.3770   -3.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0078   -3.3529   -2.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5544   -3.1653   -3.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0162   -2.4787   -0.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9469   -1.7649   -2.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5542   -0.2839   -1.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5530    3.0014    2.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4831   -0.6602    1.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6515    0.6322    2.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5565   -0.8672    2.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1876    0.7074    2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0014    3.6105    1.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4137    7.0061    0.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8007    6.7871   -0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7050    2.3950   -0.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8177    0.9770   -0.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0397   -0.8354   -1.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2350   -0.5768   -0.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7120   -3.9442   -0.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8798   -4.4338    1.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
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 29 30  1  0
 30 31  2  0
 30 32  1  0
 30 33  1  0
 33 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  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 42 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  2  0
 37 48  1  0
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 48 50  1  0
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 51 52  1  0
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 47 38  1  0
 47 41  1  0
  1 56  1  0
  1 57  1  0
  1 58  1  0
  4 59  1  1
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  9 63  1  0
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 19 73  1  1
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 28 83  1  0
 32 84  1  0
 34 85  1  0
 34 86  1  0
 35 87  1  1
 37 88  1  1
 39 89  1  0
 43 90  1  0
 43 91  1  0
 45 92  1  0
 48 93  1  6
 49 94  1  0
 50 95  1  6
 54 96  1  0
 55 97  1  0
M  END

HEADER    PROTEIN                                 21-JUL-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-JUL-20         0                                  
HETATM    1  C   UNK     0      47.849  -2.759   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      46.603  -1.853   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      47.373  -4.223   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      45.357  -2.759   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      45.833  -4.223   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      48.278  -5.469   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      35.257 -10.302   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      36.643 -11.072   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      33.923 -11.072   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      32.589 -10.302   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      31.256 -11.072   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      33.976  -7.992   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      32.589  -8.762   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      33.976  -6.452   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      31.309  -6.452   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      32.642  -5.682   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      35.310  -4.142   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      33.206  -2.038   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      33.976  -3.372   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      34.746  -2.038   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      32.642  -4.142   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      31.308  -3.372   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      36.643  -3.372   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      39.723  -3.372   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      42.803  -3.372   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      38.183  -1.832   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      38.183  -4.912   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      41.263  -1.832   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      41.263  -4.912   0.000  0.00  0.00           O+0
HETATM   30  P   UNK     0      38.183  -3.372   0.000  0.00  0.00           P+0
HETATM   31  P   UNK     0      41.263  -3.372   0.000  0.00  0.00           P+0
HETATM   32  C   UNK     0      43.892  -2.283   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      44.927  -5.469   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      43.387  -7.009   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      46.467  -7.009   0.000  0.00  0.00           O+0
HETATM   36  P   UNK     0      44.927  -7.009   0.000  0.00  0.00           P+0
HETATM   37  O   UNK     0      44.927  -8.549   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0      49.313  -2.283   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      50.458  -3.313   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      49.940  -0.876   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      51.791  -2.543   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      50.458  -4.853   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0      51.471  -1.037   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      53.125  -3.313   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      51.792  -5.623   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0      53.125  -4.853   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0      54.459  -2.543   0.000  0.00  0.00           N+0
HETATM   48  S   UNK     0      37.977 -10.302   0.000  0.00  0.00           S+0
HETATM   49  C   UNK     0      43.312 -10.302   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      39.311 -11.072   0.000  0.00  0.00           C+0
HETATM   51  O   UNK     0      39.311 -12.612   0.000  0.00  0.00           O+0
HETATM   52  C   UNK     0      41.978 -11.072   0.000  0.00  0.00           C+0
HETATM   53  O   UNK     0      41.978 -12.612   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      40.644 -10.302   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      40.644  -8.762   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   52                                                            
CONECT   50   48   54   51                                                  
CONECT   51   50                                                            
CONECT   52   54   49   53                                                  
CONECT   53   52                                                            
CONECT   54   50   52   55                                                  
CONECT   55   54                                                            
MASTER        0    0    0    0    0    0    0    0   55    0  114    0
END

COMPND    HMDB0001157
HETATM    1  C1  UNL     1       8.949   2.735   1.873  1.00  0.00           C  
HETATM    2  C2  UNL     1       9.617   1.765   0.961  1.00  0.00           C  
HETATM    3  O1  UNL     1       9.090   1.448  -0.086  1.00  0.00           O  
HETATM    4  C3  UNL     1      10.932   1.222   1.397  1.00  0.00           C  
HETATM    5  C4  UNL     1      11.873   2.393   1.526  1.00  0.00           C  
HETATM    6  C5  UNL     1      11.486   0.202   0.498  1.00  0.00           C  
HETATM    7  O2  UNL     1      12.507   0.489  -0.139  1.00  0.00           O  
HETATM    8  S1  UNL     1      10.782  -1.421   0.268  1.00  0.00           S  
HETATM    9  C6  UNL     1       9.358  -1.665   1.339  1.00  0.00           C  
HETATM   10  C7  UNL     1       8.760  -3.055   1.137  1.00  0.00           C  
HETATM   11  N1  UNL     1       8.331  -3.252  -0.214  1.00  0.00           N  
HETATM   12  C8  UNL     1       7.351  -2.470  -0.858  1.00  0.00           C  
HETATM   13  O3  UNL     1       6.798  -1.536  -0.232  1.00  0.00           O  
HETATM   14  C9  UNL     1       6.948  -2.713  -2.254  1.00  0.00           C  
HETATM   15  C10 UNL     1       5.886  -1.746  -2.689  1.00  0.00           C  
HETATM   16  N2  UNL     1       4.692  -1.857  -1.876  1.00  0.00           N  
HETATM   17  C11 UNL     1       3.574  -1.021  -2.131  1.00  0.00           C  
HETATM   18  O4  UNL     1       3.608  -0.176  -3.058  1.00  0.00           O  
HETATM   19  C12 UNL     1       2.354  -1.154  -1.286  1.00  0.00           C  
HETATM   20  O5  UNL     1       2.488  -2.134  -0.331  1.00  0.00           O  
HETATM   21  C13 UNL     1       1.141  -1.413  -2.159  1.00  0.00           C  
HETATM   22  C14 UNL     1       0.985  -0.238  -3.102  1.00  0.00           C  
HETATM   23  C15 UNL     1       1.470  -2.674  -2.952  1.00  0.00           C  
HETATM   24  C16 UNL     1      -0.100  -1.601  -1.356  1.00  0.00           C  
HETATM   25  O6  UNL     1      -0.419  -0.507  -0.576  1.00  0.00           O  
HETATM   26  P1  UNL     1      -1.850  -0.794   0.310  1.00  0.00           P  
HETATM   27  O7  UNL     1      -1.598  -2.051   1.132  1.00  0.00           O  
HETATM   28  O8  UNL     1      -3.125  -1.142  -0.739  1.00  0.00           O  
HETATM   29  O9  UNL     1      -2.194   0.442   1.375  1.00  0.00           O  
HETATM   30  P2  UNL     1      -3.215   1.617   0.770  1.00  0.00           P  
HETATM   31  O10 UNL     1      -2.858   1.952  -0.666  1.00  0.00           O  
HETATM   32  O11 UNL     1      -3.029   3.038   1.701  1.00  0.00           O  
HETATM   33  O12 UNL     1      -4.847   1.197   0.872  1.00  0.00           O  
HETATM   34  C17 UNL     1      -5.040   0.259   1.872  1.00  0.00           C  
HETATM   35  C18 UNL     1      -6.515  -0.134   1.979  1.00  0.00           C  
HETATM   36  O13 UNL     1      -7.204   1.028   2.271  1.00  0.00           O  
HETATM   37  C19 UNL     1      -8.339   1.101   1.511  1.00  0.00           C  
HETATM   38  N3  UNL     1      -8.693   2.459   1.173  1.00  0.00           N  
HETATM   39  C20 UNL     1      -7.969   3.553   1.441  1.00  0.00           C  
HETATM   40  N4  UNL     1      -8.621   4.653   0.973  1.00  0.00           N  
HETATM   41  C21 UNL     1      -9.763   4.258   0.406  1.00  0.00           C  
HETATM   42  C22 UNL     1     -10.785   4.942  -0.215  1.00  0.00           C  
HETATM   43  N5  UNL     1     -10.662   6.358  -0.304  1.00  0.00           N  
HETATM   44  N6  UNL     1     -11.820   4.257  -0.693  1.00  0.00           N  
HETATM   45  C23 UNL     1     -11.856   2.913  -0.566  1.00  0.00           C  
HETATM   46  N7  UNL     1     -10.866   2.240   0.036  1.00  0.00           N  
HETATM   47  C24 UNL     1      -9.796   2.877   0.538  1.00  0.00           C  
HETATM   48  C25 UNL     1      -8.129   0.288   0.264  1.00  0.00           C  
HETATM   49  O14 UNL     1      -9.269  -0.367  -0.152  1.00  0.00           O  
HETATM   50  C26 UNL     1      -7.034  -0.662   0.692  1.00  0.00           C  
HETATM   51  O15 UNL     1      -7.437  -1.975   0.713  1.00  0.00           O  
HETATM   52  P3  UNL     1      -6.708  -3.001  -0.332  1.00  0.00           P  
HETATM   53  O16 UNL     1      -5.964  -2.189  -1.397  1.00  0.00           O  
HETATM   54  O17 UNL     1      -7.893  -3.883  -1.197  1.00  0.00           O  
HETATM   55  O18 UNL     1      -5.643  -4.097   0.318  1.00  0.00           O  
HETATM   56  H1  UNL     1       7.873   2.449   1.920  1.00  0.00           H  
HETATM   57  H2  UNL     1       9.094   3.753   1.456  1.00  0.00           H  
HETATM   58  H3  UNL     1       9.405   2.743   2.875  1.00  0.00           H  
HETATM   59  H4  UNL     1      10.802   0.800   2.425  1.00  0.00           H  
HETATM   60  H5  UNL     1      12.400   2.546   0.547  1.00  0.00           H  
HETATM   61  H6  UNL     1      11.315   3.334   1.775  1.00  0.00           H  
HETATM   62  H7  UNL     1      12.642   2.194   2.310  1.00  0.00           H  
HETATM   63  H8  UNL     1       9.695  -1.552   2.406  1.00  0.00           H  
HETATM   64  H9  UNL     1       8.582  -0.932   1.125  1.00  0.00           H  
HETATM   65  H10 UNL     1       9.497  -3.798   1.449  1.00  0.00           H  
HETATM   66  H11 UNL     1       7.871  -3.163   1.793  1.00  0.00           H  
HETATM   67  H12 UNL     1       8.776  -4.031  -0.763  1.00  0.00           H  
HETATM   68  H13 UNL     1       7.841  -2.545  -2.901  1.00  0.00           H  
HETATM   69  H14 UNL     1       6.647  -3.769  -2.440  1.00  0.00           H  
HETATM   70  H15 UNL     1       6.314  -0.728  -2.609  1.00  0.00           H  
HETATM   71  H16 UNL     1       5.662  -1.980  -3.766  1.00  0.00           H  
HETATM   72  H17 UNL     1       4.689  -2.563  -1.112  1.00  0.00           H  
HETATM   73  H18 UNL     1       2.173  -0.190  -0.765  1.00  0.00           H  
HETATM   74  H19 UNL     1       3.003  -1.857   0.467  1.00  0.00           H  
HETATM   75  H20 UNL     1      -0.106  -0.014  -3.250  1.00  0.00           H  
HETATM   76  H21 UNL     1       1.456  -0.487  -4.069  1.00  0.00           H  
HETATM   77  H22 UNL     1       1.461   0.655  -2.669  1.00  0.00           H  
HETATM   78  H23 UNL     1       2.123  -2.377  -3.787  1.00  0.00           H  
HETATM   79  H24 UNL     1       2.008  -3.353  -2.254  1.00  0.00           H  
HETATM   80  H25 UNL     1       0.554  -3.165  -3.347  1.00  0.00           H  
HETATM   81  H26 UNL     1       0.016  -2.479  -0.683  1.00  0.00           H  
HETATM   82  H27 UNL     1      -0.947  -1.765  -2.065  1.00  0.00           H  
HETATM   83  H28 UNL     1      -3.554  -0.284  -1.043  1.00  0.00           H  
HETATM   84  H29 UNL     1      -3.553   3.001   2.519  1.00  0.00           H  
HETATM   85  H30 UNL     1      -4.483  -0.660   1.598  1.00  0.00           H  
HETATM   86  H31 UNL     1      -4.651   0.632   2.822  1.00  0.00           H  
HETATM   87  H32 UNL     1      -6.556  -0.867   2.815  1.00  0.00           H  
HETATM   88  H33 UNL     1      -9.188   0.707   2.129  1.00  0.00           H  
HETATM   89  H34 UNL     1      -7.001   3.611   1.952  1.00  0.00           H  
HETATM   90  H35 UNL     1     -11.414   7.006   0.021  1.00  0.00           H  
HETATM   91  H36 UNL     1      -9.801   6.787  -0.704  1.00  0.00           H  
HETATM   92  H37 UNL     1     -12.705   2.395  -0.964  1.00  0.00           H  
HETATM   93  H38 UNL     1      -7.818   0.977  -0.548  1.00  0.00           H  
HETATM   94  H39 UNL     1      -9.040  -0.835  -1.004  1.00  0.00           H  
HETATM   95  H40 UNL     1      -6.235  -0.577  -0.075  1.00  0.00           H  
HETATM   96  H41 UNL     1      -8.712  -3.944  -0.654  1.00  0.00           H  
HETATM   97  H42 UNL     1      -5.880  -4.434   1.217  1.00  0.00           H  
CONECT    1    2   56   57   58
CONECT    2    3    3    4
CONECT    4    5    6   59
CONECT    5   60   61   62
CONECT    6    7    7    8
CONECT    8    9
CONECT    9   10   63   64
CONECT   10   11   65   66
CONECT   11   12   67
CONECT   12   13   13   14
CONECT   14   15   68   69
CONECT   15   16   70   71
CONECT   16   17   72
CONECT   17   18   18   19
CONECT   19   20   21   73
CONECT   20   74
CONECT   21   22   23   24
CONECT   22   75   76   77
CONECT   23   78   79   80
CONECT   24   25   81   82
CONECT   25   26
CONECT   26   27   27   28   29
CONECT   28   83
CONECT   29   30
CONECT   30   31   31   32   33
CONECT   32   84
CONECT   33   34
CONECT   34   35   85   86
CONECT   35   36   50   87
CONECT   36   37
CONECT   37   38   48   88
CONECT   38   39   47
CONECT   39   40   40   89
CONECT   40   41
CONECT   41   42   42   47
CONECT   42   43   44
CONECT   43   90   91
CONECT   44   45   45
CONECT   45   46   92
CONECT   46   47   47
CONECT   48   49   50   93
CONECT   49   94
CONECT   50   51   95
CONECT   51   52
CONECT   52   53   53   54   55
CONECT   54   96
CONECT   55   97
END

HMDB0001157
     RDKit          3D
2-Methylacetoacetyl-CoA
 97 99  0  0  0  0  0  0  0  0999 V2000
    8.9492    2.7354    1.8735 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6172    1.7647    0.9613 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0905    1.4477   -0.0857 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9321    1.2222    1.3969 C   0  0  2  0  0  0  0  0  0  0  0  0
   11.8734    2.3929    1.5259 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4857    0.2016    0.4985 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5074    0.4890   -0.1393 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7820   -1.4215    0.2676 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.3579   -1.6655    1.3390 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7604   -3.0546    1.1369 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3311   -3.2516   -0.2136 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.3513   -2.4703   -0.8579 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7983   -1.5357   -0.2322 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.9482   -2.7125   -2.2536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8861   -1.7460   -2.6891 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6924   -1.8573   -1.8762 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5743   -1.0210   -2.1311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6077   -0.1762   -3.0583 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3543   -1.1539   -1.2865 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.4878   -2.1338   -0.3305 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1415   -1.4129   -2.1586 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9850   -0.2381   -3.1022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4702   -2.6741   -2.9524 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1000   -1.6008   -1.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4191   -0.5067   -0.5763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8502   -0.7943    0.3096 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.5979   -2.0506    1.1318 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1255   -1.1423   -0.7391 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1938    0.4418    1.3745 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2152    1.6172    0.7696 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.8585    1.9516   -0.6655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0286    3.0379    1.7009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8466    1.1966    0.8717 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0396    0.2594    1.8717 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5148   -0.1342    1.9791 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.2044    1.0285    2.2711 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3386    1.1013    1.5115 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.6934    2.4590    1.1731 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9689    3.5530    1.4412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6211    4.6526    0.9729 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7625    4.2583    0.4057 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7851    4.9423   -0.2150 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6624    6.3584   -0.3038 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8197    4.2571   -0.6932 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8557    2.9133   -0.5662 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8659    2.2401    0.0359 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7960    2.8770    0.5382 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1287    0.2880    0.2638 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.2690   -0.3665   -0.1521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0344   -0.6616    0.6918 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4368   -1.9752    0.7126 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7076   -3.0013   -0.3317 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.9644   -2.1889   -1.3965 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8928   -3.8826   -1.1970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6434   -4.0972    0.3182 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.8731    2.4487    1.9204 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0938    3.7527    1.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4052    2.7432    2.8754 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8023    0.8003    2.4253 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4003    2.5462    0.5473 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3148    3.3339    1.7748 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.6423    2.1939    2.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6952   -1.5520    2.4061 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5822   -0.9324    1.1248 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4971   -3.7979    1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8711   -3.1632    1.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7762   -4.0315   -0.7629 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8413   -2.5449   -2.9006 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6471   -3.7694   -2.4403 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3144   -0.7285   -2.6087 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6615   -1.9801   -3.7662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6886   -2.5628   -1.1115 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1727   -0.1901   -0.7650 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0030   -1.8567    0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1064   -0.0141   -3.2500 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4562   -0.4869   -4.0693 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4608    0.6551   -2.6694 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1230   -2.3770   -3.7866 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0078   -3.3529   -2.2541 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5544   -3.1653   -3.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0162   -2.4787   -0.6827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9469   -1.7649   -2.0646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5542   -0.2839   -1.0434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5530    3.0014    2.5187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4831   -0.6602    1.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6515    0.6322    2.8218 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5565   -0.8672    2.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1876    0.7074    2.1285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0014    3.6105    1.9522 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4137    7.0061    0.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8007    6.7871   -0.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7050    2.3950   -0.9637 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8177    0.9770   -0.5475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0397   -0.8354   -1.0040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2350   -0.5768   -0.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7120   -3.9442   -0.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8798   -4.4338    1.2169 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 19 21  1  0
 21 22  1  0
 21 23  1  0
 21 24  1  0
 24 25  1  0
 25 26  1  0
 26 27  2  0
 26 28  1  0
 26 29  1  0
 29 30  1  0
 30 31  2  0
 30 32  1  0
 30 33  1  0
 33 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  2  0
 40 41  1  0
 41 42  2  0
 42 43  1  0
 42 44  1  0
 44 45  2  0
 45 46  1  0
 46 47  2  0
 37 48  1  0
 48 49  1  0
 48 50  1  0
 50 51  1  0
 51 52  1  0
 52 53  2  0
 52 54  1  0
 52 55  1  0
 50 35  1  0
 47 38  1  0
 47 41  1  0
  1 56  1  0
  1 57  1  0
  1 58  1  0
  4 59  1  1
  5 60  1  0
  5 61  1  0
  5 62  1  0
  9 63  1  0
  9 64  1  0
 10 65  1  0
 10 66  1  0
 11 67  1  0
 14 68  1  0
 14 69  1  0
 15 70  1  0
 15 71  1  0
 16 72  1  0
 19 73  1  1
 20 74  1  0
 22 75  1  0
 22 76  1  0
 22 77  1  0
 23 78  1  0
 23 79  1  0
 23 80  1  0
 24 81  1  0
 24 82  1  0
 28 83  1  0
 32 84  1  0
 34 85  1  0
 34 86  1  0
 35 87  1  1
 37 88  1  1
 39 89  1  0
 43 90  1  0
 43 91  1  0
 45 92  1  0
 48 93  1  6
 49 94  1  0
 50 95  1  6
 54 96  1  0
 55 97  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(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)-2-hydroxy-3,3-dimethyl-N-{2-[(2-{[(2S)-2-methyl-3-oxobutanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}butanimidate	HMDB
(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)-2-hydroxy-3,3-dimethyl-N-{2-[(2-{[(2S)-2-methyl-3-oxobutanoyl]sulphanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}butanimidate	HMDB
(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)-2-hydroxy-3,3-dimethyl-N-{2-[(2-{[(2S)-2-methyl-3-oxobutanoyl]sulphanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}butanimidic acid	HMDB
2-Methyl-3-acetoacetyl-CoA	HMDB
2-Methyl-3-acetoacetyl-coenzyme A	HMDB
2-Methylacetoacetyl coenzyme A	HMDB
2-Methylacetoacetyl-coenzyme A	HMDB
2-Methylacetoacetyl-CoA	HMDB

Chemical Formula

C₂₆H₄₂N₇O₁₈P₃S

Average Molecular Weight

865.63

Monoisotopic Molecular Weight

865.151989708

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-{[(2S)-2-methyl-3-oxobutanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

Traditional Name

[(2R,3S,4R,5R)-5-(6-aminopurin-9-yl)-4-hydroxy-2-({[hydroxy([hydroxy((3R)-3-hydroxy-2,2-dimethyl-3-({2-[(2-{[(2S)-2-methyl-3-oxobutanoyl]sulfanyl}ethyl)carbamoyl]ethyl}carbamoyl)propoxy)phosphoryl]oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxyphosphonic acid

CAS Registry Number

6712-01-2

SMILES

C[C@@H](C(C)=O)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/C26H42N7O18P3S/c1-13(14(2)34)25(39)55-8-7-28-16(35)5-6-29-23(38)20(37)26(3,4)10-48-54(45,46)51-53(43,44)47-9-15-19(50-52(40,41)42)18(36)24(49-15)33-12-32-17-21(27)30-11-31-22(17)33/h11-13,15,18-20,24,36-37H,5-10H2,1-4H3,(H,28,35)(H,29,38)(H,43,44)(H,45,46)(H2,27,30,31)(H2,40,41,42)/t13-,15+,18+,19+,20-,24+/m0/s1

InChI Key

NHNODHRSCRALBF-XSSXAYJJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-oxo-acyl coas. These are organic compounds containing a 3-oxo acylated coenzyme A derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

3-oxo-acyl CoAs

Alternative Parents

Substituents

Coenzyme a or derivatives
Purine ribonucleoside diphosphate
Purine ribonucleoside bisphosphate
Purine ribonucleoside 3',5'-bisphosphate
Ribonucleoside 3'-phosphate
Pentose-5-phosphate
Pentose phosphate
N-glycosyl compound
Glycosyl compound
Pentose monosaccharide
Organic pyrophosphate
Monosaccharide phosphate
6-aminopurine
Purine
Imidazopyrimidine
Monoalkyl phosphate
Aminopyrimidine
Imidolactam
Alkyl phosphate
1,3-dicarbonyl compound
Pyrimidine
Phosphoric acid ester
Organic phosphoric acid derivative
N-substituted imidazole
Monosaccharide
Heteroaromatic compound
Tetrahydrofuran
Imidazole
Azole
Carbothioic s-ester
Thiocarboxylic acid ester
Secondary alcohol
Ketone
Amino acid or derivatives
Oxacycle
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Sulfenyl compound
Thiocarboxylic acid or derivatives
Carboxylic acid derivative
Carboximidic acid derivative
Carboximidic acid
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Primary amine
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Mitochondrion (HMDB: HMDB0001157)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0001157)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0001157)

Source

Endogenous

Endogenous (HMDB: HMDB0001157)

Plant

Animal

Animal (HMDB: HMDB0001157)

Exogenous

Food

Food (HMDB: HMDB0001157)

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)

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Cabbage

Onion-family vegetable

Allium (FooDB: FOOD00005)
Garden onion (FooDB: FOOD00006)
Leek (FooDB: FOOD00007)
Garden onion (var.) (FooDB: FOOD00226)
Shallot (FooDB: FOOD00243)
Wild leek (FooDB: FOOD00396)
Red onion (FooDB: FOOD00962)
Green onion (FooDB: FOOD00963)
Onion-family vegetables (FooDB: FOOD00855)

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)
Rocket salad (FooDB: FOOD00244)
Green vegetables (FooDB: FOOD00872)

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)

Brassica

Brassicas (FooDB: FOOD00857)

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)
Citrus (FooDB: FOOD00859)

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)
Rubus (Blackberry, Raspberry) (FooDB: FOOD00160)

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)

Fruits (FooDB: FOOD00871)

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)
Mixed nuts (FooDB: FOOD00771)
Nuts (FooDB: FOOD00869)

Cereal and cereal product

Cereal

Cereal product

Dough

Sourdough (FooDB: FOOD00275)

Leavened bread

Flat bread

Other bread

Potato bread (FooDB: FOOD00811)
Other bread (FooDB: FOOD00269)

Sweet bread

Raisin bread (FooDB: FOOD00817)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Pea

Lentil

Lentils (FooDB: FOOD00098)

Other pulse

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

Bean

Green lentil (FooDB: FOOD00970)
Pulses (FooDB: FOOD00867)

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

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)

Abalone (FooDB: FOOD00279)
Conch (FooDB: FOOD00611)

Cocoa and cocoa product

Cocoa

Cocoa bean (FooDB: FOOD00182)

Exogenous (HMDB: HMDB0001157)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Valine, Leucine, and Isoleucine Degradation (HMDB: HMDB0001157)
Fatty Acid Metabolism (HMDB: HMDB0001157)
Isoleucine Degradation (PathBank: SMP0002431)

Disease pathway

2-Methyl-3-hydroxybutryl-CoA Dehydrogenase Deficiency (HMDB: HMDB0001157)
Beta-Ketothiolase Deficiency (HMDB: HMDB0001157)
Methylmalonate Semialdehyde Dehydrogenase Deficiency (PathBank: SMP0120523)
Isovaleric Acidemia (PathBank: SMP0120589)
3-Methylglutaconic Aciduria Type I (PathBank: SMP0120663)
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: HMDB0001157)

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0001157)

Cellular process

Cell signaling (HMDB: HMDB0001157)

Biochemical process

Lipid transport (HMDB: HMDB0001157)

Role

Biological role

Energy source (HMDB: HMDB0001157)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0001157)

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	3.56 g/L	ALOGPS
logP	-0.3	ALOGPS
logP	-5.1	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.01	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	380.7 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	186.68 m³·mol⁻¹	ChemAxon
Polarizability	78.04 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]+	189.714	30932474
DeepCCS	[M-H]-	187.973	30932474
DeepCCS	[M-2H]-	222.167	30932474
DeepCCS	[M+Na]+	196.504	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.72 minutes	32390414
Predicted by Siyang on May 30, 2022	10.0671 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.37 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	516.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1211.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	160.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	97.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	160.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	78.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	352.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	417.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	780.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	646.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	310.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	684.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	221.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	226.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	443.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	335.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	446.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Methylacetoacetyl-CoA	C[C@@H](C(C)=O)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	5777.5	Standard polar	33892256
2-Methylacetoacetyl-CoA	C[C@@H](C(C)=O)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	4368.3	Standard non polar	33892256
2-Methylacetoacetyl-CoA	C[C@@H](C(C)=O)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	6496.0	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 - 2-Methylacetoacetyl-CoA 10V, Positive-QTOF	splash10-014i-0100000290-0b232244671fa42e33d8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylacetoacetyl-CoA 20V, Positive-QTOF	splash10-001a-2900002470-cf4bdbb1518135379aaf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylacetoacetyl-CoA 40V, Positive-QTOF	splash10-0a4i-1139000000-2603d944ed114a6da158	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylacetoacetyl-CoA 10V, Negative-QTOF	splash10-03di-0000000190-3eec11de6d407ab953c5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylacetoacetyl-CoA 20V, Negative-QTOF	splash10-001r-9200001110-47dee74c4c724ccb4599	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methylacetoacetyl-CoA 40V, Negative-QTOF	splash10-004s-4001402900-cda272d12139534a69ae	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022455

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C03344

BioCyc ID

2-METHYL-ACETO-ACETYL-COA

BiGG ID

Not Available

Wikipedia Link

2-Methylacetoacetyl-CoA

METLIN ID

Not Available

PubChem Compound

156907985

PDB ID

Not Available

ChEBI ID

15476

Food Biomarker Ontology

Not Available

VMH ID

2MAACOA

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. 3-ketoacyl-CoA thiolase, mitochondrial

General function:: Involved in transferase activity, transferring acyl groups other than amino-acyl groups
Specific function:: Abolishes BNIP3-mediated apoptosis and mitochondrial damage.
Gene Name:: ACAA2
Uniprot ID:: P42765
Molecular weight:: 41923.82

Reactions

Propionyl-CoA + Acetyl-CoA → Coenzyme A + 2-Methylacetoacetyl-CoA	details

Enzyme Details

2. 3-ketoacyl-CoA thiolase, peroxisomal

General function:: Involved in transferase activity, transferring acyl groups other than amino-acyl groups
Specific function:: Not Available
Gene Name:: ACAA1
Uniprot ID:: P09110
Molecular weight:: 34664.46

Reactions

Propionyl-CoA + Acetyl-CoA → Coenzyme A + 2-Methylacetoacetyl-CoA	details

Enzyme Details

3. Trifunctional enzyme subunit beta, mitochondrial

General function:: Involved in transferase activity, transferring acyl groups other than amino-acyl groups
Specific function:: Not Available
Gene Name:: HADHB
Uniprot ID:: P55084
Molecular weight:: 51293.955

Reactions

Propionyl-CoA + Acetyl-CoA → Coenzyme A + 2-Methylacetoacetyl-CoA	details

Enzyme Details

4. 3-hydroxyacyl-CoA dehydrogenase type-2

General function:: Involved in oxidoreductase activity
Specific function:: Functions in mitochondrial tRNA maturation. Part of mitochondrial ribonuclease P, an enzyme composed of MRPP1/TRMT10C, MRPP2/HSD17B10 and MRPP3/KIAA0391, which cleaves tRNA molecules in their 5'-ends. By interacting with intracellular amyloid-beta, it may contribute to the neuronal dysfunction associated with Alzheimer disease (AD).
Gene Name:: HSD17B10
Uniprot ID:: Q99714
Molecular weight:: 25983.695

Reactions

2-Methyl-3-hydroxybutyryl-CoA + NAD → 2-Methylacetoacetyl-CoA + NADH	details
2-Methyl-3-hydroxybutyryl-CoA + NAD → 2-Methylacetoacetyl-CoA + NADH + Hydrogen Ion	details

Enzyme Details

5. Peroxisomal bifunctional enzyme

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

Reactions

2-Methyl-3-hydroxybutyryl-CoA + NAD → 2-Methylacetoacetyl-CoA + NADH + Hydrogen Ion	details

Enzyme Details

6. Hydroxyacyl-coenzyme A dehydrogenase, mitochondrial

General function:: Involved in 3-hydroxyacyl-CoA dehydrogenase activity
Specific function:: Plays an essential role in the mitochondrial beta-oxidation of short chain fatty acids. Exerts it highest activity toward 3-hydroxybutyryl-CoA.
Gene Name:: HADH
Uniprot ID:: Q16836
Molecular weight:: 36035.11

Reactions

2-Methyl-3-hydroxybutyryl-CoA + NAD → 2-Methylacetoacetyl-CoA + NADH + Hydrogen Ion	details

Enzyme Details

7. 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

Enzyme Details

8. Peroxisomal multifunctional enzyme type 2

General function:: Involved in oxidoreductase activity
Specific function:: Bifunctional enzyme acting on the peroxisomal beta-oxidation pathway for fatty acids. Catalyzes the formation of 3-ketoacyl-CoA intermediates from both straight-chain and 2-methyl-branched-chain fatty acids.
Gene Name:: HSD17B4
Uniprot ID:: P51659
Molecular weight:: 79685.715

Showing metabocard for 2-Methylacetoacetyl-CoA (HMDB0001157)

MOL for HMDB0001157 (2-Methylacetoacetyl-CoA)

3D MOL for HMDB0001157 (2-Methylacetoacetyl-CoA)

3D SDF for HMDB0001157 (2-Methylacetoacetyl-CoA)

3D-SDF for HMDB0001157 (2-Methylacetoacetyl-CoA)

PDB for HMDB0001157 (2-Methylacetoacetyl-CoA)

3D PDB for HMDB0001157 (2-Methylacetoacetyl-CoA)

SMILES for HMDB0001157 (2-Methylacetoacetyl-CoA)

INCHI for HMDB0001157 (2-Methylacetoacetyl-CoA)

Structure for HMDB0001157 (2-Methylacetoacetyl-CoA)

3D Structure for HMDB0001157 (2-Methylacetoacetyl-CoA)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra

NMR Spectra

Enzymes

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