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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (19) Show 19 proteins XML

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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:10 UTC

HMDB ID

HMDB0001484

Secondary Accession Numbers

HMDB0011665
HMDB01484
HMDB11665

Metabolite Identification

Common Name

Acetoacetyl-CoA

Description

Acetoacetyl-CoA belongs to the class of organic compounds known as aminopiperidines. Aminopiperidines are compounds containing a piperidine that carries an amino group. Acetoacetyl-CoA is a strong basic compound (based on its pKa). In humans, acetoacetyl-CoA is involved in the metabolic disorder called the short-chain 3-hydroxyacyl-CoA dehydrogenase deficiency (HADH) pathway. Acetoacetyl-CoA is an intermediate in the metabolism of butanoate. It is a substrate for succinyl-CoA:3-ketoacid-coenzyme A transferase, hydroxymethylglutaryl-CoA synthase, short-chain 3-hydroxyacyl-CoA dehydrogenase, peroxisomal bifunctional enzyme, acetyl-CoA acetyltransferase, and 3-ketoacyl-CoA thiolase.

Structure

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

  Mrv1652306222023462D          

 59 61  0  0  1  0            999 V2000
    1.5749   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5383   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8883   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5698   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7120   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9975   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1459   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8567    8.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7133   12.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0280    6.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3874    5.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8604   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5711    8.2834    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1409   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5685   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6931    5.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8768    8.0058    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.3248    8.6189    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7133   14.0584    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.4468    5.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6069    6.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4643    7.2914    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7133   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5330    4.3896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4264   14.0584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2843   14.0584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1142    5.6950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2743    6.8511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9394    5.2101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7999    6.5377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8604   13.2334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1409   15.2959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5685   13.2334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6973    8.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   14.4709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   15.2959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3312    9.3648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4353   10.5910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2701   10.5300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5547   10.6478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7297    9.2189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2527   11.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6027   11.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8567    9.5209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   11.9959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6574    7.4629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4963    9.4259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   10.3459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8832    9.9779    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1422    9.9334    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   11.1709    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2830   14.4709    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6143    9.1072    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1725    8.7760    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1533    7.8119    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   13.6459    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2882    7.2482    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
 13  1  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  1  0  0  0
 15  4  1  0  0  0  0
 16  8  1  0  0  0  0
 19 14  1  0  0  0  0
 19 18  1  0  0  0  0
 21 17  2  0  0  0  0
 22 17  1  0  0  0  0
 23 20  1  0  0  0  0
 24 18  1  0  0  0  0
 25  2  1  0  0  0  0
 25  3  1  0  0  0  0
 25 10  1  0  0  0  0
 25 20  1  0  0  0  0
 26 21  1  0  0  0  0
 27  6  1  4  0  0  0
 27 15  2  0  0  0  0
 28  5  1  4  0  0  0
 28 23  2  0  0  0  0
 29 11  2  0  0  0  0
 29 21  1  0  0  0  0
 30 11  1  0  0  0  0
 30 22  2  0  0  0  0
 31 12  2  0  0  0  0
 31 17  1  0  0  0  0
 32 12  1  0  0  0  0
 32 22  1  0  0  0  0
 24 32  1  1  0  0  0
 33 13  2  0  0  0  0
 34 15  1  0  0  0  0
 35 16  2  0  0  0  0
 18 36  1  6  0  0  0
 20 37  1  6  0  0  0
 38 23  1  0  0  0  0
 46  9  1  0  0  0  0
 47 10  1  0  0  0  0
 48 14  1  0  0  0  0
 48 24  1  0  0  0  0
 19 49  1  1  0  0  0
 51 39  1  0  0  0  0
 51 40  1  0  0  0  0
 51 41  2  0  0  0  0
 51 49  1  0  0  0  0
 52 42  1  0  0  0  0
 52 43  2  0  0  0  0
 52 46  1  0  0  0  0
 52 50  1  0  0  0  0
 53 44  1  0  0  0  0
 53 45  2  0  0  0  0
 53 47  1  0  0  0  0
 53 50  1  0  0  0  0
 54  7  1  0  0  0  0
 54 16  1  0  0  0  0
 14 55  1  6  0  0  0
 18 56  1  1  0  0  0
 19 57  1  1  0  0  0
 20 58  1  6  0  0  0
 24 59  1  6  0  0  0
M  END

HMDB0001484
     RDKit          3D
Acetoacetyl-CoA
 94 96  0  0  0  0  0  0  0  0999 V2000
   13.3680   -2.9999   -0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6355   -1.6877   -1.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6134   -1.6503   -2.4166 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9098   -0.5056   -0.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7964    0.4963   -0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7687    1.2350   -1.3765 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5536    0.5754    0.8680 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.3759    1.9125    0.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5933    1.5513   -0.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8728    0.3264   -0.5302 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8917    0.2145    0.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6245    1.1836    1.2156 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2040   -1.0649    0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8966   -1.1217    1.3468 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7498   -0.6103    0.7137 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3740    0.6381    0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0586    1.6879    0.3067 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0201    0.8367   -0.3837 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1033    2.0351   -1.1276 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9340    1.0119    0.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3090    2.2345    1.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8922   -0.1736    1.5711 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6144    1.1908   -0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3069    0.1014   -0.8217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1705    0.2639   -1.6240 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.7775    1.5781   -1.1986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8189    0.3885   -3.2861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2036   -1.0277   -1.4137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0714   -1.0035    0.0121 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.5084   -2.4187    0.4064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0517   -0.4992    1.2931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4062   -0.0073    0.0163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4564   -0.4664   -0.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6458    0.4683   -0.7143 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6467   -0.0322   -1.5019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8525    0.0614   -0.8278 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.8298   -0.8876   -1.3077 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7432   -1.8345   -2.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9194   -2.4740   -2.3388 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7800   -1.9355   -1.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0859   -2.1668   -1.1359 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8087   -3.1863   -1.7873 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6685   -1.4281   -0.1938 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0253   -0.4402    0.4628 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7456   -0.2132    0.1335 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0835   -0.9275   -0.8193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4296   -0.2538    0.6052 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.3876    0.1111    1.5189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1810    0.6108    0.6941 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.6162    1.8989    0.9824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9554    2.4853    2.4168 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.6252    1.3380    3.3607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5814    3.3957    2.0763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0882    3.4582    3.1700 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2701   -3.6289   -0.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5698   -3.5212   -1.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9598   -2.8725    0.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0475   -0.8561    0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.8578    0.0062   -0.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7021    2.0649    1.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9622    2.8558    0.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8394    2.3366   -0.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2453    1.4446   -1.6640 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0613   -0.5135   -1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1191   -1.5646   -0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9479   -1.7648    1.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0439   -0.5896    2.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6878   -2.1959    1.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9752   -1.3814    0.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7691    0.0087   -1.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6163    1.8055   -1.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7357    3.0363    0.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5093    2.6127    2.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1409    1.9019    2.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8019   -0.2369    2.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6994   -1.0755    0.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9762   -0.0679    2.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6936    2.1464   -0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1600    1.4081    0.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4176   -0.4233   -3.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3124    0.3978    1.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0722   -0.5937   -1.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7238   -1.4779   -0.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3204    1.4301   -1.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1857    1.1057   -0.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8408   -2.0371   -2.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1912   -3.9603   -1.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9663   -3.1938   -2.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4758    0.1673    1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1427   -1.3298    0.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7158   -0.7033    2.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4779    0.2229    1.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7213    3.8159    1.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8097    2.9474    3.6234 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
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 29 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  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 41 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  2  0
 36 47  1  0
 47 48  1  0
 47 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  2  0
 51 53  1  0
 51 54  1  0
 49 34  1  0
 46 37  1  0
 46 40  1  0
  1 55  1  0
  1 56  1  0
  1 57  1  0
  4 58  1  0
  4 59  1  0
  8 60  1  0
  8 61  1  0
  9 62  1  0
  9 63  1  0
 10 64  1  0
 13 65  1  0
 13 66  1  0
 14 67  1  0
 14 68  1  0
 15 69  1  0
 18 70  1  6
 19 71  1  0
 21 72  1  0
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 27 80  1  0
 31 81  1  0
 33 82  1  0
 33 83  1  0
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 38 86  1  0
 42 87  1  0
 42 88  1  0
 44 89  1  0
 47 90  1  6
 48 91  1  0
 49 92  1  1
 53 93  1  0
 54 94  1  0
M  END

  Mrv1652306222023462D          

 59 61  0  0  1  0            999 V2000
    1.5749   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5383   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8883   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8554   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5698   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7120   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9975   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1459   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8567    8.6959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7133   12.4084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.0280    6.5155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3874    5.8232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8604   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5711    8.2834    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1409   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5685   14.0584    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6931    5.5457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8768    8.0058    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
  -11.3248    8.6189    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7133   14.0584    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
  -13.4468    5.2101    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6069    6.3662    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   14.4709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4643    7.2914    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.7133   13.2334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5330    4.3896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4264   14.0584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2843   14.0584    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1142    5.6950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2743    6.8511    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9394    5.2101    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7999    6.5377    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8604   13.2334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1409   15.2959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5685   13.2334    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6973    8.0921    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   14.4709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   15.2959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3312    9.3648    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4353   10.5910    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2701   10.5300    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5547   10.6478    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7297    9.2189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2527   11.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6027   11.1709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8567    9.5209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   11.9959    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6574    7.4629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4963    9.4259    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   10.3459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8832    9.9779    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1422    9.9334    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4277   11.1709    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2830   14.4709    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6143    9.1072    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1725    8.7760    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1533    7.8119    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9988   13.6459    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2882    7.2482    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
 13  1  1  0  0  0  0
 13  8  1  0  0  0  0
 14  9  1  1  0  0  0
 15  4  1  0  0  0  0
 16  8  1  0  0  0  0
 19 14  1  0  0  0  0
 19 18  1  0  0  0  0
 21 17  2  0  0  0  0
 22 17  1  0  0  0  0
 23 20  1  0  0  0  0
 24 18  1  0  0  0  0
 25  2  1  0  0  0  0
 25  3  1  0  0  0  0
 25 10  1  0  0  0  0
 25 20  1  0  0  0  0
 26 21  1  0  0  0  0
 27  6  1  4  0  0  0
 27 15  2  0  0  0  0
 28  5  1  4  0  0  0
 28 23  2  0  0  0  0
 29 11  2  0  0  0  0
 29 21  1  0  0  0  0
 30 11  1  0  0  0  0
 30 22  2  0  0  0  0
 31 12  2  0  0  0  0
 31 17  1  0  0  0  0
 32 12  1  0  0  0  0
 32 22  1  0  0  0  0
 24 32  1  1  0  0  0
 33 13  2  0  0  0  0
 34 15  1  0  0  0  0
 35 16  2  0  0  0  0
 18 36  1  6  0  0  0
 20 37  1  6  0  0  0
 38 23  1  0  0  0  0
 46  9  1  0  0  0  0
 47 10  1  0  0  0  0
 48 14  1  0  0  0  0
 48 24  1  0  0  0  0
 19 49  1  1  0  0  0
 51 39  1  0  0  0  0
 51 40  1  0  0  0  0
 51 41  2  0  0  0  0
 51 49  1  0  0  0  0
 52 42  1  0  0  0  0
 52 43  2  0  0  0  0
 52 46  1  0  0  0  0
 52 50  1  0  0  0  0
 53 44  1  0  0  0  0
 53 45  2  0  0  0  0
 53 47  1  0  0  0  0
 53 50  1  0  0  0  0
 54  7  1  0  0  0  0
 54 16  1  0  0  0  0
 14 55  1  6  0  0  0
 18 56  1  1  0  0  0
 19 57  1  1  0  0  0
 20 58  1  6  0  0  0
 24 59  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0001484

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@](O)(C(O)=NCCC(O)=NCCSC(=O)CC(C)=O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H40N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-12,14,18-20,24,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t14-,18-,19-,20+,24-/m1/s1

> <INCHI_KEY>
OJFDKHTZOUZBOS-CITAKDKDSA-N

> <FORMULA>
C25H40N7O18P3S

> <MOLECULAR_WEIGHT>
851.607

> <EXACT_MASS>
851.136337737

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
94

> <JCHEM_AVERAGE_POLARIZABILITY>
76.32585830022896

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

> <ALOGPS_LOGP>
-0.24

> <JCHEM_LOGP>
-5.659765144675456

> <ALOGPS_LOGS>
-2.16

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.9001207333749432

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8209787812126561

> <JCHEM_PKA_STRONGEST_BASIC>
4.006053103602433

> <JCHEM_POLAR_SURFACE_AREA>
380.6999999999999

> <JCHEM_REFRACTIVITY>
182.1032

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.84e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acetoacetyl-coa

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001484
     RDKit          3D
Acetoacetyl-CoA
 94 96  0  0  0  0  0  0  0  0999 V2000
   13.3680   -2.9999   -0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6355   -1.6877   -1.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6134   -1.6503   -2.4166 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9098   -0.5056   -0.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7964    0.4963   -0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7687    1.2350   -1.3765 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5536    0.5754    0.8680 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.3759    1.9125    0.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5933    1.5513   -0.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8728    0.3264   -0.5302 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8917    0.2145    0.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6245    1.1836    1.2156 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2040   -1.0649    0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8966   -1.1217    1.3468 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7498   -0.6103    0.7137 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3740    0.6381    0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0586    1.6879    0.3067 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0201    0.8367   -0.3837 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1033    2.0351   -1.1276 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9340    1.0119    0.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3090    2.2345    1.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8922   -0.1736    1.5711 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6144    1.1908   -0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3069    0.1014   -0.8217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1705    0.2639   -1.6240 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.7775    1.5781   -1.1986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8189    0.3885   -3.2861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2036   -1.0277   -1.4137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0714   -1.0035    0.0121 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.5084   -2.4187    0.4064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0517   -0.4992    1.2931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4062   -0.0073    0.0163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4564   -0.4664   -0.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6458    0.4683   -0.7143 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6467   -0.0322   -1.5019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8525    0.0614   -0.8278 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.8298   -0.8876   -1.3077 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7432   -1.8345   -2.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9194   -2.4740   -2.3388 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7800   -1.9355   -1.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0859   -2.1668   -1.1359 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8087   -3.1863   -1.7873 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6685   -1.4281   -0.1938 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0253   -0.4402    0.4628 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7456   -0.2132    0.1335 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0835   -0.9275   -0.8193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4296   -0.2538    0.6052 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.3876    0.1111    1.5189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1810    0.6108    0.6941 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.6162    1.8989    0.9824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9554    2.4853    2.4168 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.6252    1.3380    3.3607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5814    3.3957    2.0763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0882    3.4582    3.1700 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2701   -3.6289   -0.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5698   -3.5212   -1.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9598   -2.8725    0.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0475   -0.8561    0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.8578    0.0062   -0.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7021    2.0649    1.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9622    2.8558    0.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8394    2.3366   -0.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2453    1.4446   -1.6640 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0613   -0.5135   -1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1191   -1.5646   -0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9479   -1.7648    1.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0439   -0.5896    2.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6878   -2.1959    1.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9752   -1.3814    0.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7691    0.0087   -1.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6163    1.8055   -1.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7357    3.0363    0.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5093    2.6127    2.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1409    1.9019    2.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8019   -0.2369    2.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.9762   -0.0679    2.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6936    2.1464   -0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1600    1.4081    0.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4176   -0.4233   -3.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3124    0.3978    1.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0722   -0.5937   -1.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7238   -1.4779   -0.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.1857    1.1057   -0.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8408   -2.0371   -2.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1912   -3.9603   -1.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9663   -3.1938   -2.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -9.7158   -0.7033    2.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4779    0.2229    1.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7213    3.8159    1.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8097    2.9474    3.6234 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
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  4  5  1  0
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 44 45  1  0
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 49 92  1  1
 53 93  1  0
 54 94  1  0
M  END

HEADER    PROTEIN                                 22-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-JUN-20         0                                  
HETATM    1  C   UNK     0       2.940  27.012   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -15.938  24.702   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -12.858  24.702   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -9.063  26.242   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0     -10.397  27.012   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.062  27.012   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.729  26.242   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.272  27.012   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0     -18.399  16.232   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0     -14.398  23.162   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0     -26.186  12.162   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0     -21.256  10.870   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.606  26.242   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0     -19.733  15.462   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -7.730  27.012   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.061  26.242   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -23.694  10.352   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -22.170  14.944   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -21.140  16.089   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -14.398  26.242   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -25.101   9.726   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0     -23.533  11.884   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0     -13.064  27.012   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0     -21.400  13.611   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0     -14.398  24.702   0.000  0.00  0.00           C+0
HETATM   26  N   UNK     0     -25.262   8.194   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      -6.396  26.242   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0     -11.731  26.242   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0     -26.347  10.631   0.000  0.00  0.00           N+0
HETATM   30  N   UNK     0     -24.779  12.789   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0     -22.287   9.726   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0     -22.026  12.204   0.000  0.00  0.00           N+0
HETATM   33  O   UNK     0       1.606  24.702   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -7.730  28.552   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -1.061  24.702   0.000  0.00  0.00           O+0
HETATM   36  O   UNK     0     -23.702  15.105   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0     -15.732  27.012   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0     -13.064  28.552   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0     -19.285  17.481   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0     -21.346  19.770   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0     -19.171  19.656   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0     -17.835  19.876   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0     -16.295  17.209   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0     -17.272  20.852   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0     -14.192  20.852   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0     -18.399  17.772   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0     -15.732  22.392   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0     -19.894  13.931   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0     -21.460  17.595   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0     -15.732  19.312   0.000  0.00  0.00           O+0
HETATM   51  P   UNK     0     -20.315  18.625   0.000  0.00  0.00           P+0
HETATM   52  P   UNK     0     -17.065  18.542   0.000  0.00  0.00           P+0
HETATM   53  P   UNK     0     -15.732  20.852   0.000  0.00  0.00           P+0
HETATM   54  S   UNK     0      -2.395  27.012   0.000  0.00  0.00           S+0
HETATM   55  H   UNK     0     -19.813  17.000   0.000  0.00  0.00           H+0
HETATM   56  H   UNK     0     -22.722  16.382   0.000  0.00  0.00           H+0
HETATM   57  H   UNK     0     -20.819  14.582   0.000  0.00  0.00           H+0
HETATM   58  H   UNK     0     -13.064  25.472   0.000  0.00  0.00           H+0
HETATM   59  H   UNK     0     -22.938  13.530   0.000  0.00  0.00           H+0
CONECT    1   13                                                            
CONECT    2   25                                                            
CONECT    3   25                                                            
CONECT    4    5   15                                                       
CONECT    5    4   28                                                       
CONECT    6    7   27                                                       
CONECT    7    6   54                                                       
CONECT    8   13   16                                                       
CONECT    9   14   46                                                       
CONECT   10   25   47                                                       
CONECT   11   29   30                                                       
CONECT   12   31   32                                                       
CONECT   13    1    8   33                                                  
CONECT   14    9   19   48   55                                             
CONECT   15    4   27   34                                                  
CONECT   16    8   35   54                                                  
CONECT   17   21   22   31                                                  
CONECT   18   19   24   36   56                                             
CONECT   19   14   18   49   57                                             
CONECT   20   23   25   37   58                                             
CONECT   21   17   26   29                                                  
CONECT   22   17   30   32                                                  
CONECT   23   20   28   38                                                  
CONECT   24   18   32   48   59                                             
CONECT   25    2    3   10   20                                             
CONECT   26   21                                                            
CONECT   27    6   15                                                       
CONECT   28    5   23                                                       
CONECT   29   11   21                                                       
CONECT   30   11   22                                                       
CONECT   31   12   17                                                       
CONECT   32   12   22   24                                                  
CONECT   33   13                                                            
CONECT   34   15                                                            
CONECT   35   16                                                            
CONECT   36   18                                                            
CONECT   37   20                                                            
CONECT   38   23                                                            
CONECT   39   51                                                            
CONECT   40   51                                                            
CONECT   41   51                                                            
CONECT   42   52                                                            
CONECT   43   52                                                            
CONECT   44   53                                                            
CONECT   45   53                                                            
CONECT   46    9   52                                                       
CONECT   47   10   53                                                       
CONECT   48   14   24                                                       
CONECT   49   19   51                                                       
CONECT   50   52   53                                                       
CONECT   51   39   40   41   49                                             
CONECT   52   42   43   46   50                                             
CONECT   53   44   45   47   50                                             
CONECT   54    7   16                                                       
CONECT   55   14                                                            
CONECT   56   18                                                            
CONECT   57   19                                                            
CONECT   58   20                                                            
CONECT   59   24                                                            
MASTER        0    0    0    0    0    0    0    0   59    0  122    0
END

COMPND    HMDB0001484
HETATM    1  C1  UNL     1      13.368  -3.000  -0.555  1.00  0.00           C  
HETATM    2  C2  UNL     1      13.636  -1.688  -1.190  1.00  0.00           C  
HETATM    3  O1  UNL     1      13.613  -1.650  -2.417  1.00  0.00           O  
HETATM    4  C3  UNL     1      13.910  -0.506  -0.343  1.00  0.00           C  
HETATM    5  C4  UNL     1      12.796   0.496  -0.424  1.00  0.00           C  
HETATM    6  O2  UNL     1      12.769   1.235  -1.377  1.00  0.00           O  
HETATM    7  S1  UNL     1      11.554   0.575   0.868  1.00  0.00           S  
HETATM    8  C5  UNL     1      10.376   1.912   0.465  1.00  0.00           C  
HETATM    9  C6  UNL     1       9.593   1.551  -0.766  1.00  0.00           C  
HETATM   10  N1  UNL     1       8.873   0.326  -0.530  1.00  0.00           N  
HETATM   11  C7  UNL     1       7.892   0.214   0.493  1.00  0.00           C  
HETATM   12  O3  UNL     1       7.625   1.184   1.216  1.00  0.00           O  
HETATM   13  C8  UNL     1       7.204  -1.065   0.678  1.00  0.00           C  
HETATM   14  C9  UNL     1       5.897  -1.122   1.347  1.00  0.00           C  
HETATM   15  N2  UNL     1       4.750  -0.610   0.714  1.00  0.00           N  
HETATM   16  C10 UNL     1       4.374   0.638   0.256  1.00  0.00           C  
HETATM   17  O4  UNL     1       5.059   1.688   0.307  1.00  0.00           O  
HETATM   18  C11 UNL     1       3.020   0.837  -0.384  1.00  0.00           C  
HETATM   19  O5  UNL     1       3.103   2.035  -1.128  1.00  0.00           O  
HETATM   20  C12 UNL     1       1.934   1.012   0.652  1.00  0.00           C  
HETATM   21  C13 UNL     1       2.309   2.235   1.467  1.00  0.00           C  
HETATM   22  C14 UNL     1       1.892  -0.174   1.571  1.00  0.00           C  
HETATM   23  C15 UNL     1       0.614   1.191  -0.048  1.00  0.00           C  
HETATM   24  O6  UNL     1       0.307   0.101  -0.822  1.00  0.00           O  
HETATM   25  P1  UNL     1      -1.170   0.264  -1.624  1.00  0.00           P  
HETATM   26  O7  UNL     1      -1.778   1.578  -1.199  1.00  0.00           O  
HETATM   27  O8  UNL     1      -0.819   0.389  -3.286  1.00  0.00           O  
HETATM   28  O9  UNL     1      -2.204  -1.028  -1.414  1.00  0.00           O  
HETATM   29  P2  UNL     1      -3.071  -1.004   0.012  1.00  0.00           P  
HETATM   30  O10 UNL     1      -3.508  -2.419   0.406  1.00  0.00           O  
HETATM   31  O11 UNL     1      -2.052  -0.499   1.293  1.00  0.00           O  
HETATM   32  O12 UNL     1      -4.406  -0.007   0.016  1.00  0.00           O  
HETATM   33  C16 UNL     1      -5.456  -0.466  -0.760  1.00  0.00           C  
HETATM   34  C17 UNL     1      -6.646   0.468  -0.714  1.00  0.00           C  
HETATM   35  O13 UNL     1      -7.647  -0.032  -1.502  1.00  0.00           O  
HETATM   36  C18 UNL     1      -8.853   0.061  -0.828  1.00  0.00           C  
HETATM   37  N3  UNL     1      -9.830  -0.888  -1.308  1.00  0.00           N  
HETATM   38  C19 UNL     1      -9.743  -1.835  -2.232  1.00  0.00           C  
HETATM   39  N4  UNL     1     -10.919  -2.474  -2.339  1.00  0.00           N  
HETATM   40  C20 UNL     1     -11.780  -1.935  -1.472  1.00  0.00           C  
HETATM   41  C21 UNL     1     -13.086  -2.167  -1.136  1.00  0.00           C  
HETATM   42  N5  UNL     1     -13.809  -3.186  -1.787  1.00  0.00           N  
HETATM   43  N6  UNL     1     -13.669  -1.428  -0.194  1.00  0.00           N  
HETATM   44  C22 UNL     1     -13.025  -0.440   0.463  1.00  0.00           C  
HETATM   45  N7  UNL     1     -11.746  -0.213   0.133  1.00  0.00           N  
HETATM   46  C23 UNL     1     -11.084  -0.927  -0.819  1.00  0.00           C  
HETATM   47  C24 UNL     1      -8.430  -0.254   0.605  1.00  0.00           C  
HETATM   48  O14 UNL     1      -9.388   0.111   1.519  1.00  0.00           O  
HETATM   49  C25 UNL     1      -7.181   0.611   0.694  1.00  0.00           C  
HETATM   50  O15 UNL     1      -7.616   1.899   0.982  1.00  0.00           O  
HETATM   51  P3  UNL     1      -6.955   2.485   2.417  1.00  0.00           P  
HETATM   52  O16 UNL     1      -6.625   1.338   3.361  1.00  0.00           O  
HETATM   53  O17 UNL     1      -5.581   3.396   2.076  1.00  0.00           O  
HETATM   54  O18 UNL     1      -8.088   3.458   3.170  1.00  0.00           O  
HETATM   55  H1  UNL     1      14.270  -3.629  -0.479  1.00  0.00           H  
HETATM   56  H2  UNL     1      12.570  -3.521  -1.149  1.00  0.00           H  
HETATM   57  H3  UNL     1      12.960  -2.872   0.471  1.00  0.00           H  
HETATM   58  H4  UNL     1      14.047  -0.856   0.704  1.00  0.00           H  
HETATM   59  H5  UNL     1      14.858   0.006  -0.680  1.00  0.00           H  
HETATM   60  H6  UNL     1       9.702   2.065   1.308  1.00  0.00           H  
HETATM   61  H7  UNL     1      10.962   2.856   0.322  1.00  0.00           H  
HETATM   62  H8  UNL     1       8.839   2.337  -0.996  1.00  0.00           H  
HETATM   63  H9  UNL     1      10.245   1.445  -1.664  1.00  0.00           H  
HETATM   64  H10 UNL     1       9.061  -0.514  -1.120  1.00  0.00           H  
HETATM   65  H11 UNL     1       7.119  -1.565  -0.352  1.00  0.00           H  
HETATM   66  H12 UNL     1       7.948  -1.765   1.183  1.00  0.00           H  
HETATM   67  H13 UNL     1       6.044  -0.590   2.374  1.00  0.00           H  
HETATM   68  H14 UNL     1       5.688  -2.196   1.657  1.00  0.00           H  
HETATM   69  H15 UNL     1       3.975  -1.381   0.517  1.00  0.00           H  
HETATM   70  H16 UNL     1       2.769   0.009  -1.042  1.00  0.00           H  
HETATM   71  H17 UNL     1       3.616   1.806  -1.949  1.00  0.00           H  
HETATM   72  H18 UNL     1       2.736   3.036   0.827  1.00  0.00           H  
HETATM   73  H19 UNL     1       1.509   2.613   2.104  1.00  0.00           H  
HETATM   74  H20 UNL     1       3.141   1.902   2.138  1.00  0.00           H  
HETATM   75  H21 UNL     1       2.802  -0.237   2.193  1.00  0.00           H  
HETATM   76  H22 UNL     1       1.699  -1.076   0.978  1.00  0.00           H  
HETATM   77  H23 UNL     1       0.976  -0.068   2.233  1.00  0.00           H  
HETATM   78  H24 UNL     1       0.694   2.146  -0.638  1.00  0.00           H  
HETATM   79  H25 UNL     1      -0.160   1.408   0.731  1.00  0.00           H  
HETATM   80  H26 UNL     1      -0.418  -0.423  -3.644  1.00  0.00           H  
HETATM   81  H27 UNL     1      -2.312   0.398   1.610  1.00  0.00           H  
HETATM   82  H28 UNL     1      -5.072  -0.594  -1.789  1.00  0.00           H  
HETATM   83  H29 UNL     1      -5.724  -1.478  -0.386  1.00  0.00           H  
HETATM   84  H30 UNL     1      -6.320   1.430  -1.135  1.00  0.00           H  
HETATM   85  H31 UNL     1      -9.186   1.106  -0.856  1.00  0.00           H  
HETATM   86  H32 UNL     1      -8.841  -2.037  -2.799  1.00  0.00           H  
HETATM   87  H33 UNL     1     -14.191  -3.960  -1.204  1.00  0.00           H  
HETATM   88  H34 UNL     1     -13.966  -3.194  -2.800  1.00  0.00           H  
HETATM   89  H35 UNL     1     -13.476   0.167   1.224  1.00  0.00           H  
HETATM   90  H36 UNL     1      -8.143  -1.330   0.668  1.00  0.00           H  
HETATM   91  H37 UNL     1      -9.716  -0.703   2.018  1.00  0.00           H  
HETATM   92  H38 UNL     1      -6.478   0.223   1.455  1.00  0.00           H  
HETATM   93  H39 UNL     1      -5.721   3.816   1.172  1.00  0.00           H  
HETATM   94  H40 UNL     1      -8.810   2.947   3.623  1.00  0.00           H  
CONECT    1    2   55   56   57
CONECT    2    3    3    4
CONECT    4    5   58   59
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   60   61
CONECT    9   10   62   63
CONECT   10   11   64
CONECT   11   12   12   13
CONECT   13   14   65   66
CONECT   14   15   67   68
CONECT   15   16   69
CONECT   16   17   17   18
CONECT   18   19   20   70
CONECT   19   71
CONECT   20   21   22   23
CONECT   21   72   73   74
CONECT   22   75   76   77
CONECT   23   24   78   79
CONECT   24   25
CONECT   25   26   26   27   28
CONECT   27   80
CONECT   28   29
CONECT   29   30   30   31   32
CONECT   31   81
CONECT   32   33
CONECT   33   34   82   83
CONECT   34   35   49   84
CONECT   35   36
CONECT   36   37   47   85
CONECT   37   38   46
CONECT   38   39   39   86
CONECT   39   40
CONECT   40   41   41   46
CONECT   41   42   43
CONECT   42   87   88
CONECT   43   44   44
CONECT   44   45   89
CONECT   45   46   46
CONECT   47   48   49   90
CONECT   48   91
CONECT   49   50   92
CONECT   50   51
CONECT   51   52   52   53   54
CONECT   53   93
CONECT   54   94
END

HMDB0001484
     RDKit          3D
Acetoacetyl-CoA
 94 96  0  0  0  0  0  0  0  0999 V2000
   13.3680   -2.9999   -0.5552 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6355   -1.6877   -1.1899 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6134   -1.6503   -2.4166 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9098   -0.5056   -0.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7964    0.4963   -0.4241 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7687    1.2350   -1.3765 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5536    0.5754    0.8680 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.3759    1.9125    0.4649 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5933    1.5513   -0.7658 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8728    0.3264   -0.5302 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8917    0.2145    0.4933 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6245    1.1836    1.2156 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2040   -1.0649    0.6780 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8966   -1.1217    1.3468 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7498   -0.6103    0.7137 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.3740    0.6381    0.2555 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0586    1.6879    0.3067 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0201    0.8367   -0.3837 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1033    2.0351   -1.1276 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9340    1.0119    0.6516 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3090    2.2345    1.4670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8922   -0.1736    1.5711 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6144    1.1908   -0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3069    0.1014   -0.8217 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1705    0.2639   -1.6240 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.7775    1.5781   -1.1986 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8189    0.3885   -3.2861 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2036   -1.0277   -1.4137 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0714   -1.0035    0.0121 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.5084   -2.4187    0.4064 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0517   -0.4992    1.2931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4062   -0.0073    0.0163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4564   -0.4664   -0.7595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6458    0.4683   -0.7143 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.6467   -0.0322   -1.5019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8525    0.0614   -0.8278 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.8298   -0.8876   -1.3077 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7432   -1.8345   -2.2317 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9194   -2.4740   -2.3388 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7800   -1.9355   -1.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0859   -2.1668   -1.1359 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8087   -3.1863   -1.7873 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6685   -1.4281   -0.1938 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0253   -0.4402    0.4628 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7456   -0.2132    0.1335 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0835   -0.9275   -0.8193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4296   -0.2538    0.6052 C   0  0  2  0  0  0  0  0  0  0  0  0
   -9.3876    0.1111    1.5189 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1810    0.6108    0.6941 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.6162    1.8989    0.9824 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9554    2.4853    2.4168 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.6252    1.3380    3.3607 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5814    3.3957    2.0763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0882    3.4582    3.1700 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.2701   -3.6289   -0.4792 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5698   -3.5212   -1.1485 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9598   -2.8725    0.4706 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0475   -0.8561    0.7036 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.8578    0.0062   -0.6796 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7021    2.0649    1.3082 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9622    2.8558    0.3224 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8394    2.3366   -0.9961 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2453    1.4446   -1.6640 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0613   -0.5135   -1.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1191   -1.5646   -0.3516 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9479   -1.7648    1.1826 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0439   -0.5896    2.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6878   -2.1959    1.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9752   -1.3814    0.5165 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7691    0.0087   -1.0417 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6163    1.8055   -1.9490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7357    3.0363    0.8272 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5093    2.6127    2.1044 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1409    1.9019    2.1384 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8019   -0.2369    2.1930 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6994   -1.0755    0.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9762   -0.0679    2.2329 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6936    2.1464   -0.6375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1600    1.4081    0.7306 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4176   -0.4233   -3.6439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3124    0.3978    1.6100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0722   -0.5937   -1.7887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7238   -1.4779   -0.3858 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3204    1.4301   -1.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1857    1.1057   -0.8563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8408   -2.0371   -2.7992 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1912   -3.9603   -1.2040 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9663   -3.1938   -2.7996 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4758    0.1673    1.2236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1427   -1.3298    0.6676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7158   -0.7033    2.0180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4779    0.2229    1.4547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7213    3.8159    1.1725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8097    2.9474    3.6234 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
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 29 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  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 41 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  2  0
 36 47  1  0
 47 48  1  0
 47 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  2  0
 51 53  1  0
 51 54  1  0
 49 34  1  0
 46 37  1  0
 46 40  1  0
  1 55  1  0
  1 56  1  0
  1 57  1  0
  4 58  1  0
  4 59  1  0
  8 60  1  0
  8 61  1  0
  9 62  1  0
  9 63  1  0
 10 64  1  0
 13 65  1  0
 13 66  1  0
 14 67  1  0
 14 68  1  0
 15 69  1  0
 18 70  1  6
 19 71  1  0
 21 72  1  0
 21 73  1  0
 21 74  1  0
 22 75  1  0
 22 76  1  0
 22 77  1  0
 23 78  1  0
 23 79  1  0
 27 80  1  0
 31 81  1  0
 33 82  1  0
 33 83  1  0
 34 84  1  6
 36 85  1  1
 38 86  1  0
 42 87  1  0
 42 88  1  0
 44 89  1  0
 47 90  1  6
 48 91  1  0
 49 92  1  1
 53 93  1  0
 54 94  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-Acetoacetyl-CoA	ChEBI
Acetoacetyl coenzyme A	ChEBI
S-Acetoacetyl-CoA	ChEBI
S-Acetoacetyl-coenzym a	ChEBI
S-Acetoacetyl-coenzyme A	ChEBI
Acetoacetyl CoA	MeSH

Chemical Formula

C₂₅H₄₀N₇O₁₈P₃S

Average Molecular Weight

851.607

Monoisotopic Molecular Weight

851.136337737

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

Traditional Name

acetoacetyl-coa

CAS Registry Number

1420-36-6

SMILES

CC(=O)CC(=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/C25H40N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-12,14,18-20,24,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t14-,18-,19-,20+,24-/m1/s1

InChI Key

OJFDKHTZOUZBOS-CITAKDKDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aminopiperidines. Aminopiperidines are compounds containing a piperidine that carries an amino group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Piperidines

Sub Class

Aminopiperidines

Direct Parent

Aminopiperidines

Alternative Parents

Substituents

4-aminopiperidine
Tertiary aliphatic amine
Tertiary amine
Azacycle
Secondary amine
Secondary aliphatic amine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

bipiperidine (CHEBI:40117 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Mitochondrion (HMDB: HMDB0001484)
Peroxisome (HMDB: HMDB0001484)

Cell

Fibroblast

Fibroblast (HMDB: HMDB0001484)

Fibroblasts (HMDB: HMDB0001484)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0001484)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0001484)

Source

Exogenous

Exogenous (HMDB: HMDB0001484)

Food

Food (HMDB: HMDB0001484)

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)

Endogenous

Endogenous (HMDB: HMDB0001484)

Plant

Animal

Animal (HMDB: HMDB0001484)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0001484)

Biochemical pathway

Drug action pathway

Alendronate Action Pathway (HMDB: HMDB0001484)
Ibandronate Action Pathway (PathBank: SMP0000079)
Simvastatin Action Pathway (PathBank: SMP0000082)
Pravastatin Action Pathway (PathBank: SMP0000089)
Rosuvastatin Action Pathway (PathBank: SMP0000092)
Alendronate Action Pathway (PathBank: SMP0000095)
Lovastatin Action Pathway (PathBank: SMP0000099)
Zoledronate Action Pathway (PathBank: SMP0000107)
Cerivastatin Action Pathway (PathBank: SMP0000111)
Risedronate Action Pathway (PathBank: SMP0000112)
Pamidronate Action Pathway (PathBank: SMP0000117)
Fluvastatin Action Pathway (PathBank: SMP0000119)
Atorvastatin Action Pathway (PathBank: SMP0000131)

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0001484)
Pyruvate Metabolism (PathBank: SMP0002355)
Fatty Acid Metabolism (PathBank: SMP0063589)
Ketone Body Metabolism (PathBank: SMP0087202)
Propanoate Metabolism (PathBank: SMP0087480)
Acetate Metabolism (PathBank: SMP0122254)
Fatty Acid Metabolism (PathBank: SMP0002361)
Butyrate Metabolism (PathBank: SMP0063603)
Valine, Leucine, and Isoleucine Degradation (PathBank: SMP0063689)
Mitochondrial Beta-Oxidation of Short Chain Saturated Fatty Acids (PathBank: SMP0087265)
Lysine Degradation (PathBank: SMP0087300)
Steroid Biosynthesis (PathBank: SMP0087326)
Lysine Metabolism (PathBank: SMP0002434)
Mevalonate Pathway (PathBank: SMP0121209)
Fatty Acid Oxidation (Butanoate) (PathBank: SMP0121346)
Steroid Biosynthesis (PathBank: SMP0002381)
Ketone Body Metabolism (PathBank: SMP0002383)
Terpenoid Backbone Biosynthesis (PathBank: SMP0002384)
Cholesterol Biosynthesis and Metabolism CE(14:0) (PathBank: SMP0002435)
Cholesterol Biosynthesis and Metabolism CE(10:0) (PathBank: SMP0002436)
Cholesterol Biosynthesis and Metabolism CE(12:0) (PathBank: SMP0002438)
Cholesterol Biosynthesis and Metabolism CE(16:0) (PathBank: SMP0002440)
Cholesterol Biosynthesis and Metabolism CE(18:0) (PathBank: SMP0002441)
Butanoate metabolism (PathBank: SMP0012467)
Cholesterol Biosynthesis and Metabolism (PathBank: SMP0070041)

Disease pathway

2-Methyl-3-hydroxybutryl-CoA Dehydrogenase Deficiency (PathBank: SMP0120439)
Smith-Lemli-Opitz Syndrome (SLOS) (PathBank: SMP0120515)
Methylmalonate Semialdehyde Dehydrogenase Deficiency (PathBank: SMP0120523)
Isovaleric Acidemia (PathBank: SMP0120589)
Pyridoxine Dependency with Seizures (PathBank: SMP0120635)
3-Methylglutaconic Aciduria Type I (PathBank: SMP0120663)
Beta-Ketothiolase Deficiency (PathBank: SMP0120679)
Desmosterolosis (PathBank: SMP0120692)
Glutaric Aciduria Type I (PathBank: SMP0120704)
Leigh Syndrome (PathBank: SMP0120726)
Mevalonic Aciduria (PathBank: SMP0120794)
3-Hydroxyisobutyric Aciduria (PathBank: SMP0120806)
Very-Long-Chain Acyl-CoA Dehydrogenase Deficiency (VLCAD) (PathBank: SMP0120824)
Carnitine Palmitoyl Transferase Deficiency II (PathBank: SMP0120825)
Ethylmalonic Encephalopathy (HMDB: HMDB0001484)
3-Methylcrotonyl-CoA Carboxylase Deficiency Type I (PathBank: SMP0120441)
3-Methylglutaconic Aciduria Type IV (PathBank: SMP0120444)
Lysosomal Acid Lipase Deficiency (Wolman Disease) (PathBank: SMP0120512)
Methylmalonic Aciduria (PathBank: SMP0120525)
Pyruvate Decarboxylase E1 Component Deficiency (PDHE1 Deficiency) (PathBank: SMP0120533)
Cholesteryl Ester Storage Disease (PathBank: SMP0120573)
Trifunctional Protein Deficiency (PathBank: SMP0120609)
Pyruvate Kinase Deficiency (PathBank: SMP0120623)
3-Hydroxy-3-methylglutaryl-CoA Lyase Deficiency (PathBank: SMP0120661)
3-Methylglutaconic Aciduria Type III (PathBank: SMP0120664)
Ethylmalonic Encephalopathy (PathBank: SMP0120696)
Methylmalonic Aciduria Due to Cobalamin-Related Disorders (PathBank: SMP0120748)
Hyperlysinemia I, Familial (PathBank: SMP0120811)
Hyperlysinemia II or Saccharopinuria (PathBank: SMP0120812)
Carnitine Palmitoyl Transferase Deficiency I (PathBank: SMP0120822)
Primary Hyperoxaluria II, PH2 (PathBank: SMP0120841)
2-Aminoadipic 2-Oxoadipic Aciduria (PathBank: SMP0120870)
CHILD Syndrome (PathBank: SMP0120464)
Maple Syrup Urine Disease (PathBank: SMP0120516)
Pyruvate Dehydrogenase Complex Deficiency (PathBank: SMP0120531)
Propionic Acidemia (PathBank: SMP0120537)
Wolman Disease (PathBank: SMP0120576)
Isobutyryl-CoA Dehydrogenase Deficiency (PathBank: SMP0120588)
Long Chain Acyl-CoA Dehydrogenase Deficiency (LCAD) (PathBank: SMP0120604)
Medium Chain Acyl-CoA Dehydrogenase Deficiency (MCAD) (PathBank: SMP0120607)
Chondrodysplasia Punctata II, X-Linked Dominant (CDPX2) (PathBank: SMP0120685)
Isovaleric Aciduria (PathBank: SMP0120723)
Malonic Aciduria (PathBank: SMP0120734)
Short-Chain Acyl-CoA Dehydrogenase Deficiency (SCAD Deficiency) (PathBank: SMP0120740)
Saccharopinuria/Hyperlysinemia II (PathBank: SMP0120746)
Hypercholesterolemia (PathBank: SMP0120769)
Malonyl-CoA Decarboxylase Deficiency (PathBank: SMP0120786)
Hyper-IgD Syndrome (PathBank: SMP0120574)
3-Hydroxyisobutyric Acid Dehydrogenase Deficiency (PathBank: SMP0120586)
2-Methyl-3-hydroxybutryl-CoA Dehydrogenase Deficiency (PathBank: SMP0000137)
Short-Chain 3-Hydroxyacyl-CoA Dehydrogenase Deficiency (HADH) (PathBank: SMP0000568)

Short-chain 3-hydroxyacyl-CoA dehydrogenase deficiency (SCHAD) (PathBank: SMP0120632)
Succinyl CoA: 3-ketoacid CoA transferase deficiency (PathBank: SMP0120633)
Lipid metabolism pathway (HMDB: HMDB0001484)

Cellular process

Cell signaling (HMDB: HMDB0001484)

Biochemical process

Lipid transport (HMDB: HMDB0001484)

Role

Biological role

Energy source (HMDB: HMDB0001484)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0001484)

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	3.83 g/L	ALOGPS
logP	-0.24	ALOGPS
logP	-5.7	ChemAxon
logS	-2.2	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	182.1 m³·mol⁻¹	ChemAxon
Polarizability	76.33 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]+	209.334	30932474
DeepCCS	[M-H]-	207.681	30932474
DeepCCS	[M-2H]-	241.715	30932474
DeepCCS	[M+Na]+	216.365	30932474
AllCCS	[M+H]+	255.9	32859911
AllCCS	[M+H-H2O]+	256.3	32859911
AllCCS	[M+NH4]+	255.5	32859911
AllCCS	[M+Na]+	255.3	32859911
AllCCS	[M-H]-	254.5	32859911
AllCCS	[M+Na-2H]-	258.6	32859911
AllCCS	[M+HCOO]-	263.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Acetoacetyl-CoA	CC(=O)CC(=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	5769.4	Standard polar	33892256
Acetoacetyl-CoA	CC(=O)CC(=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	4323.3	Standard non polar	33892256
Acetoacetyl-CoA	CC(=O)CC(=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	6490.2	Semi standard non polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA n/a 59V, negative-QTOF	splash10-000i-0004009000-9559fa356f1bae03b7ca	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA n/a 59V, negative-QTOF	splash10-0a4i-0269300000-d5574d3fd84812c0057d	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA n/a 59V, negative-QTOF	splash10-05n1-0009600000-a29b94fc4d454c655bab	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA n/a 59V, negative-QTOF	splash10-000i-0001209000-21979fdba010c3871c5a	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA Orbitrap 42V, negative-QTOF	splash10-0udi-0000000090-aa1f97ad009df4ad9439	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA Orbitrap 57V, negative-QTOF	splash10-0udi-0000100490-97b56edeb43a5d82ba85	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA Orbitrap 71V, negative-QTOF	splash10-014i-0000910830-9d7a9bb5d2817f98fbf1	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA Orbitrap 93V, negative-QTOF	splash10-0ar9-0101901000-ee3c1d5ebb3142f3c5af	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA Orbitrap 115V, negative-QTOF	splash10-0a6r-5524900000-2d745cfa452462059e2c	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA Orbitrap 136V, negative-QTOF	splash10-056r-9513200000-037d88669e973d0dff1c	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA Orbitrap 158V, negative-QTOF	splash10-004i-9400000000-fca9f3020e4e007e8164	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA Orbitrap 187V, negative-QTOF	splash10-004i-9300000000-13ad94b2682d99b6234d	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA Orbitrap 216V, negative-QTOF	splash10-004i-9200000000-32dfa0b8d343e2eb7b7b	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA Orbitrap 260V, negative-QTOF	splash10-004i-9100000000-6461ef6280ce0db781b2	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA n/a 59V, negative-QTOF	splash10-014i-0000000900-727bb0c3c925e7bbeba4	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA n/a 59V, negative-QTOF	splash10-00di-0190000000-0e093fb5398057b2093d	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA n/a 59V, negative-QTOF	splash10-0a4i-0900000000-b4c90f8c858e783159b8	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA n/a 59V, negative-QTOF	splash10-0udl-0018900000-91aaf6888a10aac16f57	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA n/a 59V, negative-QTOF	splash10-00xr-0092000000-2dd3c44dfb7a39ee9a59	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA n/a 59V, negative-QTOF	splash10-0670-0000904200-f3bcbcab3db17ae6a02a	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA n/a 59V, negative-QTOF	splash10-00di-0190000000-3a982abdcfdcfe6b0420	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA n/a 59V, negative-QTOF	splash10-0udr-0027900000-0d41e18ae4bea1b5b7eb	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA n/a 59V, positive-QTOF	splash10-0002-6900000000-959cba779002108c94cc	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA n/a 59V, positive-QTOF	splash10-00di-9000000000-9fd58d8b09e3b71e5e6f	2020-07-22	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Acetoacetyl-CoA n/a 59V, positive-QTOF	splash10-03di-0190000000-aa6e0456b3c35ec78a6a	2020-07-22	HMDB team, MONA	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane
Mitochondria
Peroxisome

Biospecimen Locations

Not Available

Tissue Locations

Fibroblasts

Pathways

Name	SMPDB/PathBank	KEGG
Butyrate Metabolism
Fatty acid Metabolism
Valine, leucine and isoleucine degradation	Not Available
Propanoate metabolism	Not Available
Steroid Biosynthesis

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB03059

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Acetoacetyl-CoA

METLIN ID

Not Available

PubChem Compound

92153

PDB ID

Not Available

ChEBI ID

15345

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Clayton PT, Eaton S, Aynsley-Green A, Edginton M, Hussain K, Krywawych S, Datta V, Malingre HE, Berger R, van den Berg IE: Hyperinsulinism in short-chain L-3-hydroxyacyl-CoA dehydrogenase deficiency reveals the importance of beta-oxidation in insulin secretion. J Clin Invest. 2001 Aug;108(3):457-65. [PubMed:11489939 ]

Only showing the first 10 proteins. There are 19 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Acetyl-CoA acetyltransferase, cytosolic

General function:: Involved in transferase activity, transferring acyl groups other than amino-acyl groups
Specific function:: Not Available
Gene Name:: ACAT2
Uniprot ID:: Q9BWD1
Molecular weight:: 41350.5

Reactions

Acetyl-CoA → Coenzyme A + Acetoacetyl-CoA	details

Enzyme Details

2. 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

Enzyme Details

3. Acetyl-CoA acetyltransferase, mitochondrial

General function:: Involved in transferase activity, transferring acyl groups other than amino-acyl groups
Specific function:: Plays a major role in ketone body metabolism.
Gene Name:: ACAT1
Uniprot ID:: P24752
Molecular weight:: 45199.2

Reactions

Acetyl-CoA → Coenzyme A + Acetoacetyl-CoA	details

Enzyme Details

4. Hydroxymethylglutaryl-CoA synthase, mitochondrial

General function:: Involved in hydroxymethylglutaryl-CoA synthase activity
Specific function:: This enzyme condenses acetyl-CoA with acetoacetyl-CoA to form HMG-CoA, which is the substrate for HMG-CoA reductase.
Gene Name:: HMGCS2
Uniprot ID:: P54868
Molecular weight:: 52481.065

Reactions

Acetyl-CoA + Water + Acetoacetyl-CoA → 3-Hydroxy-3-methylglutaryl-CoA + Coenzyme A	details
3-Hydroxy-3-methylglutaryl-CoA + Coenzyme A → Acetyl-CoA + Water + Acetoacetyl-CoA	details

Enzyme Details

5. 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

Enzyme Details

6. 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

Enzyme Details

7. Hydroxymethylglutaryl-CoA synthase, cytoplasmic

General function:: Involved in hydroxymethylglutaryl-CoA synthase activity
Specific function:: This enzyme condenses acetyl-CoA with acetoacetyl-CoA to form HMG-CoA, which is the substrate for HMG-CoA reductase.
Gene Name:: HMGCS1
Uniprot ID:: Q01581
Molecular weight:: 57293.105

Reactions

Acetyl-CoA + Water + Acetoacetyl-CoA → 3-Hydroxy-3-methylglutaryl-CoA + Coenzyme A	details
3-Hydroxy-3-methylglutaryl-CoA + Coenzyme A → Acetyl-CoA + Water + Acetoacetyl-CoA	details

Enzyme Details

8. 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

Enzyme Details

9. Peroxisomal bifunctional enzyme

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

Reactions

3-Hydroxybutyryl-CoA + NAD → Acetoacetyl-CoA + NADH + Hydrogen Ion	details

Enzyme Details

10. 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

3-Hydroxybutyryl-CoA + NAD → Acetoacetyl-CoA + NADH + Hydrogen Ion	details

Only showing the first 10 proteins. There are 19 proteins in total.

Show all enzymes and transporters

Showing metabocard for Acetoacetyl-CoA (HMDB0001484)

MOL for HMDB0001484 (Acetoacetyl-CoA)

3D MOL for HMDB0001484 (Acetoacetyl-CoA)

3D SDF for HMDB0001484 (Acetoacetyl-CoA)

3D-SDF for HMDB0001484 (Acetoacetyl-CoA)

PDB for HMDB0001484 (Acetoacetyl-CoA)

3D PDB for HMDB0001484 (Acetoacetyl-CoA)

SMILES for HMDB0001484 (Acetoacetyl-CoA)

INCHI for HMDB0001484 (Acetoacetyl-CoA)

Structure for HMDB0001484 (Acetoacetyl-CoA)

3D Structure for HMDB0001484 (Acetoacetyl-CoA)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

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