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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (178)transporters (1) Show 179 proteins XML

enzymes (178)transporters (1) Show 179 proteins

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

HMDB0001206

Secondary Accession Numbers

HMDB01206

Metabolite Identification

Common Name

Acetyl-CoA

Description

The main function of coenzyme A is to carry acyl groups (such as the acetyl group) or thioesters. Acetyl-CoA is an important molecule itself. It is the precursor to HMG CoA, which is a vital component in cholesterol and ketone synthesis. (wikipedia). acetyl CoA participates in the biosynthesis of fatty acids and sterols, in the oxidation of fatty acids and in the metabolism of many amino acids. It also acts as a biological acetylating agent.

Structure

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


  Mrv1652306252016422D          

 51 53  0  0  1  0            999 V2000
   23.7699   -2.0121    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.1025   -1.5271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5150   -2.7967    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.4350   -2.0121    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.6900   -2.7967    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.9999   -3.4642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0242   -6.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7670   -6.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3097   -6.4656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5953   -6.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8808   -6.4656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3381   -4.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5953   -5.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3381   -3.9906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9092   -3.9906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6236   -3.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0526   -2.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9256   -1.6261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3381   -2.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7506   -1.6261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6236   -2.7530    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.9091   -2.3405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7670   -2.3405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4170   -2.3405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0670   -2.3405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5920   -1.5155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5920   -3.1655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2420   -1.5155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2420   -3.1655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5920   -2.3405    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.2420   -2.3405    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.6504   -1.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2049   -3.4642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3800   -4.2892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0300   -4.2892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2049   -4.2892    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.2049   -5.1142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5544   -1.7572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1677   -2.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8901   -1.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8821   -1.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1677   -3.1342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7106   -1.0896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5966   -2.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8822   -3.5466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5966   -3.1341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3110   -1.8966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4815   -6.0531    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.1960   -7.2906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1960   -6.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9104   -6.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  1  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3  6  1  6  0  0  0
  4 32  1  1  0  0  0
  5  4  1  0  0  0  0
  5 33  1  6  0  0  0
  9  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 48  1  0  0  0  0
 10  9  1  0  0  0  0
 13 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 16 21  1  0  0  0  0
 19 17  1  0  0  0  0
 17 23  1  0  0  0  0
 19 18  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  6  0  0  0
 23 30  1  0  0  0  0
 30 24  1  0  0  0  0
 24 31  1  0  0  0  0
 31 25  1  0  0  0  0
 32 25  1  0  0  0  0
 30 26  2  0  0  0  0
 30 27  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  1  0  0  0  0
 33 36  1  0  0  0  0
 36 34  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  2  0  0  0  0
 39 38  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  2  0  0  0  0
 42 39  1  0  0  0  0
 43 40  2  0  0  0  0
 44 41  1  0  0  0  0
 43 41  1  0  0  0  0
 45 42  2  0  0  0  0
 46 44  2  0  0  0  0
 47 44  1  0  0  0  0
 46 45  1  0  0  0  0
 48 50  1  0  0  0  0
 50 49  2  0  0  0  0
 50 51  1  0  0  0  0
M  END

HMDB0001206
     RDKit          3D
Acetyl-CoA
 89 91  0  0  0  0  0  0  0  0999 V2000
   11.5647    0.2166    0.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3766   -1.0204    0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6150   -0.8189    0.1624 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8218   -2.6646    0.0400 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.1049   -3.0216    0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3475   -2.7605    1.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1833   -1.4211    1.7256 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4459   -0.4828    0.9490 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9546   -0.8570   -0.1379 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2538    0.9002    1.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4409    1.6602    0.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1468    1.0226    0.1948 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1683    1.5065   -0.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5067    2.5551   -1.3604 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8493    0.9313   -0.9347 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1941    1.6419   -1.9456 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9343    0.8772    0.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4308    0.0707    1.4094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7235    2.2993    0.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5572    0.3557   -0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9270    1.1350   -1.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5971    0.4172   -1.3543 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.9844    0.8289   -2.7764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5114   -1.2537   -1.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7688    1.0362   -0.3197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0375    0.0882    1.0294 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.3824   -1.2892    0.8829 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2418    0.8318    2.3501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6528   -0.1701    1.3584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4974    0.5072    0.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9512    0.2592    0.7984 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7141    0.9608   -0.1096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8514    0.2098   -0.3733 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.4519    0.6675   -1.5904 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8741    0.7633   -2.7988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7459    1.2336   -3.7039 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9159    1.4458   -3.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1217    1.9191   -3.5253 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2752    2.2756   -4.8987 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1183    2.0215   -2.6285 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9378    1.6763   -1.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7624    1.2139   -0.8831 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7296    1.0906   -1.7355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2563   -1.1891   -0.5052 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.2306   -2.1559   -0.3956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3244   -1.1865    0.7146 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0214   -1.5195    1.8753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3595   -2.8062    2.7050 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.5384   -2.2409    3.8664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3857   -3.7884    1.7510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6250   -3.6912    3.4017 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7156    0.0489   -0.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1660    0.4638    1.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1826    1.0875   -0.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6167   -2.3614   -0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8768   -4.0962   -0.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8331   -3.3733    2.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3301   -3.2687    1.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6043   -1.1035    2.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6435    0.9089    2.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1687    1.4650    1.6251 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9987    1.7079   -0.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2316    2.6635    0.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9242    0.1686    0.7492 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9746   -0.1030   -1.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5804    2.5200   -2.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0509    0.6569    2.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5079   -0.1798    2.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8410   -0.9136    1.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9359    2.2143    1.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6765    2.6746    1.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371    2.9593   -0.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7252   -0.6426   -0.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9588    0.3188    0.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1346   -1.5681   -2.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7594    1.5683    2.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2988    0.0888   -0.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2629    1.5881    0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1552    0.6790    1.8043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5177    0.2485    0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8433    0.4905   -2.9852 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8137    1.6544   -5.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8225    3.1190   -5.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7867    1.7826   -0.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6209   -1.2812   -1.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8538   -2.9778    0.0286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4479   -1.8396    0.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1922   -4.6173    2.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1534   -3.0324    3.9337 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 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  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 38 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 33 44  1  0
 44 45  1  0
 44 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  2  0
 48 50  1  0
 48 51  1  0
 46 31  1  0
 43 34  1  0
 43 37  1  0
  1 52  1  0
  1 53  1  0
  1 54  1  0
  5 55  1  0
  5 56  1  0
  6 57  1  0
  6 58  1  0
  7 59  1  0
 10 60  1  0
 10 61  1  0
 11 62  1  0
 11 63  1  0
 12 64  1  0
 15 65  1  6
 16 66  1  0
 18 67  1  0
 18 68  1  0
 18 69  1  0
 19 70  1  0
 19 71  1  0
 19 72  1  0
 20 73  1  0
 20 74  1  0
 24 75  1  0
 28 76  1  0
 30 77  1  0
 30 78  1  0
 31 79  1  1
 33 80  1  1
 35 81  1  0
 39 82  1  0
 39 83  1  0
 41 84  1  0
 44 85  1  6
 45 86  1  0
 46 87  1  6
 50 88  1  0
 51 89  1  0
M  END


  Mrv1652306252016422D          

 51 53  0  0  1  0            999 V2000
   23.7699   -2.0121    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   23.1025   -1.5271    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.5150   -2.7967    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.4350   -2.0121    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   22.6900   -2.7967    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   23.9999   -3.4642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.0242   -6.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7670   -6.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3097   -6.4656    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.5953   -6.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8808   -6.4656    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.3381   -4.8155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5953   -5.2281    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3381   -3.9906    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9092   -3.9906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6236   -3.5779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0526   -2.7530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9256   -1.6261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3381   -2.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7506   -1.6261    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6236   -2.7530    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.9091   -2.3405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7670   -2.3405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.4170   -2.3405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0670   -2.3405    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5920   -1.5155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5920   -3.1655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2420   -1.5155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2420   -3.1655    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5920   -2.3405    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.2420   -2.3405    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.6504   -1.7572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2049   -3.4642    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3800   -4.2892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.0300   -4.2892    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.2049   -4.2892    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   22.2049   -5.1142    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.5544   -1.7572    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.1677   -2.3092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8901   -1.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8821   -1.8967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1677   -3.1342    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   25.7106   -1.0896    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.5966   -2.3091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.8822   -3.5466    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.5966   -3.1341    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.3110   -1.8966    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.4815   -6.0531    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   19.1960   -7.2906    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.1960   -6.4656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9104   -6.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 38  1  1  0  0  0
  2  1  1  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  3  6  1  6  0  0  0
  4 32  1  1  0  0  0
  5  4  1  0  0  0  0
  5 33  1  6  0  0  0
  9  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8 48  1  0  0  0  0
 10  9  1  0  0  0  0
 13 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 14  1  0  0  0  0
 13 12  1  0  0  0  0
 16 14  1  0  0  0  0
 16 15  2  0  0  0  0
 16 21  1  0  0  0  0
 19 17  1  0  0  0  0
 17 23  1  0  0  0  0
 19 18  1  0  0  0  0
 21 19  1  0  0  0  0
 19 20  1  0  0  0  0
 21 22  1  6  0  0  0
 23 30  1  0  0  0  0
 30 24  1  0  0  0  0
 24 31  1  0  0  0  0
 31 25  1  0  0  0  0
 32 25  1  0  0  0  0
 30 26  2  0  0  0  0
 30 27  1  0  0  0  0
 31 28  2  0  0  0  0
 31 29  1  0  0  0  0
 33 36  1  0  0  0  0
 36 34  1  0  0  0  0
 36 35  1  0  0  0  0
 36 37  2  0  0  0  0
 39 38  1  0  0  0  0
 40 38  1  0  0  0  0
 41 39  2  0  0  0  0
 42 39  1  0  0  0  0
 43 40  2  0  0  0  0
 44 41  1  0  0  0  0
 43 41  1  0  0  0  0
 45 42  2  0  0  0  0
 46 44  2  0  0  0  0
 47 44  1  0  0  0  0
 46 45  1  0  0  0  0
 48 50  1  0  0  0  0
 50 49  2  0  0  0  0
 50 51  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001206

> <DATABASE_NAME>
hmdb

> <SMILES>
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/C23H38N7O17P3S/c1-12(31)51-7-6-25-14(32)4-5-26-21(35)18(34)23(2,3)9-44-50(41,42)47-49(39,40)43-8-13-17(46-48(36,37)38)16(33)22(45-13)30-11-29-15-19(24)27-10-28-20(15)30/h10-11,13,16-18,22,33-34H,4-9H2,1-3H3,(H,25,32)(H,26,35)(H,39,40)(H,41,42)(H2,24,27,28)(H2,36,37,38)/t13-,16-,17-,18+,22-/m1/s1

> <INCHI_KEY>
ZSLZBFCDCINBPY-ZSJPKINUSA-N

> <FORMULA>
C23H38N7O17P3S

> <MOLECULAR_WEIGHT>
809.571

> <EXACT_MASS>
809.125773051

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
89

> <JCHEM_AVERAGE_POLARIZABILITY>
70.62112068041934

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
{[(2R,3S,4R,5R)-2-({[({[(3R)-3-[(2-{[2-(acetylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}methyl)-5-(6-amino-9H-purin-9-yl)-4-hydroxyoxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-0.58

> <JCHEM_LOGP>
-5.881619113147957

> <ALOGPS_LOGS>
-2.27

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.9001207347761846

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8209787813398228

> <JCHEM_PKA_STRONGEST_BASIC>
4.006053268556904

> <JCHEM_POLAR_SURFACE_AREA>
363.62999999999994

> <JCHEM_REFRACTIVITY>
172.208

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.30e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
acetyl-CoA

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001206
     RDKit          3D
Acetyl-CoA
 89 91  0  0  0  0  0  0  0  0999 V2000
   11.5647    0.2166    0.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3766   -1.0204    0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6150   -0.8189    0.1624 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8218   -2.6646    0.0400 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.1049   -3.0216    0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3475   -2.7605    1.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1833   -1.4211    1.7256 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4459   -0.4828    0.9490 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9546   -0.8570   -0.1379 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2538    0.9002    1.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4409    1.6602    0.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1468    1.0226    0.1948 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1683    1.5065   -0.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5067    2.5551   -1.3604 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8493    0.9313   -0.9347 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1941    1.6419   -1.9456 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9343    0.8772    0.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4308    0.0707    1.4094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7235    2.2993    0.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5572    0.3557   -0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9270    1.1350   -1.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5971    0.4172   -1.3543 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.9844    0.8289   -2.7764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5114   -1.2537   -1.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7688    1.0362   -0.3197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0375    0.0882    1.0294 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.3824   -1.2892    0.8829 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2418    0.8318    2.3501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6528   -0.1701    1.3584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4974    0.5072    0.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9512    0.2592    0.7984 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7141    0.9608   -0.1096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8514    0.2098   -0.3733 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.4519    0.6675   -1.5904 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8741    0.7633   -2.7988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7459    1.2336   -3.7039 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9159    1.4458   -3.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1217    1.9191   -3.5253 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2752    2.2756   -4.8987 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1183    2.0215   -2.6285 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9378    1.6763   -1.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7624    1.2139   -0.8831 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7296    1.0906   -1.7355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2563   -1.1891   -0.5052 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.2306   -2.1559   -0.3956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3244   -1.1865    0.7146 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0214   -1.5195    1.8753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3595   -2.8062    2.7050 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.5384   -2.2409    3.8664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3857   -3.7884    1.7510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6250   -3.6912    3.4017 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7156    0.0489   -0.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1660    0.4638    1.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1826    1.0875   -0.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6167   -2.3614   -0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8768   -4.0962   -0.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8331   -3.3733    2.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3301   -3.2687    1.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6043   -1.1035    2.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6435    0.9089    2.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1687    1.4650    1.6251 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9987    1.7079   -0.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2316    2.6635    0.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9242    0.1686    0.7492 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9746   -0.1030   -1.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5804    2.5200   -2.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0509    0.6569    2.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5079   -0.1798    2.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8410   -0.9136    1.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9359    2.2143    1.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6765    2.6746    1.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371    2.9593   -0.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7252   -0.6426   -0.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9588    0.3188    0.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1346   -1.5681   -2.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7594    1.5683    2.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2988    0.0888   -0.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2629    1.5881    0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1552    0.6790    1.8043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5177    0.2485    0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8433    0.4905   -2.9852 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8137    1.6544   -5.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8225    3.1190   -5.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7867    1.7826   -0.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6209   -1.2812   -1.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8538   -2.9778    0.0286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4479   -1.8396    0.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1922   -4.6173    2.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1534   -3.0324    3.9337 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 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  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 38 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 33 44  1  0
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 46 31  1  0
 43 34  1  0
 43 37  1  0
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  6 57  1  0
  6 58  1  0
  7 59  1  0
 10 60  1  0
 10 61  1  0
 11 62  1  0
 11 63  1  0
 12 64  1  0
 15 65  1  6
 16 66  1  0
 18 67  1  0
 18 68  1  0
 18 69  1  0
 19 70  1  0
 19 71  1  0
 19 72  1  0
 20 73  1  0
 20 74  1  0
 24 75  1  0
 28 76  1  0
 30 77  1  0
 30 78  1  0
 31 79  1  1
 33 80  1  1
 35 81  1  0
 39 82  1  0
 39 83  1  0
 41 84  1  0
 44 85  1  6
 45 86  1  0
 46 87  1  6
 50 88  1  0
 51 89  1  0
M  END

HEADER    PROTEIN                                 25-JUN-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-JUN-20         0                                  
HETATM    1  C   UNK     0      44.370  -3.756   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      43.125  -2.851   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      43.895  -5.221   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      41.879  -3.756   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      42.355  -5.221   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0      44.800  -6.467   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      31.779 -11.299   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      33.165 -12.069   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      30.445 -12.069   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      29.111 -11.299   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      27.777 -12.069   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      30.498  -8.989   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      29.111  -9.759   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      30.498  -7.449   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0      27.831  -7.449   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      29.164  -6.679   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      31.832  -5.139   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      29.728  -3.035   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      30.498  -4.369   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      31.268  -3.035   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      29.164  -5.139   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      27.830  -4.369   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      33.165  -4.369   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      36.245  -4.369   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      39.325  -4.369   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      34.705  -2.829   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      34.705  -5.909   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      37.785  -2.829   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      37.785  -5.909   0.000  0.00  0.00           O+0
HETATM   30  P   UNK     0      34.705  -4.369   0.000  0.00  0.00           P+0
HETATM   31  P   UNK     0      37.785  -4.369   0.000  0.00  0.00           P+0
HETATM   32  C   UNK     0      40.414  -3.280   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      41.449  -6.467   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      39.909  -8.007   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      42.989  -8.007   0.000  0.00  0.00           O+0
HETATM   36  P   UNK     0      41.449  -8.007   0.000  0.00  0.00           P+0
HETATM   37  O   UNK     0      41.449  -9.547   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0      45.835  -3.280   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0      46.980  -4.311   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      46.462  -1.873   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      48.313  -3.541   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0      46.980  -5.851   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0      47.993  -2.034   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      49.647  -4.310   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      48.313  -6.620   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0      49.647  -5.850   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0      50.981  -3.540   0.000  0.00  0.00           N+0
HETATM   48  S   UNK     0      34.499 -11.299   0.000  0.00  0.00           S+0
HETATM   49  O   UNK     0      35.833 -13.609   0.000  0.00  0.00           O+0
HETATM   50  C   UNK     0      35.833 -12.069   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      37.166 -11.299   0.000  0.00  0.00           C+0
CONECT    1   38    2    3                                                  
CONECT    2    1    4                                                       
CONECT    3    1    5    6                                                  
CONECT    4    2   32    5                                                  
CONECT    5    3    4   33                                                  
CONECT    6    3                                                            
CONECT    7    9    8                                                       
CONECT    8    7   48                                                       
CONECT    9    7   10                                                       
CONECT   10    9   13   11                                                  
CONECT   11   10                                                            
CONECT   12   14   13                                                       
CONECT   13   10   12                                                       
CONECT   14   12   16                                                       
CONECT   15   16                                                            
CONECT   16   14   15   21                                                  
CONECT   17   19   23                                                       
CONECT   18   19                                                            
CONECT   19   17   18   21   20                                             
CONECT   20   19                                                            
CONECT   21   16   19   22                                                  
CONECT   22   21                                                            
CONECT   23   17   30                                                       
CONECT   24   30   31                                                       
CONECT   25   31   32                                                       
CONECT   26   30                                                            
CONECT   27   30                                                            
CONECT   28   31                                                            
CONECT   29   31                                                            
CONECT   30   23   24   26   27                                             
CONECT   31   24   25   28   29                                             
CONECT   32    4   25                                                       
CONECT   33    5   36                                                       
CONECT   34   36                                                            
CONECT   35   36                                                            
CONECT   36   33   34   35   37                                             
CONECT   37   36                                                            
CONECT   38    1   39   40                                                  
CONECT   39   38   41   42                                                  
CONECT   40   38   43                                                       
CONECT   41   39   44   43                                                  
CONECT   42   39   45                                                       
CONECT   43   40   41                                                       
CONECT   44   41   46   47                                                  
CONECT   45   42   46                                                       
CONECT   46   44   45                                                       
CONECT   47   44                                                            
CONECT   48    8   50                                                       
CONECT   49   50                                                            
CONECT   50   48   49   51                                                  
CONECT   51   50                                                            
MASTER        0    0    0    0    0    0    0    0   51    0  106    0
END

COMPND    HMDB0001206
HETATM    1  C1  UNL     1      11.565   0.217   0.011  1.00  0.00           C  
HETATM    2  C2  UNL     1      12.377  -1.020   0.074  1.00  0.00           C  
HETATM    3  O1  UNL     1      13.615  -0.819   0.162  1.00  0.00           O  
HETATM    4  S1  UNL     1      11.822  -2.665   0.040  1.00  0.00           S  
HETATM    5  C3  UNL     1      10.105  -3.022   0.037  1.00  0.00           C  
HETATM    6  C4  UNL     1       9.347  -2.761   1.288  1.00  0.00           C  
HETATM    7  N1  UNL     1       9.183  -1.421   1.726  1.00  0.00           N  
HETATM    8  C5  UNL     1       8.446  -0.483   0.949  1.00  0.00           C  
HETATM    9  O2  UNL     1       7.955  -0.857  -0.138  1.00  0.00           O  
HETATM   10  C6  UNL     1       8.254   0.900   1.405  1.00  0.00           C  
HETATM   11  C7  UNL     1       7.441   1.660   0.367  1.00  0.00           C  
HETATM   12  N2  UNL     1       6.147   1.023   0.195  1.00  0.00           N  
HETATM   13  C8  UNL     1       5.168   1.507  -0.702  1.00  0.00           C  
HETATM   14  O3  UNL     1       5.507   2.555  -1.360  1.00  0.00           O  
HETATM   15  C9  UNL     1       3.849   0.931  -0.935  1.00  0.00           C  
HETATM   16  O4  UNL     1       3.194   1.642  -1.946  1.00  0.00           O  
HETATM   17  C10 UNL     1       2.934   0.877   0.242  1.00  0.00           C  
HETATM   18  C11 UNL     1       3.431   0.071   1.409  1.00  0.00           C  
HETATM   19  C12 UNL     1       2.724   2.299   0.785  1.00  0.00           C  
HETATM   20  C13 UNL     1       1.557   0.356  -0.121  1.00  0.00           C  
HETATM   21  O5  UNL     1       0.927   1.135  -1.062  1.00  0.00           O  
HETATM   22  P1  UNL     1      -0.597   0.417  -1.354  1.00  0.00           P  
HETATM   23  O6  UNL     1      -0.984   0.829  -2.776  1.00  0.00           O  
HETATM   24  O7  UNL     1      -0.511  -1.254  -1.333  1.00  0.00           O  
HETATM   25  O8  UNL     1      -1.769   1.036  -0.320  1.00  0.00           O  
HETATM   26  P2  UNL     1      -2.037   0.088   1.029  1.00  0.00           P  
HETATM   27  O9  UNL     1      -1.382  -1.289   0.883  1.00  0.00           O  
HETATM   28  O10 UNL     1      -1.242   0.832   2.350  1.00  0.00           O  
HETATM   29  O11 UNL     1      -3.653  -0.170   1.358  1.00  0.00           O  
HETATM   30  C14 UNL     1      -4.497   0.507   0.482  1.00  0.00           C  
HETATM   31  C15 UNL     1      -5.951   0.259   0.798  1.00  0.00           C  
HETATM   32  O12 UNL     1      -6.714   0.961  -0.110  1.00  0.00           O  
HETATM   33  C16 UNL     1      -7.851   0.210  -0.373  1.00  0.00           C  
HETATM   34  N3  UNL     1      -8.452   0.667  -1.590  1.00  0.00           N  
HETATM   35  C17 UNL     1      -7.874   0.763  -2.799  1.00  0.00           C  
HETATM   36  N4  UNL     1      -8.746   1.234  -3.704  1.00  0.00           N  
HETATM   37  C18 UNL     1      -9.916   1.446  -3.059  1.00  0.00           C  
HETATM   38  C19 UNL     1     -11.122   1.919  -3.525  1.00  0.00           C  
HETATM   39  N5  UNL     1     -11.275   2.276  -4.899  1.00  0.00           N  
HETATM   40  N6  UNL     1     -12.118   2.021  -2.629  1.00  0.00           N  
HETATM   41  C20 UNL     1     -11.938   1.676  -1.341  1.00  0.00           C  
HETATM   42  N7  UNL     1     -10.762   1.214  -0.883  1.00  0.00           N  
HETATM   43  C21 UNL     1      -9.730   1.091  -1.735  1.00  0.00           C  
HETATM   44  C22 UNL     1      -7.256  -1.189  -0.505  1.00  0.00           C  
HETATM   45  O13 UNL     1      -8.231  -2.156  -0.396  1.00  0.00           O  
HETATM   46  C23 UNL     1      -6.324  -1.186   0.715  1.00  0.00           C  
HETATM   47  O14 UNL     1      -7.021  -1.519   1.875  1.00  0.00           O  
HETATM   48  P3  UNL     1      -6.360  -2.806   2.705  1.00  0.00           P  
HETATM   49  O15 UNL     1      -5.538  -2.241   3.866  1.00  0.00           O  
HETATM   50  O16 UNL     1      -5.386  -3.788   1.751  1.00  0.00           O  
HETATM   51  O17 UNL     1      -7.625  -3.691   3.402  1.00  0.00           O  
HETATM   52  H1  UNL     1      10.716   0.049  -0.677  1.00  0.00           H  
HETATM   53  H2  UNL     1      11.166   0.464   1.004  1.00  0.00           H  
HETATM   54  H3  UNL     1      12.183   1.087  -0.355  1.00  0.00           H  
HETATM   55  H4  UNL     1       9.617  -2.361  -0.764  1.00  0.00           H  
HETATM   56  H5  UNL     1       9.877  -4.096  -0.250  1.00  0.00           H  
HETATM   57  H6  UNL     1       9.833  -3.373   2.117  1.00  0.00           H  
HETATM   58  H7  UNL     1       8.330  -3.269   1.144  1.00  0.00           H  
HETATM   59  H8  UNL     1       9.604  -1.103   2.630  1.00  0.00           H  
HETATM   60  H9  UNL     1       7.644   0.909   2.364  1.00  0.00           H  
HETATM   61  H10 UNL     1       9.169   1.465   1.625  1.00  0.00           H  
HETATM   62  H11 UNL     1       7.999   1.708  -0.574  1.00  0.00           H  
HETATM   63  H12 UNL     1       7.232   2.664   0.812  1.00  0.00           H  
HETATM   64  H13 UNL     1       5.924   0.169   0.749  1.00  0.00           H  
HETATM   65  H14 UNL     1       3.975  -0.103  -1.320  1.00  0.00           H  
HETATM   66  H15 UNL     1       3.580   2.520  -2.120  1.00  0.00           H  
HETATM   67  H16 UNL     1       4.051   0.657   2.120  1.00  0.00           H  
HETATM   68  H17 UNL     1       2.508  -0.180   2.021  1.00  0.00           H  
HETATM   69  H18 UNL     1       3.841  -0.914   1.139  1.00  0.00           H  
HETATM   70  H19 UNL     1       1.936   2.214   1.539  1.00  0.00           H  
HETATM   71  H20 UNL     1       3.676   2.675   1.210  1.00  0.00           H  
HETATM   72  H21 UNL     1       2.437   2.959  -0.068  1.00  0.00           H  
HETATM   73  H22 UNL     1       1.725  -0.643  -0.585  1.00  0.00           H  
HETATM   74  H23 UNL     1       0.959   0.319   0.787  1.00  0.00           H  
HETATM   75  H24 UNL     1      -0.135  -1.568  -2.210  1.00  0.00           H  
HETATM   76  H25 UNL     1      -1.759   1.568   2.714  1.00  0.00           H  
HETATM   77  H26 UNL     1      -4.299   0.089  -0.529  1.00  0.00           H  
HETATM   78  H27 UNL     1      -4.263   1.588   0.420  1.00  0.00           H  
HETATM   79  H28 UNL     1      -6.155   0.679   1.804  1.00  0.00           H  
HETATM   80  H29 UNL     1      -8.518   0.249   0.492  1.00  0.00           H  
HETATM   81  H30 UNL     1      -6.843   0.490  -2.985  1.00  0.00           H  
HETATM   82  H31 UNL     1     -10.814   1.654  -5.600  1.00  0.00           H  
HETATM   83  H32 UNL     1     -11.823   3.119  -5.207  1.00  0.00           H  
HETATM   84  H33 UNL     1     -12.787   1.783  -0.662  1.00  0.00           H  
HETATM   85  H34 UNL     1      -6.621  -1.281  -1.388  1.00  0.00           H  
HETATM   86  H35 UNL     1      -7.854  -2.978   0.029  1.00  0.00           H  
HETATM   87  H36 UNL     1      -5.448  -1.840   0.548  1.00  0.00           H  
HETATM   88  H37 UNL     1      -5.192  -4.617   2.237  1.00  0.00           H  
HETATM   89  H38 UNL     1      -8.153  -3.032   3.934  1.00  0.00           H  
CONECT    1    2   52   53   54
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   55   56
CONECT    6    7   57   58
CONECT    7    8   59
CONECT    8    9    9   10
CONECT   10   11   60   61
CONECT   11   12   62   63
CONECT   12   13   64
CONECT   13   14   14   15
CONECT   15   16   17   65
CONECT   16   66
CONECT   17   18   19   20
CONECT   18   67   68   69
CONECT   19   70   71   72
CONECT   20   21   73   74
CONECT   21   22
CONECT   22   23   23   24   25
CONECT   24   75
CONECT   25   26
CONECT   26   27   27   28   29
CONECT   28   76
CONECT   29   30
CONECT   30   31   77   78
CONECT   31   32   46   79
CONECT   32   33
CONECT   33   34   44   80
CONECT   34   35   43
CONECT   35   36   36   81
CONECT   36   37
CONECT   37   38   38   43
CONECT   38   39   40
CONECT   39   82   83
CONECT   40   41   41
CONECT   41   42   84
CONECT   42   43   43
CONECT   44   45   46   85
CONECT   45   86
CONECT   46   47   87
CONECT   47   48
CONECT   48   49   49   50   51
CONECT   50   88
CONECT   51   89
END

HMDB0001206
     RDKit          3D
Acetyl-CoA
 89 91  0  0  0  0  0  0  0  0999 V2000
   11.5647    0.2166    0.0112 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3766   -1.0204    0.0739 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6150   -0.8189    0.1624 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8218   -2.6646    0.0400 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.1049   -3.0216    0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3475   -2.7605    1.2881 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1833   -1.4211    1.7256 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4459   -0.4828    0.9490 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9546   -0.8570   -0.1379 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2538    0.9002    1.4050 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4409    1.6602    0.3667 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1468    1.0226    0.1948 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1683    1.5065   -0.7021 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5067    2.5551   -1.3604 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.8493    0.9313   -0.9347 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1941    1.6419   -1.9456 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9343    0.8772    0.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4308    0.0707    1.4094 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7235    2.2993    0.7848 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5572    0.3557   -0.1214 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9270    1.1350   -1.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5971    0.4172   -1.3543 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.9844    0.8289   -2.7764 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5114   -1.2537   -1.3326 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7688    1.0362   -0.3197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0375    0.0882    1.0294 P   0  0  0  0  0  5  0  0  0  0  0  0
   -1.3824   -1.2892    0.8829 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2418    0.8318    2.3501 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6528   -0.1701    1.3584 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4974    0.5072    0.4823 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9512    0.2592    0.7984 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.7141    0.9608   -0.1096 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8514    0.2098   -0.3733 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.4519    0.6675   -1.5904 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8741    0.7633   -2.7988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7459    1.2336   -3.7039 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9159    1.4458   -3.0592 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1217    1.9191   -3.5253 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2752    2.2756   -4.8987 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1183    2.0215   -2.6285 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9378    1.6763   -1.3415 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7624    1.2139   -0.8831 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7296    1.0906   -1.7355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2563   -1.1891   -0.5052 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.2306   -2.1559   -0.3956 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3244   -1.1865    0.7146 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.0214   -1.5195    1.8753 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3595   -2.8062    2.7050 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.5384   -2.2409    3.8664 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3857   -3.7884    1.7510 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6250   -3.6912    3.4017 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7156    0.0489   -0.6766 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1660    0.4638    1.0037 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.1826    1.0875   -0.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6167   -2.3614   -0.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8768   -4.0962   -0.2498 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8331   -3.3733    2.1174 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3301   -3.2687    1.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6043   -1.1035    2.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6435    0.9089    2.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1687    1.4650    1.6251 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9987    1.7079   -0.5741 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2316    2.6635    0.8121 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9242    0.1686    0.7492 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9746   -0.1030   -1.3204 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5804    2.5200   -2.1197 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0509    0.6569    2.1199 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5079   -0.1798    2.0206 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8410   -0.9136    1.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9359    2.2143    1.5386 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6765    2.6746    1.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4371    2.9593   -0.0683 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7252   -0.6426   -0.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9588    0.3188    0.7868 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1346   -1.5681   -2.2101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7594    1.5683    2.7142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2988    0.0888   -0.5288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2629    1.5881    0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1552    0.6790    1.8043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5177    0.2485    0.4921 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8433    0.4905   -2.9852 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8137    1.6544   -5.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8225    3.1190   -5.2074 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7867    1.7826   -0.6621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6209   -1.2812   -1.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8538   -2.9778    0.0286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4479   -1.8396    0.5483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1922   -4.6173    2.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1534   -3.0324    3.9337 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  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 15 17  1  0
 17 18  1  0
 17 19  1  0
 17 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 22 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  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  2  0
 36 37  1  0
 37 38  2  0
 38 39  1  0
 38 40  1  0
 40 41  2  0
 41 42  1  0
 42 43  2  0
 33 44  1  0
 44 45  1  0
 44 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  2  0
 48 50  1  0
 48 51  1  0
 46 31  1  0
 43 34  1  0
 43 37  1  0
  1 52  1  0
  1 53  1  0
  1 54  1  0
  5 55  1  0
  5 56  1  0
  6 57  1  0
  6 58  1  0
  7 59  1  0
 10 60  1  0
 10 61  1  0
 11 62  1  0
 11 63  1  0
 12 64  1  0
 15 65  1  6
 16 66  1  0
 18 67  1  0
 18 68  1  0
 18 69  1  0
 19 70  1  0
 19 71  1  0
 19 72  1  0
 20 73  1  0
 20 74  1  0
 24 75  1  0
 28 76  1  0
 30 77  1  0
 30 78  1  0
 31 79  1  1
 33 80  1  1
 35 81  1  0
 39 82  1  0
 39 83  1  0
 41 84  1  0
 44 85  1  6
 45 86  1  0
 46 87  1  6
 50 88  1  0
 51 89  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
AcCoA	ChEBI
Acetyl coenzyme A	ChEBI
S-Acetyl-CoA	ChEBI
S-Acetyl-coenzyme A	ChEBI
Acetyl CoA	MeSH
CoA, Acetyl	MeSH
coenzyme A, Acetyl	MeSH
Ac-CoA	HMDB
Ac-coenzyme A	HMDB
Ac-S-CoA	HMDB
Ac-S-coenzyme A	HMDB
Acetyl-coenzyme A	HMDB
Acetyl-S-CoA	HMDB
Acetyl-S-coenzyme A	HMDB
Acetylcoenzyme A	HMDB
S-Acetate CoA	HMDB
S-Acetate coenzyme A	HMDB
S-Acetyl coenzyme A	HMDB

Chemical Formula

C₂₃H₃₈N₇O₁₇P₃S

Average Molecular Weight

809.571

Monoisotopic Molecular Weight

809.125773051

IUPAC Name

{[(2R,3S,4R,5R)-2-({[({[(3R)-3-[(2-{[2-(acetylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]-3-hydroxy-2,2-dimethylpropoxy](hydroxy)phosphoryl}oxy)(hydroxy)phosphoryl]oxy}methyl)-5-(6-amino-9H-purin-9-yl)-4-hydroxyoxolan-3-yl]oxy}phosphonic acid

Traditional Name

acetyl-CoA

CAS Registry Number

72-89-9

SMILES

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/C23H38N7O17P3S/c1-12(31)51-7-6-25-14(32)4-5-26-21(35)18(34)23(2,3)9-44-50(41,42)47-49(39,40)43-8-13-17(46-48(36,37)38)16(33)22(45-13)30-11-29-15-19(24)27-10-28-20(15)30/h10-11,13,16-18,22,33-34H,4-9H2,1-3H3,(H,25,32)(H,26,35)(H,39,40)(H,41,42)(H2,24,27,28)(H2,36,37,38)/t13-,16-,17-,18+,22-/m1/s1

InChI Key

ZSLZBFCDCINBPY-ZSJPKINUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Acyl CoAs

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

acyl-CoA (CHEBI:15351 )

Ontology

Not Available

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

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	246.0	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000281
[M+H]+	Not Available	247.7	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000281

Predicted Molecular Properties

Property	Value	Source
Water Solubility	4.3 g/L	ALOGPS
logP	-0.58	ALOGPS
logP	-5.9	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.01	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	363.63 Å²	ChemAxon
Rotatable Bond Count	20	ChemAxon
Refractivity	172.21 m³·mol⁻¹	ChemAxon
Polarizability	70.62 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	249.766	32859911
AllCCS	[M-H]-	247.98	32859911
DeepCCS	[M+H]+	173.912	30932474
DeepCCS	[M-H]-	171.976	30932474
DeepCCS	[M-2H]-	206.393	30932474
DeepCCS	[M+Na]+	181.113	30932474
AllCCS	[M+H]+	249.8	32859911
AllCCS	[M+H-H2O]+	250.0	32859911
AllCCS	[M+NH4]+	249.5	32859911
AllCCS	[M+Na]+	249.4	32859911
AllCCS	[M-H]-	248.0	32859911
AllCCS	[M+Na-2H]-	251.8	32859911
AllCCS	[M+HCOO]-	256.1	32859911

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.	3.31 minutes	32390414
Predicted by Siyang on May 30, 2022	10.0771 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.39 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	520.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1056.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	171.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	87.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	162.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	74.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	350.2 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	412.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	851.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	628.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	270.5 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	659.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	212.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	233.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	504.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	370.5 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	477.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Acetyl-CoA	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	5645.6	Standard polar	33892256
Acetyl-CoA	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	4169.1	Standard non polar	33892256
Acetyl-CoA	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	6250.7	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane
Mitochondria
Nucleus
Endoplasmic reticulum
Golgi apparatus
Peroxisome

Biospecimen Locations

Not Available

Tissue Locations

Adipose Tissue
Brain
Platelet
Prostate
Skeletal Muscle
Spleen

Pathways

Name	SMPDB/PathBank	KEGG
Butyrate Metabolism
Fatty acid Metabolism
Valine, leucine and isoleucine degradation	Not Available
Citric Acid Cycle
Propanoate metabolism	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Wikipedia Link

METLIN ID

PubChem Compound

PDB ID

Not Available

ChEBI ID

15351

Food Biomarker Ontology

Not Available

VMH ID

ACCOA

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Tucek, S. The synthesis of acetyl coenzyme A and acetylcholine from citrate and acetate in the nerve endings of mammalian brain. Biochimica et Biophysica Acta, General Subjects (1966), 117(1), 278-80.

Material Safety Data Sheet (MSDS)

Not Available

General References

Blank ML, Smith ZL, Fitzgerald V, Snyder F: The CoA-independent transacylase in PAF biosynthesis: tissue distribution and molecular species selectivity. Biochim Biophys Acta. 1995 Feb 9;1254(3):295-301. [PubMed:7857969 ]
Wysocki SJ, Wilkinson SP, Hahnel R, Wong CY, Panegyres PK: 3-Hydroxy-3-methylglutaric aciduria, combined with 3-methylglutaconic aciduria. Clin Chim Acta. 1976 Aug 2;70(3):399-406. [PubMed:947633 ]
Al-Buheissi SZ, Patel HR, Meinl W, Hewer A, Bryan RL, Glatt H, Miller RA, Phillips DH: N-Acetyltransferase and sulfotransferase activity in human prostate: potential for carcinogen activation. Pharmacogenet Genomics. 2006 Jun;16(6):391-9. [PubMed:16708048 ]
Michno A, Skibowska A, Raszeja-Specht A, Cwikowska J, Szutowicz A: The role of adenosine triphosphate citrate lyase in the metabolism of acetyl coenzyme a and function of blood platelets in diabetes mellitus. Metabolism. 2004 Jan;53(1):66-72. [PubMed:14681844 ]
Griffin MJ, Sul HS: Insulin regulation of fatty acid synthase gene transcription: roles of USF and SREBP-1c. IUBMB Life. 2004 Oct;56(10):595-600. [PubMed:15814457 ]
Putman CT, Spriet LL, Hultman E, Dyck DJ, Heigenhauser GJ: Skeletal muscle pyruvate dehydrogenase activity during acetate infusion in humans. Am J Physiol. 1995 May;268(5 Pt 1):E1007-17. [PubMed:7762627 ]
Szutowicz A, Tomaszewicz M, Jankowska A, Madziar B, Bielarczyk H: [Mechanisms of selective vulnerability of cholinergic neurons to neurotoxic stimuli]. Postepy Hig Med Dosw. 1999;53(2):263-75. [PubMed:10355292 ]
Ingebretsen OC, Bakken AM, Farstad M: The content of coenzyme A, acetyl-CoA and long-chain acyl-CoA in human blood platelets. Clin Chim Acta. 1982 Dec 23;126(3):307-13. [PubMed:7151284 ]
Michno A, Raszeja-Specht A, Jankowska-Kulawy A, Pawelczyk T, Szutowicz A: Effect of L-carnitine on acetyl-CoA content and activity of blood platelets in healthy and diabetic persons. Clin Chem. 2005 Sep;51(9):1673-82. Epub 2005 Jul 14. [PubMed:16020499 ]
Constantin-Teodosiu D, Peirce NS, Fox J, Greenhaff PL: Muscle pyruvate availability can limit the flux, but not activation, of the pyruvate dehydrogenase complex during submaximal exercise in humans. J Physiol. 2004 Dec 1;561(Pt 2):647-55. Epub 2004 Oct 7. [PubMed:15579544 ]
Crystal HA, Davies P: Cortical substance P-like immunoreactivity in cases of Alzheimer's disease and senile dementia of the Alzheimer type. J Neurochem. 1982 Jun;38(6):1781-4. [PubMed:6176686 ]
Evans MK, Savasi I, Heigenhauser GJ, Spriet LL: Effects of acetate infusion and hyperoxia on muscle substrate phosphorylation after onset of moderate exercise. Am J Physiol Endocrinol Metab. 2001 Dec;281(6):E1144-50. [PubMed:11701427 ]
Peters SJ: Regulation of PDH activity and isoform expression: diet and exercise. Biochem Soc Trans. 2003 Dec;31(Pt 6):1274-80. [PubMed:14641042 ]
Roe CR, Sweetman L, Roe DS, David F, Brunengraber H: Treatment of cardiomyopathy and rhabdomyolysis in long-chain fat oxidation disorders using an anaplerotic odd-chain triglyceride. J Clin Invest. 2002 Jul;110(2):259-69. [PubMed:12122118 ]
Skibowska A, Raszeja-Specht A, Szutowicz A: Platelet function and acetyl-coenzyme A metabolism in type 1 diabetes mellitus. Clin Chem Lab Med. 2003 Sep;41(9):1136-43. [PubMed:14598862 ]
Girard J: [Contribution of free fatty acids to impairment of insulin secretion and action. mechanism of beta-cell lipotoxicity]. Med Sci (Paris). 2005 Dec;21 Spec No:19-25. [PubMed:16598900 ]
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Only showing the first 10 proteins. There are 179 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. Hydroxymethylglutaryl-CoA lyase, mitochondrial

General function:: Involved in catalytic activity
Specific function:: Key enzyme in ketogenesis (ketone body formation). Terminal step in leucine catabolism.
Gene Name:: HMGCL
Uniprot ID:: P35914
Molecular weight:: 34359.84

Reactions

3-Hydroxy-3-methylglutaryl-CoA → Acetyl-CoA + Acetoacetic acid	details

Enzyme Details

2. ATP-citrate synthase

General function:: Involved in ATP citrate synthase activity
Specific function:: ATP citrate-lyase is the primary enzyme responsible for the synthesis of cytosolic acetyl-CoA in many tissues. Has a central role in de novo lipid synthesis. In nervous tissue it may be involved in the biosynthesis of acetylcholine.
Gene Name:: ACLY
Uniprot ID:: P53396
Molecular weight:: 120838.27

Reactions

ADP + Phosphate + Acetyl-CoA + Oxalacetic acid → Adenosine triphosphate + Citric acid + Coenzyme A	details
Adenosine triphosphate + Citric acid + Coenzyme A → ADP + Phosphate + Acetyl-CoA + Oxalacetic acid	details

Enzyme Details

3. Histone acetyltransferase p300

General function:: Involved in transcription cofactor activity
Specific function:: Functions as histone acetyltransferase and regulates transcription via chromatin remodeling. Acetylates all four core histones in nucleosomes. Histone acetylation gives an epigenetic tag for transcriptional activation. Mediates cAMP-gene regulation by binding specifically to phosphorylated CREB protein. Also functions as acetyltransferase for nonhistone targets. Acetylates 'Lys-131' of ALX1 and acts as its coactivator in the presence of CREBBP. Acetylates SIRT2 and is proposed to indirectly increase the transcriptional activity of TP53 through acetylation and subsequent attenuation of SIRT2 deacetylase function. Acetylates HDAC1 leading to its inactivation and modulation of transcription. Acts as a TFAP2A-mediated transcriptional coactivator in presence of CITED2. Plays a role as a coactivator of NEUROD1-dependent transcription of the secretin and p21 genes and controls terminal differentiation of cells in the intestinal epithelium. Promotes cardiac myocyte enlargement. Can also mediate transcriptional repression. Binds to and may be involved in the transforming capacity of the adenovirus E1A protein. In case of HIV-1 infection, it is recruited by the viral protein Tat. Regulates Tat's transactivating activity and may help inducing chromatin remodeling of proviral genes. Acetylates FOXO1 and enhances its transcriptional activity.
Gene Name:: EP300
Uniprot ID:: Q09472
Molecular weight:: 264159.725

Reactions

Acetyl-CoA + [histone] → Coenzyme A + acetyl-[histone]	details

Enzyme Details

4. Pyruvate dehydrogenase E1 component subunit beta, mitochondrial

General function:: Involved in catalytic activity
Specific function:: The pyruvate dehydrogenase complex catalyzes the overall conversion of pyruvate to acetyl-CoA and CO(2), and thereby links the glycolytic pathway to the tricarboxylic cycle.
Gene Name:: PDHB
Uniprot ID:: P11177
Molecular weight:: 39233.1

Enzyme Details

5. 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
Acetyl-CoA + Butyryl-CoA → Coenzyme A + 3-Oxohexanoyl-CoA	details

Enzyme Details

6. CREB-binding protein

General function:: Involved in transcription cofactor activity
Specific function:: Acetylates histones, giving a specific tag for transcriptional activation. Also acetylates non-histone proteins, like NCOA3 and FOXO1. Binds specifically to phosphorylated CREB and enhances its transcriptional activity toward cAMP-responsive genes. Acts as a coactivator of ALX1 in the presence of EP300.
Gene Name:: CREBBP
Uniprot ID:: Q92793
Molecular weight:: 260991.825

Reactions

Acetyl-CoA + [histone] → Coenzyme A + acetyl-[histone]	details

Enzyme Details

7. Diamine acetyltransferase 2

General function:: Involved in N-acetyltransferase activity
Specific function:: Enzyme which catalyzes the acetylation of polyamines. Substrate specificity: norspermidine > spermidine = spermine >> N(1)acetylspermine = putrescine.
Gene Name:: SAT2
Uniprot ID:: Q96F10
Molecular weight:: 19154.905

Reactions

Acetyl-CoA + an alkane-alpha,omega-diamine → Coenzyme A + an N-acetyldiamine	details
Acetyl-CoA + Putrescine → Coenzyme A + N-Acetylputrescine	details

Enzyme Details

8. Malonyl-CoA decarboxylase, mitochondrial

General function:: Involved in malonyl-CoA decarboxylase activity
Specific function:: Catalyzes the conversion of malonyl-CoA to acetyl-CoA. In the fatty acid biosynthesis MCD selectively removes malonyl-CoA and thus assures that methyl-malonyl-CoA is the only chain elongating substrate for fatty acid synthase and that fatty acids with multiple methyl side chains are produced. In peroxisomes it may be involved in degrading intraperoxisomal malonyl-CoA, which is generated by the peroxisomal beta-oxidation of odd chain-length dicarboxylic fatty acids.
Gene Name:: MLYCD
Uniprot ID:: O95822
Molecular weight:: 55002.94

Reactions

Malonyl-CoA → Acetyl-CoA + CO(2)	details
Malonyl-CoA → Acetyl-CoA + Carbon dioxide	details

Enzyme Details

9. Acetyl-CoA carboxylase 2

General function:: Involved in acetyl-CoA carboxylase activity
Specific function:: ACC-beta may be involved in the provision of malonyl-CoA or in the regulation of fatty acid oxidation, rather than fatty acid biosynthesis. Carries out three functions: biotin carboxyl carrier protein, biotin carboxylase and carboxyltransferase.
Gene Name:: ACACB
Uniprot ID:: O00763
Molecular weight:: 276538.575

Reactions

Adenosine triphosphate + Acetyl-CoA + Hydrogen carbonate → ADP + Phosphate + Malonyl-CoA	details
Acetyl-CoA + Carboxybiotin-carboxyl-carrier protein → Malonyl-CoA + Holo-[carboxylase]	details

Enzyme Details

10. Pyruvate carboxylase, mitochondrial

General function:: Involved in catalytic activity
Specific function:: Pyruvate carboxylase catalyzes a 2-step reaction, involving the ATP-dependent carboxylation of the covalently attached biotin in the first step and the transfer of the carboxyl group to pyruvate in the second. Catalyzes in a tissue specific manner, the initial reactions of glucose (liver, kidney) and lipid (adipose tissue, liver, brain) synthesis from pyruvate.
Gene Name:: PC
Uniprot ID:: P11498
Molecular weight:: 129632.565

Transporters

Enzyme Details

1. Long-chain fatty acid transport protein 1

General function:: Lipid transport and metabolism
Specific function:: Involved in translocation of long-chain fatty acids (LFCA) across the plasma membrane. The LFCA import appears to be hormone-regulated in a tissue-specific manner. In adipocytes, but not myocytes, insulin induces a rapid translocation of FATP1 from intracellular compartments to the plasma membrane, paralleled by increased LFCA uptake. May act directly as a bona fide transporter, or alternatively, in a cytoplasmic or membrane- associated multimeric protein complex to trap and draw fatty acids towards accumulation. Plays a pivotal role in regulating available LFCA substrates from exogenous sources in tissues undergoing high levels of beta-oxidation or triglyceride synthesis. May be involved in regulation of cholesterol metabolism. Has acyl-CoA ligase activity for long-chain and very-long-chain fatty acids
Gene Name:: SLC27A1
Uniprot ID:: Q6PCB7
Molecular weight:: 71107.5

Only showing the first 10 proteins. There are 179 proteins in total.

Show all enzymes and transporters

Showing metabocard for Acetyl-CoA (HMDB0001206)

MOL for HMDB0001206 (Acetyl-CoA)

3D MOL for HMDB0001206 (Acetyl-CoA)

3D SDF for HMDB0001206 (Acetyl-CoA)

3D-SDF for HMDB0001206 (Acetyl-CoA)

PDB for HMDB0001206 (Acetyl-CoA)

3D PDB for HMDB0001206 (Acetyl-CoA)

SMILES for HMDB0001206 (Acetyl-CoA)

INCHI for HMDB0001206 (Acetyl-CoA)

Structure for HMDB0001206 (Acetyl-CoA)

3D Structure for HMDB0001206 (Acetyl-CoA)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Enzymes

Reactions

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Transporters