MiMeDB: Showing metabocard for CoA (MMDBc0054400)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2022-06-05 23:10:52 UTC

Update Date

2024-04-20 06:11:16 UTC

Metabolite ID

MMDBc0054400

Metabolite Identification

Common Name

CoA

Description

Coenzyme A (CoA, CoASH, or HSCoA) is a coenzyme notable for its role in the synthesis and oxidization of fatty acids and the oxidation of pyruvate in the citric acid cycle. It is adapted from beta-mercaptoethylamine, panthothenate, and adenosine triphosphate. It is also a parent compound for other transformation products, including but not limited to, phenylglyoxylyl-CoA, tetracosanoyl-CoA, and 6-hydroxyhex-3-enoyl-CoA. Coenzyme A is synthesized in a five-step process from pantothenate and cysteine. In the first step pantothenate (vitamin B5) is phosphorylated to 4'-phosphopantothenate by the enzyme pantothenate kinase (PanK, CoaA, CoaX). In the second step, a cysteine is added to 4'-phosphopantothenate by the enzyme phosphopantothenoylcysteine synthetase (PPC-DC, CoaB) to form 4'-phospho-N-pantothenoylcysteine (PPC). In the third step, PPC is decarboxylated to 4'-phosphopantetheine by phosphopantothenoylcysteine decarboxylase (CoaC). In the fourth step, 4'-phosphopantetheine is adenylylated to form dephospho-CoA by the enzyme phosphopantetheine adenylyl transferase (CoaD). Finally, dephospho-CoA is phosphorylated using ATP to coenzyme A by the enzyme dephosphocoenzyme A kinase (CoaE). Since coenzyme A is, in chemical terms, a thiol, it can react with carboxylic acids to form thioesters, thus functioning as an acyl group carrier. CoA assists in transferring fatty acids from the cytoplasm to the mitochondria. A molecule of coenzyme A carrying an acetyl group is also referred to as acetyl-CoA. When it is not attached to an acyl group, it is usually referred to as 'CoASH' or 'HSCoA'. Coenzyme A is also the source of the phosphopantetheine group that is added as a prosthetic group to proteins such as acyl carrier proteins and formyltetrahydrofolate dehydrogenase. Acetyl-CoA is an important molecule itself. It is the precursor to HMG CoA which is a vital component in cholesterol and ketone synthesis. Furthermore, it contributes an acetyl group to choline to produce acetylcholine in a reaction catalysed by choline acetyltransferase. Its main task is conveying the carbon atoms within the acetyl group to the citric acid cycle to be oxidized for energy production (Wikipedia ).

Structure

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


  Mrv1652309182008242D          

 48 50  0  0  1  0            999 V2000
   -0.0980   -6.3885    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7654   -5.9037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3529   -7.1732    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4329   -6.3885    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1779   -7.1732    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1320   -7.8407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8437  -10.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1009  -10.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5582  -10.8420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2726  -10.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9871  -10.8420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5298   -9.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2726   -9.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5298   -8.3671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9587   -8.3671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2443   -7.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8153   -7.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9423   -6.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5298   -6.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1173   -6.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2443   -7.1295    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.9588   -6.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1009   -6.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4509   -6.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8009   -6.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2759   -5.8920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2759   -7.5420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6259   -5.8920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6259   -7.5420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2759   -6.7170    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6259   -6.7170    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2174   -6.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6629   -7.8407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4878   -8.6657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8379   -8.6657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6629   -8.6657    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6629   -9.4907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6866   -6.1337    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2998   -6.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0222   -5.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0142   -6.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2998   -7.5107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8427   -5.4662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7287   -6.6856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0143   -7.9231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7287   -7.5106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4431   -6.2731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3864  -10.4296    0.0000 S   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
 13 10  1  0  0  0  0
 10  9  1  0  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 11  2  0  0  0  0
 12 14  1  0  0  0  0
 16 14  1  0  0  0  0
 13 12  1  0  0  0  0
 16 15  2  0  0  0  0
 16 21  1  0  0  0  0
 21 19  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
 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
 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
 32 25  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
M  END

HMDB0001423
     RDKit          3D
Coenzyme A
 84 86  0  0  0  0  0  0  0  0999 V2000
   -1.9671   -3.8518   -1.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7362   -2.5532   -1.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3965   -1.9541   -2.8543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3465   -1.5131   -0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9969   -1.1908   -0.5775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5122   -0.0147    0.5250 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.7030    0.7507   -0.0091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7048    1.1597    0.7739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0314   -0.7746    1.9342 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4689   -0.2187    2.4823 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.3555    1.2986    2.5809 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7061   -0.7893    4.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7150   -0.6461    1.4445 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5953    0.4167    1.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7395    0.0797    0.3756 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5903    1.2112    0.2658 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7454    0.6392   -0.3156 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7941    1.5892   -0.4561 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9980    1.3410   -1.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7652    2.4425   -1.0251 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0830    3.4307   -0.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4119    4.7434   -0.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6516    5.3168   -0.5169 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4669    5.4698    0.4563 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2767    4.9433    0.7973 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9523    3.6587    0.5386 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8531    2.8810   -0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9998   -0.4872    0.6318 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9165   -1.4098    0.2145 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6126   -1.0278    0.8544 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3803   -2.2551    0.3171 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0127   -3.5025    1.3073 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.1107   -4.5551    1.4344 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7818   -2.9041    2.8758 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6043   -4.3406    0.9035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2073   -2.8742   -1.4858 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6628   -3.5096   -0.3562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0593   -1.6579   -1.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7366   -0.8664   -2.5864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1712   -1.3873   -0.8426 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0007   -0.2127   -0.9977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1217   -0.2334    0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9763    0.9948   -0.1605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5835    1.8845   -0.9748 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1602    1.0965    0.5763 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1160    2.1425    0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8330    2.3993   -0.7101 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7609    2.9221   -2.0351 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9092   -3.6804   -1.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3980   -4.4915   -0.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0250   -4.4661   -2.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1457   -2.2516   -3.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3572   -0.8550   -2.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3992   -2.3286   -3.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4793   -1.9793    0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9936   -0.6213   -0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5649    1.9610    0.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8678   -1.7637    4.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1388    1.3796    1.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0690    0.5507    2.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3077   -0.0484   -0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4027    0.3039   -1.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2586    0.3556   -1.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3702    5.4653    0.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8360    5.5851   -1.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5825    5.6235    1.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4163   -0.0234    1.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8344   -1.1153    0.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4778   -1.1119    1.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8905   -2.5553    3.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6172   -5.2853    1.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4174   -3.5567   -2.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9544   -4.4279   -0.4870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4001   -2.0866   -0.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3817    0.7103   -0.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4728   -0.1615   -1.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7034   -1.1439   -0.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6908   -0.1649    1.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3474    0.2488    1.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5813    3.1010    0.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8836    1.9601    1.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6359    3.1767   -0.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3531    1.4534   -1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1852    4.1621   -1.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 17 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 32 35  1  0
  2 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  2  0
 38 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 43 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 30 15  1  0
 27 18  1  0
 27 21  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
  3 52  1  0
  3 53  1  0
  3 54  1  0
  4 55  1  0
  4 56  1  0
  8 57  1  0
 12 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  6
 17 62  1  6
 19 63  1  0
 23 64  1  0
 23 65  1  0
 25 66  1  0
 28 67  1  1
 29 68  1  0
 30 69  1  1
 34 70  1  0
 35 71  1  0
 36 72  1  6
 37 73  1  0
 40 74  1  0
 41 75  1  0
 41 76  1  0
 42 77  1  0
 42 78  1  0
 45 79  1  0
 46 80  1  0
 46 81  1  0
 47 82  1  0
 47 83  1  0
 48 84  1  0
M  END


  Mrv1652309182008242D          

 48 50  0  0  1  0            999 V2000
   -0.0980   -6.3885    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7654   -5.9037    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3529   -7.1732    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4329   -6.3885    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1779   -7.1732    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.1320   -7.8407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8437  -10.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1009  -10.8420    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5582  -10.8420    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2726  -10.4296    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9871  -10.8420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5298   -9.1921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2726   -9.6046    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5298   -8.3671    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9587   -8.3671    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2443   -7.9545    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8153   -7.1295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9423   -6.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5298   -6.7170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1173   -6.0026    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2443   -7.1295    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.9588   -6.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1009   -6.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4509   -6.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8009   -6.7170    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2759   -5.8920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2759   -7.5420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6259   -5.8920    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6259   -7.5420    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2759   -6.7170    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6259   -6.7170    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2174   -6.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6629   -7.8407    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4878   -8.6657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8379   -8.6657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6629   -8.6657    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6629   -9.4907    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6866   -6.1337    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2998   -6.6857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0222   -5.3800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0142   -6.2732    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2998   -7.5107    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.8427   -5.4662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7287   -6.6856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0143   -7.9231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7287   -7.5106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4431   -6.2731    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3864  -10.4296    0.0000 S   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
 13 10  1  0  0  0  0
 10  9  1  0  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 11  2  0  0  0  0
 12 14  1  0  0  0  0
 16 14  1  0  0  0  0
 13 12  1  0  0  0  0
 16 15  2  0  0  0  0
 16 21  1  0  0  0  0
 21 19  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
 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
 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
 32 25  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
M  END
> <DATABASE_ID>
MMDBc0054400

> <DATABASE_NAME>
MIME

> <SMILES>
CC(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)[C@@H](O)C(=O)NCCC(=O)NCCS

> <INCHI_IDENTIFIER>
InChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/t11-,14-,15-,16+,20-/m1/s1

> <INCHI_KEY>
RGJOEKWQDUBAIZ-IBOSZNHHSA-N

> <FORMULA>
C21H36N7O16P3S

> <MOLECULAR_WEIGHT>
767.534

> <EXACT_MASS>
767.115208365

> <JCHEM_ACCEPTOR_COUNT>
16

> <JCHEM_ATOM_COUNT>
84

> <JCHEM_AVERAGE_POLARIZABILITY>
68.20958886884063

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <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-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-0.61

> <JCHEM_LOGP>
-5.722226670490722

> <ALOGPS_LOGS>
-2.22

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.9001207321011595

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8209787810970073

> <JCHEM_PKA_STRONGEST_BASIC>
4.006052953653217

> <JCHEM_POLAR_SURFACE_AREA>
346.5599999999999

> <JCHEM_REFRACTIVITY>
162.74019999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
18

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.64e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
coenzyme A

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001423
     RDKit          3D
Coenzyme A
 84 86  0  0  0  0  0  0  0  0999 V2000
   -1.9671   -3.8518   -1.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7362   -2.5532   -1.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3965   -1.9541   -2.8543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3465   -1.5131   -0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9969   -1.1908   -0.5775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5122   -0.0147    0.5250 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.7030    0.7507   -0.0091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7048    1.1597    0.7739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0314   -0.7746    1.9342 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4689   -0.2187    2.4823 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.3555    1.2986    2.5809 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7061   -0.7893    4.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7150   -0.6461    1.4445 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5953    0.4167    1.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7395    0.0797    0.3756 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5903    1.2112    0.2658 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7454    0.6392   -0.3156 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7941    1.5892   -0.4561 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9980    1.3410   -1.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7652    2.4425   -1.0251 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0830    3.4307   -0.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4119    4.7434   -0.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6516    5.3168   -0.5169 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4669    5.4698    0.4563 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2767    4.9433    0.7973 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9523    3.6587    0.5386 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8531    2.8810   -0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9998   -0.4872    0.6318 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9165   -1.4098    0.2145 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6126   -1.0278    0.8544 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3803   -2.2551    0.3171 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0127   -3.5025    1.3073 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.1107   -4.5551    1.4344 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7818   -2.9041    2.8758 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6043   -4.3406    0.9035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2073   -2.8742   -1.4858 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6628   -3.5096   -0.3562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0593   -1.6579   -1.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7366   -0.8664   -2.5864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1712   -1.3873   -0.8426 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0007   -0.2127   -0.9977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1217   -0.2334    0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9763    0.9948   -0.1605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5835    1.8845   -0.9748 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1602    1.0965    0.5763 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1160    2.1425    0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8330    2.3993   -0.7101 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7609    2.9221   -2.0351 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9092   -3.6804   -1.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3980   -4.4915   -0.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0250   -4.4661   -2.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1457   -2.2516   -3.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3572   -0.8550   -2.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3992   -2.3286   -3.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4793   -1.9793    0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9936   -0.6213   -0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5649    1.9610    0.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8678   -1.7637    4.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1388    1.3796    1.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0690    0.5507    2.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3077   -0.0484   -0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4027    0.3039   -1.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2586    0.3556   -1.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3702    5.4653    0.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8360    5.5851   -1.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5825    5.6235    1.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4163   -0.0234    1.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8344   -1.1153    0.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4778   -1.1119    1.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8905   -2.5553    3.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6172   -5.2853    1.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4174   -3.5567   -2.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9544   -4.4279   -0.4870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4001   -2.0866   -0.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3817    0.7103   -0.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4728   -0.1615   -1.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7034   -1.1439   -0.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6908   -0.1649    1.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3474    0.2488    1.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5813    3.1010    0.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8836    1.9601    1.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6359    3.1767   -0.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3531    1.4534   -1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1852    4.1621   -1.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 17 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 32 35  1  0
  2 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  2  0
 38 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 43 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 30 15  1  0
 27 18  1  0
 27 21  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
  3 52  1  0
  3 53  1  0
  3 54  1  0
  4 55  1  0
  4 56  1  0
  8 57  1  0
 12 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  6
 17 62  1  6
 19 63  1  0
 23 64  1  0
 23 65  1  0
 25 66  1  0
 28 67  1  1
 29 68  1  0
 30 69  1  1
 34 70  1  0
 35 71  1  0
 36 72  1  6
 37 73  1  0
 40 74  1  0
 41 75  1  0
 41 76  1  0
 42 77  1  0
 42 78  1  0
 45 79  1  0
 46 80  1  0
 46 81  1  0
 47 82  1  0
 47 83  1  0
 48 84  1  0
M  END

HEADER    PROTEIN                                 18-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   18-SEP-20         0                                  
HETATM    1  C   UNK     0      -0.183 -11.925   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -1.429 -11.020   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -0.659 -13.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.675 -11.925   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.199 -13.390   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       0.246 -14.636   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0     -12.775 -19.469   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0     -11.388 -20.238   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0     -14.109 -20.238   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0     -15.442 -19.469   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0     -16.776 -20.238   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0     -14.056 -17.159   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0     -15.442 -17.929   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0     -14.056 -15.619   0.000  0.00  0.00           N+0
HETATM   15  O   UNK     0     -16.723 -15.619   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0     -15.389 -14.848   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0     -12.722 -13.308   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -14.826 -11.205   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0     -14.056 -12.538   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0     -13.286 -11.205   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0     -15.389 -13.308   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0     -16.723 -12.538   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0     -11.388 -12.538   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      -8.308 -12.538   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      -5.228 -12.538   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      -9.848 -10.998   0.000  0.00  0.00           O+0
HETATM   27  O   UNK     0      -9.848 -14.078   0.000  0.00  0.00           O+0
HETATM   28  O   UNK     0      -6.768 -10.998   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      -6.768 -14.078   0.000  0.00  0.00           O+0
HETATM   30  P   UNK     0      -9.848 -12.538   0.000  0.00  0.00           P+0
HETATM   31  P   UNK     0      -6.768 -12.538   0.000  0.00  0.00           P+0
HETATM   32  C   UNK     0      -4.139 -11.450   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      -3.104 -14.636   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      -4.644 -16.176   0.000  0.00  0.00           O+0
HETATM   35  O   UNK     0      -1.564 -16.176   0.000  0.00  0.00           O+0
HETATM   36  P   UNK     0      -3.104 -16.176   0.000  0.00  0.00           P+0
HETATM   37  O   UNK     0      -3.104 -17.716   0.000  0.00  0.00           O+0
HETATM   38  N   UNK     0       1.282 -11.450   0.000  0.00  0.00           N+0
HETATM   39  C   UNK     0       2.426 -12.480   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0       1.908 -10.043   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0       3.760 -11.710   0.000  0.00  0.00           C+0
HETATM   42  N   UNK     0       2.426 -14.020   0.000  0.00  0.00           N+0
HETATM   43  N   UNK     0       3.440 -10.204   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0       5.094 -12.480   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0       3.760 -14.790   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0       5.094 -14.020   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0       6.427 -11.710   0.000  0.00  0.00           N+0
HETATM   48  S   UNK     0     -10.055 -19.469   0.000  0.00  0.00           S+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   10    7                                                       
CONECT   10   13    9   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   21   17   18   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                                                            
MASTER        0    0    0    0    0    0    0    0   48    0  100    0
END

COMPND    HMDB0001423
HETATM    1  C1  UNL     1      -1.967  -3.852  -1.331  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.736  -2.553  -1.480  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.397  -1.954  -2.854  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.347  -1.513  -0.472  1.00  0.00           C  
HETATM    5  O1  UNL     1      -0.997  -1.191  -0.578  1.00  0.00           O  
HETATM    6  P1  UNL     1      -0.512  -0.015   0.525  1.00  0.00           P  
HETATM    7  O2  UNL     1       0.703   0.751  -0.009  1.00  0.00           O  
HETATM    8  O3  UNL     1      -1.705   1.160   0.774  1.00  0.00           O  
HETATM    9  O4  UNL     1      -0.031  -0.775   1.934  1.00  0.00           O  
HETATM   10  P2  UNL     1       1.469  -0.219   2.482  1.00  0.00           P  
HETATM   11  O5  UNL     1       1.356   1.299   2.581  1.00  0.00           O  
HETATM   12  O6  UNL     1       1.706  -0.789   4.063  1.00  0.00           O  
HETATM   13  O7  UNL     1       2.715  -0.646   1.445  1.00  0.00           O  
HETATM   14  C5  UNL     1       3.595   0.417   1.312  1.00  0.00           C  
HETATM   15  C6  UNL     1       4.740   0.080   0.376  1.00  0.00           C  
HETATM   16  O8  UNL     1       5.590   1.211   0.266  1.00  0.00           O  
HETATM   17  C7  UNL     1       6.745   0.639  -0.316  1.00  0.00           C  
HETATM   18  N1  UNL     1       7.794   1.589  -0.456  1.00  0.00           N  
HETATM   19  C8  UNL     1       8.998   1.341  -1.041  1.00  0.00           C  
HETATM   20  N2  UNL     1       9.765   2.443  -1.025  1.00  0.00           N  
HETATM   21  C9  UNL     1       9.083   3.431  -0.432  1.00  0.00           C  
HETATM   22  C10 UNL     1       9.412   4.743  -0.167  1.00  0.00           C  
HETATM   23  N3  UNL     1      10.652   5.317  -0.517  1.00  0.00           N  
HETATM   24  N4  UNL     1       8.467   5.470   0.456  1.00  0.00           N  
HETATM   25  C11 UNL     1       7.277   4.943   0.797  1.00  0.00           C  
HETATM   26  N5  UNL     1       6.952   3.659   0.539  1.00  0.00           N  
HETATM   27  C12 UNL     1       7.853   2.881  -0.082  1.00  0.00           C  
HETATM   28  C13 UNL     1       7.000  -0.487   0.632  1.00  0.00           C  
HETATM   29  O9  UNL     1       7.916  -1.410   0.215  1.00  0.00           O  
HETATM   30  C14 UNL     1       5.613  -1.028   0.854  1.00  0.00           C  
HETATM   31  O10 UNL     1       5.380  -2.255   0.317  1.00  0.00           O  
HETATM   32  P3  UNL     1       5.013  -3.502   1.307  1.00  0.00           P  
HETATM   33  O11 UNL     1       6.111  -4.555   1.434  1.00  0.00           O  
HETATM   34  O12 UNL     1       4.782  -2.904   2.876  1.00  0.00           O  
HETATM   35  O13 UNL     1       3.604  -4.341   0.903  1.00  0.00           O  
HETATM   36  C15 UNL     1      -4.207  -2.874  -1.486  1.00  0.00           C  
HETATM   37  O14 UNL     1      -4.663  -3.510  -0.356  1.00  0.00           O  
HETATM   38  C16 UNL     1      -5.059  -1.658  -1.659  1.00  0.00           C  
HETATM   39  O15 UNL     1      -4.737  -0.866  -2.586  1.00  0.00           O  
HETATM   40  N6  UNL     1      -6.171  -1.387  -0.843  1.00  0.00           N  
HETATM   41  C17 UNL     1      -7.001  -0.213  -0.998  1.00  0.00           C  
HETATM   42  C18 UNL     1      -8.122  -0.233   0.015  1.00  0.00           C  
HETATM   43  C19 UNL     1      -8.976   0.995  -0.161  1.00  0.00           C  
HETATM   44  O16 UNL     1      -8.583   1.885  -0.975  1.00  0.00           O  
HETATM   45  N7  UNL     1     -10.160   1.096   0.576  1.00  0.00           N  
HETATM   46  C20 UNL     1     -11.116   2.143   0.559  1.00  0.00           C  
HETATM   47  C21 UNL     1     -11.833   2.399  -0.710  1.00  0.00           C  
HETATM   48  S1  UNL     1     -10.761   2.922  -2.035  1.00  0.00           S  
HETATM   49  H1  UNL     1      -0.909  -3.680  -1.008  1.00  0.00           H  
HETATM   50  H2  UNL     1      -2.398  -4.491  -0.524  1.00  0.00           H  
HETATM   51  H3  UNL     1      -2.025  -4.466  -2.252  1.00  0.00           H  
HETATM   52  H4  UNL     1      -3.146  -2.252  -3.622  1.00  0.00           H  
HETATM   53  H5  UNL     1      -2.357  -0.855  -2.831  1.00  0.00           H  
HETATM   54  H6  UNL     1      -1.399  -2.329  -3.171  1.00  0.00           H  
HETATM   55  H7  UNL     1      -2.479  -1.979   0.545  1.00  0.00           H  
HETATM   56  H8  UNL     1      -2.994  -0.621  -0.498  1.00  0.00           H  
HETATM   57  H9  UNL     1      -1.565   1.961   0.176  1.00  0.00           H  
HETATM   58  H10 UNL     1       1.868  -1.764   4.086  1.00  0.00           H  
HETATM   59  H11 UNL     1       3.139   1.380   1.080  1.00  0.00           H  
HETATM   60  H12 UNL     1       4.069   0.551   2.329  1.00  0.00           H  
HETATM   61  H13 UNL     1       4.308  -0.048  -0.619  1.00  0.00           H  
HETATM   62  H14 UNL     1       6.403   0.304  -1.317  1.00  0.00           H  
HETATM   63  H15 UNL     1       9.259   0.356  -1.456  1.00  0.00           H  
HETATM   64  H16 UNL     1      11.370   5.465   0.206  1.00  0.00           H  
HETATM   65  H17 UNL     1      10.836   5.585  -1.494  1.00  0.00           H  
HETATM   66  H18 UNL     1       6.583   5.624   1.298  1.00  0.00           H  
HETATM   67  H19 UNL     1       7.416  -0.023   1.574  1.00  0.00           H  
HETATM   68  H20 UNL     1       8.834  -1.115   0.406  1.00  0.00           H  
HETATM   69  H21 UNL     1       5.478  -1.112   1.953  1.00  0.00           H  
HETATM   70  H22 UNL     1       3.890  -2.555   3.028  1.00  0.00           H  
HETATM   71  H23 UNL     1       3.617  -5.285   1.217  1.00  0.00           H  
HETATM   72  H24 UNL     1      -4.417  -3.557  -2.357  1.00  0.00           H  
HETATM   73  H25 UNL     1      -4.954  -4.428  -0.487  1.00  0.00           H  
HETATM   74  H26 UNL     1      -6.400  -2.087  -0.085  1.00  0.00           H  
HETATM   75  H27 UNL     1      -6.382   0.710  -0.801  1.00  0.00           H  
HETATM   76  H28 UNL     1      -7.473  -0.161  -1.995  1.00  0.00           H  
HETATM   77  H29 UNL     1      -8.703  -1.144  -0.097  1.00  0.00           H  
HETATM   78  H30 UNL     1      -7.691  -0.165   1.041  1.00  0.00           H  
HETATM   79  H31 UNL     1     -10.347   0.249   1.246  1.00  0.00           H  
HETATM   80  H32 UNL     1     -10.581   3.101   0.891  1.00  0.00           H  
HETATM   81  H33 UNL     1     -11.884   1.960   1.376  1.00  0.00           H  
HETATM   82  H34 UNL     1     -12.636   3.177  -0.506  1.00  0.00           H  
HETATM   83  H35 UNL     1     -12.353   1.453  -1.028  1.00  0.00           H  
HETATM   84  H36 UNL     1     -10.185   4.162  -1.656  1.00  0.00           H  
CONECT    1    2   49   50   51
CONECT    2    3    4   36
CONECT    3   52   53   54
CONECT    4    5   55   56
CONECT    5    6
CONECT    6    7    7    8    9
CONECT    8   57
CONECT    9   10
CONECT   10   11   11   12   13
CONECT   12   58
CONECT   13   14
CONECT   14   15   59   60
CONECT   15   16   30   61
CONECT   16   17
CONECT   17   18   28   62
CONECT   18   19   27
CONECT   19   20   20   63
CONECT   20   21
CONECT   21   22   22   27
CONECT   22   23   24
CONECT   23   64   65
CONECT   24   25   25
CONECT   25   26   66
CONECT   26   27   27
CONECT   28   29   30   67
CONECT   29   68
CONECT   30   31   69
CONECT   31   32
CONECT   32   33   33   34   35
CONECT   34   70
CONECT   35   71
CONECT   36   37   38   72
CONECT   37   73
CONECT   38   39   39   40
CONECT   40   41   74
CONECT   41   42   75   76
CONECT   42   43   77   78
CONECT   43   44   44   45
CONECT   45   46   79
CONECT   46   47   80   81
CONECT   47   48   82   83
CONECT   48   84
END

HMDB0001423
     RDKit          3D
Coenzyme A
 84 86  0  0  0  0  0  0  0  0999 V2000
   -1.9671   -3.8518   -1.3313 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7362   -2.5532   -1.4803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3965   -1.9541   -2.8543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3465   -1.5131   -0.4722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9969   -1.1908   -0.5775 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5122   -0.0147    0.5250 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.7030    0.7507   -0.0091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7048    1.1597    0.7739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0314   -0.7746    1.9342 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4689   -0.2187    2.4823 P   0  0  0  0  0  5  0  0  0  0  0  0
    1.3555    1.2986    2.5809 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7061   -0.7893    4.0630 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7150   -0.6461    1.4445 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5953    0.4167    1.3119 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7395    0.0797    0.3756 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.5903    1.2112    0.2658 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7454    0.6392   -0.3156 C   0  0  1  0  0  0  0  0  0  0  0  0
    7.7941    1.5892   -0.4561 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.9980    1.3410   -1.0412 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7652    2.4425   -1.0251 N   0  0  0  0  0  0  0  0  0  0  0  0
    9.0830    3.4307   -0.4323 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4119    4.7434   -0.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6516    5.3168   -0.5169 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4669    5.4698    0.4563 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2767    4.9433    0.7973 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9523    3.6587    0.5386 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.8531    2.8810   -0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9998   -0.4872    0.6318 C   0  0  2  0  0  0  0  0  0  0  0  0
    7.9165   -1.4098    0.2145 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6126   -1.0278    0.8544 C   0  0  2  0  0  0  0  0  0  0  0  0
    5.3803   -2.2551    0.3171 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0127   -3.5025    1.3073 P   0  0  0  0  0  5  0  0  0  0  0  0
    6.1107   -4.5551    1.4344 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7818   -2.9041    2.8758 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6043   -4.3406    0.9035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2073   -2.8742   -1.4858 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.6628   -3.5096   -0.3562 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0593   -1.6579   -1.6590 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7366   -0.8664   -2.5864 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1712   -1.3873   -0.8426 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0007   -0.2127   -0.9977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1217   -0.2334    0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9763    0.9948   -0.1605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5835    1.8845   -0.9748 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1602    1.0965    0.5763 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.1160    2.1425    0.5589 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8330    2.3993   -0.7101 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7609    2.9221   -2.0351 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9092   -3.6804   -1.0083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3980   -4.4915   -0.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0250   -4.4661   -2.2517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1457   -2.2516   -3.6219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3572   -0.8550   -2.8310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3992   -2.3286   -3.1712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4793   -1.9793    0.5447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9936   -0.6213   -0.4978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5649    1.9610    0.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8678   -1.7637    4.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1388    1.3796    1.0804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0690    0.5507    2.3287 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3077   -0.0484   -0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4027    0.3039   -1.3169 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2586    0.3556   -1.4558 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3702    5.4653    0.2056 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.8360    5.5851   -1.4942 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5825    5.6235    1.2975 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4163   -0.0234    1.5737 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8344   -1.1153    0.4063 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4778   -1.1119    1.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8905   -2.5553    3.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6172   -5.2853    1.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4174   -3.5567   -2.3572 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9544   -4.4279   -0.4870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4001   -2.0866   -0.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3817    0.7103   -0.8009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4728   -0.1615   -1.9954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7034   -1.1439   -0.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6908   -0.1649    1.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3474    0.2488    1.2458 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5813    3.1010    0.8909 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8836    1.9601    1.3760 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6359    3.1767   -0.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3531    1.4534   -1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1852    4.1621   -1.6556 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 17 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 32 35  1  0
  2 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  2  0
 38 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 43 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 30 15  1  0
 27 18  1  0
 27 21  1  0
  1 49  1  0
  1 50  1  0
  1 51  1  0
  3 52  1  0
  3 53  1  0
  3 54  1  0
  4 55  1  0
  4 56  1  0
  8 57  1  0
 12 58  1  0
 14 59  1  0
 14 60  1  0
 15 61  1  6
 17 62  1  6
 19 63  1  0
 23 64  1  0
 23 65  1  0
 25 66  1  0
 28 67  1  1
 29 68  1  0
 30 69  1  1
 34 70  1  0
 35 71  1  0
 36 72  1  6
 37 73  1  0
 40 74  1  0
 41 75  1  0
 41 76  1  0
 42 77  1  0
 42 78  1  0
 45 79  1  0
 46 80  1  0
 46 81  1  0
 47 82  1  0
 47 83  1  0
 48 84  1  0
M  END

Synonyms

Value	Source
3'-Phosphoadenosine-(5')diphospho(4')pantatheine	ChEBI
[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-3-hydroxy-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)-2,2-dimethyl-4-oxobutyl dihydrogen diphosphate	ChEBI
CoA	ChEBI
CoA-SH	ChEBI
CoASH	ChEBI
Coenzym a	ChEBI
HSCoA	ChEBI
Koenzym a	ChEBI
[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-3-hydroxy-4-({3-oxo-3-[(2-sulfanylethyl)amino]propyl}amino)-2,2-dimethyl-4-oxobutyl dihydrogen diphosphoric acid	Generator
[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-3-hydroxy-4-({3-oxo-3-[(2-sulphanylethyl)amino]propyl}amino)-2,2-dimethyl-4-oxobutyl dihydrogen diphosphate	Generator
[(2R,3S,4R,5R)-5-(6-Amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)tetrahydrofuran-2-yl]methyl (3R)-3-hydroxy-4-({3-oxo-3-[(2-sulphanylethyl)amino]propyl}amino)-2,2-dimethyl-4-oxobutyl dihydrogen diphosphoric acid	Generator
a, Coenzyme	HMDB
18-CoA-18-oxo-Dinor-LTB4	HMDB
Acetoacetyl coenzyme A sodium salt	HMDB
CoA Hydrate	HMDB
coenzyme A Hydrate	HMDB
coenzyme A-SH	HMDB
coenzyme ASH	HMDB
Depot-zeel	HMDB
Propionyl CoA	HMDB
Propionyl coenzyme A	HMDB
S-Propanoate	HMDB
S-Propanoate CoA	HMDB
S-Propanoate coenzyme A	HMDB
S-Propanoic acid	HMDB
S-Propionate CoA	HMDB
S-Propionate coenzyme A	HMDB
Zeel	HMDB
Coenzyme A	HMDB

Molecular Formula

C₂₁H₃₆N₇O₁₆P₃S

Average Mass

767.534

Monoisotopic Mass

767.115208365

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-sulfanylethyl)carbamoyl]ethyl}carbamoyl)propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

Traditional Name

coenzyme A

CAS Registry Number

Not Available

SMILES

CC(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)[C@@H](O)C(=O)NCCC(=O)NCCS

InChI Identifier

InChI=1S/C21H36N7O16P3S/c1-21(2,16(31)19(32)24-4-3-12(29)23-5-6-48)8-41-47(38,39)44-46(36,37)40-7-11-15(43-45(33,34)35)14(30)20(42-11)28-10-27-13-17(22)25-9-26-18(13)28/h9-11,14-16,20,30-31,48H,3-8H2,1-2H3,(H,23,29)(H,24,32)(H,36,37)(H,38,39)(H2,22,25,26)(H2,33,34,35)/t11-,14-,15-,16+,20-/m1/s1

InChI Key

RGJOEKWQDUBAIZ-IBOSZNHHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as coenzyme a and derivatives. These are derivative of vitamin B5 containing a 4'-phosphopantetheine moiety attached to a diphospho-adenosine.

Kingdom

Organic compounds

Super Class

Nucleosides, nucleotides, and analogues

Class

Purine nucleotides

Sub Class

Purine ribonucleotides

Direct Parent

Coenzyme A and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

adenosine 3',5'-bisphosphate (CHEBI:15346 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	4.64 g/L	ALOGPS
logP	-0.61	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	16	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	346.56 Å²	ChemAxon
Rotatable Bond Count	18	ChemAxon
Refractivity	162.74 m³·mol⁻¹	ChemAxon
Polarizability	68.21 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9423572000-e15b71f4fd7a2baa5a35	2017-11-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_9) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_5) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_6) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_7) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_8) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_9) - 70eV, Positive	Not Available	2021-10-18	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-014i-0000000900-7edeffc9e7f47049c6af	2018-05-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-03di-0090200000-1bf2c11b25a8c3f528a7	2018-05-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-03di-0490000000-b4270769e635660752dd	2018-05-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0a6r-2212902000-90ae348579cc51120a9e	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-056r-2001913000-b50d7e024246e80562d9	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-03dr-2970000000-d446bfcc9dc430d6289c	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-03dr-2970000000-b09a59c82e4780263c01	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-03dr-2980000000-0f9145a37f1fe6c25789	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-03dr-2980000000-c04f72a5a1e904c02c8c	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-002r-3231905000-7feca024619c398caf0d	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Negative	splash10-0ar9-1113901000-3774706f7a17e67cc2f1	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-0570-1011905000-6c36de994b497dccd8ba	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-056r-6432945000-c7d34ae368afb7dbd191	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Negative	splash10-0a6r-0101911000-5229e294fd6d738ddaa1	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-05xr-2232900000-328eaaff239ce5710aae	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Negative	splash10-052f-9437224000-1fef511bd1614c4cc9cf	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002s-5900000100-c920e6430f49f066a644	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-002r-6910000000-4dcac54e50dd5309af5c	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-002r-8900000000-c9fc1dcc0fa2fecbf2f0	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-6910232700-7e01b474d15249f13f3e	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-2900200000-23c6af6438be416c3b4e	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-057i-6900100000-a9a1d2f2162117f6ad81	2017-07-26	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014i-0300000900-b51e1ead5363c1a242a1	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01p9-2940000200-3787799719117e40b9fb	2021-09-24	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03di-1190000000-77d7b4bac6b436184da2	2021-09-24	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)		2018-05-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-16	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)		2018-05-25	View Spectrum

Biological Properties

Cellular Locations

Endoplasmic reticulum
Golgi apparatus
Lysosome
Mitochondria
Nucleus
Peroxisome

Biospecimen Locations

Adipose Tissue
Fibroblasts
Skeletal Muscle

Tissue Locations

Adipose Tissue
Fibroblasts
Skeletal Muscle

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191686	ATP-citrate synthase	Enzyme	P53396	Homo sapiens
MMDBp0191687	Histone acetyltransferase p300	Unknown	Q09472	Homo sapiens
MMDBp0191688	Pyruvate dehydrogenase E1 component subunit beta, mitochondrial	Enzyme	P11177	Homo sapiens
MMDBp0191689	Acetyl-CoA acetyltransferase, cytosolic	Enzyme	Q9BWD1	Homo sapiens
MMDBp0191690	CREB-binding protein	Unknown	Q92793	Homo sapiens
MMDBp0191691	Diamine acetyltransferase 2	Enzyme	Q96F10	Homo sapiens
MMDBp0191693	5-aminolevulinate synthase, erythroid-specific, mitochondrial	Unknown	P22557	Homo sapiens
MMDBp0191696	Arylamine N-acetyltransferase 1	Enzyme	P18440	Homo sapiens
MMDBp0191697	Arylamine N-acetyltransferase 2	Enzyme	P11245	Homo sapiens
MMDBp0191698	5-aminolevulinate synthase, nonspecific, mitochondrial	Unknown	P13196	Homo sapiens
MMDBp0191699	General transcription factor 3C polypeptide 4	Enzyme	Q9UKN8	Homo sapiens
MMDBp0191700	Acyl-coenzyme A thioesterase 12	Enzyme	Q8WYK0	Homo sapiens
MMDBp0191701	Choline O-acetyltransferase	Enzyme	P28329	Homo sapiens
MMDBp0191702	Nuclear receptor coactivator 3	Enzyme	Q9Y6Q9	Homo sapiens
MMDBp0191703	Histone acetyltransferase KAT2B	Enzyme	Q92831	Homo sapiens
MMDBp0191704	Carnitine O-acetyltransferase	Enzyme	P43155	Homo sapiens
MMDBp0191705	Diamine acetyltransferase 1	Enzyme	P21673	Homo sapiens
MMDBp0191706	Serotonin N-acetyltransferase	Enzyme	Q16613	Homo sapiens
MMDBp0191707	3-ketoacyl-CoA thiolase, mitochondrial	Enzyme	P42765	Homo sapiens
MMDBp0191708	Testis-specific chromodomain protein Y 1	Enzyme	Q9Y6F8	Homo sapiens
MMDBp0191709	Fatty acid synthase	Enzyme	P49327	Homo sapiens
MMDBp0191710	Histone acetyltransferase KAT5	Enzyme	Q92993	Homo sapiens
MMDBp0191711	Acetyl-coenzyme A synthetase, cytoplasmic	Enzyme	Q9NR19	Homo sapiens
MMDBp0191712	Acetyl-CoA acetyltransferase, mitochondrial	Enzyme	P24752	Homo sapiens
MMDBp0191713	Nuclear receptor coactivator 1	Enzyme	Q15788	Homo sapiens
MMDBp0191714	Hydroxymethylglutaryl-CoA synthase, mitochondrial	Enzyme	P54868	Homo sapiens
MMDBp0191716	Acetyl-coenzyme A synthetase 2-like, mitochondrial	Enzyme	Q9NUB1	Homo sapiens
MMDBp0191717	Citrate synthase, mitochondrial	Enzyme	O75390	Homo sapiens
MMDBp0191718	Testis-specific chromodomain protein Y 2	Enzyme	Q9Y6F7	Homo sapiens
MMDBp0191719	3-ketoacyl-CoA thiolase, peroxisomal	Enzyme	P09110	Homo sapiens
MMDBp0191720	Pyruvate dehydrogenase E1 component subunit alpha, somatic form, mitochondrial	Enzyme	P08559	Homo sapiens
MMDBp0191722	Trifunctional enzyme subunit beta, mitochondrial	Enzyme	P55084	Homo sapiens
MMDBp0191723	2-amino-3-ketobutyrate coenzyme A ligase, mitochondrial	Enzyme	O75600	Homo sapiens
MMDBp0191724	Pyruvate dehydrogenase E1 component subunit alpha, testis-specific form, mitochondrial	Enzyme	P29803	Homo sapiens
MMDBp0191725	Methylmalonate-semialdehyde dehydrogenase [acylating], mitochondrial	Unknown	Q02252	Homo sapiens
MMDBp0191726	Glucosamine 6-phosphate N-acetyltransferase	Enzyme	Q96EK6	Homo sapiens
MMDBp0191727	Hydroxymethylglutaryl-CoA synthase, cytoplasmic	Enzyme	Q01581	Homo sapiens
MMDBp0191728	Dihydrolipoyl dehydrogenase, mitochondrial	Unknown	P09622	Homo sapiens
MMDBp0191729	Dihydrolipoyllysine-residue acetyltransferase component of pyruvate dehydrogenase complex, mitochondrial	Enzyme	P10515	Homo sapiens
MMDBp0191913	Diacylglycerol O-acyltransferase 1	Enzyme	O75907	Homo sapiens
MMDBp0191977	Peroxisomal carnitine O-octanoyltransferase	Enzyme	Q9UKG9	Homo sapiens
MMDBp0191978	Carnitine O-palmitoyltransferase 1, muscle isoform	Enzyme	Q92523	Homo sapiens
MMDBp0191979	Carnitine O-palmitoyltransferase 1, liver isoform	Enzyme	P50416	Homo sapiens
MMDBp0191981	Carnitine O-palmitoyltransferase 2, mitochondrial	Enzyme	P23786	Homo sapiens
MMDBp0191982	Carnitine O-palmitoyltransferase 1, brain isoform	Enzyme	Q8TCG5	Homo sapiens
MMDBp0192065	Malonyl-CoA-acyl carrier protein transacylase, mitochondrial	Enzyme	Q8IVS2	Homo sapiens
MMDBp0192105	2-oxoglutarate dehydrogenase, mitochondrial	Enzyme	Q02218	Homo sapiens
MMDBp0192106	Non-specific lipid-transfer protein	Enzyme	P22307	Homo sapiens
MMDBp0192156	Sterol O-acyltransferase 2	Enzyme	O75908	Homo sapiens
MMDBp0192159	Sterol O-acyltransferase 1	Enzyme	P35610	Homo sapiens
MMDBp0192168	N-acetylglutamate synthase, mitochondrial	Enzyme	Q8N159	Homo sapiens
MMDBp0192196	Bile acid-CoA:amino acid N-acyltransferase	Enzyme	Q14032	Homo sapiens
MMDBp0192214	Long-chain-fatty-acid--CoA ligase 4	Unknown	O60488	Homo sapiens
MMDBp0192221	Long-chain-fatty-acid--CoA ligase 1	Unknown	P33121	Homo sapiens
MMDBp0192264	Long-chain-fatty-acid--CoA ligase 6	Unknown	Q9UKU0	Homo sapiens
MMDBp0192285	Long-chain-fatty-acid--CoA ligase 5	Unknown	Q9ULC5	Homo sapiens
MMDBp0192288	Long-chain-fatty-acid--CoA ligase 3	Unknown	O95573	Homo sapiens
MMDBp0192458	Glycerol-3-phosphate acyltransferase 1, mitochondrial	Enzyme	Q9HCL2	Homo sapiens
MMDBp0192504	Serine palmitoyltransferase 1	Enzyme	O15269	Homo sapiens
MMDBp0192506	Serine palmitoyltransferase 2	Enzyme	O15270	Homo sapiens
MMDBp0192507	Succinyl-CoA ligase [ADP/GDP-forming] subunit alpha, mitochondrial	Unknown	P53597	Homo sapiens
MMDBp0192509	Succinyl-CoA ligase [GDP-forming] subunit beta, mitochondrial	Unknown	Q96I99	Homo sapiens
MMDBp0192528	3-hydroxy-3-methylglutaryl-coenzyme A reductase	Enzyme	P04035	Homo sapiens
MMDBp0192557	Dihydrolipoyllysine-residue succinyltransferase component of 2-oxoglutarate dehydrogenase complex, mitochondrial	Enzyme	P36957	Homo sapiens
MMDBp0192583	Succinyl-CoA ligase [ADP-forming] subunit beta, mitochondrial	Unknown	Q9P2R7	Homo sapiens
MMDBp0192655	Cytosolic acyl coenzyme A thioester hydrolase	Enzyme	O00154	Homo sapiens
MMDBp0192656	Acyl-coenzyme A thioesterase 2, mitochondrial	Enzyme	P49753	Homo sapiens
MMDBp0192657	Acyl-coenzyme A thioesterase 4	Enzyme	Q8N9L9	Homo sapiens
MMDBp0192658	Acyl-coenzyme A thioesterase 8	Enzyme	O14734	Homo sapiens
MMDBp0192659	Palmitoyl-protein thioesterase 1	Enzyme	P50897	Homo sapiens
MMDBp0192660	Lysosomal thioesterase PPT2	Enzyme	Q9UMR5	Homo sapiens
MMDBp0193098	Dihydroxyacetone phosphate acyltransferase	Enzyme	O15228	Homo sapiens
MMDBp0193131	1-acyl-sn-glycerol-3-phosphate acyltransferase gamma	Enzyme	Q9NRZ7	Homo sapiens
MMDBp0193132	Glycylpeptide N-tetradecanoyltransferase 1	Enzyme	P30419	Homo sapiens
MMDBp0193133	1-acyl-sn-glycerol-3-phosphate acyltransferase beta	Enzyme	O15120	Homo sapiens
MMDBp0193134	Glycylpeptide N-tetradecanoyltransferase 2	Enzyme	O60551	Homo sapiens
MMDBp0193135	1-acyl-sn-glycerol-3-phosphate acyltransferase alpha	Enzyme	Q99943	Homo sapiens
MMDBp0193312	Bifunctional coenzyme A synthase	Enzyme	Q13057	Homo sapiens
MMDBp0193343	Very long-chain acyl-CoA synthetase	Enzyme	O14975	Homo sapiens
MMDBp0193570	Histone acetyltransferase KAT2A	Enzyme	Q92830	Homo sapiens
MMDBp0193670	Ceramide synthase 1	Enzyme	P27544	Homo sapiens
MMDBp0193755	Phosphatidylinositol-glycan biosynthesis class W protein	Enzyme	Q7Z7B1	Homo sapiens
MMDBp0193760	1-acyl-sn-glycerol-3-phosphate acyltransferase epsilon	Enzyme	Q9NUQ2	Homo sapiens
MMDBp0193786	Bile acyl-CoA synthetase	Enzyme	Q9Y2P5	Homo sapiens
MMDBp0193802	Lipoamide acyltransferase component of branched-chain alpha-keto acid dehydrogenase complex, mitochondrial	Enzyme	P11182	Homo sapiens
MMDBp0193807	2-acylglycerol O-acyltransferase 2	Enzyme	Q3SYC2	Homo sapiens
MMDBp0193899	Glycerol-3-phosphate acyltransferase 4	Enzyme	Q86UL3	Homo sapiens
MMDBp0193959	Acetoacetyl-CoA synthetase	Enzyme	Q86V21	Homo sapiens
MMDBp0193962	Acyl-coenzyme A synthetase ACSM1, mitochondrial	Unknown	Q08AH1	Homo sapiens
MMDBp0193978	Elongation of very long chain fatty acids protein 4	Enzyme	Q9GZR5	Homo sapiens
MMDBp0193979	Diacylglycerol O-acyltransferase 2	Enzyme	Q96PD7	Homo sapiens
MMDBp0193980	1-acyl-sn-glycerol-3-phosphate acyltransferase delta	Enzyme	Q9NRZ5	Homo sapiens
MMDBp0193981	2-acylglycerol O-acyltransferase 1	Enzyme	Q96PD6	Homo sapiens
MMDBp0193982	3-hydroxyisobutyryl-CoA hydrolase, mitochondrial	Enzyme	Q6NVY1	Homo sapiens
MMDBp0194068	Fatty acyl-CoA reductase 1	Enzyme	Q8WVX9	Homo sapiens
MMDBp0194069	Fatty acyl-CoA reductase 2	Enzyme	Q96K12	Homo sapiens
MMDBp0194074	Acyl-CoA wax alcohol acyltransferase 1	Enzyme	Q58HT5	Homo sapiens
MMDBp0194075	Acyl-CoA wax alcohol acyltransferase 2	Enzyme	Q6E213	Homo sapiens
MMDBp0194080	2-acylglycerol O-acyltransferase 3	Enzyme	Q86VF5	Homo sapiens
MMDBp0194083	Lysophospholipid acyltransferase 5	Enzyme	Q6P1A2	Homo sapiens
MMDBp0194085	Lysophosphatidylcholine acyltransferase 1	Unknown	Q8NF37	Homo sapiens
MMDBp0194086	Lysophosphatidylcholine acyltransferase 2	Enzyme	Q7L5N7	Homo sapiens
MMDBp0194104	Lysocardiolipin acyltransferase 1	Enzyme	Q6UWP7	Homo sapiens
MMDBp0194108	Glycerol-3-phosphate acyltransferase 3	Enzyme	Q53EU6	Homo sapiens
MMDBp0194143	Glycine N-acyltransferase	Enzyme	Q6IB77	Homo sapiens
MMDBp0194144	Glycine N-acyltransferase-like protein 1	Enzyme	Q969I3	Homo sapiens
MMDBp0194145	Glycine N-acyltransferase-like protein 2	Enzyme	Q8WU03	Homo sapiens
MMDBp0194156	Arylamine N-acetyltransferase 2	Enzyme	A4Z6T7	Homo sapiens
MMDBp0194181	ACSS2 protein	Enzyme	Q96FY7	Homo sapiens
MMDBp0195070	Acyl-coenzyme A synthetase ACSM6, mitochondrial	Unknown	Q6P461	Homo sapiens
MMDBp0195466	Acyl-coenzyme A synthetase ACSM2A, mitochondrial	Unknown	Q08AH3	Homo sapiens
MMDBp0195467	Acyl-coenzyme A synthetase ACSM2B, mitochondrial	Unknown	Q68CK6	Homo sapiens
MMDBp0195468	Acyl-coenzyme A synthetase ACSM3, mitochondrial	Unknown	Q53FZ2	Homo sapiens
MMDBp0195469	Acyl-coenzyme A synthetase ACSM5, mitochondrial	Unknown	Q6NUN0	Homo sapiens
MMDBp0195732	Serine palmitoyltransferase 3	Enzyme	Q9NUV7	Homo sapiens
MMDBp0195764	Elongator complex protein 3	Unknown	Q9H9T3	Homo sapiens
MMDBp0195852	2-oxoglutarate dehydrogenase-like, mitochondrial	Enzyme	Q9ULD0	Homo sapiens
MMDBp0195868	Acyl-coenzyme A synthetase ACSM4, mitochondrial	Unknown	P0C7M7	Homo sapiens
MMDBp0195915	3-oxoacyl-[acyl-carrier-protein] synthase, mitochondrial	Enzyme	Q9NWU1	Homo sapiens
MMDBp0196049	1-acylglycerol-3-phosphate O-acyltransferase 6 (Lysophosphatidic acid acyltransferase, zeta), isoform CRA_b	Enzyme	Q2TU73	Homo sapiens
MMDBp0196149	Histone acetyltransferase KAT6B	Enzyme	Q8WYB5	Homo sapiens
MMDBp0196150	MYST3 protein	Enzyme	A5PKX7	Homo sapiens
MMDBp0196151	Histone acetyltransferase KAT8	Enzyme	Q9H7Z6	Homo sapiens
MMDBp0196152	Histone acetyltransferase type B catalytic subunit	Enzyme	O14929	Homo sapiens
MMDBp0196213	Malonyl CoA:ACP acyltransferase (Mitochondrial)	Enzyme	B0QY72	Homo sapiens
MMDBp0196217	Glycerol-3-phosphate acyltransferase 2, mitochondrial	Enzyme	Q6NUI2	Homo sapiens
MMDBp0196288	Chromodomain Y-like protein	Enzyme	Q9Y232	Homo sapiens
MMDBp0196494	Ceramide synthase 5	Unknown	Q8N5B7	Homo sapiens
MMDBp0196516	Acyl-coenzyme A thioesterase 1	Enzyme	Q86TX2	Homo sapiens
MMDBp0196517	Cytosolic acyl coenzyme A thioester hydrolase-like	Enzyme	Q6ZUV0	Homo sapiens
MMDBp0196520	Long-chain-fatty-acid--CoA ligase ACSBG2	Enzyme	Q5FVE4	Homo sapiens
MMDBp0196521	Long-chain-fatty-acid--CoA ligase ACSBG1	Enzyme	Q96GR2	Homo sapiens
MMDBp0196554	Elongation of very long chain fatty acids protein 2	Unknown	Q9NXB9	Homo sapiens
MMDBp0196555	Elongation of very long chain fatty acids protein 1	Unknown	Q9BW60	Homo sapiens
MMDBp0196643	L-aminoadipate-semialdehyde dehydrogenase-phosphopantetheinyl transferase	Enzyme	Q9NRN7	Homo sapiens
MMDBp0196647	Circadian locomoter output cycles protein kaput	Enzyme	O15516	Homo sapiens
MMDBp0196658	Histone acetyltransferase KAT7	Enzyme	O95251	Homo sapiens
MMDBp0196674	1-acylglycerol-3-phosphate O-acyltransferase ABHD5	Unknown	Q8WTS1
MMDBp0196677	Acyl-coenzyme A thioesterase THEM5	Unknown	Q8N1Q8
MMDBp0196678	Acyl-CoA synthetase short-chain family member 3, mitochondrial	Unknown	Q9H6R3
MMDBp0196702	Alpha-tubulin N-acetyltransferase	Unknown	Q5SQI0
MMDBp0196705	Ceramide synthase 2	Unknown	Q96G23
MMDBp0196706	Ceramide synthase 3	Unknown	Q8IU89
MMDBp0196707	Ceramide synthase 4	Unknown	Q9HA82
MMDBp0196708	Ceramide synthase 6	Unknown	Q6ZMG9
MMDBp0196798	Elongation of very long chain fatty acids protein 3	Unknown	Q9HB03
MMDBp0196799	Elongation of very long chain fatty acids protein 5	Unknown	Q9NYP7
MMDBp0196800	Elongation of very long chain fatty acids protein 6	Unknown	Q9H5J4
MMDBp0196801	Elongation of very long chain fatty acids protein 7	Unknown	A1L3X0
MMDBp0196841	Heparan-alpha-glucosaminide N-acetyltransferase	Unknown	Q68CP4
MMDBp0196859	Histone acetyltransferase KAT6A	Unknown	Q92794
MMDBp0196870	Lysophospholipid acyltransferase 1	Unknown	Q6ZNC8
MMDBp0196871	Lysophospholipid acyltransferase 2	Unknown	Q6ZWT7
MMDBp0196872	Lysophospholipid acyltransferase 7	Unknown	Q96N66
MMDBp0196897	N-alpha-acetyltransferase 10	Unknown	P41227
MMDBp0196898	N-alpha-acetyltransferase 11	Unknown	Q9BSU3
MMDBp0196899	N-alpha-acetyltransferase 20	Unknown	P61599
MMDBp0196900	N-alpha-acetyltransferase 30	Unknown	Q147X3
MMDBp0196901	N-alpha-acetyltransferase 60	Unknown	Q9H7X0
MMDBp0196903	N-acetylaspartate synthetase	Unknown	Q8N9F0
MMDBp0196905	Bifunctional protein NCOAT	Unknown	O60502
MMDBp0196991	Acyl-coenzyme A thioesterase THEM4	Unknown	Q5T1C6
MMDBp0197024	Probable palmitoyltransferase ZDHHC11	Unknown	Q9H8X9
MMDBp0197025	Probable palmitoyltransferase ZDHHC12	Unknown	Q96GR4
MMDBp0197026	Palmitoyltransferase ZDHHC13	Unknown	Q8IUH4
MMDBp0197027	Probable palmitoyltransferase ZDHHC14	Unknown	Q8IZN3
MMDBp0197028	Palmitoyltransferase ZDHHC15	Unknown	Q96MV8
MMDBp0197029	Probable palmitoyltransferase ZDHHC16	Unknown	Q969W1
MMDBp0197030	Palmitoyltransferase ZDHHC17	Unknown	Q8IUH5
MMDBp0197031	Palmitoyltransferase ZDHHC18	Unknown	Q9NUE0
MMDBp0197032	Probable palmitoyltransferase ZDHHC19	Unknown	Q8WVZ1
MMDBp0197033	Probable palmitoyltransferase ZDHHC20	Unknown	Q5W0Z9
MMDBp0197034	Palmitoyltransferase ZDHHC21	Unknown	Q8IVQ6
MMDBp0197035	Putative palmitoyltransferase ZDHHC22	Unknown	Q8N966
MMDBp0197036	Probable palmitoyltransferase ZDHHC23	Unknown	Q8IYP9
MMDBp0197037	Probable palmitoyltransferase ZDHHC24	Unknown	Q6UX98
MMDBp0197038	Probable palmitoyltransferase ZDHHC1	Unknown	Q8WTX9
MMDBp0197039	Palmitoyltransferase ZDHHC2	Unknown	Q9UIJ5
MMDBp0197040	Palmitoyltransferase ZDHHC3	Unknown	Q9NYG2
MMDBp0197041	Probable palmitoyltransferase ZDHHC4	Unknown	Q9NPG8
MMDBp0197042	Palmitoyltransferase ZDHHC5	Unknown	Q9C0B5
MMDBp0197043	Palmitoyltransferase ZDHHC6	Unknown	Q9H6R6
MMDBp0197044	Palmitoyltransferase ZDHHC7	Unknown	Q9NXF8
MMDBp0197045	Probable palmitoyltransferase ZDHHC8	Unknown	Q9ULC8
MMDBp0197046	Palmitoyltransferase ZDHHC9	Unknown	Q9Y397
MMDBp0197047	Probable palmitoyltransferase ZDHHC11B	Unknown	P0C7U3

Human Pathways

Pathways

Name	SMPDB/PathBank
De Novo Triacylglycerol Biosynthesis TG(a-21:0/i-22:0/a-15:0)
De Novo Triacylglycerol Biosynthesis TG(a-21:0/i-22:0/a-17:0)
De Novo Triacylglycerol Biosynthesis TG(a-21:0/i-22:0/a-25:0)
De Novo Triacylglycerol Biosynthesis TG(a-21:0/i-22:0/i-12:0)
De Novo Triacylglycerol Biosynthesis TG(a-21:0/i-22:0/i-13:0)

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites
Bacteria	Proteobacteria	546	Human ; Human sputum; Human subgingival plaque; Human feces; Pig ; Sheep ; Chicken ; Cattle ; Rat ; Turkey ; Lion ; River trout ; Dog ; American dog tick ; Human saliva; Human feces; pleural fluid plaque; bal; Human stool; Human supragingival plaque
Eukaryota/Fungi	Ascomycota	132	Human feces; Human saliva; Human supragingival plaque
Eukaryota/Fungi	Basidiomycota	18	Human feces
Bacteria	Firmicutes	199	Human ; Human feces; Cattle ; Catfish ; Human subgingival plaque; Human saliva; Human mucosa; Goat feces; Sheep feces; Human supragingival plaque
Archaea/Archaea	Euryarchaeota	43
Viruses/Bamfordvirae	Nucleocytoviricota	1
Bacteria	Actinobacteria	128	Human ; Human feces; Cattle
Archaea	Crenarchaeota	1
Archaea/Archaea	Crenarchaeota	21
Bacteria	Deinococcus-thermus	6
Bacteria	Cyanobacteria	36	Human
Bacteria	Thermotogae	10
Bacteria	Fusobacteria	4	Human ; Human feces
Bacteria	Bacteroidetes	14	Human ; Human feces
Archaea/Archaea	Candidatus thermoplasmatota	1
Archaea/Archaea	nah	6
Bacteria	Chloroflexi	9
Bacteria	Chlorobi	11
Bacteria	Deferribacteres	1
Bacteria	Spirochaetes	13	Human
Archaea	Euryarchaeota	3
Bacteria	Planctomycetes	2
Bacteria	Tenericutes	4	Human ; Goat
Bacteria	Aquificae	8
Bacteria	Acidobacteria	3
Bacteria	nah	6
Bacteria	Nitrospirae	1
Bacteria	Fibrobacteres	1
Eukaryota/Fungi	Mucoromycota	1
Eukaryota/Fungi	Chytridiomycota	1
Bacteria	Verrucomicrobia	3	Human ; Human feces
Bacteria	Chlamydiae	10	Human ; Sheep ; Cat
Bacteria	Gemmatimonadetes	1
Bacteria	Dictyoglomi	2
Bacteria	Elusimicrobia	1
Archaea/Archaea	Thaumarchaeota	2
Archaea/Archaea	Korarchaeota	1

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Adipose tissue	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Fibroblasts	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597
Human Skeletal muscle	Detected but not Quantified	Not Specified	Not Specified	Normal	HMDB	34986597

External Links

HMDB ID

HMDB0001423

DrugBank ID

DB01992

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Coenzyme_A

METLIN ID

Not Available

PubChem Compound

87642

PDB ID

Not Available

ChEBI ID

15346

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Osmundsen H, Bremer J, Pedersen JI: Metabolic aspects of peroxisomal beta-oxidation. Biochim Biophys Acta. 1991 Sep 11;1085(2):141-58. doi: 10.1016/0005-2760(91)90089-z. [PubMed:1892883 ]
Reihner E, Angelin B, Rudling M, Ewerth S, Bjorkhem I, Einarsson K: Regulation of hepatic cholesterol metabolism in humans: stimulatory effects of cholestyramine on HMG-CoA reductase activity and low density lipoprotein receptor expression in gallstone patients. J Lipid Res. 1990 Dec;31(12):2219-26. [PubMed:2090716 ]
Kretschmer RE, Bachmann C: Methylcitric acid determination in amniotic fluid by electron-impact mass fragmentography. J Clin Chem Clin Biochem. 1988 May;26(5):345-8. doi: 10.1515/cclm.1988.26.5.345. [PubMed:3404093 ]
Bergstrom T, Greter J, Levin AH, Steen G, Tryding N, Wass U: Propionyl-CoA carboxylase deficiency: case report, effect of low-protein diet and identification of 3-oxo-2-methylvaleric acid 3-hydroxy-2-methylvaleric acid, and maleic acid in urine. Scand J Clin Lab Invest. 1981 Apr;41(2):117-26. doi: 10.3109/00365518109092023. [PubMed:7313494 ]
Lehnert W, Junker A: [2-Methyl-3-oxovaleric acid: a characteristic metabolite in propionic acidemia]. Clin Chim Acta. 1980 May 21;104(1):47-51. doi: 10.1016/0009-8981(80)90133-3. [PubMed:7389125 ]
Salen G, Batta AK, Tint GS, Shefer S: Comparative effects of lovastatin and chenodeoxycholic acid on plasma cholestanol levels and abnormal bile acid metabolism in cerebrotendinous xanthomatosis. Metabolism. 1994 Aug;43(8):1018-22. doi: 10.1016/0026-0495(94)90183-x. [PubMed:8052141 ]
Wendel U, Zass R, Leupold D: Contribution of odd-numbered fatty acid oxidation to propionate production in neonates with methylmalonic and propionic acidaemias. Eur J Pediatr. 1993 Dec;152(12):1021-3. doi: 10.1007/BF01957229. [PubMed:8131803 ]
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. doi: 10.1172/JCI15311. [PubMed:12122118 ]
Yano S, Li L, Le TP, Moseley K, Guedalia A, Lee J, Gonzalez I, Boles RG: Infantile mitochondrial DNA depletion syndrome associated with methylmalonic aciduria and 3-methylcrotonyl-CoA and propionyl-CoA carboxylase deficiencies in two unrelated patients: a new phenotype of mtDNA depletion syndrome. J Inherit Metab Dis. 2003;26(5):481-8. doi: 10.1023/a:1025125427868. [PubMed:14518828 ]

Showing metabocard for CoA (MMDBc0054400)

MOL for #<Metabolite:0x00007fecf0ddb0c8>

3D MOL for #<Metabolite:0x00007fecf0ddb0c8>

3D SDF for #<Metabolite:0x00007fecf0ddb0c8>

3D-SDF for #<Metabolite:0x00007fecf0ddb0c8>

PDB for #<Metabolite:0x00007fecf0ddb0c8>

3D PDB for #<Metabolite:0x00007fecf0ddb0c8>

SMILES for #<Metabolite:0x00007fecf0ddb0c8>

INCHI for #<Metabolite:0x00007fecf0ddb0c8>

Structure for #<Metabolite:0x00007fecf0ddb0c8>

3D Structure for #<Metabolite:0x00007fecf0ddb0c8>