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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (186) Show 186 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 14:59:12 UTC

HMDB ID

HMDB0001423

Secondary Accession Numbers

HMDB0062184
HMDB01423
HMDB62184

Metabolite Identification

Common Name

Coenzyme A

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
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   -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
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   -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
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   -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>
HMDB0001423

> <DATABASE_NAME>
hmdb

> <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
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 17 28  1  0
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 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
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 38 40  1  0
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 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

View in JSmol View NMR Assignments View Stereo Labels

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

Chemical Formula

C₂₁H₃₆N₇O₁₆P₃S

Average Molecular Weight

767.534

Monoisotopic Molecular Weight

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

85-61-0

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 )

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	243.7	http://allccs.zhulab.cn/database/detail?ID=AllCCS00002087
[M+H]+	Not Available	241.4	http://allccs.zhulab.cn/database/detail?ID=AllCCS00002087

Predicted Molecular 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	242.423	32859911
AllCCS	[M-H]-	243.821	32859911
DeepCCS	[M+H]+	222.044	30932474
DeepCCS	[M-H]-	220.185	30932474
DeepCCS	[M-2H]-	254.218	30932474
DeepCCS	[M+Na]+	228.508	30932474
AllCCS	[M+H]+	242.4	32859911
AllCCS	[M+H-H2O]+	242.4	32859911
AllCCS	[M+NH4]+	242.4	32859911
AllCCS	[M+Na]+	242.3	32859911
AllCCS	[M-H]-	243.8	32859911
AllCCS	[M+Na-2H]-	247.3	32859911
AllCCS	[M+HCOO]-	251.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Coenzyme A	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	5474.0	Standard polar	33892256
Coenzyme A	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	3942.2	Standard non polar	33892256
Coenzyme A	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	6228.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Coenzyme A GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9423572000-e15b71f4fd7a2baa5a35	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coenzyme A GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coenzyme A GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coenzyme A GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coenzyme A GC-MS (TMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coenzyme A GC-MS (TMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coenzyme A GC-MS (TMS_1_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coenzyme A GC-MS (TMS_1_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coenzyme A GC-MS (TMS_1_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coenzyme A GC-MS (TMS_1_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coenzyme A GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coenzyme A GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coenzyme A GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coenzyme A GC-MS (TBDMS_1_4) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coenzyme A GC-MS (TBDMS_1_5) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coenzyme A GC-MS (TBDMS_1_6) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coenzyme A GC-MS (TBDMS_1_7) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coenzyme A GC-MS (TBDMS_1_8) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Coenzyme A GC-MS (TBDMS_1_9) - 70eV, Positive	Not Available	2021-10-18	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coenzyme A Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-014i-0000000900-7edeffc9e7f47049c6af	2018-05-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coenzyme A Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-03di-0090200000-1bf2c11b25a8c3f528a7	2018-05-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coenzyme A Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-03di-0490000000-b4270769e635660752dd	2018-05-25	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coenzyme A 40V, Negative-QTOF	splash10-0a6r-2212902000-90ae348579cc51120a9e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coenzyme A 20V, Negative-QTOF	splash10-056r-2001913000-b50d7e024246e80562d9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coenzyme A 35V, Positive-QTOF	splash10-03dr-2970000000-d446bfcc9dc430d6289c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coenzyme A 35V, Positive-QTOF	splash10-03dr-2970000000-b09a59c82e4780263c01	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coenzyme A 35V, Positive-QTOF	splash10-03dr-2980000000-0f9145a37f1fe6c25789	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coenzyme A 35V, Positive-QTOF	splash10-03dr-2980000000-c04f72a5a1e904c02c8c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coenzyme A 40V, Negative-QTOF	splash10-002r-3231905000-7feca024619c398caf0d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coenzyme A 40V, Negative-QTOF	splash10-0ar9-1113901000-3774706f7a17e67cc2f1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coenzyme A 10V, Negative-QTOF	splash10-0570-1011905000-6c36de994b497dccd8ba	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coenzyme A 20V, Negative-QTOF	splash10-056r-6432945000-c7d34ae368afb7dbd191	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coenzyme A 20V, Negative-QTOF	splash10-0a6r-0101911000-5229e294fd6d738ddaa1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coenzyme A 10V, Negative-QTOF	splash10-05xr-2232900000-328eaaff239ce5710aae	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Coenzyme A 10V, Negative-QTOF	splash10-052f-9437224000-1fef511bd1614c4cc9cf	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coenzyme A 10V, Positive-QTOF	splash10-002s-5900000100-c920e6430f49f066a644	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coenzyme A 20V, Positive-QTOF	splash10-002r-6910000000-4dcac54e50dd5309af5c	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coenzyme A 40V, Positive-QTOF	splash10-002r-8900000000-c9fc1dcc0fa2fecbf2f0	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coenzyme A 10V, Negative-QTOF	splash10-001i-6910232700-7e01b474d15249f13f3e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coenzyme A 20V, Negative-QTOF	splash10-001i-2900200000-23c6af6438be416c3b4e	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coenzyme A 40V, Negative-QTOF	splash10-057i-6900100000-a9a1d2f2162117f6ad81	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coenzyme A 10V, Positive-QTOF	splash10-014i-0300000900-b51e1ead5363c1a242a1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coenzyme A 20V, Positive-QTOF	splash10-01p9-2940000200-3787799719117e40b9fb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Coenzyme A 40V, Positive-QTOF	splash10-03di-1190000000-77d7b4bac6b436184da2	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2018-05-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Mitochondria
Nucleus
Lysosome
Endoplasmic reticulum
Golgi apparatus
Peroxisome

Biospecimen Locations

Not Available

Tissue Locations

Adipose Tissue
Fibroblasts
Skeletal Muscle

Pathways

Name	SMPDB/PathBank	KEGG
Phenylalanine metabolism	Not Available
Butyrate Metabolism
Fatty acid Metabolism
Citric Acid Cycle
Primary bile acid biosynthesis	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

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

VMH ID

COA

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

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. [PubMed:8131803 ]
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. [PubMed:7313494 ]
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 ]
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. [PubMed:14518828 ]
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. [PubMed:3404093 ]
Osmundsen H, Bremer J, Pedersen JI: Metabolic aspects of peroxisomal beta-oxidation. Biochim Biophys Acta. 1991 Sep 11;1085(2):141-58. [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 ]
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. [PubMed:8052141 ]
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. [PubMed:7389125 ]

Only showing the first 10 proteins. There are 186 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. 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

2. 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

3. 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

4. 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

5. 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

6. 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

7. 5-aminolevulinate synthase, erythroid-specific, mitochondrial

General function:: Involved in 5-aminolevulinate synthase activity
Specific function:: Not Available
Gene Name:: ALAS2
Uniprot ID:: P22557
Molecular weight:: 64632.86

Reactions

Succinyl-CoA + Glycine → 5-Aminolevulinic acid + Coenzyme A + CO(2)	details
Succinyl-CoA + Glycine → 5-Aminolevulinic acid + Coenzyme A + Carbon dioxide	details

Enzyme Details

8. Arylamine N-acetyltransferase 1

General function:: Involved in acetyltransferase activity
Specific function:: Participates in the detoxification of a plethora of hydrazine and arylamine drugs. Catalyzes the N- or O-acetylation of various arylamine and heterocyclic amine substrates and is able to bioactivate several known carcinogens.
Gene Name:: NAT1
Uniprot ID:: P18440
Molecular weight:: 33898.445

Reactions

Acetyl-CoA + an arylamine → Coenzyme A + an N-acetylarylamine	details
2,4-Diamino-6-nitrotoluene + Acetyl-CoA → 4-Acetamido-2-amino-6-nitrotoluene + Coenzyme A	details
Acetyl-CoA + Isoniazid → Coenzyme A + Acetylisoniazid	details
Acetyl-CoA + Acetylhydrazine → Coenzyme A + N,N'-Diacetylhydrazine	details

Enzyme Details

9. Arylamine N-acetyltransferase 2

General function:: Involved in acetyltransferase activity
Specific function:: Participates in the detoxification of a plethora of hydrazine and arylamine drugs. Catalyzes the N- or O-acetylation of various arylamine and heterocyclic amine substrates and is able to bioactivate several known carcinogens.
Gene Name:: NAT2
Uniprot ID:: P11245
Molecular weight:: 33570.245

Reactions

Acetyl-CoA + an arylamine → Coenzyme A + an N-acetylarylamine	details
2,4-Diamino-6-nitrotoluene + Acetyl-CoA → 4-Acetamido-2-amino-6-nitrotoluene + Coenzyme A	details
Acetyl-CoA + Isoniazid → Coenzyme A + Acetylisoniazid	details
Acetyl-CoA + Acetylhydrazine → Coenzyme A + N,N'-Diacetylhydrazine	details

Enzyme Details

10. 5-aminolevulinate synthase, nonspecific, mitochondrial

General function:: Involved in 5-aminolevulinate synthase activity
Specific function:: Not Available
Gene Name:: ALAS1
Uniprot ID:: P13196
Molecular weight:: 70580.325

Reactions

Succinyl-CoA + Glycine → 5-Aminolevulinic acid + Coenzyme A + CO(2)	details
Succinyl-CoA + Glycine → 5-Aminolevulinic acid + Coenzyme A + Carbon dioxide	details

Only showing the first 10 proteins. There are 186 proteins in total.

Show all enzymes and transporters

Showing metabocard for Coenzyme A (HMDB0001423)

MOL for HMDB0001423 (Coenzyme A)

3D MOL for HMDB0001423 (Coenzyme A)

3D SDF for HMDB0001423 (Coenzyme A)

3D-SDF for HMDB0001423 (Coenzyme A)

PDB for HMDB0001423 (Coenzyme A)

3D PDB for HMDB0001423 (Coenzyme A)

SMILES for HMDB0001423 (Coenzyme A)

INCHI for HMDB0001423 (Coenzyme A)

Structure for HMDB0001423 (Coenzyme A)

3D Structure for HMDB0001423 (Coenzyme A)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

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