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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (111)transporters (1) Show 112 proteins XML

enzymes (111)transporters (1) Show 112 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-07-25 00:12:05 UTC

Update Date

2022-03-07 02:51:28 UTC

HMDB ID

HMDB0013037

Secondary Accession Numbers

HMDB13037

Metabolite Identification

Common Name

Pentanoyl-CoA

Description

Pentanoyl CoA is an acyl-CoA with the C-5 Acyl chain. Acyl-CoA (or formyl-CoA) is a coenzyme involved in the metabolism of fatty acids. It is a temporary compound formed when coenzyme A (CoA) attaches to the end of a long-chain fatty acid, inside living cells. The CoA is then removed from the chain, carrying two carbons from the chain with it, forming acetyl-CoA. This is then used in the citric acid cycle to start a chain of reactions, eventually forming many adenosine triphosphates. To be oxidatively degraded, a fatty acid must first be activated in a two-step reaction catalyzed by acyl-CoA synthetase. First, the fatty acid displaces the diphosphate group of ATP, then coenzyme A (HSCoA) displaces the AMP group to form an Acyl-CoA. The acyladenylate product of the first step has a large free energy of hydrolysis and conserves the free energy of the cleaved phosphoanhydride bond in ATP. The second step, transfer of the acyl group to CoA (the same molecule that carries acetyl groups as acetyl-CoA), conserves free energy in the formation of a thioester bond. Consequently, the overall reaction Fatty acid + CoA + ATP <=> Acyl-CoA + AMP + PPi has a free energy change near zero. Subsequent hydrolysis of the product PPi (by the enzyme inorganic pyrophosphatase) is highly exergonic, and this reaction makes the formation of acyl-CoA spontaneous and irreversible. Fatty acids are activated in the cytosol, but oxidation occurs in the mitochondria. Because there is no transport protein for CoA adducts, acyl groups must enter the mitochondria via a shuttle system involving the small molecule carnitine.

Structure

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


  Mrv1652303262014172D          

 54 56  0  0  1  0            999 V2000
    5.7697   -6.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5902   -6.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0752   -6.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8956   -6.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3805   -7.4872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2011   -7.4009    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.0450   -8.2408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4697   -6.2339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6412   -7.0408    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.0217   -5.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6092   -4.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3949   -7.3764    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.3086   -8.1969    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.8022   -5.0778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7160   -5.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0892   -7.6540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5017   -8.3684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.0217   -4.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8467   -5.6208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9217   -8.7489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8467   -4.1918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1661   -9.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2592   -4.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3456   -9.2084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1094   -6.9639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6092   -3.4774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7502   -9.5559    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.9432   -9.3844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5572   -9.7275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5787  -10.3629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0100   -9.9621    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.6745  -10.7157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7638  -10.2976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2564   -9.6265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8540  -10.8020    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.0335  -10.8882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9403  -11.6224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7678   -9.9815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6860   -8.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5064   -7.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9914   -8.6496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8119   -8.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2968   -9.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1173   -9.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6022   -9.8120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4227   -9.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9076  -10.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7281  -10.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5486  -10.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6419   -9.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8143  -11.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5720  -11.1469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7583   -8.9721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1474   -7.8097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  1  1  0  0  0
 10  8  1  0  0  0  0
 15  8  1  0  0  0  0
 12  9  1  0  0  0  0
 16  9  1  0  0  0  0
 11 10  2  0  0  0  0
 19 10  1  0  0  0  0
 18 11  1  0  0  0  0
 14 11  1  0  0  0  0
 13 12  1  0  0  0  0
 12 25  1  6  0  0  0
 13 20  1  6  0  0  0
 17 13  1  0  0  0  0
 15 14  2  0  0  0  0
 17 16  1  0  0  0  0
 17 22  1  1  0  0  0
 26 18  1  0  0  0  0
 21 18  2  0  0  0  0
 23 19  2  0  0  0  0
 27 20  1  0  0  0  0
 23 21  1  0  0  0  0
 24 22  1  0  0  0  0
 31 24  1  0  0  0  0
 28 27  1  0  0  0  0
 29 27  2  0  0  0  0
 30 27  1  0  0  0  0
 32 31  1  0  0  0  0
 33 31  2  0  0  0  0
 34 31  1  0  0  0  0
 35 32  1  0  0  0  0
 36 35  1  0  0  0  0
 37 35  2  0  0  0  0
 38 35  1  0  0  0  0
 49 36  1  0  0  0  0
 40 39  1  0  0  0  0
  6 39  1  0  0  0  0
 41 40  1  0  0  0  0
 42 41  1  0  0  0  0
 43 42  1  0  0  0  0
 54 42  2  0  0  0  0
 44 43  1  0  0  0  0
 45 44  1  0  0  0  0
 46 45  1  0  0  0  0
 47 46  1  0  0  0  0
 53 46  2  0  0  0  0
 48 47  1  0  0  0  0
 52 47  1  0  0  0  0
 49 48  1  0  0  0  0
 50 48  1  0  0  0  0
 51 48  1  0  0  0  0
M  END

HMDB0013037
     RDKit          3D
Pentanoyl-CoA
 98100  0  0  0  0  0  0  0  0999 V2000
   13.5067    1.6739    0.8113 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3564    1.8683   -0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9728    1.6562   -1.1346 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4201    0.2813   -0.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2857   -0.2086    0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1167   -0.9057    0.8990 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8172    0.2566    1.3295 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5004    0.7090    0.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9525   -0.5671   -0.4703 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3397   -1.3268    0.6342 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1954   -0.7694    1.2490 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7296    0.3068    0.8403 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5336   -1.4605    2.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1387   -0.8142    2.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3848   -1.0217    1.3483 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6428   -1.2279    0.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2970   -2.3836   -0.2047 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1356   -0.0953   -0.6409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6430    1.1258   -0.2685 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282    0.0070   -0.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1575    1.1230   -1.4300 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2311    0.3751    0.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0995   -1.2508   -0.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4962   -1.0030   -0.7456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3214   -2.4681   -1.0673 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.3465   -2.2688   -2.1393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1891   -3.6596   -1.5372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0982   -3.0080    0.3371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7558   -2.9947    0.1405 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.4531   -2.9989    1.4729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2061   -4.3727   -0.7492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2333   -1.6355   -0.7156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7287   -0.6122    0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1427    0.5798   -0.6710 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1206    0.3685   -1.6008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0928    1.3337   -1.5103 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.2207    0.9316   -0.6969 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7779    1.4777    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8334    0.7512    0.8265 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9585   -0.2924    0.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8674   -1.3378    0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8919   -1.4457    0.9798 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7172   -2.2548   -0.9840 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7478   -2.1585   -1.9131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8758   -1.1260   -1.8853 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9632   -0.1901   -0.9422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3933    2.5200   -0.8340 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5349    3.0886   -1.7788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5505    1.7461    0.1854 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4928    2.4767    0.6624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6648    2.5950    2.3443 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.9527    1.9278    2.8113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4108    1.8671    3.1807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8279    4.2358    2.7809 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5600    1.6525    1.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0730    2.5596    1.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1030    0.7756    0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6553    2.9277   -0.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0904    1.2209   -1.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8718    1.9086   -2.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3124    2.4166   -0.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0428   -0.4512   -1.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3930    0.2287   -1.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8886    1.3794   -0.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7314    1.2581    0.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1662   -0.2866   -1.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7412   -1.1730   -0.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7437   -2.2410    0.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1021   -1.2255    3.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4452   -2.5461    2.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3876    0.2704    2.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7085   -1.1664    3.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4227   -2.3692    1.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4037   -0.3120   -1.6751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695    1.4475   -0.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5163    1.8218   -0.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9970    1.7604   -1.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3640    0.7447   -2.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8338    0.6600    0.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8049    1.2249    1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3383   -0.4910    1.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0345   -1.5835   -1.8962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0769   -2.0800   -0.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5690   -4.1438   -2.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1151   -4.2456   -1.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9220   -0.3603    0.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5475   -1.0789    0.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2233    0.9127   -1.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4188    1.6384   -2.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4420    2.3842    0.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5929   -2.1946    0.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9178   -0.7567    1.7545 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6930   -2.9311   -2.6794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0813    3.2210   -0.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6125    3.1603   -1.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2656    1.4020    0.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5418    0.8823    3.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8270    4.3540    3.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 29 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 41 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  2  0
 36 47  1  0
 47 48  1  0
 47 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  2  0
 51 53  1  0
 51 54  1  0
 49 34  1  0
 46 37  1  0
 46 40  1  0
  1 55  1  0
  1 56  1  0
  1 57  1  0
  2 58  1  0
  2 59  1  0
  3 60  1  0
  3 61  1  0
  4 62  1  0
  4 63  1  0
  8 64  1  0
  8 65  1  0
  9 66  1  0
  9 67  1  0
 10 68  1  0
 13 69  1  0
 13 70  1  0
 14 71  1  0
 14 72  1  0
 15 73  1  0
 18 74  1  0
 19 75  1  0
 21 76  1  0
 21 77  1  0
 21 78  1  0
 22 79  1  0
 22 80  1  0
 22 81  1  0
 23 82  1  0
 23 83  1  0
 27 84  1  0
 31 85  1  0
 33 86  1  0
 33 87  1  0
 34 88  1  6
 36 89  1  6
 38 90  1  0
 42 91  1  0
 42 92  1  0
 44 93  1  0
 47 94  1  1
 48 95  1  0
 49 96  1  1
 53 97  1  0
 54 98  1  0
M  END


  Mrv1652303262014172D          

 54 56  0  0  1  0            999 V2000
    5.7697   -6.3248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5902   -6.2385    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0752   -6.9060    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8956   -6.8197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3805   -7.4872    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2011   -7.4009    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.0450   -8.2408    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4697   -6.2339    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.6412   -7.0408    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.0217   -5.6208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6092   -4.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3949   -7.3764    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.3086   -8.1969    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   19.8022   -5.0778    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7160   -5.8983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0892   -7.6540    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.5017   -8.3684    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   21.0217   -4.1918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.8467   -5.6208    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.9217   -8.7489    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.8467   -4.1918    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.1661   -9.1221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.2592   -4.9063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3456   -9.2084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.1094   -6.9639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.6092   -3.4774    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.7502   -9.5559    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.9432   -9.3844    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.5572   -9.7275    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.5787  -10.3629    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.0100   -9.9621    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.6745  -10.7157    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7638  -10.2976    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2564   -9.6265    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.8540  -10.8020    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   17.0335  -10.8882    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.9403  -11.6224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7678   -9.9815    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6860   -8.0684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5064   -7.9822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9914   -8.6496    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.8119   -8.5633    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2968   -9.2308    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1173   -9.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6022   -9.8120    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.4227   -9.7258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9076  -10.3932    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7281  -10.3070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5486  -10.2207    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6419   -9.4865    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8143  -11.1275    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5720  -11.1469    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7583   -8.9721    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1474   -7.8097    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  5  2  0  0  0  0
  9  8  1  1  0  0  0
 10  8  1  0  0  0  0
 15  8  1  0  0  0  0
 12  9  1  0  0  0  0
 16  9  1  0  0  0  0
 11 10  2  0  0  0  0
 19 10  1  0  0  0  0
 18 11  1  0  0  0  0
 14 11  1  0  0  0  0
 13 12  1  0  0  0  0
 12 25  1  6  0  0  0
 13 20  1  6  0  0  0
 17 13  1  0  0  0  0
 15 14  2  0  0  0  0
 17 16  1  0  0  0  0
 17 22  1  1  0  0  0
 26 18  1  0  0  0  0
 21 18  2  0  0  0  0
 23 19  2  0  0  0  0
 27 20  1  0  0  0  0
 23 21  1  0  0  0  0
 24 22  1  0  0  0  0
 31 24  1  0  0  0  0
 28 27  1  0  0  0  0
 29 27  2  0  0  0  0
 30 27  1  0  0  0  0
 32 31  1  0  0  0  0
 33 31  2  0  0  0  0
 34 31  1  0  0  0  0
 35 32  1  0  0  0  0
 36 35  1  0  0  0  0
 37 35  2  0  0  0  0
 38 35  1  0  0  0  0
 49 36  1  0  0  0  0
 40 39  1  0  0  0  0
  6 39  1  0  0  0  0
 41 40  1  0  0  0  0
 42 41  1  0  0  0  0
 43 42  1  0  0  0  0
 54 42  2  0  0  0  0
 44 43  1  0  0  0  0
 45 44  1  0  0  0  0
 46 45  1  0  0  0  0
 47 46  1  0  0  0  0
 53 46  2  0  0  0  0
 48 47  1  0  0  0  0
 52 47  1  0  0  0  0
 49 48  1  0  0  0  0
 50 48  1  0  0  0  0
 51 48  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013037

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N

> <INCHI_IDENTIFIER>
InChI=1S/C26H44N7O17P3S/c1-4-5-6-17(35)54-10-9-28-16(34)7-8-29-24(38)21(37)26(2,3)12-47-53(44,45)50-52(42,43)46-11-15-20(49-51(39,40)41)19(36)25(48-15)33-14-32-18-22(27)30-13-31-23(18)33/h13-15,19-21,25,36-37H,4-12H2,1-3H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/t15-,19-,20-,21?,25-/m1/s1

> <INCHI_KEY>
RXUATCUKICAIOA-TVCSPYKZSA-N

> <FORMULA>
C26H44N7O17P3S

> <MOLECULAR_WEIGHT>
851.651

> <EXACT_MASS>
851.172723243

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
98

> <JCHEM_AVERAGE_POLARIZABILITY>
76.5000099167154

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.09

> <JCHEM_LOGP>
-4.29194593614796

> <ALOGPS_LOGS>
-2.37

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.9001207347761846

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8209787813398228

> <JCHEM_PKA_STRONGEST_BASIC>
4.006053268556904

> <JCHEM_POLAR_SURFACE_AREA>
363.62999999999994

> <JCHEM_REFRACTIVITY>
186.03690000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
23

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.67e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013037
     RDKit          3D
Pentanoyl-CoA
 98100  0  0  0  0  0  0  0  0999 V2000
   13.5067    1.6739    0.8113 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3564    1.8683   -0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9728    1.6562   -1.1346 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4201    0.2813   -0.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2857   -0.2086    0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1167   -0.9057    0.8990 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8172    0.2566    1.3295 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5004    0.7090    0.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9525   -0.5671   -0.4703 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3397   -1.3268    0.6342 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1954   -0.7694    1.2490 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7296    0.3068    0.8403 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5336   -1.4605    2.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1387   -0.8142    2.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3848   -1.0217    1.3483 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6428   -1.2279    0.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2970   -2.3836   -0.2047 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1356   -0.0953   -0.6409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6430    1.1258   -0.2685 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282    0.0070   -0.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1575    1.1230   -1.4300 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2311    0.3751    0.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0995   -1.2508   -0.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4962   -1.0030   -0.7456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3214   -2.4681   -1.0673 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.3465   -2.2688   -2.1393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1891   -3.6596   -1.5372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0982   -3.0080    0.3371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7558   -2.9947    0.1405 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.4531   -2.9989    1.4729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2061   -4.3727   -0.7492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2333   -1.6355   -0.7156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7287   -0.6122    0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1427    0.5798   -0.6710 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1206    0.3685   -1.6008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0928    1.3337   -1.5103 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.2207    0.9316   -0.6969 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7779    1.4777    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8334    0.7512    0.8265 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9585   -0.2924    0.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8674   -1.3378    0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8919   -1.4457    0.9798 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7172   -2.2548   -0.9840 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7478   -2.1585   -1.9131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8758   -1.1260   -1.8853 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9632   -0.1901   -0.9422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3933    2.5200   -0.8340 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5349    3.0886   -1.7788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5505    1.7461    0.1854 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4928    2.4767    0.6624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6648    2.5950    2.3443 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.9527    1.9278    2.8113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4108    1.8671    3.1807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8279    4.2358    2.7809 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5600    1.6525    1.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0730    2.5596    1.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1030    0.7756    0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6553    2.9277   -0.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0904    1.2209   -1.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8718    1.9086   -2.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3124    2.4166   -0.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0428   -0.4512   -1.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3930    0.2287   -1.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8886    1.3794   -0.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7314    1.2581    0.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1662   -0.2866   -1.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7412   -1.1730   -0.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7437   -2.2410    0.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1021   -1.2255    3.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4452   -2.5461    2.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3876    0.2704    2.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7085   -1.1664    3.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4227   -2.3692    1.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4037   -0.3120   -1.6751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695    1.4475   -0.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5163    1.8218   -0.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9970    1.7604   -1.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3640    0.7447   -2.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8338    0.6600    0.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8049    1.2249    1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3383   -0.4910    1.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0345   -1.5835   -1.8962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0769   -2.0800   -0.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5690   -4.1438   -2.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1151   -4.2456   -1.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9220   -0.3603    0.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5475   -1.0789    0.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2233    0.9127   -1.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4188    1.6384   -2.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4420    2.3842    0.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5929   -2.1946    0.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9178   -0.7567    1.7545 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6930   -2.9311   -2.6794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0813    3.2210   -0.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6125    3.1603   -1.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2656    1.4020    0.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5418    0.8823    3.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8270    4.3540    3.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 29 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 41 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  2  0
 36 47  1  0
 47 48  1  0
 47 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  2  0
 51 53  1  0
 51 54  1  0
 49 34  1  0
 46 37  1  0
 46 40  1  0
  1 55  1  0
  1 56  1  0
  1 57  1  0
  2 58  1  0
  2 59  1  0
  3 60  1  0
  3 61  1  0
  4 62  1  0
  4 63  1  0
  8 64  1  0
  8 65  1  0
  9 66  1  0
  9 67  1  0
 10 68  1  0
 13 69  1  0
 13 70  1  0
 14 71  1  0
 14 72  1  0
 15 73  1  0
 18 74  1  0
 19 75  1  0
 21 76  1  0
 21 77  1  0
 21 78  1  0
 22 79  1  0
 22 80  1  0
 22 81  1  0
 23 82  1  0
 23 83  1  0
 27 84  1  0
 31 85  1  0
 33 86  1  0
 33 87  1  0
 34 88  1  6
 36 89  1  6
 38 90  1  0
 42 91  1  0
 42 92  1  0
 44 93  1  0
 47 94  1  1
 48 95  1  0
 49 96  1  1
 53 97  1  0
 54 98  1  0
M  END

HEADER    PROTEIN                                 26-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAR-20         0                                  
HETATM    1  C   UNK     0      10.770 -11.806   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      12.302 -11.645   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      13.207 -12.891   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      14.738 -12.730   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.644 -13.976   0.000  0.00  0.00           C+0
HETATM    6  S   UNK     0      17.175 -13.815   0.000  0.00  0.00           S+0
HETATM    7  O   UNK     0      15.017 -15.383   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0      38.210 -11.637   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      38.530 -13.143   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      39.241 -10.492   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      38.471  -9.158   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      39.937 -13.769   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      39.776 -15.301   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      36.964  -9.479   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0      36.803 -11.010   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      37.500 -14.287   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      38.270 -15.621   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      39.241  -7.825   0.000  0.00  0.00           C+0
HETATM   19  N   UNK     0      40.781 -10.492   0.000  0.00  0.00           N+0
HETATM   20  O   UNK     0      40.921 -16.331   0.000  0.00  0.00           O+0
HETATM   21  N   UNK     0      40.781  -7.825   0.000  0.00  0.00           N+0
HETATM   22  C   UNK     0      37.643 -17.028   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      41.551  -9.158   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      36.112 -17.189   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      41.271 -12.999   0.000  0.00  0.00           O+0
HETATM   26  N   UNK     0      38.471  -6.491   0.000  0.00  0.00           N+0
HETATM   27  P   UNK     0      40.600 -17.838   0.000  0.00  0.00           P+0
HETATM   28  O   UNK     0      39.094 -17.518   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      42.107 -18.158   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      40.280 -19.344   0.000  0.00  0.00           O+0
HETATM   31  P   UNK     0      35.485 -18.596   0.000  0.00  0.00           P+0
HETATM   32  O   UNK     0      34.859 -20.003   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      36.892 -19.222   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      34.079 -17.969   0.000  0.00  0.00           O+0
HETATM   35  P   UNK     0      33.327 -20.164   0.000  0.00  0.00           P+0
HETATM   36  O   UNK     0      31.796 -20.325   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0      33.489 -21.695   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0      33.167 -18.632   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      18.081 -15.061   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      19.612 -14.900   0.000  0.00  0.00           C+0
HETATM   41  N   UNK     0      20.517 -16.146   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0      22.049 -15.985   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      22.954 -17.231   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      24.486 -17.070   0.000  0.00  0.00           C+0
HETATM   45  N   UNK     0      25.391 -18.316   0.000  0.00  0.00           N+0
HETATM   46  C   UNK     0      26.922 -18.155   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      27.828 -19.401   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      29.359 -19.240   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      30.891 -19.079   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      29.198 -17.708   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      29.520 -20.771   0.000  0.00  0.00           C+0
HETATM   52  O   UNK     0      27.201 -20.808   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      27.549 -16.748   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      22.675 -14.578   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5   39                                                       
CONECT    7    5                                                            
CONECT    8    9   10   15                                                  
CONECT    9    8   12   16                                                  
CONECT   10    8   11   19                                                  
CONECT   11   10   18   14                                                  
CONECT   12    9   13   25                                                  
CONECT   13   12   20   17                                                  
CONECT   14   11   15                                                       
CONECT   15    8   14                                                       
CONECT   16    9   17                                                       
CONECT   17   13   16   22                                                  
CONECT   18   11   26   21                                                  
CONECT   19   10   23                                                       
CONECT   20   13   27                                                       
CONECT   21   18   23                                                       
CONECT   22   17   24                                                       
CONECT   23   19   21                                                       
CONECT   24   22   31                                                       
CONECT   25   12                                                            
CONECT   26   18                                                            
CONECT   27   20   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27                                                            
CONECT   31   24   32   33   34                                             
CONECT   32   31   35                                                       
CONECT   33   31                                                            
CONECT   34   31                                                            
CONECT   35   32   36   37   38                                             
CONECT   36   35   49                                                       
CONECT   37   35                                                            
CONECT   38   35                                                            
CONECT   39   40    6                                                       
CONECT   40   39   41                                                       
CONECT   41   40   42                                                       
CONECT   42   41   43   54                                                  
CONECT   43   42   44                                                       
CONECT   44   43   45                                                       
CONECT   45   44   46                                                       
CONECT   46   45   47   53                                                  
CONECT   47   46   48   52                                                  
CONECT   48   47   49   50   51                                             
CONECT   49   36   48                                                       
CONECT   50   48                                                            
CONECT   51   48                                                            
CONECT   52   47                                                            
CONECT   53   46                                                            
CONECT   54   42                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  112    0
END

COMPND    HMDB0013037
HETATM    1  C1  UNL     1      13.507   1.674   0.811  1.00  0.00           C  
HETATM    2  C2  UNL     1      13.356   1.868  -0.653  1.00  0.00           C  
HETATM    3  C3  UNL     1      11.973   1.656  -1.135  1.00  0.00           C  
HETATM    4  C4  UNL     1      11.420   0.281  -0.982  1.00  0.00           C  
HETATM    5  C5  UNL     1      11.286  -0.209   0.393  1.00  0.00           C  
HETATM    6  O1  UNL     1      12.117  -0.906   0.899  1.00  0.00           O  
HETATM    7  S1  UNL     1       9.817   0.257   1.330  1.00  0.00           S  
HETATM    8  C6  UNL     1       8.500   0.709   0.145  1.00  0.00           C  
HETATM    9  C7  UNL     1       7.952  -0.567  -0.470  1.00  0.00           C  
HETATM   10  N1  UNL     1       7.340  -1.327   0.634  1.00  0.00           N  
HETATM   11  C8  UNL     1       6.195  -0.769   1.249  1.00  0.00           C  
HETATM   12  O2  UNL     1       5.730   0.307   0.840  1.00  0.00           O  
HETATM   13  C9  UNL     1       5.534  -1.460   2.388  1.00  0.00           C  
HETATM   14  C10 UNL     1       4.139  -0.814   2.486  1.00  0.00           C  
HETATM   15  N2  UNL     1       3.385  -1.022   1.348  1.00  0.00           N  
HETATM   16  C11 UNL     1       2.643  -1.228   0.229  1.00  0.00           C  
HETATM   17  O3  UNL     1       2.297  -2.384  -0.205  1.00  0.00           O  
HETATM   18  C12 UNL     1       2.136  -0.095  -0.641  1.00  0.00           C  
HETATM   19  O4  UNL     1       2.643   1.126  -0.269  1.00  0.00           O  
HETATM   20  C13 UNL     1       0.628   0.007  -0.540  1.00  0.00           C  
HETATM   21  C14 UNL     1       0.158   1.123  -1.430  1.00  0.00           C  
HETATM   22  C15 UNL     1       0.231   0.375   0.894  1.00  0.00           C  
HETATM   23  C16 UNL     1      -0.099  -1.251  -0.861  1.00  0.00           C  
HETATM   24  O5  UNL     1      -1.496  -1.003  -0.746  1.00  0.00           O  
HETATM   25  P1  UNL     1      -2.321  -2.468  -1.067  1.00  0.00           P  
HETATM   26  O6  UNL     1      -3.347  -2.269  -2.139  1.00  0.00           O  
HETATM   27  O7  UNL     1      -1.189  -3.660  -1.537  1.00  0.00           O  
HETATM   28  O8  UNL     1      -3.098  -3.008   0.337  1.00  0.00           O  
HETATM   29  P2  UNL     1      -4.756  -2.995   0.140  1.00  0.00           P  
HETATM   30  O9  UNL     1      -5.453  -2.999   1.473  1.00  0.00           O  
HETATM   31  O10 UNL     1      -5.206  -4.373  -0.749  1.00  0.00           O  
HETATM   32  O11 UNL     1      -5.233  -1.635  -0.716  1.00  0.00           O  
HETATM   33  C17 UNL     1      -5.729  -0.612   0.125  1.00  0.00           C  
HETATM   34  C18 UNL     1      -6.143   0.580  -0.671  1.00  0.00           C  
HETATM   35  O12 UNL     1      -7.121   0.369  -1.601  1.00  0.00           O  
HETATM   36  C19 UNL     1      -8.093   1.334  -1.510  1.00  0.00           C  
HETATM   37  N3  UNL     1      -9.221   0.932  -0.697  1.00  0.00           N  
HETATM   38  C20 UNL     1      -9.778   1.478   0.382  1.00  0.00           C  
HETATM   39  N4  UNL     1     -10.833   0.751   0.826  1.00  0.00           N  
HETATM   40  C21 UNL     1     -10.959  -0.292   0.007  1.00  0.00           C  
HETATM   41  C22 UNL     1     -11.867  -1.338   0.009  1.00  0.00           C  
HETATM   42  N5  UNL     1     -12.892  -1.446   0.980  1.00  0.00           N  
HETATM   43  N6  UNL     1     -11.717  -2.255  -0.984  1.00  0.00           N  
HETATM   44  C23 UNL     1     -10.748  -2.158  -1.913  1.00  0.00           C  
HETATM   45  N7  UNL     1      -9.876  -1.126  -1.885  1.00  0.00           N  
HETATM   46  C24 UNL     1      -9.963  -0.190  -0.942  1.00  0.00           C  
HETATM   47  C25 UNL     1      -7.393   2.520  -0.834  1.00  0.00           C  
HETATM   48  O13 UNL     1      -6.535   3.089  -1.779  1.00  0.00           O  
HETATM   49  C26 UNL     1      -6.550   1.746   0.185  1.00  0.00           C  
HETATM   50  O14 UNL     1      -5.493   2.477   0.662  1.00  0.00           O  
HETATM   51  P3  UNL     1      -5.665   2.595   2.344  1.00  0.00           P  
HETATM   52  O15 UNL     1      -6.953   1.928   2.811  1.00  0.00           O  
HETATM   53  O16 UNL     1      -4.411   1.867   3.181  1.00  0.00           O  
HETATM   54  O17 UNL     1      -5.828   4.236   2.781  1.00  0.00           O  
HETATM   55  H1  UNL     1      12.560   1.653   1.350  1.00  0.00           H  
HETATM   56  H2  UNL     1      14.073   2.560   1.276  1.00  0.00           H  
HETATM   57  H3  UNL     1      14.103   0.776   0.986  1.00  0.00           H  
HETATM   58  H4  UNL     1      13.655   2.928  -0.896  1.00  0.00           H  
HETATM   59  H5  UNL     1      14.090   1.221  -1.212  1.00  0.00           H  
HETATM   60  H6  UNL     1      11.872   1.909  -2.234  1.00  0.00           H  
HETATM   61  H7  UNL     1      11.312   2.417  -0.591  1.00  0.00           H  
HETATM   62  H8  UNL     1      12.043  -0.451  -1.597  1.00  0.00           H  
HETATM   63  H9  UNL     1      10.393   0.229  -1.477  1.00  0.00           H  
HETATM   64  H10 UNL     1       8.889   1.379  -0.658  1.00  0.00           H  
HETATM   65  H11 UNL     1       7.731   1.258   0.694  1.00  0.00           H  
HETATM   66  H12 UNL     1       7.166  -0.287  -1.191  1.00  0.00           H  
HETATM   67  H13 UNL     1       8.741  -1.173  -0.904  1.00  0.00           H  
HETATM   68  H14 UNL     1       7.744  -2.241   0.931  1.00  0.00           H  
HETATM   69  H15 UNL     1       6.102  -1.226   3.305  1.00  0.00           H  
HETATM   70  H16 UNL     1       5.445  -2.546   2.252  1.00  0.00           H  
HETATM   71  H17 UNL     1       4.388   0.270   2.699  1.00  0.00           H  
HETATM   72  H18 UNL     1       3.709  -1.166   3.446  1.00  0.00           H  
HETATM   73  H19 UNL     1       3.423  -2.369   1.620  1.00  0.00           H  
HETATM   74  H20 UNL     1       2.404  -0.312  -1.675  1.00  0.00           H  
HETATM   75  H21 UNL     1       3.369   1.448  -0.864  1.00  0.00           H  
HETATM   76  H22 UNL     1      -0.516   1.822  -0.881  1.00  0.00           H  
HETATM   77  H23 UNL     1       0.997   1.760  -1.817  1.00  0.00           H  
HETATM   78  H24 UNL     1      -0.364   0.745  -2.360  1.00  0.00           H  
HETATM   79  H25 UNL     1      -0.834   0.660   0.837  1.00  0.00           H  
HETATM   80  H26 UNL     1       0.805   1.225   1.267  1.00  0.00           H  
HETATM   81  H27 UNL     1       0.338  -0.491   1.552  1.00  0.00           H  
HETATM   82  H28 UNL     1       0.035  -1.583  -1.896  1.00  0.00           H  
HETATM   83  H29 UNL     1       0.077  -2.080  -0.134  1.00  0.00           H  
HETATM   84  H30 UNL     1      -1.569  -4.144  -2.312  1.00  0.00           H  
HETATM   85  H31 UNL     1      -6.115  -4.246  -1.108  1.00  0.00           H  
HETATM   86  H32 UNL     1      -4.922  -0.360   0.819  1.00  0.00           H  
HETATM   87  H33 UNL     1      -6.547  -1.079   0.714  1.00  0.00           H  
HETATM   88  H34 UNL     1      -5.223   0.913  -1.236  1.00  0.00           H  
HETATM   89  H35 UNL     1      -8.419   1.638  -2.543  1.00  0.00           H  
HETATM   90  H36 UNL     1      -9.442   2.384   0.854  1.00  0.00           H  
HETATM   91  H37 UNL     1     -13.593  -2.195   0.925  1.00  0.00           H  
HETATM   92  H38 UNL     1     -12.918  -0.757   1.755  1.00  0.00           H  
HETATM   93  H39 UNL     1     -10.693  -2.931  -2.679  1.00  0.00           H  
HETATM   94  H40 UNL     1      -8.081   3.221  -0.372  1.00  0.00           H  
HETATM   95  H41 UNL     1      -5.612   3.160  -1.443  1.00  0.00           H  
HETATM   96  H42 UNL     1      -7.266   1.402   0.969  1.00  0.00           H  
HETATM   97  H43 UNL     1      -4.542   0.882   3.298  1.00  0.00           H  
HETATM   98  H44 UNL     1      -5.827   4.354   3.748  1.00  0.00           H  
CONECT    1    2   55   56   57
CONECT    2    3   58   59
CONECT    3    4   60   61
CONECT    4    5   62   63
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   64   65
CONECT    9   10   66   67
CONECT   10   11   68
CONECT   11   12   12   13
CONECT   13   14   69   70
CONECT   14   15   71   72
CONECT   15   16   73
CONECT   16   17   17   18
CONECT   18   19   20   74
CONECT   19   75
CONECT   20   21   22   23
CONECT   21   76   77   78
CONECT   22   79   80   81
CONECT   23   24   82   83
CONECT   24   25
CONECT   25   26   26   27   28
CONECT   27   84
CONECT   28   29
CONECT   29   30   30   31   32
CONECT   31   85
CONECT   32   33
CONECT   33   34   86   87
CONECT   34   35   49   88
CONECT   35   36
CONECT   36   37   47   89
CONECT   37   38   46
CONECT   38   39   39   90
CONECT   39   40
CONECT   40   41   41   46
CONECT   41   42   43
CONECT   42   91   92
CONECT   43   44   44
CONECT   44   45   93
CONECT   45   46   46
CONECT   47   48   49   94
CONECT   48   95
CONECT   49   50   96
CONECT   50   51
CONECT   51   52   52   53   54
CONECT   53   97
CONECT   54   98
END

HMDB0013037
     RDKit          3D
Pentanoyl-CoA
 98100  0  0  0  0  0  0  0  0999 V2000
   13.5067    1.6739    0.8113 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3564    1.8683   -0.6527 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9728    1.6562   -1.1346 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4201    0.2813   -0.9822 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2857   -0.2086    0.3929 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1167   -0.9057    0.8990 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8172    0.2566    1.3295 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5004    0.7090    0.1447 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9525   -0.5671   -0.4703 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3397   -1.3268    0.6342 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.1954   -0.7694    1.2490 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7296    0.3068    0.8403 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5336   -1.4605    2.3881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1387   -0.8142    2.4862 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3848   -1.0217    1.3483 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6428   -1.2279    0.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2970   -2.3836   -0.2047 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1356   -0.0953   -0.6409 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6430    1.1258   -0.2685 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6282    0.0070   -0.5396 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1575    1.1230   -1.4300 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2311    0.3751    0.8943 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0995   -1.2508   -0.8611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4962   -1.0030   -0.7456 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3214   -2.4681   -1.0673 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.3465   -2.2688   -2.1393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1891   -3.6596   -1.5372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0982   -3.0080    0.3371 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7558   -2.9947    0.1405 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.4531   -2.9989    1.4729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2061   -4.3727   -0.7492 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2333   -1.6355   -0.7156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7287   -0.6122    0.1251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1427    0.5798   -0.6710 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.1206    0.3685   -1.6008 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0928    1.3337   -1.5103 C   0  0  1  0  0  0  0  0  0  0  0  0
   -9.2207    0.9316   -0.6969 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7779    1.4777    0.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8334    0.7512    0.8265 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9585   -0.2924    0.0074 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8674   -1.3378    0.0093 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8919   -1.4457    0.9798 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7172   -2.2548   -0.9840 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7478   -2.1585   -1.9131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8758   -1.1260   -1.8853 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9632   -0.1901   -0.9422 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3933    2.5200   -0.8340 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.5349    3.0886   -1.7788 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5505    1.7461    0.1854 C   0  0  2  0  0  0  0  0  0  0  0  0
   -5.4928    2.4767    0.6624 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6648    2.5950    2.3443 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.9527    1.9278    2.8113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4108    1.8671    3.1807 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8279    4.2358    2.7809 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.5600    1.6525    1.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0730    2.5596    1.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.1030    0.7756    0.9862 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6553    2.9277   -0.8956 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0904    1.2209   -1.2118 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.8718    1.9086   -2.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.3124    2.4166   -0.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0428   -0.4512   -1.5967 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3930    0.2287   -1.4771 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8886    1.3794   -0.6584 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7314    1.2581    0.6937 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1662   -0.2866   -1.1911 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7412   -1.1730   -0.9044 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7437   -2.2410    0.9311 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1021   -1.2255    3.3052 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4452   -2.5461    2.2519 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3876    0.2704    2.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7085   -1.1664    3.4465 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4227   -2.3692    1.6198 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4037   -0.3120   -1.6751 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3695    1.4475   -0.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5163    1.8218   -0.8809 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9970    1.7604   -1.8174 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3640    0.7447   -2.3596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8338    0.6600    0.8371 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8049    1.2249    1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3383   -0.4910    1.5523 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0345   -1.5835   -1.8962 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0769   -2.0800   -0.1337 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5690   -4.1438   -2.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1151   -4.2456   -1.1078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9220   -0.3603    0.8187 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5475   -1.0789    0.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2233    0.9127   -1.2358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4188    1.6384   -2.5433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4420    2.3842    0.8540 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5929   -2.1946    0.9254 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9178   -0.7567    1.7545 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6930   -2.9311   -2.6794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0813    3.2210   -0.3723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6125    3.1603   -1.4434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2656    1.4020    0.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5418    0.8823    3.2981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8270    4.3540    3.7476 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 18 20  1  0
 20 21  1  0
 20 22  1  0
 20 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
 25 27  1  0
 25 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 29 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 35 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  2  0
 39 40  1  0
 40 41  2  0
 41 42  1  0
 41 43  1  0
 43 44  2  0
 44 45  1  0
 45 46  2  0
 36 47  1  0
 47 48  1  0
 47 49  1  0
 49 50  1  0
 50 51  1  0
 51 52  2  0
 51 53  1  0
 51 54  1  0
 49 34  1  0
 46 37  1  0
 46 40  1  0
  1 55  1  0
  1 56  1  0
  1 57  1  0
  2 58  1  0
  2 59  1  0
  3 60  1  0
  3 61  1  0
  4 62  1  0
  4 63  1  0
  8 64  1  0
  8 65  1  0
  9 66  1  0
  9 67  1  0
 10 68  1  0
 13 69  1  0
 13 70  1  0
 14 71  1  0
 14 72  1  0
 15 73  1  0
 18 74  1  0
 19 75  1  0
 21 76  1  0
 21 77  1  0
 21 78  1  0
 22 79  1  0
 22 80  1  0
 22 81  1  0
 23 82  1  0
 23 83  1  0
 27 84  1  0
 31 85  1  0
 33 86  1  0
 33 87  1  0
 34 88  1  6
 36 89  1  6
 38 90  1  0
 42 91  1  0
 42 92  1  0
 44 93  1  0
 47 94  1  1
 48 95  1  0
 49 96  1  1
 53 97  1  0
 54 98  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Pentanoyl-coenzyme A	HMDB

Chemical Formula

C₂₆H₄₄N₇O₁₇P₃S

Average Molecular Weight

851.651

Monoisotopic Molecular Weight

851.172723243

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

CCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N

InChI Identifier

InChI=1S/C26H44N7O17P3S/c1-4-5-6-17(35)54-10-9-28-16(34)7-8-29-24(38)21(37)26(2,3)12-47-53(44,45)50-52(42,43)46-11-15-20(49-51(39,40)41)19(36)25(48-15)33-14-32-18-22(27)30-13-31-23(18)33/h13-15,19-21,25,36-37H,4-12H2,1-3H3,(H,28,34)(H,29,38)(H,42,43)(H,44,45)(H2,27,30,31)(H2,39,40,41)/t15-,19-,20-,21?,25-/m1/s1

InChI Key

RXUATCUKICAIOA-TVCSPYKZSA-N

Chemical Taxonomy

Description

Belongs to the class of inorganic compounds known as homogeneous transition metal compounds. These are inorganic compounds containing only metal atoms,with the largest atom being a transition metal atom.

Kingdom

Inorganic compounds

Super Class

Homogeneous metal compounds

Class

Homogeneous transition metal compounds

Sub Class

Not Available

Direct Parent

Homogeneous transition metal compounds

Alternative Parents

Not Available

Substituents

Homogeneous transition metal

Molecular Framework

Not Available

External Descriptors

iron cation (CHEBI:29034 )
monoatomic trication (CHEBI:29034 )
a cation (FE+3 )

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

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.67 g/L	ALOGPS
logP	-0.09	ALOGPS
logP	-4.3	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.01	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	363.63 Å²	ChemAxon
Rotatable Bond Count	23	ChemAxon
Refractivity	186.04 m³·mol⁻¹	ChemAxon
Polarizability	76.5 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	180.601	30932474
DeepCCS	[M-H]-	178.767	30932474
DeepCCS	[M-2H]-	212.689	30932474
DeepCCS	[M+Na]+	186.737	30932474
AllCCS	[M+H]+	258.3	32859911
AllCCS	[M+H-H2O]+	258.8	32859911
AllCCS	[M+NH4]+	257.9	32859911
AllCCS	[M+Na]+	257.8	32859911
AllCCS	[M-H]-	252.6	32859911
AllCCS	[M+Na-2H]-	256.8	32859911
AllCCS	[M+HCOO]-	261.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pentanoyl-CoA	CCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	5709.5	Standard polar	33892256
Pentanoyl-CoA	CCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	4683.3	Standard non polar	33892256
Pentanoyl-CoA	CCCCC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N	6490.7	Semi standard non polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentanoyl-CoA 10V, Positive-QTOF	splash10-000i-2901000120-2a423c1bd81049be2f37	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentanoyl-CoA 20V, Positive-QTOF	splash10-000i-1913000000-a7882da7f4659358dd99	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentanoyl-CoA 40V, Positive-QTOF	splash10-000i-1911000000-dd4d2426d295e6cea710	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentanoyl-CoA 10V, Negative-QTOF	splash10-001i-7930140450-c93bb9584e9108db8543	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentanoyl-CoA 20V, Negative-QTOF	splash10-001i-6910010000-390528f5d6ef7539cb68	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentanoyl-CoA 40V, Negative-QTOF	splash10-057i-5900100000-f9c4115d1b808c86f8f7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentanoyl-CoA 10V, Positive-QTOF	splash10-0udi-0000000090-3758b512fc2398854707	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentanoyl-CoA 20V, Positive-QTOF	splash10-000i-0900001560-656412ccb7e988988a2b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentanoyl-CoA 40V, Positive-QTOF	splash10-0002-0029000000-298400882ff5c02d176c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentanoyl-CoA 10V, Negative-QTOF	splash10-0udi-0000000090-c1d8a32a3fcbde2b3b71	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentanoyl-CoA 20V, Negative-QTOF	splash10-0fas-9200202360-645cab450d162098ff13	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentanoyl-CoA 40V, Negative-QTOF	splash10-00p0-6204702920-60948d54a96619a917a8	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)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Valproic Acid Metabolism Pathway		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029262

KNApSAcK ID

Not Available

Chemspider ID

388465

KEGG Compound ID

C00888

BioCyc ID

5-HYDROXYPENTANOYL-COA

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439337

PDB ID

Not Available

ChEBI ID

15536

Food Biomarker Ontology

Not Available

VMH ID

M02694

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Only showing the first 10 proteins. There are 112 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. 3-ketoacyl-CoA thiolase, mitochondrial

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

Enzyme Details

2. 3-ketoacyl-CoA thiolase, peroxisomal

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

Enzyme Details

3. Trifunctional enzyme subunit beta, mitochondrial

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

Enzyme Details

4. Methylmalonate-semialdehyde dehydrogenase [acylating], mitochondrial

General function:: Involved in oxidoreductase activity
Specific function:: Plays a role in valine and pyrimidine metabolism. Binds fatty acyl-CoA.
Gene Name:: ALDH6A1
Uniprot ID:: Q02252
Molecular weight:: 57839.31

Enzyme Details

5. Long-chain specific acyl-CoA dehydrogenase, mitochondrial

General function:: Involved in acyl-CoA dehydrogenase activity
Specific function:: Not Available
Gene Name:: ACADL
Uniprot ID:: P28330
Molecular weight:: 47655.275

Enzyme Details

6. Short-chain specific acyl-CoA dehydrogenase, mitochondrial

General function:: Involved in acyl-CoA dehydrogenase activity
Specific function:: Not Available
Gene Name:: ACADS
Uniprot ID:: P16219
Molecular weight:: 44296.705

Enzyme Details

7. Medium-chain specific acyl-CoA dehydrogenase, mitochondrial

General function:: Involved in acyl-CoA dehydrogenase activity
Specific function:: This enzyme is specific for acyl chain lengths of 4 to 16.
Gene Name:: ACADM
Uniprot ID:: P11310
Molecular weight:: 46587.98

Enzyme Details

8. Peroxisomal acyl-coenzyme A oxidase 1

General function:: Involved in acyl-CoA dehydrogenase activity
Specific function:: Catalyzes the desaturation of acyl-CoAs to 2-trans-enoyl-CoAs. Isoform 1 shows highest activity against medium-chain fatty acyl-CoAs and activity decreases with increasing chain length. Isoform 2 is active against a much broader range of substrates and shows activity towards very long-chain acyl-CoAs. Isoform 2 is twice as active as isoform 1 against 16-hydroxy-palmitoyl-CoA and is 25% more active against 1,16-hexadecanodioyl-CoA.
Gene Name:: ACOX1
Uniprot ID:: Q15067
Molecular weight:: 70135.205

Enzyme Details

9. Peroxisomal acyl-coenzyme A oxidase 2

General function:: Involved in acyl-CoA dehydrogenase activity
Specific function:: Oxidizes the CoA esters of the bile acid intermediates di- and tri-hydroxycholestanoic acids.
Gene Name:: ACOX2
Uniprot ID:: Q99424
Molecular weight:: 76826.14

Enzyme Details

10. Isovaleryl-CoA dehydrogenase, mitochondrial

General function:: Involved in acyl-CoA dehydrogenase activity
Specific function:: Not Available
Gene Name:: IVD
Uniprot ID:: P26440
Molecular weight:: 43055.325

Transporters

Enzyme Details

1. Long-chain fatty acid transport protein 1

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

Only showing the first 10 proteins. There are 112 proteins in total.

Show all enzymes and transporters

Showing metabocard for Pentanoyl-CoA (HMDB0013037)

MOL for HMDB0013037 (Pentanoyl-CoA)

3D MOL for HMDB0013037 (Pentanoyl-CoA)

3D SDF for HMDB0013037 (Pentanoyl-CoA)

3D-SDF for HMDB0013037 (Pentanoyl-CoA)

PDB for HMDB0013037 (Pentanoyl-CoA)

3D PDB for HMDB0013037 (Pentanoyl-CoA)

SMILES for HMDB0013037 (Pentanoyl-CoA)

INCHI for HMDB0013037 (Pentanoyl-CoA)

Structure for HMDB0013037 (Pentanoyl-CoA)

3D Structure for HMDB0013037 (Pentanoyl-CoA)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra

NMR Spectra

Enzymes

Transporters