MiMeDB: Showing metabocard for (S)-3-Hydroxyisobutyryl-CoA (MMDBc0029537)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-17 23:31:27 UTC

Update Date

2022-08-31 13:42:49 UTC

Metabolite ID

MMDBc0029537

Metabolite Identification

Common Name

(S)-3-Hydroxyisobutyryl-CoA

Description

(S)-3-Hydroxyisobutyryl-CoA is s metabolite of 3-hydroxyisobutyryl-CoA hydrolase (EC 3.1.2.4 ) during beta-alanine metabolism (KEGG 00410), propanoate metabolism (KEGG 00640), and valine, leucine and isoleucine degradation (KEGG 00280). Deficiencies of this enzyme in valine degradation can result in hypotonia, poor feeding, motor delay, and subsequent neurological regression in infancy, episodes of ketoacidosis and Leigh-like changes in the basal ganglia on a magnetic resonance imaging scan (PMID 17160907 ).

Structure

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


  Mrv1652309042000172D          

 54 56  0  0  0  0            999 V2000
   26.0583  -17.7878    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.7810  -17.4565    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.3554  -18.4792    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.7767  -18.3324    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.2642  -19.9350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2279  -18.0685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1704  -19.5188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6870  -18.9630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3341  -16.8443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1688  -16.9033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0237  -17.9955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5299  -18.6692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3932  -18.0096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8391  -19.1476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7892  -19.6798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8716  -17.8110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1136  -17.5792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4399  -19.0855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2878  -17.5548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1307  -17.2609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8962  -18.9453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9011  -17.4939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2229  -20.9728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2229  -22.3006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7277  -20.8116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0132  -22.0492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7277  -23.2867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1258  -18.7123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9686  -18.4184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4814  -18.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9954  -19.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2656  -19.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4791  -20.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9340  -18.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4423  -21.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7044  -21.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4423  -22.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9512  -18.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7044  -18.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1982  -18.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7277  -22.4617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2882  -17.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6144  -19.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0132  -21.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3727  -18.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7941  -18.2285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5472  -18.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2155  -18.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6368  -17.9346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3900  -18.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4797  -17.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8114  -18.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2328  -17.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3949  -16.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 50  1  0  0  0  0
  1 52  1  0  0  0  0
  2  6  1  0  0  0  0
  2  9  1  0  0  0  0
  2 10  1  0  0  0  0
  2 13  2  0  0  0  0
  3  8  1  0  0  0  0
  3 11  1  0  0  0  0
  3 14  1  0  0  0  0
  3 16  2  0  0  0  0
  4 11  1  0  0  0  0
  4 12  1  0  0  0  0
  4 17  1  0  0  0  0
  4 18  2  0  0  0  0
  5 32  1  0  0  0  0
  5 33  1  0  0  0  0
  6 30  1  0  0  0  0
  7 31  1  0  0  0  0
  8 34  1  0  0  0  0
 12 40  1  0  0  0  0
 15 39  1  0  0  0  0
 19 45  2  0  0  0  0
 20 48  2  0  0  0  0
 21 52  2  0  0  0  0
 22 53  1  0  0  0  0
 23 33  1  0  0  0  0
 23 35  1  0  0  0  0
 23 36  1  0  0  0  0
 24 36  2  0  0  0  0
 24 37  1  0  0  0  0
 25 35  2  0  0  0  0
 25 44  1  0  0  0  0
 26 41  1  0  0  0  0
 26 44  2  0  0  0  0
 27 41  1  0  0  0  0
 28 45  1  0  0  0  0
 28 46  1  0  0  0  0
 29 48  1  0  0  0  0
 29 49  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 31 33  1  0  0  0  0
 32 34  1  0  0  0  0
 35 37  1  0  0  0  0
 37 41  2  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 42  1  0  0  0  0
 38 43  1  0  0  0  0
 39 45  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 49 50  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 51 54  1  0  0  0  0
M  END

HMDB0001052
     RDKit          3D
(S)-3-Hydroxyisobutyryl-CoA
 96 98  0  0  0  0  0  0  0  0999 V2000
   13.8847    0.6014   -2.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6710   -0.2779   -0.7913 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8091   -0.1240    0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9639    1.1868    0.6264 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3354   -0.0669   -0.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6524   -1.0596    0.0556 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6772    1.5375    0.1706 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.0295    1.3758    0.9021 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1191    0.7423   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7820    0.5800    0.3533 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8020   -0.0325   -0.4366 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0881   -0.4625   -1.6087 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3971   -0.2042    0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6807   -1.1350   -0.8544 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2906   -1.4006   -0.4663 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0296   -1.9734    0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0467   -2.2213    1.5282 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7282   -2.3183    1.3124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8485   -2.5394    2.7157 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5253   -1.5377    0.9868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1609   -1.5543   -0.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6314   -2.1765    1.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5711   -0.0942    1.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6547    0.4682    1.0763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8024    2.0806    1.5339 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.0119    2.9680    0.6149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2408    2.2568    3.1143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4649    2.4909    1.4767 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3594    1.0912    1.3060 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.1348    0.2121    2.5033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9049    0.1907   -0.0662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0073    1.4586    1.1469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6212    0.3656    0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0729    0.6538    0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7828   -0.3684   -0.2473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4116    0.0932   -1.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6531   -0.6111   -1.6159 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5043   -0.3290   -2.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5654   -1.1751   -2.5731 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4019   -1.9980   -1.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1848   -3.0232   -1.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4159   -3.4269   -1.6343 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7375   -3.6825    0.0256 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5569   -3.3250    0.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7837   -2.3248    0.1525 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1968   -1.6368   -0.9404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6376    1.5672   -1.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6227    1.6587   -0.1302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2920    1.8963   -0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3930    3.0638    0.3244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4772    4.2523   -0.4472 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.1959    5.4061    0.4903 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3474    4.8378   -1.7869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0068    3.6586   -1.0190 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9316    0.8462   -2.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5025    0.0409   -2.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4254    1.5334   -1.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7221   -1.3333   -1.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7600   -0.8209    1.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.7419   -0.3628   -0.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3685    1.2252    1.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6373    2.3766    1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0799    0.7544    1.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4945   -0.2847   -0.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1138    1.3965   -1.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5503    0.9228    1.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4248   -0.5059    1.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9054    0.8136   -0.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7265   -0.7518   -1.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2217   -2.1186   -0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5551   -1.1230   -1.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4641   -3.4066    0.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8381   -1.6621    3.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6615   -2.3615   -1.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9619   -1.8028   -0.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3287   -0.5980   -0.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4155   -3.2589    1.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6480   -1.7053    2.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5824   -2.0321    1.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4200    0.4756    1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5339   -0.1161    2.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1739    3.2017    3.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4514   -0.6563   -0.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1723    0.3797   -0.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3963   -0.5935    1.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5225    0.8477    1.3774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8110    0.0446   -2.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3315    0.4611   -3.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2046   -3.7850   -1.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5518   -3.3731   -2.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2010   -3.8593    1.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8008    2.1728   -1.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2563    2.0310    0.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5884    2.0127   -1.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3669    5.8398   -1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0137    3.5206   -2.0193 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
  2  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
  3 59  1  0
  3 60  1  0
  4 61  1  0
  8 62  1  0
  8 63  1  0
  9 64  1  0
  9 65  1  0
 10 66  1  0
 13 67  1  0
 13 68  1  0
 14 69  1  0
 14 70  1  0
 15 71  1  0
 18 72  1  0
 19 73  1  0
 21 74  1  0
 21 75  1  0
 21 76  1  0
 22 77  1  0
 22 78  1  0
 22 79  1  0
 23 80  1  0
 23 81  1  0
 27 82  1  0
 31 83  1  0
 33 84  1  0
 33 85  1  0
 34 86  1  0
 36 87  1  0
 38 88  1  0
 42 89  1  0
 42 90  1  0
 44 91  1  0
 47 92  1  0
 48 93  1  0
 49 94  1  0
 53 95  1  0
 54 96  1  0
M  END


  Mrv1652309042000172D          

 54 56  0  0  0  0            999 V2000
   26.0583  -17.7878    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   12.7810  -17.4565    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   15.3554  -18.4792    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   16.7767  -18.3324    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.2642  -19.9350    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2279  -18.0685    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1704  -19.5188    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6870  -18.9630    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3341  -16.8443    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.1688  -16.9033    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0237  -17.9955    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5299  -18.6692    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3932  -18.0096    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8391  -19.1476    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.7892  -19.6798    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.8716  -17.8110    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1136  -17.5792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.4399  -19.0855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2878  -17.5548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1307  -17.2609    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.8962  -18.9453    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.9011  -17.4939    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2229  -20.9728    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.2229  -22.3006    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7277  -20.8116    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.0132  -22.0492    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.7277  -23.2867    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   21.1258  -18.7123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   23.9686  -18.4184    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.4814  -18.8536    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9954  -19.5202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2656  -19.1100    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4791  -20.1886    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9340  -18.6262    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4423  -21.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7044  -21.6367    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4423  -22.0492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9512  -18.5223    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7044  -18.8592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1982  -18.1855    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7277  -22.4617    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2882  -17.7692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6144  -19.2755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0132  -21.2242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3727  -18.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7941  -18.2285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5472  -18.5654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2155  -18.0816    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6368  -17.9346    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3900  -18.2716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4797  -17.6409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.8114  -18.1246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.2328  -17.9777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.3949  -16.8202    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 50  1  0  0  0  0
  1 52  1  0  0  0  0
  2  6  1  0  0  0  0
  2  9  1  0  0  0  0
  2 10  1  0  0  0  0
  2 13  2  0  0  0  0
  3  8  1  0  0  0  0
  3 11  1  0  0  0  0
  3 14  1  0  0  0  0
  3 16  2  0  0  0  0
  4 11  1  0  0  0  0
  4 12  1  0  0  0  0
  4 17  1  0  0  0  0
  4 18  2  0  0  0  0
  5 32  1  0  0  0  0
  5 33  1  0  0  0  0
  6 30  1  0  0  0  0
  7 31  1  0  0  0  0
  8 34  1  0  0  0  0
 12 40  1  0  0  0  0
 15 39  1  0  0  0  0
 19 45  2  0  0  0  0
 20 48  2  0  0  0  0
 21 52  2  0  0  0  0
 22 53  1  0  0  0  0
 23 33  1  0  0  0  0
 23 35  1  0  0  0  0
 23 36  1  0  0  0  0
 24 36  2  0  0  0  0
 24 37  1  0  0  0  0
 25 35  2  0  0  0  0
 25 44  1  0  0  0  0
 26 41  1  0  0  0  0
 26 44  2  0  0  0  0
 27 41  1  0  0  0  0
 28 45  1  0  0  0  0
 28 46  1  0  0  0  0
 29 48  1  0  0  0  0
 29 49  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 31 33  1  0  0  0  0
 32 34  1  0  0  0  0
 35 37  1  0  0  0  0
 37 41  2  0  0  0  0
 38 39  1  0  0  0  0
 38 40  1  0  0  0  0
 38 42  1  0  0  0  0
 38 43  1  0  0  0  0
 39 45  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 49 50  1  0  0  0  0
 51 52  1  0  0  0  0
 51 53  1  0  0  0  0
 51 54  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0029537

> <DATABASE_NAME>
MIME

> <SMILES>
CC(CO)C(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12

> <INCHI_IDENTIFIER>
InChI=1S/C25H42N7O18P3S/c1-13(8-33)24(38)54-7-6-27-15(34)4-5-28-22(37)19(36)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-18(49-51(39,40)41)17(35)23(48-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-14,17-19,23,33,35-36H,4-10H2,1-3H3,(H,27,34)(H,28,37)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)

> <INCHI_KEY>
WWEOGFZEFHPUAM-UHFFFAOYSA-N

> <FORMULA>
C25H42N7O18P3S

> <MOLECULAR_WEIGHT>
853.623

> <EXACT_MASS>
853.151987801

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_ATOM_COUNT>
96

> <JCHEM_AVERAGE_POLARIZABILITY>
75.70314825666493

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.56

> <JCHEM_LOGP>
-5.918868144481294

> <ALOGPS_LOGS>
-2.31

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.900120734776185

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8209787813398193

> <JCHEM_PKA_STRONGEST_BASIC>
4.006053268556904

> <JCHEM_POLAR_SURFACE_AREA>
383.8599999999999

> <JCHEM_REFRACTIVITY>
183.18410000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.14e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
[5-(6-aminopurin-9-yl)-4-hydroxy-2-({[hydroxy([hydroxy(3-hydroxy-3-{[2-({2-[(3-hydroxy-2-methylpropanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}-2,2-dimethylpropoxy)phosphoryl]oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001052
     RDKit          3D
(S)-3-Hydroxyisobutyryl-CoA
 96 98  0  0  0  0  0  0  0  0999 V2000
   13.8847    0.6014   -2.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6710   -0.2779   -0.7913 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8091   -0.1240    0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9639    1.1868    0.6264 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3354   -0.0669   -0.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6524   -1.0596    0.0556 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6772    1.5375    0.1706 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.0295    1.3758    0.9021 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1191    0.7423   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7820    0.5800    0.3533 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8020   -0.0325   -0.4366 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0881   -0.4625   -1.6087 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3971   -0.2042    0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6807   -1.1350   -0.8544 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2906   -1.4006   -0.4663 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0296   -1.9734    0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0467   -2.2213    1.5282 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7282   -2.3183    1.3124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8485   -2.5394    2.7157 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5253   -1.5377    0.9868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1609   -1.5543   -0.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6314   -2.1765    1.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5711   -0.0942    1.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6547    0.4682    1.0763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8024    2.0806    1.5339 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.0119    2.9680    0.6149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2408    2.2568    3.1143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4649    2.4909    1.4767 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3594    1.0912    1.3060 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.1348    0.2121    2.5033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9049    0.1907   -0.0662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0073    1.4586    1.1469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6212    0.3656    0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0729    0.6538    0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7828   -0.3684   -0.2473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4116    0.0932   -1.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6531   -0.6111   -1.6159 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5043   -0.3290   -2.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5654   -1.1751   -2.5731 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4019   -1.9980   -1.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1848   -3.0232   -1.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4159   -3.4269   -1.6343 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7375   -3.6825    0.0256 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5569   -3.3250    0.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7837   -2.3248    0.1525 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1968   -1.6368   -0.9404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6376    1.5672   -1.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6227    1.6587   -0.1302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2920    1.8963   -0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3930    3.0638    0.3244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4772    4.2523   -0.4472 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.1959    5.4061    0.4903 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3474    4.8378   -1.7869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0068    3.6586   -1.0190 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9316    0.8462   -2.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5025    0.0409   -2.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4254    1.5334   -1.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7221   -1.3333   -1.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7600   -0.8209    1.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.7419   -0.3628   -0.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3685    1.2252    1.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6373    2.3766    1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0799    0.7544    1.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4945   -0.2847   -0.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1138    1.3965   -1.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5503    0.9228    1.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4248   -0.5059    1.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9054    0.8136   -0.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7265   -0.7518   -1.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2217   -2.1186   -0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5551   -1.1230   -1.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4641   -3.4066    0.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8381   -1.6621    3.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6615   -2.3615   -1.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9619   -1.8028   -0.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3287   -0.5980   -0.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4155   -3.2589    1.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6480   -1.7053    2.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5824   -2.0321    1.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4200    0.4756    1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5339   -0.1161    2.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1739    3.2017    3.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4514   -0.6563   -0.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1723    0.3797   -0.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3963   -0.5935    1.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5225    0.8477    1.3774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8110    0.0446   -2.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3315    0.4611   -3.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2046   -3.7850   -1.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -6.5884    2.0127   -1.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3669    5.8398   -1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0137    3.5206   -2.0193 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
  2  5  1  0
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 54 96  1  0
M  END

HEADER    PROTEIN                                 04-SEP-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-SEP-20         0                                  
HETATM    1  S   UNK     0      48.642 -33.204   0.000  0.00  0.00           S+0
HETATM    2  P   UNK     0      23.858 -32.585   0.000  0.00  0.00           P+0
HETATM    3  P   UNK     0      28.663 -34.495   0.000  0.00  0.00           P+0
HETATM    4  P   UNK     0      31.317 -34.220   0.000  0.00  0.00           P+0
HETATM    5  O   UNK     0      24.760 -37.212   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      22.825 -33.728   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      20.851 -36.435   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      27.416 -35.398   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      24.890 -31.443   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      22.715 -31.553   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      29.911 -33.592   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      32.722 -34.849   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      25.001 -33.618   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      29.566 -35.742   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      36.940 -36.736   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      27.760 -33.247   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      31.945 -32.815   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      30.688 -35.626   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      37.871 -32.769   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      43.177 -32.220   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      50.206 -35.365   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      53.949 -32.655   0.000  0.00  0.00           O+0
HETATM   23  N   UNK     0      22.816 -39.149   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      22.816 -41.628   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      20.025 -38.848   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0      18.691 -41.159   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      20.025 -43.469   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0      39.435 -34.930   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0      44.741 -34.381   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      23.299 -35.193   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      22.391 -36.438   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      24.762 -35.672   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      23.294 -37.685   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      26.010 -34.769   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      21.359 -39.619   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      23.715 -40.389   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      21.359 -41.159   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      35.376 -34.575   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      36.782 -35.204   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      33.970 -33.946   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      20.025 -41.929   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      36.005 -33.169   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      34.747 -35.981   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      18.691 -39.619   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      38.029 -34.301   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      40.682 -34.027   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      42.088 -34.655   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      43.336 -33.752   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      45.989 -33.478   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      47.395 -34.107   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      51.295 -32.930   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      50.048 -33.833   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      52.701 -33.558   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      51.137 -31.398   0.000  0.00  0.00           C+0
CONECT    1   50   52                                                       
CONECT    2    6    9   10   13                                             
CONECT    3    8   11   14   16                                             
CONECT    4   11   12   17   18                                             
CONECT    5   32   33                                                       
CONECT    6    2   30                                                       
CONECT    7   31                                                            
CONECT    8    3   34                                                       
CONECT    9    2                                                            
CONECT   10    2                                                            
CONECT   11    3    4                                                       
CONECT   12    4   40                                                       
CONECT   13    2                                                            
CONECT   14    3                                                            
CONECT   15   39                                                            
CONECT   16    3                                                            
CONECT   17    4                                                            
CONECT   18    4                                                            
CONECT   19   45                                                            
CONECT   20   48                                                            
CONECT   21   52                                                            
CONECT   22   53                                                            
CONECT   23   33   35   36                                                  
CONECT   24   36   37                                                       
CONECT   25   35   44                                                       
CONECT   26   41   44                                                       
CONECT   27   41                                                            
CONECT   28   45   46                                                       
CONECT   29   48   49                                                       
CONECT   30    6   31   32                                                  
CONECT   31    7   30   33                                                  
CONECT   32    5   30   34                                                  
CONECT   33    5   23   31                                                  
CONECT   34    8   32                                                       
CONECT   35   23   25   37                                                  
CONECT   36   23   24                                                       
CONECT   37   24   35   41                                                  
CONECT   38   39   40   42   43                                             
CONECT   39   15   38   45                                                  
CONECT   40   12   38                                                       
CONECT   41   26   27   37                                                  
CONECT   42   38                                                            
CONECT   43   38                                                            
CONECT   44   25   26                                                       
CONECT   45   19   28   39                                                  
CONECT   46   28   47                                                       
CONECT   47   46   48                                                       
CONECT   48   20   29   47                                                  
CONECT   49   29   50                                                       
CONECT   50    1   49                                                       
CONECT   51   52   53   54                                                  
CONECT   52    1   21   51                                                  
CONECT   53   22   51                                                       
CONECT   54   51                                                            
MASTER        0    0    0    0    0    0    0    0   54    0  112    0
END

COMPND    HMDB0001052
HETATM    1  C1  UNL     1      13.885   0.601  -2.004  1.00  0.00           C  
HETATM    2  C2  UNL     1      13.671  -0.278  -0.791  1.00  0.00           C  
HETATM    3  C3  UNL     1      14.809  -0.124   0.164  1.00  0.00           C  
HETATM    4  O1  UNL     1      14.964   1.187   0.626  1.00  0.00           O  
HETATM    5  C4  UNL     1      12.335  -0.067  -0.196  1.00  0.00           C  
HETATM    6  O2  UNL     1      11.652  -1.060   0.056  1.00  0.00           O  
HETATM    7  S1  UNL     1      11.677   1.537   0.171  1.00  0.00           S  
HETATM    8  C5  UNL     1      10.029   1.376   0.902  1.00  0.00           C  
HETATM    9  C6  UNL     1       9.119   0.742  -0.138  1.00  0.00           C  
HETATM   10  N1  UNL     1       7.782   0.580   0.353  1.00  0.00           N  
HETATM   11  C7  UNL     1       6.802  -0.032  -0.437  1.00  0.00           C  
HETATM   12  O3  UNL     1       7.088  -0.462  -1.609  1.00  0.00           O  
HETATM   13  C8  UNL     1       5.397  -0.204   0.072  1.00  0.00           C  
HETATM   14  C9  UNL     1       4.681  -1.135  -0.854  1.00  0.00           C  
HETATM   15  N2  UNL     1       3.291  -1.401  -0.466  1.00  0.00           N  
HETATM   16  C10 UNL     1       3.030  -1.973   0.777  1.00  0.00           C  
HETATM   17  O4  UNL     1       4.047  -2.221   1.528  1.00  0.00           O  
HETATM   18  C11 UNL     1       1.728  -2.318   1.312  1.00  0.00           C  
HETATM   19  O5  UNL     1       1.849  -2.539   2.716  1.00  0.00           O  
HETATM   20  C12 UNL     1       0.525  -1.538   0.987  1.00  0.00           C  
HETATM   21  C13 UNL     1       0.161  -1.554  -0.460  1.00  0.00           C  
HETATM   22  C14 UNL     1      -0.631  -2.176   1.790  1.00  0.00           C  
HETATM   23  C15 UNL     1       0.571  -0.094   1.491  1.00  0.00           C  
HETATM   24  O6  UNL     1      -0.655   0.468   1.076  1.00  0.00           O  
HETATM   25  P1  UNL     1      -0.802   2.081   1.534  1.00  0.00           P  
HETATM   26  O7  UNL     1       0.012   2.968   0.615  1.00  0.00           O  
HETATM   27  O8  UNL     1      -0.241   2.257   3.114  1.00  0.00           O  
HETATM   28  O9  UNL     1      -2.465   2.491   1.477  1.00  0.00           O  
HETATM   29  P2  UNL     1      -3.359   1.091   1.306  1.00  0.00           P  
HETATM   30  O10 UNL     1      -3.135   0.212   2.503  1.00  0.00           O  
HETATM   31  O11 UNL     1      -2.905   0.191  -0.066  1.00  0.00           O  
HETATM   32  O12 UNL     1      -5.007   1.459   1.147  1.00  0.00           O  
HETATM   33  C16 UNL     1      -5.621   0.366   0.504  1.00  0.00           C  
HETATM   34  C17 UNL     1      -7.073   0.654   0.363  1.00  0.00           C  
HETATM   35  O13 UNL     1      -7.783  -0.368  -0.247  1.00  0.00           O  
HETATM   36  C18 UNL     1      -8.412   0.093  -1.368  1.00  0.00           C  
HETATM   37  N3  UNL     1      -9.653  -0.611  -1.616  1.00  0.00           N  
HETATM   38  C19 UNL     1     -10.504  -0.329  -2.626  1.00  0.00           C  
HETATM   39  N4  UNL     1     -11.565  -1.175  -2.573  1.00  0.00           N  
HETATM   40  C20 UNL     1     -11.402  -1.998  -1.538  1.00  0.00           C  
HETATM   41  C21 UNL     1     -12.185  -3.023  -1.062  1.00  0.00           C  
HETATM   42  N5  UNL     1     -13.416  -3.427  -1.634  1.00  0.00           N  
HETATM   43  N6  UNL     1     -11.738  -3.683   0.026  1.00  0.00           N  
HETATM   44  C22 UNL     1     -10.557  -3.325   0.608  1.00  0.00           C  
HETATM   45  N7  UNL     1      -9.784  -2.325   0.152  1.00  0.00           N  
HETATM   46  C23 UNL     1     -10.197  -1.637  -0.940  1.00  0.00           C  
HETATM   47  C24 UNL     1      -8.638   1.567  -1.087  1.00  0.00           C  
HETATM   48  O14 UNL     1      -9.623   1.659  -0.130  1.00  0.00           O  
HETATM   49  C25 UNL     1      -7.292   1.896  -0.428  1.00  0.00           C  
HETATM   50  O15 UNL     1      -7.393   3.064   0.324  1.00  0.00           O  
HETATM   51  P3  UNL     1      -6.477   4.252  -0.447  1.00  0.00           P  
HETATM   52  O16 UNL     1      -6.196   5.406   0.490  1.00  0.00           O  
HETATM   53  O17 UNL     1      -7.347   4.838  -1.787  1.00  0.00           O  
HETATM   54  O18 UNL     1      -5.007   3.659  -1.019  1.00  0.00           O  
HETATM   55  H1  UNL     1      12.932   0.846  -2.529  1.00  0.00           H  
HETATM   56  H2  UNL     1      14.503   0.041  -2.731  1.00  0.00           H  
HETATM   57  H3  UNL     1      14.425   1.533  -1.674  1.00  0.00           H  
HETATM   58  H4  UNL     1      13.722  -1.333  -1.181  1.00  0.00           H  
HETATM   59  H5  UNL     1      14.760  -0.821   1.031  1.00  0.00           H  
HETATM   60  H6  UNL     1      15.742  -0.363  -0.431  1.00  0.00           H  
HETATM   61  H7  UNL     1      15.368   1.225   1.533  1.00  0.00           H  
HETATM   62  H8  UNL     1       9.637   2.377   1.199  1.00  0.00           H  
HETATM   63  H9  UNL     1      10.080   0.754   1.818  1.00  0.00           H  
HETATM   64  H10 UNL     1       9.495  -0.285  -0.368  1.00  0.00           H  
HETATM   65  H11 UNL     1       9.114   1.396  -1.032  1.00  0.00           H  
HETATM   66  H12 UNL     1       7.550   0.923   1.307  1.00  0.00           H  
HETATM   67  H13 UNL     1       5.425  -0.506   1.107  1.00  0.00           H  
HETATM   68  H14 UNL     1       4.905   0.814  -0.005  1.00  0.00           H  
HETATM   69  H15 UNL     1       4.726  -0.752  -1.898  1.00  0.00           H  
HETATM   70  H16 UNL     1       5.222  -2.119  -0.863  1.00  0.00           H  
HETATM   71  H17 UNL     1       2.555  -1.123  -1.181  1.00  0.00           H  
HETATM   72  H18 UNL     1       1.464  -3.407   0.961  1.00  0.00           H  
HETATM   73  H19 UNL     1       1.838  -1.662   3.196  1.00  0.00           H  
HETATM   74  H20 UNL     1       0.661  -2.362  -1.016  1.00  0.00           H  
HETATM   75  H21 UNL     1      -0.962  -1.803  -0.564  1.00  0.00           H  
HETATM   76  H22 UNL     1       0.329  -0.598  -0.961  1.00  0.00           H  
HETATM   77  H23 UNL     1      -0.416  -3.259   1.912  1.00  0.00           H  
HETATM   78  H24 UNL     1      -0.648  -1.705   2.792  1.00  0.00           H  
HETATM   79  H25 UNL     1      -1.582  -2.032   1.248  1.00  0.00           H  
HETATM   80  H26 UNL     1       1.420   0.476   1.116  1.00  0.00           H  
HETATM   81  H27 UNL     1       0.534  -0.116   2.598  1.00  0.00           H  
HETATM   82  H28 UNL     1      -0.174   3.202   3.388  1.00  0.00           H  
HETATM   83  H29 UNL     1      -3.451  -0.656  -0.010  1.00  0.00           H  
HETATM   84  H30 UNL     1      -5.172   0.380  -0.534  1.00  0.00           H  
HETATM   85  H31 UNL     1      -5.396  -0.594   1.024  1.00  0.00           H  
HETATM   86  H32 UNL     1      -7.522   0.848   1.377  1.00  0.00           H  
HETATM   87  H33 UNL     1      -7.811   0.045  -2.304  1.00  0.00           H  
HETATM   88  H34 UNL     1     -10.332   0.461  -3.350  1.00  0.00           H  
HETATM   89  H35 UNL     1     -14.205  -3.785  -1.051  1.00  0.00           H  
HETATM   90  H36 UNL     1     -13.552  -3.373  -2.655  1.00  0.00           H  
HETATM   91  H37 UNL     1     -10.201  -3.859   1.484  1.00  0.00           H  
HETATM   92  H38 UNL     1      -8.801   2.173  -1.986  1.00  0.00           H  
HETATM   93  H39 UNL     1      -9.256   2.031   0.709  1.00  0.00           H  
HETATM   94  H40 UNL     1      -6.588   2.013  -1.274  1.00  0.00           H  
HETATM   95  H41 UNL     1      -7.367   5.840  -1.786  1.00  0.00           H  
HETATM   96  H42 UNL     1      -5.014   3.521  -2.019  1.00  0.00           H  
CONECT    1    2   55   56   57
CONECT    2    3    5   58
CONECT    3    4   59   60
CONECT    4   61
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   62   63
CONECT    9   10   64   65
CONECT   10   11   66
CONECT   11   12   12   13
CONECT   13   14   67   68
CONECT   14   15   69   70
CONECT   15   16   71
CONECT   16   17   17   18
CONECT   18   19   20   72
CONECT   19   73
CONECT   20   21   22   23
CONECT   21   74   75   76
CONECT   22   77   78   79
CONECT   23   24   80   81
CONECT   24   25
CONECT   25   26   26   27   28
CONECT   27   82
CONECT   28   29
CONECT   29   30   30   31   32
CONECT   31   83
CONECT   32   33
CONECT   33   34   84   85
CONECT   34   35   49   86
CONECT   35   36
CONECT   36   37   47   87
CONECT   37   38   46
CONECT   38   39   39   88
CONECT   39   40
CONECT   40   41   41   46
CONECT   41   42   43
CONECT   42   89   90
CONECT   43   44   44
CONECT   44   45   91
CONECT   45   46   46
CONECT   47   48   49   92
CONECT   48   93
CONECT   49   50   94
CONECT   50   51
CONECT   51   52   52   53   54
CONECT   53   95
CONECT   54   96
END

HMDB0001052
     RDKit          3D
(S)-3-Hydroxyisobutyryl-CoA
 96 98  0  0  0  0  0  0  0  0999 V2000
   13.8847    0.6014   -2.0038 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6710   -0.2779   -0.7913 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8091   -0.1240    0.1641 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9639    1.1868    0.6264 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3354   -0.0669   -0.1955 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.6524   -1.0596    0.0556 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6772    1.5375    0.1706 S   0  0  0  0  0  0  0  0  0  0  0  0
   10.0295    1.3758    0.9021 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.1191    0.7423   -0.1382 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7820    0.5800    0.3533 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8020   -0.0325   -0.4366 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0881   -0.4625   -1.6087 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3971   -0.2042    0.0716 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6807   -1.1350   -0.8544 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2906   -1.4006   -0.4663 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0296   -1.9734    0.7772 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0467   -2.2213    1.5282 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7282   -2.3183    1.3124 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8485   -2.5394    2.7157 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5253   -1.5377    0.9868 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1609   -1.5543   -0.4595 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6314   -2.1765    1.7899 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5711   -0.0942    1.4907 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6547    0.4682    1.0763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8024    2.0806    1.5339 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.0119    2.9680    0.6149 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2408    2.2568    3.1143 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4649    2.4909    1.4767 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3594    1.0912    1.3060 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.1348    0.2121    2.5033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9049    0.1907   -0.0662 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0073    1.4586    1.1469 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6212    0.3656    0.5036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0729    0.6538    0.3634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7828   -0.3684   -0.2473 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4116    0.0932   -1.3676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6531   -0.6111   -1.6159 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5043   -0.3290   -2.6256 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5654   -1.1751   -2.5731 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4019   -1.9980   -1.5379 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.1848   -3.0232   -1.0623 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4159   -3.4269   -1.6343 N   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7375   -3.6825    0.0256 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5569   -3.3250    0.6083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7837   -2.3248    0.1525 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1968   -1.6368   -0.9404 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6376    1.5672   -1.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6227    1.6587   -0.1302 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2920    1.8963   -0.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3930    3.0638    0.3244 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4772    4.2523   -0.4472 P   0  0  0  0  0  5  0  0  0  0  0  0
   -6.1959    5.4061    0.4903 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3474    4.8378   -1.7869 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0068    3.6586   -1.0190 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.9316    0.8462   -2.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.5025    0.0409   -2.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4254    1.5334   -1.6738 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.7221   -1.3333   -1.1812 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7600   -0.8209    1.0315 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.7419   -0.3628   -0.4314 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.3685    1.2252    1.5327 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.6373    2.3766    1.1993 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0799    0.7544    1.8181 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4945   -0.2847   -0.3680 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1138    1.3965   -1.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5503    0.9228    1.3069 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4248   -0.5059    1.1069 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9054    0.8136   -0.0045 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7265   -0.7518   -1.8981 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2217   -2.1186   -0.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5551   -1.1230   -1.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4641   -3.4066    0.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8381   -1.6621    3.1965 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6615   -2.3615   -1.0156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9619   -1.8028   -0.5636 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3287   -0.5980   -0.9607 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4155   -3.2589    1.9120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6480   -1.7053    2.7920 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5824   -2.0321    1.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4200    0.4756    1.1164 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5339   -0.1161    2.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1739    3.2017    3.3878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4514   -0.6563   -0.0104 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1723    0.3797   -0.5342 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3963   -0.5935    1.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5225    0.8477    1.3774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8110    0.0446   -2.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3315    0.4611   -3.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2046   -3.7850   -1.0507 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5518   -3.3731   -2.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2010   -3.8593    1.4839 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8008    2.1728   -1.9865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2563    2.0310    0.7091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5884    2.0127   -1.2735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3669    5.8398   -1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0137    3.5206   -2.0193 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
  2  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
  3 59  1  0
  3 60  1  0
  4 61  1  0
  8 62  1  0
  8 63  1  0
  9 64  1  0
  9 65  1  0
 10 66  1  0
 13 67  1  0
 13 68  1  0
 14 69  1  0
 14 70  1  0
 15 71  1  0
 18 72  1  0
 19 73  1  0
 21 74  1  0
 21 75  1  0
 21 76  1  0
 22 77  1  0
 22 78  1  0
 22 79  1  0
 23 80  1  0
 23 81  1  0
 27 82  1  0
 31 83  1  0
 33 84  1  0
 33 85  1  0
 34 86  1  0
 36 87  1  0
 38 88  1  0
 42 89  1  0
 42 90  1  0
 44 91  1  0
 47 92  1  0
 48 93  1  0
 49 94  1  0
 53 95  1  0
 54 96  1  0
M  END

Synonyms

Value	Source
(S)-3-Hydroxyisobutyryl-coenzyme A	HMDB
3-Hydroxy-2-methylpropanoyl-CoA	HMDB
3-Hydroxy-2-methylpropanoyl-coenzyme A	HMDB
3-Hydroxy-2-methylpropionyl-CoA	HMDB
3-Hydroxy-2-methylpropionyl-coenzyme A	HMDB
3-Hydroxy-isobutyryl-CoA	HMDB
3-Hydroxy-isobutyryl-coenzyme A	HMDB
3-Hydroxyisobutyryl-CoA	HMDB
3-Hydroxyisobutyryl-coenzyme A	HMDB

Molecular Formula

C₂₅H₄₂N₇O₁₈P₃S

Average Mass

853.623

Monoisotopic Mass

853.151987801

IUPAC Name

{[5-(6-amino-9H-purin-9-yl)-4-hydroxy-2-({[hydroxy({[hydroxy(3-hydroxy-3-{[2-({2-[(3-hydroxy-2-methylpropanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}-2,2-dimethylpropoxy)phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

Traditional Name

[5-(6-aminopurin-9-yl)-4-hydroxy-2-({[hydroxy([hydroxy(3-hydroxy-3-{[2-({2-[(3-hydroxy-2-methylpropanoyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}-2,2-dimethylpropoxy)phosphoryl]oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxyphosphonic acid

CAS Registry Number

319440-43-2

SMILES

CC(CO)C(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12

InChI Identifier

InChI=1S/C25H42N7O18P3S/c1-13(8-33)24(38)54-7-6-27-15(34)4-5-28-22(37)19(36)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-18(49-51(39,40)41)17(35)23(48-14)32-12-31-16-20(26)29-11-30-21(16)32/h11-14,17-19,23,33,35-36H,4-10H2,1-3H3,(H,27,34)(H,28,37)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)

InChI Key

WWEOGFZEFHPUAM-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Acyl CoAs

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	4.14 g/L	ALOGPS
logP	-0.56	ALOGPS
logP	-5.9	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.01	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	383.86 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	183.18 m³·mol⁻¹	ChemAxon
Polarizability	75.7 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-1912000120-c718f8aabcd5b3328193	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-1913000000-86eb8b4e6cdee60b559a	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-2911000000-2d6f48b3506835c89ffd	2015-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00o9-9730140560-056ac34ed9b661751c57	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-3920110010-37a68eba22e3eecc9757	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-057i-6900100000-e33bac5e5de19c7b719b	2015-09-15	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0udi-0000000090-9147721d7b7a39a06164	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0fri-1211103790-2282fa97e4f5351f2c0e	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-0129000000-625efeaf22c52212984a	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0000000090-ff327f166604b01cb3f3	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udr-9800102130-8d5a197de5930d76b37c	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-00p1-9103505710-c610ab0387d6ed968440	2021-09-22	View Spectrum
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-29	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane
Mitochondria

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0192047	Peroxisomal bifunctional enzyme	Unknown	Q08426	Homo sapiens
MMDBp0192055	Enoyl-CoA hydratase, mitochondrial	Enzyme	P30084	Homo sapiens
MMDBp0192056	Trifunctional enzyme subunit alpha, mitochondrial	Unknown	P40939	Homo sapiens
MMDBp0193982	3-hydroxyisobutyryl-CoA hydrolase, mitochondrial	Enzyme	Q6NVY1	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0000065	(S)-3-Hydroxyisobutyryl-CoA	(S)-3-Hydroxyisobutyric acid	Not Available	3-Hydroxyisobutyryl Coenzyme A Hydrolase, Mitochondrial	VMH	8824301
MMDBr0000849	Methacrylyl-CoA	(S)-3-Hydroxyisobutyryl-CoA	Enoyl coa hydratase, short chain, 1, mitochondrial	3-Hydroxyacyl Coenzyme A Dehydratase (3-Hydroxyisobutyryl Coenzyme A), Mitochondrial	VMH	9073515
MMDBr0002657	Methacrylyl-CoA	(S)-3-Hydroxyisobutyryl-CoA	Enoyl coa hydratase, short chain, 1, mitochondrial	(S)-3-Hydroxyisobutyryl Coenzyme A Hydro-Lyase Valine, Leucine And Isoleucine Degradation	VMH	10671535 12467702
MMDBr0002709	Water	(S)-3-Hydroxyisobutyric acid	3-hydroxyisobutyryl-coa hydrolase	3-Hydroxy-2-Methylpropanoyl Coenzyme A Hydrolase	VMH	11580916 8188708
MMDBr0007758	Methacrylyl-CoA	(S)-3-Hydroxyisobutyryl-CoA	Not Available	3-hydroxyacyl-CoA dehydratase (3-hydroxyisobutyryl-CoA)	VMH	30371894
MMDBr0008236	(S)-3-Hydroxyisobutyryl-CoA	(S)-3-Hydroxyisobutyric acid	Not Available	3-hydroxyisobutyryl-CoA hydrolase	VMH	30371894
MMDBr0038712	(S)-3-Hydroxyisobutyryl-CoA	3-hydroxy-2-methylpropanoic acid	Thioesterase TesA	Hydrolysis	RHEA	34755880

Health Effects and Bioactivity

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

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Proteobacteria	136	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human stool; Human feces; pleural fluid plaque; bal	Unknown; Metabolic reconstruction
Bacteria	Firmicutes	105	Pig ; Human feces; Human ; Human urine; Human mucosa	Metabolic reconstruction
Bacteria	Actinobacteria	60	Human feces; Human ; Human supragingival plaque	Metabolic reconstruction
Bacteria	Synergistetes	3	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	1		Metabolic reconstruction
Bacteria	Bacteroidetes	10	Human feces; Human	Metabolic reconstruction
Bacteria	Fusobacteria	2	Human feces; Human	Metabolic reconstruction
Archaea	Euryarchaeota	1		Metabolic reconstruction
Bacteria	Planctomycetes	1	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	1		Metabolic reconstruction
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified									HMDB

External Links

HMDB ID

HMDB0001052

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022393

KNApSAcK ID

Not Available

Chemspider ID

KEGG Compound ID

C06000

BioCyc ID

Not Available

BiGG ID

47176

Wikipedia Link

Not Available

METLIN ID

453

PubChem Compound

PDB ID

Not Available

ChEBI ID

28259

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Lehnert W, Sass JO: Glutaconyl-CoA is the main toxic agent in glutaryl-CoA dehydrogenase deficiency (glutaric aciduria type I). Med Hypotheses. 2005;65(2):330-3. doi: 10.1016/j.mehy.2005.02.021. [PubMed:15922108 ]
Loupatty FJ, Clayton PT, Ruiter JP, Ofman R, Ijlst L, Brown GK, Thorburn DR, Harris RA, Duran M, Desousa C, Krywawych S, Heales SJ, Wanders RJ: Mutations in the gene encoding 3-hydroxyisobutyryl-CoA hydrolase results in progressive infantile neurodegeneration. Am J Hum Genet. 2007 Jan;80(1):195-9. doi: 10.1086/510725. Epub 2006 Nov 30. [PubMed:17160907 ]

Showing metabocard for (S)-3-Hydroxyisobutyryl-CoA (MMDBc0029537)

MOL for #<Metabolite:0x00007f5a8c4bb7a0>

3D MOL for #<Metabolite:0x00007f5a8c4bb7a0>

3D SDF for #<Metabolite:0x00007f5a8c4bb7a0>

3D-SDF for #<Metabolite:0x00007f5a8c4bb7a0>

PDB for #<Metabolite:0x00007f5a8c4bb7a0>

3D PDB for #<Metabolite:0x00007f5a8c4bb7a0>

SMILES for #<Metabolite:0x00007f5a8c4bb7a0>

INCHI for #<Metabolite:0x00007f5a8c4bb7a0>

Structure for #<Metabolite:0x00007f5a8c4bb7a0>

3D Structure for #<Metabolite:0x00007f5a8c4bb7a0>