Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-16 03:38:28 UTC

Update Date

2022-03-07 03:17:51 UTC

HMDB ID

HMDB0062259

Secondary Accession Numbers

HMDB62259

Metabolite Identification

Common Name

(S)-3-Hydroxybutyryl-CoA

Description

4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-{2-[(2-{[(3S)-3-hydroxybutanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanimidic acid belongs to the class of organic compounds known as (s)-3-hydroxyacyl coas. These are organic compounds containing a (S)-3-hydroxyl acylated coenzyme A derivative. 4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-{2-[(2-{[(3S)-3-hydroxybutanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanimidic acid is a strong basic compound (based on its pKa).

Structure

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


  Mrv1652303161704382D          

 60 62  0  0  1  0            999 V2000
   14.0528   -4.7284    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7672   -5.1409    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.0528   -5.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7672   -4.3159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4817   -5.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1962   -5.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1962   -4.3159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9106   -5.5534    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.6251   -5.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3396   -5.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0541   -5.1409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7685   -5.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7685   -6.3784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4830   -5.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1975   -5.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9119   -5.1409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6264   -5.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6264   -6.3784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3409   -5.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3409   -5.9659    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.0554   -5.5534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3409   -4.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1659   -4.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5159   -4.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3409   -3.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0554   -3.0784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0554   -2.2534    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.8804   -2.2534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2304   -2.2534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0554   -1.4284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7698   -1.0159    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   25.1823   -1.7304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3573   -0.3014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4843   -0.6034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4843    0.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1988    0.6341    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   26.2419   -0.1898    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   26.2850    1.4546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0920    1.6261    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   27.9158    1.6693    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   27.4275    2.3798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0150    3.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5671    3.7073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3207    3.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0744    3.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1606    4.5278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7419    3.2224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6556    2.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9019    2.0664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2345    2.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5045    0.9116    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.8001    0.1414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   28.3250    0.8254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9524    0.2985    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   26.7809    1.1055    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   27.1240   -0.5084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5109   -1.0605    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   25.9588   -0.4474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0629   -1.6736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8978   -1.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  2  4  1  6  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  4  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  4  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
 36 35  1  1  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  6  0  0  0
 39 41  1  1  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 47 48  2  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 41 50  1  0  0  0  0
 44 50  1  0  0  0  0
 39 51  1  0  0  0  0
 51 52  1  1  0  0  0
 51 53  1  6  0  0  0
 51 54  1  0  0  0  0
 36 54  1  0  0  0  0
 54 55  1  1  0  0  0
 54 56  1  1  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 57 59  1  0  0  0  0
 57 60  2  0  0  0  0
M  END

HMDB0062259
     RDKit          3D
(S)-3-Hydroxybutyryl-CoA
 96 98  0  0  0  0  0  0  0  0999 V2000
   12.3535    2.4699    0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9633    1.2576    1.1131 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.2004    0.9642    0.5472 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0457    0.0584    0.9244 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6937    0.3474    1.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5651    0.6790    2.6727 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2575    0.2008    0.4582 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.7748    0.5710    1.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5872    0.4877    0.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4817   -0.8328   -0.0946 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9129   -1.8186    0.4784 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8913   -3.0359   -0.2034 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2699   -1.7811    1.8133 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8165   -2.1671    1.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0707   -1.3056    0.7947 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7738   -0.0808    1.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1874    0.5308    2.1792 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9899    0.6913    0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6867    1.8074   -0.4510 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5036   -0.1454   -1.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6273   -1.2493   -0.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6296   -0.6448   -2.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6387    0.7717   -1.9824 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1431    0.0865   -3.0785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8276    1.0648   -4.0503 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.1781    1.0615   -5.4387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8819    2.6630   -3.5208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3586    0.4065   -4.2458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5116    1.2224   -3.3283 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.6809    1.6749   -4.1931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8194    2.5514   -2.5747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1411    0.1489   -2.1812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5237    0.0243   -2.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9880   -0.9405   -1.2317 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7036   -0.5641    0.0550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6154   -1.0889    0.9255 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.2686    0.0278    1.6124 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3257    1.3063    1.2013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0158    2.0573    2.0901 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4115    1.2524    3.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1391    1.5243    4.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6368    2.8116    4.5734 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3684    0.4645    5.0526 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9129   -0.7782    4.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2061   -1.0154    3.6432 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9408   -0.0032    2.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6957   -1.7891    0.0866 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4090   -3.1362   -0.0543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5098   -1.0257   -1.2214 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.0206   -1.6623   -2.3169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1211   -0.5872   -3.0624 P   0  0  0  0  0  5  0  0  0  0  0  0
   -8.8443   -0.5156   -4.5482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9374    0.9771   -2.4422 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7093   -1.0557   -2.8393 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4909    2.8280    0.9770 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1645    3.2064    0.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0333    2.1975   -0.6379 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0014    1.5344    2.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0761    0.2192   -0.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9471   -0.2380   -0.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4667   -0.7939    1.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6899   -0.1716    2.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7997    1.5823    1.8868 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7932    1.2074   -0.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6320    0.7326    0.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6811   -3.9093    0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7698   -2.5836    2.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3827   -0.8022    2.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7737   -3.2067    1.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3699   -2.1512    2.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2745    1.5426    2.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0556    1.1136    0.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6517    1.6959   -0.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908   -2.1784   -0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1710   -1.4239   -1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1765   -0.8814    0.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3026   -0.7273   -3.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4638    0.0619   -2.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9445   -1.6680   -1.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1541    1.2280   -1.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2652    1.6067   -2.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3452    2.8083   -2.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7148    2.3292   -1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0619    0.9932   -2.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7374   -0.4206   -3.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6078   -1.9463   -1.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1897   -1.7796    1.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8886    1.7078    0.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1011    3.6779    4.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5585    2.9294    5.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1418   -1.5876    5.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6977   -1.5989    0.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7354   -3.3754    0.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9055    0.0000   -1.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7692    1.4695   -2.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9787   -1.8463   -3.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  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  1
  3 59  1  0
  4 60  1  0
  4 61  1  0
  8 62  1  0
  8 63  1  0
  9 64  1  0
  9 65  1  0
 12 66  1  0
 13 67  1  0
 13 68  1  0
 14 69  1  0
 14 70  1  0
 17 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  6
 36 87  1  1
 38 88  1  0
 42 89  1  0
 42 90  1  0
 44 91  1  0
 47 92  1  1
 48 93  1  0
 49 94  1  1
 53 95  1  0
 54 96  1  0
M  END


  Mrv1652303161704382D          

 60 62  0  0  1  0            999 V2000
   14.0528   -4.7284    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.7672   -5.1409    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.0528   -5.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7672   -4.3159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4817   -5.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1962   -5.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1962   -4.3159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.9106   -5.5534    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.6251   -5.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3396   -5.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0541   -5.1409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   19.7685   -5.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7685   -6.3784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.4830   -5.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1975   -5.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9119   -5.1409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   22.6264   -5.5534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.6264   -6.3784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3409   -5.1409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3409   -5.9659    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   24.0554   -5.5534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.3409   -4.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.1659   -4.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5159   -4.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.3409   -3.4909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.0554   -3.0784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0554   -2.2534    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   24.8804   -2.2534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.2304   -2.2534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.0554   -1.4284    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7698   -1.0159    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   25.1823   -1.7304    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.3573   -0.3014    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4843   -0.6034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.4843    0.2216    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.1988    0.6341    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   26.2419   -0.1898    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   26.2850    1.4546    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0920    1.6261    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   27.9158    1.6693    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   27.4275    2.3798    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   27.0150    3.0942    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5671    3.7073    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.3207    3.3718    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.0744    3.7073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.1606    4.5278    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.7419    3.2224    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   29.6556    2.4019    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.9019    2.0664    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.2345    2.5513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.5045    0.9116    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   27.8001    0.1414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   28.3250    0.8254    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.9524    0.2985    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   26.7809    1.1055    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   27.1240   -0.5084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   26.5109   -1.0605    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   25.9588   -0.4474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   27.0629   -1.6736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.8978   -1.6125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  2  3  1  0  0  0  0
  2  4  1  6  0  0  0
  2  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 11 10  1  4  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  4  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  1  0  0  0  0
 22 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  2  0  0  0  0
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
 36 35  1  1  0  0  0
 36 37  1  6  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  1  6  0  0  0
 39 41  1  1  0  0  0
 41 42  1  0  0  0  0
 42 43  2  0  0  0  0
 43 44  1  0  0  0  0
 44 45  2  0  0  0  0
 45 46  1  0  0  0  0
 45 47  1  0  0  0  0
 47 48  2  0  0  0  0
 48 49  1  0  0  0  0
 49 50  2  0  0  0  0
 41 50  1  0  0  0  0
 44 50  1  0  0  0  0
 39 51  1  0  0  0  0
 51 52  1  1  0  0  0
 51 53  1  6  0  0  0
 51 54  1  0  0  0  0
 36 54  1  0  0  0  0
 54 55  1  1  0  0  0
 54 56  1  1  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 57 59  1  0  0  0  0
 57 60  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062259

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@@](C)(O)CC(=O)SCCN=C(O)CCN=C(O)C([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C25H42N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-14,18-20,24,33,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t13-,14+,18+,19+,20?,24+/m0/s1

> <INCHI_KEY>
QHHKKMYHDBRONY-BEVJUKKNSA-N

> <FORMULA>
C25H42N7O18P3S

> <MOLECULAR_WEIGHT>
853.62

> <EXACT_MASS>
853.151989708

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_ATOM_COUNT>
96

> <JCHEM_AVERAGE_POLARIZABILITY>
75.04911359832691

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
10

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-{2-[(2-{[(3S)-3-hydroxybutanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanimidic acid

> <ALOGPS_LOGP>
-0.49

> <JCHEM_LOGP>
-4.4093305272971355

> <ALOGPS_LOGS>
-2.14

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8916975320545766

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.820200696200327

> <JCHEM_PKA_STRONGEST_BASIC>
4.161384208341322

> <JCHEM_POLAR_SURFACE_AREA>
390.84

> <JCHEM_REFRACTIVITY>
184.0718

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
6.13e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(S)-3-hydroxybutyryl-coa

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062259
     RDKit          3D
(S)-3-Hydroxybutyryl-CoA
 96 98  0  0  0  0  0  0  0  0999 V2000
   12.3535    2.4699    0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9633    1.2576    1.1131 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.2004    0.9642    0.5472 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0457    0.0584    0.9244 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6937    0.3474    1.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5651    0.6790    2.6727 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2575    0.2008    0.4582 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.7748    0.5710    1.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5872    0.4877    0.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4817   -0.8328   -0.0946 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9129   -1.8186    0.4784 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8913   -3.0359   -0.2034 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2699   -1.7811    1.8133 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8165   -2.1671    1.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0707   -1.3056    0.7947 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7738   -0.0808    1.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1874    0.5308    2.1792 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9899    0.6913    0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6867    1.8074   -0.4510 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5036   -0.1454   -1.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6273   -1.2493   -0.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6296   -0.6448   -2.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6387    0.7717   -1.9824 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1431    0.0865   -3.0785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8276    1.0648   -4.0503 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.1781    1.0615   -5.4387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8819    2.6630   -3.5208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3586    0.4065   -4.2458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5116    1.2224   -3.3283 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.6809    1.6749   -4.1931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8194    2.5514   -2.5747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1411    0.1489   -2.1812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5237    0.0243   -2.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9880   -0.9405   -1.2317 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7036   -0.5641    0.0550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6154   -1.0889    0.9255 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.2686    0.0278    1.6124 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3257    1.3063    1.2013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0158    2.0573    2.0901 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4115    1.2524    3.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1391    1.5243    4.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6368    2.8116    4.5734 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3684    0.4645    5.0526 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9129   -0.7782    4.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2061   -1.0154    3.6432 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9408   -0.0032    2.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6957   -1.7891    0.0866 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4090   -3.1362   -0.0543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5098   -1.0257   -1.2214 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.0206   -1.6623   -2.3169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1211   -0.5872   -3.0624 P   0  0  0  0  0  5  0  0  0  0  0  0
   -8.8443   -0.5156   -4.5482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9374    0.9771   -2.4422 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7093   -1.0557   -2.8393 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4909    2.8280    0.9770 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1645    3.2064    0.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0333    2.1975   -0.6379 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0014    1.5344    2.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0761    0.2192   -0.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9471   -0.2380   -0.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4667   -0.7939    1.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6899   -0.1716    2.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7997    1.5823    1.8868 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7932    1.2074   -0.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6320    0.7326    0.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6811   -3.9093    0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7698   -2.5836    2.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3827   -0.8022    2.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7737   -3.2067    1.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3699   -2.1512    2.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2745    1.5426    2.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0556    1.1136    0.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6517    1.6959   -0.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908   -2.1784   -0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1710   -1.4239   -1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1765   -0.8814    0.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3026   -0.7273   -3.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4638    0.0619   -2.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9445   -1.6680   -1.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1541    1.2280   -1.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2652    1.6067   -2.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3452    2.8083   -2.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7148    2.3292   -1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0619    0.9932   -2.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7374   -0.4206   -3.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6078   -1.9463   -1.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1897   -1.7796    1.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8886    1.7078    0.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1011    3.6779    4.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5585    2.9294    5.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1418   -1.5876    5.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6977   -1.5989    0.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7354   -3.3754    0.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9055    0.0000   -1.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7692    1.4695   -2.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9787   -1.8463   -3.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  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  1
  3 59  1  0
  4 60  1  0
  4 61  1  0
  8 62  1  0
  8 63  1  0
  9 64  1  0
  9 65  1  0
 12 66  1  0
 13 67  1  0
 13 68  1  0
 14 69  1  0
 14 70  1  0
 17 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  6
 36 87  1  1
 38 88  1  0
 42 89  1  0
 42 90  1  0
 44 91  1  0
 47 92  1  1
 48 93  1  0
 49 94  1  1
 53 95  1  0
 54 96  1  0
M  END

HEADER    PROTEIN                                 16-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAR-17         0                                  
HETATM    1  H   UNK     0      26.232  -8.826   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      27.565  -9.596   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      26.232 -10.366   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0      27.565  -8.056   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      28.899 -10.366   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      30.233  -9.596   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      30.233  -8.056   0.000  0.00  0.00           O+0
HETATM    8  S   UNK     0      31.567 -10.366   0.000  0.00  0.00           S+0
HETATM    9  C   UNK     0      32.900  -9.596   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      34.234 -10.366   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      35.568  -9.596   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      36.901 -10.366   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      36.901 -11.906   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      38.235  -9.596   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      39.569 -10.366   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      40.902  -9.596   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0      42.236 -10.366   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      42.236 -11.906   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0      43.570  -9.596   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0      43.570 -11.136   0.000  0.00  0.00           H+0
HETATM   21  O   UNK     0      44.903 -10.366   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      43.570  -8.056   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      45.110  -8.056   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      42.030  -8.056   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      43.570  -6.516   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0      44.903  -5.746   0.000  0.00  0.00           O+0
HETATM   27  P   UNK     0      44.903  -4.206   0.000  0.00  0.00           P+0
HETATM   28  O   UNK     0      46.443  -4.206   0.000  0.00  0.00           O+0
HETATM   29  O   UNK     0      43.363  -4.206   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      44.903  -2.666   0.000  0.00  0.00           O+0
HETATM   31  P   UNK     0      46.237  -1.896   0.000  0.00  0.00           P+0
HETATM   32  O   UNK     0      47.007  -3.230   0.000  0.00  0.00           O+0
HETATM   33  O   UNK     0      45.467  -0.563   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0      47.571  -1.126   0.000  0.00  0.00           O+0
HETATM   35  C   UNK     0      47.571   0.414   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      48.904   1.184   0.000  0.00  0.00           C+0
HETATM   37  H   UNK     0      48.985  -0.354   0.000  0.00  0.00           H+0
HETATM   38  O   UNK     0      49.065   2.715   0.000  0.00  0.00           O+0
HETATM   39  C   UNK     0      50.572   3.035   0.000  0.00  0.00           C+0
HETATM   40  H   UNK     0      52.110   3.116   0.000  0.00  0.00           H+0
HETATM   41  N   UNK     0      51.198   4.442   0.000  0.00  0.00           N+0
HETATM   42  C   UNK     0      50.428   5.776   0.000  0.00  0.00           C+0
HETATM   43  N   UNK     0      51.459   6.920   0.000  0.00  0.00           N+0
HETATM   44  C   UNK     0      52.865   6.294   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      54.272   6.920   0.000  0.00  0.00           C+0
HETATM   46  N   UNK     0      54.433   8.452   0.000  0.00  0.00           N+0
HETATM   47  N   UNK     0      55.518   6.015   0.000  0.00  0.00           N+0
HETATM   48  C   UNK     0      55.357   4.484   0.000  0.00  0.00           C+0
HETATM   49  N   UNK     0      53.950   3.857   0.000  0.00  0.00           N+0
HETATM   50  C   UNK     0      52.704   4.762   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      51.342   1.702   0.000  0.00  0.00           C+0
HETATM   52  H   UNK     0      51.894   0.264   0.000  0.00  0.00           H+0
HETATM   53  O   UNK     0      52.873   1.541   0.000  0.00  0.00           O+0
HETATM   54  C   UNK     0      50.311   0.557   0.000  0.00  0.00           C+0
HETATM   55  H   UNK     0      49.991   2.064   0.000  0.00  0.00           H+0
HETATM   56  O   UNK     0      50.631  -0.949   0.000  0.00  0.00           O+0
HETATM   57  P   UNK     0      49.487  -1.980   0.000  0.00  0.00           P+0
HETATM   58  O   UNK     0      48.456  -0.835   0.000  0.00  0.00           O+0
HETATM   59  O   UNK     0      50.517  -3.124   0.000  0.00  0.00           O+0
HETATM   60  O   UNK     0      48.343  -3.010   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4    5                                             
CONECT    3    2                                                            
CONECT    4    2                                                            
CONECT    5    2    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21   22                                             
CONECT   20   19                                                            
CONECT   21   19                                                            
CONECT   22   19   23   24   25                                             
CONECT   23   22                                                            
CONECT   24   22                                                            
CONECT   25   22   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27   31                                                       
CONECT   31   30   32   33   34                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   31   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38   54                                             
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   40   41   51                                             
CONECT   40   39                                                            
CONECT   41   39   42   50                                                  
CONECT   42   41   43                                                       
CONECT   43   42   44                                                       
CONECT   44   43   45   50                                                  
CONECT   45   44   46   47                                                  
CONECT   46   45                                                            
CONECT   47   45   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50                                                       
CONECT   50   49   41   44                                                  
CONECT   51   39   52   53   54                                             
CONECT   52   51                                                            
CONECT   53   51                                                            
CONECT   54   51   36   55   56                                             
CONECT   55   54                                                            
CONECT   56   54   57                                                       
CONECT   57   56   58   59   60                                             
CONECT   58   57                                                            
CONECT   59   57                                                            
CONECT   60   57                                                            
MASTER        0    0    0    0    0    0    0    0   60    0  124    0
END

COMPND    HMDB0062259
HETATM    1  C1  UNL     1      12.353   2.470   0.394  1.00  0.00           C  
HETATM    2  C2  UNL     1      12.963   1.258   1.113  1.00  0.00           C  
HETATM    3  O1  UNL     1      14.200   0.964   0.547  1.00  0.00           O  
HETATM    4  C3  UNL     1      12.046   0.058   0.924  1.00  0.00           C  
HETATM    5  C4  UNL     1      10.694   0.347   1.507  1.00  0.00           C  
HETATM    6  O2  UNL     1      10.565   0.679   2.673  1.00  0.00           O  
HETATM    7  S1  UNL     1       9.258   0.201   0.458  1.00  0.00           S  
HETATM    8  C5  UNL     1       7.775   0.571   1.416  1.00  0.00           C  
HETATM    9  C6  UNL     1       6.587   0.488   0.479  1.00  0.00           C  
HETATM   10  N1  UNL     1       6.482  -0.833  -0.095  1.00  0.00           N  
HETATM   11  C7  UNL     1       5.913  -1.819   0.478  1.00  0.00           C  
HETATM   12  O3  UNL     1       5.891  -3.036  -0.203  1.00  0.00           O  
HETATM   13  C8  UNL     1       5.270  -1.781   1.813  1.00  0.00           C  
HETATM   14  C9  UNL     1       3.816  -2.167   1.654  1.00  0.00           C  
HETATM   15  N2  UNL     1       3.071  -1.306   0.795  1.00  0.00           N  
HETATM   16  C10 UNL     1       2.774  -0.081   1.012  1.00  0.00           C  
HETATM   17  O4  UNL     1       3.187   0.531   2.179  1.00  0.00           O  
HETATM   18  C11 UNL     1       1.990   0.691   0.026  1.00  0.00           C  
HETATM   19  O5  UNL     1       2.687   1.807  -0.451  1.00  0.00           O  
HETATM   20  C12 UNL     1       1.504  -0.145  -1.133  1.00  0.00           C  
HETATM   21  C13 UNL     1       0.627  -1.249  -0.605  1.00  0.00           C  
HETATM   22  C14 UNL     1       2.630  -0.645  -2.008  1.00  0.00           C  
HETATM   23  C15 UNL     1       0.639   0.772  -1.982  1.00  0.00           C  
HETATM   24  O6  UNL     1       0.143   0.086  -3.078  1.00  0.00           O  
HETATM   25  P1  UNL     1      -0.828   1.065  -4.050  1.00  0.00           P  
HETATM   26  O7  UNL     1      -0.178   1.062  -5.439  1.00  0.00           O  
HETATM   27  O8  UNL     1      -0.882   2.663  -3.521  1.00  0.00           O  
HETATM   28  O9  UNL     1      -2.359   0.406  -4.246  1.00  0.00           O  
HETATM   29  P2  UNL     1      -3.512   1.222  -3.328  1.00  0.00           P  
HETATM   30  O10 UNL     1      -4.681   1.675  -4.193  1.00  0.00           O  
HETATM   31  O11 UNL     1      -2.819   2.551  -2.575  1.00  0.00           O  
HETATM   32  O12 UNL     1      -4.141   0.149  -2.181  1.00  0.00           O  
HETATM   33  C16 UNL     1      -5.524   0.024  -2.282  1.00  0.00           C  
HETATM   34  C17 UNL     1      -5.988  -0.941  -1.232  1.00  0.00           C  
HETATM   35  O13 UNL     1      -5.704  -0.564   0.055  1.00  0.00           O  
HETATM   36  C18 UNL     1      -6.615  -1.089   0.925  1.00  0.00           C  
HETATM   37  N3  UNL     1      -7.269   0.028   1.612  1.00  0.00           N  
HETATM   38  C19 UNL     1      -7.326   1.306   1.201  1.00  0.00           C  
HETATM   39  N4  UNL     1      -8.016   2.057   2.090  1.00  0.00           N  
HETATM   40  C20 UNL     1      -8.412   1.252   3.093  1.00  0.00           C  
HETATM   41  C21 UNL     1      -9.139   1.524   4.236  1.00  0.00           C  
HETATM   42  N5  UNL     1      -9.637   2.812   4.573  1.00  0.00           N  
HETATM   43  N6  UNL     1      -9.368   0.465   5.053  1.00  0.00           N  
HETATM   44  C22 UNL     1      -8.913  -0.778   4.764  1.00  0.00           C  
HETATM   45  N7  UNL     1      -8.206  -1.015   3.643  1.00  0.00           N  
HETATM   46  C23 UNL     1      -7.941  -0.003   2.783  1.00  0.00           C  
HETATM   47  C24 UNL     1      -7.696  -1.789   0.087  1.00  0.00           C  
HETATM   48  O14 UNL     1      -7.409  -3.136  -0.054  1.00  0.00           O  
HETATM   49  C25 UNL     1      -7.510  -1.026  -1.221  1.00  0.00           C  
HETATM   50  O15 UNL     1      -8.021  -1.662  -2.317  1.00  0.00           O  
HETATM   51  P3  UNL     1      -9.121  -0.587  -3.062  1.00  0.00           P  
HETATM   52  O16 UNL     1      -8.844  -0.516  -4.548  1.00  0.00           O  
HETATM   53  O17 UNL     1      -8.937   0.977  -2.442  1.00  0.00           O  
HETATM   54  O18 UNL     1     -10.709  -1.056  -2.839  1.00  0.00           O  
HETATM   55  H1  UNL     1      11.491   2.828   0.977  1.00  0.00           H  
HETATM   56  H2  UNL     1      13.165   3.206   0.272  1.00  0.00           H  
HETATM   57  H3  UNL     1      12.033   2.198  -0.638  1.00  0.00           H  
HETATM   58  H4  UNL     1      13.001   1.534   2.167  1.00  0.00           H  
HETATM   59  H5  UNL     1      14.076   0.219  -0.080  1.00  0.00           H  
HETATM   60  H6  UNL     1      11.947  -0.238  -0.136  1.00  0.00           H  
HETATM   61  H7  UNL     1      12.467  -0.794   1.484  1.00  0.00           H  
HETATM   62  H8  UNL     1       7.690  -0.172   2.236  1.00  0.00           H  
HETATM   63  H9  UNL     1       7.800   1.582   1.887  1.00  0.00           H  
HETATM   64  H10 UNL     1       6.793   1.207  -0.367  1.00  0.00           H  
HETATM   65  H11 UNL     1       5.632   0.733   0.964  1.00  0.00           H  
HETATM   66  H12 UNL     1       5.681  -3.909   0.261  1.00  0.00           H  
HETATM   67  H13 UNL     1       5.770  -2.584   2.420  1.00  0.00           H  
HETATM   68  H14 UNL     1       5.383  -0.802   2.275  1.00  0.00           H  
HETATM   69  H15 UNL     1       3.774  -3.207   1.249  1.00  0.00           H  
HETATM   70  H16 UNL     1       3.370  -2.151   2.679  1.00  0.00           H  
HETATM   71  H17 UNL     1       3.275   1.543   2.268  1.00  0.00           H  
HETATM   72  H18 UNL     1       1.056   1.114   0.497  1.00  0.00           H  
HETATM   73  H19 UNL     1       3.652   1.696  -0.487  1.00  0.00           H  
HETATM   74  H20 UNL     1       1.191  -2.178  -0.420  1.00  0.00           H  
HETATM   75  H21 UNL     1      -0.171  -1.424  -1.358  1.00  0.00           H  
HETATM   76  H22 UNL     1       0.176  -0.881   0.349  1.00  0.00           H  
HETATM   77  H23 UNL     1       2.303  -0.727  -3.087  1.00  0.00           H  
HETATM   78  H24 UNL     1       3.464   0.062  -2.013  1.00  0.00           H  
HETATM   79  H25 UNL     1       2.944  -1.668  -1.728  1.00  0.00           H  
HETATM   80  H26 UNL     1      -0.154   1.228  -1.371  1.00  0.00           H  
HETATM   81  H27 UNL     1       1.265   1.607  -2.397  1.00  0.00           H  
HETATM   82  H28 UNL     1      -0.345   2.808  -2.694  1.00  0.00           H  
HETATM   83  H29 UNL     1      -2.715   2.329  -1.616  1.00  0.00           H  
HETATM   84  H30 UNL     1      -6.062   0.993  -2.249  1.00  0.00           H  
HETATM   85  H31 UNL     1      -5.737  -0.421  -3.276  1.00  0.00           H  
HETATM   86  H32 UNL     1      -5.608  -1.946  -1.500  1.00  0.00           H  
HETATM   87  H33 UNL     1      -6.190  -1.780   1.684  1.00  0.00           H  
HETATM   88  H34 UNL     1      -6.889   1.708   0.287  1.00  0.00           H  
HETATM   89  H35 UNL     1      -9.101   3.678   4.359  1.00  0.00           H  
HETATM   90  H36 UNL     1     -10.559   2.929   5.048  1.00  0.00           H  
HETATM   91  H37 UNL     1      -9.142  -1.588   5.476  1.00  0.00           H  
HETATM   92  H38 UNL     1      -8.698  -1.599   0.523  1.00  0.00           H  
HETATM   93  H39 UNL     1      -6.735  -3.375   0.649  1.00  0.00           H  
HETATM   94  H40 UNL     1      -7.906   0.000  -1.067  1.00  0.00           H  
HETATM   95  H41 UNL     1      -9.769   1.470  -2.660  1.00  0.00           H  
HETATM   96  H42 UNL     1     -10.979  -1.846  -3.366  1.00  0.00           H  
CONECT    1    2   55   56   57
CONECT    2    3    4   58
CONECT    3   59
CONECT    4    5   60   61
CONECT    5    6    6    7
CONECT    7    8
CONECT    8    9   62   63
CONECT    9   10   64   65
CONECT   10   11   11
CONECT   11   12   13
CONECT   12   66
CONECT   13   14   67   68
CONECT   14   15   69   70
CONECT   15   16   16
CONECT   16   17   18
CONECT   17   71
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

HMDB0062259
     RDKit          3D
(S)-3-Hydroxybutyryl-CoA
 96 98  0  0  0  0  0  0  0  0999 V2000
   12.3535    2.4699    0.3943 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9633    1.2576    1.1131 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.2004    0.9642    0.5472 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0457    0.0584    0.9244 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6937    0.3474    1.5071 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.5651    0.6790    2.6727 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2575    0.2008    0.4582 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.7748    0.5710    1.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5872    0.4877    0.4787 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4817   -0.8328   -0.0946 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9129   -1.8186    0.4784 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8913   -3.0359   -0.2034 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2699   -1.7811    1.8133 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8165   -2.1671    1.6542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0707   -1.3056    0.7947 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.7738   -0.0808    1.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1874    0.5308    2.1792 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9899    0.6913    0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6867    1.8074   -0.4510 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5036   -0.1454   -1.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6273   -1.2493   -0.6048 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6296   -0.6448   -2.0080 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6387    0.7717   -1.9824 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1431    0.0865   -3.0785 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8276    1.0648   -4.0503 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.1781    1.0615   -5.4387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8819    2.6630   -3.5208 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3586    0.4065   -4.2458 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5116    1.2224   -3.3283 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.6809    1.6749   -4.1931 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8194    2.5514   -2.5747 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1411    0.1489   -2.1812 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5237    0.0243   -2.2825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9880   -0.9405   -1.2317 C   0  0  1  0  0  0  0  0  0  0  0  0
   -5.7036   -0.5641    0.0550 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6154   -1.0889    0.9255 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.2686    0.0278    1.6124 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3257    1.3063    1.2013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0158    2.0573    2.0901 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4115    1.2524    3.0930 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1391    1.5243    4.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6368    2.8116    4.5734 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3684    0.4645    5.0526 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9129   -0.7782    4.7638 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2061   -1.0154    3.6432 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9408   -0.0032    2.7826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6957   -1.7891    0.0866 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.4090   -3.1362   -0.0543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5098   -1.0257   -1.2214 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.0206   -1.6623   -2.3169 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1211   -0.5872   -3.0624 P   0  0  0  0  0  5  0  0  0  0  0  0
   -8.8443   -0.5156   -4.5482 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9374    0.9771   -2.4422 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.7093   -1.0557   -2.8393 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.4909    2.8280    0.9770 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1645    3.2064    0.2724 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0333    2.1975   -0.6379 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.0014    1.5344    2.1671 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.0761    0.2192   -0.0799 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.9471   -0.2380   -0.1365 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.4667   -0.7939    1.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6899   -0.1716    2.2362 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7997    1.5823    1.8868 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7932    1.2074   -0.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6320    0.7326    0.9643 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6811   -3.9093    0.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7698   -2.5836    2.4196 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3827   -0.8022    2.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7737   -3.2067    1.2489 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3699   -2.1512    2.6795 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2745    1.5426    2.2684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0556    1.1136    0.4969 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6517    1.6959   -0.4867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1908   -2.1784   -0.4200 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1710   -1.4239   -1.3575 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1765   -0.8814    0.3491 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3026   -0.7273   -3.0869 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4638    0.0619   -2.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9445   -1.6680   -1.7280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1541    1.2280   -1.3715 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2652    1.6067   -2.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3452    2.8083   -2.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7148    2.3292   -1.6159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0619    0.9932   -2.2495 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7374   -0.4206   -3.2763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6078   -1.9463   -1.4996 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1897   -1.7796    1.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8886    1.7078    0.2866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1011    3.6779    4.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5585    2.9294    5.0477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1418   -1.5876    5.4759 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6977   -1.5989    0.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7354   -3.3754    0.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9055    0.0000   -1.0667 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.7692    1.4695   -2.6599 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.9787   -1.8463   -3.3657 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  3
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  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  1
  3 59  1  0
  4 60  1  0
  4 61  1  0
  8 62  1  0
  8 63  1  0
  9 64  1  0
  9 65  1  0
 12 66  1  0
 13 67  1  0
 13 68  1  0
 14 69  1  0
 14 70  1  0
 17 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  6
 36 87  1  1
 38 88  1  0
 42 89  1  0
 42 90  1  0
 44 91  1  0
 47 92  1  1
 48 93  1  0
 49 94  1  1
 53 95  1  0
 54 96  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-{2-[(2-{[(3S)-3-hydroxybutanoyl]sulfanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanimidate	Generator
4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-{2-[(2-{[(3S)-3-hydroxybutanoyl]sulphanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanimidate	Generator
4-({[({[(2R,3S,4R,5R)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-N-{2-[(2-{[(3S)-3-hydroxybutanoyl]sulphanyl}ethyl)-C-hydroxycarbonimidoyl]ethyl}-3,3-dimethylbutanimidic acid	Generator

Chemical Formula

C₂₅H₄₂N₇O₁₈P₃S

Average Molecular Weight

853.62

Monoisotopic Molecular Weight

853.151989708

IUPAC Name

Traditional Name

(S)-3-hydroxybutyryl-coa

CAS Registry Number

Not Available

SMILES

[H][C@@](C)(O)CC(=O)SCCN=C(O)CCN=C(O)C([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O

InChI Identifier

InChI=1S/C25H42N7O18P3S/c1-13(33)8-16(35)54-7-6-27-15(34)4-5-28-23(38)20(37)25(2,3)10-47-53(44,45)50-52(42,43)46-9-14-19(49-51(39,40)41)18(36)24(48-14)32-12-31-17-21(26)29-11-30-22(17)32/h11-14,18-20,24,33,36-37H,4-10H2,1-3H3,(H,27,34)(H,28,38)(H,42,43)(H,44,45)(H2,26,29,30)(H2,39,40,41)/t13-,14+,18+,19+,20?,24+/m0/s1

InChI Key

QHHKKMYHDBRONY-BEVJUKKNSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as (s)-3-hydroxyacyl coas. These are organic compounds containing a (S)-3-hydroxyl acylated coenzyme A derivative.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

(S)-3-hydroxyacyl CoAs

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	4.07 g/l	ALOGPS
LogP	-0.62	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.49	ALOGPS
logP	-4.4	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.16	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	10	ChemAxon
Polar Surface Area	390.84 Å²	ChemAxon
Rotatable Bond Count	22	ChemAxon
Refractivity	184.07 m³·mol⁻¹	ChemAxon
Polarizability	75.05 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-2H]-	242.497	30932474
DeepCCS	[M+Na]+	216.858	30932474
AllCCS	[M+H]+	257.1	32859911
AllCCS	[M+H-H2O]+	257.5	32859911
AllCCS	[M+NH4]+	256.6	32859911
AllCCS	[M+Na]+	256.5	32859911
AllCCS	[M-H]-	255.9	32859911
AllCCS	[M+Na-2H]-	260.1	32859911
AllCCS	[M+HCOO]-	264.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-3-Hydroxybutyryl-CoA	[H][C@@](C)(O)CC(=O)SCCN=C(O)CCN=C(O)C([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O	5361.4	Standard polar	33892256
(S)-3-Hydroxybutyryl-CoA	[H][C@@](C)(O)CC(=O)SCCN=C(O)CCN=C(O)C([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O	4503.1	Standard non polar	33892256
(S)-3-Hydroxybutyryl-CoA	[H][C@@](C)(O)CC(=O)SCCN=C(O)CCN=C(O)C([H])(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@]1([H])O[C@@]([H])(N2C=NC3=C(N)N=CN=C23)[C@]([H])(O)[C@]1([H])OP(O)(O)=O	6442.9	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 - (S)-3-Hydroxybutyryl-CoA 10V, Positive-QTOF	splash10-000i-1931000130-6a6c3ee42b1b1382d955	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxybutyryl-CoA 20V, Positive-QTOF	splash10-000i-1912000000-d352fcda522e94eee452	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxybutyryl-CoA 40V, Positive-QTOF	splash10-000i-1920000000-ed5be718705ad5392d8f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxybutyryl-CoA 10V, Negative-QTOF	splash10-053r-9720141570-955f2c5ac6b65db07099	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxybutyryl-CoA 20V, Negative-QTOF	splash10-001i-5910120010-f70ea9d0f3a898946c6c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxybutyryl-CoA 40V, Negative-QTOF	splash10-057i-5900100000-a05ed7497569f62e0206	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxybutyryl-CoA 10V, Positive-QTOF	splash10-0udi-0000000190-dd846a5936cbca6c5b7f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxybutyryl-CoA 20V, Positive-QTOF	splash10-0f80-1301102790-5031f947450e97f8dc8f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxybutyryl-CoA 40V, Positive-QTOF	splash10-0002-0039000000-f2e1357fccfd5e8fa8e9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxybutyryl-CoA 10V, Negative-QTOF	splash10-0udi-0000000190-fb26ecd9886c3428f1c8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxybutyryl-CoA 20V, Negative-QTOF	splash10-00gu-9500106840-70232b0f4b23ef5ffa0f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-3-Hydroxybutyryl-CoA 40V, Negative-QTOF	splash10-0fms-9000422600-94c159b363bfe9e117f6	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	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

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C01144

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439419

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

3HBCOA

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.

Showing metabocard for (S)-3-Hydroxybutyryl-CoA (HMDB0062259)

MOL for HMDB0062259 ((S)-3-Hydroxybutyryl-CoA)

3D MOL for HMDB0062259 ((S)-3-Hydroxybutyryl-CoA)

3D SDF for HMDB0062259 ((S)-3-Hydroxybutyryl-CoA)

3D-SDF for HMDB0062259 ((S)-3-Hydroxybutyryl-CoA)

PDB for HMDB0062259 ((S)-3-Hydroxybutyryl-CoA)

3D PDB for HMDB0062259 ((S)-3-Hydroxybutyryl-CoA)

SMILES for HMDB0062259 ((S)-3-Hydroxybutyryl-CoA)

INCHI for HMDB0062259 ((S)-3-Hydroxybutyryl-CoA)

Structure for HMDB0062259 ((S)-3-Hydroxybutyryl-CoA)

3D Structure for HMDB0062259 ((S)-3-Hydroxybutyryl-CoA)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra

NMR Spectra