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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-04 18:57:01 UTC

Update Date

2021-09-14 15:45:34 UTC

HMDB ID

HMDB0060749

Secondary Accession Numbers

HMDB60749

Metabolite Identification

Common Name

3-oxo-Valproic acid CoA

Description

3-oxo-Valproic acid CoA is a metabolite of valproic acid. Valproic acid (VPA) is a chemical compound and an acid that has found clinical use as an anticonvulsant and mood-stabilizing drug, primarily in the treatment of epilepsy, bipolar disorder, and, less commonly, major depression. It is also used to treat migraine headaches and schizophrenia. VPA is a liquid at room temperature, but it can be reacted with a base such as sodium hydroxide to form the salt sodium valproate, which is a solid. (Wikipedia)

Structure

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


  Mrv0541 07041311562D          

 58 60  0  0  0  0            999 V2000
   -4.5736   18.8928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3361   15.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2158   14.1934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7869   15.0184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1611   18.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9236   16.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3361   18.1783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6139   15.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0264   14.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4486   16.0349    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8611   16.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6264   17.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9139   15.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3290   17.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3884   19.1862    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9236   17.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3361   16.7494    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4514   17.4638    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7889   15.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6579   18.7737    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7209   17.0513    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.9363   16.7964    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0889   13.8915    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   13.4784   18.6875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1730   18.1063    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2639   13.8915    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7209   17.8763    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.0986   17.4638    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5014   14.6059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9633   19.3549    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764   16.0349    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.8514   14.6059    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.8139   17.9338    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.5085   17.3526    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1730   19.4412    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   11.3884   18.3612    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1611   16.7494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3764   14.6059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.3884   16.5664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5014   13.1770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8514   13.1770    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6861   18.1783    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7029   16.6472    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0459   15.0333    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0674   15.6687    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3889   15.9244    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3889   17.5744    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8658   15.6224    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4369   16.4474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2139   16.7494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7389   15.3204    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9363   18.1313    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6814   16.0118    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5639   16.7494    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8744   15.8402    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    7.3889   16.7494    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    6.1514   16.0349    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6861   16.7494    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
  6  2  1  0  0  0  0
  7  5  1  0  0  0  0
  9  8  1  0  0  0  0
 11 10  1  0  0  0  0
 16  7  1  0  0  0  0
 17  6  1  0  0  0  0
 17 16  1  0  0  0  0
 18 12  1  6  0  0  0
 19  8  1  0  0  0  0
 22 18  1  0  0  0  0
 22 21  1  0  0  0  0
 24 20  2  0  0  0  0
 25 20  1  0  0  0  0
 26 23  1  0  0  0  0
 27 21  1  0  0  0  0
 28 16  1  0  0  0  0
 29  3  1  0  0  0  0
 29  4  1  0  0  0  0
 29 13  1  0  0  0  0
 29 23  1  0  0  0  0
 30 24  1  0  0  0  0
 31 10  1  4  0  0  0
 31 19  2  0  0  0  0
 32  9  1  4  0  0  0
 32 26  2  0  0  0  0
 33 14  2  0  0  0  0
 33 24  1  0  0  0  0
 34 14  1  0  0  0  0
 34 25  2  0  0  0  0
 35 15  2  0  0  0  0
 35 20  1  0  0  0  0
 36 15  1  0  0  0  0
 36 25  1  0  0  0  0
 27 36  1  6  0  0  0
 37 17  2  0  0  0  0
 38 19  1  0  0  0  0
 21 39  1  1  0  0  0
 23 40  1  6  0  0  0
 41 26  1  0  0  0  0
 42 28  2  0  0  0  0
 50 12  1  0  0  0  0
 51 13  1  0  0  0  0
 52 18  1  0  0  0  0
 52 27  1  0  0  0  0
 22 53  1  1  0  0  0
 55 43  1  0  0  0  0
 55 44  1  0  0  0  0
 55 45  2  0  0  0  0
 55 53  1  0  0  0  0
 56 46  1  0  0  0  0
 56 47  2  0  0  0  0
 56 50  1  0  0  0  0
 56 54  1  0  0  0  0
 57 48  1  0  0  0  0
 57 49  2  0  0  0  0
 57 51  1  0  0  0  0
 57 54  1  0  0  0  0
 58 11  1  0  0  0  0
 58 28  1  0  0  0  0
M  END

HMDB0060749
     RDKit          3D
3-oxo-Valproic acid CoA
106108  0  0  0  0  0  0  0  0999 V2000
  -14.2097   -0.2358   -0.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9448   -0.9763   -0.9244 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7202   -0.1536   -0.9083 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3598    0.5431    0.3574 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3343    1.5435    0.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0193    1.4488    1.8067 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5215    2.7965   -0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6178    3.6738    0.5456 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0793   -0.4248    1.4609 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0678   -0.9012    2.0349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5014   -0.9459    2.0150 S   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0855   -0.1462    1.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8586   -0.4612   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6725   -1.8652   -0.3874 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5826   -2.5059   -0.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6405   -3.8795   -0.5605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2773   -1.9097    0.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2976   -2.0840   -1.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0127   -1.5025   -0.8171 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4248   -0.7771   -1.6897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0075   -0.5525   -2.9163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1104   -0.1692   -1.3938 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1993    1.2204   -1.4695 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5542   -0.5349   -0.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3513   -2.0192    0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3710    0.0354    1.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8473    0.0863    0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077   -0.2260    1.2411 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9595    0.4302    1.3721 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.8500    1.7311    2.1684 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9544   -0.6053    2.2623 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6587    0.7396   -0.1130 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0893   -0.1117   -0.3791 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.7812   -1.5715   -0.0380 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171    0.0069   -2.0078 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3687    0.4601    0.5625 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5164    0.4483   -0.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7351    0.9508    0.5430 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8004    0.8826   -0.3718 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9246    0.7100    0.4240 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.0728    0.3533   -0.3475 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7802   -0.7800   -0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8024   -0.8043   -1.0791 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7524    0.3127   -1.8046 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5507    0.7759   -2.8293 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6652    0.0341   -3.3050 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2313    1.9666   -3.3673 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1591    2.6634   -2.8996 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3914    2.1961   -1.8988 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6588    1.0243   -1.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4773   -0.4308    1.3261 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.2854   -0.4521    2.4390 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0569    0.0259    1.6592 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1087    0.5960    2.9148 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1905   -0.2347    4.0552 P   0  0  0  0  0  5  0  0  0  0  0  0
    8.1649   -1.6956    3.5863 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9225   -0.2537    5.5808 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6001    0.2838    4.1030 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1690    0.7707   -1.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0644   -0.7250   -1.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4651   -0.2645    0.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9962   -1.5048   -1.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8518   -1.8719   -0.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8276   -0.7420   -1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8194    0.6428   -1.7224 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3954    1.1428    0.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5219    3.3361    0.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7120    2.5804   -1.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2209    4.5091    1.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2460    4.1138   -0.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2890    3.0870    1.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1497    0.9768    1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1470   -0.4297    1.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6571   -0.0922   -0.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9023    0.0302   -0.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4189   -4.1977   -1.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8340   -2.4933    0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3298   -0.8689    0.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7371   -1.5571   -2.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1497   -3.1603   -1.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6663    0.2021   -3.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3562   -0.4582   -2.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1088    1.5474   -1.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6077   -2.2616    0.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1477   -2.4078    0.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3726   -2.5789   -0.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1771    0.7107    0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7298    0.6427    1.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8425   -0.7935    1.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4039   -0.3809   -0.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8064    1.1726   -0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6991   -0.5925    3.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0614   -0.6899   -2.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3840    1.0362   -1.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6586   -0.6001   -0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6049    1.9948    0.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0350    1.6078    1.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5942   -1.5741    0.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.6403    0.3753   -3.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5846   -0.8495   -3.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9511    3.6081   -3.3704 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4273   -1.3923    0.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2419   -1.3628    2.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4000   -0.8894    1.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1461    0.6617    5.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
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 58106  1  0
M  END


  Mrv0541 07041311562D          

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   -3.3361   15.3204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -1.6861   16.7494    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  5  1  1  0  0  0  0
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  7  5  1  0  0  0  0
  9  8  1  0  0  0  0
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 16  7  1  0  0  0  0
 17  6  1  0  0  0  0
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 21 39  1  1  0  0  0
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 41 26  1  0  0  0  0
 42 28  2  0  0  0  0
 50 12  1  0  0  0  0
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 22 53  1  1  0  0  0
 55 43  1  0  0  0  0
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 55 45  2  0  0  0  0
 55 53  1  0  0  0  0
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 56 50  1  0  0  0  0
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 57 48  1  0  0  0  0
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 58 11  1  0  0  0  0
 58 28  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060749

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCC(C(=O)CC)C(=O)SCCN=C(O)CCN=C(O)[C@@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@H]1O[C@@H]([C@@H](O)[C@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12

> <INCHI_IDENTIFIER>
InChI=1S/C29H48N7O18P3S/c1-5-7-16(17(37)6-2)28(42)58-11-10-31-19(38)8-9-32-26(41)23(40)29(3,4)13-51-57(48,49)54-56(46,47)50-12-18-22(53-55(43,44)45)21(39)27(52-18)36-15-35-20-24(30)33-14-34-25(20)36/h14-16,18,21-23,27,39-40H,5-13H2,1-4H3,(H,31,38)(H,32,41)(H,46,47)(H,48,49)(H2,30,33,34)(H2,43,44,45)/t16?,18-,21-,22-,23+,27-/m0/s1

> <INCHI_KEY>
VCAXZLZSBCJOHE-BFIONIOXSA-N

> <FORMULA>
C29H48N7O18P3S

> <MOLECULAR_WEIGHT>
907.714

> <EXACT_MASS>
907.198937993

> <JCHEM_ACCEPTOR_COUNT>
20

> <JCHEM_AVERAGE_POLARIZABILITY>
84.16636101570535

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.44

> <JCHEM_LOGP>
-4.217863862332624

> <ALOGPS_LOGS>
-2.18

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-3

> <JCHEM_PKA>
1.9025078421808317

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.820646659658335

> <JCHEM_PKA_STRONGEST_BASIC>
4.935000277315456

> <JCHEM_POLAR_SURFACE_AREA>
387.68000000000006

> <JCHEM_REFRACTIVITY>
201.55000000000013

> <JCHEM_ROTATABLE_BOND_COUNT>
25

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.94e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-4-[({[(2S,3R,4S,5S)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-3,3-dimethyl-N-[2-({2-[(3-oxo-2-propylpentanoyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanimidic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060749
     RDKit          3D
3-oxo-Valproic acid CoA
106108  0  0  0  0  0  0  0  0999 V2000
  -14.2097   -0.2358   -0.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9448   -0.9763   -0.9244 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7202   -0.1536   -0.9083 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3598    0.5431    0.3574 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3343    1.5435    0.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0193    1.4488    1.8067 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5215    2.7965   -0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6178    3.6738    0.5456 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0793   -0.4248    1.4609 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0678   -0.9012    2.0349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5014   -0.9459    2.0150 S   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0855   -0.1462    1.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8586   -0.4612   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6725   -1.8652   -0.3874 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5826   -2.5059   -0.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6405   -3.8795   -0.5605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2773   -1.9097    0.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2976   -2.0840   -1.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0127   -1.5025   -0.8171 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4248   -0.7771   -1.6897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0075   -0.5525   -2.9163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1104   -0.1692   -1.3938 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1993    1.2204   -1.4695 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5542   -0.5349   -0.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3513   -2.0192    0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3710    0.0354    1.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8473    0.0863    0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077   -0.2260    1.2411 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9595    0.4302    1.3721 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.8500    1.7311    2.1684 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9544   -0.6053    2.2623 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6587    0.7396   -0.1130 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0893   -0.1117   -0.3791 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.7812   -1.5715   -0.0380 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171    0.0069   -2.0078 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3687    0.4601    0.5625 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5164    0.4483   -0.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7351    0.9508    0.5430 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8004    0.8826   -0.3718 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9246    0.7100    0.4240 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.0728    0.3533   -0.3475 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7802   -0.7800   -0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8024   -0.8043   -1.0791 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7524    0.3127   -1.8046 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5507    0.7759   -2.8293 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6652    0.0341   -3.3050 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2313    1.9666   -3.3673 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1591    2.6634   -2.8996 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3914    2.1961   -1.8988 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6588    1.0243   -1.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4773   -0.4308    1.3261 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.2854   -0.4521    2.4390 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0569    0.0259    1.6592 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1087    0.5960    2.9148 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1905   -0.2347    4.0552 P   0  0  0  0  0  5  0  0  0  0  0  0
    8.1649   -1.6956    3.5863 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9225   -0.2537    5.5808 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6001    0.2838    4.1030 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1690    0.7707   -1.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0644   -0.7250   -1.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4651   -0.2645    0.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9962   -1.5048   -1.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8518   -1.8719   -0.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8276   -0.7420   -1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8194    0.6428   -1.7224 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3954    1.1428    0.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5219    3.3361    0.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7120    2.5804   -1.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2209    4.5091    1.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2460    4.1138   -0.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2890    3.0870    1.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1497    0.9768    1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1470   -0.4297    1.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6571   -0.0922   -0.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9023    0.0302   -0.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4189   -4.1977   -1.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8340   -2.4933    0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3298   -0.8689    0.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7371   -1.5571   -2.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1497   -3.1603   -1.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6663    0.2021   -3.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3562   -0.4582   -2.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1088    1.5474   -1.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6077   -2.2616    0.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1477   -2.4078    0.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3726   -2.5789   -0.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1771    0.7107    0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7298    0.6427    1.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8425   -0.7935    1.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4039   -0.3809   -0.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8064    1.1726   -0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6991   -0.5925    3.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0614   -0.6899   -2.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3840    1.0362   -1.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6586   -0.6001   -0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6049    1.9948    0.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0350    1.6078    1.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5942   -1.5741    0.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.6403    0.3753   -3.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5846   -0.8495   -3.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9511    3.6081   -3.3704 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4273   -1.3923    0.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2419   -1.3628    2.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4000   -0.8894    1.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1461    0.6617    5.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5996    1.2609    4.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  3
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 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  2  0
 33 35  1  0
 33 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  2  0
 43 44  1  0
 44 45  2  0
 45 46  1  0
 45 47  1  0
 47 48  2  0
 48 49  1  0
 49 50  2  0
 40 51  1  0
 51 52  1  0
 51 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  2  0
 55 57  1  0
 55 58  1  0
 53 38  1  0
 50 41  1  0
 50 44  1  0
  1 59  1  0
  1 60  1  0
  1 61  1  0
  2 62  1  0
  2 63  1  0
  3 64  1  0
  3 65  1  0
  4 66  1  0
  7 67  1  0
  7 68  1  0
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 12 72  1  0
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 22 82  1  6
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 25 84  1  0
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 26 87  1  0
 26 88  1  0
 26 89  1  0
 27 90  1  0
 27 91  1  0
 31 92  1  0
 35 93  1  0
 37 94  1  0
 37 95  1  0
 38 96  1  1
 40 97  1  1
 42 98  1  0
 46 99  1  0
 46100  1  0
 48101  1  0
 51102  1  6
 52103  1  0
 53104  1  1
 57105  1  0
 58106  1  0
M  END

HEADER    PROTEIN                                 04-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUL-13         0                                  
HETATM    1  C   UNK     0      -8.537  35.267   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.227  28.598   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.736  26.494   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.069  28.034   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.767  33.933   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.457  29.932   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.227  33.933   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.013  28.598   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.783  27.264   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.837  29.932   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.607  31.266   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.103  32.599   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.173  28.598   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      24.881  32.231   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      21.258  35.814   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -5.457  32.599   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.227  31.266   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.643  32.599   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.473  28.598   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      23.628  35.044   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      20.012  31.829   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.548  31.353   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       7.633  25.931   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      25.160  34.883   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      22.723  33.798   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       6.093  25.931   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      20.012  33.369   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -3.917  32.599   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.403  27.264   0.000  0.00  0.00           C+0
HETATM   30  N   UNK     0      26.065  36.129   0.000  0.00  0.00           N+0
HETATM   31  N   UNK     0       0.703  29.932   0.000  0.00  0.00           N+0
HETATM   32  N   UNK     0       5.323  27.264   0.000  0.00  0.00           N+0
HETATM   33  N   UNK     0      25.786  33.476   0.000  0.00  0.00           N+0
HETATM   34  N   UNK     0      23.349  32.392   0.000  0.00  0.00           N+0
HETATM   35  N   UNK     0      22.723  36.290   0.000  0.00  0.00           N+0
HETATM   36  N   UNK     0      21.258  34.274   0.000  0.00  0.00           N+0
HETATM   37  O   UNK     0      -7.767  31.266   0.000  0.00  0.00           O+0
HETATM   38  O   UNK     0       0.703  27.264   0.000  0.00  0.00           O+0
HETATM   39  O   UNK     0      21.258  30.924   0.000  0.00  0.00           O+0
HETATM   40  O   UNK     0       8.403  24.597   0.000  0.00  0.00           O+0
HETATM   41  O   UNK     0       5.323  24.597   0.000  0.00  0.00           O+0
HETATM   42  O   UNK     0      -3.147  33.933   0.000  0.00  0.00           O+0
HETATM   43  O   UNK     0      16.245  31.075   0.000  0.00  0.00           O+0
HETATM   44  O   UNK     0      16.886  28.062   0.000  0.00  0.00           O+0
HETATM   45  O   UNK     0      15.059  29.248   0.000  0.00  0.00           O+0
HETATM   46  O   UNK     0      13.793  29.726   0.000  0.00  0.00           O+0
HETATM   47  O   UNK     0      13.793  32.806   0.000  0.00  0.00           O+0
HETATM   48  O   UNK     0      12.816  29.162   0.000  0.00  0.00           O+0
HETATM   49  O   UNK     0      10.149  30.702   0.000  0.00  0.00           O+0
HETATM   50  O   UNK     0      15.333  31.266   0.000  0.00  0.00           O+0
HETATM   51  O   UNK     0      10.713  28.598   0.000  0.00  0.00           O+0
HETATM   52  O   UNK     0      18.548  33.845   0.000  0.00  0.00           O+0
HETATM   53  O   UNK     0      18.072  29.889   0.000  0.00  0.00           O+0
HETATM   54  O   UNK     0      12.253  31.266   0.000  0.00  0.00           O+0
HETATM   55  P   UNK     0      16.566  29.568   0.000  0.00  0.00           P+0
HETATM   56  P   UNK     0      13.793  31.266   0.000  0.00  0.00           P+0
HETATM   57  P   UNK     0      11.483  29.932   0.000  0.00  0.00           P+0
HETATM   58  S   UNK     0      -3.147  31.266   0.000  0.00  0.00           S+0
CONECT    1    5                                                            
CONECT    2    6                                                            
CONECT    3   29                                                            
CONECT    4   29                                                            
CONECT    5    1    7                                                       
CONECT    6    2   17                                                       
CONECT    7    5   16                                                       
CONECT    8    9   19                                                       
CONECT    9    8   32                                                       
CONECT   10   11   31                                                       
CONECT   11   10   58                                                       
CONECT   12   18   50                                                       
CONECT   13   29   51                                                       
CONECT   14   33   34                                                       
CONECT   15   35   36                                                       
CONECT   16    7   17   28                                                  
CONECT   17    6   16   37                                                  
CONECT   18   12   22   52                                                  
CONECT   19    8   31   38                                                  
CONECT   20   24   25   35                                                  
CONECT   21   22   27   39                                                  
CONECT   22   18   21   53                                                  
CONECT   23   26   29   40                                                  
CONECT   24   20   30   33                                                  
CONECT   25   20   34   36                                                  
CONECT   26   23   32   41                                                  
CONECT   27   21   36   52                                                  
CONECT   28   16   42   58                                                  
CONECT   29    3    4   13   23                                             
CONECT   30   24                                                            
CONECT   31   10   19                                                       
CONECT   32    9   26                                                       
CONECT   33   14   24                                                       
CONECT   34   14   25                                                       
CONECT   35   15   20                                                       
CONECT   36   15   25   27                                                  
CONECT   37   17                                                            
CONECT   38   19                                                            
CONECT   39   21                                                            
CONECT   40   23                                                            
CONECT   41   26                                                            
CONECT   42   28                                                            
CONECT   43   55                                                            
CONECT   44   55                                                            
CONECT   45   55                                                            
CONECT   46   56                                                            
CONECT   47   56                                                            
CONECT   48   57                                                            
CONECT   49   57                                                            
CONECT   50   12   56                                                       
CONECT   51   13   57                                                       
CONECT   52   18   27                                                       
CONECT   53   22   55                                                       
CONECT   54   56   57                                                       
CONECT   55   43   44   45   53                                             
CONECT   56   46   47   50   54                                             
CONECT   57   48   49   51   54                                             
CONECT   58   11   28                                                       
MASTER        0    0    0    0    0    0    0    0   58    0  120    0
END

COMPND    HMDB0060749
HETATM    1  C1  UNL     1     -14.210  -0.236  -0.668  1.00  0.00           C  
HETATM    2  C2  UNL     1     -12.945  -0.976  -0.924  1.00  0.00           C  
HETATM    3  C3  UNL     1     -11.720  -0.154  -0.908  1.00  0.00           C  
HETATM    4  C4  UNL     1     -11.360   0.543   0.357  1.00  0.00           C  
HETATM    5  C5  UNL     1     -12.334   1.544   0.807  1.00  0.00           C  
HETATM    6  O1  UNL     1     -13.019   1.449   1.807  1.00  0.00           O  
HETATM    7  C6  UNL     1     -12.522   2.797  -0.015  1.00  0.00           C  
HETATM    8  C7  UNL     1     -13.618   3.674   0.546  1.00  0.00           C  
HETATM    9  C8  UNL     1     -11.079  -0.425   1.461  1.00  0.00           C  
HETATM   10  O2  UNL     1     -12.068  -0.901   2.035  1.00  0.00           O  
HETATM   11  S1  UNL     1      -9.501  -0.946   2.015  1.00  0.00           S  
HETATM   12  C9  UNL     1      -8.086  -0.146   1.275  1.00  0.00           C  
HETATM   13  C10 UNL     1      -7.859  -0.461  -0.173  1.00  0.00           C  
HETATM   14  N1  UNL     1      -7.672  -1.865  -0.387  1.00  0.00           N  
HETATM   15  C11 UNL     1      -6.583  -2.506  -0.309  1.00  0.00           C  
HETATM   16  O3  UNL     1      -6.641  -3.880  -0.560  1.00  0.00           O  
HETATM   17  C12 UNL     1      -5.277  -1.910   0.025  1.00  0.00           C  
HETATM   18  C13 UNL     1      -4.298  -2.084  -1.137  1.00  0.00           C  
HETATM   19  N2  UNL     1      -3.013  -1.502  -0.817  1.00  0.00           N  
HETATM   20  C14 UNL     1      -2.425  -0.777  -1.690  1.00  0.00           C  
HETATM   21  O4  UNL     1      -3.007  -0.552  -2.916  1.00  0.00           O  
HETATM   22  C15 UNL     1      -1.110  -0.169  -1.394  1.00  0.00           C  
HETATM   23  O5  UNL     1      -1.199   1.220  -1.470  1.00  0.00           O  
HETATM   24  C16 UNL     1      -0.554  -0.535  -0.054  1.00  0.00           C  
HETATM   25  C17 UNL     1      -0.351  -2.019   0.112  1.00  0.00           C  
HETATM   26  C18 UNL     1      -1.371   0.035   1.061  1.00  0.00           C  
HETATM   27  C19 UNL     1       0.847   0.086   0.012  1.00  0.00           C  
HETATM   28  O6  UNL     1       1.408  -0.226   1.241  1.00  0.00           O  
HETATM   29  P1  UNL     1       2.959   0.430   1.372  1.00  0.00           P  
HETATM   30  O7  UNL     1       2.850   1.731   2.168  1.00  0.00           O  
HETATM   31  O8  UNL     1       3.954  -0.605   2.262  1.00  0.00           O  
HETATM   32  O9  UNL     1       3.659   0.740  -0.113  1.00  0.00           O  
HETATM   33  P2  UNL     1       5.089  -0.112  -0.379  1.00  0.00           P  
HETATM   34  O10 UNL     1       4.781  -1.571  -0.038  1.00  0.00           O  
HETATM   35  O11 UNL     1       5.517   0.007  -2.008  1.00  0.00           O  
HETATM   36  O12 UNL     1       6.369   0.460   0.562  1.00  0.00           O  
HETATM   37  C20 UNL     1       7.516   0.448  -0.220  1.00  0.00           C  
HETATM   38  C21 UNL     1       8.735   0.951   0.543  1.00  0.00           C  
HETATM   39  O13 UNL     1       9.800   0.883  -0.372  1.00  0.00           O  
HETATM   40  C22 UNL     1      10.925   0.710   0.424  1.00  0.00           C  
HETATM   41  N3  UNL     1      12.073   0.353  -0.347  1.00  0.00           N  
HETATM   42  C23 UNL     1      12.780  -0.780  -0.192  1.00  0.00           C  
HETATM   43  N4  UNL     1      13.802  -0.804  -1.079  1.00  0.00           N  
HETATM   44  C24 UNL     1      13.752   0.313  -1.805  1.00  0.00           C  
HETATM   45  C25 UNL     1      14.551   0.776  -2.829  1.00  0.00           C  
HETATM   46  N5  UNL     1      15.665   0.034  -3.305  1.00  0.00           N  
HETATM   47  N6  UNL     1      14.231   1.967  -3.367  1.00  0.00           N  
HETATM   48  C26 UNL     1      13.159   2.663  -2.900  1.00  0.00           C  
HETATM   49  N7  UNL     1      12.391   2.196  -1.899  1.00  0.00           N  
HETATM   50  C27 UNL     1      12.659   1.024  -1.328  1.00  0.00           C  
HETATM   51  C28 UNL     1      10.477  -0.431   1.326  1.00  0.00           C  
HETATM   52  O14 UNL     1      11.285  -0.452   2.439  1.00  0.00           O  
HETATM   53  C29 UNL     1       9.057   0.026   1.659  1.00  0.00           C  
HETATM   54  O15 UNL     1       9.109   0.596   2.915  1.00  0.00           O  
HETATM   55  P3  UNL     1       8.191  -0.235   4.055  1.00  0.00           P  
HETATM   56  O16 UNL     1       8.165  -1.696   3.586  1.00  0.00           O  
HETATM   57  O17 UNL     1       8.923  -0.254   5.581  1.00  0.00           O  
HETATM   58  O18 UNL     1       6.600   0.284   4.103  1.00  0.00           O  
HETATM   59  H1  UNL     1     -14.169   0.771  -1.058  1.00  0.00           H  
HETATM   60  H2  UNL     1     -15.064  -0.725  -1.254  1.00  0.00           H  
HETATM   61  H3  UNL     1     -14.465  -0.264   0.408  1.00  0.00           H  
HETATM   62  H4  UNL     1     -12.996  -1.505  -1.938  1.00  0.00           H  
HETATM   63  H5  UNL     1     -12.852  -1.872  -0.225  1.00  0.00           H  
HETATM   64  H6  UNL     1     -10.828  -0.742  -1.290  1.00  0.00           H  
HETATM   65  H7  UNL     1     -11.819   0.643  -1.722  1.00  0.00           H  
HETATM   66  H8  UNL     1     -10.395   1.143   0.189  1.00  0.00           H  
HETATM   67  H9  UNL     1     -11.522   3.336   0.049  1.00  0.00           H  
HETATM   68  H10 UNL     1     -12.712   2.580  -1.077  1.00  0.00           H  
HETATM   69  H11 UNL     1     -13.221   4.509   1.130  1.00  0.00           H  
HETATM   70  H12 UNL     1     -14.246   4.114  -0.261  1.00  0.00           H  
HETATM   71  H13 UNL     1     -14.289   3.087   1.232  1.00  0.00           H  
HETATM   72  H14 UNL     1      -8.150   0.977   1.358  1.00  0.00           H  
HETATM   73  H15 UNL     1      -7.147  -0.430   1.813  1.00  0.00           H  
HETATM   74  H16 UNL     1      -8.657  -0.092  -0.846  1.00  0.00           H  
HETATM   75  H17 UNL     1      -6.902   0.030  -0.523  1.00  0.00           H  
HETATM   76  H18 UNL     1      -6.419  -4.198  -1.495  1.00  0.00           H  
HETATM   77  H19 UNL     1      -4.834  -2.493   0.870  1.00  0.00           H  
HETATM   78  H20 UNL     1      -5.330  -0.869   0.330  1.00  0.00           H  
HETATM   79  H21 UNL     1      -4.737  -1.557  -2.003  1.00  0.00           H  
HETATM   80  H22 UNL     1      -4.150  -3.160  -1.352  1.00  0.00           H  
HETATM   81  H23 UNL     1      -3.666   0.202  -3.087  1.00  0.00           H  
HETATM   82  H24 UNL     1      -0.356  -0.458  -2.179  1.00  0.00           H  
HETATM   83  H25 UNL     1      -2.109   1.547  -1.371  1.00  0.00           H  
HETATM   84  H26 UNL     1       0.608  -2.262   0.614  1.00  0.00           H  
HETATM   85  H27 UNL     1      -1.148  -2.408   0.808  1.00  0.00           H  
HETATM   86  H28 UNL     1      -0.373  -2.579  -0.829  1.00  0.00           H  
HETATM   87  H29 UNL     1      -2.177   0.711   0.695  1.00  0.00           H  
HETATM   88  H30 UNL     1      -0.730   0.643   1.757  1.00  0.00           H  
HETATM   89  H31 UNL     1      -1.842  -0.794   1.634  1.00  0.00           H  
HETATM   90  H32 UNL     1       1.404  -0.381  -0.840  1.00  0.00           H  
HETATM   91  H33 UNL     1       0.806   1.173  -0.163  1.00  0.00           H  
HETATM   92  H34 UNL     1       3.699  -0.593   3.220  1.00  0.00           H  
HETATM   93  H35 UNL     1       5.061  -0.690  -2.547  1.00  0.00           H  
HETATM   94  H36 UNL     1       7.384   1.036  -1.171  1.00  0.00           H  
HETATM   95  H37 UNL     1       7.659  -0.600  -0.554  1.00  0.00           H  
HETATM   96  H38 UNL     1       8.605   1.995   0.815  1.00  0.00           H  
HETATM   97  H39 UNL     1      11.035   1.608   1.044  1.00  0.00           H  
HETATM   98  H40 UNL     1      12.594  -1.574   0.520  1.00  0.00           H  
HETATM   99  H41 UNL     1      16.640   0.375  -3.112  1.00  0.00           H  
HETATM  100  H42 UNL     1      15.585  -0.849  -3.848  1.00  0.00           H  
HETATM  101  H43 UNL     1      12.951   3.608  -3.370  1.00  0.00           H  
HETATM  102  H44 UNL     1      10.427  -1.392   0.781  1.00  0.00           H  
HETATM  103  H45 UNL     1      11.242  -1.363   2.823  1.00  0.00           H  
HETATM  104  H46 UNL     1       8.400  -0.889   1.642  1.00  0.00           H  
HETATM  105  H47 UNL     1       9.146   0.662   5.844  1.00  0.00           H  
HETATM  106  H48 UNL     1       6.600   1.261   4.146  1.00  0.00           H  
CONECT    1    2   59   60   61
CONECT    2    3   62   63
CONECT    3    4   64   65
CONECT    4    5    9   66
CONECT    5    6    6    7
CONECT    7    8   67   68
CONECT    8   69   70   71
CONECT    9   10   10   11
CONECT   11   12
CONECT   12   13   72   73
CONECT   13   14   74   75
CONECT   14   15   15
CONECT   15   16   17
CONECT   16   76
CONECT   17   18   77   78
CONECT   18   19   79   80
CONECT   19   20   20
CONECT   20   21   22
CONECT   21   81
CONECT   22   23   24   82
CONECT   23   83
CONECT   24   25   26   27
CONECT   25   84   85   86
CONECT   26   87   88   89
CONECT   27   28   90   91
CONECT   28   29
CONECT   29   30   30   31   32
CONECT   31   92
CONECT   32   33
CONECT   33   34   34   35   36
CONECT   35   93
CONECT   36   37
CONECT   37   38   94   95
CONECT   38   39   53   96
CONECT   39   40
CONECT   40   41   51   97
CONECT   41   42   50
CONECT   42   43   43   98
CONECT   43   44
CONECT   44   45   45   50
CONECT   45   46   47
CONECT   46   99  100
CONECT   47   48   48
CONECT   48   49  101
CONECT   49   50   50
CONECT   51   52   53  102
CONECT   52  103
CONECT   53   54  104
CONECT   54   55
CONECT   55   56   56   57   58
CONECT   57  105
CONECT   58  106
END

HMDB0060749
     RDKit          3D
3-oxo-Valproic acid CoA
106108  0  0  0  0  0  0  0  0999 V2000
  -14.2097   -0.2358   -0.6680 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9448   -0.9763   -0.9244 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7202   -0.1536   -0.9083 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3598    0.5431    0.3574 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3343    1.5435    0.8066 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0193    1.4488    1.8067 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.5215    2.7965   -0.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6178    3.6738    0.5456 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0793   -0.4248    1.4609 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0678   -0.9012    2.0349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5014   -0.9459    2.0150 S   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0855   -0.1462    1.2752 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8586   -0.4612   -0.1731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6725   -1.8652   -0.3874 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5826   -2.5059   -0.3088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6405   -3.8795   -0.5605 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2773   -1.9097    0.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2976   -2.0840   -1.1370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0127   -1.5025   -0.8171 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4248   -0.7771   -1.6897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0075   -0.5525   -2.9163 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1104   -0.1692   -1.3938 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1993    1.2204   -1.4695 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5542   -0.5349   -0.0538 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3513   -2.0192    0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3710    0.0354    1.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8473    0.0863    0.0123 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4077   -0.2260    1.2411 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9595    0.4302    1.3721 P   0  0  0  0  0  5  0  0  0  0  0  0
    2.8500    1.7311    2.1684 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9544   -0.6053    2.2623 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6587    0.7396   -0.1130 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0893   -0.1117   -0.3791 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.7812   -1.5715   -0.0380 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5171    0.0069   -2.0078 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3687    0.4601    0.5625 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5164    0.4483   -0.2197 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7351    0.9508    0.5430 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.8004    0.8826   -0.3718 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9246    0.7100    0.4240 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.0728    0.3533   -0.3475 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.7802   -0.7800   -0.1919 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8024   -0.8043   -1.0791 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.7524    0.3127   -1.8046 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5507    0.7759   -2.8293 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6652    0.0341   -3.3050 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.2313    1.9666   -3.3673 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.1591    2.6634   -2.8996 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3914    2.1961   -1.8988 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.6588    1.0243   -1.3280 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4773   -0.4308    1.3261 C   0  0  1  0  0  0  0  0  0  0  0  0
   11.2854   -0.4521    2.4390 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0569    0.0259    1.6592 C   0  0  1  0  0  0  0  0  0  0  0  0
    9.1087    0.5960    2.9148 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1905   -0.2347    4.0552 P   0  0  0  0  0  5  0  0  0  0  0  0
    8.1649   -1.6956    3.5863 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9225   -0.2537    5.5808 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6001    0.2838    4.1030 O   0  0  0  0  0  0  0  0  0  0  0  0
  -14.1690    0.7707   -1.0583 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0644   -0.7250   -1.2542 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4651   -0.2645    0.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9962   -1.5048   -1.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.8518   -1.8719   -0.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8276   -0.7420   -1.2899 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8194    0.6428   -1.7224 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3954    1.1428    0.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5219    3.3361    0.0487 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.7120    2.5804   -1.0770 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2209    4.5091    1.1304 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2460    4.1138   -0.2611 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2890    3.0870    1.2324 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1497    0.9768    1.3578 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1470   -0.4297    1.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6571   -0.0922   -0.8459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9023    0.0302   -0.5231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4189   -4.1977   -1.4948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8340   -2.4933    0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3298   -0.8689    0.3298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7371   -1.5571   -2.0025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1497   -3.1603   -1.3519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6663    0.2021   -3.0867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3562   -0.4582   -2.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1088    1.5474   -1.3714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6077   -2.2616    0.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1477   -2.4078    0.8081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3726   -2.5789   -0.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1771    0.7107    0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7298    0.6427    1.7565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8425   -0.7935    1.6341 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4039   -0.3809   -0.8399 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8064    1.1726   -0.1632 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6991   -0.5925    3.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0614   -0.6899   -2.5466 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3840    1.0362   -1.1705 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6586   -0.6001   -0.5536 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6049    1.9948    0.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.0350    1.6078    1.0439 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5942   -1.5741    0.5204 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.6403    0.3753   -3.1123 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.5846   -0.8495   -3.8478 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.9511    3.6081   -3.3704 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.4273   -1.3923    0.7807 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2419   -1.3628    2.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4000   -0.8894    1.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1461    0.6617    5.8443 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5996    1.2609    4.1461 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  4  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  3
 20 21  1  0
 20 22  1  0
 22 23  1  0
 22 24  1  0
 24 25  1  0
 24 26  1  0
 24 27  1  0
 27 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  2  0
 33 35  1  0
 33 36  1  0
 36 37  1  0
 37 38  1  0
 38 39  1  0
 39 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  2  0
 43 44  1  0
 44 45  2  0
 45 46  1  0
 45 47  1  0
 47 48  2  0
 48 49  1  0
 49 50  2  0
 40 51  1  0
 51 52  1  0
 51 53  1  0
 53 54  1  0
 54 55  1  0
 55 56  2  0
 55 57  1  0
 55 58  1  0
 53 38  1  0
 50 41  1  0
 50 44  1  0
  1 59  1  0
  1 60  1  0
  1 61  1  0
  2 62  1  0
  2 63  1  0
  3 64  1  0
  3 65  1  0
  4 66  1  0
  7 67  1  0
  7 68  1  0
  8 69  1  0
  8 70  1  0
  8 71  1  0
 12 72  1  0
 12 73  1  0
 13 74  1  0
 13 75  1  0
 16 76  1  0
 17 77  1  0
 17 78  1  0
 18 79  1  0
 18 80  1  0
 21 81  1  0
 22 82  1  6
 23 83  1  0
 25 84  1  0
 25 85  1  0
 25 86  1  0
 26 87  1  0
 26 88  1  0
 26 89  1  0
 27 90  1  0
 27 91  1  0
 31 92  1  0
 35 93  1  0
 37 94  1  0
 37 95  1  0
 38 96  1  1
 40 97  1  1
 42 98  1  0
 46 99  1  0
 46100  1  0
 48101  1  0
 51102  1  6
 52103  1  0
 53104  1  1
 57105  1  0
 58106  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-oxo-Valproate CoA	Generator

Chemical Formula

C₂₉H₄₈N₇O₁₈P₃S

Average Molecular Weight

907.714

Monoisotopic Molecular Weight

907.198937993

IUPAC Name

(2S)-4-({[({[(2S,3R,4S,5S)-5-(6-amino-9H-purin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy}(hydroxy)phosphoryl)oxy](hydroxy)phosphoryl}oxy)-2-hydroxy-3,3-dimethyl-N-[2-({2-[(3-oxo-2-propylpentanoyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanimidic acid

Traditional Name

(2S)-4-[({[(2S,3R,4S,5S)-5-(6-aminopurin-9-yl)-4-hydroxy-3-(phosphonooxy)oxolan-2-yl]methoxy(hydroxy)phosphoryl}oxy(hydroxy)phosphoryl)oxy]-2-hydroxy-3,3-dimethyl-N-[2-({2-[(3-oxo-2-propylpentanoyl)sulfanyl]ethyl}-C-hydroxycarbonimidoyl)ethyl]butanimidic acid

CAS Registry Number

Not Available

SMILES

CCCC(C(=O)CC)C(=O)SCCN=C(O)CCN=C(O)[C@@H](O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@@H]1O[C@@H]([C@@H](O)[C@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12

InChI Identifier

InChI=1S/C29H48N7O18P3S/c1-5-7-16(17(37)6-2)28(42)58-11-10-31-19(38)8-9-32-26(41)23(40)29(3,4)13-51-57(48,49)54-56(46,47)50-12-18-22(53-55(43,44)45)21(39)27(52-18)36-15-35-20-24(30)33-14-34-25(20)36/h14-16,18,21-23,27,39-40H,5-13H2,1-4H3,(H,31,38)(H,32,41)(H,46,47)(H,48,49)(H2,30,33,34)(H2,43,44,45)/t16?,18-,21-,22-,23+,27-/m0/s1

InChI Key

VCAXZLZSBCJOHE-BFIONIOXSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-hydroxyacyl coas. These are organic compounds containing a 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

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
Glycosyl compound
N-glycosyl compound
6-aminopurine
Monosaccharide phosphate
Organic pyrophosphate
Pentose monosaccharide
Imidazopyrimidine
Purine
Aminopyrimidine
Monoalkyl phosphate
Alkyl phosphate
Pyrimidine
Phosphoric acid ester
Imidolactam
Monosaccharide
N-substituted imidazole
Organic phosphoric acid derivative
Tetrahydrofuran
Azole
Imidazole
Heteroaromatic compound
Thiocarboxylic acid ester
Secondary alcohol
Amino acid or derivatives
Carbothioic s-ester
Thiocarboxylic acid or derivatives
Sulfenyl compound
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid derivative
Organic 1,3-dipolar compound
Organoheterocyclic compound
Azacycle
Oxacycle
Organopnictogen compound
Organic oxygen compound
Organic oxide
Amine
Hydrocarbon derivative
Primary amine
Carbonyl group
Alcohol
Organosulfur compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060749)

Organ

Kidney (HMDB: HMDB0060749)
Liver (HMDB: HMDB0060749)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060749)

Cellular substructure

Cytoplasm (HMDB: HMDB0060749)

Source

Endogenous

Endogenous (HMDB: HMDB0060749)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Valproic Acid Metabolism Pathway (PathBank: SMP0000635)

Role

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.94 g/L	ALOGPS
logP	0.44	ALOGPS
logP	-4.2	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.94	ChemAxon
Physiological Charge	-3	ChemAxon
Hydrogen Acceptor Count	20	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	387.68 Å²	ChemAxon
Rotatable Bond Count	25	ChemAxon
Refractivity	201.55 m³·mol⁻¹	ChemAxon
Polarizability	84.17 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]-	267.324	30932474
DeepCCS	[M+Na]+	240.878	30932474
AllCCS	[M+H]+	270.5	32859911
AllCCS	[M+H-H2O]+	271.0	32859911
AllCCS	[M+NH4]+	270.0	32859911
AllCCS	[M+Na]+	269.8	32859911
AllCCS	[M-H]-	265.2	32859911
AllCCS	[M+Na-2H]-	270.1	32859911
AllCCS	[M+HCOO]-	275.4	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.44 minutes	32390414
Predicted by Siyang on May 30, 2022	10.8574 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.26 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1208.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	167.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	106.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	168.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	92.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	412.4 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	430.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	848.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	700.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	389.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	730.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	230.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	233.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	433.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	341.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	339.3 seconds	40023050

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-oxo-Valproic acid CoA 10V, Positive-QTOF	splash10-000i-1790000110-1fa6c0038c586f4f6a4e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-oxo-Valproic acid CoA 20V, Positive-QTOF	splash10-000i-1970200000-f4cf0564e9bc23be810c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-oxo-Valproic acid CoA 40V, Positive-QTOF	splash10-000i-2940000000-dfca9c6ae518f369a846	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-oxo-Valproic acid CoA 10V, Negative-QTOF	splash10-053i-2900021321-f6287d1abbae0f50dfcf	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-oxo-Valproic acid CoA 20V, Negative-QTOF	splash10-001i-3911120010-77e56d0dbe8f0771fa61	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-oxo-Valproic acid CoA 40V, Negative-QTOF	splash10-057i-5900100000-a43dafdf92d560780a73	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-oxo-Valproic acid CoA 10V, Positive-QTOF	splash10-0a4i-0000000259-e2cf62ee21587c6f0360	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-oxo-Valproic acid CoA 20V, Positive-QTOF	splash10-03di-0000000390-ba2778a2291951dee941	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-oxo-Valproic acid CoA 40V, Positive-QTOF	splash10-0udi-0013900000-1ca4abc6d3eeaf8990b5	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-oxo-Valproic acid CoA 10V, Negative-QTOF	splash10-0a4i-0000000479-063840866d35c6a9097e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-oxo-Valproic acid CoA 20V, Negative-QTOF	splash10-066r-5500000691-0ca64b40d777fc58d21c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-oxo-Valproic acid CoA 40V, Negative-QTOF	splash10-01dr-3403405910-14f1b5b01e053d463db7	2021-10-12	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)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Name	SMPDB/PathBank	KEGG
Valproic Acid Metabolism Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

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

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131769940

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

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 3-oxo-Valproic acid CoA (HMDB0060749)

MOL for HMDB0060749 (3-oxo-Valproic acid CoA)

3D MOL for HMDB0060749 (3-oxo-Valproic acid CoA)

3D SDF for HMDB0060749 (3-oxo-Valproic acid CoA)

3D-SDF for HMDB0060749 (3-oxo-Valproic acid CoA)

PDB for HMDB0060749 (3-oxo-Valproic acid CoA)

3D PDB for HMDB0060749 (3-oxo-Valproic acid CoA)

SMILES for HMDB0060749 (3-oxo-Valproic acid CoA)

INCHI for HMDB0060749 (3-oxo-Valproic acid CoA)

Structure for HMDB0060749 (3-oxo-Valproic acid CoA)

3D Structure for HMDB0060749 (3-oxo-Valproic acid CoA)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

MS/MS Spectra

NMR Spectra