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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (9) Show 9 proteins XML

enzymes (9) Show 9 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-08-13 07:49:22 UTC

Update Date

2022-03-07 02:49:20 UTC

HMDB ID

HMDB0003941

Secondary Accession Numbers

HMDB03941

Metabolite Identification

Common Name

3-Oxooctanoyl-CoA

Description

3-Oxooctanoyl-CoA is the substrate of the acetyl-CoA C-acyltransferase/oxoacyl-CoA thiolase A (EC 2.3.1.16, SCP2/3-oxoacyl-CoA thiolase) present in peroxisomes from normal liver. Peroxisomes beta -oxidize a wide variety of substrates including straight chain fatty acids, 2-methyl-branched fatty acids, and the side chain of the bile acid intermediates di- and trihydroxycoprostanic acids. Peroxisomes contain several beta -oxidation pathways with different substrate specificities; or example, straight chain acyl-CoAs are desaturated by palmitoyl-CoA oxidase, and their enoyl-CoAs are then converted to 3-oxoacyl-CoAs by MFP-1, which forms (hydration) and dehydrogenates L-3(3S)-hydroxyacyl-CoAs; for example, straight chain acyl-CoAs are desaturated by palmitoyl-CoA oxidase (23), and their enoyl-CoAs are then converted to 3-oxoacyl-CoAs by 3-hydroxyacyl-CoA dehydrogenase (EC 1.1.1.35), which forms (hydration) and dehydrogenates L-3(3S)-hydroxyacyl-CoAs and their enoyl-CoAs are then converted to the corresponding 3-oxoacyl-CoAs by long-chain-enoyl-CoA hydratase(EC 4.2.1.74), which forms and dehydrogenates D-3(3R)-hydroxyacyl-CoAs. (PMID: 9325339 ).

Structure

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


  Mrv0541 02231219492D          

 58 60  0  0  1  0            999 V2000
   30.9950  -11.8817    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.7178  -11.5504    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.2922  -12.5731    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.7135  -12.4263    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.2010  -14.0289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1647  -12.1625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1072  -13.6127    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.6238  -13.0569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2709  -10.9382    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1056  -10.9972    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9604  -12.0894    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.3299  -12.1035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4667  -12.7631    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.7759  -13.2415    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.8084  -11.9049    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.7260  -13.7737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0504  -11.6731    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3766  -13.1794    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   25.2246  -11.6487    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.0674  -11.3548    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   33.2543  -12.8923    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   31.8330  -13.0392    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1597  -15.0667    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1597  -16.3945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6645  -14.9055    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.9500  -16.1431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.6645  -17.3806    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   26.0626  -12.8062    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   28.9053  -12.5123    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.4182  -12.9475    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   16.9322  -13.6141    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   18.2024  -13.2039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.4159  -14.2825    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   18.8707  -12.7201    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3790  -15.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6411  -15.7306    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3790  -16.1431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.8880  -12.6162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6645  -16.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.6411  -12.9531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.1349  -12.2794    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.2249  -11.8631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5511  -13.3694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9500  -15.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3094  -12.4694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.7308  -12.3224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.4839  -12.6593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.1522  -12.1755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   29.5736  -12.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   34.5909  -11.9248    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   35.2592  -11.4410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.8378  -11.5878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.0123  -11.7778    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   30.3267  -12.3655    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   33.1695  -12.0716    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   32.4164  -11.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6806  -11.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7481  -12.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 54  1  0  0  0  0
  1 58  1  0  0  0  0
  2  6  1  0  0  0  0
  2  9  1  0  0  0  0
  2 10  1  0  0  0  0
  2 12  2  0  0  0  0
  3  8  1  0  0  0  0
  3 11  1  0  0  0  0
  3 14  1  0  0  0  0
  3 15  2  0  0  0  0
  4 11  1  0  0  0  0
  4 13  1  0  0  0  0
  4 17  1  0  0  0  0
  4 18  2  0  0  0  0
  5 32  1  0  0  0  0
  5 33  1  0  0  0  0
 30  6  1  6  0  0  0
 31  7  1  6  0  0  0
  8 34  1  0  0  0  0
 13 41  1  0  0  0  0
 16 40  1  0  0  0  0
 19 45  2  0  0  0  0
 20 48  2  0  0  0  0
 21 55  2  0  0  0  0
 22 58  2  0  0  0  0
 33 23  1  1  0  0  0
 23 35  1  0  0  0  0
 23 36  1  0  0  0  0
 24 36  2  0  0  0  0
 24 37  1  0  0  0  0
 25 35  2  0  0  0  0
 25 44  1  0  0  0  0
 26 39  1  0  0  0  0
 26 44  2  0  0  0  0
 27 39  1  0  0  0  0
 28 45  1  0  0  0  0
 28 46  1  0  0  0  0
 29 48  1  0  0  0  0
 29 49  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 31 33  1  0  0  0  0
 32 34  1  1  0  0  0
 35 37  1  0  0  0  0
 37 39  2  0  0  0  0
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
 38 42  1  0  0  0  0
 38 43  1  0  0  0  0
 40 45  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 49 54  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
 51 53  1  0  0  0  0
 52 55  1  0  0  0  0
 53 57  1  0  0  0  0
 55 56  1  0  0  0  0
 56 58  1  0  0  0  0
M  END

HMDB0003941
     RDKit          3D
3-Oxooctanoyl-CoA
106108  0  0  0  0  0  0  0  0999 V2000
    8.7083    3.2378   -1.5856 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8189    2.0748   -1.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5408    0.7915   -1.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7028   -0.4004   -1.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4010   -0.4530   -1.8371 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6236   -1.6638   -1.4481 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4983   -1.8765   -1.8609 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2793   -2.6432   -0.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3782   -3.7916   -0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2478   -3.8061   -0.7803 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7578   -5.1837    0.7780 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.2165   -5.0616    1.7568 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1597   -4.3337    3.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6255   -3.0269    3.0030 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2612   -2.7429    2.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4333   -3.6689    2.6970 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7717   -1.3232    2.7439 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2745   -1.2766    2.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7395    0.0793    2.6824 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9814    0.8636    1.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6787    0.3128    0.6127 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5268    2.2324    1.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9959    2.6531    0.0423 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0495    2.3781    1.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7671    3.8633    1.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5123    2.2178    2.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395    1.4904    0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4375    1.6011   -0.8180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5922    0.5120   -1.6544 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.6404    0.9621   -3.0907 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0440   -1.0423   -1.5141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1146    0.6207   -0.9105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2016    1.5594   -1.7582 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.8517    1.5920   -3.2248 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3396    3.1188   -1.1176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7301    0.8026   -1.6282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6054   -0.4499   -2.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9017   -1.2276   -2.1292 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2911   -1.3770   -0.7958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6500   -1.6841   -0.8315 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.3391   -1.3383    0.4018 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7480   -2.1657    1.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3562   -1.4518    2.3637 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3455   -0.1619    2.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8116    0.9818    2.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4712    0.9766    3.8954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6252    2.1499    2.0067 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0070    2.2309    0.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5590    1.1027    0.2321 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7014   -0.0985    0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2300   -0.9703   -2.0111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.8405   -1.8594   -2.9084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0129   -0.3539   -2.6721 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1175   -0.4366   -4.0491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9146    1.1103   -4.6972 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.8593    1.3689   -5.8566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3032    1.3111   -5.2324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2057    2.3094   -3.5431 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6413    3.2223   -1.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1974    4.2076   -1.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8498    3.1590   -2.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6577    2.1800   -0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8431    2.1306   -1.6756 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7952    0.7761   -2.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5131    0.7570   -0.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3188   -1.3029   -1.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5571   -0.3620   -0.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6116   -0.5506   -2.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7733    0.4604   -1.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5586   -2.1168    0.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2494   -3.0066   -0.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1011   -4.6567    1.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6325   -6.1084    1.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1804   -4.3365    3.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5127   -4.9550    3.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2890   -2.1990    3.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2442   -0.7972    1.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1300   -0.7906    3.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9104   -1.9136    1.9128 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9352   -1.8080    3.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1990    0.3790    3.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    2.9288    2.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8425    1.8959   -0.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8720    4.0423   -0.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5650    4.4320    1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2364    4.0733    1.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    2.5059    3.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1172    1.1930    2.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3504    2.9587    2.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4440    0.4129    0.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8509    1.6281    0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6568   -1.7114   -1.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0295    3.1089   -0.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2508   -0.4039   -3.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7925   -0.9673   -1.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8341   -2.1863   -2.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7513   -2.7827   -1.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6021   -3.2497    1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1918    0.2776    4.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
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  6  7  2  0
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 52103  1  0
 53104  1  6
 57105  1  0
 58106  1  0
M  END


  Mrv0541 02231219492D          

 58 60  0  0  1  0            999 V2000
   30.9950  -11.8817    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   17.7178  -11.5504    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   20.2922  -12.5731    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   21.7135  -12.4263    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   18.2010  -14.0289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1647  -12.1625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   18.2024  -13.2039    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
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   15.6645  -16.5556    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   24.2249  -11.8631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   14.9500  -15.3181    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3094  -12.4694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   27.4839  -12.6593    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   29.5736  -12.0286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   32.4164  -11.7348    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   36.6806  -11.2940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   31.7481  -12.2186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 54  1  0  0  0  0
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  3  8  1  0  0  0  0
  3 11  1  0  0  0  0
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  4 13  1  0  0  0  0
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 30  6  1  6  0  0  0
 31  7  1  6  0  0  0
  8 34  1  0  0  0  0
 13 41  1  0  0  0  0
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 33 23  1  1  0  0  0
 23 35  1  0  0  0  0
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 28 45  1  0  0  0  0
 28 46  1  0  0  0  0
 29 48  1  0  0  0  0
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 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 31 33  1  0  0  0  0
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 35 37  1  0  0  0  0
 37 39  2  0  0  0  0
 38 40  1  0  0  0  0
 38 41  1  0  0  0  0
 38 42  1  0  0  0  0
 38 43  1  0  0  0  0
 40 45  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 49 54  1  0  0  0  0
 50 51  1  0  0  0  0
 50 52  1  0  0  0  0
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 53 57  1  0  0  0  0
 55 56  1  0  0  0  0
 56 58  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003941

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12

> <INCHI_IDENTIFIER>
InChI=1S/C29H48N7O18P3S/c1-4-5-6-7-17(37)12-20(39)58-11-10-31-19(38)8-9-32-27(42)24(41)29(2,3)14-51-57(48,49)54-56(46,47)50-13-18-23(53-55(43,44)45)22(40)28(52-18)36-16-35-21-25(30)33-15-34-26(21)36/h15-16,18,22-24,28,40-41H,4-14H2,1-3H3,(H,31,38)(H,32,42)(H,46,47)(H,48,49)(H2,30,33,34)(H2,43,44,45)/t18-,22-,23-,24?,28-/m1/s1

> <INCHI_KEY>
WPIVBCGRGVNDDT-FFJUWABQSA-N

> <FORMULA>
C29H48N7O18P3S

> <MOLECULAR_WEIGHT>
907.714

> <EXACT_MASS>
907.198937993

> <JCHEM_ACCEPTOR_COUNT>
18

> <JCHEM_AVERAGE_POLARIZABILITY>
81.87611910709667

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.23

> <JCHEM_LOGP>
-4.719115062367991

> <ALOGPS_LOGS>
-2.47

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8334045157335401

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8252479623287816

> <JCHEM_PKA_STRONGEST_BASIC>
4.946041888100121

> <JCHEM_POLAR_SURFACE_AREA>
380.6999999999999

> <JCHEM_REFRACTIVITY>
200.53310000000008

> <JCHEM_ROTATABLE_BOND_COUNT>
26

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.07e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003941
     RDKit          3D
3-Oxooctanoyl-CoA
106108  0  0  0  0  0  0  0  0999 V2000
    8.7083    3.2378   -1.5856 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8189    2.0748   -1.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5408    0.7915   -1.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7028   -0.4004   -1.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4010   -0.4530   -1.8371 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6236   -1.6638   -1.4481 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4983   -1.8765   -1.8609 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2793   -2.6432   -0.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3782   -3.7916   -0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2478   -3.8061   -0.7803 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7578   -5.1837    0.7780 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.2165   -5.0616    1.7568 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1597   -4.3337    3.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6255   -3.0269    3.0030 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2612   -2.7429    2.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4333   -3.6689    2.6970 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7717   -1.3232    2.7439 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2745   -1.2766    2.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7395    0.0793    2.6824 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9814    0.8636    1.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6787    0.3128    0.6127 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5268    2.2324    1.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9959    2.6531    0.0423 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0495    2.3781    1.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7671    3.8633    1.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5123    2.2178    2.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395    1.4904    0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4375    1.6011   -0.8180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5922    0.5120   -1.6544 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.6404    0.9621   -3.0907 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0440   -1.0423   -1.5141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1146    0.6207   -0.9105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2016    1.5594   -1.7582 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.8517    1.5920   -3.2248 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3396    3.1188   -1.1176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7301    0.8026   -1.6282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6054   -0.4499   -2.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9017   -1.2276   -2.1292 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2911   -1.3770   -0.7958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6500   -1.6841   -0.8315 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.3391   -1.3383    0.4018 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7480   -2.1657    1.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3562   -1.4518    2.3637 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3455   -0.1619    2.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8116    0.9818    2.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4712    0.9766    3.8954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6252    2.1499    2.0067 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0070    2.2309    0.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5590    1.1027    0.2321 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7014   -0.0985    0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2300   -0.9703   -2.0111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.8405   -1.8594   -2.9084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0129   -0.3539   -2.6721 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1175   -0.4366   -4.0491 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.3032    1.3111   -5.2324 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.1717    2.2602   -5.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3422    2.6536   -3.1517 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      57.857 -22.179   0.000  0.00  0.00           S+0
HETATM    2  P   UNK     0      33.073 -21.561   0.000  0.00  0.00           P+0
HETATM    3  P   UNK     0      37.879 -23.470   0.000  0.00  0.00           P+0
HETATM    4  P   UNK     0      40.532 -23.196   0.000  0.00  0.00           P+0
HETATM    5  O   UNK     0      33.975 -26.187   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      32.041 -22.703   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      30.067 -25.410   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      36.631 -24.373   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      34.106 -20.418   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      31.930 -20.528   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      39.126 -22.567   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      34.216 -22.593   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      41.938 -23.824   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      38.782 -24.717   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      36.976 -22.222   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      46.155 -25.711   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      41.161 -21.790   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      39.903 -24.602   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      47.086 -21.744   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      52.392 -21.196   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      62.075 -24.066   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      59.422 -24.340   0.000  0.00  0.00           O+0
HETATM   23  N   UNK     0      32.031 -28.125   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      32.031 -30.603   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      29.240 -27.824   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0      27.907 -30.134   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      29.240 -32.444   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0      48.650 -23.905   0.000  0.00  0.00           N+0
HETATM   29  N   UNK     0      53.957 -23.356   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0      32.514 -24.169   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      31.607 -25.413   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      33.978 -24.647   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      32.510 -26.661   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      35.225 -23.744   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      30.574 -28.594   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      32.930 -29.364   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      30.574 -30.134   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      44.591 -23.550   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      29.240 -30.904   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      45.997 -24.179   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      43.185 -22.922   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      45.220 -22.144   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      43.962 -24.956   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      27.907 -28.594   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      47.244 -23.276   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      49.897 -23.002   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      51.303 -23.631   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      52.551 -22.728   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      55.204 -22.453   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      64.570 -22.260   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      65.817 -21.357   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      63.164 -21.631   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      67.223 -21.985   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      56.610 -23.082   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      61.916 -22.534   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      60.511 -21.905   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      68.470 -21.082   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      59.263 -22.808   0.000  0.00  0.00           C+0
CONECT    1   54   58                                                       
CONECT    2    6    9   10   12                                             
CONECT    3    8   11   14   15                                             
CONECT    4   11   13   17   18                                             
CONECT    5   32   33                                                       
CONECT    6    2   30                                                       
CONECT    7   31                                                            
CONECT    8    3   34                                                       
CONECT    9    2                                                            
CONECT   10    2                                                            
CONECT   11    3    4                                                       
CONECT   12    2                                                            
CONECT   13    4   41                                                       
CONECT   14    3                                                            
CONECT   15    3                                                            
CONECT   16   40                                                            
CONECT   17    4                                                            
CONECT   18    4                                                            
CONECT   19   45                                                            
CONECT   20   48                                                            
CONECT   21   55                                                            
CONECT   22   58                                                            
CONECT   23   33   35   36                                                  
CONECT   24   36   37                                                       
CONECT   25   35   44                                                       
CONECT   26   39   44                                                       
CONECT   27   39                                                            
CONECT   28   45   46                                                       
CONECT   29   48   49                                                       
CONECT   30    6   31   32                                                  
CONECT   31    7   30   33                                                  
CONECT   32    5   30   34                                                  
CONECT   33    5   23   31                                                  
CONECT   34    8   32                                                       
CONECT   35   23   25   37                                                  
CONECT   36   23   24                                                       
CONECT   37   24   35   39                                                  
CONECT   38   40   41   42   43                                             
CONECT   39   26   27   37                                                  
CONECT   40   16   38   45                                                  
CONECT   41   13   38                                                       
CONECT   42   38                                                            
CONECT   43   38                                                            
CONECT   44   25   26                                                       
CONECT   45   19   28   40                                                  
CONECT   46   28   47                                                       
CONECT   47   46   48                                                       
CONECT   48   20   29   47                                                  
CONECT   49   29   54                                                       
CONECT   50   51   52                                                       
CONECT   51   50   53                                                       
CONECT   52   50   55                                                       
CONECT   53   51   57                                                       
CONECT   54    1   49                                                       
CONECT   55   21   52   56                                                  
CONECT   56   55   58                                                       
CONECT   57   53                                                            
CONECT   58    1   22   56                                                  
MASTER        0    0    0    0    0    0    0    0   58    0  120    0
END

COMPND    HMDB0003941
HETATM    1  C1  UNL     1       8.708   3.238  -1.586  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.819   2.075  -1.188  1.00  0.00           C  
HETATM    3  C3  UNL     1       8.541   0.791  -1.498  1.00  0.00           C  
HETATM    4  C4  UNL     1       7.703  -0.400  -1.120  1.00  0.00           C  
HETATM    5  C5  UNL     1       6.401  -0.453  -1.837  1.00  0.00           C  
HETATM    6  C6  UNL     1       5.624  -1.664  -1.448  1.00  0.00           C  
HETATM    7  O1  UNL     1       4.498  -1.876  -1.861  1.00  0.00           O  
HETATM    8  C7  UNL     1       6.279  -2.643  -0.511  1.00  0.00           C  
HETATM    9  C8  UNL     1       5.378  -3.792  -0.247  1.00  0.00           C  
HETATM   10  O2  UNL     1       4.248  -3.806  -0.780  1.00  0.00           O  
HETATM   11  S1  UNL     1       5.758  -5.184   0.778  1.00  0.00           S  
HETATM   12  C9  UNL     1       7.217  -5.062   1.757  1.00  0.00           C  
HETATM   13  C10 UNL     1       7.160  -4.334   3.044  1.00  0.00           C  
HETATM   14  N1  UNL     1       6.626  -3.027   3.003  1.00  0.00           N  
HETATM   15  C11 UNL     1       5.261  -2.743   2.812  1.00  0.00           C  
HETATM   16  O3  UNL     1       4.433  -3.669   2.697  1.00  0.00           O  
HETATM   17  C12 UNL     1       4.772  -1.323   2.744  1.00  0.00           C  
HETATM   18  C13 UNL     1       3.274  -1.277   2.766  1.00  0.00           C  
HETATM   19  N2  UNL     1       2.739   0.079   2.682  1.00  0.00           N  
HETATM   20  C14 UNL     1       2.981   0.864   1.546  1.00  0.00           C  
HETATM   21  O4  UNL     1       3.679   0.313   0.613  1.00  0.00           O  
HETATM   22  C15 UNL     1       2.527   2.232   1.318  1.00  0.00           C  
HETATM   23  O5  UNL     1       2.996   2.653   0.042  1.00  0.00           O  
HETATM   24  C16 UNL     1       1.049   2.378   1.405  1.00  0.00           C  
HETATM   25  C17 UNL     1       0.767   3.863   1.092  1.00  0.00           C  
HETATM   26  C18 UNL     1       0.512   2.218   2.832  1.00  0.00           C  
HETATM   27  C19 UNL     1       0.239   1.490   0.539  1.00  0.00           C  
HETATM   28  O6  UNL     1       0.437   1.601  -0.818  1.00  0.00           O  
HETATM   29  P1  UNL     1      -0.592   0.512  -1.654  1.00  0.00           P  
HETATM   30  O7  UNL     1      -0.640   0.962  -3.091  1.00  0.00           O  
HETATM   31  O8  UNL     1       0.044  -1.042  -1.514  1.00  0.00           O  
HETATM   32  O9  UNL     1      -2.115   0.621  -0.911  1.00  0.00           O  
HETATM   33  P2  UNL     1      -3.202   1.559  -1.758  1.00  0.00           P  
HETATM   34  O10 UNL     1      -2.852   1.592  -3.225  1.00  0.00           O  
HETATM   35  O11 UNL     1      -3.340   3.119  -1.118  1.00  0.00           O  
HETATM   36  O12 UNL     1      -4.730   0.803  -1.628  1.00  0.00           O  
HETATM   37  C20 UNL     1      -4.605  -0.450  -2.187  1.00  0.00           C  
HETATM   38  C21 UNL     1      -5.902  -1.228  -2.129  1.00  0.00           C  
HETATM   39  O13 UNL     1      -6.291  -1.377  -0.796  1.00  0.00           O  
HETATM   40  C22 UNL     1      -7.650  -1.684  -0.832  1.00  0.00           C  
HETATM   41  N3  UNL     1      -8.339  -1.338   0.402  1.00  0.00           N  
HETATM   42  C23 UNL     1      -8.748  -2.166   1.379  1.00  0.00           C  
HETATM   43  N4  UNL     1      -9.356  -1.452   2.364  1.00  0.00           N  
HETATM   44  C24 UNL     1      -9.345  -0.162   2.032  1.00  0.00           C  
HETATM   45  C25 UNL     1      -9.812   0.982   2.643  1.00  0.00           C  
HETATM   46  N5  UNL     1     -10.471   0.977   3.895  1.00  0.00           N  
HETATM   47  N6  UNL     1      -9.625   2.150   2.007  1.00  0.00           N  
HETATM   48  C26 UNL     1      -9.007   2.231   0.812  1.00  0.00           C  
HETATM   49  N7  UNL     1      -8.559   1.103   0.232  1.00  0.00           N  
HETATM   50  C27 UNL     1      -8.701  -0.098   0.792  1.00  0.00           C  
HETATM   51  C28 UNL     1      -8.230  -0.970  -2.011  1.00  0.00           C  
HETATM   52  O14 UNL     1      -8.841  -1.859  -2.908  1.00  0.00           O  
HETATM   53  C29 UNL     1      -7.013  -0.354  -2.672  1.00  0.00           C  
HETATM   54  O15 UNL     1      -7.118  -0.437  -4.049  1.00  0.00           O  
HETATM   55  P3  UNL     1      -6.915   1.110  -4.697  1.00  0.00           P  
HETATM   56  O16 UNL     1      -7.859   1.369  -5.857  1.00  0.00           O  
HETATM   57  O17 UNL     1      -5.303   1.311  -5.232  1.00  0.00           O  
HETATM   58  O18 UNL     1      -7.206   2.309  -3.543  1.00  0.00           O  
HETATM   59  H1  UNL     1       9.641   3.222  -1.006  1.00  0.00           H  
HETATM   60  H2  UNL     1       8.197   4.208  -1.381  1.00  0.00           H  
HETATM   61  H3  UNL     1       8.850   3.159  -2.682  1.00  0.00           H  
HETATM   62  H4  UNL     1       7.658   2.180  -0.088  1.00  0.00           H  
HETATM   63  H5  UNL     1       6.843   2.131  -1.676  1.00  0.00           H  
HETATM   64  H6  UNL     1       8.795   0.776  -2.598  1.00  0.00           H  
HETATM   65  H7  UNL     1       9.513   0.757  -0.938  1.00  0.00           H  
HETATM   66  H8  UNL     1       8.319  -1.303  -1.355  1.00  0.00           H  
HETATM   67  H9  UNL     1       7.557  -0.362  -0.010  1.00  0.00           H  
HETATM   68  H10 UNL     1       6.612  -0.551  -2.939  1.00  0.00           H  
HETATM   69  H11 UNL     1       5.773   0.460  -1.696  1.00  0.00           H  
HETATM   70  H12 UNL     1       6.559  -2.117   0.402  1.00  0.00           H  
HETATM   71  H13 UNL     1       7.249  -3.007  -0.972  1.00  0.00           H  
HETATM   72  H14 UNL     1       8.101  -4.657   1.133  1.00  0.00           H  
HETATM   73  H15 UNL     1       7.633  -6.108   1.994  1.00  0.00           H  
HETATM   74  H16 UNL     1       8.180  -4.336   3.558  1.00  0.00           H  
HETATM   75  H17 UNL     1       6.513  -4.955   3.764  1.00  0.00           H  
HETATM   76  H18 UNL     1       7.289  -2.199   3.124  1.00  0.00           H  
HETATM   77  H19 UNL     1       5.244  -0.797   1.899  1.00  0.00           H  
HETATM   78  H20 UNL     1       5.130  -0.791   3.666  1.00  0.00           H  
HETATM   79  H21 UNL     1       2.910  -1.914   1.913  1.00  0.00           H  
HETATM   80  H22 UNL     1       2.935  -1.808   3.673  1.00  0.00           H  
HETATM   81  H23 UNL     1       2.199   0.379   3.522  1.00  0.00           H  
HETATM   82  H24 UNL     1       2.968   2.929   2.091  1.00  0.00           H  
HETATM   83  H25 UNL     1       2.842   1.896  -0.584  1.00  0.00           H  
HETATM   84  H26 UNL     1       0.872   4.042  -0.015  1.00  0.00           H  
HETATM   85  H27 UNL     1       1.565   4.432   1.587  1.00  0.00           H  
HETATM   86  H28 UNL     1      -0.236   4.073   1.464  1.00  0.00           H  
HETATM   87  H29 UNL     1       1.296   2.506   3.555  1.00  0.00           H  
HETATM   88  H30 UNL     1       0.117   1.193   2.937  1.00  0.00           H  
HETATM   89  H31 UNL     1      -0.350   2.959   2.959  1.00  0.00           H  
HETATM   90  H32 UNL     1       0.444   0.413   0.804  1.00  0.00           H  
HETATM   91  H33 UNL     1      -0.851   1.628   0.742  1.00  0.00           H  
HETATM   92  H34 UNL     1      -0.657  -1.711  -1.308  1.00  0.00           H  
HETATM   93  H35 UNL     1      -4.030   3.109  -0.393  1.00  0.00           H  
HETATM   94  H36 UNL     1      -4.251  -0.404  -3.248  1.00  0.00           H  
HETATM   95  H37 UNL     1      -3.793  -0.967  -1.625  1.00  0.00           H  
HETATM   96  H38 UNL     1      -5.834  -2.186  -2.657  1.00  0.00           H  
HETATM   97  H39 UNL     1      -7.751  -2.783  -1.027  1.00  0.00           H  
HETATM   98  H40 UNL     1      -8.602  -3.250   1.363  1.00  0.00           H  
HETATM   99  H41 UNL     1     -10.192   0.278   4.612  1.00  0.00           H  
HETATM  100  H42 UNL     1     -11.231   1.644   4.144  1.00  0.00           H  
HETATM  101  H43 UNL     1      -8.887   3.201   0.354  1.00  0.00           H  
HETATM  102  H44 UNL     1      -8.983  -0.212  -1.736  1.00  0.00           H  
HETATM  103  H45 UNL     1      -9.120  -1.383  -3.730  1.00  0.00           H  
HETATM  104  H46 UNL     1      -6.829   0.677  -2.377  1.00  0.00           H  
HETATM  105  H47 UNL     1      -5.172   2.260  -5.472  1.00  0.00           H  
HETATM  106  H48 UNL     1      -6.342   2.654  -3.152  1.00  0.00           H  
CONECT    1    2   59   60   61
CONECT    2    3   62   63
CONECT    3    4   64   65
CONECT    4    5   66   67
CONECT    5    6   68   69
CONECT    6    7    7    8
CONECT    8    9   70   71
CONECT    9   10   10   11
CONECT   11   12
CONECT   12   13   72   73
CONECT   13   14   74   75
CONECT   14   15   76
CONECT   15   16   16   17
CONECT   17   18   77   78
CONECT   18   19   79   80
CONECT   19   20   81
CONECT   20   21   21   22
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

HMDB0003941
     RDKit          3D
3-Oxooctanoyl-CoA
106108  0  0  0  0  0  0  0  0999 V2000
    8.7083    3.2378   -1.5856 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8189    2.0748   -1.1881 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5408    0.7915   -1.4984 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7028   -0.4004   -1.1196 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4010   -0.4530   -1.8371 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6236   -1.6638   -1.4481 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4983   -1.8765   -1.8609 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2793   -2.6432   -0.5107 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3782   -3.7916   -0.2468 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2478   -3.8061   -0.7803 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7578   -5.1837    0.7780 S   0  0  0  0  0  0  0  0  0  0  0  0
    7.2165   -5.0616    1.7568 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1597   -4.3337    3.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6255   -3.0269    3.0030 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.2612   -2.7429    2.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4333   -3.6689    2.6970 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7717   -1.3232    2.7439 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2745   -1.2766    2.7656 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7395    0.0793    2.6824 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9814    0.8636    1.5460 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6787    0.3128    0.6127 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5268    2.2324    1.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9959    2.6531    0.0423 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0495    2.3781    1.4054 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7671    3.8633    1.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5123    2.2178    2.8318 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2395    1.4904    0.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4375    1.6011   -0.8180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5922    0.5120   -1.6544 P   0  0  0  0  0  5  0  0  0  0  0  0
   -0.6404    0.9621   -3.0907 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0440   -1.0423   -1.5141 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1146    0.6207   -0.9105 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2016    1.5594   -1.7582 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.8517    1.5920   -3.2248 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3396    3.1188   -1.1176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7301    0.8026   -1.6282 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6054   -0.4499   -2.1869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9017   -1.2276   -2.1292 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.2911   -1.3770   -0.7958 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6500   -1.6841   -0.8315 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.3391   -1.3383    0.4018 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7480   -2.1657    1.3790 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3562   -1.4518    2.3637 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3455   -0.1619    2.0324 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8116    0.9818    2.6427 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4712    0.9766    3.8954 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6252    2.1499    2.0067 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0070    2.2309    0.8119 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5590    1.1027    0.2321 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7014   -0.0985    0.7919 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2300   -0.9703   -2.0111 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.8405   -1.8594   -2.9084 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0129   -0.3539   -2.6721 C   0  0  2  0  0  0  0  0  0  0  0  0
   -7.1175   -0.4366   -4.0491 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9146    1.1103   -4.6972 P   0  0  0  0  0  5  0  0  0  0  0  0
   -7.8593    1.3689   -5.8566 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3032    1.3111   -5.2324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2057    2.3094   -3.5431 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6413    3.2223   -1.0062 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1974    4.2076   -1.3815 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8498    3.1590   -2.6820 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6577    2.1800   -0.0879 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8431    2.1306   -1.6756 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7952    0.7761   -2.5976 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.5131    0.7570   -0.9379 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3188   -1.3029   -1.3553 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5571   -0.3620   -0.0097 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6116   -0.5506   -2.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7733    0.4604   -1.6963 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5586   -2.1168    0.4022 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2494   -3.0066   -0.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1011   -4.6567    1.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6325   -6.1084    1.9943 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1804   -4.3365    3.5581 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5127   -4.9550    3.7640 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2890   -2.1990    3.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2442   -0.7972    1.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1300   -0.7906    3.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9104   -1.9136    1.9128 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9352   -1.8080    3.6728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1990    0.3790    3.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9684    2.9288    2.0908 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8425    1.8959   -0.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8720    4.0423   -0.0149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5650    4.4320    1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2364    4.0733    1.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2964    2.5059    3.5547 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1172    1.1930    2.9374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3504    2.9587    2.9594 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4440    0.4129    0.8040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8509    1.6281    0.7419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6568   -1.7114   -1.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0295    3.1089   -0.3934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2508   -0.4039   -3.2477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7925   -0.9673   -1.6248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8341   -2.1863   -2.6574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7513   -2.7827   -1.0271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6021   -3.2497    1.3631 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1918    0.2776    4.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2311    1.6439    4.1436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8874    3.2008    0.3539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9833   -0.2121   -1.7361 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1197   -1.3834   -3.7298 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8293    0.6774   -2.3771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1717    2.2602   -5.4716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3422    2.6536   -3.1517 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  1  0
  6  7  2  0
  6  8  1  0
  8  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  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  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
  4 67  1  0
  5 68  1  0
  5 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
 14 76  1  0
 17 77  1  0
 17 78  1  0
 18 79  1  0
 18 80  1  0
 19 81  1  0
 22 82  1  0
 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  6
 40 97  1  6
 42 98  1  0
 46 99  1  0
 46100  1  0
 48101  1  0
 51102  1  1
 52103  1  0
 53104  1  6
 57105  1  0
 58106  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
3-Ketooctanoyl-CoA	HMDB
3-Ketooctanoyl-coenzyme A	HMDB
3-Oxooctanoyl coenzyme A	HMDB
3-Oxooctanoyl-coenzyme A	HMDB
S-(3-Oxooctanoate	HMDB
S-(3-Oxooctanoate) CoA	HMDB
S-(3-Oxooctanoate) coenzyme A	HMDB
S-(3-Oxooctanoic acid	HMDB

Chemical Formula

C₂₉H₄₈N₇O₁₈P₃S

Average Molecular Weight

907.714

Monoisotopic Molecular Weight

907.198937993

IUPAC Name

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

Traditional Name

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

CAS Registry Number

54684-64-9

SMILES

CCCCCC(=O)CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12

InChI Identifier

InChI=1S/C29H48N7O18P3S/c1-4-5-6-7-17(37)12-20(39)58-11-10-31-19(38)8-9-32-27(42)24(41)29(2,3)14-51-57(48,49)54-56(46,47)50-13-18-23(53-55(43,44)45)22(40)28(52-18)36-16-35-21-25(30)33-15-34-26(21)36/h15-16,18,22-24,28,40-41H,4-14H2,1-3H3,(H,31,38)(H,32,42)(H,46,47)(H,48,49)(H2,30,33,34)(H2,43,44,45)/t18-,22-,23-,24?,28-/m1/s1

InChI Key

WPIVBCGRGVNDDT-FFJUWABQSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-oxo-acyl coas. These are organic compounds containing a 3-oxo 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-oxo-acyl 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
1,3-dicarbonyl compound
Imidolactam
Monosaccharide
N-acyl-amine
N-substituted imidazole
Organic phosphoric acid derivative
Pyrimidine
Alkyl phosphate
Fatty amide
Phosphoric acid ester
Tetrahydrofuran
Imidazole
Azole
Heteroaromatic compound
Carbothioic s-ester
Secondary alcohol
Ketone
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
Amine
Alcohol
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Fatty acyl CoAs (C05267 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0003941)
Cell membrane (HMDB: HMDB0003941)

Biofluid or Excreta

Urine (HMDB: HMDB0003941)

Cellular substructure

Extracellular (HMDB: HMDB0003941)
Membrane (HMDB: HMDB0003941)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0003941)

Source

Endogenous

Endogenous (HMDB: HMDB0003941)

Animal

Animal (HMDB: HMDB0003941)

Exogenous

Food

Food (HMDB: HMDB0003941)

Animal origin

Poultry

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Fatty Acid Elongation in Mitochondria (HMDB: HMDB0003941)
Fatty Acid Metabolism (HMDB: HMDB0003941)
Mitochondrial Beta-Oxidation of Short Chain Saturated Fatty Acids (HMDB: HMDB0003941)
Mitochondrial Beta-Oxidation of Medium Chain Saturated Fatty Acids (HMDB: HMDB0003941)
Fatty Acid Oxidation (Octanoate) (PathBank: SMP0001038)
Fatty Acid Metabolism (PathBank: SMP0002361)
Fatty Acid Elongation In Mitochondria (PathBank: SMP0002368)
Fatty Acid Elongation In Mitochondria (PathBank: SMP0063612)
Fatty Acid Elongation (PathBank: SMP0121069)

Ethylmalonic encephalopathy (HMDB: HMDB0003941)

Disease pathway

Chemical reaction

Lipid peroxidation (HMDB: HMDB0003941)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0003941)

Cellular process

Cell signaling (HMDB: HMDB0003941)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0003941)

Nutrient

Nutrient (HMDB: HMDB0003941)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0003941)

Emulsifier (HMDB: HMDB0003941)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	-2.164	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.07 g/L	ALOGPS
logP	0.23	ALOGPS
logP	-4.7	ChemAxon
logS	-2.5	ALOGPS
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	4.95	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	18	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	380.7 Å²	ChemAxon
Rotatable Bond Count	26	ChemAxon
Refractivity	200.53 m³·mol⁻¹	ChemAxon
Polarizability	81.88 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]-	260.741	30932474
DeepCCS	[M+Na]+	235.216	30932474
AllCCS	[M+H]+	268.4	32859911
AllCCS	[M+H-H2O]+	268.9	32859911
AllCCS	[M+NH4]+	267.8	32859911
AllCCS	[M+Na]+	267.6	32859911
AllCCS	[M-H]-	268.9	32859911
AllCCS	[M+Na-2H]-	273.7	32859911
AllCCS	[M+HCOO]-	279.0	32859911

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
MS	Mass Spectrum (Electron Ionization)	Not Available	2022-08-06	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxooctanoyl-CoA 10V, Positive-QTOF	splash10-000i-1920100120-cd410d4a53d934763ea7	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxooctanoyl-CoA 20V, Positive-QTOF	splash10-000i-0941200000-7cb4acb73a370d1909bf	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxooctanoyl-CoA 40V, Positive-QTOF	splash10-000i-2920000000-eba79c033775684afd01	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxooctanoyl-CoA 10V, Negative-QTOF	splash10-055r-2911020222-0c38a22725feacf64342	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxooctanoyl-CoA 20V, Negative-QTOF	splash10-001r-2910110010-a4bf55bed0c3fdbf24bb	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxooctanoyl-CoA 40V, Negative-QTOF	splash10-057i-6900100000-c125ac237096994d43da	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxooctanoyl-CoA 10V, Positive-QTOF	splash10-0a4l-1000000179-db3b7929eaea483272f5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxooctanoyl-CoA 20V, Positive-QTOF	splash10-01vo-3000100390-9b0ff1cd5679895e1bbb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxooctanoyl-CoA 40V, Positive-QTOF	splash10-0udi-0012900000-4c7bfbc65ade18bd6629	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxooctanoyl-CoA 10V, Negative-QTOF	splash10-0a4i-0000000019-26cf0c2172326ab3f7df	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxooctanoyl-CoA 20V, Negative-QTOF	splash10-0a70-9600201564-fe51baa1e537efc0bcb2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxooctanoyl-CoA 40V, Negative-QTOF	splash10-0174-9203401730-42be20d3aaf464dadd7a	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)	2021-09-24	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

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Fatty acid Metabolism
Fatty Acid Elongation In Mitochondria
Mitochondrial Beta-Oxidation of Short Chain Saturated Fatty Acids		Not Available
Mitochondrial Beta-Oxidation of Medium Chain Saturated Fatty Acids		Not Available
Long-chain-3-hydroxyacyl-coa dehydrogenase deficiency (LCHAD)		Not Available

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023260

KNApSAcK ID

Not Available

Chemspider ID

389506

KEGG Compound ID

C05267

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440608

PDB ID

Not Available

ChEBI ID

28264

Food Biomarker Ontology

Not Available

VMH ID

3OOCOA

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Thorpe, Colin. A method for the preparation of 3-ketoacyl-CoA derivatives. Analytical Biochemistry (1986), 155(2), 391-4.

Material Safety Data Sheet (MSDS)

Not Available

General References

Antonenkov VD, Van Veldhoven PP, Waelkens E, Mannaerts GP: Substrate specificities of 3-oxoacyl-CoA thiolase A and sterol carrier protein 2/3-oxoacyl-CoA thiolase purified from normal rat liver peroxisomes. Sterol carrier protein 2/3-oxoacyl-CoA thiolase is involved in the metabolism of 2-methyl-branched fatty acids and bile acid intermediates. J Biol Chem. 1997 Oct 10;272(41):26023-31. [PubMed:9325339 ]

Enzymes

Enzyme Details

1. 3-ketoacyl-CoA thiolase, mitochondrial

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

Reactions

Hexanoyl-CoA + Acetyl-CoA → Coenzyme A + 3-Oxooctanoyl-CoA	details

Enzyme Details

2. 3-ketoacyl-CoA thiolase, peroxisomal

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

Reactions

Hexanoyl-CoA + Acetyl-CoA → Coenzyme A + 3-Oxooctanoyl-CoA	details

Enzyme Details

3. Trifunctional enzyme subunit beta, mitochondrial

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

Reactions

Hexanoyl-CoA + Acetyl-CoA → Coenzyme A + 3-Oxooctanoyl-CoA	details

Enzyme Details

4. 3-hydroxyacyl-CoA dehydrogenase type-2

General function:: Involved in oxidoreductase activity
Specific function:: Functions in mitochondrial tRNA maturation. Part of mitochondrial ribonuclease P, an enzyme composed of MRPP1/TRMT10C, MRPP2/HSD17B10 and MRPP3/KIAA0391, which cleaves tRNA molecules in their 5'-ends. By interacting with intracellular amyloid-beta, it may contribute to the neuronal dysfunction associated with Alzheimer disease (AD).
Gene Name:: HSD17B10
Uniprot ID:: Q99714
Molecular weight:: 25983.695

Enzyme Details

5. Peroxisomal bifunctional enzyme

General function:: Involved in oxidoreductase activity
Specific function:: Not Available
Gene Name:: EHHADH
Uniprot ID:: Q08426
Molecular weight:: 69153.26

Reactions

(S)-Hydroxyoctanoyl-CoA + NAD → 3-Oxooctanoyl-CoA + NADH + Hydrogen Ion	details

Enzyme Details

6. Hydroxyacyl-coenzyme A dehydrogenase, mitochondrial

General function:: Involved in 3-hydroxyacyl-CoA dehydrogenase activity
Specific function:: Plays an essential role in the mitochondrial beta-oxidation of short chain fatty acids. Exerts it highest activity toward 3-hydroxybutyryl-CoA.
Gene Name:: HADH
Uniprot ID:: Q16836
Molecular weight:: 36035.11

Reactions

(S)-Hydroxyoctanoyl-CoA + NAD → 3-Oxooctanoyl-CoA + NADH + Hydrogen Ion	details

Enzyme Details

7. Trifunctional enzyme subunit alpha, mitochondrial

General function:: Involved in oxidoreductase activity
Specific function:: Bifunctional subunit.
Gene Name:: HADHA
Uniprot ID:: P40939
Molecular weight:: 82998.97

Reactions

(S)-Hydroxyoctanoyl-CoA + NAD → 3-Oxooctanoyl-CoA + NADH + Hydrogen Ion	details

Enzyme Details

8. Peroxisomal multifunctional enzyme type 2

General function:: Involved in oxidoreductase activity
Specific function:: Bifunctional enzyme acting on the peroxisomal beta-oxidation pathway for fatty acids. Catalyzes the formation of 3-ketoacyl-CoA intermediates from both straight-chain and 2-methyl-branched-chain fatty acids.
Gene Name:: HSD17B4
Uniprot ID:: P51659
Molecular weight:: 79685.715

Enzyme Details

9. Estradiol 17-beta-dehydrogenase 12

General function:: Involved in oxidoreductase activity
Specific function:: Catalyzes the transformation of estrone (E1) into estradiol (E2), suggesting a central role in estrogen formation. Its strong expression in ovary and mammary gland suggest that it may constitute the major enzyme responsible for the conversion of E1 to E2 in women. Also has 3-ketoacyl-CoA reductase activity, reducing both long chain 3-ketoacyl-CoAs and long chain fatty acyl-CoAs, suggesting a role in long fatty acid elongation.
Gene Name:: HSD17B12
Uniprot ID:: Q53GQ0
Molecular weight:: 34323.875

Showing metabocard for 3-Oxooctanoyl-CoA (HMDB0003941)

MOL for HMDB0003941 (3-Oxooctanoyl-CoA)

3D MOL for HMDB0003941 (3-Oxooctanoyl-CoA)

3D SDF for HMDB0003941 (3-Oxooctanoyl-CoA)

3D-SDF for HMDB0003941 (3-Oxooctanoyl-CoA)

PDB for HMDB0003941 (3-Oxooctanoyl-CoA)

3D PDB for HMDB0003941 (3-Oxooctanoyl-CoA)

SMILES for HMDB0003941 (3-Oxooctanoyl-CoA)

INCHI for HMDB0003941 (3-Oxooctanoyl-CoA)

Structure for HMDB0003941 (3-Oxooctanoyl-CoA)

3D Structure for HMDB0003941 (3-Oxooctanoyl-CoA)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

Reactions

Reactions

Reactions

Reactions

Reactions