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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (15) Show 15 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2022-03-07 02:49:10 UTC

HMDB ID

HMDB0001521

Secondary Accession Numbers

HMDB0006517
HMDB01521
HMDB06517

Metabolite Identification

Common Name

Tetradecanoyl-CoA

Description

Tetradecanoyl-CoA (or myristoyl-CoA) is an intermediate in fatty acid biosynthesis, fatty acid elongation and the beta oxidation of fatty acids. It is also used in the myristoylation of proteins. The first pass through the beta-oxidation process starts with the saturated fatty acid palmitoyl-CoA and produces myristoyl-CoA. A total of four enzymatic steps are required, starting with VLCAD CoA dehydrogenase (Very Long Chain) activity, followed by three enzymatic steps catalyzed by enoyl-CoA hydratase, 3-hydroxyacyl-CoA dehydrogenase, and ketoacyl-CoA thiolase, all present in the mitochondria. Myristoylation of proteins is also catalyzed by the presence of myristoyl-CoA along with Myristoyl-CoA:protein N-myristoyltransferase (NMT). Myristoylation is an irreversible, co-translational (during translation) protein modification found in animals, plants, fungi and viruses. In this protein modification a myristoyl group (derived from myristioyl CoA) is covalently attached via an amide bond to the alpha-amino group of an N-terminal amino acid of a nascent polypeptide. It is more common on glycine residues but also occurs on other amino acids. Myristoylation also occurs post-translationally, for example when previously internal glycine residues become exposed by caspase cleavage during apoptosis. Myristoylation plays a vital role in membrane targeting and signal transduction in plant responses to environmental stress. Compared to other species that possess a single functional myristoyl-CoA: protein N-myristoyltransferase (NMT) gene copy, human, mouse and cow possess 2 NMT genes, and more than 2 protein isoforms.

Structure

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


  Mrv0541 02231219112D          

 63 65  0  0  1  0            999 V2000
   -0.4529    3.4426    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7925    2.0085    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.8912    3.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4488    4.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0441    1.2370    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.4761    2.5034    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8912    4.2771    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6166    3.0192    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1700    4.6965    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8828    1.2370    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5577    0.5704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1469    2.0212    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -2.6166    4.6881    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3294    3.4426    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3064    0.6457    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9185    2.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3294    4.2771    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6166    5.5141    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1826    0.6499    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0465    1.7317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1197    1.4341    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9878    0.6289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1910   -0.1761    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3590    1.7150    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3590   -0.0293    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3547    2.5496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1894    1.7317    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3547   -1.7066    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4994   -1.6900    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3715   -2.6837    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1851   -1.6941    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7866   -1.2789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0736   -1.6941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9666   -1.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0569   -2.4866    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0569   -0.8680    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2496   -1.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9666   -0.4068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5368   -1.2286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2496   -2.4657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1761   -1.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8889   -1.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6061   -1.6438    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3189   -1.2286    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6061   -2.4657    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0317   -1.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7446   -1.2328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4617   -1.6396    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    5.1746   -1.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8874   -1.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1746   -0.4025    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6002   -1.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3131   -1.6396    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0259   -1.2286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7387   -1.6354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7387   -2.4573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0259   -2.8725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3088   -2.4614    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5834   -2.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8831   -2.4153    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1578   -2.8053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4574   -2.3692    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7278   -2.7592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  1  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  2  6  1  0  0  0  0
  3  7  2  0  0  0  0
  3  8  1  0  0  0  0
  4  9  2  0  0  0  0
  5 10  1  0  0  0  0
  5 11  1  6  0  0  0
  6 12  1  0  0  0  0
  7 13  1  0  0  0  0
  8 14  2  0  0  0  0
 10 15  1  6  0  0  0
 12 16  1  1  0  0  0
 13 17  2  0  0  0  0
 13 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 20  1  0  0  0  0
 19 21  1  0  0  0  0
 19 22  1  0  0  0  0
 19 23  2  0  0  0  0
 20 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 24 27  2  0  0  0  0
 25 28  1  0  0  0  0
 28 29  1  0  0  0  0
 28 30  1  0  0  0  0
 28 31  2  0  0  0  0
 29 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 33 35  1  0  0  0  0
 33 36  1  0  0  0  0
 34 37  1  0  0  0  0
 34 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 40  2  0  0  0  0
 39 41  1  0  0  0  0
 41 42  1  0  0  0  0
 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 43 45  2  0  0  0  0
 44 46  1  0  0  0  0
 46 47  1  0  0  0  0
 47 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 49 51  2  0  0  0  0
 50 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
 56 57  1  0  0  0  0
 57 58  1  0  0  0  0
 58 59  1  0  0  0  0
 59 60  1  0  0  0  0
 60 61  1  0  0  0  0
 61 62  1  0  0  0  0
 62 63  1  0  0  0  0
  7  9  1  0  0  0  0
 10 12  1  0  0  0  0
 14 17  1  0  0  0  0
M  END

HMDB0001521
     RDKit          3D
Tetradecanoyl-CoA
125127  0  0  0  0  0  0  0  0999 V2000
  -15.4969    3.3951    1.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5991    2.1398    1.2988 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.4959    0.9512    0.9199 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0308    1.0877   -0.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.1101    1.0457   -1.6047 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4174   -0.1968   -1.9627 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4684   -0.8958   -1.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2033   -0.1821   -0.7279 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3928   -1.1292    0.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1182   -0.4706    0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2837   -0.1249   -0.5983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9734    0.5208   -0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1696   -0.3831    0.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7698   -1.6531    0.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9977   -1.8204   -1.1035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9510   -2.9562    0.9979 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5101   -4.3344   -0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3821   -3.9673   -1.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2133   -3.6076   -0.2098 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0163   -3.2465   -0.8568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9514   -3.2278   -2.1036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8199   -2.8882   -0.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3691   -2.6441   -0.9591 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5197   -2.3243   -0.1642 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5639   -1.1847    0.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6115   -0.3877    0.7185 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7602   -0.8806    1.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7347   -1.8855    1.3251 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647    0.4650    1.2034 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5593    0.5935    2.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4271    1.5959    1.4487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8859    0.5821   -0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8445   -0.4065   -0.3632 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5868   -0.4799   -1.8572 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.7721   -1.3593   -2.7886 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0969   -1.2322   -1.6386 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7551    1.0133   -2.5891 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3233    1.5902   -2.4657 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.8695    1.9686   -3.8403 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2610    3.0335   -1.5730 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3900    0.5242   -1.7327 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8200    1.0562   -0.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7977    0.1485    0.2061 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.8968   -0.0236   -0.5926 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0246    0.4445    0.0628 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.0683    0.8802   -0.8047 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0019    1.3107   -2.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2285    1.6207   -2.5216 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1237    1.3899   -1.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4942    1.5495   -1.4834 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2344    2.0261   -2.5992 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1047    1.2235   -0.3132 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3748    0.7715    0.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0376    0.6223    0.6673 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3723    0.9333   -0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4831    1.5556    0.9595 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3662    1.8773    1.9737 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2316    0.8657    1.4683 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.6296   -0.0219    2.4601 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8270    0.1847    3.9063 P   0  0  0  0  0  5  0  0  0  0  0  0
    9.0014   -1.0540    4.2735 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9917    0.3393    5.1370 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8826    1.5816    3.9384 O   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0792    4.1862    1.8808 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.4963    3.0665    1.5987 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.5667    3.6802    0.1700 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.2042    1.9639    2.2972 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.7925    2.2529    0.5596 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.9086    0.0513    1.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.3741    0.9475    1.6319 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.6379    2.0507   -0.4585 H   0  0  0  0  0  0  0  0  0  0  0  0
  -16.8401    0.2912   -0.5770 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.7387    1.3297   -2.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3439    1.9018   -1.5538 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.9027   -0.0154   -2.9818 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.2150   -0.9693   -2.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.8977   -1.4464   -0.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
  -13.0723   -1.7975   -1.7382 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.6280   -0.0471   -1.6862 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3218    0.7704   -0.2127 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.2024   -2.0582   -0.4116 H   0  0  0  0  0  0  0  0  0  0  0  0
  -12.0126   -1.4275    1.0527 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5906   -1.1483    1.3068 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3971    0.4810    1.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8324    0.6829   -1.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1377   -0.9411   -1.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3936    0.7086   -1.0838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1769    1.4489    0.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2329    0.1567    0.9674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6693   -0.5905    1.6797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2616   -5.2322    0.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
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    0.0958   -1.7686   -1.6152 H   0  0  0  0  0  0  0  0  0  0  0  0
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    2.3239   -3.0051   -0.2372 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.3504   -2.7442    1.6562 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3447    1.2415    1.6993 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0208   -0.4116    2.2565 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2527    1.0448    3.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0374    2.4952    1.7434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8284    1.8945    0.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7817    1.3435    2.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0510    0.3524   -0.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2958    1.5971   -0.3607 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1866   -1.6554   -0.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
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    9.2513   -0.7912    0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3457   -0.3651    0.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
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    9.4742    1.5466    1.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5137   -0.5006    5.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
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 53120  1  0
 56121  1  6
 57122  1  0
 58123  1  1
 62124  1  0
 63125  1  0
M  END


  Mrv0541 02231219112D          

 63 65  0  0  1  0            999 V2000
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  5 10  1  0  0  0  0
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 47 48  1  0  0  0  0
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 49 50  1  0  0  0  0
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 52 53  1  0  0  0  0
 53 54  1  0  0  0  0
 54 55  1  0  0  0  0
 55 56  1  0  0  0  0
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 62 63  1  0  0  0  0
  7  9  1  0  0  0  0
 10 12  1  0  0  0  0
 14 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001521

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C35H62N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h22-24,28-30,34,45-46H,4-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/t24-,28-,29-,30?,34-/m1/s1

> <INCHI_KEY>
DUAFKXOFBZQTQE-XVDJLSDJSA-N

> <FORMULA>
C35H62N7O17P3S

> <MOLECULAR_WEIGHT>
977.89

> <EXACT_MASS>
977.313573819

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
96.43111318115857

> <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-(tetradecanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy})phosphoryl]oxy})phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
1.84

> <JCHEM_LOGP>
-1.384419707966352

> <ALOGPS_LOGS>
-2.65

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8334045176178444

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8252479627216065

> <JCHEM_PKA_STRONGEST_BASIC>
4.946047024039826

> <JCHEM_POLAR_SURFACE_AREA>
363.6299999999999

> <JCHEM_REFRACTIVITY>
227.44590000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
32

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.21e+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-(tetradecanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy)phosphoryl]oxyphosphoryl}oxy)methyl]oxolan-3-yl]oxyphosphonic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001521
     RDKit          3D
Tetradecanoyl-CoA
125127  0  0  0  0  0  0  0  0999 V2000
  -15.4969    3.3951    1.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5991    2.1398    1.2988 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.4959    0.9512    0.9199 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0308    1.0877   -0.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.1101    1.0457   -1.6047 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4174   -0.1968   -1.9627 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4684   -0.8958   -1.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2033   -0.1821   -0.7279 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3928   -1.1292    0.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1182   -0.4706    0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2837   -0.1249   -0.5983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9734    0.5208   -0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1696   -0.3831    0.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7698   -1.6531    0.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9977   -1.8204   -1.1035 O   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                                  
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HETATM   55  C   UNK     0      16.312  -3.053   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      16.312  -4.587   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      14.982  -5.362   0.000  0.00  0.00           C+0
HETATM   58  C   UNK     0      13.643  -4.595   0.000  0.00  0.00           C+0
HETATM   59  C   UNK     0      12.289  -5.323   0.000  0.00  0.00           C+0
HETATM   60  C   UNK     0      10.982  -4.509   0.000  0.00  0.00           C+0
HETATM   61  C   UNK     0       9.628  -5.236   0.000  0.00  0.00           C+0
HETATM   62  C   UNK     0       8.321  -4.422   0.000  0.00  0.00           C+0
HETATM   63  C   UNK     0       6.959  -5.150   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5    6                                                  
CONECT    3    1    7    8                                                  
CONECT    4    1    9                                                       
CONECT    5    2   10   11                                                  
CONECT    6    2   12                                                       
CONECT    7    3   13    9                                                  
CONECT    8    3   14                                                       
CONECT    9    4    7                                                       
CONECT   10    5   15   12                                                  
CONECT   11    5                                                            
CONECT   12    6   16   10                                                  
CONECT   13    7   17   18                                                  
CONECT   14    8   17                                                       
CONECT   15   10   19                                                       
CONECT   16   12   20                                                       
CONECT   17   13   14                                                       
CONECT   18   13                                                            
CONECT   19   15   21   22   23                                             
CONECT   20   16   24                                                       
CONECT   21   19                                                            
CONECT   22   19                                                            
CONECT   23   19                                                            
CONECT   24   20   25   26   27                                             
CONECT   25   24   28                                                       
CONECT   26   24                                                            
CONECT   27   24                                                            
CONECT   28   25   29   30   31                                             
CONECT   29   28   32                                                       
CONECT   30   28                                                            
CONECT   31   28                                                            
CONECT   32   29   33                                                       
CONECT   33   32   34   35   36                                             
CONECT   34   33   37   38                                                  
CONECT   35   33                                                            
CONECT   36   33                                                            
CONECT   37   34   39   40                                                  
CONECT   38   34                                                            
CONECT   39   37   41                                                       
CONECT   40   37                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   45                                                  
CONECT   44   43   46                                                       
CONECT   45   43                                                            
CONECT   46   44   47                                                       
CONECT   47   46   48                                                       
CONECT   48   47   49                                                       
CONECT   49   48   50   51                                                  
CONECT   50   49   52                                                       
CONECT   51   49                                                            
CONECT   52   50   53                                                       
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56                                                       
CONECT   56   55   57                                                       
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61                                                       
CONECT   61   60   62                                                       
CONECT   62   61   63                                                       
CONECT   63   62                                                            
MASTER        0    0    0    0    0    0    0    0   63    0  130    0
END

COMPND    HMDB0001521
HETATM    1  C1  UNL     1     -15.497   3.395   1.240  1.00  0.00           C  
HETATM    2  C2  UNL     1     -14.599   2.140   1.299  1.00  0.00           C  
HETATM    3  C3  UNL     1     -15.496   0.951   0.920  1.00  0.00           C  
HETATM    4  C4  UNL     1     -16.031   1.088  -0.455  1.00  0.00           C  
HETATM    5  C5  UNL     1     -15.110   1.046  -1.605  1.00  0.00           C  
HETATM    6  C6  UNL     1     -14.417  -0.197  -1.963  1.00  0.00           C  
HETATM    7  C7  UNL     1     -13.468  -0.896  -1.106  1.00  0.00           C  
HETATM    8  C8  UNL     1     -12.203  -0.182  -0.728  1.00  0.00           C  
HETATM    9  C9  UNL     1     -11.393  -1.129   0.166  1.00  0.00           C  
HETATM   10  C10 UNL     1     -10.118  -0.471   0.588  1.00  0.00           C  
HETATM   11  C11 UNL     1      -9.284  -0.125  -0.598  1.00  0.00           C  
HETATM   12  C12 UNL     1      -7.973   0.521  -0.164  1.00  0.00           C  
HETATM   13  C13 UNL     1      -7.170  -0.383   0.711  1.00  0.00           C  
HETATM   14  C14 UNL     1      -6.770  -1.653   0.065  1.00  0.00           C  
HETATM   15  O1  UNL     1      -6.998  -1.820  -1.104  1.00  0.00           O  
HETATM   16  S1  UNL     1      -5.951  -2.956   0.998  1.00  0.00           S  
HETATM   17  C15 UNL     1      -5.510  -4.334  -0.054  1.00  0.00           C  
HETATM   18  C16 UNL     1      -4.382  -3.967  -1.004  1.00  0.00           C  
HETATM   19  N1  UNL     1      -3.213  -3.608  -0.210  1.00  0.00           N  
HETATM   20  C17 UNL     1      -2.016  -3.247  -0.857  1.00  0.00           C  
HETATM   21  O2  UNL     1      -1.951  -3.228  -2.104  1.00  0.00           O  
HETATM   22  C18 UNL     1      -0.820  -2.888  -0.067  1.00  0.00           C  
HETATM   23  C19 UNL     1       0.369  -2.644  -0.959  1.00  0.00           C  
HETATM   24  N2  UNL     1       1.520  -2.324  -0.164  1.00  0.00           N  
HETATM   25  C20 UNL     1       1.564  -1.185   0.652  1.00  0.00           C  
HETATM   26  O3  UNL     1       0.611  -0.388   0.719  1.00  0.00           O  
HETATM   27  C21 UNL     1       2.760  -0.881   1.478  1.00  0.00           C  
HETATM   28  O4  UNL     1       3.735  -1.885   1.325  1.00  0.00           O  
HETATM   29  C22 UNL     1       3.365   0.465   1.203  1.00  0.00           C  
HETATM   30  C23 UNL     1       4.559   0.594   2.149  1.00  0.00           C  
HETATM   31  C24 UNL     1       2.427   1.596   1.449  1.00  0.00           C  
HETATM   32  C25 UNL     1       3.886   0.582  -0.240  1.00  0.00           C  
HETATM   33  O5  UNL     1       4.845  -0.406  -0.363  1.00  0.00           O  
HETATM   34  P1  UNL     1       5.587  -0.480  -1.857  1.00  0.00           P  
HETATM   35  O6  UNL     1       4.772  -1.359  -2.789  1.00  0.00           O  
HETATM   36  O7  UNL     1       7.097  -1.232  -1.639  1.00  0.00           O  
HETATM   37  O8  UNL     1       5.755   1.013  -2.589  1.00  0.00           O  
HETATM   38  P2  UNL     1       7.323   1.590  -2.466  1.00  0.00           P  
HETATM   39  O9  UNL     1       7.869   1.969  -3.840  1.00  0.00           O  
HETATM   40  O10 UNL     1       7.261   3.034  -1.573  1.00  0.00           O  
HETATM   41  O11 UNL     1       8.390   0.524  -1.733  1.00  0.00           O  
HETATM   42  C26 UNL     1       8.820   1.056  -0.508  1.00  0.00           C  
HETATM   43  C27 UNL     1       9.798   0.149   0.206  1.00  0.00           C  
HETATM   44  O12 UNL     1      10.897  -0.024  -0.593  1.00  0.00           O  
HETATM   45  C28 UNL     1      12.025   0.444   0.063  1.00  0.00           C  
HETATM   46  N3  UNL     1      13.068   0.880  -0.805  1.00  0.00           N  
HETATM   47  C29 UNL     1      13.002   1.311  -2.075  1.00  0.00           C  
HETATM   48  N4  UNL     1      14.228   1.621  -2.522  1.00  0.00           N  
HETATM   49  C30 UNL     1      15.124   1.390  -1.526  1.00  0.00           C  
HETATM   50  C31 UNL     1      16.494   1.549  -1.483  1.00  0.00           C  
HETATM   51  N5  UNL     1      17.234   2.026  -2.599  1.00  0.00           N  
HETATM   52  N6  UNL     1      17.105   1.223  -0.313  1.00  0.00           N  
HETATM   53  C32 UNL     1      16.375   0.771   0.728  1.00  0.00           C  
HETATM   54  N7  UNL     1      15.038   0.622   0.667  1.00  0.00           N  
HETATM   55  C33 UNL     1      14.372   0.933  -0.480  1.00  0.00           C  
HETATM   56  C34 UNL     1      11.483   1.556   0.960  1.00  0.00           C  
HETATM   57  O13 UNL     1      12.366   1.877   1.974  1.00  0.00           O  
HETATM   58  C35 UNL     1      10.232   0.866   1.468  1.00  0.00           C  
HETATM   59  O14 UNL     1      10.630  -0.022   2.460  1.00  0.00           O  
HETATM   60  P3  UNL     1       9.827   0.185   3.906  1.00  0.00           P  
HETATM   61  O15 UNL     1       9.001  -1.054   4.274  1.00  0.00           O  
HETATM   62  O16 UNL     1      10.992   0.339   5.137  1.00  0.00           O  
HETATM   63  O17 UNL     1       8.883   1.582   3.938  1.00  0.00           O  
HETATM   64  H1  UNL     1     -15.079   4.186   1.881  1.00  0.00           H  
HETATM   65  H2  UNL     1     -16.496   3.067   1.599  1.00  0.00           H  
HETATM   66  H3  UNL     1     -15.567   3.680   0.170  1.00  0.00           H  
HETATM   67  H4  UNL     1     -14.204   1.964   2.297  1.00  0.00           H  
HETATM   68  H5  UNL     1     -13.793   2.253   0.560  1.00  0.00           H  
HETATM   69  H6  UNL     1     -14.909   0.051   1.110  1.00  0.00           H  
HETATM   70  H7  UNL     1     -16.374   0.948   1.632  1.00  0.00           H  
HETATM   71  H8  UNL     1     -16.638   2.051  -0.458  1.00  0.00           H  
HETATM   72  H9  UNL     1     -16.840   0.291  -0.577  1.00  0.00           H  
HETATM   73  H10 UNL     1     -15.739   1.330  -2.521  1.00  0.00           H  
HETATM   74  H11 UNL     1     -14.344   1.902  -1.554  1.00  0.00           H  
HETATM   75  H12 UNL     1     -13.903  -0.015  -2.982  1.00  0.00           H  
HETATM   76  H13 UNL     1     -15.215  -0.969  -2.259  1.00  0.00           H  
HETATM   77  H14 UNL     1     -13.898  -1.446  -0.231  1.00  0.00           H  
HETATM   78  H15 UNL     1     -13.072  -1.798  -1.738  1.00  0.00           H  
HETATM   79  H16 UNL     1     -11.628  -0.047  -1.686  1.00  0.00           H  
HETATM   80  H17 UNL     1     -12.322   0.770  -0.213  1.00  0.00           H  
HETATM   81  H18 UNL     1     -11.202  -2.058  -0.412  1.00  0.00           H  
HETATM   82  H19 UNL     1     -12.013  -1.428   1.053  1.00  0.00           H  
HETATM   83  H20 UNL     1      -9.591  -1.148   1.307  1.00  0.00           H  
HETATM   84  H21 UNL     1     -10.397   0.481   1.100  1.00  0.00           H  
HETATM   85  H22 UNL     1      -9.832   0.683  -1.159  1.00  0.00           H  
HETATM   86  H23 UNL     1      -9.138  -0.941  -1.313  1.00  0.00           H  
HETATM   87  H24 UNL     1      -7.394   0.709  -1.084  1.00  0.00           H  
HETATM   88  H25 UNL     1      -8.177   1.449   0.379  1.00  0.00           H  
HETATM   89  H26 UNL     1      -6.233   0.157   0.967  1.00  0.00           H  
HETATM   90  H27 UNL     1      -7.669  -0.590   1.680  1.00  0.00           H  
HETATM   91  H28 UNL     1      -5.262  -5.232   0.515  1.00  0.00           H  
HETATM   92  H29 UNL     1      -6.390  -4.563  -0.725  1.00  0.00           H  
HETATM   93  H30 UNL     1      -4.162  -4.840  -1.651  1.00  0.00           H  
HETATM   94  H31 UNL     1      -4.727  -3.118  -1.614  1.00  0.00           H  
HETATM   95  H32 UNL     1      -3.255  -3.614   0.828  1.00  0.00           H  
HETATM   96  H33 UNL     1      -0.571  -3.724   0.646  1.00  0.00           H  
HETATM   97  H34 UNL     1      -0.994  -1.983   0.536  1.00  0.00           H  
HETATM   98  H35 UNL     1       0.096  -1.769  -1.615  1.00  0.00           H  
HETATM   99  H36 UNL     1       0.530  -3.509  -1.641  1.00  0.00           H  
HETATM  100  H37 UNL     1       2.324  -3.005  -0.237  1.00  0.00           H  
HETATM  101  H38 UNL     1       2.443  -0.891   2.538  1.00  0.00           H  
HETATM  102  H39 UNL     1       3.350  -2.744   1.656  1.00  0.00           H  
HETATM  103  H40 UNL     1       5.345   1.241   1.699  1.00  0.00           H  
HETATM  104  H41 UNL     1       5.021  -0.412   2.257  1.00  0.00           H  
HETATM  105  H42 UNL     1       4.253   1.045   3.092  1.00  0.00           H  
HETATM  106  H43 UNL     1       3.037   2.495   1.743  1.00  0.00           H  
HETATM  107  H44 UNL     1       1.828   1.894   0.546  1.00  0.00           H  
HETATM  108  H45 UNL     1       1.782   1.344   2.304  1.00  0.00           H  
HETATM  109  H46 UNL     1       3.051   0.352  -0.933  1.00  0.00           H  
HETATM  110  H47 UNL     1       4.296   1.597  -0.361  1.00  0.00           H  
HETATM  111  H48 UNL     1       7.187  -1.655  -0.769  1.00  0.00           H  
HETATM  112  H49 UNL     1       6.421   3.495  -1.854  1.00  0.00           H  
HETATM  113  H50 UNL     1       9.284   2.043  -0.760  1.00  0.00           H  
HETATM  114  H51 UNL     1       7.922   1.246   0.099  1.00  0.00           H  
HETATM  115  H52 UNL     1       9.251  -0.791   0.425  1.00  0.00           H  
HETATM  116  H53 UNL     1      12.346  -0.365   0.768  1.00  0.00           H  
HETATM  117  H54 UNL     1      12.061   1.380  -2.622  1.00  0.00           H  
HETATM  118  H55 UNL     1      17.975   2.742  -2.448  1.00  0.00           H  
HETATM  119  H56 UNL     1      17.084   1.702  -3.581  1.00  0.00           H  
HETATM  120  H57 UNL     1      16.924   0.525   1.643  1.00  0.00           H  
HETATM  121  H58 UNL     1      11.157   2.435   0.367  1.00  0.00           H  
HETATM  122  H59 UNL     1      12.796   2.746   1.721  1.00  0.00           H  
HETATM  123  H60 UNL     1       9.474   1.547   1.853  1.00  0.00           H  
HETATM  124  H61 UNL     1      11.514  -0.501   5.145  1.00  0.00           H  
HETATM  125  H62 UNL     1       7.958   1.439   3.622  1.00  0.00           H  
CONECT    1    2   64   65   66
CONECT    2    3   67   68
CONECT    3    4   69   70
CONECT    4    5   71   72
CONECT    5    6   73   74
CONECT    6    7   75   76
CONECT    7    8   77   78
CONECT    8    9   79   80
CONECT    9   10   81   82
CONECT   10   11   83   84
CONECT   11   12   85   86
CONECT   12   13   87   88
CONECT   13   14   89   90
CONECT   14   15   15   16
CONECT   16   17
CONECT   17   18   91   92
CONECT   18   19   93   94
CONECT   19   20   95
CONECT   20   21   21   22
CONECT   22   23   96   97
CONECT   23   24   98   99
CONECT   24   25  100
CONECT   25   26   26   27
CONECT   27   28   29  101
CONECT   28  102
CONECT   29   30   31   32
CONECT   30  103  104  105
CONECT   31  106  107  108
CONECT   32   33  109  110
CONECT   33   34
CONECT   34   35   35   36   37
CONECT   36  111
CONECT   37   38
CONECT   38   39   39   40   41
CONECT   40  112
CONECT   41   42
CONECT   42   43  113  114
CONECT   43   44   58  115
CONECT   44   45
CONECT   45   46   56  116
CONECT   46   47   55
CONECT   47   48   48  117
CONECT   48   49
CONECT   49   50   50   55
CONECT   50   51   52
CONECT   51  118  119
CONECT   52   53   53
CONECT   53   54  120
CONECT   54   55   55
CONECT   56   57   58  121
CONECT   57  122
CONECT   58   59  123
CONECT   59   60
CONECT   60   61   61   62   63
CONECT   62  124
CONECT   63  125
END

HMDB0001521
     RDKit          3D
Tetradecanoyl-CoA
125127  0  0  0  0  0  0  0  0999 V2000
  -15.4969    3.3951    1.2400 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5991    2.1398    1.2988 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.4959    0.9512    0.9199 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.0308    1.0877   -0.4551 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.1101    1.0457   -1.6047 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.4174   -0.1968   -1.9627 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4684   -0.8958   -1.1056 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2033   -0.1821   -0.7279 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3928   -1.1292    0.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1182   -0.4706    0.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2837   -0.1249   -0.5983 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9734    0.5208   -0.1643 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1696   -0.3831    0.7106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7698   -1.6531    0.0650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9977   -1.8204   -1.1035 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9510   -2.9562    0.9979 S   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5101   -4.3344   -0.0537 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3821   -3.9673   -1.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2133   -3.6076   -0.2098 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0163   -3.2465   -0.8568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9514   -3.2278   -2.1036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8199   -2.8882   -0.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3691   -2.6441   -0.9591 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5197   -2.3243   -0.1642 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5639   -1.1847    0.6518 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6115   -0.3877    0.7185 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7602   -0.8806    1.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7347   -1.8855    1.3251 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647    0.4650    1.2034 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5593    0.5935    2.1494 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4271    1.5959    1.4487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8859    0.5821   -0.2396 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8445   -0.4065   -0.3632 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5868   -0.4799   -1.8572 P   0  0  0  0  0  5  0  0  0  0  0  0
    4.7721   -1.3593   -2.7886 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0969   -1.2322   -1.6386 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7551    1.0133   -2.5891 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3233    1.5902   -2.4657 P   0  0  0  0  0  5  0  0  0  0  0  0
    7.8695    1.9686   -3.8403 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.2610    3.0335   -1.5730 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3900    0.5242   -1.7327 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8200    1.0562   -0.5083 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7977    0.1485    0.2061 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.8968   -0.0236   -0.5926 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.0246    0.4445    0.0628 C   0  0  1  0  0  0  0  0  0  0  0  0
   13.0683    0.8802   -0.8047 N   0  0  0  0  0  0  0  0  0  0  0  0
   13.0019    1.3107   -2.0746 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2285    1.6207   -2.5216 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1237    1.3899   -1.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4942    1.5495   -1.4834 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2344    2.0261   -2.5992 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.1047    1.2235   -0.3132 N   0  0  0  0  0  0  0  0  0  0  0  0
   16.3748    0.7715    0.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0376    0.6223    0.6673 N   0  0  0  0  0  0  0  0  0  0  0  0
   14.3723    0.9333   -0.4796 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4831    1.5556    0.9595 C   0  0  2  0  0  0  0  0  0  0  0  0
   12.3662    1.8773    1.9737 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.2316    0.8657    1.4683 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.6296   -0.0219    2.4601 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8270    0.1847    3.9063 P   0  0  0  0  0  5  0  0  0  0  0  0
    9.0014   -1.0540    4.2735 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9917    0.3393    5.1370 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.8826    1.5816    3.9384 O   0  0  0  0  0  0  0  0  0  0  0  0
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    4.2527    1.0448    3.0921 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7817    1.3435    2.3043 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0510    0.3524   -0.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2958    1.5971   -0.3607 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1866   -1.6554   -0.7691 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4208    3.4945   -1.8537 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2843    2.0430   -0.7600 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9223    1.2456    0.0992 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.2513   -0.7912    0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.3457   -0.3651    0.7679 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0609    1.3802   -2.6224 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.9751    2.7424   -2.4484 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.0841    1.7025   -3.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.9242    0.5252    1.6427 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1565    2.4352    0.3666 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7964    2.7456    1.7206 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4742    1.5466    1.8525 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.5137   -0.5006    5.1453 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9579    1.4389    3.6223 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Myristoyl-CoA	HMDB
Myristoyl-coenzyme A	HMDB
N-C14:0CoA	HMDB
N-C14:0coenzyme A	HMDB
S-Tetradecanoyl-coenzyme A	HMDB
Tetradecanoyl CoA	HMDB
Tetradecanoyl coenzyme A	HMDB
Tetradecanoyl-coenzyme A	HMDB
Tetradecanoyl-CoA	MeSH, HMDB

Chemical Formula

C₃₅H₆₂N₇O₁₇P₃S

Average Molecular Weight

977.89

Monoisotopic Molecular Weight

977.313573819

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-(tetradecanoylsulfanyl)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-(tetradecanoylsulfanyl)ethyl]carbamoyl}ethyl)carbamoyl]propoxy)phosphoryl]oxyphosphoryl}oxy)methyl]oxolan-3-yl]oxyphosphonic acid

CAS Registry Number

3130-72-1

SMILES

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

InChI Identifier

InChI=1S/C35H62N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-26(44)63-19-18-37-25(43)16-17-38-33(47)30(46)35(2,3)21-56-62(53,54)59-61(51,52)55-20-24-29(58-60(48,49)50)28(45)34(57-24)42-23-41-27-31(36)39-22-40-32(27)42/h22-24,28-30,34,45-46H,4-21H2,1-3H3,(H,37,43)(H,38,47)(H,51,52)(H,53,54)(H2,36,39,40)(H2,48,49,50)/t24-,28-,29-,30?,34-/m1/s1

InChI Key

DUAFKXOFBZQTQE-XVDJLSDJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acyl coas. These are acyl CoAs where the group acylated to the coenzyme A moiety is a long aliphatic chain of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Long-chain fatty 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
Imidolactam
N-acyl-amine
N-substituted imidazole
Organic phosphoric acid derivative
Monosaccharide
Pyrimidine
Alkyl phosphate
Fatty amide
Phosphoric acid ester
Tetrahydrofuran
Imidazole
Azole
Heteroaromatic compound
Carbothioic s-ester
Secondary alcohol
Thiocarboxylic acid ester
Carboxamide group
Secondary carboxylic acid amide
Amino acid or derivatives
Sulfenyl compound
Thiocarboxylic acid or derivatives
Organoheterocyclic compound
Azacycle
Oxacycle
Carboxylic acid derivative
Organosulfur compound
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organic nitrogen compound
Primary amine
Organopnictogen compound
Organic oxide
Organooxygen compound
Organonitrogen compound
Alcohol
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Fatty acyl CoAs (C02593 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	Not Available	290.647	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000253
[M+H]+	Not Available	291.245	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000253

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.21 g/L	ALOGPS
logP	1.84	ALOGPS
logP	-1.4	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	0.83	ChemAxon
pKa (Strongest Basic)	4.95	ChemAxon
Physiological Charge	-4	ChemAxon
Hydrogen Acceptor Count	17	ChemAxon
Hydrogen Donor Count	9	ChemAxon
Polar Surface Area	363.63 Å²	ChemAxon
Rotatable Bond Count	32	ChemAxon
Refractivity	227.45 m³·mol⁻¹	ChemAxon
Polarizability	96.43 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
AllCCS	[M+H]+	285.725	32859911
AllCCS	[M-H]-	290.854	32859911
DeepCCS	[M+H]+	240.147	30932474
DeepCCS	[M-H]-	238.494	30932474
DeepCCS	[M-2H]-	272.908	30932474
DeepCCS	[M+Na]+	246.473	30932474
AllCCS	[M+H]+	285.7	32859911
AllCCS	[M+H-H2O]+	286.3	32859911
AllCCS	[M+NH4]+	285.1	32859911
AllCCS	[M+Na]+	284.9	32859911
AllCCS	[M-H]-	290.9	32859911
AllCCS	[M+Na-2H]-	296.6	32859911
AllCCS	[M+HCOO]-	302.9	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.	5.3 minutes	32390414
Predicted by Siyang on May 30, 2022	13.3179 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	5.74 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	294.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2635.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	122.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	184.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	159.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	196.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	502.5 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	666.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	928.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	966.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	632.2 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	908.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	367.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	344.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	268.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	72.8 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	127.4 seconds	40023050

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 - Tetradecanoyl-CoA 10V, Positive-QTOF	splash10-000i-1911101102-349a13615858f61c2639	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetradecanoyl-CoA 20V, Positive-QTOF	splash10-000i-0941300000-9797f6c398276f5d5e98	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetradecanoyl-CoA 40V, Positive-QTOF	splash10-000i-2900102000-cc4f9c8978927acec695	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetradecanoyl-CoA 10V, Negative-QTOF	splash10-0a7i-4971342506-ab177bf279e0e32e2b12	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetradecanoyl-CoA 20V, Negative-QTOF	splash10-0560-3921201001-624d08d1bbb66df93c2e	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetradecanoyl-CoA 40V, Negative-QTOF	splash10-057i-6900000000-d973a8b2d469b04161eb	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetradecanoyl-CoA 10V, Negative-QTOF	splash10-004i-0000000009-3239f04ec07dfb05c844	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetradecanoyl-CoA 20V, Negative-QTOF	splash10-004i-4120302409-5222d96c1a16a7c2a7df	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetradecanoyl-CoA 40V, Negative-QTOF	splash10-0570-2102301209-fd8e6272e04594f37eaa	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetradecanoyl-CoA 10V, Positive-QTOF	splash10-004i-0000000009-7a4d637e9994bab811eb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetradecanoyl-CoA 20V, Positive-QTOF	splash10-000i-0800100449-955bc85312168f96efe1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetradecanoyl-CoA 40V, Positive-QTOF	splash10-00di-0101900000-c9607999f9d61657c1fb	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Fibroblasts

Pathways

Name	SMPDB/PathBank	KEGG
Biosynthesis of unsaturated fatty acids	Not Available
Fatty acid Metabolism
Fatty Acid Elongation In Mitochondria
Mitochondrial Beta-Oxidation of Long 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

FDB031010

KNApSAcK ID

Not Available

Chemspider ID

58623

KEGG Compound ID

C02593

BioCyc ID

Not Available

BiGG ID

40154

Wikipedia Link

Not Available

METLIN ID

3707

PubChem Compound

65113

PDB ID

Not Available

ChEBI ID

15532

Food Biomarker Ontology

Not Available

VMH ID

TDCOA

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Hunt MC, Ruiter J, Mooyer P, van Roermond CW, Ofman R, Ijlst L, Wanders RJ: Identification of fatty acid oxidation disorder patients with lowered acyl-CoA thioesterase activity in human skin fibroblasts. Eur J Clin Invest. 2005 Jan;35(1):38-46. [PubMed:15638818 ]

Only showing the first 10 proteins. There are 15 proteins in total.

Show all enzymes and transporters

Enzymes

Enzyme Details

1. 3-ketoacyl-CoA thiolase, mitochondrial

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

Reactions

Tetradecanoyl-CoA + Acetyl-CoA → Coenzyme A + 3-Oxohexadecanoyl-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

Tetradecanoyl-CoA + Acetyl-CoA → Coenzyme A + 3-Oxohexadecanoyl-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

Tetradecanoyl-CoA + Acetyl-CoA → Coenzyme A + 3-Oxohexadecanoyl-CoA	details

Enzyme Details

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

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

Reactions

Tetradecanoyl-CoA + FAD → (2E)-Tetradecenoyl-CoA + FADH	details

Enzyme Details

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

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

Reactions

Tetradecanoyl-CoA + FAD → (2E)-Tetradecenoyl-CoA + FADH	details

Enzyme Details

6. Peroxisomal acyl-coenzyme A oxidase 1

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

Reactions

Tetradecanoyl-CoA + FAD → (2E)-Tetradecenoyl-CoA + FADH	details

Enzyme Details

7. Peroxisomal acyl-coenzyme A oxidase 3

General function:: Involved in oxidoreductase activity, acting on the CH-CH group of donors
Specific function:: Oxidizes the CoA-esters of 2-methyl-branched fatty acids (By similarity).
Gene Name:: ACOX3
Uniprot ID:: O15254
Molecular weight:: 69574.075

Reactions

Tetradecanoyl-CoA + FAD → (2E)-Tetradecenoyl-CoA + FADH	details

Enzyme Details

8. Trans-2-enoyl-CoA reductase, mitochondrial

General function:: Involved in zinc ion binding
Specific function:: Catalyzes the reduction of trans-2-enoyl-CoA to acyl-CoA with chain length from C6 to C16 in an NADPH-dependent manner with preference to medium chain length substrate. May have a role in the mitochondrial synthesis of fatty acids.
Gene Name:: MECR
Uniprot ID:: Q9BV79
Molecular weight:: 32228.0

Reactions

Tetradecanoyl-CoA + NADP → (2E)-Tetradecenoyl-CoA + NADPH + Hydrogen Ion	details

Enzyme Details

9. Peroxisomal trans-2-enoyl-CoA reductase

General function:: Involved in regulation of apoptosis
Specific function:: Participates in chain elongation of fatty acids. Has no 2,4-dienoyl-CoA reductase activity.
Gene Name:: PECR
Uniprot ID:: Q9BY49
Molecular weight:: 32544.11

Enzyme Details

10. Glycylpeptide N-tetradecanoyltransferase 1

General function:: Involved in glycylpeptide N-tetradecanoyltransferase activity
Specific function:: Adds a myristoyl group to the N-terminal glycine residue of certain cellular and viral proteins.
Gene Name:: NMT1
Uniprot ID:: P30419
Molecular weight:: 56805.865

Reactions

Tetradecanoyl-CoA + glycylpeptide → Coenzyme A + N-tetradecanoylglycylpeptide	details

Only showing the first 10 proteins. There are 15 proteins in total.

Show all enzymes and transporters

Showing metabocard for Tetradecanoyl-CoA (HMDB0001521)

MOL for HMDB0001521 (Tetradecanoyl-CoA)

3D MOL for HMDB0001521 (Tetradecanoyl-CoA)

3D SDF for HMDB0001521 (Tetradecanoyl-CoA)

3D-SDF for HMDB0001521 (Tetradecanoyl-CoA)

PDB for HMDB0001521 (Tetradecanoyl-CoA)

3D PDB for HMDB0001521 (Tetradecanoyl-CoA)

SMILES for HMDB0001521 (Tetradecanoyl-CoA)

INCHI for HMDB0001521 (Tetradecanoyl-CoA)

Structure for HMDB0001521 (Tetradecanoyl-CoA)

3D Structure for HMDB0001521 (Tetradecanoyl-CoA)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

Reactions

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