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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (114)transporters (1) Show 115 proteins XML

enzymes (114)transporters (1) Show 115 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-08-13 07:51:53 UTC

Update Date

2022-03-07 02:49:20 UTC

HMDB ID

HMDB0003945

Secondary Accession Numbers

HMDB0006533
HMDB03945
HMDB06533

Metabolite Identification

Common Name

(2E)-Hexadecenoyl-CoA

Description

(2E)-Hexadecenoyl-CoA, also known as (e)-C16:1 N-14-CoA or trans-2-hexadecenoyl-CoA, belongs to the class of organic compounds known as long-chain 2-enoyl coas. These are organic compounds containing a coenzyme A substructure linked to a long-chain 2-enoyl chain of 13 to 21 carbon atoms (2E)-Hexadecenoyl-CoA is a strong basic compound (based on its pKa).

Structure

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


  Mrv1652305161800562D          

 65 67  0  0  0  0            999 V2000
  -23.6695   -2.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -22.9550   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -22.2405   -2.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -21.5260   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -20.8116   -2.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -20.0971   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -19.3826   -2.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -18.6682   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.9537   -2.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -17.2392   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -16.5248   -2.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.8103   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.0958   -2.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3813   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.6669   -2.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9524   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.9524   -1.1945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2379   -2.4320    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  -12.2379   -3.2570    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5235   -3.6695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5235   -4.4945    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8090   -4.9070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0945   -4.4945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8090   -5.7320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0945   -6.1445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0945   -6.9695    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3800   -7.3820    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6656   -6.9695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3800   -8.2070    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0945   -8.6195    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6656   -8.6195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0781   -9.3340    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2531   -7.9050    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9511   -9.0320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9511   -9.8570    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2366  -10.2695    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6491  -10.9840    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5222  -10.6820    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5222  -11.5070    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3472  -11.5070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5222  -12.3320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8077  -12.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8077  -13.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1402  -14.0544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3952  -14.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2202  -14.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7051  -15.5065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4751  -14.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2597  -13.7995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4313  -12.9925    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6243  -12.8210    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9103  -15.5065    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1652  -16.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4978  -16.7760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8303  -16.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0853  -15.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5332  -14.8934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7263  -15.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4713  -15.8495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0234  -16.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7684  -17.2473    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8241   -9.5550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6972  -11.5070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2382  -13.1640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6028  -12.1855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 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
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 45 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 55 56  2  0  0  0  0
 56 57  1  0  0  0  0
 57 58  2  0  0  0  0
 58 59  1  0  0  0  0
 59 60  2  0  0  0  0
 60 61  1  0  0  0  0
 48 43  1  0  0  0  0
 56 52  1  0  0  0  0
 60 55  1  0  0  0  0
 62 36  1  0  0  0  0
 63 39  1  0  0  0  0
 64 50  1  0  0  0  0
 65 50  1  0  0  0  0
M  END

HMDB0003945
     RDKit          3D
(2E)-Hexadecenoyl-CoA
129131  0  0  0  0  0  0  0  0999 V2000
   16.8716    1.8423    1.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0002    1.0000    2.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6646    1.0090    3.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5442    0.4394    2.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8233   -0.9861    1.8953 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7362   -1.6147    1.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6160   -0.8954   -0.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5642   -1.4344   -1.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1700   -1.3455   -0.5818 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1315   -1.8310   -1.5866 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7742   -1.7203   -1.0151 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4972   -2.5826    0.2082 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0346   -2.2301    0.6389 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0300   -0.8146    1.0381 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4229    0.1961    0.5350 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5360    0.2880   -0.5991 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0978    1.4671   -0.8840 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9868   -1.0446   -1.6268 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.3827   -0.3835   -3.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1859    0.4784   -3.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9552   -0.1224   -2.6470 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8232    0.7042   -2.5477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9631    1.9358   -2.8420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5055    0.1905   -2.1232 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3728    1.4066   -1.9763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7656    1.1821   -1.7081 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6188    2.2887   -1.5034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0240    3.4375   -1.5313 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0421    2.1914   -1.2833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5081    0.9486   -1.8006 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5270    2.1989    0.1431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0927    2.1758   -0.0086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1619    3.3848    0.9428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2613    0.8996    0.8436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9609    0.4955    0.9476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0316   -1.0344    1.7535 P   0  0  0  0  0  5  0  0  0  0  0  0
   -3.0174   -1.0110    2.8556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5937   -2.2541    0.6619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5935   -1.2498    2.3650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4188   -2.5283    1.6678 P   0  0  0  0  0  5  0  0  0  0  0  0
   -5.9608   -2.6912    0.2499 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0631   -3.9699    2.4845 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0885   -2.2410    1.6534 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3900   -0.9517    1.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8911   -0.6824    1.2769 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.1550    0.6343    0.9341 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4550    0.7256   -0.3934 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.7027    1.4367   -0.6133 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3145    1.6597   -1.7717 C   0  0  0  0  0  0  0  0  0  0  0  0
  -13.4474    2.3723   -1.5842 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.5719    2.6155   -0.2719 C   0  0  0  0  0  0  0  0  0  0  0  0
  -14.5176    3.2869    0.4672 C   0  0  0  0  0  0  0  0  0  0  0  0
  -15.6154    3.8786   -0.2024 N   0  0  0  0  0  0  0  0  0  0  0  0
  -14.3382    3.3496    1.8069 N   0  0  0  0  0  0  0  0  0  0  0  0
  -13.2496    2.7592    2.3796 C   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3269    2.1039    1.6585 N   0  0  0  0  0  0  0  0  0  0  0  0
  -12.4648    2.0184    0.3272 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4005   -0.6230   -1.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.4658   -0.8616   -1.8483 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.5131   -1.5451    0.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
  -11.8892   -1.7374    0.3839 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.3740   -3.3159    0.1463 P   0  0  0  0  0  5  0  0  0  0  0  0
  -13.7278   -3.2790   -0.5759 O   0  0  0  0  0  0  0  0  0  0  0  0
  -11.3239   -4.1943   -0.8149 O   0  0  0  0  0  0  0  0  0  0  0  0
  -12.6245   -4.1472    1.5941 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0401    2.5948    1.1805 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.7975    2.4420    0.9966 H   0  0  0  0  0  0  0  0  0  0  0  0
   16.7009    1.2711    0.1720 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.3001   -0.0359    2.1581 H   0  0  0  0  0  0  0  0  0  0  0  0
   17.7301    1.4859    3.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.7665    0.4432    4.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.4040    2.0790    3.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.4710    1.0676    1.3062 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.6285    0.5160    2.8608 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.7886   -1.0555    1.3272 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.9023   -1.5740    2.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7534   -1.5721    1.5596 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.9612   -2.6768    0.8475 H   0  0  0  0  0  0  0  0  0  0  0  0
   14.6088   -0.8535   -0.7712 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.3071    0.1837   -0.0966 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7194   -2.5024   -1.4955 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.5322   -0.8065   -2.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.9115   -0.3269   -0.2887 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.1903   -1.9833    0.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3878   -2.8587   -1.9481 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2317   -1.1376   -2.4531 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5268   -0.6476   -0.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0119   -2.0640   -1.7714 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1211   -2.3176    1.0606 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4991   -3.6271   -0.1092 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7598   -2.8903    1.4850 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4381   -2.4324   -0.2352 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6693   -0.6159    1.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
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    5.2191    0.2108   -3.6227 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2405   -1.2464   -3.8950 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0053    0.9701   -4.1253 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.9265   -1.1186   -2.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.9325    2.0006   -1.1406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0898    0.1999   -1.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6314    2.9839   -1.8246 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.5523    2.0196    0.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3826    3.1308   -0.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.2576    3.9200    0.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.8421    0.0514    0.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6593    0.9728    1.9101 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5289   -1.9284   -0.2682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5736   -4.7371    2.1328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0079   -0.8636    0.2088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8368   -0.1960    1.8503 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.2523   -0.9432    2.3034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6945    1.3560   -0.9567 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.9415    1.3105   -2.7467 H   0  0  0  0  0  0  0  0  0  0  0  0
  -15.4402    4.7116   -0.7952 H   0  0  0  0  0  0  0  0  0  0  0  0
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 65129  1  0
M  END


  Mrv1652305161800562D          

 65 67  0  0  0  0            999 V2000
  -23.6695   -2.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -22.9550   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -22.2405   -2.4320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  -21.5260   -2.0195    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -7.3472  -11.5070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5222  -12.3320    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8077  -12.7445    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8077  -13.5695    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1402  -14.0544    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3952  -14.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2202  -14.8390    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7051  -15.5065    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4751  -14.0544    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2597  -13.7995    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.4978  -16.7760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8303  -16.2911    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0853  -15.5065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5332  -14.8934    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7263  -15.0649    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4713  -15.8495    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0234  -16.4626    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -5.6972  -11.5070    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2382  -13.1640    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6028  -12.1855    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 14 13  1  4  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  2  0  0  0  0
 22 24  1  0  0  0  0
 24 25  1  0  0  0  0
 25 26  1  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  1  0  0  0  0
 31 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 36 38  1  0  0  0  0
 38 39  1  0  0  0  0
 39 40  2  0  0  0  0
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 42 43  1  0  0  0  0
 43 44  1  0  0  0  0
 44 45  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 46 48  1  0  0  0  0
 48 49  1  0  0  0  0
 49 50  1  0  0  0  0
 50 51  2  0  0  0  0
 45 52  1  0  0  0  0
 52 53  1  0  0  0  0
 53 54  2  0  0  0  0
 54 55  1  0  0  0  0
 55 56  2  0  0  0  0
 56 57  1  0  0  0  0
 57 58  2  0  0  0  0
 58 59  1  0  0  0  0
 59 60  2  0  0  0  0
 60 61  1  0  0  0  0
 48 43  1  0  0  0  0
 56 52  1  0  0  0  0
 60 55  1  0  0  0  0
 62 36  1  0  0  0  0
 63 39  1  0  0  0  0
 64 50  1  0  0  0  0
 65 50  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0003945

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCC=CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N

> <INCHI_IDENTIFIER>
InChI=1S/C37H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h16-17,24-26,30-32,36,47-48H,4-15,18-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)

> <INCHI_KEY>
JUPAQFRKPHPXLD-UHFFFAOYSA-N

> <FORMULA>
C37H64N7O17P3S

> <MOLECULAR_WEIGHT>
1003.93

> <EXACT_MASS>
1003.329225797

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_ATOM_COUNT>
129

> <JCHEM_AVERAGE_POLARIZABILITY>
100.03402098219695

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
9

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
2.38

> <JCHEM_LOGP>
0.8294662018520389

> <ALOGPS_LOGS>
-2.88

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.900120734776186

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8209787813398175

> <JCHEM_PKA_STRONGEST_BASIC>
4.006053268556904

> <JCHEM_POLAR_SURFACE_AREA>
363.63

> <JCHEM_REFRACTIVITY>
237.74120000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
33

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.33e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0003945
     RDKit          3D
(2E)-Hexadecenoyl-CoA
129131  0  0  0  0  0  0  0  0999 V2000
   16.8716    1.8423    1.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0002    1.0000    2.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6646    1.0090    3.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5442    0.4394    2.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8233   -0.9861    1.8953 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7362   -1.6147    1.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6160   -0.8954   -0.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5642   -1.4344   -1.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

HEADER    PROTEIN                                 16-MAY-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAY-18         0                                  
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HETATM   41  O   UNK     0     -12.175 -23.020   0.000  0.00  0.00           O+0
HETATM   42  C   UNK     0     -10.841 -23.790   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0     -10.841 -25.330   0.000  0.00  0.00           C+0
HETATM   44  O   UNK     0      -9.595 -26.235   0.000  0.00  0.00           O+0
HETATM   45  C   UNK     0     -10.071 -27.700   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0     -11.611 -27.700   0.000  0.00  0.00           C+0
HETATM   47  O   UNK     0     -12.516 -28.945   0.000  0.00  0.00           O+0
HETATM   48  C   UNK     0     -12.087 -26.235   0.000  0.00  0.00           C+0
HETATM   49  O   UNK     0     -13.552 -25.759   0.000  0.00  0.00           O+0
HETATM   50  P   UNK     0     -13.872 -24.253   0.000  0.00  0.00           P+0
HETATM   51  O   UNK     0     -12.365 -23.933   0.000  0.00  0.00           O+0
HETATM   52  N   UNK     0      -9.166 -28.945   0.000  0.00  0.00           N+0
HETATM   53  C   UNK     0      -9.642 -30.410   0.000  0.00  0.00           C+0
HETATM   54  N   UNK     0      -8.396 -31.315   0.000  0.00  0.00           N+0
HETATM   55  C   UNK     0      -7.150 -30.410   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      -7.626 -28.945   0.000  0.00  0.00           C+0
HETATM   57  N   UNK     0      -6.595 -27.801   0.000  0.00  0.00           N+0
HETATM   58  C   UNK     0      -5.089 -28.121   0.000  0.00  0.00           C+0
HETATM   59  N   UNK     0      -4.613 -29.586   0.000  0.00  0.00           N+0
HETATM   60  C   UNK     0      -5.644 -30.730   0.000  0.00  0.00           C+0
HETATM   61  N   UNK     0      -5.168 -32.195   0.000  0.00  0.00           N+0
HETATM   62  O   UNK     0     -12.738 -17.836   0.000  0.00  0.00           O+0
HETATM   63  O   UNK     0     -10.635 -21.480   0.000  0.00  0.00           O+0
HETATM   64  O   UNK     0     -15.378 -24.573   0.000  0.00  0.00           O+0
HETATM   65  O   UNK     0     -14.192 -22.746   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30   31                                                  
CONECT   30   29                                                            
CONECT   31   29   32   33   34                                             
CONECT   32   31                                                            
CONECT   33   31                                                            
CONECT   34   31   35                                                       
CONECT   35   34   36                                                       
CONECT   36   35   37   38   62                                             
CONECT   37   36                                                            
CONECT   38   36   39                                                       
CONECT   39   38   40   41   63                                             
CONECT   40   39                                                            
CONECT   41   39   42                                                       
CONECT   42   41   43                                                       
CONECT   43   42   44   48                                                  
CONECT   44   43   45                                                       
CONECT   45   44   46   52                                                  
CONECT   46   45   47   48                                                  
CONECT   47   46                                                            
CONECT   48   46   49   43                                                  
CONECT   49   48   50                                                       
CONECT   50   49   51   64   65                                             
CONECT   51   50                                                            
CONECT   52   45   53   56                                                  
CONECT   53   52   54                                                       
CONECT   54   53   55                                                       
CONECT   55   54   56   60                                                  
CONECT   56   55   57   52                                                  
CONECT   57   56   58                                                       
CONECT   58   57   59                                                       
CONECT   59   58   60                                                       
CONECT   60   59   61   55                                                  
CONECT   61   60                                                            
CONECT   62   36                                                            
CONECT   63   39                                                            
CONECT   64   50                                                            
CONECT   65   50                                                            
MASTER        0    0    0    0    0    0    0    0   65    0  134    0
END

COMPND    HMDB0003945
HETATM    1  C1  UNL     1      16.872   1.842   1.082  1.00  0.00           C  
HETATM    2  C2  UNL     1      17.000   1.000   2.340  1.00  0.00           C  
HETATM    3  C3  UNL     1      15.665   1.009   3.055  1.00  0.00           C  
HETATM    4  C4  UNL     1      14.544   0.439   2.219  1.00  0.00           C  
HETATM    5  C5  UNL     1      14.823  -0.986   1.895  1.00  0.00           C  
HETATM    6  C6  UNL     1      13.736  -1.615   1.029  1.00  0.00           C  
HETATM    7  C7  UNL     1      13.616  -0.895  -0.280  1.00  0.00           C  
HETATM    8  C8  UNL     1      12.564  -1.434  -1.212  1.00  0.00           C  
HETATM    9  C9  UNL     1      11.170  -1.346  -0.582  1.00  0.00           C  
HETATM   10  C10 UNL     1      10.132  -1.831  -1.587  1.00  0.00           C  
HETATM   11  C11 UNL     1       8.774  -1.720  -1.015  1.00  0.00           C  
HETATM   12  C12 UNL     1       8.497  -2.583   0.208  1.00  0.00           C  
HETATM   13  C13 UNL     1       7.035  -2.230   0.639  1.00  0.00           C  
HETATM   14  C14 UNL     1       7.030  -0.815   1.038  1.00  0.00           C  
HETATM   15  C15 UNL     1       6.423   0.196   0.535  1.00  0.00           C  
HETATM   16  C16 UNL     1       5.536   0.288  -0.599  1.00  0.00           C  
HETATM   17  O1  UNL     1       5.098   1.467  -0.884  1.00  0.00           O  
HETATM   18  S1  UNL     1       4.987  -1.045  -1.627  1.00  0.00           S  
HETATM   19  C17 UNL     1       4.383  -0.383  -3.177  1.00  0.00           C  
HETATM   20  C18 UNL     1       3.186   0.478  -3.109  1.00  0.00           C  
HETATM   21  N1  UNL     1       1.955  -0.122  -2.647  1.00  0.00           N  
HETATM   22  C19 UNL     1       0.823   0.704  -2.548  1.00  0.00           C  
HETATM   23  O2  UNL     1       0.963   1.936  -2.842  1.00  0.00           O  
HETATM   24  C20 UNL     1      -0.505   0.190  -2.123  1.00  0.00           C  
HETATM   25  C21 UNL     1      -1.373   1.407  -1.976  1.00  0.00           C  
HETATM   26  N2  UNL     1      -2.766   1.182  -1.708  1.00  0.00           N  
HETATM   27  C22 UNL     1      -3.619   2.289  -1.503  1.00  0.00           C  
HETATM   28  O3  UNL     1      -3.024   3.437  -1.531  1.00  0.00           O  
HETATM   29  C23 UNL     1      -5.042   2.191  -1.283  1.00  0.00           C  
HETATM   30  O4  UNL     1      -5.508   0.949  -1.801  1.00  0.00           O  
HETATM   31  C24 UNL     1      -5.527   2.199   0.143  1.00  0.00           C  
HETATM   32  C25 UNL     1      -7.093   2.176  -0.009  1.00  0.00           C  
HETATM   33  C26 UNL     1      -5.162   3.385   0.943  1.00  0.00           C  
HETATM   34  C27 UNL     1      -5.261   0.900   0.844  1.00  0.00           C  
HETATM   35  O5  UNL     1      -3.961   0.496   0.948  1.00  0.00           O  
HETATM   36  P1  UNL     1      -4.032  -1.034   1.754  1.00  0.00           P  
HETATM   37  O6  UNL     1      -3.017  -1.011   2.856  1.00  0.00           O  
HETATM   38  O7  UNL     1      -3.594  -2.254   0.662  1.00  0.00           O  
HETATM   39  O8  UNL     1      -5.594  -1.250   2.365  1.00  0.00           O  
HETATM   40  P2  UNL     1      -6.419  -2.528   1.668  1.00  0.00           P  
HETATM   41  O9  UNL     1      -5.961  -2.691   0.250  1.00  0.00           O  
HETATM   42  O10 UNL     1      -6.063  -3.970   2.484  1.00  0.00           O  
HETATM   43  O11 UNL     1      -8.088  -2.241   1.653  1.00  0.00           O  
HETATM   44  C28 UNL     1      -8.390  -0.952   1.277  1.00  0.00           C  
HETATM   45  C29 UNL     1      -9.891  -0.682   1.277  1.00  0.00           C  
HETATM   46  O12 UNL     1     -10.155   0.634   0.934  1.00  0.00           O  
HETATM   47  C30 UNL     1     -10.455   0.726  -0.393  1.00  0.00           C  
HETATM   48  N3  UNL     1     -11.703   1.437  -0.613  1.00  0.00           N  
HETATM   49  C31 UNL     1     -12.314   1.660  -1.772  1.00  0.00           C  
HETATM   50  N4  UNL     1     -13.447   2.372  -1.584  1.00  0.00           N  
HETATM   51  C32 UNL     1     -13.572   2.615  -0.272  1.00  0.00           C  
HETATM   52  C33 UNL     1     -14.518   3.287   0.467  1.00  0.00           C  
HETATM   53  N5  UNL     1     -15.615   3.879  -0.202  1.00  0.00           N  
HETATM   54  N6  UNL     1     -14.338   3.350   1.807  1.00  0.00           N  
HETATM   55  C34 UNL     1     -13.250   2.759   2.380  1.00  0.00           C  
HETATM   56  N7  UNL     1     -12.327   2.104   1.659  1.00  0.00           N  
HETATM   57  C35 UNL     1     -12.465   2.018   0.327  1.00  0.00           C  
HETATM   58  C36 UNL     1     -10.401  -0.623  -1.013  1.00  0.00           C  
HETATM   59  O13 UNL     1     -11.466  -0.862  -1.848  1.00  0.00           O  
HETATM   60  C37 UNL     1     -10.513  -1.545   0.210  1.00  0.00           C  
HETATM   61  O14 UNL     1     -11.889  -1.737   0.384  1.00  0.00           O  
HETATM   62  P3  UNL     1     -12.374  -3.316   0.146  1.00  0.00           P  
HETATM   63  O15 UNL     1     -13.728  -3.279  -0.576  1.00  0.00           O  
HETATM   64  O16 UNL     1     -11.324  -4.194  -0.815  1.00  0.00           O  
HETATM   65  O17 UNL     1     -12.625  -4.147   1.594  1.00  0.00           O  
HETATM   66  H1  UNL     1      16.040   2.595   1.180  1.00  0.00           H  
HETATM   67  H2  UNL     1      17.797   2.442   0.997  1.00  0.00           H  
HETATM   68  H3  UNL     1      16.701   1.271   0.172  1.00  0.00           H  
HETATM   69  H4  UNL     1      17.300  -0.036   2.158  1.00  0.00           H  
HETATM   70  H5  UNL     1      17.730   1.486   3.034  1.00  0.00           H  
HETATM   71  H6  UNL     1      15.766   0.443   4.011  1.00  0.00           H  
HETATM   72  H7  UNL     1      15.404   2.079   3.296  1.00  0.00           H  
HETATM   73  H8  UNL     1      14.471   1.068   1.306  1.00  0.00           H  
HETATM   74  H9  UNL     1      13.628   0.516   2.861  1.00  0.00           H  
HETATM   75  H10 UNL     1      15.789  -1.056   1.327  1.00  0.00           H  
HETATM   76  H11 UNL     1      14.902  -1.574   2.828  1.00  0.00           H  
HETATM   77  H12 UNL     1      12.753  -1.572   1.560  1.00  0.00           H  
HETATM   78  H13 UNL     1      13.961  -2.677   0.847  1.00  0.00           H  
HETATM   79  H14 UNL     1      14.609  -0.854  -0.771  1.00  0.00           H  
HETATM   80  H15 UNL     1      13.307   0.184  -0.097  1.00  0.00           H  
HETATM   81  H16 UNL     1      12.719  -2.502  -1.496  1.00  0.00           H  
HETATM   82  H17 UNL     1      12.532  -0.806  -2.109  1.00  0.00           H  
HETATM   83  H18 UNL     1      10.911  -0.327  -0.289  1.00  0.00           H  
HETATM   84  H19 UNL     1      11.190  -1.983   0.325  1.00  0.00           H  
HETATM   85  H20 UNL     1      10.388  -2.859  -1.948  1.00  0.00           H  
HETATM   86  H21 UNL     1      10.232  -1.138  -2.453  1.00  0.00           H  
HETATM   87  H22 UNL     1       8.527  -0.648  -0.845  1.00  0.00           H  
HETATM   88  H23 UNL     1       8.012  -2.064  -1.771  1.00  0.00           H  
HETATM   89  H24 UNL     1       9.121  -2.318   1.061  1.00  0.00           H  
HETATM   90  H25 UNL     1       8.499  -3.627  -0.109  1.00  0.00           H  
HETATM   91  H26 UNL     1       6.760  -2.890   1.485  1.00  0.00           H  
HETATM   92  H27 UNL     1       6.438  -2.432  -0.235  1.00  0.00           H  
HETATM   93  H28 UNL     1       7.669  -0.616   1.937  1.00  0.00           H  
HETATM   94  H29 UNL     1       6.611   1.174   1.058  1.00  0.00           H  
HETATM   95  H30 UNL     1       5.219   0.211  -3.623  1.00  0.00           H  
HETATM   96  H31 UNL     1       4.241  -1.246  -3.895  1.00  0.00           H  
HETATM   97  H32 UNL     1       3.005   0.970  -4.125  1.00  0.00           H  
HETATM   98  H33 UNL     1       3.409   1.320  -2.393  1.00  0.00           H  
HETATM   99  H34 UNL     1       1.926  -1.119  -2.401  1.00  0.00           H  
HETATM  100  H35 UNL     1      -0.339  -0.329  -1.147  1.00  0.00           H  
HETATM  101  H36 UNL     1      -0.943  -0.541  -2.834  1.00  0.00           H  
HETATM  102  H37 UNL     1      -1.249   1.998  -2.921  1.00  0.00           H  
HETATM  103  H38 UNL     1      -0.933   2.001  -1.141  1.00  0.00           H  
HETATM  104  H39 UNL     1      -3.090   0.200  -1.675  1.00  0.00           H  
HETATM  105  H40 UNL     1      -5.631   2.984  -1.825  1.00  0.00           H  
HETATM  106  H41 UNL     1      -5.045   0.189  -1.436  1.00  0.00           H  
HETATM  107  H42 UNL     1      -7.552   2.020   0.968  1.00  0.00           H  
HETATM  108  H43 UNL     1      -7.383   3.131  -0.462  1.00  0.00           H  
HETATM  109  H44 UNL     1      -7.353   1.366  -0.708  1.00  0.00           H  
HETATM  110  H45 UNL     1      -6.008   4.131   0.907  1.00  0.00           H  
HETATM  111  H46 UNL     1      -4.258   3.920   0.578  1.00  0.00           H  
HETATM  112  H47 UNL     1      -5.060   3.155   2.035  1.00  0.00           H  
HETATM  113  H48 UNL     1      -5.842   0.051   0.366  1.00  0.00           H  
HETATM  114  H49 UNL     1      -5.659   0.973   1.910  1.00  0.00           H  
HETATM  115  H50 UNL     1      -3.529  -1.928  -0.268  1.00  0.00           H  
HETATM  116  H51 UNL     1      -6.574  -4.737   2.133  1.00  0.00           H  
HETATM  117  H52 UNL     1      -8.008  -0.864   0.209  1.00  0.00           H  
HETATM  118  H53 UNL     1      -7.837  -0.196   1.850  1.00  0.00           H  
HETATM  119  H54 UNL     1     -10.252  -0.943   2.303  1.00  0.00           H  
HETATM  120  H55 UNL     1      -9.694   1.356  -0.957  1.00  0.00           H  
HETATM  121  H56 UNL     1     -11.942   1.310  -2.747  1.00  0.00           H  
HETATM  122  H57 UNL     1     -15.440   4.712  -0.795  1.00  0.00           H  
HETATM  123  H58 UNL     1     -16.588   3.523  -0.135  1.00  0.00           H  
HETATM  124  H59 UNL     1     -13.151   2.838   3.459  1.00  0.00           H  
HETATM  125  H60 UNL     1      -9.413  -0.800  -1.522  1.00  0.00           H  
HETATM  126  H61 UNL     1     -11.505  -1.805  -2.111  1.00  0.00           H  
HETATM  127  H62 UNL     1      -9.969  -2.491   0.018  1.00  0.00           H  
HETATM  128  H63 UNL     1     -10.784  -4.781  -0.249  1.00  0.00           H  
HETATM  129  H64 UNL     1     -12.985  -3.535   2.291  1.00  0.00           H  
CONECT    1    2   66   67   68
CONECT    2    3   69   70
CONECT    3    4   71   72
CONECT    4    5   73   74
CONECT    5    6   75   76
CONECT    6    7   77   78
CONECT    7    8   79   80
CONECT    8    9   81   82
CONECT    9   10   83   84
CONECT   10   11   85   86
CONECT   11   12   87   88
CONECT   12   13   89   90
CONECT   13   14   91   92
CONECT   14   15   15   93
CONECT   15   16   94
CONECT   16   17   17   18
CONECT   18   19
CONECT   19   20   95   96
CONECT   20   21   97   98
CONECT   21   22   99
CONECT   22   23   23   24
CONECT   24   25  100  101
CONECT   25   26  102  103
CONECT   26   27  104
CONECT   27   28   28   29
CONECT   29   30   31  105
CONECT   30  106
CONECT   31   32   33   34
CONECT   32  107  108  109
CONECT   33  110  111  112
CONECT   34   35  113  114
CONECT   35   36
CONECT   36   37   37   38   39
CONECT   38  115
CONECT   39   40
CONECT   40   41   41   42   43
CONECT   42  116
CONECT   43   44
CONECT   44   45  117  118
CONECT   45   46   60  119
CONECT   46   47
CONECT   47   48   58  120
CONECT   48   49   57
CONECT   49   50   50  121
CONECT   50   51
CONECT   51   52   52   57
CONECT   52   53   54
CONECT   53  122  123
CONECT   54   55   55
CONECT   55   56  124
CONECT   56   57   57
CONECT   58   59   60  125
CONECT   59  126
CONECT   60   61  127
CONECT   61   62
CONECT   62   63   63   64   65
CONECT   64  128
CONECT   65  129
END

HMDB0003945
     RDKit          3D
(2E)-Hexadecenoyl-CoA
129131  0  0  0  0  0  0  0  0999 V2000
   16.8716    1.8423    1.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0002    1.0000    2.3400 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6646    1.0090    3.0548 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5442    0.4394    2.2190 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8233   -0.9861    1.8953 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7362   -1.6147    1.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6160   -0.8954   -0.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5642   -1.4344   -1.2115 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1700   -1.3455   -0.5818 C   0  0  0  0  0  0  0  0  0  0  0  0
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M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(e)-C16:1 N-14-CoA	HMDB
(e)-Hexadec-2-enoyl-CoA tetraanion	HMDB
(e)-Hexadec-2-enoyl-coenzyme A tetraanion	HMDB
(e)-Hexadec-2-enoyl-coenzyme A(4-)	HMDB
trans-2-Hexadecenoyl-CoA(4-)	HMDB
trans-2-Hexadecenoyl-coenzyme A tetraanion	HMDB
trans-2-Hexadecenoyl-coenzyme A(4-)	HMDB
trans-C16:1 N-14-CoA	HMDB
trans-Hexadec-2-enoyl-CoA(4-)	HMDB
(2E)-Hexadecenoyl-coenzyme A	HMDB
trans-2-Hexadecenoyl-CoA	HMDB
trans-2-Hexadecenoyl-coenzyme A	HMDB

Chemical Formula

C₃₇H₆₄N₇O₁₇P₃S

Average Molecular Weight

1003.93

Monoisotopic Molecular Weight

1003.329225797

IUPAC Name

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

Traditional Name

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

CAS Registry Number

4460-95-1

SMILES

CCCCCCCCCCCCCC=CC(=O)SCCNC(=O)CCNC(=O)C(O)C(C)(C)COP(O)(=O)OP(O)(=O)OCC1OC(C(O)C1OP(O)(O)=O)N1C=NC2=C1N=CN=C2N

InChI Identifier

InChI=1S/C37H64N7O17P3S/c1-4-5-6-7-8-9-10-11-12-13-14-15-16-17-28(46)65-21-20-39-27(45)18-19-40-35(49)32(48)37(2,3)23-58-64(55,56)61-63(53,54)57-22-26-31(60-62(50,51)52)30(47)36(59-26)44-25-43-29-33(38)41-24-42-34(29)44/h16-17,24-26,30-32,36,47-48H,4-15,18-23H2,1-3H3,(H,39,45)(H,40,49)(H,53,54)(H,55,56)(H2,38,41,42)(H2,50,51,52)

InChI Key

JUPAQFRKPHPXLD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain 2-enoyl coas. These are organic compounds containing a coenzyme A substructure linked to a long-chain 2-enoyl 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 2-enoyl CoAs

Alternative Parents

Substituents

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Adverse health effect

Genetic disorder

Inborn errors of metabolism

Ethylmalonic encephalopathy (PMID: 10731506 , PMID: 27012787 , PMID: 3571488 , +12

Source	Link
Pubmed	PMID: 10731506
Pubmed	PMID: 27012787
Pubmed	PMID: 3571488
Pubmed	PMID: 7776094
Pubmed	PMID: 8087979
Pubmed	PMID: 31963255
Pubmed	PMID: 16828325
Pubmed	PMID: 10197568
Pubmed	PMID: 7609451
Pubmed	PMID: 7609451
Pubmed	PMID: 2026685
Pubmed	PMID: 9177981
Pubmed	PMID: 16828325
Pubmed	PMID: 16460720
Pubmed	PMID: 24023812

)

Disposition

Biological location

Cellular substructure

Extracellular

Horse

Lagomorphs

Ovis

Sheep (Mutton, Lamb)

Caprae

Domestic goat

Process

Naturally occurring process

Fatty acid metabolism

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	2.319	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.22 g/L	ALOGPS
logP	2.38	ALOGPS
logP	0.83	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	0.82	ChemAxon
pKa (Strongest Basic)	4.01	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	33	ChemAxon
Refractivity	237.74 m³·mol⁻¹	ChemAxon
Polarizability	100.03 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+H]+	251.998	30932474
DeepCCS	[M-H]-	250.103	30932474
DeepCCS	[M-2H]-	283.729	30932474
DeepCCS	[M+Na]+	257.66	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Hexadecenoyl-CoA 10V, Positive-QTOF	splash10-000i-2902100102-e06fa4e929af2fe70271	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Hexadecenoyl-CoA 20V, Positive-QTOF	splash10-000i-0923400000-0c41e8f5f297f48f3a2b	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Hexadecenoyl-CoA 40V, Positive-QTOF	splash10-000i-1900100000-68e3f194fa8c6130a574	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Hexadecenoyl-CoA 10V, Negative-QTOF	splash10-001r-9872342603-867ca6273a57b1175f49	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Hexadecenoyl-CoA 20V, Negative-QTOF	splash10-001i-4931201001-79292093bdcf11aa8d95	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Hexadecenoyl-CoA 40V, Negative-QTOF	splash10-057i-5900000000-d4910960caa05277f5d8	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Hexadecenoyl-CoA 10V, Negative-QTOF	splash10-0udi-9000000000-0c67e399c8288b97ebc8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Hexadecenoyl-CoA 20V, Negative-QTOF	splash10-0ufr-9110201301-65d18de8e6413e4ca377	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Hexadecenoyl-CoA 40V, Negative-QTOF	splash10-004i-4102300209-8eb1f0de45ea0eba4b32	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Hexadecenoyl-CoA 10V, Positive-QTOF	splash10-0udi-9000000010-ee87bb3bf3a235ce040e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Hexadecenoyl-CoA 20V, Positive-QTOF	splash10-000i-2701000339-0a168cc97140478c2e1d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (2E)-Hexadecenoyl-CoA 40V, Positive-QTOF	splash10-0002-0001900000-8b671f129c31794c641b	2021-09-25	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 Long Chain Saturated Fatty Acids		Not Available
Long-chain-3-hydroxyacyl-coa dehydrogenase deficiency (LCHAD)		Not Available
Ethylmalonic Encephalopathy		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

FDB023264

KNApSAcK ID

Not Available

Chemspider ID

26332261

KEGG Compound ID

C05272

BioCyc ID

Not Available

BiGG ID

45474

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5118010

PDB ID

Not Available

ChEBI ID

61526

Food Biomarker Ontology

Not Available

VMH ID

HDD2COA

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Al-Arif, Adhid; Blecher, Melvin. Chemical synthesis of carnitine and coenzyme A esters of the b-substituted intermediates of hexadecanoic acid metabolism. Biochimica et Biophysica Acta, Lipids and Lipid Metabolism (1971), 248(3), 416-29.

Material Safety Data Sheet (MSDS)

Not Available

General References

Hinsch W, Klages C, Seubert W: On the mechanism of malonyl-CoA-independent fatty-acid synthesis. Different properties of the mitochondrial chain elongation and enoylCoA reductase in various tissues. Eur J Biochem. 1976 Apr 15;64(1):45-55. [PubMed:1278159 ]

Only showing the first 10 proteins. There are 115 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

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

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

Enzyme Details

4. Methylmalonate-semialdehyde dehydrogenase [acylating], mitochondrial

General function:: Involved in oxidoreductase activity
Specific function:: Plays a role in valine and pyrimidine metabolism. Binds fatty acyl-CoA.
Gene Name:: ALDH6A1
Uniprot ID:: Q02252
Molecular weight:: 57839.31

Enzyme Details

5. 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

Palmityl-CoA + FAD → (2E)-Hexadecenoyl-CoA + FADH	details

Enzyme Details

6. Short-chain specific acyl-CoA dehydrogenase, mitochondrial

General function:: Involved in acyl-CoA dehydrogenase activity
Specific function:: Not Available
Gene Name:: ACADS
Uniprot ID:: P16219
Molecular weight:: 44296.705

Enzyme Details

7. 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

Palmityl-CoA + FAD → (2E)-Hexadecenoyl-CoA + FADH	details

Enzyme Details

8. 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

Palmityl-CoA + FAD → (2E)-Hexadecenoyl-CoA + FADH	details

Enzyme Details

9. Peroxisomal acyl-coenzyme A oxidase 2

General function:: Involved in acyl-CoA dehydrogenase activity
Specific function:: Oxidizes the CoA esters of the bile acid intermediates di- and tri-hydroxycholestanoic acids.
Gene Name:: ACOX2
Uniprot ID:: Q99424
Molecular weight:: 76826.14

Enzyme Details

10. Isovaleryl-CoA dehydrogenase, mitochondrial

General function:: Involved in acyl-CoA dehydrogenase activity
Specific function:: Not Available
Gene Name:: IVD
Uniprot ID:: P26440
Molecular weight:: 43055.325

Transporters

Enzyme Details

1. Long-chain fatty acid transport protein 1

General function:: Lipid transport and metabolism
Specific function:: Involved in translocation of long-chain fatty acids (LFCA) across the plasma membrane. The LFCA import appears to be hormone-regulated in a tissue-specific manner. In adipocytes, but not myocytes, insulin induces a rapid translocation of FATP1 from intracellular compartments to the plasma membrane, paralleled by increased LFCA uptake. May act directly as a bona fide transporter, or alternatively, in a cytoplasmic or membrane- associated multimeric protein complex to trap and draw fatty acids towards accumulation. Plays a pivotal role in regulating available LFCA substrates from exogenous sources in tissues undergoing high levels of beta-oxidation or triglyceride synthesis. May be involved in regulation of cholesterol metabolism. Has acyl-CoA ligase activity for long-chain and very-long-chain fatty acids
Gene Name:: SLC27A1
Uniprot ID:: Q6PCB7
Molecular weight:: 71107.5

Only showing the first 10 proteins. There are 115 proteins in total.

Show all enzymes and transporters

Showing metabocard for (2E)-Hexadecenoyl-CoA (HMDB0003945)

MOL for HMDB0003945 ((2E)-Hexadecenoyl-CoA)

3D MOL for HMDB0003945 ((2E)-Hexadecenoyl-CoA)

3D SDF for HMDB0003945 ((2E)-Hexadecenoyl-CoA)

3D-SDF for HMDB0003945 ((2E)-Hexadecenoyl-CoA)

PDB for HMDB0003945 ((2E)-Hexadecenoyl-CoA)

3D PDB for HMDB0003945 ((2E)-Hexadecenoyl-CoA)

SMILES for HMDB0003945 ((2E)-Hexadecenoyl-CoA)

INCHI for HMDB0003945 ((2E)-Hexadecenoyl-CoA)

Structure for HMDB0003945 ((2E)-Hexadecenoyl-CoA)

3D Structure for HMDB0003945 ((2E)-Hexadecenoyl-CoA)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra

Enzymes

Reactions

Reactions

Reactions

Transporters