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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2007-05-23 12:29:12 UTC

Update Date

2022-03-07 02:49:32 UTC

HMDB ID

HMDB0006503

Secondary Accession Numbers

HMDB06503

Metabolite Identification

Common Name

Phenylacetyl-CoA

Description

Phenylacetyl-CoA was found to be a very potent inhibitor of choline acetyltransferase, competitive for acetyl-CoA with Ki of 3.1 X 10(-7)M. Phenylacetate exerts its neurotoxic action through its metabolic product, phenylacetyl-CoA, which could severely decrease the availability of acetyl-CoA (PMID: 6142928 ).

Structure

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


  Mrv0541 02231220402D          

 57 60  0  0  1  0            999 V2000
   22.3229   -9.6336    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.0458   -9.3024    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.6203  -10.3251    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.0415  -10.1783    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.5290  -11.7808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4928   -9.9145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4353  -11.3646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9518  -10.8088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5990   -8.6902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4337   -8.7492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2884   -9.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7947  -10.5150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6579   -9.8554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6640  -10.9935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0539  -11.5257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1364   -9.6569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3784   -9.4251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0071  -10.9725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5525   -9.4007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3953   -9.1068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1609  -10.7911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4878  -12.8186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4878  -14.1463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9926  -12.6575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2781  -13.8950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9926  -15.1325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3905  -10.5582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2332  -10.2643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7463  -10.6994    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2602  -11.3660    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5306  -10.9558    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7440  -12.0344    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.1988  -10.4720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7071  -13.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9692  -13.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7071  -13.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2159  -10.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9690  -10.7051    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.4628  -10.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9926  -14.3075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5528   -9.6151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8790  -11.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2781  -13.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6373  -10.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0587  -10.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8118  -10.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4801   -9.9274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9014   -9.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6545  -10.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0760   -9.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7442   -9.4868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4973   -9.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1656   -9.3399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5821  -10.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9187   -9.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3353  -10.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0034  -10.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 49  1  0  0  0  0
  1 50  1  0  0  0  0
  2  6  1  0  0  0  0
  2  9  1  0  0  0  0
  2 10  1  0  0  0  0
  2 13  2  0  0  0  0
  3  8  1  0  0  0  0
  3 11  1  0  0  0  0
  3 14  1  0  0  0  0
  3 16  2  0  0  0  0
  4 11  1  0  0  0  0
  4 12  1  0  0  0  0
  4 17  1  0  0  0  0
  4 18  2  0  0  0  0
  5 31  1  0  0  0  0
  5 32  1  0  0  0  0
 29  6  1  6  0  0  0
 30  7  1  6  0  0  0
  8 33  1  0  0  0  0
 12 39  1  0  0  0  0
 38 15  1  6  0  0  0
 19 44  2  0  0  0  0
 20 47  2  0  0  0  0
 21 50  2  0  0  0  0
 32 22  1  1  0  0  0
 22 34  1  0  0  0  0
 22 35  1  0  0  0  0
 23 35  2  0  0  0  0
 23 36  1  0  0  0  0
 24 34  2  0  0  0  0
 24 43  1  0  0  0  0
 25 40  1  0  0  0  0
 25 43  2  0  0  0  0
 26 40  1  0  0  0  0
 27 44  1  0  0  0  0
 27 45  1  0  0  0  0
 28 47  1  0  0  0  0
 28 48  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 30 32  1  0  0  0  0
 31 33  1  1  0  0  0
 34 36  1  0  0  0  0
 36 40  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 41  1  0  0  0  0
 37 42  1  0  0  0  0
 38 44  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 48 49  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 52 54  1  0  0  0  0
 53 55  1  0  0  0  0
 54 56  2  0  0  0  0
 55 57  2  0  0  0  0
 56 57  1  0  0  0  0
M  END

HMDB0006503
     RDKit          3D
Phenylacetyl-CoA
 99102  0  0  0  0  0  0  0  0999 V2000
   -1.6018   -2.2104    2.9773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5036   -1.4276    2.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5999    0.0448    2.6543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271   -1.5228    0.7657 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1898   -0.8497   -0.0197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2813   -1.0684   -1.6546 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.4837   -2.2727   -2.1614 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1823    0.2684   -2.5518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9457   -1.3129   -1.6650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8256    0.0160   -2.1647 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2762    1.2243   -1.4015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6911    0.3555   -3.7960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4590   -0.1143   -1.6730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4220   -0.7511   -0.4389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7719   -0.9410    0.1441 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4794    0.2421    0.3844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7869   -0.1874    0.6185 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.6776    0.8929    0.2861 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9679    0.8519   -0.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4239    2.0944   -0.2955 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4285    2.9715   -0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3642    4.3564   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4801    5.1357   -0.4888 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1772    4.9086    0.1936 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0972    4.1862    0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1825    2.8474    0.6062 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3420    2.2055    0.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0409   -1.3940   -0.2020 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.4481   -2.4822    0.6044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6687   -1.7660   -0.7347 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4468   -3.1390   -0.6296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2723   -3.7523   -2.1897 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.8780   -3.6870   -2.7086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8860   -5.3432   -2.1543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2494   -2.7843   -3.2110 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8035   -1.9997    2.7046 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8715   -3.3484    2.4037 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414   -1.2207    2.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8811    0.0232    2.2818 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635   -1.8130    1.5600 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1681   -1.0498    1.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7916   -0.2463    2.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9740    0.5062    1.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3118    0.2710    0.3895 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6130    1.4308    2.3977 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7169    2.2355    2.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5640    3.2428    0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1944    2.5455   -0.6217 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5555    1.7383   -1.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3619    1.1268   -2.4519 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9174    1.7530   -0.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8323    1.0318   -1.7729 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4602    1.6775   -2.8153 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3077    0.9717   -3.6721 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5428   -0.3668   -3.5116 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9020   -0.9954   -2.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0599   -0.3329   -1.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4245   -1.4897    3.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9974   -3.0246    2.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2514   -2.5671    3.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0502    0.2491    3.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6785    0.2430    2.8949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2978    0.7337    1.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7515   -1.1698    0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7551   -2.6202    0.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3526    1.0693   -1.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5266    0.1016   -4.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8675   -1.7137   -0.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8544   -0.0996    0.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7263   -1.4417    1.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8335   -0.4334    1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4994   -0.0978   -0.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6977    5.2836   -1.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0756    5.5546    0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1462    4.6508    0.8013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7674   -1.2363   -1.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4262   -2.1660    1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5498   -1.4132   -1.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5121   -5.4590   -1.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2033   -3.0603   -3.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8751   -1.8669    3.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7374   -3.6762    2.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1056   -2.8666    1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8461   -0.3740    0.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9423   -1.7048    0.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1393   -0.9349    2.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1090    0.4722    2.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2304    1.5416    3.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6594    1.6442    1.9038 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9862    2.8563    2.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8249    4.0492    1.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5921    3.7422    0.8828 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3074    2.8016   -0.7128 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0249    1.2836    0.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2715    2.7321   -2.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7820    1.5037   -4.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1900   -0.9653   -4.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0669   -2.0566   -2.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5615   -0.8512   -0.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 17 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 32 35  1  0
  2 36  1  0
 36 37  1  0
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 51 93  1  0
 51 94  1  0
 53 95  1  0
 54 96  1  0
 55 97  1  0
 56 98  1  0
 57 99  1  0
M  END


  Mrv0541 02231220402D          

 57 60  0  0  1  0            999 V2000
   22.3229   -9.6336    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.0458   -9.3024    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   11.6203  -10.3251    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
   13.0415  -10.1783    0.0000 P   0  0  0  0  0  0  0  0  0  0  0  0
    9.5290  -11.7808    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4928   -9.9145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4353  -11.3646    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9518  -10.8088    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5990   -8.6902    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4337   -8.7492    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.2884   -9.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7947  -10.5150    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.6579   -9.8554    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6640  -10.9935    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.0539  -11.5257    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.1364   -9.6569    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3784   -9.4251    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.0071  -10.9725    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.5525   -9.4007    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3953   -9.1068    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   23.1609  -10.7911    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4878  -12.8186    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.4878  -14.1463    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9926  -12.6575    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2781  -13.8950    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.9926  -15.1325    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   17.3905  -10.5582    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   20.2332  -10.2643    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.7463  -10.6994    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.2602  -11.3660    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    9.5306  -10.9558    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    8.7440  -12.0344    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   10.1988  -10.4720    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7071  -13.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9692  -13.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7071  -13.8950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2159  -10.3682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9690  -10.7051    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   14.4628  -10.0314    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9926  -14.3075    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5528   -9.6151    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8790  -11.1214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2781  -13.0700    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6373  -10.2214    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0587  -10.0743    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8118  -10.4112    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4801   -9.9274    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.9014   -9.7806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.6545  -10.1175    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.0760   -9.9705    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.7442   -9.4868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4973   -9.8236    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.1656   -9.3399    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.5821  -10.6442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.9187   -9.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.3353  -10.9811    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.0034  -10.4974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 49  1  0  0  0  0
  1 50  1  0  0  0  0
  2  6  1  0  0  0  0
  2  9  1  0  0  0  0
  2 10  1  0  0  0  0
  2 13  2  0  0  0  0
  3  8  1  0  0  0  0
  3 11  1  0  0  0  0
  3 14  1  0  0  0  0
  3 16  2  0  0  0  0
  4 11  1  0  0  0  0
  4 12  1  0  0  0  0
  4 17  1  0  0  0  0
  4 18  2  0  0  0  0
  5 31  1  0  0  0  0
  5 32  1  0  0  0  0
 29  6  1  6  0  0  0
 30  7  1  6  0  0  0
  8 33  1  0  0  0  0
 12 39  1  0  0  0  0
 38 15  1  6  0  0  0
 19 44  2  0  0  0  0
 20 47  2  0  0  0  0
 21 50  2  0  0  0  0
 32 22  1  1  0  0  0
 22 34  1  0  0  0  0
 22 35  1  0  0  0  0
 23 35  2  0  0  0  0
 23 36  1  0  0  0  0
 24 34  2  0  0  0  0
 24 43  1  0  0  0  0
 25 40  1  0  0  0  0
 25 43  2  0  0  0  0
 26 40  1  0  0  0  0
 27 44  1  0  0  0  0
 27 45  1  0  0  0  0
 28 47  1  0  0  0  0
 28 48  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  1  0  0  0  0
 30 32  1  0  0  0  0
 31 33  1  1  0  0  0
 34 36  1  0  0  0  0
 36 40  2  0  0  0  0
 37 38  1  0  0  0  0
 37 39  1  0  0  0  0
 37 41  1  0  0  0  0
 37 42  1  0  0  0  0
 38 44  1  0  0  0  0
 45 46  1  0  0  0  0
 46 47  1  0  0  0  0
 48 49  1  0  0  0  0
 50 51  1  0  0  0  0
 51 52  1  0  0  0  0
 52 53  2  0  0  0  0
 52 54  1  0  0  0  0
 53 55  1  0  0  0  0
 54 56  2  0  0  0  0
 55 57  2  0  0  0  0
 56 57  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0006503

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C29H42N7O17P3S/c1-29(2,24(40)27(41)32-9-8-19(37)31-10-11-57-20(38)12-17-6-4-3-5-7-17)14-50-56(47,48)53-55(45,46)49-13-18-23(52-54(42,43)44)22(39)28(51-18)36-16-35-21-25(30)33-15-34-26(21)36/h3-7,15-16,18,22-24,28,39-40H,8-14H2,1-2H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/t18-,22-,23-,24+,28-/m1/s1

> <INCHI_KEY>
ZIGIFDRJFZYEEQ-CECATXLMSA-N

> <FORMULA>
C29H42N7O17P3S

> <MOLECULAR_WEIGHT>
885.667

> <EXACT_MASS>
885.157073179

> <JCHEM_ACCEPTOR_COUNT>
17

> <JCHEM_AVERAGE_POLARIZABILITY>
79.56336726521648

> <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[(3R)-3-hydroxy-2,2-dimethyl-3-{[2-({2-[(2-phenylacetyl)sulfanyl]ethyl}carbamoyl)ethyl]carbamoyl}propoxy]phosphoryl}oxy)phosphoryl]oxy}methyl)oxolan-3-yl]oxy}phosphonic acid

> <ALOGPS_LOGP>
-0.03

> <JCHEM_LOGP>
-5.140871050299685

> <ALOGPS_LOGS>
-2.44

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-4

> <JCHEM_PKA>
1.8334045176178515

> <JCHEM_PKA_STRONGEST_ACIDIC>
0.8252479627216065

> <JCHEM_PKA_STRONGEST_BASIC>
4.946047024039826

> <JCHEM_POLAR_SURFACE_AREA>
363.6299999999999

> <JCHEM_REFRACTIVITY>
196.92990000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
22

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.19e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
phenylacetyl-coa

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006503
     RDKit          3D
Phenylacetyl-CoA
 99102  0  0  0  0  0  0  0  0999 V2000
   -1.6018   -2.2104    2.9773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5036   -1.4276    2.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5999    0.0448    2.6543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271   -1.5228    0.7657 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1898   -0.8497   -0.0197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2813   -1.0684   -1.6546 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.4837   -2.2727   -2.1614 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1823    0.2684   -2.5518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9457   -1.3129   -1.6650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8256    0.0160   -2.1647 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2762    1.2243   -1.4015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6911    0.3555   -3.7960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4590   -0.1143   -1.6730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4220   -0.7511   -0.4389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7719   -0.9410    0.1441 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4794    0.2421    0.3844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7869   -0.1874    0.6185 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.6776    0.8929    0.2861 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9679    0.8519   -0.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4239    2.0944   -0.2955 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4285    2.9715   -0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3642    4.3564   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4801    5.1357   -0.4888 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1772    4.9086    0.1936 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0972    4.1862    0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1825    2.8474    0.6062 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3420    2.2055    0.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0409   -1.3940   -0.2020 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.4481   -2.4822    0.6044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6687   -1.7660   -0.7347 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4468   -3.1390   -0.6296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2723   -3.7523   -2.1897 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.8780   -3.6870   -2.7086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8860   -5.3432   -2.1543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2494   -2.7843   -3.2110 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8035   -1.9997    2.7046 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8715   -3.3484    2.4037 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414   -1.2207    2.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8811    0.0232    2.2818 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635   -1.8130    1.5600 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1681   -1.0498    1.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7916   -0.2463    2.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9740    0.5062    1.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3118    0.2710    0.3895 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6130    1.4308    2.3977 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7169    2.2355    2.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5640    3.2428    0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1944    2.5455   -0.6217 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5555    1.7383   -1.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3619    1.1268   -2.4519 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9174    1.7530   -0.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8323    1.0318   -1.7729 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4602    1.6775   -2.8153 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3077    0.9717   -3.6721 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5428   -0.3668   -3.5116 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9020   -0.9954   -2.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0599   -0.3329   -1.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4245   -1.4897    3.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9974   -3.0246    2.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2514   -2.5671    3.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0502    0.2491    3.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6785    0.2430    2.8949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2978    0.7337    1.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7515   -1.1698    0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7551   -2.6202    0.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3526    1.0693   -1.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5266    0.1016   -4.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8675   -1.7137   -0.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8544   -0.0996    0.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7263   -1.4417    1.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8335   -0.4334    1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4994   -0.0978   -0.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6977    5.2836   -1.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0756    5.5546    0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -8.7674   -1.2363   -1.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4262   -2.1660    1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5498   -1.4132   -1.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5121   -5.4590   -1.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2033   -3.0603   -3.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7374   -3.6762    2.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1056   -2.8666    1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8461   -0.3740    0.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
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   13.1900   -0.9653   -4.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0669   -2.0566   -2.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5615   -0.8512   -0.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
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  2 36  1  0
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 53 95  1  0
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 57 99  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  S   UNK     0      41.669 -17.983   0.000  0.00  0.00           S+0
HETATM    2  P   UNK     0      16.886 -17.364   0.000  0.00  0.00           P+0
HETATM    3  P   UNK     0      21.691 -19.274   0.000  0.00  0.00           P+0
HETATM    4  P   UNK     0      24.344 -19.000   0.000  0.00  0.00           P+0
HETATM    5  O   UNK     0      17.788 -21.991   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      15.853 -18.507   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0      13.879 -21.214   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      20.443 -20.176   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      17.918 -16.222   0.000  0.00  0.00           O+0
HETATM   10  O   UNK     0      15.743 -16.332   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      22.938 -18.371   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      25.750 -19.628   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      18.028 -18.397   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      21.773 -20.521   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      29.967 -21.515   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      20.788 -18.026   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      24.973 -17.593   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      24.280 -20.482   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      30.898 -17.548   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      36.205 -16.999   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      43.234 -20.143   0.000  0.00  0.00           O+0
HETATM   22  N   UNK     0      15.844 -23.928   0.000  0.00  0.00           N+0
HETATM   23  N   UNK     0      15.844 -26.406   0.000  0.00  0.00           N+0
HETATM   24  N   UNK     0      13.053 -23.627   0.000  0.00  0.00           N+0
HETATM   25  N   UNK     0      11.719 -25.937   0.000  0.00  0.00           N+0
HETATM   26  N   UNK     0      13.053 -28.247   0.000  0.00  0.00           N+0
HETATM   27  N   UNK     0      32.462 -19.709   0.000  0.00  0.00           N+0
HETATM   28  N   UNK     0      37.769 -19.160   0.000  0.00  0.00           N+0
HETATM   29  C   UNK     0      16.326 -19.972   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      15.419 -21.217   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      17.790 -20.451   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      16.322 -22.464   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      19.038 -19.548   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      14.387 -24.397   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      16.742 -25.167   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      14.387 -25.937   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      28.403 -19.354   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      29.809 -19.983   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      26.997 -18.725   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      13.053 -26.707   0.000  0.00  0.00           C+0
HETATM   41  C   UNK     0      29.032 -17.948   0.000  0.00  0.00           C+0
HETATM   42  C   UNK     0      27.774 -20.760   0.000  0.00  0.00           C+0
HETATM   43  C   UNK     0      11.719 -24.397   0.000  0.00  0.00           C+0
HETATM   44  C   UNK     0      31.056 -19.080   0.000  0.00  0.00           C+0
HETATM   45  C   UNK     0      33.710 -18.805   0.000  0.00  0.00           C+0
HETATM   46  C   UNK     0      35.115 -19.434   0.000  0.00  0.00           C+0
HETATM   47  C   UNK     0      36.363 -18.531   0.000  0.00  0.00           C+0
HETATM   48  C   UNK     0      39.016 -18.257   0.000  0.00  0.00           C+0
HETATM   49  C   UNK     0      40.422 -18.886   0.000  0.00  0.00           C+0
HETATM   50  C   UNK     0      43.075 -18.612   0.000  0.00  0.00           C+0
HETATM   51  C   UNK     0      44.323 -17.709   0.000  0.00  0.00           C+0
HETATM   52  C   UNK     0      45.728 -18.337   0.000  0.00  0.00           C+0
HETATM   53  C   UNK     0      46.976 -17.434   0.000  0.00  0.00           C+0
HETATM   54  C   UNK     0      45.887 -19.869   0.000  0.00  0.00           C+0
HETATM   55  C   UNK     0      48.382 -18.063   0.000  0.00  0.00           C+0
HETATM   56  C   UNK     0      47.293 -20.498   0.000  0.00  0.00           C+0
HETATM   57  C   UNK     0      48.540 -19.595   0.000  0.00  0.00           C+0
CONECT    1   49   50                                                       
CONECT    2    6    9   10   13                                             
CONECT    3    8   11   14   16                                             
CONECT    4   11   12   17   18                                             
CONECT    5   31   32                                                       
CONECT    6    2   29                                                       
CONECT    7   30                                                            
CONECT    8    3   33                                                       
CONECT    9    2                                                            
CONECT   10    2                                                            
CONECT   11    3    4                                                       
CONECT   12    4   39                                                       
CONECT   13    2                                                            
CONECT   14    3                                                            
CONECT   15   38                                                            
CONECT   16    3                                                            
CONECT   17    4                                                            
CONECT   18    4                                                            
CONECT   19   44                                                            
CONECT   20   47                                                            
CONECT   21   50                                                            
CONECT   22   32   34   35                                                  
CONECT   23   35   36                                                       
CONECT   24   34   43                                                       
CONECT   25   40   43                                                       
CONECT   26   40                                                            
CONECT   27   44   45                                                       
CONECT   28   47   48                                                       
CONECT   29    6   30   31                                                  
CONECT   30    7   29   32                                                  
CONECT   31    5   29   33                                                  
CONECT   32    5   22   30                                                  
CONECT   33    8   31                                                       
CONECT   34   22   24   36                                                  
CONECT   35   22   23                                                       
CONECT   36   23   34   40                                                  
CONECT   37   38   39   41   42                                             
CONECT   38   15   37   44                                                  
CONECT   39   12   37                                                       
CONECT   40   25   26   36                                                  
CONECT   41   37                                                            
CONECT   42   37                                                            
CONECT   43   24   25                                                       
CONECT   44   19   27   38                                                  
CONECT   45   27   46                                                       
CONECT   46   45   47                                                       
CONECT   47   20   28   46                                                  
CONECT   48   28   49                                                       
CONECT   49    1   48                                                       
CONECT   50    1   21   51                                                  
CONECT   51   50   52                                                       
CONECT   52   51   53   54                                                  
CONECT   53   52   55                                                       
CONECT   54   52   56                                                       
CONECT   55   53   57                                                       
CONECT   56   54   57                                                       
CONECT   57   55   56                                                       
MASTER        0    0    0    0    0    0    0    0   57    0  120    0
END

COMPND    HMDB0006503
HETATM    1  C1  UNL     1      -1.602  -2.210   2.977  1.00  0.00           C  
HETATM    2  C2  UNL     1      -0.504  -1.428   2.235  1.00  0.00           C  
HETATM    3  C3  UNL     1      -0.600   0.045   2.654  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.727  -1.523   0.766  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.190  -0.850  -0.020  1.00  0.00           O  
HETATM    6  P1  UNL     1      -0.281  -1.068  -1.655  1.00  0.00           P  
HETATM    7  O2  UNL     1       0.484  -2.273  -2.161  1.00  0.00           O  
HETATM    8  O3  UNL     1       0.182   0.268  -2.552  1.00  0.00           O  
HETATM    9  O4  UNL     1      -1.946  -1.313  -1.665  1.00  0.00           O  
HETATM   10  P2  UNL     1      -2.826   0.016  -2.165  1.00  0.00           P  
HETATM   11  O5  UNL     1      -2.276   1.224  -1.402  1.00  0.00           O  
HETATM   12  O6  UNL     1      -2.691   0.356  -3.796  1.00  0.00           O  
HETATM   13  O7  UNL     1      -4.459  -0.114  -1.673  1.00  0.00           O  
HETATM   14  C5  UNL     1      -4.422  -0.751  -0.439  1.00  0.00           C  
HETATM   15  C6  UNL     1      -5.772  -0.941   0.144  1.00  0.00           C  
HETATM   16  O8  UNL     1      -6.479   0.242   0.384  1.00  0.00           O  
HETATM   17  C7  UNL     1      -7.787  -0.187   0.619  1.00  0.00           C  
HETATM   18  N1  UNL     1      -8.678   0.893   0.286  1.00  0.00           N  
HETATM   19  C8  UNL     1      -9.968   0.852  -0.088  1.00  0.00           C  
HETATM   20  N2  UNL     1     -10.424   2.094  -0.295  1.00  0.00           N  
HETATM   21  C9  UNL     1      -9.428   2.971  -0.057  1.00  0.00           C  
HETATM   22  C10 UNL     1      -9.364   4.356  -0.120  1.00  0.00           C  
HETATM   23  N3  UNL     1     -10.480   5.136  -0.489  1.00  0.00           N  
HETATM   24  N4  UNL     1      -8.177   4.909   0.194  1.00  0.00           N  
HETATM   25  C11 UNL     1      -7.097   4.186   0.552  1.00  0.00           C  
HETATM   26  N5  UNL     1      -7.182   2.847   0.606  1.00  0.00           N  
HETATM   27  C12 UNL     1      -8.342   2.206   0.306  1.00  0.00           C  
HETATM   28  C13 UNL     1      -8.041  -1.394  -0.202  1.00  0.00           C  
HETATM   29  O9  UNL     1      -8.448  -2.482   0.604  1.00  0.00           O  
HETATM   30  C14 UNL     1      -6.669  -1.766  -0.735  1.00  0.00           C  
HETATM   31  O10 UNL     1      -6.447  -3.139  -0.630  1.00  0.00           O  
HETATM   32  P3  UNL     1      -6.272  -3.752  -2.190  1.00  0.00           P  
HETATM   33  O11 UNL     1      -4.878  -3.687  -2.709  1.00  0.00           O  
HETATM   34  O12 UNL     1      -6.886  -5.343  -2.154  1.00  0.00           O  
HETATM   35  O13 UNL     1      -7.249  -2.784  -3.211  1.00  0.00           O  
HETATM   36  C15 UNL     1       0.803  -2.000   2.705  1.00  0.00           C  
HETATM   37  O14 UNL     1       0.872  -3.348   2.404  1.00  0.00           O  
HETATM   38  C16 UNL     1       1.941  -1.221   2.171  1.00  0.00           C  
HETATM   39  O15 UNL     1       1.881   0.023   2.282  1.00  0.00           O  
HETATM   40  N6  UNL     1       3.063  -1.813   1.560  1.00  0.00           N  
HETATM   41  C17 UNL     1       4.168  -1.050   1.051  1.00  0.00           C  
HETATM   42  C18 UNL     1       4.792  -0.246   2.165  1.00  0.00           C  
HETATM   43  C19 UNL     1       5.974   0.506   1.566  1.00  0.00           C  
HETATM   44  O16 UNL     1       6.312   0.271   0.389  1.00  0.00           O  
HETATM   45  N7  UNL     1       6.613   1.431   2.398  1.00  0.00           N  
HETATM   46  C20 UNL     1       7.717   2.236   2.052  1.00  0.00           C  
HETATM   47  C21 UNL     1       7.564   3.243   0.957  1.00  0.00           C  
HETATM   48  S1  UNL     1       7.194   2.545  -0.622  1.00  0.00           S  
HETATM   49  C22 UNL     1       8.556   1.738  -1.382  1.00  0.00           C  
HETATM   50  O17 UNL     1       8.362   1.127  -2.452  1.00  0.00           O  
HETATM   51  C23 UNL     1       9.917   1.753  -0.817  1.00  0.00           C  
HETATM   52  C24 UNL     1      10.832   1.032  -1.773  1.00  0.00           C  
HETATM   53  C25 UNL     1      11.460   1.678  -2.815  1.00  0.00           C  
HETATM   54  C26 UNL     1      12.308   0.972  -3.672  1.00  0.00           C  
HETATM   55  C27 UNL     1      12.543  -0.367  -3.512  1.00  0.00           C  
HETATM   56  C28 UNL     1      11.902  -0.995  -2.459  1.00  0.00           C  
HETATM   57  C29 UNL     1      11.060  -0.333  -1.594  1.00  0.00           C  
HETATM   58  H1  UNL     1      -2.424  -1.490   3.146  1.00  0.00           H  
HETATM   59  H2  UNL     1      -1.997  -3.025   2.344  1.00  0.00           H  
HETATM   60  H3  UNL     1      -1.251  -2.567   3.952  1.00  0.00           H  
HETATM   61  H4  UNL     1      -0.050   0.249   3.581  1.00  0.00           H  
HETATM   62  H5  UNL     1      -1.678   0.243   2.895  1.00  0.00           H  
HETATM   63  H6  UNL     1      -0.298   0.734   1.851  1.00  0.00           H  
HETATM   64  H7  UNL     1      -1.751  -1.170   0.557  1.00  0.00           H  
HETATM   65  H8  UNL     1      -0.755  -2.620   0.516  1.00  0.00           H  
HETATM   66  H9  UNL     1       0.353   1.069  -1.969  1.00  0.00           H  
HETATM   67  H10 UNL     1      -3.527   0.102  -4.305  1.00  0.00           H  
HETATM   68  H11 UNL     1      -3.868  -1.714  -0.507  1.00  0.00           H  
HETATM   69  H12 UNL     1      -3.854  -0.100   0.301  1.00  0.00           H  
HETATM   70  H13 UNL     1      -5.726  -1.442   1.157  1.00  0.00           H  
HETATM   71  H14 UNL     1      -7.833  -0.433   1.715  1.00  0.00           H  
HETATM   72  H15 UNL     1     -10.499  -0.098  -0.186  1.00  0.00           H  
HETATM   73  H16 UNL     1     -10.698   5.284  -1.484  1.00  0.00           H  
HETATM   74  H17 UNL     1     -11.076   5.555   0.241  1.00  0.00           H  
HETATM   75  H18 UNL     1      -6.146   4.651   0.801  1.00  0.00           H  
HETATM   76  H19 UNL     1      -8.767  -1.236  -1.027  1.00  0.00           H  
HETATM   77  H20 UNL     1      -8.426  -2.166   1.544  1.00  0.00           H  
HETATM   78  H21 UNL     1      -6.550  -1.413  -1.790  1.00  0.00           H  
HETATM   79  H22 UNL     1      -7.512  -5.459  -1.395  1.00  0.00           H  
HETATM   80  H23 UNL     1      -8.203  -3.060  -3.106  1.00  0.00           H  
HETATM   81  H24 UNL     1       0.875  -1.867   3.829  1.00  0.00           H  
HETATM   82  H25 UNL     1       1.737  -3.676   2.740  1.00  0.00           H  
HETATM   83  H26 UNL     1       3.106  -2.867   1.466  1.00  0.00           H  
HETATM   84  H27 UNL     1       3.846  -0.374   0.203  1.00  0.00           H  
HETATM   85  H28 UNL     1       4.942  -1.705   0.568  1.00  0.00           H  
HETATM   86  H29 UNL     1       5.139  -0.935   2.958  1.00  0.00           H  
HETATM   87  H30 UNL     1       4.109   0.472   2.646  1.00  0.00           H  
HETATM   88  H31 UNL     1       6.230   1.542   3.391  1.00  0.00           H  
HETATM   89  H32 UNL     1       8.659   1.644   1.904  1.00  0.00           H  
HETATM   90  H33 UNL     1       7.986   2.856   2.987  1.00  0.00           H  
HETATM   91  H34 UNL     1       6.825   4.049   1.251  1.00  0.00           H  
HETATM   92  H35 UNL     1       8.592   3.742   0.883  1.00  0.00           H  
HETATM   93  H36 UNL     1      10.307   2.802  -0.713  1.00  0.00           H  
HETATM   94  H37 UNL     1      10.025   1.284   0.169  1.00  0.00           H  
HETATM   95  H38 UNL     1      11.271   2.732  -2.939  1.00  0.00           H  
HETATM   96  H39 UNL     1      12.782   1.504  -4.474  1.00  0.00           H  
HETATM   97  H40 UNL     1      13.190  -0.965  -4.143  1.00  0.00           H  
HETATM   98  H41 UNL     1      12.067  -2.057  -2.303  1.00  0.00           H  
HETATM   99  H42 UNL     1      10.562  -0.851  -0.767  1.00  0.00           H  
CONECT    1    2   58   59   60
CONECT    2    3    4   36
CONECT    3   61   62   63
CONECT    4    5   64   65
CONECT    5    6
CONECT    6    7    7    8    9
CONECT    8   66
CONECT    9   10
CONECT   10   11   11   12   13
CONECT   12   67
CONECT   13   14
CONECT   14   15   68   69
CONECT   15   16   30   70
CONECT   16   17
CONECT   17   18   28   71
CONECT   18   19   27
CONECT   19   20   20   72
CONECT   20   21
CONECT   21   22   22   27
CONECT   22   23   24
CONECT   23   73   74
CONECT   24   25   25
CONECT   25   26   75
CONECT   26   27   27
CONECT   28   29   30   76
CONECT   29   77
CONECT   30   31   78
CONECT   31   32
CONECT   32   33   33   34   35
CONECT   34   79
CONECT   35   80
CONECT   36   37   38   81
CONECT   37   82
CONECT   38   39   39   40
CONECT   40   41   83
CONECT   41   42   84   85
CONECT   42   43   86   87
CONECT   43   44   44   45
CONECT   45   46   88
CONECT   46   47   89   90
CONECT   47   48   91   92
CONECT   48   49
CONECT   49   50   50   51
CONECT   51   52   93   94
CONECT   52   53   53   57
CONECT   53   54   95
CONECT   54   55   55   96
CONECT   55   56   97
CONECT   56   57   57   98
CONECT   57   99
END

HMDB0006503
     RDKit          3D
Phenylacetyl-CoA
 99102  0  0  0  0  0  0  0  0999 V2000
   -1.6018   -2.2104    2.9773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5036   -1.4276    2.2355 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5999    0.0448    2.6543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7271   -1.5228    0.7657 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1898   -0.8497   -0.0197 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2813   -1.0684   -1.6546 P   0  0  0  0  0  5  0  0  0  0  0  0
    0.4837   -2.2727   -2.1614 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1823    0.2684   -2.5518 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9457   -1.3129   -1.6650 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8256    0.0160   -2.1647 P   0  0  0  0  0  5  0  0  0  0  0  0
   -2.2762    1.2243   -1.4015 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6911    0.3555   -3.7960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4590   -0.1143   -1.6730 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4220   -0.7511   -0.4389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7719   -0.9410    0.1441 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.4794    0.2421    0.3844 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7869   -0.1874    0.6185 C   0  0  1  0  0  0  0  0  0  0  0  0
   -8.6776    0.8929    0.2861 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9679    0.8519   -0.0884 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4239    2.0944   -0.2955 N   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4285    2.9715   -0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3642    4.3564   -0.1200 C   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4801    5.1357   -0.4888 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1772    4.9086    0.1936 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0972    4.1862    0.5515 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1825    2.8474    0.6062 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3420    2.2055    0.3056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0409   -1.3940   -0.2020 C   0  0  2  0  0  0  0  0  0  0  0  0
   -8.4481   -2.4822    0.6044 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6687   -1.7660   -0.7347 C   0  0  2  0  0  0  0  0  0  0  0  0
   -6.4468   -3.1390   -0.6296 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2723   -3.7523   -2.1897 P   0  0  0  0  0  5  0  0  0  0  0  0
   -4.8780   -3.6870   -2.7086 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8860   -5.3432   -2.1543 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2494   -2.7843   -3.2110 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8035   -1.9997    2.7046 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.8715   -3.3484    2.4037 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9414   -1.2207    2.1707 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8811    0.0232    2.2818 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0635   -1.8130    1.5600 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1681   -1.0498    1.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7916   -0.2463    2.1654 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9740    0.5062    1.5660 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3118    0.2710    0.3895 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6130    1.4308    2.3977 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.7169    2.2355    2.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5640    3.2428    0.9568 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1944    2.5455   -0.6217 S   0  0  0  0  0  0  0  0  0  0  0  0
    8.5555    1.7383   -1.3824 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3619    1.1268   -2.4519 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9174    1.7530   -0.8171 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8323    1.0318   -1.7729 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4602    1.6775   -2.8153 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3077    0.9717   -3.6721 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5428   -0.3668   -3.5116 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9020   -0.9954   -2.4593 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0599   -0.3329   -1.5942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4245   -1.4897    3.1456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9974   -3.0246    2.3437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2514   -2.5671    3.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0502    0.2491    3.5814 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6785    0.2430    2.8949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2978    0.7337    1.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7515   -1.1698    0.5574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7551   -2.6202    0.5163 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3526    1.0693   -1.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5266    0.1016   -4.3045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8675   -1.7137   -0.5071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8544   -0.0996    0.3014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7263   -1.4417    1.1567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8335   -0.4334    1.7150 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4994   -0.0978   -0.1864 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.6977    5.2836   -1.4841 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0756    5.5546    0.2408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1462    4.6508    0.8013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7674   -1.2363   -1.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4262   -2.1660    1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5498   -1.4132   -1.7901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5121   -5.4590   -1.3951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2033   -3.0603   -3.1064 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8751   -1.8669    3.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7374   -3.6762    2.7398 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1056   -2.8666    1.4661 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8461   -0.3740    0.2031 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9423   -1.7048    0.5682 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1393   -0.9349    2.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1090    0.4722    2.6457 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2304    1.5416    3.3914 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6594    1.6442    1.9038 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9862    2.8563    2.9874 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8249    4.0492    1.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5921    3.7422    0.8828 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.3074    2.8016   -0.7128 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.0249    1.2836    0.1690 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2715    2.7321   -2.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.7820    1.5037   -4.4736 H   0  0  0  0  0  0  0  0  0  0  0  0
   13.1900   -0.9653   -4.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
   12.0669   -2.0566   -2.3030 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.5615   -0.8512   -0.7665 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 10 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 17 28  1  0
 28 29  1  0
 28 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  2  0
 32 34  1  0
 32 35  1  0
  2 36  1  0
 36 37  1  0
 36 38  1  0
 38 39  2  0
 38 40  1  0
 40 41  1  0
 41 42  1  0
 42 43  1  0
 43 44  2  0
 43 45  1  0
 45 46  1  0
 46 47  1  0
 47 48  1  0
 48 49  1  0
 49 50  2  0
 49 51  1  0
 51 52  1  0
 52 53  2  0
 53 54  1  0
 54 55  2  0
 55 56  1  0
 56 57  2  0
 30 15  1  0
 57 52  1  0
 27 18  1  0
 27 21  1  0
  1 58  1  0
  1 59  1  0
  1 60  1  0
  3 61  1  0
  3 62  1  0
  3 63  1  0
  4 64  1  0
  4 65  1  0
  8 66  1  0
 12 67  1  0
 14 68  1  0
 14 69  1  0
 15 70  1  1
 17 71  1  1
 19 72  1  0
 23 73  1  0
 23 74  1  0
 25 75  1  0
 28 76  1  6
 29 77  1  0
 30 78  1  6
 34 79  1  0
 35 80  1  0
 36 81  1  1
 37 82  1  0
 40 83  1  0
 41 84  1  0
 41 85  1  0
 42 86  1  0
 42 87  1  0
 45 88  1  0
 46 89  1  0
 46 90  1  0
 47 91  1  0
 47 92  1  0
 51 93  1  0
 51 94  1  0
 53 95  1  0
 54 96  1  0
 55 97  1  0
 56 98  1  0
 57 99  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
coenzyme A, S-(Benzeneacetate)	ChEBI
Phenylacetyl coenzyme A	ChEBI
Phenylacetyl-coenzyme A	ChEBI
coenzyme A, S-(Benzeneacetic acid)	Generator
coenzyme A, Phenylacetyl	MeSH, HMDB

Chemical Formula

C₂₉H₄₂N₇O₁₇P₃S

Average Molecular Weight

885.667

Monoisotopic Molecular Weight

885.157073179

IUPAC Name

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

Traditional Name

phenylacetyl-coa

CAS Registry Number

7532-39-0

SMILES

CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC1=CC=CC=C1

InChI Identifier

InChI=1S/C29H42N7O17P3S/c1-29(2,24(40)27(41)32-9-8-19(37)31-10-11-57-20(38)12-17-6-4-3-5-7-17)14-50-56(47,48)53-55(45,46)49-13-18-23(52-54(42,43)44)22(39)28(51-18)36-16-35-21-25(30)33-15-34-26(21)36/h3-7,15-16,18,22-24,28,39-40H,8-14H2,1-2H3,(H,31,37)(H,32,41)(H,45,46)(H,47,48)(H2,30,33,34)(H2,42,43,44)/t18-,22-,23-,24+,28-/m1/s1

InChI Key

ZIGIFDRJFZYEEQ-CECATXLMSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyl coas. These are organic compounds containing a coenzyme A substructure linked to an acyl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

acyl-CoA (CHEBI:15537 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0006503)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006503)

Source

Endogenous

Endogenous (HMDB: HMDB0006503)

Animal

Animal (HMDB: HMDB0006503)

Exogenous

Food

Food (HMDB: HMDB0006503)

Animal origin

Poultry

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

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0006503)

Process

Role

Biological role

Energy source (HMDB: HMDB0006503)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0006503)

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

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.19 g/L	ALOGPS
logP	-0.03	ALOGPS
logP	-5.1	ChemAxon
logS	-2.4	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	22	ChemAxon
Refractivity	196.93 m³·mol⁻¹	ChemAxon
Polarizability	79.56 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	282.696	30932474
DeepCCS	[M+Na]+	256.714	30932474
AllCCS	[M+H]+	262.0	32859911
AllCCS	[M+H-H2O]+	262.4	32859911
AllCCS	[M+NH4]+	261.6	32859911
AllCCS	[M+Na]+	261.5	32859911
AllCCS	[M-H]-	254.2	32859911
AllCCS	[M+Na-2H]-	258.7	32859911
AllCCS	[M+HCOO]-	263.6	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.	4.06 minutes	32390414
Predicted by Siyang on May 30, 2022	10.4079 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	9.0 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	495.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1309.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	172.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	124.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	86.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	373.0 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	444.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	906.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	698.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	414.2 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	657.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	241.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	250.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	416.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	326.9 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	307.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phenylacetyl-CoA	CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC1=CC=CC=C1	6274.4	Standard polar	33892256
Phenylacetyl-CoA	CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC1=CC=CC=C1	4451.1	Standard non polar	33892256
Phenylacetyl-CoA	CC(C)(COP(O)(=O)OP(O)(=O)OC[C@H]1O[C@H]([C@H](O)[C@@H]1OP(O)(O)=O)N1C=NC2=C(N)N=CN=C12)[C@@H](O)C(=O)NCCC(=O)NCCSC(=O)CC1=CC=CC=C1	6948.7	Semi standard non polar	33892256

Spectra

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Phenylalanine metabolism	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

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

34-DIHYDROXYPHENYLACETYL-COA

BiGG ID

35419

Wikipedia Link

Phenylacetyl-CoA

METLIN ID

Not Available

PubChem Compound

165620

PDB ID

FAQ

ChEBI ID

15537

Food Biomarker Ontology

Not Available

VMH ID

PHACCOA

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Potempska A, Loo YH, Wisniewski HM: On the possible mechanism of phenylacetate neurotoxicity: inhibition of choline acetyltransferase by phenylacetyl-CoA. J Neurochem. 1984 May;42(5):1499-501. [PubMed:6142928 ]

Enzymes

Enzyme Details

1. Glycine N-acyltransferase

General function:: Involved in glycine N-acyltransferase activity
Specific function:: Mitochondrial acyltransferase which transfers an acyl group to the N-terminus of glycine and glutamine, although much less efficiently. Can conjugate numerous substrates to form a variety of N-acylglycines, with a preference for benzoyl-CoA over phenylacetyl-CoA as acyl donors. Thereby detoxify xenobiotics, such as benzoic acid or salicylic acid, and endogenous organic acids, such as isovaleric acid.
Gene Name:: GLYAT
Uniprot ID:: Q6IB77
Molecular weight:: 18506.33

Reactions

Phenylacetyl-CoA + Glycine → Phenylacetylglycine + Coenzyme A	details

Enzyme Details

2. N-acetyltransferase ESCO1

General function:: Involved in damaged DNA binding
Specific function:: Acetyltransferase required for the establishment of sister chromatid cohesion and couple the processes of cohesion and DNA replication to ensure that only sister chromatids become paired together. In contrast to the structural cohesins, the deposition and establishment factors are required only during S phase. Acts by mediating the acetylation of cohesin component SMC3
Gene Name:: ESCO1
Uniprot ID:: Q5FWF5
Molecular weight:: 94982.2

Showing metabocard for Phenylacetyl-CoA (HMDB0006503)

MOL for HMDB0006503 (Phenylacetyl-CoA)

3D MOL for HMDB0006503 (Phenylacetyl-CoA)

3D SDF for HMDB0006503 (Phenylacetyl-CoA)

3D-SDF for HMDB0006503 (Phenylacetyl-CoA)

PDB for HMDB0006503 (Phenylacetyl-CoA)

3D PDB for HMDB0006503 (Phenylacetyl-CoA)

SMILES for HMDB0006503 (Phenylacetyl-CoA)

INCHI for HMDB0006503 (Phenylacetyl-CoA)

Structure for HMDB0006503 (Phenylacetyl-CoA)

3D Structure for HMDB0006503 (Phenylacetyl-CoA)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Enzymes

Reactions