Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 10:56:16 UTC

Update Date

2021-09-26 23:05:42 UTC

HMDB ID

HMDB0252844

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Glycerol phenylbutyrate

Description

Glycerol phenylbutyrate, also known as ravicti, belongs to the class of organic compounds known as triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol molecule through ester linkages. Based on a literature review very few articles have been published on Glycerol phenylbutyrate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Glycerol phenylbutyrate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Glycerol phenylbutyrate is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

 
  Mrv0541 06191319262D          
 
 39 41  0  0  0  0            999 V2000
   13.2180  -12.2559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9291  -11.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6820  -12.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3931  -11.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1042  -12.2559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6820  -13.0925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8572  -11.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5682  -12.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8572  -11.0011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2793  -11.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9904  -12.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7015  -11.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4126  -12.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1656  -11.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1656  -10.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4126  -10.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7015  -11.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4651  -11.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4651  -11.0011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7540  -12.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0429  -11.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3318  -12.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6207  -11.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6207  -11.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9096  -10.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1567  -11.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1567  -11.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9096  -12.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3931  -13.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1461  -13.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3931  -14.3474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8572  -13.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5682  -13.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2793  -13.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2793  -14.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9904  -14.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7434  -14.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7434  -13.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9904  -13.0925    0.0000 C   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
  3  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
  1 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
  6 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 34 39  1  0  0  0  0
M  END

HMDB0252844
     RDKit          3D
Glycerol phenylbutyrate
 77 79  0  0  0  0  0  0  0  0999 V2000
    3.6768    0.8850   -1.6506 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0545   -0.2011   -1.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6063   -1.4301   -2.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9924   -1.2419   -2.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9356   -0.8992   -1.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9413   -2.0199   -0.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0969   -2.0160    0.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1821   -3.0994    1.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0426   -4.1505    1.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8712   -4.1239    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8147   -3.0567   -0.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8011   -0.1628   -1.0023 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2710    1.0267   -0.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1213    0.7449    0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0785   -0.2936    1.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0521   -0.6702    1.9129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1891   -1.2325    1.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1383   -1.3880    0.0929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3755   -1.6278    2.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4615   -2.2935    1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9737   -3.5867    0.7090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0980   -4.2150   -0.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3008   -3.9029   -1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3290   -4.4564   -2.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1870   -5.3502   -1.5047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0034   -5.6825   -0.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9592   -5.1102    0.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6150    1.9592    0.6895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6775    2.6159    0.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991    2.0642   -0.9005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2842    3.8790    0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6158    4.3749    1.8459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1561    4.6952    1.6945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0990    5.7455    0.6771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1064    7.0602    1.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3462    8.0498    0.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5813    7.7157   -1.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5752    6.3959   -1.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3330    5.4117   -0.6297 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9504   -1.8172   -3.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5607   -2.2642   -1.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0558   -0.4051   -3.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3569   -2.1372   -3.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9906   -0.8444   -1.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6510    0.0262   -1.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4133   -1.2058    0.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5237   -3.1196    2.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0680   -4.9654    1.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5603   -4.9296   -0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4770   -3.0741   -1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2341    1.8245   -1.2060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9704    1.3206    0.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7333    0.4525   -0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123    0.1209    1.9346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6031   -1.1555    0.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0774   -2.3431    2.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8481   -0.7804    2.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9442   -1.6368    0.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2464   -2.5946    2.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1394   -3.4342    0.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6659   -4.2382    1.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6500   -3.2028   -1.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4899   -4.2134   -3.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0181   -5.8161   -2.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6753   -6.3852    0.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8214   -5.3698    1.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3883    3.7939    0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1199    4.6621   -0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7064    3.6457    2.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1654    5.2975    2.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4588    3.8005    1.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1884    5.1021    2.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0717    7.3921    2.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3489    9.1010    0.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7726    8.4776   -1.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7598    6.1161   -2.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3354    4.3865   -0.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 14 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 11  6  1  0
 27 22  1  0
 39 34  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  5 45  1  0
  7 46  1  0
  8 47  1  0
  9 48  1  0
 10 49  1  0
 11 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 23 62  1  0
 24 63  1  0
 25 64  1  0
 26 65  1  0
 27 66  1  0
 31 67  1  0
 31 68  1  0
 32 69  1  0
 32 70  1  0
 33 71  1  0
 33 72  1  0
 35 73  1  0
 36 74  1  0
 37 75  1  0
 38 76  1  0
 39 77  1  0
M  END

 
  Mrv0541 06191319262D          
 
 39 41  0  0  0  0            999 V2000
   13.2180  -12.2559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.9291  -11.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6820  -12.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3931  -11.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1042  -12.2559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6820  -13.0925    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8572  -11.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5682  -12.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8572  -11.0011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2793  -11.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9904  -12.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7015  -11.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4126  -12.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1656  -11.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.1656  -10.9592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.4126  -10.5828    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7015  -11.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4651  -11.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4651  -11.0011    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7540  -12.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0429  -11.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3318  -12.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6207  -11.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6207  -11.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9096  -10.5409    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1567  -11.0011    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1567  -11.8377    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9096  -12.2559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3931  -13.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1461  -13.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3931  -14.3474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8572  -13.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5682  -13.0925    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2793  -13.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2793  -14.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9904  -14.7657    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7434  -14.3474    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7434  -13.5108    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9904  -13.0925    0.0000 C   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
  3  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
  1 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  2  0  0  0  0
 24 25  1  0  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 27 28  2  0  0  0  0
 23 28  1  0  0  0  0
  6 29  1  0  0  0  0
 29 30  1  0  0  0  0
 29 31  2  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 35 36  1  0  0  0  0
 36 37  2  0  0  0  0
 37 38  1  0  0  0  0
 38 39  2  0  0  0  0
 34 39  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252844

> <DATABASE_NAME>
hmdb

> <SMILES>
O=C(CCCC1=CC=CC=C1)OCC(COC(=O)CCCC1=CC=CC=C1)OC(=O)CCCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C33H38O6/c34-31(22-10-19-27-13-4-1-5-14-27)37-25-30(39-33(36)24-12-21-29-17-8-3-9-18-29)26-38-32(35)23-11-20-28-15-6-2-7-16-28/h1-9,13-18,30H,10-12,19-26H2

> <INCHI_KEY>
ZSDBFLMJVAGKOU-UHFFFAOYSA-N

> <FORMULA>
C33H38O6

> <MOLECULAR_WEIGHT>
530.6512

> <EXACT_MASS>
530.266838948

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
60.15746965104188

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,3-bis[(4-phenylbutanoyl)oxy]propan-2-yl 4-phenylbutanoate

> <ALOGPS_LOGP>
6.41

> <JCHEM_LOGP>
7.654793657333334

> <ALOGPS_LOGS>
-7.02

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.565989317187939

> <JCHEM_POLAR_SURFACE_AREA>
78.9

> <JCHEM_REFRACTIVITY>
149.74229999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
20

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.09e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,3-bis[(4-phenylbutanoyl)oxy]propan-2-yl 4-phenylbutanoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252844
     RDKit          3D
Glycerol phenylbutyrate
 77 79  0  0  0  0  0  0  0  0999 V2000
    3.6768    0.8850   -1.6506 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0545   -0.2011   -1.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6063   -1.4301   -2.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9924   -1.2419   -2.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9356   -0.8992   -1.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9413   -2.0199   -0.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0969   -2.0160    0.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1821   -3.0994    1.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0426   -4.1505    1.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8712   -4.1239    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8147   -3.0567   -0.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8011   -0.1628   -1.0023 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2710    1.0267   -0.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1213    0.7449    0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0785   -0.2936    1.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0521   -0.6702    1.9129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1891   -1.2325    1.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1383   -1.3880    0.0929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3755   -1.6278    2.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4615   -2.2935    1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9737   -3.5867    0.7090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0980   -4.2150   -0.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3008   -3.9029   -1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3290   -4.4564   -2.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1870   -5.3502   -1.5047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0034   -5.6825   -0.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9592   -5.1102    0.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6150    1.9592    0.6895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6775    2.6159    0.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991    2.0642   -0.9005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2842    3.8790    0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6158    4.3749    1.8459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1561    4.6952    1.6945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0990    5.7455    0.6771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1064    7.0602    1.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3462    8.0498    0.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5813    7.7157   -1.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5752    6.3959   -1.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3330    5.4117   -0.6297 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9504   -1.8172   -3.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5607   -2.2642   -1.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0558   -0.4051   -3.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3569   -2.1372   -3.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9906   -0.8444   -1.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6510    0.0262   -1.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4133   -1.2058    0.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5237   -3.1196    2.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0680   -4.9654    1.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5603   -4.9296   -0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4770   -3.0741   -1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2341    1.8245   -1.2060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9704    1.3206    0.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7333    0.4525   -0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123    0.1209    1.9346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6031   -1.1555    0.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0774   -2.3431    2.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8481   -0.7804    2.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9442   -1.6368    0.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2464   -2.5946    2.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1394   -3.4342    0.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6659   -4.2382    1.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6500   -3.2028   -1.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4899   -4.2134   -3.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0181   -5.8161   -2.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6753   -6.3852    0.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8214   -5.3698    1.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3883    3.7939    0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1199    4.6621   -0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7064    3.6457    2.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1654    5.2975    2.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4588    3.8005    1.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1884    5.1021    2.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0717    7.3921    2.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3489    9.1010    0.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7726    8.4776   -1.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7598    6.1161   -2.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3354    4.3865   -0.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 14 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 11  6  1  0
 27 22  1  0
 39 34  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  5 45  1  0
  7 46  1  0
  8 47  1  0
  9 48  1  0
 10 49  1  0
 11 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 23 62  1  0
 24 63  1  0
 25 64  1  0
 26 65  1  0
 27 66  1  0
 31 67  1  0
 31 68  1  0
 32 69  1  0
 32 70  1  0
 33 71  1  0
 33 72  1  0
 35 73  1  0
 36 74  1  0
 37 75  1  0
 38 76  1  0
 39 77  1  0
M  END

HEADER    PROTEIN                                 19-JUN-13   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-JUN-13         0                                  
HETATM    1  O   UNK     0      24.674 -22.878   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      26.001 -22.097   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      27.406 -22.878   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      28.734 -22.097   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      30.061 -22.878   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      27.406 -24.439   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      31.467 -22.097   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      32.794 -22.878   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      31.467 -20.535   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      34.121 -22.097   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      35.449 -22.878   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      36.776 -22.097   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      38.104 -22.878   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      39.509 -22.097   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      39.509 -20.457   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      38.104 -19.755   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      36.776 -20.535   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      23.268 -22.097   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      23.268 -20.535   0.000  0.00  0.00           O+0
HETATM   20  C   UNK     0      21.941 -22.878   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      20.613 -22.097   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      19.286 -22.878   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      17.959 -22.097   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      17.959 -20.535   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0      16.631 -19.676   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0      15.226 -20.535   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      15.226 -22.097   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      16.631 -22.878   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0      28.734 -25.220   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      30.139 -24.439   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      28.734 -26.782   0.000  0.00  0.00           O+0
HETATM   32  C   UNK     0      31.467 -25.220   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      32.794 -24.439   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      34.121 -25.220   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0      34.121 -26.782   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0      35.449 -27.563   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0      36.854 -26.782   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0      36.854 -25.220   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0      35.449 -24.439   0.000  0.00  0.00           C+0
CONECT    1    2   18                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4    7                                                       
CONECT    6    3   29                                                       
CONECT    7    5    8    9                                                  
CONECT    8    7   10                                                       
CONECT    9    7                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18    1   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27                                                       
CONECT   27   26   28                                                       
CONECT   28   27   23                                                       
CONECT   29    6   30   31                                                  
CONECT   30   29   32                                                       
CONECT   31   29                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35   39                                                  
CONECT   35   34   36                                                       
CONECT   36   35   37                                                       
CONECT   37   36   38                                                       
CONECT   38   37   39                                                       
CONECT   39   38   34                                                       
MASTER        0    0    0    0    0    0    0    0   39    0   82    0
END

COMPND    HMDB0252844
HETATM    1  O1  UNL     1       3.677   0.885  -1.651  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.055  -0.201  -1.620  1.00  0.00           C  
HETATM    3  C2  UNL     1       3.606  -1.430  -2.194  1.00  0.00           C  
HETATM    4  C3  UNL     1       4.992  -1.242  -2.692  1.00  0.00           C  
HETATM    5  C4  UNL     1       5.936  -0.899  -1.588  1.00  0.00           C  
HETATM    6  C5  UNL     1       5.941  -2.020  -0.583  1.00  0.00           C  
HETATM    7  C6  UNL     1       5.097  -2.016   0.516  1.00  0.00           C  
HETATM    8  C7  UNL     1       5.182  -3.099   1.366  1.00  0.00           C  
HETATM    9  C8  UNL     1       6.043  -4.151   1.176  1.00  0.00           C  
HETATM   10  C9  UNL     1       6.871  -4.124   0.071  1.00  0.00           C  
HETATM   11  C10 UNL     1       6.815  -3.057  -0.803  1.00  0.00           C  
HETATM   12  O2  UNL     1       1.801  -0.163  -1.002  1.00  0.00           O  
HETATM   13  C11 UNL     1       1.271   1.027  -0.448  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.121   0.745   0.149  1.00  0.00           C  
HETATM   15  C13 UNL     1       0.078  -0.294   1.195  1.00  0.00           C  
HETATM   16  O3  UNL     1      -1.052  -0.670   1.913  1.00  0.00           O  
HETATM   17  C14 UNL     1      -2.189  -1.232   1.337  1.00  0.00           C  
HETATM   18  O4  UNL     1      -2.138  -1.388   0.093  1.00  0.00           O  
HETATM   19  C15 UNL     1      -3.376  -1.628   2.085  1.00  0.00           C  
HETATM   20  C16 UNL     1      -4.462  -2.294   1.322  1.00  0.00           C  
HETATM   21  C17 UNL     1      -3.974  -3.587   0.709  1.00  0.00           C  
HETATM   22  C18 UNL     1      -5.098  -4.215  -0.031  1.00  0.00           C  
HETATM   23  C19 UNL     1      -5.301  -3.903  -1.357  1.00  0.00           C  
HETATM   24  C20 UNL     1      -6.329  -4.456  -2.097  1.00  0.00           C  
HETATM   25  C21 UNL     1      -7.187  -5.350  -1.505  1.00  0.00           C  
HETATM   26  C22 UNL     1      -7.003  -5.683  -0.164  1.00  0.00           C  
HETATM   27  C23 UNL     1      -5.959  -5.110   0.558  1.00  0.00           C  
HETATM   28  O5  UNL     1      -0.615   1.959   0.689  1.00  0.00           O  
HETATM   29  C24 UNL     1      -1.677   2.616   0.141  1.00  0.00           C  
HETATM   30  O6  UNL     1      -2.199   2.064  -0.901  1.00  0.00           O  
HETATM   31  C25 UNL     1      -2.284   3.879   0.614  1.00  0.00           C  
HETATM   32  C26 UNL     1      -1.616   4.375   1.846  1.00  0.00           C  
HETATM   33  C27 UNL     1      -0.156   4.695   1.694  1.00  0.00           C  
HETATM   34  C28 UNL     1       0.099   5.746   0.677  1.00  0.00           C  
HETATM   35  C29 UNL     1       0.106   7.060   1.052  1.00  0.00           C  
HETATM   36  C30 UNL     1       0.346   8.050   0.132  1.00  0.00           C  
HETATM   37  C31 UNL     1       0.581   7.716  -1.180  1.00  0.00           C  
HETATM   38  C32 UNL     1       0.575   6.396  -1.565  1.00  0.00           C  
HETATM   39  C33 UNL     1       0.333   5.412  -0.630  1.00  0.00           C  
HETATM   40  H1  UNL     1       2.950  -1.817  -3.034  1.00  0.00           H  
HETATM   41  H2  UNL     1       3.561  -2.264  -1.442  1.00  0.00           H  
HETATM   42  H3  UNL     1       5.056  -0.405  -3.455  1.00  0.00           H  
HETATM   43  H4  UNL     1       5.357  -2.137  -3.282  1.00  0.00           H  
HETATM   44  H5  UNL     1       6.991  -0.844  -1.975  1.00  0.00           H  
HETATM   45  H6  UNL     1       5.651   0.026  -1.099  1.00  0.00           H  
HETATM   46  H7  UNL     1       4.413  -1.206   0.695  1.00  0.00           H  
HETATM   47  H8  UNL     1       4.524  -3.120   2.242  1.00  0.00           H  
HETATM   48  H9  UNL     1       6.068  -4.965   1.866  1.00  0.00           H  
HETATM   49  H10 UNL     1       7.560  -4.930  -0.114  1.00  0.00           H  
HETATM   50  H11 UNL     1       7.477  -3.074  -1.650  1.00  0.00           H  
HETATM   51  H12 UNL     1       1.234   1.825  -1.206  1.00  0.00           H  
HETATM   52  H13 UNL     1       1.970   1.321   0.382  1.00  0.00           H  
HETATM   53  H14 UNL     1      -0.733   0.453  -0.717  1.00  0.00           H  
HETATM   54  H15 UNL     1       0.812   0.121   1.935  1.00  0.00           H  
HETATM   55  H16 UNL     1       0.603  -1.156   0.714  1.00  0.00           H  
HETATM   56  H17 UNL     1      -3.077  -2.343   2.910  1.00  0.00           H  
HETATM   57  H18 UNL     1      -3.848  -0.780   2.645  1.00  0.00           H  
HETATM   58  H19 UNL     1      -4.944  -1.637   0.566  1.00  0.00           H  
HETATM   59  H20 UNL     1      -5.246  -2.595   2.077  1.00  0.00           H  
HETATM   60  H21 UNL     1      -3.139  -3.434   0.023  1.00  0.00           H  
HETATM   61  H22 UNL     1      -3.666  -4.238   1.564  1.00  0.00           H  
HETATM   62  H23 UNL     1      -4.650  -3.203  -1.869  1.00  0.00           H  
HETATM   63  H24 UNL     1      -6.490  -4.213  -3.136  1.00  0.00           H  
HETATM   64  H25 UNL     1      -8.018  -5.816  -2.049  1.00  0.00           H  
HETATM   65  H26 UNL     1      -7.675  -6.385   0.309  1.00  0.00           H  
HETATM   66  H27 UNL     1      -5.821  -5.370   1.593  1.00  0.00           H  
HETATM   67  H28 UNL     1      -3.388   3.794   0.728  1.00  0.00           H  
HETATM   68  H29 UNL     1      -2.120   4.662  -0.189  1.00  0.00           H  
HETATM   69  H30 UNL     1      -1.706   3.646   2.690  1.00  0.00           H  
HETATM   70  H31 UNL     1      -2.165   5.298   2.157  1.00  0.00           H  
HETATM   71  H32 UNL     1       0.459   3.801   1.473  1.00  0.00           H  
HETATM   72  H33 UNL     1       0.188   5.102   2.692  1.00  0.00           H  
HETATM   73  H34 UNL     1      -0.072   7.392   2.073  1.00  0.00           H  
HETATM   74  H35 UNL     1       0.349   9.101   0.448  1.00  0.00           H  
HETATM   75  H36 UNL     1       0.773   8.478  -1.922  1.00  0.00           H  
HETATM   76  H37 UNL     1       0.760   6.116  -2.600  1.00  0.00           H  
HETATM   77  H38 UNL     1       0.335   4.387  -0.953  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   12
CONECT    3    4   40   41
CONECT    4    5   42   43
CONECT    5    6   44   45
CONECT    6    7    7   11
CONECT    7    8   46
CONECT    8    9    9   47
CONECT    9   10   48
CONECT   10   11   11   49
CONECT   11   50
CONECT   12   13
CONECT   13   14   51   52
CONECT   14   15   28   53
CONECT   15   16   54   55
CONECT   16   17
CONECT   17   18   18   19
CONECT   19   20   56   57
CONECT   20   21   58   59
CONECT   21   22   60   61
CONECT   22   23   23   27
CONECT   23   24   62
CONECT   24   25   25   63
CONECT   25   26   64
CONECT   26   27   27   65
CONECT   27   66
CONECT   28   29
CONECT   29   30   30   31
CONECT   31   32   67   68
CONECT   32   33   69   70
CONECT   33   34   71   72
CONECT   34   35   35   39
CONECT   35   36   73
CONECT   36   37   37   74
CONECT   37   38   75
CONECT   38   39   39   76
CONECT   39   77
END

HMDB0252844
     RDKit          3D
Glycerol phenylbutyrate
 77 79  0  0  0  0  0  0  0  0999 V2000
    3.6768    0.8850   -1.6506 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0545   -0.2011   -1.6197 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6063   -1.4301   -2.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9924   -1.2419   -2.6925 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9356   -0.8992   -1.5880 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9413   -2.0199   -0.5825 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0969   -2.0160    0.5158 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1821   -3.0994    1.3656 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0426   -4.1505    1.1759 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8712   -4.1239    0.0711 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8147   -3.0567   -0.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8011   -0.1628   -1.0023 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2710    1.0267   -0.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1213    0.7449    0.1489 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0785   -0.2936    1.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0521   -0.6702    1.9129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1891   -1.2325    1.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1383   -1.3880    0.0929 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3755   -1.6278    2.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4615   -2.2935    1.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9737   -3.5867    0.7090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0980   -4.2150   -0.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3008   -3.9029   -1.3573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3290   -4.4564   -2.0975 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1870   -5.3502   -1.5047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0034   -5.6825   -0.1642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9592   -5.1102    0.5583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6150    1.9592    0.6895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6775    2.6159    0.1407 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1991    2.0642   -0.9005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2842    3.8790    0.6138 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6158    4.3749    1.8459 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1561    4.6952    1.6945 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0990    5.7455    0.6771 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1064    7.0602    1.0519 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3462    8.0498    0.1323 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5813    7.7157   -1.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5752    6.3959   -1.5647 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3330    5.4117   -0.6297 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9504   -1.8172   -3.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5607   -2.2642   -1.4420 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0558   -0.4051   -3.4554 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3569   -2.1372   -3.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9906   -0.8444   -1.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6510    0.0262   -1.0995 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4133   -1.2058    0.6949 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5237   -3.1196    2.2424 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0680   -4.9654    1.8663 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5603   -4.9296   -0.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4770   -3.0741   -1.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2341    1.8245   -1.2060 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9704    1.3206    0.3823 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7333    0.4525   -0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8123    0.1209    1.9346 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6031   -1.1555    0.7140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0774   -2.3431    2.9103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8481   -0.7804    2.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9442   -1.6368    0.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2464   -2.5946    2.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1394   -3.4342    0.0232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6659   -4.2382    1.5643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6500   -3.2028   -1.8691 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4899   -4.2134   -3.1356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0181   -5.8161   -2.0489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6753   -6.3852    0.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8214   -5.3698    1.5931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3883    3.7939    0.7282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1199    4.6621   -0.1886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7064    3.6457    2.6896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1654    5.2975    2.1569 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4588    3.8005    1.4730 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1884    5.1021    2.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0717    7.3921    2.0726 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3489    9.1010    0.4478 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7726    8.4776   -1.9218 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7598    6.1161   -2.6000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3354    4.3865   -0.9529 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
  2 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 23 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 14 28  1  0
 28 29  1  0
 29 30  2  0
 29 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  2  0
 35 36  1  0
 36 37  2  0
 37 38  1  0
 38 39  2  0
 11  6  1  0
 27 22  1  0
 39 34  1  0
  3 40  1  0
  3 41  1  0
  4 42  1  0
  4 43  1  0
  5 44  1  0
  5 45  1  0
  7 46  1  0
  8 47  1  0
  9 48  1  0
 10 49  1  0
 11 50  1  0
 13 51  1  0
 13 52  1  0
 14 53  1  0
 15 54  1  0
 15 55  1  0
 19 56  1  0
 19 57  1  0
 20 58  1  0
 20 59  1  0
 21 60  1  0
 21 61  1  0
 23 62  1  0
 24 63  1  0
 25 64  1  0
 26 65  1  0
 27 66  1  0
 31 67  1  0
 31 68  1  0
 32 69  1  0
 32 70  1  0
 33 71  1  0
 33 72  1  0
 35 73  1  0
 36 74  1  0
 37 75  1  0
 38 76  1  0
 39 77  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ravicti	Kegg
Glycerol phenylbutyric acid	Generator
HPN-100	MeSH
HPN 100	MeSH
1,3-Bis[(4-phenylbutanoyl)oxy]propan-2-yl 4-phenylbutanoic acid	Generator

Chemical Formula

C₃₃H₃₈O₆

Average Molecular Weight

530.6512

Monoisotopic Molecular Weight

530.266838948

IUPAC Name

1,3-bis[(4-phenylbutanoyl)oxy]propan-2-yl 4-phenylbutanoate

Traditional Name

1,3-bis[(4-phenylbutanoyl)oxy]propan-2-yl 4-phenylbutanoate

CAS Registry Number

Not Available

SMILES

O=C(CCCC1=CC=CC=C1)OCC(COC(=O)CCCC1=CC=CC=C1)OC(=O)CCCC1=CC=CC=C1

InChI Identifier

InChI=1S/C33H38O6/c34-31(22-10-19-27-13-4-1-5-14-27)37-25-30(39-33(36)24-12-21-29-17-8-3-9-18-29)26-38-32(35)23-11-20-28-15-6-2-7-16-28/h1-9,13-18,30H,10-12,19-26H2

InChI Key

ZSDBFLMJVAGKOU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as triacylglycerols. These are glycerides consisting of three fatty acid chains covalently bonded to a glycerol molecule through ester linkages.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Glycerolipids

Sub Class

Triradylcglycerols

Direct Parent

Triacylglycerols

Alternative Parents

Substituents

Triacyl-sn-glycerol
Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Benzenoid
Monocyclic benzene moiety
Carboxylic acid ester
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	6.41	ALOGPS
logP	7.65	ChemAxon
logS	-7	ALOGPS
pKa (Strongest Basic)	-6.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	78.9 Å²	ChemAxon
Rotatable Bond Count	20	ChemAxon
Refractivity	149.74 m³·mol⁻¹	ChemAxon
Polarizability	60.16 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]+	221.725	30932474
DeepCCS	[M-H]-	219.367	30932474
DeepCCS	[M-2H]-	252.417	30932474
DeepCCS	[M+Na]+	228.922	30932474
AllCCS	[M+H]+	228.4	32859911
AllCCS	[M+H-H2O]+	226.9	32859911
AllCCS	[M+NH4]+	229.7	32859911
AllCCS	[M+Na]+	230.1	32859911
AllCCS	[M-H]-	217.6	32859911
AllCCS	[M+Na-2H]-	219.3	32859911
AllCCS	[M+HCOO]-	221.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Glycerol phenylbutyrate	O=C(CCCC1=CC=CC=C1)OCC(COC(=O)CCCC1=CC=CC=C1)OC(=O)CCCC1=CC=CC=C1	5311.6	Standard polar	33892256
Glycerol phenylbutyrate	O=C(CCCC1=CC=CC=C1)OCC(COC(=O)CCCC1=CC=CC=C1)OC(=O)CCCC1=CC=CC=C1	3721.9	Standard non polar	33892256
Glycerol phenylbutyrate	O=C(CCCC1=CC=CC=C1)OCC(COC(=O)CCCC1=CC=CC=C1)OC(=O)CCCC1=CC=CC=C1	3938.5	Semi standard non polar	33892256

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol phenylbutyrate 10V, Positive-QTOF	splash10-0159-0529150000-9a994e89d585a75cfb55	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol phenylbutyrate 20V, Positive-QTOF	splash10-0671-0966210000-4648d1cf2e7e43b6cdf9	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol phenylbutyrate 40V, Positive-QTOF	splash10-0671-1936500000-5f5df9adb964f3f949d2	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol phenylbutyrate 10V, Negative-QTOF	splash10-03fs-0904030000-15b1d58967d196aaa49f	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol phenylbutyrate 20V, Negative-QTOF	splash10-03dj-0912000000-c349ebffc6837df9d1c6	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol phenylbutyrate 40V, Negative-QTOF	splash10-03di-1910000000-99d95de0940dbafc30cb	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol phenylbutyrate 10V, Positive-QTOF	splash10-000i-0000090000-00377aefb8a95b880050	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol phenylbutyrate 20V, Positive-QTOF	splash10-000i-0000090000-00377aefb8a95b880050	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol phenylbutyrate 40V, Positive-QTOF	splash10-00dr-0909090000-31f09da16a2e565ea30c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol phenylbutyrate 10V, Positive-QTOF	splash10-0udi-0000090000-f75b1bbbdf577c171cb8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol phenylbutyrate 20V, Positive-QTOF	splash10-0udi-0000090000-f75b1bbbdf577c171cb8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol phenylbutyrate 40V, Positive-QTOF	splash10-0udi-0000090000-f75b1bbbdf577c171cb8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol phenylbutyrate 10V, Positive-QTOF	splash10-0002-0000090000-eb85ba6b33ca15a2c764	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol phenylbutyrate 20V, Positive-QTOF	splash10-0002-0000090000-eb85ba6b33ca15a2c764	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Glycerol phenylbutyrate 40V, Positive-QTOF	splash10-0159-0109070000-7d916b6f97e0bb6466a6	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB08909

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8657541

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Glycerol phenylbutyrate

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Glycerol phenylbutyrate (HMDB0252844)

MOL for HMDB0252844 (Glycerol phenylbutyrate)

3D MOL for HMDB0252844 (Glycerol phenylbutyrate)

3D SDF for HMDB0252844 (Glycerol phenylbutyrate)

3D-SDF for HMDB0252844 (Glycerol phenylbutyrate)

PDB for HMDB0252844 (Glycerol phenylbutyrate)

3D PDB for HMDB0252844 (Glycerol phenylbutyrate)

SMILES for HMDB0252844 (Glycerol phenylbutyrate)

INCHI for HMDB0252844 (Glycerol phenylbutyrate)

Structure for HMDB0252844 (Glycerol phenylbutyrate)

3D Structure for HMDB0252844 (Glycerol phenylbutyrate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

MS/MS Spectra