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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 22:37:21 UTC

Update Date

2022-11-23 22:29:21 UTC

HMDB ID

HMDB0259765

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Vapiprost

Description

Vapiprost belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond. Based on a literature review a small amount of articles have been published on Vapiprost. This compound has been identified in human blood as reported by (PMID: 31557052 ). Vapiprost is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Vapiprost 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

  Mrv1652309122100372D          

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  8 35  1  0  0  0  0
M  END

HMDB0259765
     RDKit          3D
VAPIPROST
 74 77  0  0  0  0  0  0  0  0999 V2000
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M  END

  Mrv1652309122100372D          

 35 38  0  0  0  0            999 V2000
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 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
 26 29  1  0  0  0  0
 29 30  2  0  0  0  0
 30 31  1  0  0  0  0
 31 32  2  0  0  0  0
 32 33  1  0  0  0  0
 33 34  2  0  0  0  0
 29 34  1  0  0  0  0
  8 35  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259765

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1CC(OCC2=CC=C(C=C2)C2=CC=CC=C2)C(CCC=CCCC(O)=O)C1N1CCCCC1

> <INCHI_IDENTIFIER>
InChI=1S/C30H39NO4/c32-27-21-28(35-22-23-15-17-25(18-16-23)24-11-5-3-6-12-24)26(13-7-1-2-8-14-29(33)34)30(27)31-19-9-4-10-20-31/h1-3,5-6,11-12,15-18,26-28,30,32H,4,7-10,13-14,19-22H2,(H,33,34)

> <INCHI_KEY>
GQGRDYWMOPRROR-UHFFFAOYSA-N

> <FORMULA>
C30H39NO4

> <MOLECULAR_WEIGHT>
477.645

> <EXACT_MASS>
477.28790874

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
56.37661440313765

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
7-[5-({[1,1'-biphenyl]-4-yl}methoxy)-3-hydroxy-2-(piperidin-1-yl)cyclopentyl]hept-4-enoic acid

> <ALOGPS_LOGP>
5.46

> <JCHEM_LOGP>
2.5360840503068247

> <ALOGPS_LOGS>
-5.67

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.498443431356968

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.012907759328988

> <JCHEM_PKA_STRONGEST_BASIC>
10.061964569795164

> <JCHEM_POLAR_SURFACE_AREA>
70.00000000000001

> <JCHEM_REFRACTIVITY>
140.79149999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-(5-{[1,1'-biphenyl]-4-ylmethoxy}-3-hydroxy-2-(piperidin-1-yl)cyclopentyl)hept-4-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259765
     RDKit          3D
VAPIPROST
 74 77  0  0  0  0  0  0  0  0999 V2000
    5.9883   -3.9649    1.7046 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2682   -4.9039    1.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4134   -6.1340    1.9412 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2813   -4.7685    0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3257   -3.3432   -0.3102 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3785   -3.1238   -1.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3808   -2.2905   -1.4638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0115   -1.3747   -0.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0836    0.0957   -0.8465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6817    0.9249    0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2189    0.5601    0.7028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5420    0.1595   -0.1927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3027   -0.2679   -1.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7166   -0.6659   -0.7418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0207   -1.9327   -0.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3253   -2.2914    0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585   -1.3989   -0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7500   -1.7801    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1386   -3.0958   -0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4529   -3.4368    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3593   -2.5171    0.7642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9299   -1.2255    0.9528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6379   -0.8451    0.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0743   -0.1277   -0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7708    0.2016   -0.8722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0924    1.8336    1.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3721    2.9175    0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4481    2.9730   -0.6076 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7644    2.3892    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4555    2.9769   -0.8714 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1377    4.3874   -0.9817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7108    5.2203    0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1886    5.4012   -0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5932    4.2217   -1.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8886    2.9670   -0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9465   -6.2607    2.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2985   -5.0567    0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5125   -5.4777   -0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1346   -2.6905    0.5393 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3767   -3.2047   -0.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5396   -3.7552   -2.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7636   -2.2593   -2.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807   -1.6176   -0.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6250   -1.4400    0.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0999    0.2222   -1.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4190    0.1580   -1.7259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3765    0.5829    1.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3539   -0.2138    1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8950   -1.2560   -1.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4057    0.2871   -2.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2209   -2.6555   -0.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5363   -3.2822    0.3489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4405   -3.8339   -0.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8170   -4.4565    0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3917   -2.8001    0.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6182   -0.4810    1.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2638    0.1618    0.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8959    0.5769   -0.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5762    1.2160   -1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6083    1.9217    2.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0901    1.9494    1.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3490    3.8770    1.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1673    3.6201   -0.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3293    2.7762    1.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0856    4.6321   -1.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6024    4.7792   -1.9351 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2561    6.2389    0.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5560    4.7977    1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7585    5.3925    0.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4034    6.3429   -0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6808    4.0311   -0.7568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5822    4.3685   -2.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167    2.9357    0.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4404    2.1322   -0.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 17 24  1  0
 24 25  2  0
 11 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 29 10  1  0
 35 30  1  0
 25 14  1  0
 23 18  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 11 48  1  0
 13 49  1  0
 13 50  1  0
 15 51  1  0
 16 52  1  0
 19 53  1  0
 20 54  1  0
 21 55  1  0
 22 56  1  0
 23 57  1  0
 24 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 28 63  1  0
 29 64  1  0
 31 65  1  0
 31 66  1  0
 32 67  1  0
 32 68  1  0
 33 69  1  0
 33 70  1  0
 34 71  1  0
 34 72  1  0
 35 73  1  0
 35 74  1  0
M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-21         0                                  
HETATM    1  C   UNK     0      -2.468  -0.345   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.134  -1.115   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -1.134  -2.655   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -2.468  -3.425   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -3.802  -2.655   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -3.802  -1.115   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.468  -4.965   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -1.222  -5.870   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.698  -7.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -3.238  -7.335   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.714  -5.870   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.179  -5.394   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.499  -3.888   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.963  -3.412   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -7.284  -1.906   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -8.748  -1.430   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -9.068   0.077   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0     -10.533   0.552   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0     -10.853   2.059   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0     -11.678  -0.478   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      -4.143  -8.581   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0      -3.517  -9.988   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      -1.985 -10.149   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      -1.080  -8.903   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       0.451  -9.064   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       1.078 -10.470   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       0.173 -11.716   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -1.359 -11.555   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       2.609 -10.631   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       3.514  -9.386   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       5.046  -9.547   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       5.672 -10.953   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       4.767 -12.199   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       3.236 -12.038   0.000  0.00  0.00           C+0
HETATM   35  O   UNK     0       0.242  -5.394   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8   11                                                  
CONECT    8    7    9   35                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11   21                                                  
CONECT   11   10    7   12                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   10   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   28                                                  
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   29                                                  
CONECT   27   26   28                                                       
CONECT   28   27   23                                                       
CONECT   29   26   30   34                                                  
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   29                                                       
CONECT   35    8                                                            
MASTER        0    0    0    0    0    0    0    0   35    0   76    0
END

COMPND    HMDB0259765
HETATM    1  O1  UNL     1       5.988  -3.965   1.705  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.268  -4.904   1.305  1.00  0.00           C  
HETATM    3  O2  UNL     1       5.413  -6.134   1.941  1.00  0.00           O  
HETATM    4  C2  UNL     1       4.281  -4.769   0.200  1.00  0.00           C  
HETATM    5  C3  UNL     1       4.326  -3.343  -0.310  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.379  -3.124  -1.406  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.381  -2.290  -1.464  1.00  0.00           C  
HETATM    8  C6  UNL     1       2.011  -1.375  -0.380  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.084   0.096  -0.846  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.682   0.925   0.307  1.00  0.00           C  
HETATM   11  C9  UNL     1       0.219   0.560   0.703  1.00  0.00           C  
HETATM   12  O3  UNL     1      -0.542   0.159  -0.193  1.00  0.00           O  
HETATM   13  C10 UNL     1      -1.303  -0.268  -1.068  1.00  0.00           C  
HETATM   14  C11 UNL     1      -2.717  -0.666  -0.742  1.00  0.00           C  
HETATM   15  C12 UNL     1      -3.021  -1.933  -0.294  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.325  -2.291   0.003  1.00  0.00           C  
HETATM   17  C14 UNL     1      -5.358  -1.399  -0.139  1.00  0.00           C  
HETATM   18  C15 UNL     1      -6.750  -1.780   0.177  1.00  0.00           C  
HETATM   19  C16 UNL     1      -7.139  -3.096  -0.029  1.00  0.00           C  
HETATM   20  C17 UNL     1      -8.453  -3.437   0.274  1.00  0.00           C  
HETATM   21  C18 UNL     1      -9.359  -2.517   0.764  1.00  0.00           C  
HETATM   22  C19 UNL     1      -8.930  -1.225   0.953  1.00  0.00           C  
HETATM   23  C20 UNL     1      -7.638  -0.845   0.666  1.00  0.00           C  
HETATM   24  C21 UNL     1      -5.074  -0.128  -0.585  1.00  0.00           C  
HETATM   25  C22 UNL     1      -3.771   0.202  -0.872  1.00  0.00           C  
HETATM   26  C23 UNL     1      -0.092   1.834   1.482  1.00  0.00           C  
HETATM   27  C24 UNL     1       0.372   2.917   0.487  1.00  0.00           C  
HETATM   28  O4  UNL     1      -0.448   2.973  -0.608  1.00  0.00           O  
HETATM   29  C25 UNL     1       1.764   2.389   0.226  1.00  0.00           C  
HETATM   30  N1  UNL     1       2.456   2.977  -0.871  1.00  0.00           N  
HETATM   31  C26 UNL     1       2.138   4.387  -0.982  1.00  0.00           C  
HETATM   32  C27 UNL     1       2.711   5.220   0.140  1.00  0.00           C  
HETATM   33  C28 UNL     1       4.189   5.401  -0.180  1.00  0.00           C  
HETATM   34  C29 UNL     1       4.593   4.222  -1.004  1.00  0.00           C  
HETATM   35  C30 UNL     1       3.889   2.967  -0.537  1.00  0.00           C  
HETATM   36  H1  UNL     1       5.947  -6.261   2.775  1.00  0.00           H  
HETATM   37  H2  UNL     1       3.298  -5.057   0.597  1.00  0.00           H  
HETATM   38  H3  UNL     1       4.512  -5.478  -0.636  1.00  0.00           H  
HETATM   39  H4  UNL     1       4.135  -2.691   0.539  1.00  0.00           H  
HETATM   40  H5  UNL     1       5.377  -3.205  -0.696  1.00  0.00           H  
HETATM   41  H6  UNL     1       3.540  -3.755  -2.300  1.00  0.00           H  
HETATM   42  H7  UNL     1       1.764  -2.259  -2.381  1.00  0.00           H  
HETATM   43  H8  UNL     1       0.981  -1.618  -0.059  1.00  0.00           H  
HETATM   44  H9  UNL     1       2.625  -1.440   0.533  1.00  0.00           H  
HETATM   45  H10 UNL     1       3.100   0.222  -1.194  1.00  0.00           H  
HETATM   46  H11 UNL     1       1.419   0.158  -1.726  1.00  0.00           H  
HETATM   47  H12 UNL     1       2.376   0.583   1.143  1.00  0.00           H  
HETATM   48  H13 UNL     1       0.354  -0.214   1.509  1.00  0.00           H  
HETATM   49  H14 UNL     1      -0.895  -1.256  -1.490  1.00  0.00           H  
HETATM   50  H15 UNL     1      -1.406   0.287  -2.073  1.00  0.00           H  
HETATM   51  H16 UNL     1      -2.221  -2.655  -0.174  1.00  0.00           H  
HETATM   52  H17 UNL     1      -4.536  -3.282   0.349  1.00  0.00           H  
HETATM   53  H18 UNL     1      -6.441  -3.834  -0.414  1.00  0.00           H  
HETATM   54  H19 UNL     1      -8.817  -4.457   0.132  1.00  0.00           H  
HETATM   55  H20 UNL     1     -10.392  -2.800   0.998  1.00  0.00           H  
HETATM   56  H21 UNL     1      -9.618  -0.481   1.336  1.00  0.00           H  
HETATM   57  H22 UNL     1      -7.264   0.162   0.801  1.00  0.00           H  
HETATM   58  H23 UNL     1      -5.896   0.577  -0.696  1.00  0.00           H  
HETATM   59  H24 UNL     1      -3.576   1.216  -1.224  1.00  0.00           H  
HETATM   60  H25 UNL     1       0.608   1.922   2.330  1.00  0.00           H  
HETATM   61  H26 UNL     1      -1.090   1.949   1.836  1.00  0.00           H  
HETATM   62  H27 UNL     1       0.349   3.877   1.029  1.00  0.00           H  
HETATM   63  H28 UNL     1      -1.167   3.620  -0.425  1.00  0.00           H  
HETATM   64  H29 UNL     1       2.329   2.776   1.143  1.00  0.00           H  
HETATM   65  H30 UNL     1       1.086   4.632  -1.066  1.00  0.00           H  
HETATM   66  H31 UNL     1       2.602   4.779  -1.935  1.00  0.00           H  
HETATM   67  H32 UNL     1       2.256   6.239   0.035  1.00  0.00           H  
HETATM   68  H33 UNL     1       2.556   4.798   1.135  1.00  0.00           H  
HETATM   69  H34 UNL     1       4.759   5.392   0.784  1.00  0.00           H  
HETATM   70  H35 UNL     1       4.403   6.343  -0.685  1.00  0.00           H  
HETATM   71  H36 UNL     1       5.681   4.031  -0.757  1.00  0.00           H  
HETATM   72  H37 UNL     1       4.582   4.369  -2.088  1.00  0.00           H  
HETATM   73  H38 UNL     1       4.017   2.936   0.573  1.00  0.00           H  
HETATM   74  H39 UNL     1       4.440   2.132  -0.952  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   36
CONECT    4    5   37   38
CONECT    5    6   39   40
CONECT    6    7    7   41
CONECT    7    8   42
CONECT    8    9   43   44
CONECT    9   10   45   46
CONECT   10   11   29   47
CONECT   11   12   26   48
CONECT   12   13
CONECT   13   14   49   50
CONECT   14   15   15   25
CONECT   15   16   51
CONECT   16   17   17   52
CONECT   17   18   24
CONECT   18   19   19   23
CONECT   19   20   53
CONECT   20   21   21   54
CONECT   21   22   55
CONECT   22   23   23   56
CONECT   23   57
CONECT   24   25   25   58
CONECT   25   59
CONECT   26   27   60   61
CONECT   27   28   29   62
CONECT   28   63
CONECT   29   30   64
CONECT   30   31   35
CONECT   31   32   65   66
CONECT   32   33   67   68
CONECT   33   34   69   70
CONECT   34   35   71   72
CONECT   35   73   74
END

HMDB0259765
     RDKit          3D
VAPIPROST
 74 77  0  0  0  0  0  0  0  0999 V2000
    5.9883   -3.9649    1.7046 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2682   -4.9039    1.3049 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4134   -6.1340    1.9412 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2813   -4.7685    0.2000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3257   -3.3432   -0.3102 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3785   -3.1238   -1.4058 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3808   -2.2905   -1.4638 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0115   -1.3747   -0.3800 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0836    0.0957   -0.8465 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6817    0.9249    0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2189    0.5601    0.7028 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5420    0.1595   -0.1927 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3027   -0.2679   -1.0676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7166   -0.6659   -0.7418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0207   -1.9327   -0.2941 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3253   -2.2914    0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3585   -1.3989   -0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7500   -1.7801    0.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1386   -3.0958   -0.0291 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4529   -3.4368    0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3593   -2.5171    0.7642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9299   -1.2255    0.9528 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6379   -0.8451    0.6659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0743   -0.1277   -0.5850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7708    0.2016   -0.8722 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0924    1.8336    1.4822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3721    2.9175    0.4871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4481    2.9730   -0.6076 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7644    2.3892    0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4555    2.9769   -0.8714 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1377    4.3874   -0.9817 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7108    5.2203    0.1403 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1886    5.4012   -0.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5932    4.2217   -1.0045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8886    2.9670   -0.5371 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9465   -6.2607    2.7750 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2985   -5.0567    0.5971 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5125   -5.4777   -0.6361 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1346   -2.6905    0.5393 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3767   -3.2047   -0.6960 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5396   -3.7552   -2.3001 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7636   -2.2593   -2.3809 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807   -1.6176   -0.0595 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6250   -1.4400    0.5330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0999    0.2222   -1.1936 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4190    0.1580   -1.7259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3765    0.5829    1.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3539   -0.2138    1.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8950   -1.2560   -1.4899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4057    0.2871   -2.0733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2209   -2.6555   -0.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5363   -3.2822    0.3489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4405   -3.8339   -0.4140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8170   -4.4565    0.1323 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3917   -2.8001    0.9984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6182   -0.4810    1.3363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2638    0.1618    0.8014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8959    0.5769   -0.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5762    1.2160   -1.2239 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6083    1.9217    2.3297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0901    1.9494    1.8364 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3490    3.8770    1.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1673    3.6201   -0.4250 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3293    2.7762    1.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0856    4.6321   -1.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6024    4.7792   -1.9351 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2561    6.2389    0.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5560    4.7977    1.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7585    5.3925    0.7843 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4034    6.3429   -0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6808    4.0311   -0.7568 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5822    4.3685   -2.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0167    2.9357    0.5727 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4404    2.1322   -0.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 22 23  2  0
 17 24  1  0
 24 25  2  0
 11 26  1  0
 26 27  1  0
 27 28  1  0
 27 29  1  0
 29 30  1  0
 30 31  1  0
 31 32  1  0
 32 33  1  0
 33 34  1  0
 34 35  1  0
 29 10  1  0
 35 30  1  0
 25 14  1  0
 23 18  1  0
  3 36  1  0
  4 37  1  0
  4 38  1  0
  5 39  1  0
  5 40  1  0
  6 41  1  0
  7 42  1  0
  8 43  1  0
  8 44  1  0
  9 45  1  0
  9 46  1  0
 10 47  1  0
 11 48  1  0
 13 49  1  0
 13 50  1  0
 15 51  1  0
 16 52  1  0
 19 53  1  0
 20 54  1  0
 21 55  1  0
 22 56  1  0
 23 57  1  0
 24 58  1  0
 25 59  1  0
 26 60  1  0
 26 61  1  0
 27 62  1  0
 28 63  1  0
 29 64  1  0
 31 65  1  0
 31 66  1  0
 32 67  1  0
 32 68  1  0
 33 69  1  0
 33 70  1  0
 34 71  1  0
 34 72  1  0
 35 73  1  0
 35 74  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-[5-({[1,1'-biphenyl]-4-yl}methoxy)-3-hydroxy-2-(piperidin-1-yl)cyclopentyl]hept-4-enoate	HMDB

Chemical Formula

C₃₀H₃₉NO₄

Average Molecular Weight

477.645

Monoisotopic Molecular Weight

477.28790874

IUPAC Name

7-[5-({[1,1'-biphenyl]-4-yl}methoxy)-3-hydroxy-2-(piperidin-1-yl)cyclopentyl]hept-4-enoic acid

Traditional Name

7-(5-{[1,1'-biphenyl]-4-ylmethoxy}-3-hydroxy-2-(piperidin-1-yl)cyclopentyl)hept-4-enoic acid

CAS Registry Number

Not Available

SMILES

OC1CC(OCC2=CC=C(C=C2)C2=CC=CC=C2)C(CCC=CCCC(O)=O)C1N1CCCCC1

InChI Identifier

InChI=1S/C30H39NO4/c32-27-21-28(35-22-23-15-17-25(18-16-23)24-11-5-3-6-12-24)26(13-7-1-2-8-14-29(33)34)30(27)31-19-9-4-10-20-31/h1-3,5-6,11-12,15-18,26-28,30,32H,4,7-10,13-14,19-22H2,(H,33,34)

InChI Key

GQGRDYWMOPRROR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as biphenyls and derivatives. These are organic compounds containing to benzene rings linked together by a C-C bond.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Biphenyls and derivatives

Direct Parent

Biphenyls and derivatives

Alternative Parents

Substituents

Biphenyl
Benzylether
Medium-chain fatty acid
Hydroxy fatty acid
Heterocyclic fatty acid
Amino fatty acid
Piperidine
Fatty acyl
Fatty acid
Cyclopentanol
Unsaturated fatty acid
Cyclic alcohol
Tertiary aliphatic amine
Tertiary amine
Secondary alcohol
Amino acid
Amino acid or derivatives
1,2-aminoalcohol
Carboxylic acid derivative
Carboxylic acid
Azacycle
Organoheterocyclic compound
Dialkyl ether
Ether
Monocarboxylic acid or derivatives
Alcohol
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Amine
Organic oxygen compound
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxide
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	5.46	ALOGPS
logP	2.54	ChemAxon
logS	-5.7	ALOGPS
pKa (Strongest Acidic)	4.01	ChemAxon
pKa (Strongest Basic)	10.06	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	140.79 m³·mol⁻¹	ChemAxon
Polarizability	56.38 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	217.945	32859911
AllCCS	[M+H-H2O]+	216.342	32859911
AllCCS	[M+Na]+	219.814	32859911
AllCCS	[M+NH4]+	219.401	32859911
AllCCS	[M-H]-	206.675	32859911
AllCCS	[M+Na-2H]-	208.396	32859911
AllCCS	[M+HCOO]-	210.439	32859911
DeepCCS	[M+H]+	215.483	30932474
DeepCCS	[M-H]-	213.125	30932474
DeepCCS	[M-2H]-	246.747	30932474
DeepCCS	[M+Na]+	221.886	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
VAPIPROST	OC1CC(OCC2=CC=C(C=C2)C2=CC=CC=C2)C(CCC=CCCC(O)=O)C1N1CCCCC1	4549.4	Standard polar	33892256
VAPIPROST	OC1CC(OCC2=CC=C(C=C2)C2=CC=CC=C2)C(CCC=CCCC(O)=O)C1N1CCCCC1	3669.4	Standard non polar	33892256
VAPIPROST	OC1CC(OCC2=CC=C(C=C2)C2=CC=CC=C2)C(CCC=CCCC(O)=O)C1N1CCCCC1	4062.6	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Vapiprost GC-MS (Non-derivatized) - 70eV, Positive	splash10-000b-8963500000-ca0944cf8199ab65924f	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vapiprost GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vapiprost GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vapiprost GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vapiprost GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vapiprost GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vapiprost GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Vapiprost GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4212462

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5034185

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 Vapiprost (HMDB0259765)

MOL for HMDB0259765 (Vapiprost)

3D MOL for HMDB0259765 (Vapiprost)

3D SDF for HMDB0259765 (Vapiprost)

3D-SDF for HMDB0259765 (Vapiprost)

PDB for HMDB0259765 (Vapiprost)

3D PDB for HMDB0259765 (Vapiprost)

SMILES for HMDB0259765 (Vapiprost)

INCHI for HMDB0259765 (Vapiprost)

Structure for HMDB0259765 (Vapiprost)

3D Structure for HMDB0259765 (Vapiprost)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra