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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 12:22:10 UTC

Update Date

2021-09-26 23:06:54 UTC

HMDB ID

HMDB0253595

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Isbogrel

Description

Isbogrel belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety. Based on a literature review a significant number of articles have been published on Isbogrel. This compound has been identified in human blood as reported by (PMID: 31557052 ). Isbogrel is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Isbogrel 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

HMDB0253595
     RDKit          3D
Isbogrel
 40 41  0  0  0  0  0  0  0  0999 V2000
    2.6043   -0.8057    1.7401 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7604   -0.5950    1.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8558   -0.6657    2.1645 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0213   -0.2645   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7371    1.1621   -0.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3056    1.4923   -0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3258    0.6482   -0.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0153    1.1213   -0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0539    0.4549   -0.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1580   -1.0037   -0.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9531   -1.6294    0.8571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1732   -2.9710    0.9488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5741   -3.7952    0.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7697   -3.2545   -0.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5626   -1.8717   -0.9965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2675    1.2268    0.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5116    0.6289    0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6030    1.3764    0.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4343    2.6780    1.0596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2205    3.2341    1.0259 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1291    2.5293    0.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6851   -0.1520    1.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4479   -0.9326   -0.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1082   -0.4929   -0.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3652    1.8700    0.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9248    1.3051   -1.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0953    1.3281    0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1602    2.5695   -0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5351   -0.4085   -0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5125    0.9441   -2.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0846    2.2227   -0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4306   -1.0200    1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8056   -3.4080    1.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7439   -4.8665    0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2794   -3.8986   -1.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0475   -1.5253   -1.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6731   -0.3756   -0.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5646    0.8807    0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3150    3.2288    1.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1696    3.0351    0.6054 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  1  0
  7  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 15 10  1  0
 21 16  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 21 40  1  0
M  END

  Mrv1652309112114222D          

 21 22  0  0  0  0            999 V2000
   -0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  4  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  4  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  7 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253595

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CCCCC=C(C1=CC=CC=C1)C1=CN=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H19NO2/c20-18(21)12-6-2-5-11-17(15-8-3-1-4-9-15)16-10-7-13-19-14-16/h1,3-4,7-11,13-14H,2,5-6,12H2,(H,20,21)

> <INCHI_KEY>
UWPBQLKEHGGKKD-UHFFFAOYSA-N

> <FORMULA>
C18H19NO2

> <MOLECULAR_WEIGHT>
281.355

> <EXACT_MASS>
281.141578856

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
31.42460381121575

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-phenyl-7-(pyridin-3-yl)hept-6-enoic acid

> <ALOGPS_LOGP>
3.72

> <JCHEM_LOGP>
3.00911863734438

> <ALOGPS_LOGS>
-4.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.078036484450156

> <JCHEM_PKA_STRONGEST_BASIC>
4.821227807612037

> <JCHEM_POLAR_SURFACE_AREA>
50.19

> <JCHEM_REFRACTIVITY>
92.88299999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.64e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-phenyl-7-(pyridin-3-yl)hept-6-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253595
     RDKit          3D
Isbogrel
 40 41  0  0  0  0  0  0  0  0999 V2000
    2.6043   -0.8057    1.7401 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7604   -0.5950    1.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8558   -0.6657    2.1645 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0213   -0.2645   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7371    1.1621   -0.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3056    1.4923   -0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3258    0.6482   -0.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0153    1.1213   -0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0539    0.4549   -0.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1580   -1.0037   -0.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9531   -1.6294    0.8571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1732   -2.9710    0.9488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5741   -3.7952    0.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7697   -3.2545   -0.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5626   -1.8717   -0.9965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2675    1.2268    0.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5116    0.6289    0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6030    1.3764    0.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4343    2.6780    1.0596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2205    3.2341    1.0259 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1291    2.5293    0.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6851   -0.1520    1.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4479   -0.9326   -0.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1082   -0.4929   -0.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3652    1.8700    0.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9248    1.3051   -1.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0953    1.3281    0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1602    2.5695   -0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5351   -0.4085   -0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5125    0.9441   -2.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0846    2.2227   -0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4306   -1.0200    1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8056   -3.4080    1.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7439   -4.8665    0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2794   -3.8986   -1.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0475   -1.5253   -1.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6731   -0.3756   -0.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5646    0.8807    0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3150    3.2288    1.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1696    3.0351    0.6054 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  1  0
  7  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 15 10  1  0
 21 16  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 21 40  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   3.080   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335  -1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.002  -1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      10.669  -1.540   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       9.336  -3.850   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       5.335   3.080   0.000  0.00  0.00           N+0
HETATM   19  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+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   16                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    7   17   21                                                  
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0253595
HETATM    1  O1  UNL     1       2.604  -0.806   1.740  1.00  0.00           O  
HETATM    2  C1  UNL     1       3.760  -0.595   1.309  1.00  0.00           C  
HETATM    3  O2  UNL     1       4.856  -0.666   2.164  1.00  0.00           O  
HETATM    4  C2  UNL     1       4.021  -0.265  -0.114  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.737   1.162  -0.419  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.306   1.492  -0.134  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.326   0.648  -0.995  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.015   1.121  -0.586  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.054   0.455  -0.204  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.158  -1.004  -0.091  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.953  -1.629   0.857  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.173  -2.971   0.949  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.574  -3.795   0.047  1.00  0.00           C  
HETATM   14  C12 UNL     1      -0.770  -3.255  -0.925  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.563  -1.872  -0.997  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.268   1.227   0.183  1.00  0.00           C  
HETATM   17  C15 UNL     1      -3.512   0.629   0.207  1.00  0.00           C  
HETATM   18  C16 UNL     1      -4.603   1.376   0.655  1.00  0.00           C  
HETATM   19  C17 UNL     1      -4.434   2.678   1.060  1.00  0.00           C  
HETATM   20  N1  UNL     1      -3.221   3.234   1.026  1.00  0.00           N  
HETATM   21  C18 UNL     1      -2.129   2.529   0.594  1.00  0.00           C  
HETATM   22  H1  UNL     1       5.685  -0.152   1.974  1.00  0.00           H  
HETATM   23  H2  UNL     1       3.448  -0.933  -0.781  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.108  -0.493  -0.365  1.00  0.00           H  
HETATM   25  H4  UNL     1       4.365   1.870   0.156  1.00  0.00           H  
HETATM   26  H5  UNL     1       3.925   1.305  -1.526  1.00  0.00           H  
HETATM   27  H6  UNL     1       2.095   1.328   0.934  1.00  0.00           H  
HETATM   28  H7  UNL     1       2.160   2.570  -0.353  1.00  0.00           H  
HETATM   29  H8  UNL     1       1.535  -0.408  -0.745  1.00  0.00           H  
HETATM   30  H9  UNL     1       1.512   0.944  -2.031  1.00  0.00           H  
HETATM   31  H10 UNL     1      -0.085   2.223  -0.663  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.431  -1.020   1.630  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.806  -3.408   1.710  1.00  0.00           H  
HETATM   34  H13 UNL     1      -1.744  -4.866   0.114  1.00  0.00           H  
HETATM   35  H14 UNL     1      -0.279  -3.899  -1.658  1.00  0.00           H  
HETATM   36  H15 UNL     1       0.048  -1.525  -1.814  1.00  0.00           H  
HETATM   37  H16 UNL     1      -3.673  -0.376  -0.143  1.00  0.00           H  
HETATM   38  H17 UNL     1      -5.565   0.881   0.663  1.00  0.00           H  
HETATM   39  H18 UNL     1      -5.315   3.229   1.403  1.00  0.00           H  
HETATM   40  H19 UNL     1      -1.170   3.035   0.605  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   22
CONECT    4    5   23   24
CONECT    5    6   25   26
CONECT    6    7   27   28
CONECT    7    8   29   30
CONECT    8    9    9   31
CONECT    9   10   16
CONECT   10   11   11   15
CONECT   11   12   32
CONECT   12   13   13   33
CONECT   13   14   34
CONECT   14   15   15   35
CONECT   15   36
CONECT   16   17   17   21
CONECT   17   18   37
CONECT   18   19   19   38
CONECT   19   20   39
CONECT   20   21   21
CONECT   21   40
END

HMDB0253595
     RDKit          3D
Isbogrel
 40 41  0  0  0  0  0  0  0  0999 V2000
    2.6043   -0.8057    1.7401 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7604   -0.5950    1.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8558   -0.6657    2.1645 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0213   -0.2645   -0.1135 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7371    1.1621   -0.4187 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3056    1.4923   -0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3258    0.6482   -0.9946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0153    1.1213   -0.5865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0539    0.4549   -0.2040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1580   -1.0037   -0.0913 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9531   -1.6294    0.8571 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1732   -2.9710    0.9488 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5741   -3.7952    0.0469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7697   -3.2545   -0.9252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5626   -1.8717   -0.9965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2675    1.2268    0.1833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5116    0.6289    0.2067 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6030    1.3764    0.6548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4343    2.6780    1.0596 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2205    3.2341    1.0259 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1291    2.5293    0.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6851   -0.1520    1.9741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4479   -0.9326   -0.7808 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1082   -0.4929   -0.3655 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3652    1.8700    0.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9248    1.3051   -1.5255 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0953    1.3281    0.9343 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1602    2.5695   -0.3530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5351   -0.4085   -0.7447 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5125    0.9441   -2.0308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0846    2.2227   -0.6629 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4306   -1.0200    1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8056   -3.4080    1.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7439   -4.8665    0.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2794   -3.8986   -1.6579 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0475   -1.5253   -1.8137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6731   -0.3756   -0.1432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5646    0.8807    0.6631 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3150    3.2288    1.4032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1696    3.0351    0.6054 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  1  0
  7  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  9 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  2  0
 15 10  1  0
 21 16  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
 11 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 15 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 21 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
7-Phenyl-7-(3-pyridyl)-6-heptenoic acid	HMDB

Chemical Formula

C₁₈H₁₉NO₂

Average Molecular Weight

281.355

Monoisotopic Molecular Weight

281.141578856

IUPAC Name

7-phenyl-7-(pyridin-3-yl)hept-6-enoic acid

Traditional Name

7-phenyl-7-(pyridin-3-yl)hept-6-enoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCCCC=C(C1=CC=CC=C1)C1=CN=CC=C1

InChI Identifier

InChI=1S/C18H19NO2/c20-18(21)12-6-2-5-11-17(15-8-3-1-4-9-15)16-10-7-13-19-14-16/h1,3-4,7-11,13-14H,2,5-6,12H2,(H,20,21)

InChI Key

UWPBQLKEHGGKKD-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Styrenes

Direct Parent

Styrenes

Alternative Parents

Substituents

Styrene
Medium-chain fatty acid
Amino fatty acid
Heterocyclic fatty acid
Pyridine
Unsaturated fatty acid
Fatty acid
Fatty acyl
Heteroaromatic compound
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Azacycle
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Carbonyl group
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	3.72	ALOGPS
logP	3.01	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Acidic)	4.08	ChemAxon
pKa (Strongest Basic)	4.82	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	50.19 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	92.88 m³·mol⁻¹	ChemAxon
Polarizability	31.42 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	168.717	30932474
DeepCCS	[M-H]-	166.359	30932474
DeepCCS	[M-2H]-	199.245	30932474
DeepCCS	[M+Na]+	174.81	30932474
AllCCS	[M+H]+	167.5	32859911
AllCCS	[M+H-H2O]+	164.0	32859911
AllCCS	[M+NH4]+	170.8	32859911
AllCCS	[M+Na]+	171.7	32859911
AllCCS	[M-H]-	172.1	32859911
AllCCS	[M+Na-2H]-	172.0	32859911
AllCCS	[M+HCOO]-	172.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isbogrel	OC(=O)CCCCC=C(C1=CC=CC=C1)C1=CN=CC=C1	3659.8	Standard polar	33892256
Isbogrel	OC(=O)CCCCC=C(C1=CC=CC=C1)C1=CN=CC=C1	2479.7	Standard non polar	33892256
Isbogrel	OC(=O)CCCCC=C(C1=CC=CC=C1)C1=CN=CC=C1	2390.5	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 - Isbogrel GC-MS (Non-derivatized) - 70eV, Positive	splash10-05to-6890000000-8ec5496f6b6c619487c3	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isbogrel GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isbogrel GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isbogrel GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isbogrel 10V, Positive-QTOF	splash10-001i-0690000000-44494f77978efa643dda	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isbogrel 20V, Positive-QTOF	splash10-001i-0920000000-f4a228bf375871692c9e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isbogrel 40V, Positive-QTOF	splash10-00kf-0900000000-f1b65483f070a9fdf986	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isbogrel 10V, Negative-QTOF	splash10-001i-0090000000-d69a0d20a4bd43265e9e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isbogrel 20V, Negative-QTOF	splash10-001i-0390000000-ef438602deba9870b133	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isbogrel 40V, Negative-QTOF	splash10-0006-0910000000-2bd760c80d948541bd67	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

28703672

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

65675

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 Isbogrel (HMDB0253595)

MOL for HMDB0253595 (Isbogrel)

3D MOL for HMDB0253595 (Isbogrel)

3D SDF for HMDB0253595 (Isbogrel)

3D-SDF for HMDB0253595 (Isbogrel)

PDB for HMDB0253595 (Isbogrel)

3D PDB for HMDB0253595 (Isbogrel)

SMILES for HMDB0253595 (Isbogrel)

INCHI for HMDB0253595 (Isbogrel)

Structure for HMDB0253595 (Isbogrel)

3D Structure for HMDB0253595 (Isbogrel)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra