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Showing metabocard for 1-Phenylheptane (HMDB0061825)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2014-10-08 15:55:20 UTC
Update Date2022-03-07 03:17:47 UTC
HMDB IDHMDB0061825
Secondary Accession Numbers
  • HMDB61825
Metabolite Identification
Common Name1-Phenylheptane
Description1-Phenylheptane belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene. 1-Phenylheptane is possibly neutral.
Structure
Data?1563866236
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0061825 (1-Phenylheptane)

  Mrv0541 10081412312D          

 13 13  0  0  0  0            999 V2000
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  2  0  0  0  0
 13 10  1  0  0  0  0
 13 11  2  0  0  0  0
 13 12  1  0  0  0  0
M  END
Download

3D MOL for HMDB0061825 (1-Phenylheptane)

HMDB0061825
     RDKit          3D
1-Phenylheptane
 33 33  0  0  0  0  0  0  0  0999 V2000
   -4.3097   -0.5397    0.5690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3359   -1.4166   -0.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3388   -0.5938   -0.9825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5168    0.2848   -0.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5635    1.0586   -0.8674 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3494    1.9818   -0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    1.4006    0.8219 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2624    0.4382    0.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9719   -0.8992    0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8729   -1.8007   -0.3199 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0743   -1.3759   -0.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3798   -0.0449   -0.8145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4674    0.8587   -0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8356   -0.0037    1.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1243   -1.2378    0.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7504    0.2055   -0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9298   -1.9901   -0.9378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8357   -2.1336    0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8310    0.0015   -1.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6381   -1.2783   -1.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1076   -0.3763    0.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2901    0.9439    0.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1955    1.7027   -1.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0310    0.3742   -1.5665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2407    2.8105    0.2822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9749    2.4847   -0.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9263    2.2644    1.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8185    1.0012    1.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0483   -1.3128    0.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6015   -2.8392   -0.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7340   -2.1299   -1.2437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3299    0.2659   -1.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7640    1.8954   -0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
M  END
Download

3D SDF for HMDB0061825 (1-Phenylheptane)

  Mrv0541 10081412312D          

 13 13  0  0  0  0            999 V2000
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  2  0  0  0  0
 13 10  1  0  0  0  0
 13 11  2  0  0  0  0
 13 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061825

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C13H20/c1-2-3-4-5-7-10-13-11-8-6-9-12-13/h6,8-9,11-12H,2-5,7,10H2,1H3

> <INCHI_KEY>
LBNXAWYDQUGHGX-UHFFFAOYSA-N

> <FORMULA>
C13H20

> <MOLECULAR_WEIGHT>
176.2979

> <EXACT_MASS>
176.15650064

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
23.30292103781111

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
heptylbenzene

> <ALOGPS_LOGP>
5.97

> <JCHEM_LOGP>
5.154079195333333

> <ALOGPS_LOGS>
-5.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
58.70520000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.10e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1-phenylheptane

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0061825 (1-Phenylheptane)

HMDB0061825
     RDKit          3D
1-Phenylheptane
 33 33  0  0  0  0  0  0  0  0999 V2000
   -4.3097   -0.5397    0.5690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3359   -1.4166   -0.2125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3388   -0.5938   -0.9825 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5168    0.2848   -0.0278 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5635    1.0586   -0.8674 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3494    1.9818   -0.1579 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2990    1.4006    0.8219 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2624    0.4382    0.2500 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9719   -0.8992    0.2203 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8729   -1.8007   -0.3199 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0743   -1.3759   -0.8364 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3798   -0.0449   -0.8145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4674    0.8587   -0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8356   -0.0037    1.3916 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1243   -1.2378    0.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7504    0.2055   -0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9298   -1.9901   -0.9378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8357   -2.1336    0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8310    0.0015   -1.7539 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6381   -1.2783   -1.4664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1076   -0.3763    0.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2901    0.9439    0.4562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1955    1.7027   -1.5494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0310    0.3742   -1.5665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2407    2.8105    0.2822 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9749    2.4847   -0.9542 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9263    2.2644    1.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8185    1.0012    1.7378 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0483   -1.3128    0.6107 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6015   -2.8392   -0.3213 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7340   -2.1299   -1.2437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3299    0.2659   -1.2260 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7640    1.8954   -0.2794 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13  8  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  9 29  1  0
 10 30  1  0
 11 31  1  0
 12 32  1  0
 13 33  1  0
M  END
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PDB for HMDB0061825 (1-Phenylheptane)

HEADER    PROTEIN                                 08-OCT-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-OCT-14         0                                  
HETATM    1  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002   6.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.336   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      16.004   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   6.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.004   6.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      14.670   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      12.003   6.930   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.670   6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337   4.620   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.337   6.160   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    7                                                       
CONECT    6    8    9                                                       
CONECT    7    5   10                                                       
CONECT    8    6   11                                                       
CONECT    9    6   12                                                       
CONECT   10    7   13                                                       
CONECT   11    8   13                                                       
CONECT   12    9   13                                                       
CONECT   13   10   11   12                                                  
MASTER        0    0    0    0    0    0    0    0   13    0   26    0
END
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3D PDB for HMDB0061825 (1-Phenylheptane)

COMPND    HMDB0061825
HETATM    1  C1  UNL     1      -4.310  -0.540   0.569  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.336  -1.417  -0.212  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.339  -0.594  -0.983  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.517   0.285  -0.028  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.563   1.059  -0.867  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.349   1.982  -0.158  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.299   1.401   0.822  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.262   0.438   0.250  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.972  -0.899   0.220  1.00  0.00           C  
HETATM   10  C10 UNL     1       2.873  -1.801  -0.320  1.00  0.00           C  
HETATM   11  C11 UNL     1       4.074  -1.376  -0.836  1.00  0.00           C  
HETATM   12  C12 UNL     1       4.380  -0.045  -0.814  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.467   0.859  -0.269  1.00  0.00           C  
HETATM   14  H1  UNL     1      -3.836  -0.004   1.392  1.00  0.00           H  
HETATM   15  H2  UNL     1      -5.124  -1.238   0.907  1.00  0.00           H  
HETATM   16  H3  UNL     1      -4.750   0.205  -0.124  1.00  0.00           H  
HETATM   17  H4  UNL     1      -3.930  -1.990  -0.938  1.00  0.00           H  
HETATM   18  H5  UNL     1      -2.836  -2.134   0.459  1.00  0.00           H  
HETATM   19  H6  UNL     1      -2.831   0.001  -1.754  1.00  0.00           H  
HETATM   20  H7  UNL     1      -1.638  -1.278  -1.466  1.00  0.00           H  
HETATM   21  H8  UNL     1      -1.108  -0.376   0.724  1.00  0.00           H  
HETATM   22  H9  UNL     1      -2.290   0.944   0.456  1.00  0.00           H  
HETATM   23  H10 UNL     1      -1.195   1.703  -1.549  1.00  0.00           H  
HETATM   24  H11 UNL     1      -0.031   0.374  -1.567  1.00  0.00           H  
HETATM   25  H12 UNL     1      -0.241   2.811   0.282  1.00  0.00           H  
HETATM   26  H13 UNL     1       0.975   2.485  -0.954  1.00  0.00           H  
HETATM   27  H14 UNL     1       1.926   2.264   1.198  1.00  0.00           H  
HETATM   28  H15 UNL     1       0.819   1.001   1.738  1.00  0.00           H  
HETATM   29  H16 UNL     1       1.048  -1.313   0.611  1.00  0.00           H  
HETATM   30  H17 UNL     1       2.602  -2.839  -0.321  1.00  0.00           H  
HETATM   31  H18 UNL     1       4.734  -2.130  -1.244  1.00  0.00           H  
HETATM   32  H19 UNL     1       5.330   0.266  -1.226  1.00  0.00           H  
HETATM   33  H20 UNL     1       3.764   1.895  -0.279  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   17   18
CONECT    3    4   19   20
CONECT    4    5   21   22
CONECT    5    6   23   24
CONECT    6    7   25   26
CONECT    7    8   27   28
CONECT    8    9    9   13
CONECT    9   10   29
CONECT   10   11   11   30
CONECT   11   12   31
CONECT   12   13   13   32
CONECT   13   33
END
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SMILES for HMDB0061825 (1-Phenylheptane)

CCCCCCCC1=CC=CC=C1
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INCHI for HMDB0061825 (1-Phenylheptane)

InChI=1S/C13H20/c1-2-3-4-5-7-10-13-11-8-6-9-12-13/h6,8-9,11-12H,2-5,7,10H2,1H3
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View in JSmolView Stereo Labels
SynonymsNot Available
Chemical FormulaC13H20
Average Molecular Weight176.2979
Monoisotopic Molecular Weight176.15650064
IUPAC Nameheptylbenzene
Traditional Name1-phenylheptane
CAS Registry NumberNot Available
SMILES
CCCCCCCC1=CC=CC=C1
InChI Identifier
InChI=1S/C13H20/c1-2-3-4-5-7-10-13-11-8-6-9-12-13/h6,8-9,11-12H,2-5,7,10H2,1H3
InChI KeyLBNXAWYDQUGHGX-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzene and substituted derivatives. These are aromatic compounds containing one monocyclic ring system consisting of benzene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassNot Available
Direct ParentBenzene and substituted derivatives
Alternative Parents
Substituents
  • Monocyclic benzene moiety
  • Aromatic hydrocarbon
  • Unsaturated hydrocarbon
  • Hydrocarbon
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Saliva
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
SalivaDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Not SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14115
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Baggi G, Catelani D, Galli E, Treccani V: The microbial degradation of phenylalkanes. 2-Phenylbutane, 3-phenylpentane, 3-phenyldodecane and 4-phenylheptane. Biochem J. 1972 Mar;126(5):1091-7. [PubMed:5073722 ]
  2. Heald SC, Jenkins RO: Expression and substrate specificity of the toluene dioxygenase of Pseudomonas putida NCIMB 11767. Appl Microbiol Biotechnol. 1996 Mar;45(1-2):56-62. [PubMed:8920179 ]
  3. Varvel SA, Cravatt BF, Engram AE, Lichtman AH: Fatty acid amide hydrolase (-/-) mice exhibit an increased sensitivity to the disruptive effects of anandamide or oleamide in a working memory water maze task. J Pharmacol Exp Ther. 2006 Apr;317(1):251-7. Epub 2005 Dec 13. [PubMed:16352706 ]
  4. Schlosburg JE, Boger DL, Cravatt BF, Lichtman AH: Endocannabinoid modulation of scratching response in an acute allergenic model: a new prospective neural therapeutic target for pruritus. J Pharmacol Exp Ther. 2009 Apr;329(1):314-23. doi: 10.1124/jpet.108.150136. Epub 2009 Jan 23. [PubMed:19168707 ]
  5. Kinsey SG, Long JZ, O'Neal ST, Abdullah RA, Poklis JL, Boger DL, Cravatt BF, Lichtman AH: Blockade of endocannabinoid-degrading enzymes attenuates neuropathic pain. J Pharmacol Exp Ther. 2009 Sep;330(3):902-10. doi: 10.1124/jpet.109.155465. Epub 2009 Jun 5. [PubMed:19502530 ]
  6. Caprioli A, Coccurello R, Rapino C, Di Serio S, Di Tommaso M, Vertechy M, Vacca V, Battista N, Pavone F, Maccarrone M, Borsini F: The novel reversible fatty acid amide hydrolase inhibitor ST4070 increases endocannabinoid brain levels and counteracts neuropathic pain in different animal models. J Pharmacol Exp Ther. 2012 Jul;342(1):188-95. doi: 10.1124/jpet.111.191403. Epub 2012 Apr 18. [PubMed:22514334 ]
  7. Irving J. Higgins, 'Biotransformations using methane-utilizing bacteria.' U.S. Patent US4323649, issued April 06, 1982. [Link]