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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 01:56:32 UTC

Update Date

2021-09-26 22:58:51 UTC

HMDB ID

HMDB0248527

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Aporphine

Description

Aporphine belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof. Based on a literature review a significant number of articles have been published on Aporphine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Aporphine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Aporphine 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

HMDB0248527
     RDKit          3D
Aporphine
 35 38  0  0  0  0  0  0  0  0999 V2000
    2.4366   -2.2680    0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9332   -1.0414   -0.5416 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9801   -0.1172   -0.8241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7900    1.2520   -0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3972    1.7270   -0.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0755    3.0313   -0.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2471    3.4195   -0.6845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2237    2.4770   -0.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8987    1.1535   -0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076    0.7819   -0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8898   -0.5404    0.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1451   -1.6101    0.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5249   -1.1306    0.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5023   -2.0885    0.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8351   -1.7560    0.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2158   -0.4651    0.4022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2581    0.5212    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9414    0.1539    0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5282   -2.3123    0.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0907   -3.1189   -0.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0289   -2.4559    1.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0721   -0.0193   -1.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9368   -0.5271   -0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4188    1.9827   -0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1262    1.3221    0.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8564    3.7660   -0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4996    4.4401   -0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2467    2.7904   -0.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3683   -0.4394    1.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0321   -2.1894    1.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0336   -2.3910   -0.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2580   -3.1178    0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6022   -2.5011    0.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2585   -0.2411    0.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6136    1.5122   -0.0752 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 11  2  1  0
 18 13  1  0
 10  5  1  0
 18  9  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
M  END

  Mrv0541 04121513252D          

 18 21  0  0  0  0            999 V2000
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 N   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
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    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 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    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
    2.8579    0.8250    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
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  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
 10 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
  2 17  1  0  0  0  0
 17 18  1  0  0  0  0
  5 18  1  0  0  0  0
  9 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248527

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1CCC2=CC=CC3=C2C1CC1=CC=CC=C31

> <INCHI_IDENTIFIER>
InChI=1S/C17H17N/c1-18-10-9-12-6-4-8-15-14-7-3-2-5-13(14)11-16(18)17(12)15/h2-8,16H,9-11H2,1H3

> <INCHI_KEY>
BZKUYNBAFQJRDM-UHFFFAOYSA-N

> <FORMULA>
C17H17N

> <MOLECULAR_WEIGHT>
235.33

> <EXACT_MASS>
235.136099551

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
27.876329431605175

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
10-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene

> <ALOGPS_LOGP>
3.76

> <JCHEM_LOGP>
3.701412027666666

> <ALOGPS_LOGS>
-4.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.317177426963177

> <JCHEM_POLAR_SURFACE_AREA>
3.24

> <JCHEM_REFRACTIVITY>
76.0263

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.65e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
aporphine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0248527
     RDKit          3D
Aporphine
 35 38  0  0  0  0  0  0  0  0999 V2000
    2.4366   -2.2680    0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9332   -1.0414   -0.5416 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9801   -0.1172   -0.8241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7900    1.2520   -0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3972    1.7270   -0.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0755    3.0313   -0.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2471    3.4195   -0.6845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2237    2.4770   -0.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8987    1.1535   -0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076    0.7819   -0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8898   -0.5404    0.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1451   -1.6101    0.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5249   -1.1306    0.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5023   -2.0885    0.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8351   -1.7560    0.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2158   -0.4651    0.4022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2581    0.5212    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9414    0.1539    0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5282   -2.3123    0.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0907   -3.1189   -0.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0289   -2.4559    1.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0721   -0.0193   -1.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9368   -0.5271   -0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4188    1.9827   -0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1262    1.3221    0.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8564    3.7660   -0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4996    4.4401   -0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2467    2.7904   -0.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3683   -0.4394    1.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0321   -2.1894    1.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0336   -2.3910   -0.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2580   -3.1178    0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6022   -2.5011    0.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2585   -0.2411    0.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6136    1.5122   -0.0752 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 11  2  1  0
 18 13  1  0
 10  5  1  0
 18  9  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
M  END

HEADER    PROTEIN                                 12-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-APR-15         0                                  
HETATM    1  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0       4.001  -0.770   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.336  -0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.335   1.540   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   18                                                  
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16    2   18                                                  
CONECT   18   17    5    9                                                  
MASTER        0    0    0    0    0    0    0    0   18    0   42    0
END

COMPND    HMDB0248527
HETATM    1  C1  UNL     1       2.437  -2.268   0.037  1.00  0.00           C  
HETATM    2  N1  UNL     1       1.933  -1.041  -0.542  1.00  0.00           N  
HETATM    3  C2  UNL     1       2.980  -0.117  -0.824  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.790   1.252  -0.254  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.397   1.727  -0.315  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.075   3.031  -0.633  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.247   3.419  -0.685  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.224   2.477  -0.413  1.00  0.00           C  
HETATM    9  C8  UNL     1      -0.899   1.153  -0.091  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.408   0.782  -0.042  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.890  -0.540   0.305  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.145  -1.610   0.469  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.525  -1.131   0.438  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.502  -2.089   0.699  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.835  -1.756   0.681  1.00  0.00           C  
HETATM   16  C15 UNL     1      -4.216  -0.465   0.402  1.00  0.00           C  
HETATM   17  C16 UNL     1      -3.258   0.521   0.136  1.00  0.00           C  
HETATM   18  C17 UNL     1      -1.941   0.154   0.163  1.00  0.00           C  
HETATM   19  H1  UNL     1       3.528  -2.312   0.107  1.00  0.00           H  
HETATM   20  H2  UNL     1       2.091  -3.119  -0.602  1.00  0.00           H  
HETATM   21  H3  UNL     1       2.029  -2.456   1.061  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.072  -0.019  -1.923  1.00  0.00           H  
HETATM   23  H5  UNL     1       3.937  -0.527  -0.451  1.00  0.00           H  
HETATM   24  H6  UNL     1       3.419   1.983  -0.831  1.00  0.00           H  
HETATM   25  H7  UNL     1       3.126   1.322   0.798  1.00  0.00           H  
HETATM   26  H8  UNL     1       1.856   3.766  -0.846  1.00  0.00           H  
HETATM   27  H9  UNL     1      -0.500   4.440  -0.933  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.247   2.790  -0.456  1.00  0.00           H  
HETATM   29  H11 UNL     1       1.368  -0.439   1.333  1.00  0.00           H  
HETATM   30  H12 UNL     1      -0.032  -2.189   1.427  1.00  0.00           H  
HETATM   31  H13 UNL     1      -0.034  -2.391  -0.344  1.00  0.00           H  
HETATM   32  H14 UNL     1      -2.258  -3.118   0.924  1.00  0.00           H  
HETATM   33  H15 UNL     1      -4.602  -2.501   0.884  1.00  0.00           H  
HETATM   34  H16 UNL     1      -5.259  -0.241   0.396  1.00  0.00           H  
HETATM   35  H17 UNL     1      -3.614   1.512  -0.075  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   11
CONECT    3    4   22   23
CONECT    4    5   24   25
CONECT    5    6    6   10
CONECT    6    7   26
CONECT    7    8    8   27
CONECT    8    9   28
CONECT    9   10   10   18
CONECT   10   11
CONECT   11   12   29
CONECT   12   13   30   31
CONECT   13   14   14   18
CONECT   14   15   32
CONECT   15   16   16   33
CONECT   16   17   34
CONECT   17   18   18   35
END

HMDB0248527
     RDKit          3D
Aporphine
 35 38  0  0  0  0  0  0  0  0999 V2000
    2.4366   -2.2680    0.0369 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9332   -1.0414   -0.5416 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9801   -0.1172   -0.8241 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7900    1.2520   -0.2535 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3972    1.7270   -0.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0755    3.0313   -0.6331 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2471    3.4195   -0.6845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2237    2.4770   -0.4129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8987    1.1535   -0.0908 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4076    0.7819   -0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8898   -0.5404    0.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1451   -1.6101    0.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5249   -1.1306    0.4378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5023   -2.0885    0.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8351   -1.7560    0.6808 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2158   -0.4651    0.4022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2581    0.5212    0.1356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9414    0.1539    0.1628 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5282   -2.3123    0.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0907   -3.1189   -0.6022 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0289   -2.4559    1.0612 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0721   -0.0193   -1.9232 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9368   -0.5271   -0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4188    1.9827   -0.8306 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1262    1.3221    0.7979 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8564    3.7660   -0.8460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4996    4.4401   -0.9327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2467    2.7904   -0.4563 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3683   -0.4394    1.3331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0321   -2.1894    1.4272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0336   -2.3910   -0.3440 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2580   -3.1178    0.9238 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6022   -2.5011    0.8844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2585   -0.2411    0.3960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6136    1.5122   -0.0752 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 11  2  1  0
 18 13  1  0
 10  5  1  0
 18  9  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  6 26  1  0
  7 27  1  0
  8 28  1  0
 11 29  1  0
 12 30  1  0
 12 31  1  0
 14 32  1  0
 15 33  1  0
 16 34  1  0
 17 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
6-Methyl-5,6,6a,7-tetrahydro-4H-dibenzo[de,g]quinoline	ChEBI
Aporphine, (+-)-isomer	HMDB
Aporphine hydrobromde, (+-)-isomer	HMDB

Chemical Formula

C₁₇H₁₇N

Average Molecular Weight

235.33

Monoisotopic Molecular Weight

235.136099551

IUPAC Name

10-methyl-10-azatetracyclo[7.7.1.0²,⁷.0¹³,¹⁷]heptadeca-1(17),2,4,6,13,15-hexaene

Traditional Name

aporphine

CAS Registry Number

Not Available

SMILES

CN1CCC2=CC=CC3=C2C1CC1=CC=CC=C31

InChI Identifier

InChI=1S/C17H17N/c1-18-10-9-12-6-4-8-15-14-7-3-2-5-13(14)11-16(18)17(12)15/h2-8,16H,9-11H2,1H3

InChI Key

BZKUYNBAFQJRDM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aporphines. These are quinoline alkaloids containing the dibenzo[de,g]quinoline ring system or a dehydrogenated derivative thereof.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Aporphines

Sub Class

Not Available

Direct Parent

Aporphines

Alternative Parents

Substituents

Aporphine
Benzoquinoline
Phenanthrene
Naphthalene
Quinoline
Tetrahydroisoquinoline
Aralkylamine
Benzenoid
Tertiary aliphatic amine
Tertiary amine
Organoheterocyclic compound
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Amine
Organopnictogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

isoquinoline alkaloid (CHEBI:35643 )
isoquinolines (CHEBI:35643 )
isoquinoline alkaloid fundamental parent (CHEBI:35643 )

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	3.76	ALOGPS
logP	3.7	ChemAxon
logS	-4.2	ALOGPS
pKa (Strongest Basic)	8.32	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	3.24 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	76.03 m³·mol⁻¹	ChemAxon
Polarizability	27.88 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M-2H]-	185.822	30932474
DeepCCS	[M+Na]+	160.724	30932474
AllCCS	[M+H]+	154.9	32859911
AllCCS	[M+H-H2O]+	150.9	32859911
AllCCS	[M+NH4]+	158.6	32859911
AllCCS	[M+Na]+	159.7	32859911
AllCCS	[M-H]-	163.9	32859911
AllCCS	[M+Na-2H]-	163.1	32859911
AllCCS	[M+HCOO]-	162.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Aporphine	CN1CCC2=CC=CC3=C2C1CC1=CC=CC=C31	2933.5	Standard polar	33892256
Aporphine	CN1CCC2=CC=CC3=C2C1CC1=CC=CC=C31	2048.0	Standard non polar	33892256
Aporphine	CN1CCC2=CC=CC3=C2C1CC1=CC=CC=C31	2115.6	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 - Aporphine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ab9-0490000000-1a104311f97e153b4029	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Aporphine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	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 - Aporphine 10V, Positive-QTOF	splash10-000i-0090000000-1412bcd989e7ce7a4018	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aporphine 20V, Positive-QTOF	splash10-0a4r-0390000000-470cf79b2b3f697708ad	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aporphine 40V, Positive-QTOF	splash10-0a4i-0490000000-31222762a1a43a0ab66e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aporphine 10V, Negative-QTOF	splash10-001i-0090000000-d68b646d5174219194a2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aporphine 20V, Negative-QTOF	splash10-001i-0090000000-2a16b3c9acaeeeed54a8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Aporphine 40V, Negative-QTOF	splash10-003r-0890000000-f7ba561aa75ac038c17e	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

C00055715

Chemspider ID

102860

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Aporphine

METLIN ID

Not Available

PubChem Compound

114911

PDB ID

Not Available

ChEBI ID

35643

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 Aporphine (HMDB0248527)

MOL for HMDB0248527 (Aporphine)

3D MOL for HMDB0248527 (Aporphine)

3D SDF for HMDB0248527 (Aporphine)

3D-SDF for HMDB0248527 (Aporphine)

PDB for HMDB0248527 (Aporphine)

3D PDB for HMDB0248527 (Aporphine)

SMILES for HMDB0248527 (Aporphine)

INCHI for HMDB0248527 (Aporphine)

Structure for HMDB0248527 (Aporphine)

3D Structure for HMDB0248527 (Aporphine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra