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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:45:21 UTC

Update Date

2021-09-26 22:52:27 UTC

HMDB ID

HMDB0244608

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Alazocine

Description

Alazocine, also known as SK and F 10047, belongs to the class of organic compounds known as 2,6-dimethyl-3-benzazocines. These are aromatic compounds containing a 6,7-benzomorphan skeleton, which is substituted by methyl group at the 2- and 6-positions. Based on a literature review very few articles have been published on Alazocine. This compound has been identified in human blood as reported by (PMID: 31557052 ). Alazocine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Alazocine 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

HMDB0250052
     RDKit          3D
(1S,9S,13S)-10-Allyl-1,13-dimethyl-10-azatricyclo[7.3.1.0~2,7~]trideca-2,4,6-...
 42 44  0  0  0  0  0  0  0  0999 V2000
    4.1544    1.0252    0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1106    0.4733   -0.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1401   -0.4962   -0.8469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0868   -0.7611    0.1086 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3522   -1.9567   -0.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0972   -1.9915   -0.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7967   -0.9153    0.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6704   -1.5360    1.7112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6314   -0.0628   -0.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9868    0.0077   -0.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7186    0.8360   -1.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1036    0.9166   -0.9457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355    1.5908   -1.9325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6544    1.5024   -1.9812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9408    0.6872   -1.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5585    0.5771   -1.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1714    0.3845    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2198    0.0449    1.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4263    1.2286    1.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9424    1.7628    1.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4912    0.8324    1.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9162    0.8023   -1.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7932   -0.2322   -1.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6715   -1.4857   -0.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6381   -2.2648   -1.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8108   -2.7860    0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6214   -2.0322   -1.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3907   -3.0140    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0818   -2.1731    2.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4100   -2.1764    1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2349   -0.8380    2.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5385   -0.5673    0.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5029    1.6119   -0.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5842    2.2401   -2.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1209    2.0896   -2.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7758   -0.2567   -1.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9450    1.4982   -1.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6913    1.3083    0.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7551   -0.5354    2.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4015    1.0179    2.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5159    2.1082    1.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2401    1.5355    2.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17  4  1  0
 18  7  1  0
 15  9  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
 10 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
M  END

  Mrv1652309102123452D          

 19 21  0  0  0  0            999 V2000
    2.2581    0.8137    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4717    0.5641    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8760   -0.3738    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6989   -0.3147    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2389    0.3090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1797    1.1319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5561    1.6719    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7332    1.6128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1931    0.9891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2523    0.1662    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4853   -0.2033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1741    0.2507    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9117   -0.1189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8163    2.4548    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8628    1.5946    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6050    1.2344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6642    0.4115    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9811   -0.0512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2881    1.6971    0.0000 O   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
  2  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
  3 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
  7 14  1  0  0  0  0
  6 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
  5 18  1  0  0  0  0
 16 19  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244608

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1C2CC3=C(C=C(O)C=C3)C1(C)CCN2CC=C

> <INCHI_IDENTIFIER>
InChI=1S/C17H23NO/c1-4-8-18-9-7-17(3)12(2)16(18)10-13-5-6-14(19)11-15(13)17/h4-6,11-12,16,19H,1,7-10H2,2-3H3

> <INCHI_KEY>
LGQCVMYAEFTEFN-UHFFFAOYSA-N

> <FORMULA>
C17H23NO

> <MOLECULAR_WEIGHT>
257.377

> <EXACT_MASS>
257.177964365

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
29.746926625427847

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
1,13-dimethyl-10-(prop-2-en-1-yl)-10-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,5-trien-4-ol

> <ALOGPS_LOGP>
3.37

> <JCHEM_LOGP>
3.3593044509727203

> <ALOGPS_LOGS>
-3.20

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.346238322910768

> <JCHEM_PKA_STRONGEST_BASIC>
9.316288400931375

> <JCHEM_POLAR_SURFACE_AREA>
23.47

> <JCHEM_REFRACTIVITY>
79.84380000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.63e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
1,13-dimethyl-10-(prop-2-en-1-yl)-10-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,5-trien-4-ol

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0250052
     RDKit          3D
(1S,9S,13S)-10-Allyl-1,13-dimethyl-10-azatricyclo[7.3.1.0~2,7~]trideca-2,4,6-...
 42 44  0  0  0  0  0  0  0  0999 V2000
    4.1544    1.0252    0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1106    0.4733   -0.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1401   -0.4962   -0.8469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0868   -0.7611    0.1086 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3522   -1.9567   -0.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0972   -1.9915   -0.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7967   -0.9153    0.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6704   -1.5360    1.7112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6314   -0.0628   -0.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9868    0.0077   -0.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7186    0.8360   -1.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1036    0.9166   -0.9457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355    1.5908   -1.9325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6544    1.5024   -1.9812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9408    0.6872   -1.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5585    0.5771   -1.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1714    0.3845    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2198    0.0449    1.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4263    1.2286    1.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9424    1.7628    1.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4912    0.8324    1.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9162    0.8023   -1.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7932   -0.2322   -1.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6715   -1.4857   -0.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6381   -2.2648   -1.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8108   -2.7860    0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6214   -2.0322   -1.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3907   -3.0140    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0818   -2.1731    2.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4100   -2.1764    1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2349   -0.8380    2.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5385   -0.5673    0.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5029    1.6119   -0.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5842    2.2401   -2.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1209    2.0896   -2.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7758   -0.2567   -1.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9450    1.4982   -1.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6913    1.3083    0.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7551   -0.5354    2.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4015    1.0179    2.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5159    2.1082    1.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2401    1.5355    2.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17  4  1  0
 18  7  1  0
 15  9  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
 10 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0       4.215   1.519   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.747   1.053   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.635  -0.698   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.171  -0.587   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.179   0.577   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.069   2.113   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.905   3.121   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.369   3.011   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.361   1.846   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.471   0.310   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      -0.906  -0.380   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.192   0.468   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.569  -0.222   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.390   4.582   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.344   2.977   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.729   2.304   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       6.840   0.768   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.565  -0.096   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       8.004   3.168   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    7                                                  
CONECT    3    2    4   10                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7   15                                                  
CONECT    7    6    2    8   14                                             
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    3   11                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12                                                            
CONECT   14    7                                                            
CONECT   15    6   16                                                       
CONECT   16   15   17   19                                                  
CONECT   17   16   18                                                       
CONECT   18   17    5                                                       
CONECT   19   16                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   42    0
END

COMPND    HMDB0244608
HETATM    1  C1  UNL     1       4.464   1.465   0.085  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.686   0.709  -0.718  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.103  -0.554  -0.178  1.00  0.00           C  
HETATM    4  N1  UNL     1       1.708  -0.489  -0.236  1.00  0.00           N  
HETATM    5  C4  UNL     1       1.045  -0.506  -1.466  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.329  -1.083  -1.479  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.056  -1.013  -0.168  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.199  -2.029  -0.149  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.670   0.343  -0.054  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.958   0.605  -0.460  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.456   1.883  -0.324  1.00  0.00           C  
HETATM   12  O1  UNL     1      -4.765   2.176  -0.731  1.00  0.00           O  
HETATM   13  C11 UNL     1      -2.714   2.917   0.204  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.429   2.651   0.609  1.00  0.00           C  
HETATM   15  C13 UNL     1      -0.919   1.356   0.473  1.00  0.00           C  
HETATM   16  C14 UNL     1       0.467   1.171   0.934  1.00  0.00           C  
HETATM   17  C15 UNL     1       0.959  -0.234   0.933  1.00  0.00           C  
HETATM   18  C16 UNL     1      -0.158  -1.257   1.000  1.00  0.00           C  
HETATM   19  C17 UNL     1       0.493  -2.618   0.839  1.00  0.00           C  
HETATM   20  H1  UNL     1       4.883   2.367  -0.295  1.00  0.00           H  
HETATM   21  H2  UNL     1       4.652   1.147   1.106  1.00  0.00           H  
HETATM   22  H3  UNL     1       3.480   1.004  -1.738  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.546  -0.757   0.804  1.00  0.00           H  
HETATM   24  H5  UNL     1       3.479  -1.358  -0.879  1.00  0.00           H  
HETATM   25  H6  UNL     1       0.952   0.557  -1.834  1.00  0.00           H  
HETATM   26  H7  UNL     1       1.680  -1.008  -2.221  1.00  0.00           H  
HETATM   27  H8  UNL     1      -0.307  -2.145  -1.799  1.00  0.00           H  
HETATM   28  H9  UNL     1      -0.975  -0.562  -2.231  1.00  0.00           H  
HETATM   29  H10 UNL     1      -2.661  -2.004  -1.158  1.00  0.00           H  
HETATM   30  H11 UNL     1      -1.801  -3.058   0.052  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.911  -1.826   0.675  1.00  0.00           H  
HETATM   32  H13 UNL     1      -3.543  -0.192  -0.873  1.00  0.00           H  
HETATM   33  H14 UNL     1      -5.502   2.072  -0.057  1.00  0.00           H  
HETATM   34  H15 UNL     1      -3.128   3.926   0.302  1.00  0.00           H  
HETATM   35  H16 UNL     1      -0.856   3.470   1.022  1.00  0.00           H  
HETATM   36  H17 UNL     1       0.651   1.696   1.916  1.00  0.00           H  
HETATM   37  H18 UNL     1       1.105   1.760   0.210  1.00  0.00           H  
HETATM   38  H19 UNL     1       1.592  -0.386   1.830  1.00  0.00           H  
HETATM   39  H20 UNL     1      -0.711  -1.239   1.948  1.00  0.00           H  
HETATM   40  H21 UNL     1       0.269  -3.270   1.730  1.00  0.00           H  
HETATM   41  H22 UNL     1       0.220  -3.130  -0.105  1.00  0.00           H  
HETATM   42  H23 UNL     1       1.614  -2.556   0.826  1.00  0.00           H  
CONECT    1    2    2   20   21
CONECT    2    3   22
CONECT    3    4   23   24
CONECT    4    5   17
CONECT    5    6   25   26
CONECT    6    7   27   28
CONECT    7    8    9   18
CONECT    8   29   30   31
CONECT    9   10   10   15
CONECT   10   11   32
CONECT   11   12   13   13
CONECT   12   33
CONECT   13   14   34
CONECT   14   15   15   35
CONECT   15   16
CONECT   16   17   36   37
CONECT   17   18   38
CONECT   18   19   39
CONECT   19   40   41   42
END

HMDB0250052
     RDKit          3D
(1S,9S,13S)-10-Allyl-1,13-dimethyl-10-azatricyclo[7.3.1.0~2,7~]trideca-2,4,6-...
 42 44  0  0  0  0  0  0  0  0999 V2000
    4.1544    1.0252    0.8337 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1106    0.4733   -0.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1401   -0.4962   -0.8469 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0868   -0.7611    0.1086 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3522   -1.9567   -0.2268 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0972   -1.9915   -0.0999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7967   -0.9153    0.6678 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6704   -1.5360    1.7112 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6314   -0.0628   -0.2089 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9868    0.0077   -0.1424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7186    0.8360   -1.0029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1036    0.9166   -0.9457 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0355    1.5908   -1.9325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6544    1.5024   -1.9812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9408    0.6872   -1.1344 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5585    0.5771   -1.1864 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1714    0.3845    0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2198    0.0449    1.2720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4263    1.2286    1.9267 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9424    1.7628    1.1039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4912    0.8324    1.6686 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9162    0.8023   -1.0571 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7932   -0.2322   -1.8517 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6715   -1.4857   -0.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6381   -2.2648   -1.2786 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8108   -2.7860    0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6214   -2.0322   -1.1158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3907   -3.0140    0.3154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0818   -2.1731    2.4192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4100   -2.1764    1.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2349   -0.8380    2.3344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5385   -0.5673    0.5678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5029    1.6119   -0.3367 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5842    2.2401   -2.6102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1209    2.0896   -2.7043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7758   -0.2567   -1.8848 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9450    1.4982   -1.6912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6913    1.3083    0.4152 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7551   -0.5354    2.0599 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4015    1.0179    2.3574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5159    2.1082    1.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2401    1.5355    2.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 11 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 17  4  1  0
 18  7  1  0
 15  9  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  8 29  1  0
  8 30  1  0
  8 31  1  0
 10 32  1  0
 12 33  1  0
 13 34  1  0
 14 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
 19 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2'-Hydroxy-5,9-dimethyl-2-allyl-6,7-benzomorphan	HMDB
N-Allylnorcyclazocine	HMDB
N-Allylnorphenazocine	HMDB
SK And F 10047	HMDB
SK And F 10047, (2alpha,6alpha,11R*)-(+-)-isomer	HMDB
SK And F 10047, 2R-(2alpha,6alpha,11R*)-isomer	HMDB
SK And F 10047, 2S-(2alpha,6alpha,11R*)-isomer	HMDB
SK And F 10047, hydrobromide	HMDB
SK And F 10047, monolactate	HMDB
SK And F 10047, monooxalate	HMDB
N-Allylnormetazocine	MeSH

Chemical Formula

C₁₇H₂₃NO

Average Molecular Weight

257.377

Monoisotopic Molecular Weight

257.177964365

IUPAC Name

1,13-dimethyl-10-(prop-2-en-1-yl)-10-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,5-trien-4-ol

Traditional Name

1,13-dimethyl-10-(prop-2-en-1-yl)-10-azatricyclo[7.3.1.0^{2,7}]trideca-2(7),3,5-trien-4-ol

CAS Registry Number

Not Available

SMILES

CC1C2CC3=C(C=C(O)C=C3)C1(C)CCN2CC=C

InChI Identifier

InChI=1S/C17H23NO/c1-4-8-18-9-7-17(3)12(2)16(18)10-13-5-6-14(19)11-15(13)17/h4-6,11-12,16,19H,1,7-10H2,2-3H3

InChI Key

LGQCVMYAEFTEFN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,6-dimethyl-3-benzazocines. These are aromatic compounds containing a 6,7-benzomorphan skeleton, which is substituted by methyl group at the 2- and 6-positions.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

6,7-benzomorphans

Sub Class

2,6-dimethyl-3-benzazocines

Direct Parent

2,6-dimethyl-3-benzazocines

Alternative Parents

Substituents

2,6-dimethyl-3-benzazocine
4-hydroxy-6,7-benzomorphan
Benzazocine
Tetralin
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Piperidine
Benzenoid
Tertiary amine
Tertiary aliphatic amine
Organoheterocyclic compound
Azacycle
Organopnictogen compound
Organic oxygen compound
Amine
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic 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	3.37	ALOGPS
logP	3.36	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	10.35	ChemAxon
pKa (Strongest Basic)	9.32	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	23.47 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	79.84 m³·mol⁻¹	ChemAxon
Polarizability	29.75 Å³	ChemAxon
Number of Rings	3	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+H]+	165.24	30932474
DeepCCS	[M-H]-	162.882	30932474
DeepCCS	[M-2H]-	196.125	30932474
DeepCCS	[M+Na]+	171.352	30932474
AllCCS	[M+H]+	163.3	32859911
AllCCS	[M+H-H2O]+	159.8	32859911
AllCCS	[M+NH4]+	166.6	32859911
AllCCS	[M+Na]+	167.5	32859911
AllCCS	[M-H]-	169.5	32859911
AllCCS	[M+Na-2H]-	169.3	32859911
AllCCS	[M+HCOO]-	169.3	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Alazocine,1TMS,isomer #1	C=CCN1CCC2(C)C3=CC(O[Si](C)(C)C)=CC=C3CC1C2C	2059.8	Semi standard non polar	33892256
Alazocine,1TMS,isomer #1	C=CCN1CCC2(C)C3=CC(O[Si](C)(C)C)=CC=C3CC1C2C	2162.6	Standard non polar	33892256
Alazocine,1TMS,isomer #1	C=CCN1CCC2(C)C3=CC(O[Si](C)(C)C)=CC=C3CC1C2C	2444.7	Standard polar	33892256
Alazocine,1TBDMS,isomer #1	C=CCN1CCC2(C)C3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3CC1C2C	2306.3	Semi standard non polar	33892256
Alazocine,1TBDMS,isomer #1	C=CCN1CCC2(C)C3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3CC1C2C	2431.3	Standard non polar	33892256
Alazocine,1TBDMS,isomer #1	C=CCN1CCC2(C)C3=CC(O[Si](C)(C)C(C)(C)C)=CC=C3CC1C2C	2593.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Alazocine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-4490000000-33762efef091e0dd31aa	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Alazocine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Alazocine 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 - Alazocine 10V, Positive-QTOF	splash10-0a4i-0090000000-74a48e2436c3042a1ab1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alazocine 20V, Positive-QTOF	splash10-0aor-0090000000-cc9edb34e10a636f8746	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alazocine 40V, Positive-QTOF	splash10-00di-2910000000-839fc1439ed78314ce50	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alazocine 10V, Negative-QTOF	splash10-0a4i-0090000000-4d2203d29a4418e5d773	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alazocine 20V, Negative-QTOF	splash10-0a4i-0090000000-d9ecf1ad3c8c8c12bf1e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Alazocine 40V, Negative-QTOF	splash10-0uxr-0590000000-051e53878d9e6a96ffb1	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

1198

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Alazocine

METLIN ID

Not Available

PubChem Compound

1235

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 Alazocine (HMDB0244608)

MOL for HMDB0244608 (Alazocine)

3D MOL for HMDB0244608 (Alazocine)

3D SDF for HMDB0244608 (Alazocine)

3D-SDF for HMDB0244608 (Alazocine)

PDB for HMDB0244608 (Alazocine)

3D PDB for HMDB0244608 (Alazocine)

SMILES for HMDB0244608 (Alazocine)

INCHI for HMDB0244608 (Alazocine)

Structure for HMDB0244608 (Alazocine)

3D Structure for HMDB0244608 (Alazocine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra