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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 20:45:01 UTC

Update Date

2022-11-23 22:29:19 UTC

HMDB ID

HMDB0258913

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Tetrahydrozoline

Description

Tetryzoline, also known as tetrahydrozoline or caltheon, belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane. Based on a literature review a significant number of articles have been published on Tetryzoline. This compound has been identified in human blood as reported by (PMID: 31557052 ). Tetrahydrozoline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Tetrahydrozoline 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

HMDB0258913
     RDKit          3D
tetrahydrozoline
 31 33  0  0  0  0  0  0  0  0999 V2000
   -2.9058    0.9477    1.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2736    2.0570    1.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966    1.9072    0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9646    0.6313   -0.0821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769   -0.4986    0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5515   -0.3292    1.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1960   -1.8515   -0.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1222   -1.7280   -1.5787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1997   -0.6680   -2.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0827    0.4425   -1.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4343    0.2826   -0.4620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1753   -0.7438   -0.5872 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4090   -0.6309    0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936    0.5915    0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0778    1.2370    0.3714 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6774    1.0274    2.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5337    3.0574    1.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8270    2.8042   -0.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0380   -1.2090    1.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2566   -2.2185    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9755   -2.6071    0.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1739   -1.4710   -1.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8717   -2.6853   -2.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7439   -1.1719   -2.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6431   -0.2565   -3.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1786    1.3896   -1.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3025   -0.5292   -0.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5693   -1.5036    0.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292    1.1855    0.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9974    0.3099    2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7903    2.2312    0.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  6  1  1  0
 15 11  1  0
 10  4  1  0
  1 16  1  0
  2 17  1  0
  3 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
M  END

  Mrv1533004171512392D          

 15 17  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
    0.7145   -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
    0.7615    1.3099    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0164    2.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8414    2.0945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0964    1.3099    0.0000 N   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
    2.8579    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
    3.5724   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -1.6500    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
    1.4289   -1.6500    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  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
 14 15  1  0  0  0  0
  1 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258913

> <DATABASE_NAME>
hmdb

> <SMILES>
C1CN=C(N1)C1CCCC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C13H16N2/c1-2-6-11-10(4-1)5-3-7-12(11)13-14-8-9-15-13/h1-2,4,6,12H,3,5,7-9H2,(H,14,15)

> <INCHI_KEY>
BYJAVTDNIXVSPW-UHFFFAOYSA-N

> <FORMULA>
C13H16N2

> <MOLECULAR_WEIGHT>
200.285

> <EXACT_MASS>
200.131348523

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
22.927261535315424

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(1,2,3,4-tetrahydronaphthalen-1-yl)-4,5-dihydro-1H-imidazole

> <ALOGPS_LOGP>
3.11

> <JCHEM_LOGP>
2.2408906230000003

> <ALOGPS_LOGS>
-2.92

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.166670151811907

> <JCHEM_POLAR_SURFACE_AREA>
24.39

> <JCHEM_REFRACTIVITY>
61.48380000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.39e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
visine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0258913
     RDKit          3D
tetrahydrozoline
 31 33  0  0  0  0  0  0  0  0999 V2000
   -2.9058    0.9477    1.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2736    2.0570    1.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966    1.9072    0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9646    0.6313   -0.0821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769   -0.4986    0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5515   -0.3292    1.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1960   -1.8515   -0.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1222   -1.7280   -1.5787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1997   -0.6680   -2.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0827    0.4425   -1.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4343    0.2826   -0.4620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1753   -0.7438   -0.5872 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4090   -0.6309    0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936    0.5915    0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0778    1.2370    0.3714 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6774    1.0274    2.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5337    3.0574    1.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8270    2.8042   -0.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0380   -1.2090    1.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2566   -2.2185    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9755   -2.6071    0.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1739   -1.4710   -1.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8717   -2.6853   -2.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7439   -1.1719   -2.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6431   -0.2565   -3.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1786    1.3896   -1.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3025   -0.5292   -0.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5693   -1.5036    0.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292    1.1855    0.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9974    0.3099    2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7903    2.2312    0.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  6  1  1  0
 15 11  1  0
 10  4  1  0
  1 16  1  0
  2 17  1  0
  3 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
M  END

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+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  N   UNK     0       1.421   2.445   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       1.897   3.910   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.437   3.910   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       3.913   2.445   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2   15                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    4                                                       
CONECT    9    3   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9   15                                                  
CONECT   15   14    1                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

COMPND    HMDB0258913
HETATM    1  C1  UNL     1      -2.906   0.948   1.821  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.274   2.057   1.303  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.297   1.907   0.345  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.965   0.631  -0.082  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.577  -0.499   0.416  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.551  -0.329   1.372  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.196  -1.851  -0.069  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.122  -1.728  -1.579  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.200  -0.668  -2.062  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.083   0.443  -1.107  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.434   0.283  -0.462  1.00  0.00           C  
HETATM   12  N1  UNL     1       2.175  -0.744  -0.587  1.00  0.00           N  
HETATM   13  C12 UNL     1       3.409  -0.631   0.134  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.194   0.591   1.000  1.00  0.00           C  
HETATM   15  N2  UNL     1       2.078   1.237   0.371  1.00  0.00           N  
HETATM   16  H1  UNL     1      -3.677   1.027   2.574  1.00  0.00           H  
HETATM   17  H2  UNL     1      -2.534   3.057   1.638  1.00  0.00           H  
HETATM   18  H3  UNL     1      -0.827   2.804  -0.034  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.038  -1.209   1.769  1.00  0.00           H  
HETATM   20  H5  UNL     1      -0.257  -2.218   0.373  1.00  0.00           H  
HETATM   21  H6  UNL     1      -1.976  -2.607   0.143  1.00  0.00           H  
HETATM   22  H7  UNL     1      -2.174  -1.471  -1.899  1.00  0.00           H  
HETATM   23  H8  UNL     1      -0.872  -2.685  -2.050  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.744  -1.172  -2.425  1.00  0.00           H  
HETATM   25  H10 UNL     1      -0.643  -0.256  -3.017  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.179   1.390  -1.714  1.00  0.00           H  
HETATM   27  H12 UNL     1       4.303  -0.529  -0.509  1.00  0.00           H  
HETATM   28  H13 UNL     1       3.569  -1.504   0.819  1.00  0.00           H  
HETATM   29  H14 UNL     1       4.129   1.186   0.947  1.00  0.00           H  
HETATM   30  H15 UNL     1       2.997   0.310   2.066  1.00  0.00           H  
HETATM   31  H16 UNL     1       1.790   2.231   0.503  1.00  0.00           H  
CONECT    1    2    2    6   16
CONECT    2    3   17
CONECT    3    4    4   18
CONECT    4    5   10
CONECT    5    6    6    7
CONECT    6   19
CONECT    7    8   20   21
CONECT    8    9   22   23
CONECT    9   10   24   25
CONECT   10   11   26
CONECT   11   12   12   15
CONECT   12   13
CONECT   13   14   27   28
CONECT   14   15   29   30
CONECT   15   31
END

HMDB0258913
     RDKit          3D
tetrahydrozoline
 31 33  0  0  0  0  0  0  0  0999 V2000
   -2.9058    0.9477    1.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2736    2.0570    1.3026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2966    1.9072    0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9646    0.6313   -0.0821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5769   -0.4986    0.4156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5515   -0.3292    1.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1960   -1.8515   -0.0686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1222   -1.7280   -1.5787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1997   -0.6680   -2.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0827    0.4425   -1.1075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4343    0.2826   -0.4620 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1753   -0.7438   -0.5872 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4090   -0.6309    0.1342 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1936    0.5915    0.9998 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0778    1.2370    0.3714 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6774    1.0274    2.5742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5337    3.0574    1.6377 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8270    2.8042   -0.0338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0380   -1.2090    1.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2566   -2.2185    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9755   -2.6071    0.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1739   -1.4710   -1.8990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8717   -2.6853   -2.0497 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7439   -1.1719   -2.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6431   -0.2565   -3.0168 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1786    1.3896   -1.7137 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3025   -0.5292   -0.5091 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5693   -1.5036    0.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1292    1.1855    0.9469 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9974    0.3099    2.0656 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7903    2.2312    0.5032 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  6  1  1  0
 15 11  1  0
 10  4  1  0
  1 16  1  0
  2 17  1  0
  3 18  1  0
  6 19  1  0
  7 20  1  0
  7 21  1  0
  8 22  1  0
  8 23  1  0
  9 24  1  0
  9 25  1  0
 10 26  1  0
 13 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-(1,2,3,4-Tetrahydro-1-naphthyl)-2-imidazoline	ChEBI
2-Tetralin-1-yl-4,5-dihydro-1H-imidazole	ChEBI
4,5-Dihydro-2-(1,2,3,4-tetrahydro-1-naphthalenyl)-1H-imidazole	ChEBI
Teetryzoline	ChEBI
Tetrahydrozoline	ChEBI
Tetryzolina	ChEBI
Tetryzolinum	ChEBI
Caltheon	Kegg
Berberil N	MeSH
Collyrium fresh	MeSH
Diabenyl T	MeSH
Eye-sine	MeSH
Eye-zine	MeSH
Murine plus	MeSH
Murine sore eyes	MeSH
Ophtalmin	MeSH
Optazine fresh	MeSH
Optigene	MeSH
Rhinopront	MeSH
Tetra-ide	MeSH
Tetraclear	MeSH
Tetrilin	MeSH
Tyzine	MeSH
Vasopos	MeSH
Visine	MeSH
Vispring	MeSH
Yxin	MeSH
Tetrahydrozoline hydrochloride	MeSH
Tetrahydrozoline monohydrochloride	MeSH
Tetrahydrozoline, (+-)-isomer	MeSH
Tetrahydrozoline, (-)-isomer	MeSH

Chemical Formula

C₁₃H₁₆N₂

Average Molecular Weight

200.285

Monoisotopic Molecular Weight

200.131348523

IUPAC Name

2-(1,2,3,4-tetrahydronaphthalen-1-yl)-4,5-dihydro-1H-imidazole

Traditional Name

visine

CAS Registry Number

Not Available

SMILES

C1CN=C(N1)C1CCCC2=CC=CC=C12

InChI Identifier

InChI=1S/C13H16N2/c1-2-6-11-10(4-1)5-3-7-12(11)13-14-8-9-15-13/h1-2,4,6,12H,3,5,7-9H2,(H,14,15)

InChI Key

BYJAVTDNIXVSPW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tetralins. These are polycyclic aromatic compounds containing a tetralin moiety, which consists of a benzene fused to a cyclohexane.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Tetralins

Sub Class

Not Available

Direct Parent

Tetralins

Alternative Parents

Substituents

Tetralin
Imidolactam
2-imidazoline
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carboximidamide
Carboxylic acid amidine
Amidine
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

carboxamidine (CHEBI:28674 )
imidazolines (CHEBI:28674 )

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	3.11	ALOGPS
logP	2.24	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Basic)	10.17	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	24.39 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	61.48 m³·mol⁻¹	ChemAxon
Polarizability	22.93 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-2H]-	178.036	30932474
DeepCCS	[M+Na]+	153.575	30932474
AllCCS	[M+H]+	146.4	32859911
AllCCS	[M+H-H2O]+	142.2	32859911
AllCCS	[M+NH4]+	150.4	32859911
AllCCS	[M+Na]+	151.5	32859911
AllCCS	[M-H]-	151.2	32859911
AllCCS	[M+Na-2H]-	151.2	32859911
AllCCS	[M+HCOO]-	151.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
tetrahydrozoline	C1CN=C(N1)C1CCCC2=CC=CC=C12	2729.2	Standard polar	33892256
tetrahydrozoline	C1CN=C(N1)C1CCCC2=CC=CC=C12	1861.6	Standard non polar	33892256
tetrahydrozoline	C1CN=C(N1)C1CCCC2=CC=CC=C12	1972.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
tetrahydrozoline,1TMS,isomer #1	C[Si](C)(C)N1CCN=C1C1CCCC2=CC=CC=C21	2079.4	Semi standard non polar	33892256
tetrahydrozoline,1TMS,isomer #1	C[Si](C)(C)N1CCN=C1C1CCCC2=CC=CC=C21	1938.7	Standard non polar	33892256
tetrahydrozoline,1TMS,isomer #1	C[Si](C)(C)N1CCN=C1C1CCCC2=CC=CC=C21	2698.8	Standard polar	33892256
tetrahydrozoline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCN=C1C1CCCC2=CC=CC=C21	2309.0	Semi standard non polar	33892256
tetrahydrozoline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCN=C1C1CCCC2=CC=CC=C21	2201.2	Standard non polar	33892256
tetrahydrozoline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N1CCN=C1C1CCCC2=CC=CC=C21	2865.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrozoline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0089-1900000000-650946325fab50e3d568	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tetrahydrozoline 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Tetrahydrozoline , positive-QTOF	splash10-0udi-0390000000-8abf8ed167116d96cf2d	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrozoline 10V, Positive-QTOF	splash10-0udi-0090000000-e0601ec10b2b048ec9ec	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrozoline 20V, Positive-QTOF	splash10-0udi-1980000000-b1e6e5164d1e6e2ceca7	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrozoline 40V, Positive-QTOF	splash10-0006-9500000000-ba401966ebbeca3e94f6	2017-07-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrozoline 10V, Negative-QTOF	splash10-0002-0900000000-a0f932a461a5c242ca99	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrozoline 20V, Negative-QTOF	splash10-0002-2900000000-7b5551e0dec0e0931912	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tetrahydrozoline 40V, Negative-QTOF	splash10-0kcr-5900000000-7347bb024e2e23d6916a	2017-07-26	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

DB06764

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5226

KEGG Compound ID

C07912

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tetrahydrozoline

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

28674

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1443131

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 Tetrahydrozoline (HMDB0258913)

MOL for HMDB0258913 (Tetrahydrozoline)

3D MOL for HMDB0258913 (Tetrahydrozoline)

3D SDF for HMDB0258913 (Tetrahydrozoline)

3D-SDF for HMDB0258913 (Tetrahydrozoline)

PDB for HMDB0258913 (Tetrahydrozoline)

3D PDB for HMDB0258913 (Tetrahydrozoline)

SMILES for HMDB0258913 (Tetrahydrozoline)

INCHI for HMDB0258913 (Tetrahydrozoline)

Structure for HMDB0258913 (Tetrahydrozoline)

3D Structure for HMDB0258913 (Tetrahydrozoline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra