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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:25:32 UTC

Update Date

2022-11-23 22:11:27 UTC

HMDB ID

HMDB0253199

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Homatropine

Description

8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-hydroxy-2-phenylacetate belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]octane. Based on a literature review very few articles have been published on 8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-hydroxy-2-phenylacetate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Homatropine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Homatropine 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

HMDB0253199
     RDKit          3D
HOMATROPINE
 41 43  0  0  0  0  0  0  0  0999 V2000
   -4.7683    0.9864   -0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3894    0.9227   -0.4644 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2448    0.6574    0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7436   -0.7746    1.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4374   -1.3933   -0.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7923   -0.2830   -1.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3265   -0.3428   -0.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8260    0.5673    0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3209   -0.0420    0.8493 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445    0.6026    0.8075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5787    1.7296    0.2519 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7840   -0.0132    1.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5203   -1.2404    1.9526 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7938   -0.0407    0.3333 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7839    0.8972    0.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7225    0.8386   -0.7213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6887   -0.1272   -1.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6786   -1.0680   -1.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7341   -1.0097   -0.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8245    0.8210    1.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3501    1.3098    0.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8629    1.7685   -1.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1755    0.0170   -1.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8771    1.3049    1.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8198   -0.8140    1.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1375   -1.2475    1.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3498   -1.7833   -0.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6843   -2.1979   -0.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0982   -0.3440   -2.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8160   -0.0105   -1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9914   -1.3902   -0.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5390    1.5514   -0.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1021    0.7010    2.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7256   -1.9965    1.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8872    1.6961    1.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4994    1.5799   -0.7384 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4240   -0.1728   -2.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5954   -1.8509   -2.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9578   -1.7836   -0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6257    0.1234    2.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6617    1.8510    1.8031 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  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  8 20  1  0
  6  2  1  0
 19 14  1  0
 20  3  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
 12 33  1  0
 13 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
M  END


  Mrv1652306031607232D          

 20 22  0  0  0  0            999 V2000
   -0.2175    0.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -2.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7140   -2.1343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4765   -2.8487    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3015   -1.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0640   -2.1343    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1942   -0.4033    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1942    0.4217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6436   -0.7341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6436    0.7525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4765   -1.4198    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8393   -0.9177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8393    0.9360    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0015    0.0092    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0640   -0.7053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2390   -0.7053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6075    0.0092    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.4765    0.0092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8265   -1.4198    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8265    0.0092    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  2  0  0  0  0
  8  7  1  0  0  0  0
 11  5  2  0  0  0  0
 11  6  1  0  0  0  0
 12  7  1  0  0  0  0
 12  9  1  0  0  0  0
 13  8  1  0  0  0  0
 13 10  1  0  0  0  0
 14  9  1  0  0  0  0
 14 10  1  0  0  0  0
 15 11  1  0  0  0  0
 16 15  1  0  0  0  0
 17  1  1  0  0  0  0
 17 12  1  0  0  0  0
 17 13  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  2  0  0  0  0
 20 14  1  0  0  0  0
 20 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253199

> <DATABASE_NAME>
hmdb

> <SMILES>
CN1C2CCC1CC(C2)OC(=O)C(O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H21NO3/c1-17-12-7-8-13(17)10-14(9-12)20-16(19)15(18)11-5-3-2-4-6-11/h2-6,12-15,18H,7-10H2,1H3

> <INCHI_KEY>
ZTVIKZXZYLEVOL-UHFFFAOYSA-N

> <FORMULA>
C16H21NO3

> <MOLECULAR_WEIGHT>
275.348

> <EXACT_MASS>
275.15214354

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
30.21916640782866

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-hydroxy-2-phenylacetate

> <ALOGPS_LOGP>
1.91

> <JCHEM_LOGP>
1.593867434333332

> <ALOGPS_LOGS>
-1.69

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.99215218165852

> <JCHEM_PKA_STRONGEST_BASIC>
9.384485571609535

> <JCHEM_POLAR_SURFACE_AREA>
49.769999999999996

> <JCHEM_REFRACTIVITY>
75.80539999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.57e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-methyl-8-azabicyclo[3.2.1]octan-3-yl hydroxy(phenyl)acetate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253199
     RDKit          3D
HOMATROPINE
 41 43  0  0  0  0  0  0  0  0999 V2000
   -4.7683    0.9864   -0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3894    0.9227   -0.4644 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2448    0.6574    0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7436   -0.7746    1.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4374   -1.3933   -0.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7923   -0.2830   -1.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3265   -0.3428   -0.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8260    0.5673    0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3209   -0.0420    0.8493 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445    0.6026    0.8075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5787    1.7296    0.2519 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7840   -0.0132    1.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5203   -1.2404    1.9526 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7938   -0.0407    0.3333 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7839    0.8972    0.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7225    0.8386   -0.7213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6887   -0.1272   -1.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6786   -1.0680   -1.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7341   -1.0097   -0.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8245    0.8210    1.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3501    1.3098    0.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8629    1.7685   -1.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1755    0.0170   -1.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8771    1.3049    1.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8198   -0.8140    1.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1375   -1.2475    1.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3498   -1.7833   -0.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6843   -2.1979   -0.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0982   -0.3440   -2.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8160   -0.0105   -1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9914   -1.3902   -0.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5390    1.5514   -0.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1021    0.7010    2.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7256   -1.9965    1.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8872    1.6961    1.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4994    1.5799   -0.7384 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4240   -0.1728   -2.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5954   -1.8509   -2.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9578   -1.7836   -0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6257    0.1234    2.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6617    1.8510    1.8031 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  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  8 20  1  0
  6  2  1  0
 19 14  1  0
 20  3  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
 12 33  1  0
 13 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
M  END

HEADER    PROTEIN                                 03-JUN-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-JUN-16         0                                  
HETATM    1  C   UNK     0      -0.406   0.017   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.896  -5.318   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.666  -3.984   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.356  -5.318   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.896  -2.650   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.586  -3.984   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.363  -0.753   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.363   0.787   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.068  -1.370   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.068   1.405   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.356  -2.650   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.567  -1.713   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.567   1.747   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.736   0.017   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       7.586  -1.317   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.046  -1.317   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       1.134   0.017   0.000  0.00  0.00           N+0
HETATM   18  O   UNK     0       8.356   0.017   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       5.276  -2.650   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       5.276   0.017   0.000  0.00  0.00           O+0
CONECT    1   17                                                            
CONECT    2    3    4                                                       
CONECT    3    2    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3   11                                                       
CONECT    6    4   11                                                       
CONECT    7    8   12                                                       
CONECT    8    7   13                                                       
CONECT    9   12   14                                                       
CONECT   10   13   14                                                       
CONECT   11    5    6   15                                                  
CONECT   12    7    9   17                                                  
CONECT   13    8   10   17                                                  
CONECT   14    9   10   20                                                  
CONECT   15   11   16   18                                                  
CONECT   16   15   19   20                                                  
CONECT   17    1   12   13                                                  
CONECT   18   15                                                            
CONECT   19   16                                                            
CONECT   20   14   16                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   44    0
END

COMPND    HMDB0253199
HETATM    1  C1  UNL     1      -4.768   0.986  -0.862  1.00  0.00           C  
HETATM    2  N1  UNL     1      -3.389   0.923  -0.464  1.00  0.00           N  
HETATM    3  C2  UNL     1      -3.245   0.657   0.957  1.00  0.00           C  
HETATM    4  C3  UNL     1      -3.744  -0.775   1.137  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.437  -1.393  -0.204  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.792  -0.283  -1.032  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.326  -0.343  -0.803  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.826   0.567   0.282  1.00  0.00           C  
HETATM    9  O1  UNL     1       0.321  -0.042   0.849  1.00  0.00           O  
HETATM   10  C8  UNL     1       1.544   0.603   0.808  1.00  0.00           C  
HETATM   11  O2  UNL     1       1.579   1.730   0.252  1.00  0.00           O  
HETATM   12  C9  UNL     1       2.784  -0.013   1.399  1.00  0.00           C  
HETATM   13  O3  UNL     1       2.520  -1.240   1.953  1.00  0.00           O  
HETATM   14  C10 UNL     1       3.794  -0.041   0.333  1.00  0.00           C  
HETATM   15  C11 UNL     1       4.784   0.897   0.304  1.00  0.00           C  
HETATM   16  C12 UNL     1       5.722   0.839  -0.721  1.00  0.00           C  
HETATM   17  C13 UNL     1       5.689  -0.127  -1.704  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.679  -1.068  -1.658  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.734  -1.010  -0.626  1.00  0.00           C  
HETATM   20  C16 UNL     1      -1.824   0.821   1.368  1.00  0.00           C  
HETATM   21  H1  UNL     1      -5.350   1.310   0.040  1.00  0.00           H  
HETATM   22  H2  UNL     1      -4.863   1.769  -1.650  1.00  0.00           H  
HETATM   23  H3  UNL     1      -5.176   0.017  -1.174  1.00  0.00           H  
HETATM   24  H4  UNL     1      -3.877   1.305   1.565  1.00  0.00           H  
HETATM   25  H5  UNL     1      -4.820  -0.814   1.359  1.00  0.00           H  
HETATM   26  H6  UNL     1      -3.137  -1.247   1.961  1.00  0.00           H  
HETATM   27  H7  UNL     1      -4.350  -1.783  -0.686  1.00  0.00           H  
HETATM   28  H8  UNL     1      -2.684  -2.198  -0.044  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.098  -0.344  -2.096  1.00  0.00           H  
HETATM   30  H10 UNL     1      -0.816  -0.011  -1.753  1.00  0.00           H  
HETATM   31  H11 UNL     1      -0.991  -1.390  -0.641  1.00  0.00           H  
HETATM   32  H12 UNL     1      -0.539   1.551  -0.144  1.00  0.00           H  
HETATM   33  H13 UNL     1       3.102   0.701   2.211  1.00  0.00           H  
HETATM   34  H14 UNL     1       2.726  -1.997   1.374  1.00  0.00           H  
HETATM   35  H15 UNL     1       4.887   1.696   1.040  1.00  0.00           H  
HETATM   36  H16 UNL     1       6.499   1.580  -0.738  1.00  0.00           H  
HETATM   37  H17 UNL     1       6.424  -0.173  -2.507  1.00  0.00           H  
HETATM   38  H18 UNL     1       4.595  -1.851  -2.397  1.00  0.00           H  
HETATM   39  H19 UNL     1       2.958  -1.784  -0.644  1.00  0.00           H  
HETATM   40  H20 UNL     1      -1.626   0.123   2.218  1.00  0.00           H  
HETATM   41  H21 UNL     1      -1.662   1.851   1.803  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    6
CONECT    3    4   20   24
CONECT    4    5   25   26
CONECT    5    6   27   28
CONECT    6    7   29
CONECT    7    8   30   31
CONECT    8    9   20   32
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13   14   33
CONECT   13   34
CONECT   14   15   15   19
CONECT   15   16   35
CONECT   16   17   17   36
CONECT   17   18   37
CONECT   18   19   19   38
CONECT   19   39
CONECT   20   40   41
END

HMDB0253199
     RDKit          3D
HOMATROPINE
 41 43  0  0  0  0  0  0  0  0999 V2000
   -4.7683    0.9864   -0.8617 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3894    0.9227   -0.4644 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2448    0.6574    0.9573 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7436   -0.7746    1.1365 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4374   -1.3933   -0.2045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7923   -0.2830   -1.0318 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3265   -0.3428   -0.8027 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8260    0.5673    0.2819 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3209   -0.0420    0.8493 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5445    0.6026    0.8075 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5787    1.7296    0.2519 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7840   -0.0132    1.3995 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5203   -1.2404    1.9526 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7938   -0.0407    0.3333 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7839    0.8972    0.3044 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7225    0.8386   -0.7213 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6887   -0.1272   -1.7042 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6786   -1.0680   -1.6578 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7341   -1.0097   -0.6263 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8245    0.8210    1.3681 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3501    1.3098    0.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8629    1.7685   -1.6498 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1755    0.0170   -1.1743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8771    1.3049    1.5647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8198   -0.8140    1.3592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1375   -1.2475    1.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3498   -1.7833   -0.6861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6843   -2.1979   -0.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0982   -0.3440   -2.0962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8160   -0.0105   -1.7526 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9914   -1.3902   -0.6411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5390    1.5514   -0.1443 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1021    0.7010    2.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7256   -1.9965    1.3738 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8872    1.6961    1.0399 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4994    1.5799   -0.7384 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4240   -0.1728   -2.5074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5954   -1.8509   -2.3970 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9578   -1.7836   -0.6442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6257    0.1234    2.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6617    1.8510    1.8031 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  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  8 20  1  0
  6  2  1  0
 19 14  1  0
 20  3  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
 12 33  1  0
 13 34  1  0
 15 35  1  0
 16 36  1  0
 17 37  1  0
 18 38  1  0
 19 39  1  0
 20 40  1  0
 20 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
8-Methyl-8-azabicyclo[3.2.1]octan-3-yl 2-hydroxy-2-phenylacetic acid	Generator
AK-homatropine	MeSH
I - homatrine	MeSH
Homatropine sulfate (1:1), (3(S)-endo)-isomer	MeSH
Homatropine hydrochloride, (endo-(+-)-isomer)	MeSH
Homatropine sulfate (1:1), (3(R)-endo)-isomer	MeSH
Homatropine, exo-(+-)-isomer	MeSH
Americal brand OF homatropine hydrobromide	MeSH
Minims-homatropin	MeSH
Minims-homatropine hydrobromide	MeSH
Homatropine sulfate (2:1), endo-isomer	MeSH
Homatropin - pos	MeSH
isopto Homatropine	MeSH
Homatropine hydrobromide, (endo-(+-)-isomer)	MeSH
Homatropine, (3(S)-endo)-isomer	MeSH

Chemical Formula

C₁₆H₂₁NO₃

Average Molecular Weight

275.348

Monoisotopic Molecular Weight

275.15214354

IUPAC Name

8-methyl-8-azabicyclo[3.2.1]octan-3-yl 2-hydroxy-2-phenylacetate

Traditional Name

8-methyl-8-azabicyclo[3.2.1]octan-3-yl hydroxy(phenyl)acetate

CAS Registry Number

Not Available

SMILES

CN1C2CCC1CC(C2)OC(=O)C(O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H21NO3/c1-17-12-7-8-13(17)10-14(9-12)20-16(19)15(18)11-5-3-2-4-6-11/h2-6,12-15,18H,7-10H2,1H3

InChI Key

ZTVIKZXZYLEVOL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as tropane alkaloids. These are organic compounds containing the nitrogenous bicyclic alkaloid parent N-Methyl-8-azabicyclo[3.2.1]Octane.

Kingdom

Organic compounds

Super Class

Alkaloids and derivatives

Class

Tropane alkaloids

Sub Class

Not Available

Direct Parent

Tropane alkaloids

Alternative Parents

Substituents

Tropane alkaloid
Monocyclic benzene moiety
Piperidine
N-alkylpyrrolidine
Benzenoid
Pyrrolidine
Amino acid or derivatives
Carboxylic acid ester
Secondary alcohol
Tertiary amine
Tertiary aliphatic amine
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Alcohol
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen compound
Amine
Carbonyl group
Organic oxide
Aromatic alcohol
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)

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	1.91	ALOGPS
logP	1.59	ChemAxon
logS	-1.7	ALOGPS
pKa (Strongest Acidic)	11.99	ChemAxon
pKa (Strongest Basic)	9.38	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.77 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	75.81 m³·mol⁻¹	ChemAxon
Polarizability	30.22 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	165.478	30932474
DeepCCS	[M-H]-	163.12	30932474
DeepCCS	[M-2H]-	196.075	30932474
DeepCCS	[M+Na]+	171.571	30932474
AllCCS	[M+H]+	169.1	32859911
AllCCS	[M+H-H2O]+	165.7	32859911
AllCCS	[M+NH4]+	172.3	32859911
AllCCS	[M+Na]+	173.2	32859911
AllCCS	[M-H]-	168.9	32859911
AllCCS	[M+Na-2H]-	168.8	32859911
AllCCS	[M+HCOO]-	168.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
HOMATROPINE	CN1C2CCC1CC(C2)OC(=O)C(O)C1=CC=CC=C1	2751.8	Standard polar	33892256
HOMATROPINE	CN1C2CCC1CC(C2)OC(=O)C(O)C1=CC=CC=C1	2079.2	Standard non polar	33892256
HOMATROPINE	CN1C2CCC1CC(C2)OC(=O)C(O)C1=CC=CC=C1	2107.9	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 - Homatropine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1900000000-184d398ebf2ec3e80348	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Homatropine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Homatropine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Homatropine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Homatropine 6V, Positive-QTOF	splash10-006x-3900000000-35d26e7e551802cf42dc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Homatropine 6V, Positive-QTOF	splash10-004i-0090000000-148a59ab9e4194342cec	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Homatropine 6V, Positive-QTOF	splash10-0006-9300000000-9d4bb3cdc9ce085a10e2	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Homatropine 6V, Positive-QTOF	splash10-004i-0390000000-99d298e64b96de3a4e57	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Homatropine 6V, Positive-QTOF	splash10-004i-0390000000-a089d9790e97ad08f48a	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Homatropine 6V, Positive-QTOF	splash10-0006-9300000000-4ff2807902e52a7c1693	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Homatropine 6V, Positive-QTOF	splash10-004i-0090000000-ba0dcc594f04e25cf201	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Homatropine 6V, Positive-QTOF	splash10-006x-4900000000-047f0acc726cc71510d8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Homatropine 6V, Positive-QTOF	splash10-004i-0390000000-cb33797aaf16c432129d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Homatropine 6V, Positive-QTOF	splash10-004i-0090000000-390792f2cc46a10e692d	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Homatropine 6V, Positive-QTOF	splash10-004i-0290000000-759fbe5da839c5ddbbe0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Homatropine 6V, Positive-QTOF	splash10-006x-3900000000-fd6c4bbd4fead171a391	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Homatropine 6V, Positive-QTOF	splash10-0006-9400000000-be099868cc172d9d7541	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homatropine 10V, Positive-QTOF	splash10-004l-0960000000-937ed5bf11f9657beeba	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homatropine 20V, Positive-QTOF	splash10-05ic-0900000000-5672ae265caa4a1ca331	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homatropine 40V, Positive-QTOF	splash10-00b9-3900000000-ebf618bdbc7f24815806	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homatropine 10V, Negative-QTOF	splash10-006x-0950000000-7101dfedb53688caccbf	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homatropine 20V, Negative-QTOF	splash10-0006-1900000000-b31bd6cb409124cec783	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homatropine 40V, Negative-QTOF	splash10-00fu-3900000000-d128c147dbf5cd4f384d	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homatropine 10V, Positive-QTOF	splash10-004i-0090000000-dd81dda4b6d1578069b0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homatropine 20V, Positive-QTOF	splash10-00b9-1890000000-cdce90a71668add7b0ee	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homatropine 40V, Positive-QTOF	splash10-002b-9300000000-8e96746a09e70838f9ad	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homatropine 10V, Negative-QTOF	splash10-00di-0390000000-786082c3653bf0c291f9	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homatropine 20V, Negative-QTOF	splash10-05fr-3910000000-065a3d395ca8da552ba6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homatropine 40V, Negative-QTOF	splash10-056r-9600000000-076b34c35c0cda979246	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

3497

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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 Homatropine (HMDB0253199)

MOL for HMDB0253199 (Homatropine)

3D MOL for HMDB0253199 (Homatropine)

3D SDF for HMDB0253199 (Homatropine)

3D-SDF for HMDB0253199 (Homatropine)

PDB for HMDB0253199 (Homatropine)

3D PDB for HMDB0253199 (Homatropine)

SMILES for HMDB0253199 (Homatropine)

INCHI for HMDB0253199 (Homatropine)

Structure for HMDB0253199 (Homatropine)

3D Structure for HMDB0253199 (Homatropine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra