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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:27:46 UTC

Update Date

2021-09-26 22:55:31 UTC

HMDB ID

HMDB0246443

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-Hydroxy-3-methoxymethamphetamine

Description

2-methoxy-4-[2-(methylamino)propyl]phenol belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine. Based on a literature review very few articles have been published on 2-methoxy-4-[2-(methylamino)propyl]phenol. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-hydroxy-3-methoxymethamphetamine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-Hydroxy-3-methoxymethamphetamine 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

HMDB0246443
     RDKit          3D
4-Hydroxy-3-methoxymethamphetamine
 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.7521   -0.1882   -0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5799    0.2496    0.3377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8523   -0.9130    0.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3789   -1.6953   -0.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859   -0.5013    1.6839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2665    0.3873    0.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0497    1.7630    1.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9432    2.5838    0.4143 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0097    2.0510   -0.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9026    2.8920   -0.9300 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2238    0.6800   -0.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3118    0.1864   -1.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5833   -1.1928   -1.1721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3349   -0.1404    0.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3199   -0.9547    0.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3862    0.7143   -0.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3831   -0.6092   -1.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7878    0.9146    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5074   -1.5410    1.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5804   -2.3994   -0.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2481   -2.2187   -0.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9568   -1.0348   -1.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2038   -1.4651    1.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1447   -0.0172    2.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7938    2.1708    1.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8014    3.6565    0.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6830    2.5250   -1.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3208   -1.3509   -1.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6532   -1.7855   -1.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9796   -1.5379   -0.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4976   -1.2285    0.2427 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
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
M  END

  Mrv1652306031609452D          

 14 14  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   -2.8875    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
    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
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.0000    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
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  8  1  1  0  0  0  0
  8  6  1  0  0  0  0
  9  4  1  0  0  0  0
  9  6  1  0  0  0  0
  9  7  2  0  0  0  0
 10  5  1  0  0  0  0
 11  7  1  0  0  0  0
 11 10  2  0  0  0  0
 12  2  1  0  0  0  0
 12  8  1  0  0  0  0
 13 10  1  0  0  0  0
 14  3  1  0  0  0  0
 14 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246443

> <DATABASE_NAME>
hmdb

> <SMILES>
CNC(C)CC1=CC(OC)=C(O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H17NO2/c1-8(12-2)6-9-4-5-10(13)11(7-9)14-3/h4-5,7-8,12-13H,6H2,1-3H3

> <INCHI_KEY>
UVDWYWYWOMOEFX-UHFFFAOYSA-N

> <FORMULA>
C11H17NO2

> <MOLECULAR_WEIGHT>
195.262

> <EXACT_MASS>
195.125928791

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
21.899817831055316

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methoxy-4-[2-(methylamino)propyl]phenol

> <ALOGPS_LOGP>
1.20

> <JCHEM_LOGP>
1.1926627932361658

> <ALOGPS_LOGS>
-2.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.833169875479697

> <JCHEM_PKA_STRONGEST_BASIC>
10.545878132631394

> <JCHEM_POLAR_SURFACE_AREA>
41.489999999999995

> <JCHEM_REFRACTIVITY>
56.9239

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.63e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methoxy-4-[2-(methylamino)propyl]phenol

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246443
     RDKit          3D
4-Hydroxy-3-methoxymethamphetamine
 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.7521   -0.1882   -0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5799    0.2496    0.3377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8523   -0.9130    0.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3789   -1.6953   -0.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859   -0.5013    1.6839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2665    0.3873    0.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0497    1.7630    1.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9432    2.5838    0.4143 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0097    2.0510   -0.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9026    2.8920   -0.9300 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2238    0.6800   -0.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3118    0.1864   -1.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5833   -1.1928   -1.1721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3349   -0.1404    0.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3199   -0.9547    0.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3862    0.7143   -0.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3831   -0.6092   -1.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7878    0.9146    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5074   -1.5410    1.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5804   -2.3994   -0.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2481   -2.2187   -0.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9568   -1.0348   -1.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2038   -1.4651    1.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1447   -0.0172    2.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7938    2.1708    1.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8014    3.6565    0.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6830    2.5250   -1.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3208   -1.3509   -1.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6532   -1.7855   -1.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9796   -1.5379   -0.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4976   -1.2285    0.2427 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
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  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       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.667   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000  -0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       2.667  -4.620   0.000  0.00  0.00           N+0
HETATM   13  O   UNK     0       1.334   3.850   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -1.334   2.310   0.000  0.00  0.00           O+0
CONECT    1    8                                                            
CONECT    2   12                                                            
CONECT    3   14                                                            
CONECT    4    5    9                                                       
CONECT    5    4   10                                                       
CONECT    6    8    9                                                       
CONECT    7    9   11                                                       
CONECT    8    1    6   12                                                  
CONECT    9    4    6    7                                                  
CONECT   10    5   11   13                                                  
CONECT   11    7   10   14                                                  
CONECT   12    2    8                                                       
CONECT   13   10                                                            
CONECT   14    3   11                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   28    0
END

COMPND    HMDB0246443
HETATM    1  C1  UNL     1      -3.752  -0.188  -0.393  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.580   0.250   0.338  1.00  0.00           N  
HETATM    3  C2  UNL     1      -1.852  -0.913   0.780  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.379  -1.695  -0.398  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.686  -0.501   1.684  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.267   0.387   0.991  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.050   1.763   1.064  1.00  0.00           C  
HETATM    8  C7  UNL     1       0.943   2.584   0.414  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.010   2.051  -0.280  1.00  0.00           C  
HETATM   10  O1  UNL     1       2.903   2.892  -0.930  1.00  0.00           O  
HETATM   11  C9  UNL     1       2.224   0.680  -0.352  1.00  0.00           C  
HETATM   12  O2  UNL     1       3.312   0.186  -1.062  1.00  0.00           O  
HETATM   13  C10 UNL     1       3.583  -1.193  -1.172  1.00  0.00           C  
HETATM   14  C11 UNL     1       1.335  -0.140   0.295  1.00  0.00           C  
HETATM   15  H1  UNL     1      -4.320  -0.955   0.169  1.00  0.00           H  
HETATM   16  H2  UNL     1      -4.386   0.714  -0.628  1.00  0.00           H  
HETATM   17  H3  UNL     1      -3.383  -0.609  -1.360  1.00  0.00           H  
HETATM   18  H4  UNL     1      -2.788   0.915   1.087  1.00  0.00           H  
HETATM   19  H5  UNL     1      -2.507  -1.541   1.430  1.00  0.00           H  
HETATM   20  H6  UNL     1      -0.580  -2.399  -0.088  1.00  0.00           H  
HETATM   21  H7  UNL     1      -2.248  -2.219  -0.841  1.00  0.00           H  
HETATM   22  H8  UNL     1      -0.957  -1.035  -1.179  1.00  0.00           H  
HETATM   23  H9  UNL     1      -0.204  -1.465   1.986  1.00  0.00           H  
HETATM   24  H10 UNL     1      -1.145  -0.017   2.588  1.00  0.00           H  
HETATM   25  H11 UNL     1      -0.794   2.171   1.613  1.00  0.00           H  
HETATM   26  H12 UNL     1       0.801   3.657   0.453  1.00  0.00           H  
HETATM   27  H13 UNL     1       3.683   2.525  -1.438  1.00  0.00           H  
HETATM   28  H14 UNL     1       4.321  -1.351  -1.988  1.00  0.00           H  
HETATM   29  H15 UNL     1       2.653  -1.786  -1.344  1.00  0.00           H  
HETATM   30  H16 UNL     1       3.980  -1.538  -0.179  1.00  0.00           H  
HETATM   31  H17 UNL     1       1.498  -1.229   0.243  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   18
CONECT    3    4    5   19
CONECT    4   20   21   22
CONECT    5    6   23   24
CONECT    6    7    7   14
CONECT    7    8   25
CONECT    8    9    9   26
CONECT    9   10   11
CONECT   10   27
CONECT   11   12   14   14
CONECT   12   13
CONECT   13   28   29   30
CONECT   14   31
END

HMDB0246443
     RDKit          3D
4-Hydroxy-3-methoxymethamphetamine
 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.7521   -0.1882   -0.3931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5799    0.2496    0.3377 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8523   -0.9130    0.7796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3789   -1.6953   -0.3980 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6859   -0.5013    1.6839 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2665    0.3873    0.9905 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0497    1.7630    1.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9432    2.5838    0.4143 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0097    2.0510   -0.2800 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9026    2.8920   -0.9300 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2238    0.6800   -0.3517 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3118    0.1864   -1.0623 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5833   -1.1928   -1.1721 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3349   -0.1404    0.2947 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3199   -0.9547    0.1689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3862    0.7143   -0.6276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3831   -0.6092   -1.3604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7878    0.9146    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5074   -1.5410    1.4299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5804   -2.3994   -0.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2481   -2.2187   -0.8405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9568   -1.0348   -1.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2038   -1.4651    1.9861 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1447   -0.0172    2.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7938    2.1708    1.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8014    3.6565    0.4529 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6830    2.5250   -1.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3208   -1.3509   -1.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6532   -1.7855   -1.3442 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9796   -1.5379   -0.1786 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4976   -1.2285    0.2427 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
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 11 14  2  0
 14  6  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  7 25  1  0
  8 26  1  0
 10 27  1  0
 13 28  1  0
 13 29  1  0
 13 30  1  0
 14 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Methoxy-4-hydroxymethamphetamine	MeSH
4,3-HMM	MeSH
HMMA CPD	MeSH

Chemical Formula

C₁₁H₁₇NO₂

Average Molecular Weight

195.262

Monoisotopic Molecular Weight

195.125928791

IUPAC Name

2-methoxy-4-[2-(methylamino)propyl]phenol

Traditional Name

2-methoxy-4-[2-(methylamino)propyl]phenol

CAS Registry Number

Not Available

SMILES

CNC(C)CC1=CC(OC)=C(O)C=C1

InChI Identifier

InChI=1S/C11H17NO2/c1-8(12-2)6-9-4-5-10(13)11(7-9)14-3/h4-5,7-8,12-13H,6H2,1-3H3

InChI Key

UVDWYWYWOMOEFX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenethylamines

Direct Parent

Amphetamines and derivatives

Alternative Parents

Substituents

Amphetamine or derivatives
Methoxyphenol
Phenylpropane
Phenoxy compound
Anisole
Methoxybenzene
Phenol ether
Alkyl aryl ether
1-hydroxy-2-unsubstituted benzenoid
Aralkylamine
Phenol
Secondary aliphatic amine
Ether
Secondary amine
Hydrocarbon derivative
Amine
Organic nitrogen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic 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	1.2	ALOGPS
logP	1.19	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	9.83	ChemAxon
pKa (Strongest Basic)	10.55	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	41.49 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	56.92 m³·mol⁻¹	ChemAxon
Polarizability	21.9 Å³	ChemAxon
Number of Rings	1	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]+	145.853	30932474
DeepCCS	[M-H]-	142.48	30932474
DeepCCS	[M-2H]-	179.476	30932474
DeepCCS	[M+Na]+	155.015	30932474
AllCCS	[M+H]+	145.4	32859911
AllCCS	[M+H-H2O]+	141.3	32859911
AllCCS	[M+NH4]+	149.2	32859911
AllCCS	[M+Na]+	150.3	32859911
AllCCS	[M-H]-	147.3	32859911
AllCCS	[M+Na-2H]-	148.2	32859911
AllCCS	[M+HCOO]-	149.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxy-3-methoxymethamphetamine	CNC(C)CC1=CC(OC)=C(O)C=C1	2467.9	Standard polar	33892256
4-Hydroxy-3-methoxymethamphetamine	CNC(C)CC1=CC(OC)=C(O)C=C1	1610.8	Standard non polar	33892256
4-Hydroxy-3-methoxymethamphetamine	CNC(C)CC1=CC(OC)=C(O)C=C1	1608.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Hydroxy-3-methoxymethamphetamine,2TMS,isomer #1	COC1=CC(CC(C)N(C)[Si](C)(C)C)=CC=C1O[Si](C)(C)C	1841.3	Semi standard non polar	33892256
4-Hydroxy-3-methoxymethamphetamine,2TMS,isomer #1	COC1=CC(CC(C)N(C)[Si](C)(C)C)=CC=C1O[Si](C)(C)C	1853.7	Standard non polar	33892256
4-Hydroxy-3-methoxymethamphetamine,2TMS,isomer #1	COC1=CC(CC(C)N(C)[Si](C)(C)C)=CC=C1O[Si](C)(C)C	1992.5	Standard polar	33892256
4-Hydroxy-3-methoxymethamphetamine,2TBDMS,isomer #1	COC1=CC(CC(C)N(C)[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	2339.7	Semi standard non polar	33892256
4-Hydroxy-3-methoxymethamphetamine,2TBDMS,isomer #1	COC1=CC(CC(C)N(C)[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	2316.8	Standard non polar	33892256
4-Hydroxy-3-methoxymethamphetamine,2TBDMS,isomer #1	COC1=CC(CC(C)N(C)[Si](C)(C)C(C)(C)C)=CC=C1O[Si](C)(C)C(C)(C)C	2266.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxy-3-methoxymethamphetamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9200000000-7e55a54500f2f436b95e	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxy-3-methoxymethamphetamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxy-3-methoxymethamphetamine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxy-3-methoxymethamphetamine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxy-3-methoxymethamphetamine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Hydroxy-3-methoxymethamphetamine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	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 - 4-Hydroxy-3-methoxymethamphetamine 10V, Positive-QTOF	splash10-0002-0900000000-dcbca55f4372e3010608	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3-methoxymethamphetamine 20V, Positive-QTOF	splash10-00kb-2900000000-ba0a8187652d47c6e8d7	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3-methoxymethamphetamine 40V, Positive-QTOF	splash10-06dl-9600000000-105c33f8d27e888ed972	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3-methoxymethamphetamine 10V, Negative-QTOF	splash10-0006-0900000000-b8c64b1c444e3cde40bf	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3-methoxymethamphetamine 20V, Negative-QTOF	splash10-0006-0900000000-24139efd738a4a0f5b20	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3-methoxymethamphetamine 40V, Negative-QTOF	splash10-0pb9-5900000000-f01a63bb602b2221a5ae	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3-methoxymethamphetamine 10V, Positive-QTOF	splash10-0002-0900000000-90d49fabc6ae72ef3560	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3-methoxymethamphetamine 20V, Positive-QTOF	splash10-052r-1900000000-302addb6e5af5454c505	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3-methoxymethamphetamine 40V, Positive-QTOF	splash10-0c09-9800000000-6b4b17a3d8b6dea6b33a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3-methoxymethamphetamine 10V, Negative-QTOF	splash10-0006-0900000000-791bc7191cf00c5bb6a4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3-methoxymethamphetamine 20V, Negative-QTOF	splash10-000f-0900000000-84dfc38d7762cae7e452	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Hydroxy-3-methoxymethamphetamine 40V, Negative-QTOF	splash10-006w-3900000000-6426b05ae92370ff38e3	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

2338803

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

3081137

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 4-Hydroxy-3-methoxymethamphetamine (HMDB0246443)

MOL for HMDB0246443 (4-Hydroxy-3-methoxymethamphetamine)

3D MOL for HMDB0246443 (4-Hydroxy-3-methoxymethamphetamine)

3D SDF for HMDB0246443 (4-Hydroxy-3-methoxymethamphetamine)

3D-SDF for HMDB0246443 (4-Hydroxy-3-methoxymethamphetamine)

PDB for HMDB0246443 (4-Hydroxy-3-methoxymethamphetamine)

3D PDB for HMDB0246443 (4-Hydroxy-3-methoxymethamphetamine)

SMILES for HMDB0246443 (4-Hydroxy-3-methoxymethamphetamine)

INCHI for HMDB0246443 (4-Hydroxy-3-methoxymethamphetamine)

Structure for HMDB0246443 (4-Hydroxy-3-methoxymethamphetamine)

3D Structure for HMDB0246443 (4-Hydroxy-3-methoxymethamphetamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra