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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:46 UTC

HMDB ID

HMDB0014861

Secondary Accession Numbers

HMDB14861

Metabolite Identification

Common Name

Methoxamine

Description

Methoxamine is only found in individuals that have used or taken this drug. It is an alpha-adrenergic agonist that causes prolonged peripheral vasoconstriction. It has little if any direct effect on the central nervous system. [PubChem]Methoxamine acts through peripheral vasoconstriction by acting as a pure alpha-1 adrenergic receptor agonist, consequently increasing systemic blood pressure (both systolic and diastolic).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0014861
     RDKit          3D
Methoxamine
 32 32  0  0  0  0  0  0  0  0999 V2000
    4.1577   -2.1824   -0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7764   -2.0656   -0.1191 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0336   -0.9033   -0.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6066    0.3477   -0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8622    1.4845    0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976    1.4076    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3264    2.4959    0.1335 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0812    3.8079    0.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1770    0.1461    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6309    0.1958    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8087    0.0910    1.6705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5465   -0.7400   -0.4267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4868   -2.1971   -0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9308   -0.3464    0.0086 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6323   -0.9334   -0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6442   -1.2179    0.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4579   -2.9667    0.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4685   -2.5258   -1.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6866    0.4767   -0.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3309    2.4870    0.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6234    4.3671   -0.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0713    4.0035   -0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0552    4.2709    1.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0117    1.2587    0.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1274   -0.6043    1.9041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5620   -0.5349   -1.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5398   -2.5495    0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4892   -2.5911   -0.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7598   -2.7481   -0.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5285   -0.1410   -0.7910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8986    0.3128    0.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1956   -1.9057   -0.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
  9 15  2  0
 15  3  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  0
  8 21  1  0
  8 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  0
M  END

723
  Mrv1652305052017392D          

 15 15  0  0  1  0            999 V2000
    3.0791    1.3159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.0784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -1.5717    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    2.1409    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    1.3159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935    0.0784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.9034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -1.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791   -1.1592    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7935   -1.5717    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.3341    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -2.3967    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  5  1  0  0  0  0
  2  9  1  0  0  0  0
  2 14  1  0  0  0  0
  3 11  1  0  0  0  0
  3 15  1  0  0  0  0
  4  6  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  2  0  0  0  0
  7 10  1  0  0  0  0
  9 12  1  0  0  0  0
 10 11  2  0  0  0  0
 11 13  1  0  0  0  0
 12 13  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014861

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC(C(O)C(C)N)=C(OC)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H17NO3/c1-7(12)11(13)9-6-8(14-2)4-5-10(9)15-3/h4-7,11,13H,12H2,1-3H3

> <INCHI_KEY>
WJAJPNHVVFWKKL-UHFFFAOYSA-N

> <FORMULA>
C11H17NO3

> <MOLECULAR_WEIGHT>
211.2576

> <EXACT_MASS>
211.120843415

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
22.805255123235412

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-amino-1-(2,5-dimethoxyphenyl)propan-1-ol

> <ALOGPS_LOGP>
0.41

> <JCHEM_LOGP>
0.5699118033333335

> <ALOGPS_LOGS>
-1.36

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
13.605220064184017

> <JCHEM_PKA_STRONGEST_BASIC>
9.278000429724608

> <JCHEM_POLAR_SURFACE_AREA>
64.71

> <JCHEM_REFRACTIVITY>
57.8391

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.21e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methoxamine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014861
     RDKit          3D
Methoxamine
 32 32  0  0  0  0  0  0  0  0999 V2000
    4.1577   -2.1824   -0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7764   -2.0656   -0.1191 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0336   -0.9033   -0.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6066    0.3477   -0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8622    1.4845    0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976    1.4076    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3264    2.4959    0.1335 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0812    3.8079    0.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1770    0.1461    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6309    0.1958    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8087    0.0910    1.6705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5465   -0.7400   -0.4267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4868   -2.1971   -0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9308   -0.3464    0.0086 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6323   -0.9334   -0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6442   -1.2179    0.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4579   -2.9667    0.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4685   -2.5258   -1.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6866    0.4767   -0.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3309    2.4870    0.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6234    4.3671   -0.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0713    4.0035   -0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0552    4.2709    1.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0117    1.2587    0.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1274   -0.6043    1.9041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5620   -0.5349   -1.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5398   -2.5495    0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4892   -2.5911   -0.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7598   -2.7481   -0.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5285   -0.1410   -0.7910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8986    0.3128    0.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1956   -1.9057   -0.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
  9 15  2  0
 15  3  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  0
  8 21  1  0
  8 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  0
M  END

HEADER    PROTEIN                                 05-MAY-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 723                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-MAY-20         0                                  
HETATM    1  O   UNK     0       5.748   2.456   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0       4.414   0.146   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0       9.748  -2.934   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       8.415   3.996   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       7.081   1.686   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.415   2.456   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       7.081   0.146   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.748   1.686   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.748  -0.624   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.415  -0.624   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.415  -2.164   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.748  -2.164   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       7.081  -2.934   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.080  -0.624   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       9.748  -4.474   0.000  0.00  0.00           C+0
CONECT    1    5                                                            
CONECT    2    9   14                                                       
CONECT    3   11   15                                                       
CONECT    4    6                                                            
CONECT    5    1    6    7                                                  
CONECT    6    4    5    8                                                  
CONECT    7    5    9   10                                                  
CONECT    8    6                                                            
CONECT    9    2    7   12                                                  
CONECT   10    7   11                                                       
CONECT   11    3   10   13                                                  
CONECT   12    9   13                                                       
CONECT   13   11   12                                                       
CONECT   14    2                                                            
CONECT   15    3                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0014861
HETATM    1  C1  UNL     1       4.158  -2.182  -0.159  1.00  0.00           C  
HETATM    2  O1  UNL     1       2.776  -2.066  -0.119  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.034  -0.903  -0.059  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.607   0.348  -0.034  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.862   1.484   0.029  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.498   1.408   0.070  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.326   2.496   0.133  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.081   3.808   0.145  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.177   0.146   0.050  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.631   0.196   0.219  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.809   0.091   1.670  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.547  -0.740  -0.427  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.487  -2.197  -0.226  1.00  0.00           C  
HETATM   14  N1  UNL     1      -3.931  -0.346   0.009  1.00  0.00           N  
HETATM   15  C11 UNL     1       0.632  -0.933  -0.014  1.00  0.00           C  
HETATM   16  H1  UNL     1       4.644  -1.218   0.074  1.00  0.00           H  
HETATM   17  H2  UNL     1       4.458  -2.967   0.604  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.469  -2.526  -1.189  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.687   0.477  -0.075  1.00  0.00           H  
HETATM   20  H5  UNL     1       2.331   2.487   0.051  1.00  0.00           H  
HETATM   21  H6  UNL     1      -0.623   4.367  -0.549  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.071   4.004  -0.275  1.00  0.00           H  
HETATM   23  H8  UNL     1      -0.055   4.271   1.141  1.00  0.00           H  
HETATM   24  H9  UNL     1      -2.012   1.259   0.051  1.00  0.00           H  
HETATM   25  H10 UNL     1      -1.127  -0.604   1.904  1.00  0.00           H  
HETATM   26  H11 UNL     1      -2.562  -0.535  -1.534  1.00  0.00           H  
HETATM   27  H12 UNL     1      -2.540  -2.550   0.821  1.00  0.00           H  
HETATM   28  H13 UNL     1      -3.489  -2.591  -0.666  1.00  0.00           H  
HETATM   29  H14 UNL     1      -1.760  -2.748  -0.869  1.00  0.00           H  
HETATM   30  H15 UNL     1      -4.529  -0.141  -0.791  1.00  0.00           H  
HETATM   31  H16 UNL     1      -3.899   0.313   0.794  1.00  0.00           H  
HETATM   32  H17 UNL     1       0.196  -1.906  -0.016  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3
CONECT    3    4    4   15
CONECT    4    5   19
CONECT    5    6    6   20
CONECT    6    7    9
CONECT    7    8
CONECT    8   21   22   23
CONECT    9   10   15   15
CONECT   10   11   12   24
CONECT   11   25
CONECT   12   13   14   26
CONECT   13   27   28   29
CONECT   14   30   31
CONECT   15   32
END

HMDB0014861
     RDKit          3D
Methoxamine
 32 32  0  0  0  0  0  0  0  0999 V2000
    4.1577   -2.1824   -0.1590 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7764   -2.0656   -0.1191 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0336   -0.9033   -0.0594 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6066    0.3477   -0.0345 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8622    1.4845    0.0288 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4976    1.4076    0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3264    2.4959    0.1335 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0812    3.8079    0.1454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1770    0.1461    0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6309    0.1958    0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8087    0.0910    1.6705 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5465   -0.7400   -0.4267 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4868   -2.1971   -0.2261 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9308   -0.3464    0.0086 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6323   -0.9334   -0.0144 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6442   -1.2179    0.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4579   -2.9667    0.6036 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4685   -2.5258   -1.1894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6866    0.4767   -0.0751 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3309    2.4870    0.0510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6234    4.3671   -0.5488 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0713    4.0035   -0.2755 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0552    4.2709    1.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0117    1.2587    0.0506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1274   -0.6043    1.9041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5620   -0.5349   -1.5335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5398   -2.5495    0.8210 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4892   -2.5911   -0.6660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7598   -2.7481   -0.8687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5285   -0.1410   -0.7910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8986    0.3128    0.7938 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1956   -1.9057   -0.0155 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  6  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
  9 15  2  0
 15  3  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  0
  8 21  1  0
  8 22  1  0
  8 23  1  0
 10 24  1  0
 11 25  1  0
 12 26  1  0
 13 27  1  0
 13 28  1  0
 13 29  1  0
 14 30  1  0
 14 31  1  0
 15 32  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Methoxamedrine	ChEBI
Methoxamin	ChEBI
Vasoxyl	HMDB
Glaxo wellcome brand 2 OF methoxamine hydrochloride	HMDB
Methoxamine hydrochloride	HMDB
Vasylox	HMDB
Glaxo wellcome brand 1 OF methoxamine hydrochloride	HMDB
Vasoxin	HMDB
Vasoxine	HMDB
Wellcome brand OF methoxamine hydrochloride	HMDB
Hydrochloride, methoxamine	HMDB
Methoxamedrin	HMDB
Metoxamine wellcome	HMDB
Wellcome, metoxamine	HMDB

Chemical Formula

C₁₁H₁₇NO₃

Average Molecular Weight

211.2576

Monoisotopic Molecular Weight

211.120843415

IUPAC Name

2-amino-1-(2,5-dimethoxyphenyl)propan-1-ol

Traditional Name

methoxamine

CAS Registry Number

390-28-3

SMILES

COC1=CC(C(O)C(C)N)=C(OC)C=C1

InChI Identifier

InChI=1S/C11H17NO3/c1-7(12)11(13)9-6-8(14-2)4-5-10(9)15-3/h4-7,11,13H,12H2,1-3H3

InChI Key

WJAJPNHVVFWKKL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dimethoxybenzenes. These are organic aromatic compounds containing a monocyclic benzene moiety carrying exactly two methoxy groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Methoxybenzenes

Direct Parent

Dimethoxybenzenes

Alternative Parents

Substituents

Dimethoxybenzene
P-dimethoxybenzene
Phenylpropane
Anisole
Phenol ether
Phenoxy compound
Alkyl aryl ether
Aralkylamine
Secondary alcohol
1,2-aminoalcohol
Ether
Aromatic alcohol
Primary amine
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organopnictogen compound
Amine
Organic oxygen compound
Alcohol
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

amphetamines (CHEBI:6839 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Excreta

Biofluid or Excreta

Urine (PMID: 21059682)

Cellular substructure

Membrane (HMDB: HMDB0014861)

Source

Exogenous

Exogenous (HMDB: HMDB0014861)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	9.21 g/L	Not Available
LogP	0.8	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	9.21 g/L	ALOGPS
logP	0.41	ALOGPS
logP	0.57	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	13.61	ChemAxon
pKa (Strongest Basic)	9.28	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	64.71 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	57.84 m³·mol⁻¹	ChemAxon
Polarizability	22.81 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
DarkChem	[M+H]+	149.016	31661259
DarkChem	[M-H]-	149.946	31661259
DeepCCS	[M+H]+	150.386	30932474
DeepCCS	[M-H]-	148.028	30932474
DeepCCS	[M-2H]-	181.666	30932474
DeepCCS	[M+Na]+	156.539	30932474
AllCCS	[M+H]+	149.7	32859911
AllCCS	[M+H-H2O]+	145.8	32859911
AllCCS	[M+NH4]+	153.5	32859911
AllCCS	[M+Na]+	154.5	32859911
AllCCS	[M-H]-	149.4	32859911
AllCCS	[M+Na-2H]-	150.2	32859911
AllCCS	[M+HCOO]-	151.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.23 minutes	32390414
Predicted by Siyang on May 30, 2022	9.9591 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.1 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	85.4 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	903.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	268.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	116.4 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	72.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	280.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	332.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	481.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	718.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	196.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	693.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	192.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	243.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	429.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	386.7 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	55.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methoxamine	COC1=CC(C(O)C(C)N)=C(OC)C=C1	2677.8	Standard polar	33892256
Methoxamine	COC1=CC(C(O)C(C)N)=C(OC)C=C1	1713.2	Standard non polar	33892256
Methoxamine	COC1=CC(C(O)C(C)N)=C(OC)C=C1	1745.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Methoxamine,1TMS,isomer #1	COC1=CC=C(OC)C(C(O[Si](C)(C)C)C(C)N)=C1	1765.9	Semi standard non polar	33892256
Methoxamine,1TMS,isomer #2	COC1=CC=C(OC)C(C(O)C(C)N[Si](C)(C)C)=C1	1833.4	Semi standard non polar	33892256
Methoxamine,2TMS,isomer #1	COC1=CC=C(OC)C(C(O[Si](C)(C)C)C(C)N[Si](C)(C)C)=C1	1801.8	Semi standard non polar	33892256
Methoxamine,2TMS,isomer #1	COC1=CC=C(OC)C(C(O[Si](C)(C)C)C(C)N[Si](C)(C)C)=C1	1886.5	Standard non polar	33892256
Methoxamine,2TMS,isomer #1	COC1=CC=C(OC)C(C(O[Si](C)(C)C)C(C)N[Si](C)(C)C)=C1	2248.5	Standard polar	33892256
Methoxamine,2TMS,isomer #2	COC1=CC=C(OC)C(C(O)C(C)N([Si](C)(C)C)[Si](C)(C)C)=C1	1989.9	Semi standard non polar	33892256
Methoxamine,2TMS,isomer #2	COC1=CC=C(OC)C(C(O)C(C)N([Si](C)(C)C)[Si](C)(C)C)=C1	2035.7	Standard non polar	33892256
Methoxamine,2TMS,isomer #2	COC1=CC=C(OC)C(C(O)C(C)N([Si](C)(C)C)[Si](C)(C)C)=C1	2480.6	Standard polar	33892256
Methoxamine,3TMS,isomer #1	COC1=CC=C(OC)C(C(O[Si](C)(C)C)C(C)N([Si](C)(C)C)[Si](C)(C)C)=C1	2005.4	Semi standard non polar	33892256
Methoxamine,3TMS,isomer #1	COC1=CC=C(OC)C(C(O[Si](C)(C)C)C(C)N([Si](C)(C)C)[Si](C)(C)C)=C1	2031.2	Standard non polar	33892256
Methoxamine,3TMS,isomer #1	COC1=CC=C(OC)C(C(O[Si](C)(C)C)C(C)N([Si](C)(C)C)[Si](C)(C)C)=C1	2257.6	Standard polar	33892256
Methoxamine,1TBDMS,isomer #1	COC1=CC=C(OC)C(C(O[Si](C)(C)C(C)(C)C)C(C)N)=C1	2024.7	Semi standard non polar	33892256
Methoxamine,1TBDMS,isomer #2	COC1=CC=C(OC)C(C(O)C(C)N[Si](C)(C)C(C)(C)C)=C1	2115.3	Semi standard non polar	33892256
Methoxamine,2TBDMS,isomer #1	COC1=CC=C(OC)C(C(O[Si](C)(C)C(C)(C)C)C(C)N[Si](C)(C)C(C)(C)C)=C1	2296.8	Semi standard non polar	33892256
Methoxamine,2TBDMS,isomer #1	COC1=CC=C(OC)C(C(O[Si](C)(C)C(C)(C)C)C(C)N[Si](C)(C)C(C)(C)C)=C1	2331.1	Standard non polar	33892256
Methoxamine,2TBDMS,isomer #1	COC1=CC=C(OC)C(C(O[Si](C)(C)C(C)(C)C)C(C)N[Si](C)(C)C(C)(C)C)=C1	2506.0	Standard polar	33892256
Methoxamine,2TBDMS,isomer #2	COC1=CC=C(OC)C(C(O)C(C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	2476.2	Semi standard non polar	33892256
Methoxamine,2TBDMS,isomer #2	COC1=CC=C(OC)C(C(O)C(C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	2453.6	Standard non polar	33892256
Methoxamine,2TBDMS,isomer #2	COC1=CC=C(OC)C(C(O)C(C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	2635.0	Standard polar	33892256
Methoxamine,3TBDMS,isomer #1	COC1=CC=C(OC)C(C(O[Si](C)(C)C(C)(C)C)C(C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	2687.0	Semi standard non polar	33892256
Methoxamine,3TBDMS,isomer #1	COC1=CC=C(OC)C(C(O[Si](C)(C)C(C)(C)C)C(C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	2636.3	Standard non polar	33892256
Methoxamine,3TBDMS,isomer #1	COC1=CC=C(OC)C(C(O[Si](C)(C)C(C)(C)C)C(C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)=C1	2572.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Methoxamine GC-EI-TOF (Non-derivatized)	splash10-014i-0900000000-c18e80e68507135a55de	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Methoxamine GC-EI-TOF (Non-derivatized)	splash10-000f-1980000000-5a3cb42851d6378d998c	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Methoxamine GC-EI-TOF (Non-derivatized)	splash10-014i-0900000000-c18e80e68507135a55de	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Methoxamine GC-EI-TOF (Non-derivatized)	splash10-000f-1980000000-5a3cb42851d6378d998c	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methoxamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9400000000-f95f18aaa517d345558f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methoxamine GC-MS (1 TMS) - 70eV, Positive	splash10-000f-9170000000-5a7687b88a5e5736ea53	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methoxamine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methoxamine 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 - Methoxamine LC-ESI-QQ , positive-QTOF	splash10-03dl-0690000000-5602a5d1ca570bcf9aa6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methoxamine LC-ESI-QQ , positive-QTOF	splash10-0006-0900000000-1b92cefe5d27ce45aad1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methoxamine LC-ESI-QQ , positive-QTOF	splash10-03dj-0900000000-bd56a39cbf83b4b15579	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methoxamine LC-ESI-QQ , positive-QTOF	splash10-03kj-1900000000-4dc22029f0246da362e5	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methoxamine LC-ESI-QQ , positive-QTOF	splash10-01bd-4900000000-5bd9da97330739f95161	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methoxamine LC-ESI-IT , positive-QTOF	splash10-0006-0900000000-89ab0b5f7f3887939aea	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methoxamine 20V, Negative-QTOF	splash10-0ai0-9800000000-28efb5b4aad0fd8abd82	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methoxamine 10V, Negative-QTOF	splash10-00di-9500000000-6c71c8b0a10f1af4a6f3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methoxamine 40V, Negative-QTOF	splash10-0k97-5900000000-725173a2cbd2a15f8105	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methoxamine 20V, Positive-QTOF	splash10-03fu-0900000000-0dc780e113d2bc5b1024	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methoxamine 10V, Positive-QTOF	splash10-0006-0900000000-00f066e5e69f13588eec	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methoxamine 40V, Positive-QTOF	splash10-05tf-6900000000-59dd8ab3029dd0ce3690	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methoxamine 10V, Positive-QTOF	splash10-0006-0900000000-188e3234b8e8063962d8	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methoxamine 40V, Positive-QTOF	splash10-0596-6900000000-3a39f10dd453930e5977	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Methoxamine 20V, Positive-QTOF	splash10-03dl-0900000000-9731c275bf5d63e8a01c	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxamine 10V, Positive-QTOF	splash10-01ox-0940000000-d9e757b7d1068e357dec	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxamine 20V, Positive-QTOF	splash10-004l-0900000000-125668ca28b2b041fda5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxamine 40V, Positive-QTOF	splash10-06vi-2900000000-6a7f29f71b196055ca17	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxamine 10V, Negative-QTOF	splash10-03di-0690000000-1aa8bde9e66ac0010632	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxamine 20V, Negative-QTOF	splash10-01p6-0920000000-56987f7fa245e6bbb475	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxamine 40V, Negative-QTOF	splash10-06ri-2900000000-03625bf389b14ac47819	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxamine 10V, Positive-QTOF	splash10-002f-0920000000-70e7df44e0d24606d1a3	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxamine 20V, Positive-QTOF	splash10-0ufu-0900000000-fb436c23667d8faf38ca	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxamine 40V, Positive-QTOF	splash10-000l-7900000000-ee5181b465c5fed70f2e	2021-10-11	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methoxamine 10V, Negative-QTOF	splash10-03di-1290000000-8c5dbabc0c59be169f69	2021-10-11	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00723	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00723	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00723

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

5857

KEGG Compound ID

C07513

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Methoxamine

METLIN ID

Not Available

PubChem Compound

6082

PDB ID

Not Available

ChEBI ID

6839

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

Not Available

Enzymes

Enzyme Details

1. Alpha-1A adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system. Its effect is mediated by G(q) and G(11) proteins
Gene Name:: ADRA1A
Uniprot ID:: P35348
Molecular weight:: 51486.0

References

Satoh M, Kojima C, Kokubu N, Takayanagi I: Alpha 1-adrenoceptor subtypes mediating the regulation and modulation of Ca2+ sensitization in rabbit thoracic aorta. Eur J Pharmacol. 1994 Nov 24;265(3):133-9. [PubMed:7875228 ]
Suzuki E, Tsujimoto G, Tamura K, Hashimoto K: Two pharmacologically distinct alpha 1-adrenoceptor subtypes in the contraction of rabbit aorta: each subtype couples with a different Ca2+ signalling mechanism and plays a different physiological role. Mol Pharmacol. 1990 Nov;38(5):725-36. [PubMed:1978244 ]
Piascik MT, Sparks MS, Pruitt TA, Soltis EE: Evidence for a complex interaction between the subtypes of the alpha 1-adrenoceptor. Eur J Pharmacol. 1991 Jul 9;199(3):279-89. [PubMed:1680715 ]
Sattar MA, Johns EJ: Evidence for an alpha 1-adrenoceptor subtype mediating adrenergic vasoconstriction in Wistar normotensive and stroke-prone spontaneously hypertensive rat kidney. J Cardiovasc Pharmacol. 1994 Feb;23(2):232-9. [PubMed:7511752 ]
Hoang TV, Choe EU, Burgess RS, Cork RC, Flint LM, Ferrara JJ: Characterization of alpha-adrenoceptor activity in the preterm piglet mesentery. J Pediatr Surg. 1996 Dec;31(12):1659-62. [PubMed:8986981 ]

Enzyme Details

2. Alpha-1B adrenergic receptor

General function:: Involved in G-protein coupled receptor protein signaling pathway
Specific function:: This alpha-adrenergic receptor mediates its action by association with G proteins that activate a phosphatidylinositol- calcium second messenger system
Gene Name:: ADRA1B
Uniprot ID:: P35368
Molecular weight:: 56835.4

References

Tsujimoto G, Tsujimoto A, Suzuki E, Hashimoto K: Glycogen phosphorylase activation by two different alpha 1-adrenergic receptor subtypes: methoxamine selectively stimulates a putative alpha 1-adrenergic receptor subtype (alpha 1a) that couples with Ca2+ influx. Mol Pharmacol. 1989 Jul;36(1):166-76. [PubMed:2546049 ]
Simpson P: Stimulation of hypertrophy of cultured neonatal rat heart cells through an alpha 1-adrenergic receptor and induction of beating through an alpha 1- and beta 1-adrenergic receptor interaction. Evidence for independent regulation of growth and beating. Circ Res. 1985 Jun;56(6):884-94. [PubMed:2988814 ]
Oleksa LM, Hool LC, Harvey RD: Alpha 1-adrenergic inhibition of the beta-adrenergically activated Cl- current in guinea pig ventricular myocytes. Circ Res. 1996 Jun;78(6):1090-9. [PubMed:8635240 ]
Chen X, Ji ZL, Chen YZ: TTD: Therapeutic Target Database. Nucleic Acids Res. 2002 Jan 1;30(1):412-5. [PubMed:11752352 ]
Waugh DJ, Gaivin RJ, Zuscik MJ, Gonzalez-Cabrera P, Ross SA, Yun J, Perez DM: Phe-308 and Phe-312 in transmembrane domain 7 are major sites of alpha 1-adrenergic receptor antagonist binding. Imidazoline agonists bind like antagonists. J Biol Chem. 2001 Jul 6;276(27):25366-71. Epub 2001 Apr 30. [PubMed:11331292 ]

Showing metabocard for Methoxamine (HMDB0014861)

MOL for HMDB0014861 (Methoxamine)

3D MOL for HMDB0014861 (Methoxamine)

3D SDF for HMDB0014861 (Methoxamine)

3D-SDF for HMDB0014861 (Methoxamine)

PDB for HMDB0014861 (Methoxamine)

3D PDB for HMDB0014861 (Methoxamine)

SMILES for HMDB0014861 (Methoxamine)

INCHI for HMDB0014861 (Methoxamine)

Structure for HMDB0014861 (Methoxamine)

3D Structure for HMDB0014861 (Methoxamine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes

References

References