Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-11-21 17:41:58 UTC

Update Date

2022-03-07 03:18:14 UTC

HMDB ID

HMDB0240239

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Embramine

Description

Embramine, also known as bromadryl, belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups. In humans, embramine is involved in the embramine h1-antihistamine action pathway. Embramine is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. Based on a literature review very few articles have been published on Embramine.

Structure

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

HMDB0240239
     RDKit          3D
Embramine
 43 44  0  0  0  0  0  0  0  0999 V2000
    4.4618    0.1723    1.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3752   -0.2568    0.1041 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8925   -0.9013   -1.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5936    0.9317   -0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4305    0.7410   -1.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4634   -0.0934   -0.7160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3791    0.0127    0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2640    0.0022    1.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2372   -1.2484    0.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287   -1.4725    1.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0135   -2.6004    1.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8136   -3.5478    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8355   -3.3601   -0.7113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0650   -2.2240   -0.6806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3979    1.0911    0.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9787    1.2384   -1.1007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9365    2.2095   -1.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3197    3.0499   -0.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6245    4.4175   -0.5200 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7277    2.8859    0.9384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7686    1.9040    1.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8931   -0.6886    1.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0168    0.9212    1.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1820    0.7079    0.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7961   -2.0123   -0.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4287   -0.6585   -2.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0020   -0.7194   -1.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2869    1.3449    0.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2579    1.7182   -0.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9895    1.7897   -1.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8092    0.5685   -2.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3966   -0.5435    2.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4408    0.9677    2.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1998   -0.5854    1.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3706   -0.7016    1.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7830   -2.7537    1.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4349   -4.4394    0.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6909   -4.1141   -1.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2867   -2.0791   -1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7189    0.6112   -1.9467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4074    2.3512   -2.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0094    3.5325    1.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3593    1.8309    2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 14  9  1  0
 21 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 20 42  1  0
 21 43  1  0
M  END

embramine
  Mrv1652309241721162D          

 21 22  0  0  0  0            999 V2000
   -0.3581   -2.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3581   -1.9734    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0727   -2.3870    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3562   -3.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0727   -3.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3562   -1.5620    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3562   -4.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0727   -2.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851   -2.7983    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0727   -4.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0707   -1.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0727   -4.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7851   -3.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5016   -3.2120    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7851   -4.4484    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7851   -1.5620    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7851   -4.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5016   -4.0370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5016   -1.9734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7851   -0.7370    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5016   -4.4484    0.0000 Br  0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  1  5  1  0  0  0  0
  2  6  1  0  0  0  0
  4  7  2  0  0  0  0
  4  8  1  0  0  0  0
  5  9  2  0  0  0  0
  5 10  1  0  0  0  0
  6 11  1  0  0  0  0
  7 12  1  0  0  0  0
  8 13  2  0  0  0  0
  9 14  1  0  0  0  0
 10 15  2  0  0  0  0
 11 16  1  0  0  0  0
 12 17  2  0  0  0  0
 13 17  1  0  0  0  0
 14 18  2  0  0  0  0
 15 18  1  0  0  0  0
 16 19  1  0  0  0  0
 16 20  1  0  0  0  0
 17 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240239

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(C)CCOC(C)(C1=CC=CC=C1)C1=CC=C(Br)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C18H22BrNO/c1-18(21-14-13-20(2)3,15-7-5-4-6-8-15)16-9-11-17(19)12-10-16/h4-12H,13-14H2,1-3H3

> <INCHI_KEY>
URSRSKSNFPUKGH-UHFFFAOYSA-N

> <FORMULA>
C18H22BrNO

> <MOLECULAR_WEIGHT>
348.284

> <EXACT_MASS>
347.088477

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
35.49054035853857

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
{2-[1-(4-bromophenyl)-1-phenylethoxy]ethyl}dimethylamine

> <ALOGPS_LOGP>
4.47

> <JCHEM_LOGP>
4.562516950333334

> <ALOGPS_LOGS>
-5.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
8.866470050490468

> <JCHEM_POLAR_SURFACE_AREA>
12.47

> <JCHEM_REFRACTIVITY>
92.38900000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.57e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
embramine

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0240239
     RDKit          3D
Embramine
 43 44  0  0  0  0  0  0  0  0999 V2000
    4.4618    0.1723    1.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3752   -0.2568    0.1041 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8925   -0.9013   -1.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5936    0.9317   -0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4305    0.7410   -1.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4634   -0.0934   -0.7160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3791    0.0127    0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2640    0.0022    1.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2372   -1.2484    0.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287   -1.4725    1.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0135   -2.6004    1.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8136   -3.5478    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8355   -3.3601   -0.7113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0650   -2.2240   -0.6806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3979    1.0911    0.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9787    1.2384   -1.1007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9365    2.2095   -1.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3197    3.0499   -0.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6245    4.4175   -0.5200 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7277    2.8859    0.9384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7686    1.9040    1.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8931   -0.6886    1.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0168    0.9212    1.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1820    0.7079    0.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7961   -2.0123   -0.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4287   -0.6585   -2.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0020   -0.7194   -1.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2869    1.3449    0.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2579    1.7182   -0.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9895    1.7897   -1.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8092    0.5685   -2.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3966   -0.5435    2.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4408    0.9677    2.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1998   -0.5854    1.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3706   -0.7016    1.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7830   -2.7537    1.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4349   -4.4394    0.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6909   -4.1141   -1.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2867   -2.0791   -1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7189    0.6112   -1.9467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4074    2.3512   -2.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0094    3.5325    1.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3593    1.8309    2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 14  9  1  0
 21 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 20 42  1  0
 21 43  1  0
M  END

HEADER    PROTEIN                                 24-SEP-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: embramine                                         
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-SEP-17         0                                  
HETATM    1  C   UNK     0      -0.668  -5.223   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.668  -3.684   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -2.002  -4.456   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.665  -5.996   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.002  -5.996   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.665  -2.916   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.665  -7.536   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.002  -5.223   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.332  -5.223   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.002  -7.536   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.999  -3.684   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.002  -8.304   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.332  -5.996   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.670  -5.996   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -3.332  -8.304   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0       3.332  -2.916   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       3.332  -7.536   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -4.670  -7.536   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       4.670  -3.684   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.332  -1.376   0.000  0.00  0.00           C+0
HETATM   21 Br   UNK     0       4.670  -8.304   0.000  0.00  0.00          Br+0
CONECT    1    2    3    4    5                                             
CONECT    2    1    6                                                       
CONECT    3    1                                                            
CONECT    4    1    7    8                                                  
CONECT    5    1    9   10                                                  
CONECT    6    2   11                                                       
CONECT    7    4   12                                                       
CONECT    8    4   13                                                       
CONECT    9    5   14                                                       
CONECT   10    5   15                                                       
CONECT   11    6   16                                                       
CONECT   12    7   17                                                       
CONECT   13    8   17                                                       
CONECT   14    9   18                                                       
CONECT   15   10   18                                                       
CONECT   16   11   19   20                                                  
CONECT   17   12   13   21                                                  
CONECT   18   14   15                                                       
CONECT   19   16                                                            
CONECT   20   16                                                            
CONECT   21   17                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0240239
HETATM    1  C1  UNL     1       4.462   0.172   1.000  1.00  0.00           C  
HETATM    2  N1  UNL     1       3.375  -0.257   0.104  1.00  0.00           N  
HETATM    3  C2  UNL     1       3.893  -0.901  -1.050  1.00  0.00           C  
HETATM    4  C3  UNL     1       2.594   0.932  -0.164  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.431   0.741  -1.057  1.00  0.00           C  
HETATM    6  O1  UNL     1       0.463  -0.093  -0.716  1.00  0.00           O  
HETATM    7  C5  UNL     1      -0.379   0.013   0.309  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.264   0.002   1.645  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.237  -1.248   0.274  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.229  -1.472   1.203  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.013  -2.600   1.194  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.814  -3.548   0.231  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.835  -3.360  -0.711  1.00  0.00           C  
HETATM   14  C12 UNL     1      -1.065  -2.224  -0.681  1.00  0.00           C  
HETATM   15  C13 UNL     1      -1.398   1.091   0.152  1.00  0.00           C  
HETATM   16  C14 UNL     1      -1.979   1.238  -1.101  1.00  0.00           C  
HETATM   17  C15 UNL     1      -2.936   2.210  -1.341  1.00  0.00           C  
HETATM   18  C16 UNL     1      -3.320   3.050  -0.304  1.00  0.00           C  
HETATM   19 BR1  UNL     1      -4.624   4.417  -0.520  1.00  0.00          BR  
HETATM   20  C17 UNL     1      -2.728   2.886   0.938  1.00  0.00           C  
HETATM   21  C18 UNL     1      -1.769   1.904   1.156  1.00  0.00           C  
HETATM   22  H1  UNL     1       4.893  -0.689   1.523  1.00  0.00           H  
HETATM   23  H2  UNL     1       4.017   0.921   1.717  1.00  0.00           H  
HETATM   24  H3  UNL     1       5.182   0.708   0.367  1.00  0.00           H  
HETATM   25  H4  UNL     1       3.796  -2.012  -0.904  1.00  0.00           H  
HETATM   26  H5  UNL     1       3.429  -0.658  -2.002  1.00  0.00           H  
HETATM   27  H6  UNL     1       5.002  -0.719  -1.113  1.00  0.00           H  
HETATM   28  H7  UNL     1       2.287   1.345   0.807  1.00  0.00           H  
HETATM   29  H8  UNL     1       3.258   1.718  -0.642  1.00  0.00           H  
HETATM   30  H9  UNL     1       0.990   1.790  -1.187  1.00  0.00           H  
HETATM   31  H10 UNL     1       1.809   0.569  -2.130  1.00  0.00           H  
HETATM   32  H11 UNL     1      -0.397  -0.543   2.415  1.00  0.00           H  
HETATM   33  H12 UNL     1       0.441   0.968   2.129  1.00  0.00           H  
HETATM   34  H13 UNL     1       1.200  -0.585   1.694  1.00  0.00           H  
HETATM   35  H14 UNL     1      -2.371  -0.702   1.961  1.00  0.00           H  
HETATM   36  H15 UNL     1      -3.783  -2.754   1.931  1.00  0.00           H  
HETATM   37  H16 UNL     1      -3.435  -4.439   0.226  1.00  0.00           H  
HETATM   38  H17 UNL     1      -1.691  -4.114  -1.462  1.00  0.00           H  
HETATM   39  H18 UNL     1      -0.287  -2.079  -1.434  1.00  0.00           H  
HETATM   40  H19 UNL     1      -1.719   0.611  -1.947  1.00  0.00           H  
HETATM   41  H20 UNL     1      -3.407   2.351  -2.299  1.00  0.00           H  
HETATM   42  H21 UNL     1      -3.009   3.532   1.772  1.00  0.00           H  
HETATM   43  H22 UNL     1      -1.359   1.831   2.128  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3    4
CONECT    3   25   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7
CONECT    7    8    9   15
CONECT    8   32   33   34
CONECT    9   10   10   14
CONECT   10   11   35
CONECT   11   12   12   36
CONECT   12   13   37
CONECT   13   14   14   38
CONECT   14   39
CONECT   15   16   16   21
CONECT   16   17   40
CONECT   17   18   18   41
CONECT   18   19   20
CONECT   20   21   21   42
CONECT   21   43
END

HMDB0240239
     RDKit          3D
Embramine
 43 44  0  0  0  0  0  0  0  0999 V2000
    4.4618    0.1723    1.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3752   -0.2568    0.1041 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8925   -0.9013   -1.0501 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5936    0.9317   -0.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4305    0.7410   -1.0567 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4634   -0.0934   -0.7160 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3791    0.0127    0.3093 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2640    0.0022    1.6449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2372   -1.2484    0.2742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2287   -1.4725    1.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0135   -2.6004    1.1944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8136   -3.5478    0.2310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8355   -3.3601   -0.7113 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0650   -2.2240   -0.6806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3979    1.0911    0.1520 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9787    1.2384   -1.1007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9365    2.2095   -1.3408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3197    3.0499   -0.3041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6245    4.4175   -0.5200 Br  0  0  0  0  0  0  0  0  0  0  0  0
   -2.7277    2.8859    0.9384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7686    1.9040    1.1557 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8931   -0.6886    1.5235 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0168    0.9212    1.7175 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1820    0.7079    0.3671 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7961   -2.0123   -0.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4287   -0.6585   -2.0021 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0020   -0.7194   -1.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2869    1.3449    0.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2579    1.7182   -0.6419 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9895    1.7897   -1.1867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8092    0.5685   -2.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3966   -0.5435    2.4150 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4408    0.9677    2.1286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1998   -0.5854    1.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3706   -0.7016    1.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7830   -2.7537    1.9309 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4349   -4.4394    0.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6909   -4.1141   -1.4618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2867   -2.0791   -1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7189    0.6112   -1.9467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4074    2.3512   -2.2992 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0094    3.5325    1.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3593    1.8309    2.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  7 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 18 20  1  0
 20 21  2  0
 14  9  1  0
 21 15  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  3 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  8 32  1  0
  8 33  1  0
  8 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 13 38  1  0
 14 39  1  0
 16 40  1  0
 17 41  1  0
 20 42  1  0
 21 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Bromadryl	HMDB
Mebrophenhydramine	HMDB
Embramine hydrochloride	HMDB

Chemical Formula

C₁₈H₂₂BrNO

Average Molecular Weight

348.284

Monoisotopic Molecular Weight

347.088477

IUPAC Name

{2-[1-(4-bromophenyl)-1-phenylethoxy]ethyl}dimethylamine

Traditional Name

embramine

CAS Registry Number

3565-72-8

SMILES

CN(C)CCOC(C)(C1=CC=CC=C1)C1=CC=C(Br)C=C1

InChI Identifier

InChI=1S/C18H22BrNO/c1-18(21-14-13-20(2)3,15-7-5-4-6-8-15)16-9-11-17(19)12-10-16/h4-12H,13-14H2,1-3H3

InChI Key

URSRSKSNFPUKGH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as diphenylmethanes. Diphenylmethanes are compounds containing a diphenylmethane moiety, which consists of a methane wherein two hydrogen atoms are replaced by two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Diphenylmethanes

Direct Parent

Diphenylmethanes

Alternative Parents

Substituents

Diphenylmethane
Benzylether
Bromobenzene
Halobenzene
Aryl bromide
Aryl halide
Tertiary aliphatic amine
Tertiary amine
Ether
Dialkyl ether
Organobromide
Organohalogen compound
Amine
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0240239)

Process

Naturally occurring process

Biological process

Biochemical pathway

Drug action pathway

Embramine H1-Antihistamine Action (PathBank: SMP0062622)

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	4.47	ALOGPS
logP	4.56	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Basic)	8.87	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.47 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	92.39 m³·mol⁻¹	ChemAxon
Polarizability	35.49 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
AllCCS	[M+H]+	176.323	31661259
AllCCS	[M-H]-	177.862	31661259
DeepCCS	[M+H]+	173.876	30932474
DeepCCS	[M-H]-	171.518	30932474
DeepCCS	[M-2H]-	204.404	30932474
DeepCCS	[M+Na]+	179.969	30932474
AllCCS	[M+H]+	176.3	32859911
AllCCS	[M+H-H2O]+	173.0	32859911
AllCCS	[M+NH4]+	179.4	32859911
AllCCS	[M+Na]+	180.2	32859911
AllCCS	[M-H]-	177.9	32859911
AllCCS	[M+Na-2H]-	178.0	32859911
AllCCS	[M+HCOO]-	178.4	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.	6.84 minutes	32390414
Predicted by Siyang on May 30, 2022	11.7729 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.92 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1475.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	267.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	178.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	192.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	98.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	494.5 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	597.5 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	389.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	958.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	400.9 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	1377.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	286.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	377.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	267.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	209.5 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	7.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Embramine	CN(C)CCOC(C)(C1=CC=CC=C1)C1=CC=C(Br)C=C1	2893.1	Standard polar	33892256
Embramine	CN(C)CCOC(C)(C1=CC=CC=C1)C1=CC=C(Br)C=C1	2207.5	Standard non polar	33892256
Embramine	CN(C)CCOC(C)(C1=CC=CC=C1)C1=CC=C(Br)C=C1	2175.1	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 - Embramine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Embramine 10V, Positive-QTOF	splash10-0002-1009000000-ad0ce0a7decbd54df979	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Embramine 20V, Positive-QTOF	splash10-0592-6049000000-7b9783861e36f244eb93	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Embramine 40V, Positive-QTOF	splash10-05fr-9320000000-4cb00f7b6d114f9c39b2	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Embramine 10V, Negative-QTOF	splash10-0002-0019000000-6ef656881fe4b5f61997	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Embramine 20V, Negative-QTOF	splash10-002b-2149000000-cf9c8834a0417e838e09	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Embramine 40V, Negative-QTOF	splash10-004i-7890000000-b75141d3424604ce022e	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Embramine 10V, Positive-QTOF	splash10-0a4i-0092000000-bc2b6a25e981ea470f6b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Embramine 20V, Positive-QTOF	splash10-0a4i-1190000000-e969d8a6d41d5a74fa84	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Embramine 40V, Positive-QTOF	splash10-05fr-9220000000-0a6fd769354524149e7f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Embramine 10V, Negative-QTOF	splash10-004i-0092000000-c2b8b1d88e881b246afc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Embramine 20V, Negative-QTOF	splash10-0ufr-2930000000-9e346d2e6dd75fef282b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Embramine 40V, Negative-QTOF	splash10-0a4i-1790000000-cdb30d6f295d612f82ac	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Embramine H1-Antihistamine Action		Not Available

Normal Concentrations

Not Available

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

18032

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Embramine

METLIN ID

Not Available

PubChem Compound

19105

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

Montgomery LC, Deuster PA: Effects of antihistamine medications on exercise performance. Implications for sportspeople. Sports Med. 1993 Mar;15(3):179-95. [PubMed:7680815 ]

Showing metabocard for Embramine (HMDB0240239)

MOL for HMDB0240239 (Embramine)

3D MOL for HMDB0240239 (Embramine)

3D SDF for HMDB0240239 (Embramine)

3D-SDF for HMDB0240239 (Embramine)

PDB for HMDB0240239 (Embramine)

3D PDB for HMDB0240239 (Embramine)

SMILES for HMDB0240239 (Embramine)

INCHI for HMDB0240239 (Embramine)

Structure for HMDB0240239 (Embramine)

3D Structure for HMDB0240239 (Embramine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra