Hmdb loader

Showing metabocard for Etilamfetamine (HMDB0252099)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 09:46:45 UTC
Update Date2021-09-26 23:04:29 UTC
HMDB IDHMDB0252099
Secondary Accession NumbersNone
Metabolite Identification
Common NameEtilamfetamine
DescriptionEtilamfetamine, also known as ethylamphetamine, belongs to the class of organic compounds known as amphetamines and derivatives. These are organic compounds containing or derived from 1-phenylpropan-2-amine. Etilamfetamine is a very strong basic compound (based on its pKa). It can also be considered a substituted amphetamine, with an ethyl group on the amphetamine backbone. It most likely acts primarily as a dopamine releasing agent. It was invented in the early 20th century and was subsequently used as an anorectic or appetite suppressant in the 1950s, but was not as commonly used as other amphetamines such as amphetamine, methamphetamine, and benzphetamine, and was largely discontinued once newer drugs such as phenmetrazine were introduced. Its activity as a norepinephrine or serotonin releasing agent is not known. The molecular structure of ethylamphetamine is analogous to methamphetamine, with an ethyl group in place of the methyl group. At equipotent dosage, ethylamphetamine is subjectively less euphorigenic. Ethylamphetamine produces effects similar to amphetamine and methamphetamine, though its potency is less. Ethylamphetamine can be used as a recreational drug and, while its prevalence is less than amphetamine's, it is still encountered as a substance taken for recreational purposes. This compound has been identified in human blood as reported by (PMID: 31557052 ). Etilamfetamine is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Etilamfetamine 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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0252099 (Etilamfetamine)

  Mrv1652306031609462D          

 12 12  0  0  0  0            999 V2000
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 10  2  1  0  0  0  0
 10  9  1  0  0  0  0
 11  7  2  0  0  0  0
 11  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  3  1  0  0  0  0
 12 10  1  0  0  0  0
M  END
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3D MOL for HMDB0252099 (Etilamfetamine)

HMDB0252099
     RDKit          3D
Etilamfetamine
 29 29  0  0  0  0  0  0  0  0999 V2000
    4.4476   -0.1001   -0.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1552   -0.4585    0.3750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817    0.1257   -0.3997 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7741   -0.1982    0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4760   -1.6657    0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2326    0.5707   -0.6189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6343    0.4038   -0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4089   -0.4841   -0.9613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7329   -0.7377   -0.6813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3084   -0.0667    0.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5461    0.8369    1.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2241    1.0722    0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3456    0.9401   -0.6888 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5318   -0.7597   -1.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3240   -0.1725    0.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0297   -1.5030    0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1547    0.1251    1.3490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1388    1.1495   -0.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8318    0.1345    1.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4405   -1.9539   -0.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3910   -2.0856    1.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3038   -2.2586   -0.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1301    0.3518   -1.7224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0315    1.6866   -0.5651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0084   -1.0367   -1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3322   -1.4381   -1.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3429   -0.2445    0.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9975    1.3740    1.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6154    1.7587    1.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
M  END
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3D SDF for HMDB0252099 (Etilamfetamine)

  Mrv1652306031609462D          

 12 12  0  0  0  0            999 V2000
    1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  2  0  0  0  0
 10  2  1  0  0  0  0
 10  9  1  0  0  0  0
 11  7  2  0  0  0  0
 11  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  3  1  0  0  0  0
 12 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252099

> <DATABASE_NAME>
hmdb

> <SMILES>
CCNC(C)CC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H17N/c1-3-12-10(2)9-11-7-5-4-6-8-11/h4-8,10,12H,3,9H2,1-2H3

> <INCHI_KEY>
YAGBSNMZQKEFCO-UHFFFAOYSA-N

> <FORMULA>
C11H17N

> <MOLECULAR_WEIGHT>
163.264

> <EXACT_MASS>
163.136099551

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
20.27366366602392

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl(1-phenylpropan-2-yl)amine

> <ALOGPS_LOGP>
2.73

> <JCHEM_LOGP>
2.5936388299999997

> <ALOGPS_LOGS>
-2.77

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
10.291155815405018

> <JCHEM_POLAR_SURFACE_AREA>
12.03

> <JCHEM_REFRACTIVITY>
53.2284

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.77e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethylamphetamine

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0252099 (Etilamfetamine)

HMDB0252099
     RDKit          3D
Etilamfetamine
 29 29  0  0  0  0  0  0  0  0999 V2000
    4.4476   -0.1001   -0.3116 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1552   -0.4585    0.3750 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0817    0.1257   -0.3997 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7741   -0.1982    0.1614 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4760   -1.6657    0.1325 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2326    0.5707   -0.6189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6343    0.4038   -0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4089   -0.4841   -0.9613 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7329   -0.7377   -0.6813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3084   -0.0667    0.3741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5461    0.8369    1.1181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2241    1.0722    0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3456    0.9401   -0.6888 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5318   -0.7597   -1.2022 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3240   -0.1725    0.3609 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0297   -1.5030    0.6342 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1547    0.1251    1.3490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1388    1.1495   -0.4538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8318    0.1345    1.2285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4405   -1.9539   -0.4072 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3910   -2.0856    1.1626 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3038   -2.2586   -0.3319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1301    0.3518   -1.7224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0315    1.6866   -0.5651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0084   -1.0367   -1.8262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3322   -1.4381   -1.2522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3429   -0.2445    0.6211 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9975    1.3740    1.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6154    1.7587    1.3691 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  7  1  0
  1 13  1  0
  1 14  1  0
  1 15  1  0
  2 16  1  0
  2 17  1  0
  3 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  8 25  1  0
  9 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
M  END
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PDB for HMDB0252099 (Etilamfetamine)

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       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.003   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      12.003   3.850   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.669   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.002   4.620   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       6.668   3.850   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.336   3.850   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       5.335   4.620   0.000  0.00  0.00           N+0
CONECT    1    3                                                            
CONECT    2   10                                                            
CONECT    3    1   12                                                       
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   11                                                       
CONECT    8    6   11                                                       
CONECT    9   10   11                                                       
CONECT   10    2    9   12                                                  
CONECT   11    7    8    9                                                  
CONECT   12    3   10                                                       
MASTER        0    0    0    0    0    0    0    0   12    0   24    0
END
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3D PDB for HMDB0252099 (Etilamfetamine)

COMPND    HMDB0252099
HETATM    1  C1  UNL     1       4.448  -0.100  -0.312  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.155  -0.459   0.375  1.00  0.00           C  
HETATM    3  N1  UNL     1       2.082   0.126  -0.400  1.00  0.00           N  
HETATM    4  C3  UNL     1       0.774  -0.198   0.161  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.476  -1.666   0.132  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.233   0.571  -0.619  1.00  0.00           C  
HETATM    7  C6  UNL     1      -1.634   0.404  -0.241  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.409  -0.484  -0.961  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.733  -0.738  -0.681  1.00  0.00           C  
HETATM   10  C9  UNL     1      -4.308  -0.067   0.374  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.546   0.837   1.118  1.00  0.00           C  
HETATM   12  C11 UNL     1      -2.224   1.072   0.817  1.00  0.00           C  
HETATM   13  H1  UNL     1       4.346   0.940  -0.689  1.00  0.00           H  
HETATM   14  H2  UNL     1       4.532  -0.760  -1.202  1.00  0.00           H  
HETATM   15  H3  UNL     1       5.324  -0.172   0.361  1.00  0.00           H  
HETATM   16  H4  UNL     1       3.030  -1.503   0.634  1.00  0.00           H  
HETATM   17  H5  UNL     1       3.155   0.125   1.349  1.00  0.00           H  
HETATM   18  H6  UNL     1       2.139   1.150  -0.454  1.00  0.00           H  
HETATM   19  H7  UNL     1       0.832   0.135   1.228  1.00  0.00           H  
HETATM   20  H8  UNL     1      -0.441  -1.954  -0.407  1.00  0.00           H  
HETATM   21  H9  UNL     1       0.391  -2.086   1.163  1.00  0.00           H  
HETATM   22  H10 UNL     1       1.304  -2.259  -0.332  1.00  0.00           H  
HETATM   23  H11 UNL     1      -0.130   0.352  -1.722  1.00  0.00           H  
HETATM   24  H12 UNL     1      -0.031   1.687  -0.565  1.00  0.00           H  
HETATM   25  H13 UNL     1      -2.008  -1.037  -1.826  1.00  0.00           H  
HETATM   26  H14 UNL     1      -4.332  -1.438  -1.252  1.00  0.00           H  
HETATM   27  H15 UNL     1      -5.343  -0.245   0.621  1.00  0.00           H  
HETATM   28  H16 UNL     1      -3.998   1.374   1.960  1.00  0.00           H  
HETATM   29  H17 UNL     1      -1.615   1.759   1.369  1.00  0.00           H  
CONECT    1    2   13   14   15
CONECT    2    3   16   17
CONECT    3    4   18
CONECT    4    5    6   19
CONECT    5   20   21   22
CONECT    6    7   23   24
CONECT    7    8    8   12
CONECT    8    9   25
CONECT    9   10   10   26
CONECT   10   11   27
CONECT   11   12   12   28
CONECT   12   29
END
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SMILES for HMDB0252099 (Etilamfetamine)

CCNC(C)CC1=CC=CC=C1
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INCHI for HMDB0252099 (Etilamfetamine)

InChI=1S/C11H17N/c1-3-12-10(2)9-11-7-5-4-6-8-11/h4-8,10,12H,3,9H2,1-2H3
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View in JSmolView Stereo Labels
Synonyms
ValueSource
Ethylamphetamine hydrochloride, (R)-isomerMeSH
Ethylamphetamine hydrochloride, (+-)-isomerMeSH
Ethylamphetamine hydrochlorideMeSH
Ethylamphetamine, (R)-isomerMeSH
N-EthylamphetamineMeSH
EthylamphetamineMeSH
Chemical FormulaC11H17N
Average Molecular Weight163.264
Monoisotopic Molecular Weight163.136099551
IUPAC Nameethyl(1-phenylpropan-2-yl)amine
Traditional Nameethylamphetamine
CAS Registry NumberNot Available
SMILES
CCNC(C)CC1=CC=CC=C1
InChI Identifier
InChI=1S/C11H17N/c1-3-12-10(2)9-11-7-5-4-6-8-11/h4-8,10,12H,3,9H2,1-2H3
InChI KeyYAGBSNMZQKEFCO-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.
KingdomOrganic compounds
Super ClassBenzenoids
ClassBenzene and substituted derivatives
Sub ClassPhenethylamines
Direct ParentAmphetamines and derivatives
Alternative Parents
Substituents
  • Amphetamine or derivatives
  • Phenylpropane
  • Aralkylamine
  • Secondary amine
  • Secondary aliphatic amine
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Amine
  • Aromatic homomonocyclic compound
Molecular FrameworkAromatic homomonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB13285
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider IDNot Available
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkEtilamfetamine
METLIN IDNot Available
PubChem Compound9982
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]