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

2012-09-11 17:32:58 UTC

Update Date

2022-03-07 02:52:18 UTC

HMDB ID

HMDB0029837

Secondary Accession Numbers

HMDB29837

Metabolite Identification

Common Name

Nb-Acetyl-Nb-methyltryptamine

Description

Nb-Acetyl-Nb-methyltryptamine belongs to the class of organic compounds known as 3-alkylindoles. 3-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position. Based on a literature review very few articles have been published on Nb-Acetyl-Nb-methyltryptamine.

Structure

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

HMDB0029837
     RDKit          3D
Nb-Acetyl-Nb-methyltryptamine
 32 33  0  0  0  0  0  0  0  0999 V2000
   -4.3051    1.5913    0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8444    1.3557    0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0208    2.1975    0.5019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3736    0.1586   -0.5465 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2999   -0.8107   -1.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9691   -0.1154   -0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5036   -0.8667    0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9463   -1.1135    0.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5274   -2.3110    0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8552   -2.1118    0.0688 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1586   -0.8285    0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3814   -0.1835    0.4422 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3880    1.1691    0.7789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1815    1.7933    1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9719    1.1651    0.9466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9651   -0.1928    0.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7873    0.6977    0.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5644    2.5160    0.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6818    1.6896   -0.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1943   -1.7608   -0.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3414   -0.4975   -1.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0714   -0.9799   -2.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7362   -0.7678   -1.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3689    0.8296   -0.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7173   -0.2611    1.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0187   -1.8262    0.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0002   -3.2511   -0.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5985   -2.8171   -0.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3229   -0.6889    0.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3115    1.7261    0.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1670    2.8512    1.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0226    1.6435    1.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  8  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
M  END


  Mrv0541 05061304532D          

 16 17  0  0  0  0            999 V2000
    2.7323    3.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3034    4.6797    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6556    4.7339    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2077    4.1208    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8487    4.5624    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9527    3.3362    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1256    3.8547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5889    3.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9263    2.6217    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0178    3.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8400    3.4422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5937    3.7777    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1457    3.1647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7332    2.4502    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3034    3.8547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.0178    2.6172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  8  7  1  0  0  0  0
 10  1  1  0  0  0  0
 11  7  1  0  0  0  0
 11  9  2  0  0  0  0
 12  5  2  0  0  0  0
 12 11  1  0  0  0  0
 13  6  2  0  0  0  0
 13 12  1  0  0  0  0
 14  9  1  0  0  0  0
 14 13  1  0  0  0  0
 15  2  1  0  0  0  0
 15  8  1  0  0  0  0
 15 10  1  0  0  0  0
 16 10  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029837

> <DATABASE_NAME>
hmdb

> <SMILES>
CN(CCC1=CNC2=CC=CC=C12)C(C)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H16N2O/c1-10(16)15(2)8-7-11-9-14-13-6-4-3-5-12(11)13/h3-6,9,14H,7-8H2,1-2H3

> <INCHI_KEY>
QXARHNVPFNXOJM-UHFFFAOYSA-N

> <FORMULA>
C13H16N2O

> <MOLECULAR_WEIGHT>
216.2789

> <EXACT_MASS>
216.126263144

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
24.336186972437524

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
N-[2-(1H-indol-3-yl)ethyl]-N-methylacetamide

> <ALOGPS_LOGP>
2.47

> <JCHEM_LOGP>
1.528960118666666

> <ALOGPS_LOGS>
-2.56

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.1553548446854

> <JCHEM_PKA_STRONGEST_BASIC>
-0.7526153907380405

> <JCHEM_POLAR_SURFACE_AREA>
36.1

> <JCHEM_REFRACTIVITY>
64.71340000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.89e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-[2-(1H-indol-3-yl)ethyl]-N-methylacetamide

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0029837
     RDKit          3D
Nb-Acetyl-Nb-methyltryptamine
 32 33  0  0  0  0  0  0  0  0999 V2000
   -4.3051    1.5913    0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8444    1.3557    0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0208    2.1975    0.5019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3736    0.1586   -0.5465 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2999   -0.8107   -1.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9691   -0.1154   -0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5036   -0.8667    0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9463   -1.1135    0.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5274   -2.3110    0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8552   -2.1118    0.0688 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1586   -0.8285    0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3814   -0.1835    0.4422 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3880    1.1691    0.7789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1815    1.7933    1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9719    1.1651    0.9466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9651   -0.1928    0.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7873    0.6977    0.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5644    2.5160    0.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6818    1.6896   -0.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1943   -1.7608   -0.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3414   -0.4975   -1.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0714   -0.9799   -2.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7362   -0.7678   -1.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3689    0.8296   -0.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7173   -0.2611    1.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0187   -1.8262    0.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0002   -3.2511   -0.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5985   -2.8171   -0.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3229   -0.6889    0.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3115    1.7261    0.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1670    2.8512    1.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0226    1.6435    1.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  8  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       5.100   7.195   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.433   8.735   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.957   8.837   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -5.988   7.692   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -3.451   8.516   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.512   6.228   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.234   7.195   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.099   6.425   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.729   4.894   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.767   6.425   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -1.568   6.425   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.975   7.052   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -4.005   5.907   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0      -3.235   4.574   0.000  0.00  0.00           N+0
HETATM   15  N   UNK     0       2.433   7.195   0.000  0.00  0.00           N+0
HETATM   16  O   UNK     0       3.767   4.885   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   15                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3   12                                                       
CONECT    6    4   13                                                       
CONECT    7    8   11                                                       
CONECT    8    7   15                                                       
CONECT    9   11   14                                                       
CONECT   10    1   15   16                                                  
CONECT   11    7    9   12                                                  
CONECT   12    5   11   13                                                  
CONECT   13    6   12   14                                                  
CONECT   14    9   13                                                       
CONECT   15    2    8   10                                                  
CONECT   16   10                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   34    0
END

COMPND    HMDB0029837
HETATM    1  C1  UNL     1      -4.305   1.591   0.110  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.844   1.356   0.044  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.021   2.198   0.502  1.00  0.00           O  
HETATM    4  N1  UNL     1      -2.374   0.159  -0.547  1.00  0.00           N  
HETATM    5  C3  UNL     1      -3.300  -0.811  -1.074  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.969  -0.115  -0.633  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.504  -0.867   0.614  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.946  -1.114   0.451  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.527  -2.311   0.112  1.00  0.00           C  
HETATM   10  N2  UNL     1       2.855  -2.112   0.069  1.00  0.00           N  
HETATM   11  C8  UNL     1       3.159  -0.828   0.367  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.381  -0.184   0.442  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.388   1.169   0.779  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.181   1.793   1.019  1.00  0.00           C  
HETATM   15  C12 UNL     1       1.972   1.165   0.947  1.00  0.00           C  
HETATM   16  C13 UNL     1       1.965  -0.193   0.609  1.00  0.00           C  
HETATM   17  H1  UNL     1      -4.787   0.698   0.582  1.00  0.00           H  
HETATM   18  H2  UNL     1      -4.564   2.516   0.645  1.00  0.00           H  
HETATM   19  H3  UNL     1      -4.682   1.690  -0.941  1.00  0.00           H  
HETATM   20  H4  UNL     1      -3.194  -1.761  -0.509  1.00  0.00           H  
HETATM   21  H5  UNL     1      -4.341  -0.498  -1.014  1.00  0.00           H  
HETATM   22  H6  UNL     1      -3.071  -0.980  -2.163  1.00  0.00           H  
HETATM   23  H7  UNL     1      -0.736  -0.768  -1.498  1.00  0.00           H  
HETATM   24  H8  UNL     1      -0.369   0.830  -0.643  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.717  -0.261   1.525  1.00  0.00           H  
HETATM   26  H10 UNL     1      -1.019  -1.826   0.699  1.00  0.00           H  
HETATM   27  H11 UNL     1       1.000  -3.251  -0.085  1.00  0.00           H  
HETATM   28  H12 UNL     1       3.598  -2.817  -0.159  1.00  0.00           H  
HETATM   29  H13 UNL     1       5.323  -0.689   0.251  1.00  0.00           H  
HETATM   30  H14 UNL     1       5.312   1.726   0.853  1.00  0.00           H  
HETATM   31  H15 UNL     1       3.167   2.851   1.283  1.00  0.00           H  
HETATM   32  H16 UNL     1       1.023   1.644   1.133  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3    3    4
CONECT    4    5    6
CONECT    5   20   21   22
CONECT    6    7   23   24
CONECT    7    8   25   26
CONECT    8    9    9   16
CONECT    9   10   27
CONECT   10   11   28
CONECT   11   12   12   16
CONECT   12   13   29
CONECT   13   14   14   30
CONECT   14   15   31
CONECT   15   16   16   32
END

HMDB0029837
     RDKit          3D
Nb-Acetyl-Nb-methyltryptamine
 32 33  0  0  0  0  0  0  0  0999 V2000
   -4.3051    1.5913    0.1103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8444    1.3557    0.0442 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0208    2.1975    0.5019 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3736    0.1586   -0.5465 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2999   -0.8107   -1.0744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9691   -0.1154   -0.6330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5036   -0.8667    0.6135 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9463   -1.1135    0.4510 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5274   -2.3110    0.1122 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8552   -2.1118    0.0688 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.1586   -0.8285    0.3670 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3814   -0.1835    0.4422 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3880    1.1691    0.7789 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1815    1.7933    1.0186 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9719    1.1651    0.9466 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9651   -0.1928    0.6088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7873    0.6977    0.5818 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5644    2.5160    0.6450 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6818    1.6896   -0.9406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1943   -1.7608   -0.5093 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3414   -0.4975   -1.0138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0714   -0.9799   -2.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7362   -0.7678   -1.4980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3689    0.8296   -0.6430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7173   -0.2611    1.5251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0187   -1.8262    0.6989 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0002   -3.2511   -0.0846 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5985   -2.8171   -0.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3229   -0.6889    0.2510 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3115    1.7261    0.8527 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1670    2.8512    1.2829 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0226    1.6435    1.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16  8  1  0
 16 11  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  5 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  9 27  1  0
 10 28  1  0
 12 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₃H₁₆N₂O

Average Molecular Weight

216.2789

Monoisotopic Molecular Weight

216.126263144

IUPAC Name

N-[2-(1H-indol-3-yl)ethyl]-N-methylacetamide

Traditional Name

N-[2-(1H-indol-3-yl)ethyl]-N-methylacetamide

CAS Registry Number

Not Available

SMILES

CN(CCC1=CNC2=CC=CC=C12)C(C)=O

InChI Identifier

InChI=1S/C13H16N2O/c1-10(16)15(2)8-7-11-9-14-13-6-4-3-5-12(11)13/h3-6,9,14H,7-8H2,1-2H3

InChI Key

QXARHNVPFNXOJM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 3-alkylindoles. 3-Alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 3-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

3-alkylindoles

Alternative Parents

Substituents

3-alkylindole
Substituted pyrrole
Benzenoid
Pyrrole
Tertiary carboxylic acid amide
Acetamide
Heteroaromatic compound
Carboxamide group
Azacycle
Carboxylic acid derivative
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029837)
Cytoplasm (HMDB: HMDB0029837)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029837)

Source

Endogenous

Endogenous (HMDB: HMDB0029837)

Plant

Plant (HMDB: HMDB0029837)

Exogenous

Food

Food (HMDB: HMDB0029837)

Fruit

Fruits (FooDB: FOOD00871)

Beverage

Beverages (FooDB: FOOD00870)

Exogenous (HMDB: HMDB0029837)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.59 g/L	ALOGPS
logP	2.47	ALOGPS
logP	1.53	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	16.16	ChemAxon
pKa (Strongest Basic)	-0.75	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	36.1 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	64.71 m³·mol⁻¹	ChemAxon
Polarizability	24.34 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
DarkChem	[M+H]+	151.029	31661259
DarkChem	[M-H]-	146.885	31661259
DeepCCS	[M-2H]-	178.101	30932474
DeepCCS	[M+Na]+	153.735	30932474
AllCCS	[M+H]+	149.2	32859911
AllCCS	[M+H-H2O]+	145.2	32859911
AllCCS	[M+NH4]+	152.9	32859911
AllCCS	[M+Na]+	153.9	32859911
AllCCS	[M-H]-	154.6	32859911
AllCCS	[M+Na-2H]-	154.8	32859911
AllCCS	[M+HCOO]-	155.2	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.	5.29 minutes	32390414
Predicted by Siyang on May 30, 2022	11.4369 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.17 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	25.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1724.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	313.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	141.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	177.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	177.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	393.1 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	388.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	85.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	898.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	371.2 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	1299.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	314.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	304.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	335.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	196.3 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	27.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Nb-Acetyl-Nb-methyltryptamine	CN(CCC1=CNC2=CC=CC=C12)C(C)=O	2981.4	Standard polar	33892256
Nb-Acetyl-Nb-methyltryptamine	CN(CCC1=CNC2=CC=CC=C12)C(C)=O	2220.3	Standard non polar	33892256
Nb-Acetyl-Nb-methyltryptamine	CN(CCC1=CNC2=CC=CC=C12)C(C)=O	2248.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Nb-Acetyl-Nb-methyltryptamine,1TMS,isomer #1	CC(=O)N(C)CCC1=CN([Si](C)(C)C)C2=CC=CC=C12	2211.3	Semi standard non polar	33892256
Nb-Acetyl-Nb-methyltryptamine,1TMS,isomer #1	CC(=O)N(C)CCC1=CN([Si](C)(C)C)C2=CC=CC=C12	2215.5	Standard non polar	33892256
Nb-Acetyl-Nb-methyltryptamine,1TBDMS,isomer #1	CC(=O)N(C)CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	2442.2	Semi standard non polar	33892256
Nb-Acetyl-Nb-methyltryptamine,1TBDMS,isomer #1	CC(=O)N(C)CCC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	2428.2	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Nb-Acetyl-Nb-methyltryptamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9210000000-20ba5b2827d1a649b020	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Nb-Acetyl-Nb-methyltryptamine 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 - Nb-Acetyl-Nb-methyltryptamine 10V, Positive-QTOF	splash10-014i-0790000000-c950a9f9020d2bd3d1b2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nb-Acetyl-Nb-methyltryptamine 20V, Positive-QTOF	splash10-004l-0910000000-3ddf79055a7fb3e2a984	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nb-Acetyl-Nb-methyltryptamine 40V, Positive-QTOF	splash10-00kf-2900000000-fcedf96322aed84c2ead	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nb-Acetyl-Nb-methyltryptamine 10V, Negative-QTOF	splash10-014i-0290000000-ce1e4e1bac4cdaae0e39	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nb-Acetyl-Nb-methyltryptamine 20V, Negative-QTOF	splash10-00xr-4950000000-2c83197e2c41f99cbfdc	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nb-Acetyl-Nb-methyltryptamine 40V, Negative-QTOF	splash10-0ab9-9300000000-191d4e71f09847b146bd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nb-Acetyl-Nb-methyltryptamine 10V, Positive-QTOF	splash10-0006-1930000000-43776a2e0b27d8aea8d1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nb-Acetyl-Nb-methyltryptamine 20V, Positive-QTOF	splash10-0006-0900000000-5c0971c3bb10a3b6437f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nb-Acetyl-Nb-methyltryptamine 40V, Positive-QTOF	splash10-0006-4900000000-b956730d956a9247abfa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nb-Acetyl-Nb-methyltryptamine 10V, Negative-QTOF	splash10-014i-0190000000-1f33f5d9c6b029034467	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nb-Acetyl-Nb-methyltryptamine 20V, Negative-QTOF	splash10-00o0-0910000000-f91362c0ed51b3867272	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Nb-Acetyl-Nb-methyltryptamine 40V, Negative-QTOF	splash10-00l6-0910000000-680dd6ea7d3f02ad7307	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

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

FDB001052

KNApSAcK ID

C00054101

Chemspider ID

339489

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

383154

PDB ID

Not Available

ChEBI ID

169440

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Nb-Acetyl-Nb-methyltryptamine (HMDB0029837)

MOL for HMDB0029837 (Nb-Acetyl-Nb-methyltryptamine)

3D MOL for HMDB0029837 (Nb-Acetyl-Nb-methyltryptamine)

3D SDF for HMDB0029837 (Nb-Acetyl-Nb-methyltryptamine)

3D-SDF for HMDB0029837 (Nb-Acetyl-Nb-methyltryptamine)

PDB for HMDB0029837 (Nb-Acetyl-Nb-methyltryptamine)

3D PDB for HMDB0029837 (Nb-Acetyl-Nb-methyltryptamine)

SMILES for HMDB0029837 (Nb-Acetyl-Nb-methyltryptamine)

INCHI for HMDB0029837 (Nb-Acetyl-Nb-methyltryptamine)

Structure for HMDB0029837 (Nb-Acetyl-Nb-methyltryptamine)

3D Structure for HMDB0029837 (Nb-Acetyl-Nb-methyltryptamine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra