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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 18:16:44 UTC

Update Date

2021-09-26 23:13:38 UTC

HMDB ID

HMDB0257345

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

Description

5-methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole. Based on a literature review very few articles have been published on 5-methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5-methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1h-indole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0257345
     RDKit          3D
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.7558    1.8978    0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3516    1.8061    0.4225 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7448    0.6023    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4988   -0.5093   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8522   -1.7078   -0.3196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4828   -1.8325   -0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6499   -2.8641   -0.5481 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6130   -2.4237   -0.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6164   -1.0514   -0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8130   -0.2528    0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9979   -0.8398   -0.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2986   -0.1423   -0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0996    1.2971   -0.2705 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1774    1.6958    0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7886    1.1632    0.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7118   -0.6913   -0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3633    0.4980    0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2205    1.4914   -0.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1690    1.3343    1.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9967    2.9934    0.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5753   -0.4039   -0.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4561   -2.5792   -0.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9064   -3.8612   -0.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4778   -3.0241   -0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0438   -1.8678   -0.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0354   -0.5301   -0.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6680   -0.2633    0.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6333    1.4217   -1.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1188    2.8217    0.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5133    1.3621    1.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2078    1.2453    1.4091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3913    1.8149   -0.3356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7589    1.3993    0.3538 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
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  9 16  1  0
 16 17  2  0
 17  3  1  0
 16  6  1  0
 15 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 17 33  1  0
M  END


  Mrv1652309112120172D          

 17 19  0  0  0  0            999 V2000
    3.4990    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7845    0.6979    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536   -0.5422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1014   -1.3268    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083   -1.4984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604   -0.8853    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  3  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
  5 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 12 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257345

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC2=C(NC=C2C2=CCNCC2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H16N2O/c1-17-11-2-3-14-12(8-11)13(9-16-14)10-4-6-15-7-5-10/h2-4,8-9,15-16H,5-7H2,1H3

> <INCHI_KEY>
KRVMLPUDAOWOGN-UHFFFAOYSA-N

> <FORMULA>
C14H16N2O

> <MOLECULAR_WEIGHT>
228.295

> <EXACT_MASS>
228.126263143

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
25.773748541528082

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

> <ALOGPS_LOGP>
2.54

> <JCHEM_LOGP>
1.9084627683333337

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.485266945931517

> <JCHEM_PKA_STRONGEST_BASIC>
9.574484531886593

> <JCHEM_POLAR_SURFACE_AREA>
37.05

> <JCHEM_REFRACTIVITY>
69.7247

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.52e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0257345
     RDKit          3D
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.7558    1.8978    0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3516    1.8061    0.4225 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7448    0.6023    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4988   -0.5093   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8522   -1.7078   -0.3196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4828   -1.8325   -0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6499   -2.8641   -0.5481 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6130   -2.4237   -0.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6164   -1.0514   -0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8130   -0.2528    0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9979   -0.8398   -0.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2986   -0.1423   -0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0996    1.2971   -0.2705 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1774    1.6958    0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7886    1.1632    0.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7118   -0.6913   -0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3633    0.4980    0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2205    1.4914   -0.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1690    1.3343    1.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9967    2.9934    0.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5753   -0.4039   -0.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4561   -2.5792   -0.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9064   -3.8612   -0.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4778   -3.0241   -0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0438   -1.8678   -0.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0354   -0.5301   -0.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6680   -0.2633    0.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6333    1.4217   -1.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1188    2.8217    0.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5133    1.3621    1.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2078    1.2453    1.4091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3913    1.8149   -0.3356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7589    1.3993    0.3538 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
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  9 16  1  0
 16 17  2  0
 17  3  1  0
 16  6  1  0
 15 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 17 33  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       6.531   2.073   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       5.198   1.303   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       3.864   2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.530   1.303   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.197   2.073   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.197   3.613   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.530   4.383   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.864   3.613   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -0.268   4.089   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -1.173   2.843   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.268   1.597   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -0.744   0.132   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.287  -1.012   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.189  -2.477   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -1.696  -2.797   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0      -2.726  -1.652   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -2.250  -0.188   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   11                                                  
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    3                                                       
CONECT    9    6   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10    5   12                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   38    0
END

COMPND    HMDB0257345
HETATM    1  C1  UNL     1       4.756   1.898   0.427  1.00  0.00           C  
HETATM    2  O1  UNL     1       3.352   1.806   0.422  1.00  0.00           O  
HETATM    3  C2  UNL     1       2.745   0.602   0.173  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.499  -0.509  -0.071  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.852  -1.708  -0.320  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.483  -1.833  -0.332  1.00  0.00           C  
HETATM    7  N1  UNL     1       0.650  -2.864  -0.548  1.00  0.00           N  
HETATM    8  C6  UNL     1      -0.613  -2.424  -0.444  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.616  -1.051  -0.148  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.813  -0.253   0.019  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.998  -0.840  -0.203  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.299  -0.142  -0.071  1.00  0.00           C  
HETATM   13  N2  UNL     1      -4.100   1.297  -0.271  1.00  0.00           N  
HETATM   14  C11 UNL     1      -3.177   1.696   0.771  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.789   1.163   0.447  1.00  0.00           C  
HETATM   16  C13 UNL     1       0.712  -0.691  -0.080  1.00  0.00           C  
HETATM   17  C14 UNL     1       1.363   0.498   0.165  1.00  0.00           C  
HETATM   18  H1  UNL     1       5.221   1.491  -0.491  1.00  0.00           H  
HETATM   19  H2  UNL     1       5.169   1.334   1.278  1.00  0.00           H  
HETATM   20  H3  UNL     1       4.997   2.993   0.499  1.00  0.00           H  
HETATM   21  H4  UNL     1       4.575  -0.404  -0.060  1.00  0.00           H  
HETATM   22  H5  UNL     1       3.456  -2.579  -0.511  1.00  0.00           H  
HETATM   23  H6  UNL     1       0.906  -3.861  -0.765  1.00  0.00           H  
HETATM   24  H7  UNL     1      -1.478  -3.024  -0.566  1.00  0.00           H  
HETATM   25  H8  UNL     1      -3.044  -1.868  -0.495  1.00  0.00           H  
HETATM   26  H9  UNL     1      -5.035  -0.530  -0.803  1.00  0.00           H  
HETATM   27  H10 UNL     1      -4.668  -0.263   0.968  1.00  0.00           H  
HETATM   28  H11 UNL     1      -3.633   1.422  -1.197  1.00  0.00           H  
HETATM   29  H12 UNL     1      -3.119   2.822   0.710  1.00  0.00           H  
HETATM   30  H13 UNL     1      -3.513   1.362   1.763  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.208   1.245   1.409  1.00  0.00           H  
HETATM   32  H15 UNL     1      -1.391   1.815  -0.336  1.00  0.00           H  
HETATM   33  H16 UNL     1       0.759   1.399   0.354  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3
CONECT    3    4    4   17
CONECT    4    5   21
CONECT    5    6    6   22
CONECT    6    7   16
CONECT    7    8   23
CONECT    8    9    9   24
CONECT    9   10   16
CONECT   10   11   11   15
CONECT   11   12   25
CONECT   12   13   26   27
CONECT   13   14   28
CONECT   14   15   29   30
CONECT   15   31   32
CONECT   16   17   17
CONECT   17   33
END

HMDB0257345
     RDKit          3D
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole
 33 35  0  0  0  0  0  0  0  0999 V2000
    4.7558    1.8978    0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3516    1.8061    0.4225 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7448    0.6023    0.1729 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4988   -0.5093   -0.0714 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8522   -1.7078   -0.3196 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4828   -1.8325   -0.3316 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6499   -2.8641   -0.5481 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6130   -2.4237   -0.4440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6164   -1.0514   -0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8130   -0.2528    0.0191 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9979   -0.8398   -0.2032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2986   -0.1423   -0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0996    1.2971   -0.2705 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1774    1.6958    0.7710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7886    1.1632    0.4474 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7118   -0.6913   -0.0803 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3633    0.4980    0.1653 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2205    1.4914   -0.4911 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1690    1.3343    1.2784 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9967    2.9934    0.4986 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5753   -0.4039   -0.0602 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4561   -2.5792   -0.5114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9064   -3.8612   -0.7651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4778   -3.0241   -0.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0438   -1.8678   -0.4954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0354   -0.5301   -0.8033 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6680   -0.2633    0.9676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6333    1.4217   -1.1967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1188    2.8217    0.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5133    1.3621    1.7633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2078    1.2453    1.4091 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3913    1.8149   -0.3356 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7589    1.3993    0.3538 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
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
  9 16  1  0
 16 17  2  0
 17  3  1  0
 16  6  1  0
 15 10  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  4 21  1  0
  5 22  1  0
  7 23  1  0
  8 24  1  0
 11 25  1  0
 12 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 14 30  1  0
 15 31  1  0
 15 32  1  0
 17 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Methoxy 3-(1,2,3,6-tetrahydro-4-pyridinyl)1H indole	MeSH
Butanedioic acid, compd. with 5-methoxy-3-(1,2,3,6-tetrahydro-4-pyridinyl)-1H-indole	MeSH

Chemical Formula

C₁₄H₁₆N₂O

Average Molecular Weight

228.295

Monoisotopic Molecular Weight

228.126263143

IUPAC Name

5-methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

Traditional Name

5-methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole

CAS Registry Number

Not Available

SMILES

COC1=CC2=C(NC=C2C2=CCNCC2)C=C1

InChI Identifier

InChI=1S/C14H16N2O/c1-17-11-2-3-14-12(8-11)13(9-16-14)10-4-6-15-7-5-10/h2-4,8-9,15-16H,5-7H2,1H3

InChI Key

KRVMLPUDAOWOGN-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

Indoles

Alternative Parents

Substituents

Indole
Anisole
Alkyl aryl ether
Hydropyridine
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Secondary amine
Ether
Secondary aliphatic amine
Azacycle
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.54	ALOGPS
logP	1.91	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	16.49	ChemAxon
pKa (Strongest Basic)	9.57	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	37.05 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	69.72 m³·mol⁻¹	ChemAxon
Polarizability	25.77 Å³	ChemAxon
Number of Rings	3	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
DeepCCS	[M+H]+	151.697	30932474
DeepCCS	[M-H]-	149.317	30932474
DeepCCS	[M-2H]-	182.355	30932474
DeepCCS	[M+Na]+	157.768	30932474
AllCCS	[M+H]+	152.7	32859911
AllCCS	[M+H-H2O]+	148.5	32859911
AllCCS	[M+NH4]+	156.5	32859911
AllCCS	[M+Na]+	157.6	32859911
AllCCS	[M-H]-	158.7	32859911
AllCCS	[M+Na-2H]-	158.5	32859911
AllCCS	[M+HCOO]-	158.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole	COC1=CC2=C(NC=C2C2=CCNCC2)C=C1	3371.9	Standard polar	33892256
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole	COC1=CC2=C(NC=C2C2=CCNCC2)C=C1	2249.7	Standard non polar	33892256
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole	COC1=CC2=C(NC=C2C2=CCNCC2)C=C1	2510.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole,1TMS,isomer #1	COC1=CC=C2C(=C1)C(C1=CCNCC1)=CN2[Si](C)(C)C	2461.9	Semi standard non polar	33892256
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole,1TMS,isomer #1	COC1=CC=C2C(=C1)C(C1=CCNCC1)=CN2[Si](C)(C)C	2288.6	Standard non polar	33892256
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole,1TMS,isomer #1	COC1=CC=C2C(=C1)C(C1=CCNCC1)=CN2[Si](C)(C)C	3019.6	Standard polar	33892256
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole,1TMS,isomer #2	COC1=CC=C2[NH]C=C(C3=CCN([Si](C)(C)C)CC3)C2=C1	2485.5	Semi standard non polar	33892256
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole,1TMS,isomer #2	COC1=CC=C2[NH]C=C(C3=CCN([Si](C)(C)C)CC3)C2=C1	2412.7	Standard non polar	33892256
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole,1TMS,isomer #2	COC1=CC=C2[NH]C=C(C3=CCN([Si](C)(C)C)CC3)C2=C1	3020.5	Standard polar	33892256
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole,2TMS,isomer #1	COC1=CC=C2C(=C1)C(C1=CCN([Si](C)(C)C)CC1)=CN2[Si](C)(C)C	2527.1	Semi standard non polar	33892256
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole,2TMS,isomer #1	COC1=CC=C2C(=C1)C(C1=CCN([Si](C)(C)C)CC1)=CN2[Si](C)(C)C	2537.0	Standard non polar	33892256
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole,2TMS,isomer #1	COC1=CC=C2C(=C1)C(C1=CCN([Si](C)(C)C)CC1)=CN2[Si](C)(C)C	2876.0	Standard polar	33892256
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole,1TBDMS,isomer #1	COC1=CC=C2C(=C1)C(C1=CCNCC1)=CN2[Si](C)(C)C(C)(C)C	2632.7	Semi standard non polar	33892256
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole,1TBDMS,isomer #1	COC1=CC=C2C(=C1)C(C1=CCNCC1)=CN2[Si](C)(C)C(C)(C)C	2494.3	Standard non polar	33892256
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole,1TBDMS,isomer #1	COC1=CC=C2C(=C1)C(C1=CCNCC1)=CN2[Si](C)(C)C(C)(C)C	3124.8	Standard polar	33892256
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole,1TBDMS,isomer #2	COC1=CC=C2[NH]C=C(C3=CCN([Si](C)(C)C(C)(C)C)CC3)C2=C1	2710.6	Semi standard non polar	33892256
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole,1TBDMS,isomer #2	COC1=CC=C2[NH]C=C(C3=CCN([Si](C)(C)C(C)(C)C)CC3)C2=C1	2610.8	Standard non polar	33892256
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole,1TBDMS,isomer #2	COC1=CC=C2[NH]C=C(C3=CCN([Si](C)(C)C(C)(C)C)CC3)C2=C1	3191.8	Standard polar	33892256
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole,2TBDMS,isomer #1	COC1=CC=C2C(=C1)C(C1=CCN([Si](C)(C)C(C)(C)C)CC1)=CN2[Si](C)(C)C(C)(C)C	2935.3	Semi standard non polar	33892256
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole,2TBDMS,isomer #1	COC1=CC=C2C(=C1)C(C1=CCN([Si](C)(C)C(C)(C)C)CC1)=CN2[Si](C)(C)C(C)(C)C	2943.2	Standard non polar	33892256
5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole,2TBDMS,isomer #1	COC1=CC=C2C(=C1)C(C1=CCN([Si](C)(C)C(C)(C)C)CC1)=CN2[Si](C)(C)C(C)(C)C	3082.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0iki-1960000000-7603010dddef88c67aa2	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

97138

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole (HMDB0257345)

MOL for HMDB0257345 (5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole)

3D MOL for HMDB0257345 (5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole)

3D SDF for HMDB0257345 (5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole)

3D-SDF for HMDB0257345 (5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole)

PDB for HMDB0257345 (5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole)

3D PDB for HMDB0257345 (5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole)

SMILES for HMDB0257345 (5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole)

INCHI for HMDB0257345 (5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole)

Structure for HMDB0257345 (5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole)

3D Structure for HMDB0257345 (5-Methoxy-3-(1,2,3,6-tetrahydropyridin-4-yl)-1H-indole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra