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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:50:15 UTC

Update Date

2021-09-26 22:56:08 UTC

HMDB ID

HMDB0246824

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-Methoxytryptoline

Description

5-Methoxytryptoline belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. Based on a literature review a significant number of articles have been published on 5-Methoxytryptoline. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5-methoxytryptoline is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5-Methoxytryptoline 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

HMDB0246824
     RDKit          3D
5-Methoxytryptoline
 29 31  0  0  0  0  0  0  0  0999 V2000
   -2.7862    2.5243   -0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6759    1.6894    0.0120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7459    0.3066   -0.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9150   -0.3820   -0.3170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9001   -1.7585   -0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7325   -2.4574   -0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5592   -1.8029   -0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7192   -2.2444    0.1245 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5038   -1.1979    0.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -0.0474    0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5734   -0.4256    0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4317    1.2382    0.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966    1.2748   -0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3884    0.0314   -0.3914 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9637   -0.9494    0.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6061    3.4739    0.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9777    2.7468   -1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7221    2.0913    0.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8501    0.1890   -0.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8236   -2.2919   -0.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7242   -3.5486   -0.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0325   -3.2316    0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6541    1.4203    1.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7270    2.0451    0.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3174    2.1250    0.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4032    1.5406   -1.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4243    0.1195   -0.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0484   -0.6218    1.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5671   -1.8568    0.4152 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  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 11  3  1  0
 11  7  2  0
 15  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  0
  6 21  1  0
  8 22  1  0
 12 23  1  0
 12 24  1  0
 13 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 15 29  1  0
M  END

  Mrv1652309112101502D          

 15 17  0  0  0  0            999 V2000
    3.1956    2.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6435    1.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7054    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9604    0.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4084   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6014   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3464    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5214    0.5840    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2665   -0.2006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339   -0.6855    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4595   -0.3721    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0925    0.2410    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1624    1.0256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9694    1.1971    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
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
  7 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  9 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246824

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=CC2=C1C1=C(CNCC1)N2

> <INCHI_IDENTIFIER>
InChI=1S/C12H14N2O/c1-15-11-4-2-3-9-12(11)8-5-6-13-7-10(8)14-9/h2-4,13-14H,5-7H2,1H3

> <INCHI_KEY>
VPZWHBCLJCKHGZ-UHFFFAOYSA-N

> <FORMULA>
C12H14N2O

> <MOLECULAR_WEIGHT>
202.257

> <EXACT_MASS>
202.110613079

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
22.397745394290503

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-methoxy-1H,2H,3H,4H,9H-pyrido[3,4-b]indole

> <ALOGPS_LOGP>
1.31

> <JCHEM_LOGP>
1.4325750030000002

> <ALOGPS_LOGS>
-2.66

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.750429131747357

> <JCHEM_PKA_STRONGEST_BASIC>
9.082735753617733

> <JCHEM_POLAR_SURFACE_AREA>
37.05

> <JCHEM_REFRACTIVITY>
60.0428

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.44e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-methoxy-1H,2H,3H,4H,9H-pyrido[3,4-b]indole

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0246824
     RDKit          3D
5-Methoxytryptoline
 29 31  0  0  0  0  0  0  0  0999 V2000
   -2.7862    2.5243   -0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6759    1.6894    0.0120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7459    0.3066   -0.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9150   -0.3820   -0.3170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9001   -1.7585   -0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7325   -2.4574   -0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5592   -1.8029   -0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7192   -2.2444    0.1245 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5038   -1.1979    0.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -0.0474    0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5734   -0.4256    0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4317    1.2382    0.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966    1.2748   -0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3884    0.0314   -0.3914 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9637   -0.9494    0.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6061    3.4739    0.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9777    2.7468   -1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7221    2.0913    0.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8501    0.1890   -0.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8236   -2.2919   -0.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7242   -3.5486   -0.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0325   -3.2316    0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6541    1.4203    1.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7270    2.0451    0.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3174    2.1250    0.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4032    1.5406   -1.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4243    0.1195   -0.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0484   -0.6218    1.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5671   -1.8568    0.4152 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  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 11  3  1  0
 11  7  2  0
 15  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  0
  6 21  1  0
  8 22  1  0
 12 23  1  0
 12 24  1  0
 13 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 15 29  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       5.965   4.844   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0       4.935   3.699   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       5.410   2.235   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.917   1.914   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.393   0.450   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.856  -0.374   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       3.610  -1.280   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -0.173   0.450   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.810   2.235   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                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   11                                                  
CONECT    8    7    3    9                                                  
CONECT    9    8   10   15                                                  
CONECT   10    9   11   12                                                  
CONECT   11   10    7                                                       
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14    9                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   34    0
END

COMPND    HMDB0246824
HETATM    1  C1  UNL     1      -2.786   2.524  -0.105  1.00  0.00           C  
HETATM    2  O1  UNL     1      -1.676   1.689   0.012  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.746   0.307  -0.090  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.915  -0.382  -0.317  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.900  -1.759  -0.405  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.733  -2.457  -0.270  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.559  -1.803  -0.045  1.00  0.00           C  
HETATM    8  N1  UNL     1       0.719  -2.244   0.124  1.00  0.00           N  
HETATM    9  C7  UNL     1       1.504  -1.198   0.315  1.00  0.00           C  
HETATM   10  C8  UNL     1       0.715  -0.047   0.269  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.573  -0.426   0.044  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.432   1.238   0.465  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.697   1.275  -0.331  1.00  0.00           C  
HETATM   14  N2  UNL     1       3.388   0.031  -0.391  1.00  0.00           N  
HETATM   15  C12 UNL     1       2.964  -0.949   0.558  1.00  0.00           C  
HETATM   16  H1  UNL     1      -2.606   3.474   0.437  1.00  0.00           H  
HETATM   17  H2  UNL     1      -2.978   2.747  -1.165  1.00  0.00           H  
HETATM   18  H3  UNL     1      -3.722   2.091   0.304  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.850   0.189  -0.425  1.00  0.00           H  
HETATM   20  H5  UNL     1      -3.824  -2.292  -0.584  1.00  0.00           H  
HETATM   21  H6  UNL     1      -1.724  -3.549  -0.341  1.00  0.00           H  
HETATM   22  H7  UNL     1       1.032  -3.232   0.108  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.654   1.420   1.529  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.727   2.045   0.120  1.00  0.00           H  
HETATM   25  H10 UNL     1       3.317   2.125   0.011  1.00  0.00           H  
HETATM   26  H11 UNL     1       2.403   1.541  -1.390  1.00  0.00           H  
HETATM   27  H12 UNL     1       4.424   0.120  -0.461  1.00  0.00           H  
HETATM   28  H13 UNL     1       3.048  -0.622   1.609  1.00  0.00           H  
HETATM   29  H14 UNL     1       3.567  -1.857   0.415  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3
CONECT    3    4    4   11
CONECT    4    5   19
CONECT    5    6    6   20
CONECT    6    7   21
CONECT    7    8   11   11
CONECT    8    9   22
CONECT    9   10   10   15
CONECT   10   11   12
CONECT   12   13   23   24
CONECT   13   14   25   26
CONECT   14   15   27
CONECT   15   28   29
END

HMDB0246824
     RDKit          3D
5-Methoxytryptoline
 29 31  0  0  0  0  0  0  0  0999 V2000
   -2.7862    2.5243   -0.1053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6759    1.6894    0.0120 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7459    0.3066   -0.0901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9150   -0.3820   -0.3170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9001   -1.7585   -0.4055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7325   -2.4574   -0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5592   -1.8029   -0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7192   -2.2444    0.1245 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5038   -1.1979    0.3153 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7149   -0.0474    0.2687 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5734   -0.4256    0.0437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4317    1.2382    0.4648 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6966    1.2748   -0.3311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3884    0.0314   -0.3914 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.9637   -0.9494    0.5584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6061    3.4739    0.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9777    2.7468   -1.1646 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7221    2.0913    0.3042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8501    0.1890   -0.4246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8236   -2.2919   -0.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7242   -3.5486   -0.3410 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0325   -3.2316    0.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6541    1.4203    1.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7270    2.0451    0.1196 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3174    2.1250    0.0114 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4032    1.5406   -1.3895 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4243    0.1195   -0.4614 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0484   -0.6218    1.6090 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5671   -1.8568    0.4152 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  1  0
  9 10  2  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 11  3  1  0
 11  7  2  0
 15  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  4 19  1  0
  5 20  1  0
  6 21  1  0
  8 22  1  0
 12 23  1  0
 12 24  1  0
 13 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 15 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₂H₁₄N₂O

Average Molecular Weight

202.257

Monoisotopic Molecular Weight

202.110613079

IUPAC Name

5-methoxy-1H,2H,3H,4H,9H-pyrido[3,4-b]indole

Traditional Name

5-methoxy-1H,2H,3H,4H,9H-pyrido[3,4-b]indole

CAS Registry Number

Not Available

SMILES

COC1=CC=CC2=C1C1=C(CNCC1)N2

InChI Identifier

InChI=1S/C12H14N2O/c1-15-11-4-2-3-9-12(11)8-5-6-13-7-10(8)14-9/h2-4,13-14H,5-7H2,1H3

InChI Key

VPZWHBCLJCKHGZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as beta carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Pyridoindoles

Direct Parent

Beta carbolines

Alternative Parents

Substituents

Beta-carboline
3-alkylindole
Indole
Anisole
Alkyl aryl ether
Aralkylamine
Benzenoid
Heteroaromatic compound
Pyrrole
Secondary aliphatic amine
Ether
Azacycle
Secondary amine
Hydrocarbon derivative
Amine
Organic nitrogen compound
Organopnictogen compound
Organonitrogen compound
Organooxygen compound
Organic oxygen compound
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)

Source

Exogenous

Exogenous (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	1.31	ALOGPS
logP	1.43	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	16.75	ChemAxon
pKa (Strongest Basic)	9.08	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	1	ChemAxon
Refractivity	60.04 m³·mol⁻¹	ChemAxon
Polarizability	22.4 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]+	147.449	30932474
DeepCCS	[M-H]-	145.091	30932474
DeepCCS	[M-2H]-	179.826	30932474
DeepCCS	[M+Na]+	155.323	30932474
AllCCS	[M+H]+	144.5	32859911
AllCCS	[M+H-H2O]+	140.2	32859911
AllCCS	[M+NH4]+	148.5	32859911
AllCCS	[M+Na]+	149.7	32859911
AllCCS	[M-H]-	149.8	32859911
AllCCS	[M+Na-2H]-	149.7	32859911
AllCCS	[M+HCOO]-	149.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Methoxytryptoline	COC1=CC=CC2=C1C1=C(CNCC1)N2	3122.1	Standard polar	33892256
5-Methoxytryptoline	COC1=CC=CC2=C1C1=C(CNCC1)N2	2022.9	Standard non polar	33892256
5-Methoxytryptoline	COC1=CC=CC2=C1C1=C(CNCC1)N2	2235.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Methoxytryptoline,1TMS,isomer #1	COC1=CC=CC2=C1C1=C(CN([Si](C)(C)C)CC1)[NH]2	2240.8	Semi standard non polar	33892256
5-Methoxytryptoline,1TMS,isomer #1	COC1=CC=CC2=C1C1=C(CN([Si](C)(C)C)CC1)[NH]2	2129.5	Standard non polar	33892256
5-Methoxytryptoline,1TMS,isomer #1	COC1=CC=CC2=C1C1=C(CN([Si](C)(C)C)CC1)[NH]2	2770.5	Standard polar	33892256
5-Methoxytryptoline,1TMS,isomer #2	COC1=CC=CC2=C1C1=C(CNCC1)N2[Si](C)(C)C	2196.8	Semi standard non polar	33892256
5-Methoxytryptoline,1TMS,isomer #2	COC1=CC=CC2=C1C1=C(CNCC1)N2[Si](C)(C)C	1959.2	Standard non polar	33892256
5-Methoxytryptoline,1TMS,isomer #2	COC1=CC=CC2=C1C1=C(CNCC1)N2[Si](C)(C)C	2666.2	Standard polar	33892256
5-Methoxytryptoline,2TMS,isomer #1	COC1=CC=CC2=C1C1=C(CN([Si](C)(C)C)CC1)N2[Si](C)(C)C	2250.8	Semi standard non polar	33892256
5-Methoxytryptoline,2TMS,isomer #1	COC1=CC=CC2=C1C1=C(CN([Si](C)(C)C)CC1)N2[Si](C)(C)C	2216.7	Standard non polar	33892256
5-Methoxytryptoline,2TMS,isomer #1	COC1=CC=CC2=C1C1=C(CN([Si](C)(C)C)CC1)N2[Si](C)(C)C	2520.0	Standard polar	33892256
5-Methoxytryptoline,1TBDMS,isomer #1	COC1=CC=CC2=C1C1=C(CN([Si](C)(C)C(C)(C)C)CC1)[NH]2	2506.1	Semi standard non polar	33892256
5-Methoxytryptoline,1TBDMS,isomer #1	COC1=CC=CC2=C1C1=C(CN([Si](C)(C)C(C)(C)C)CC1)[NH]2	2350.7	Standard non polar	33892256
5-Methoxytryptoline,1TBDMS,isomer #1	COC1=CC=CC2=C1C1=C(CN([Si](C)(C)C(C)(C)C)CC1)[NH]2	2963.2	Standard polar	33892256
5-Methoxytryptoline,1TBDMS,isomer #2	COC1=CC=CC2=C1C1=C(CNCC1)N2[Si](C)(C)C(C)(C)C	2409.4	Semi standard non polar	33892256
5-Methoxytryptoline,1TBDMS,isomer #2	COC1=CC=CC2=C1C1=C(CNCC1)N2[Si](C)(C)C(C)(C)C	2191.2	Standard non polar	33892256
5-Methoxytryptoline,1TBDMS,isomer #2	COC1=CC=CC2=C1C1=C(CNCC1)N2[Si](C)(C)C(C)(C)C	2739.2	Standard polar	33892256
5-Methoxytryptoline,2TBDMS,isomer #1	COC1=CC=CC2=C1C1=C(CN([Si](C)(C)C(C)(C)C)CC1)N2[Si](C)(C)C(C)(C)C	2659.7	Semi standard non polar	33892256
5-Methoxytryptoline,2TBDMS,isomer #1	COC1=CC=CC2=C1C1=C(CN([Si](C)(C)C(C)(C)C)CC1)N2[Si](C)(C)C(C)(C)C	2636.9	Standard non polar	33892256
5-Methoxytryptoline,2TBDMS,isomer #1	COC1=CC=CC2=C1C1=C(CN([Si](C)(C)C(C)(C)C)CC1)N2[Si](C)(C)C(C)(C)C	2750.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methoxytryptoline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0pi9-0910000000-0c986a4e15c8acda46bf	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methoxytryptoline 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 - 5-Methoxytryptoline 10V, Positive-QTOF	splash10-0udi-0090000000-ee2fb06e46c3edc2e07a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxytryptoline 20V, Positive-QTOF	splash10-0udi-0190000000-1fb2d09226f6964485c1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxytryptoline 40V, Positive-QTOF	splash10-0aba-0900000000-688324e4c65d03d74713	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxytryptoline 10V, Negative-QTOF	splash10-0udi-0090000000-53c3fa4c5460be246d0c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxytryptoline 20V, Negative-QTOF	splash10-0udi-0290000000-4d015f5558484822772f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methoxytryptoline 40V, Negative-QTOF	splash10-014j-0900000000-def87775221cc9d16e6d	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

147954

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Pinoline

METLIN ID

Not Available

PubChem Compound

169160

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-Methoxytryptoline (HMDB0246824)

MOL for HMDB0246824 (5-Methoxytryptoline)

3D MOL for HMDB0246824 (5-Methoxytryptoline)

3D SDF for HMDB0246824 (5-Methoxytryptoline)

3D-SDF for HMDB0246824 (5-Methoxytryptoline)

PDB for HMDB0246824 (5-Methoxytryptoline)

3D PDB for HMDB0246824 (5-Methoxytryptoline)

SMILES for HMDB0246824 (5-Methoxytryptoline)

INCHI for HMDB0246824 (5-Methoxytryptoline)

Structure for HMDB0246824 (5-Methoxytryptoline)

3D Structure for HMDB0246824 (5-Methoxytryptoline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra