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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 22:09:41 UTC

Update Date

2021-09-26 23:17:05 UTC

HMDB ID

HMDB0259513

Secondary Accession Numbers

None

Metabolite Identification

Common Name

7-Methoxy tropisetron

Description

8-methyl-8-azabicyclo[3.2.1]octan-3-yl 7-methoxy-1H-indole-3-carboxylate belongs to the class of organic compounds known as indolecarboxylic acids and derivatives. Indolecarboxylic acids and derivatives are compounds containing a carboxylic acid group (or a derivative thereof) linked to an indole. Based on a literature review very few articles have been published on 8-methyl-8-azabicyclo[3.2.1]octan-3-yl 7-methoxy-1H-indole-3-carboxylate. This compound has been identified in human blood as reported by (PMID: 31557052 ). 7-methoxy tropisetron is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 7-Methoxy tropisetron 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

HMDB0259513
     RDKit          3D
7-Methoxy tropisetron
 45 48  0  0  0  0  0  0  0  0999 V2000
    7.5498   -0.6768   -0.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1950   -0.6886   -0.7478 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2015   -0.3705    0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5614   -0.0452    1.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5494    0.2731    2.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159    0.2701    1.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8635   -0.0575    0.6969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6502   -0.1424    0.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3270    0.1050    0.6313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1702    0.4440    1.8324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8027   -0.0266   -0.1450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1175    0.1981    0.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9217   -1.0466    0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3843   -0.8369   -0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6805   -0.9897   -1.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2421    0.3723   -2.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1097    1.2566   -0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6721    1.3790   -0.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8198    0.5176    0.2297 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6473    0.9777    1.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9127   -0.5151   -1.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2548   -0.6482   -1.3658 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8707   -0.3730   -0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7802   -1.5281    0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2052   -0.8063   -1.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8337    0.2429    0.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5870   -0.0245    1.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8454    0.5246    3.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4183    0.5191    2.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0050    0.4829    1.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7868   -1.6452    1.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5199   -1.6803   -0.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0113   -1.5150    0.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1308   -1.8111   -1.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7966   -1.0964   -1.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9378    0.7834   -2.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2372    0.2244   -2.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    2.2645   -0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969    1.5737   -1.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5500    2.3132    0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6660    1.2342    1.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2364    0.2271    2.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0819    1.9337    1.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1890   -0.6728   -1.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7855   -0.9206   -2.2254 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
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8 21  2  0
 21 22  1  0
 22 23  1  0
 23  3  1  0
 23  7  2  0
 18 12  1  0
 19 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
M  END


  Mrv1652309122100102D          

 23 26  0  0  0  0            999 V2000
   -1.2630    1.9278    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7479    2.5953    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9380    3.1021    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6265    3.5566    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4111    3.3016    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7010    2.5292    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2779    1.8210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604    1.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8641    2.2804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054    0.9256    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1536    1.3672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   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   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   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   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -2.3479    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -2.7604    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  2  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  3  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 13 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 20 21  2  0  0  0  0
 16 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0259513

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=CC2=C1NC=C2C(=O)OC1CC2CCC(C1)N2C

> <INCHI_IDENTIFIER>
InChI=1S/C18H22N2O3/c1-20-11-6-7-12(20)9-13(8-11)23-18(21)15-10-19-17-14(15)4-3-5-16(17)22-2/h3-5,10-13,19H,6-9H2,1-2H3

> <INCHI_KEY>
GMKZFWHCKJSRHX-UHFFFAOYSA-N

> <FORMULA>
C18H22N2O3

> <MOLECULAR_WEIGHT>
314.385

> <EXACT_MASS>
314.163042576

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
34.01896115279108

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-methyl-8-azabicyclo[3.2.1]octan-3-yl 7-methoxy-1H-indole-3-carboxylate

> <ALOGPS_LOGP>
3.07

> <JCHEM_LOGP>
2.3613217229720047

> <ALOGPS_LOGS>
-2.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
4

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
11.295382817927516

> <JCHEM_PKA_STRONGEST_BASIC>
9.34532358701769

> <JCHEM_POLAR_SURFACE_AREA>
54.56

> <JCHEM_REFRACTIVITY>
87.96549999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.30e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-methyl-8-azabicyclo[3.2.1]octan-3-yl 7-methoxy-1H-indole-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0259513
     RDKit          3D
7-Methoxy tropisetron
 45 48  0  0  0  0  0  0  0  0999 V2000
    7.5498   -0.6768   -0.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1950   -0.6886   -0.7478 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2015   -0.3705    0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5614   -0.0452    1.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5494    0.2731    2.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159    0.2701    1.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8635   -0.0575    0.6969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6502   -0.1424    0.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3270    0.1050    0.6313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1702    0.4440    1.8324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8027   -0.0266   -0.1450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1175    0.1981    0.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9217   -1.0466    0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3843   -0.8369   -0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6805   -0.9897   -1.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2421    0.3723   -2.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1097    1.2566   -0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6721    1.3790   -0.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8198    0.5176    0.2297 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6473    0.9777    1.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9127   -0.5151   -1.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2548   -0.6482   -1.3658 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8707   -0.3730   -0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7802   -1.5281    0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2052   -0.8063   -1.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8337    0.2429    0.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5870   -0.0245    1.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8454    0.5246    3.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4183    0.5191    2.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0050    0.4829    1.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7868   -1.6452    1.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5199   -1.6803   -0.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0113   -1.5150    0.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1308   -1.8111   -1.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7966   -1.0964   -1.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9378    0.7834   -2.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2372    0.2244   -2.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    2.2645   -0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969    1.5737   -1.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5500    2.3132    0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6660    1.2342    1.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2364    0.2271    2.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0819    1.9337    1.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1890   -0.6728   -1.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7855   -0.9206   -2.2254 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
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8 21  2  0
 21 22  1  0
 22 23  1  0
 23  3  1  0
 23  7  2  0
 18 12  1  0
 19 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
M  END

HEADER    PROTEIN                                 12-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   12-SEP-21         0                                  
HETATM    1  C   UNK     0      -2.358   3.599   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0      -3.263   4.845   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0      -1.751   5.791   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.036   6.639   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.501   6.163   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.042   4.721   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.252   3.399   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.726   3.192   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.613   4.257   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -2.250   1.728   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -0.744   1.408   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       0.287   2.552   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      -0.268  -0.057   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0      -0.268  -2.549   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       2.530  -4.383   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0       3.864  -5.153   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    6                                                  
CONECT    3    2    4    9                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    2    7                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8    3                                                       
CONECT   10    8   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   17                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   21                                                  
CONECT   17   16   13   18                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   16   22                                                  
CONECT   22   21   23                                                       
CONECT   23   22                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   52    0
END

COMPND    HMDB0259513
HETATM    1  C1  UNL     1       7.550  -0.677  -0.352  1.00  0.00           C  
HETATM    2  O1  UNL     1       6.195  -0.689  -0.748  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.202  -0.370   0.159  1.00  0.00           C  
HETATM    4  C3  UNL     1       5.561  -0.045   1.445  1.00  0.00           C  
HETATM    5  C4  UNL     1       4.549   0.273   2.347  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.216   0.270   1.989  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.863  -0.057   0.697  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.650  -0.142   0.069  1.00  0.00           C  
HETATM    9  C8  UNL     1       0.327   0.105   0.631  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.170   0.444   1.832  1.00  0.00           O  
HETATM   11  O3  UNL     1      -0.803  -0.027  -0.145  1.00  0.00           O  
HETATM   12  C9  UNL     1      -2.117   0.198   0.336  1.00  0.00           C  
HETATM   13  C10 UNL     1      -2.922  -1.047   0.204  1.00  0.00           C  
HETATM   14  C11 UNL     1      -4.384  -0.837  -0.001  1.00  0.00           C  
HETATM   15  C12 UNL     1      -4.680  -0.990  -1.487  1.00  0.00           C  
HETATM   16  C13 UNL     1      -4.242   0.372  -2.011  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.110   1.257  -0.770  1.00  0.00           C  
HETATM   18  C15 UNL     1      -2.672   1.379  -0.403  1.00  0.00           C  
HETATM   19  N1  UNL     1      -4.820   0.518   0.230  1.00  0.00           N  
HETATM   20  C16 UNL     1      -4.647   0.978   1.561  1.00  0.00           C  
HETATM   21  C17 UNL     1       1.913  -0.515  -1.228  1.00  0.00           C  
HETATM   22  N2  UNL     1       3.255  -0.648  -1.366  1.00  0.00           N  
HETATM   23  C18 UNL     1       3.871  -0.373  -0.197  1.00  0.00           C  
HETATM   24  H1  UNL     1       7.780  -1.528   0.345  1.00  0.00           H  
HETATM   25  H2  UNL     1       8.205  -0.806  -1.237  1.00  0.00           H  
HETATM   26  H3  UNL     1       7.834   0.243   0.193  1.00  0.00           H  
HETATM   27  H4  UNL     1       6.587  -0.024   1.788  1.00  0.00           H  
HETATM   28  H5  UNL     1       4.845   0.525   3.346  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.418   0.519   2.693  1.00  0.00           H  
HETATM   30  H7  UNL     1      -2.005   0.483   1.408  1.00  0.00           H  
HETATM   31  H8  UNL     1      -2.787  -1.645   1.137  1.00  0.00           H  
HETATM   32  H9  UNL     1      -2.520  -1.680  -0.617  1.00  0.00           H  
HETATM   33  H10 UNL     1      -5.011  -1.515   0.616  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.131  -1.811  -1.947  1.00  0.00           H  
HETATM   35  H12 UNL     1      -5.797  -1.096  -1.581  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.938   0.783  -2.745  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.237   0.224  -2.455  1.00  0.00           H  
HETATM   38  H15 UNL     1      -4.512   2.265  -0.955  1.00  0.00           H  
HETATM   39  H16 UNL     1      -2.097   1.574  -1.355  1.00  0.00           H  
HETATM   40  H17 UNL     1      -2.550   2.313   0.198  1.00  0.00           H  
HETATM   41  H18 UNL     1      -5.666   1.234   1.968  1.00  0.00           H  
HETATM   42  H19 UNL     1      -4.236   0.227   2.266  1.00  0.00           H  
HETATM   43  H20 UNL     1      -4.082   1.934   1.568  1.00  0.00           H  
HETATM   44  H21 UNL     1       1.189  -0.673  -1.994  1.00  0.00           H  
HETATM   45  H22 UNL     1       3.786  -0.921  -2.225  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3
CONECT    3    4    4   23
CONECT    4    5   27
CONECT    5    6    6   28
CONECT    6    7   29
CONECT    7    8   23   23
CONECT    8    9   21   21
CONECT    9   10   10   11
CONECT   11   12
CONECT   12   13   18   30
CONECT   13   14   31   32
CONECT   14   15   19   33
CONECT   15   16   34   35
CONECT   16   17   36   37
CONECT   17   18   19   38
CONECT   18   39   40
CONECT   19   20
CONECT   20   41   42   43
CONECT   21   22   44
CONECT   22   23   45
END

HMDB0259513
     RDKit          3D
7-Methoxy tropisetron
 45 48  0  0  0  0  0  0  0  0999 V2000
    7.5498   -0.6768   -0.3516 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1950   -0.6886   -0.7478 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2015   -0.3705    0.1589 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5614   -0.0452    1.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5494    0.2731    2.3475 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2159    0.2701    1.9887 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8635   -0.0575    0.6969 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6502   -0.1424    0.0695 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3270    0.1050    0.6313 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1702    0.4440    1.8324 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8027   -0.0266   -0.1450 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1175    0.1981    0.3360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9217   -1.0466    0.2037 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3843   -0.8369   -0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6805   -0.9897   -1.4870 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2421    0.3723   -2.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1097    1.2566   -0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6721    1.3790   -0.4031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8198    0.5176    0.2297 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6473    0.9777    1.5607 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9127   -0.5151   -1.2277 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2548   -0.6482   -1.3658 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8707   -0.3730   -0.1967 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7802   -1.5281    0.3446 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2052   -0.8063   -1.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8337    0.2429    0.1928 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5870   -0.0245    1.7878 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8454    0.5246    3.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4183    0.5191    2.6934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0050    0.4829    1.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7868   -1.6452    1.1371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5199   -1.6803   -0.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0113   -1.5150    0.6164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1308   -1.8111   -1.9466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7966   -1.0964   -1.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9378    0.7834   -2.7445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2372    0.2244   -2.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5121    2.2645   -0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0969    1.5737   -1.3552 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5500    2.3132    0.1981 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6660    1.2342    1.9682 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2364    0.2271    2.2665 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0819    1.9337    1.5685 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1890   -0.6728   -1.9939 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7855   -0.9206   -2.2254 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
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 19 20  1  0
  8 21  2  0
 21 22  1  0
 22 23  1  0
 23  3  1  0
 23  7  2  0
 18 12  1  0
 19 14  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 15 35  1  0
 16 36  1  0
 16 37  1  0
 17 38  1  0
 18 39  1  0
 18 40  1  0
 20 41  1  0
 20 42  1  0
 20 43  1  0
 21 44  1  0
 22 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
8-Methyl-8-azabicyclo[3.2.1]octan-3-yl 7-methoxy-1H-indole-3-carboxylic acid	Generator

Chemical Formula

C₁₈H₂₂N₂O₃

Average Molecular Weight

314.385

Monoisotopic Molecular Weight

314.163042576

IUPAC Name

8-methyl-8-azabicyclo[3.2.1]octan-3-yl 7-methoxy-1H-indole-3-carboxylate

Traditional Name

8-methyl-8-azabicyclo[3.2.1]octan-3-yl 7-methoxy-1H-indole-3-carboxylate

CAS Registry Number

Not Available

SMILES

COC1=CC=CC2=C1NC=C2C(=O)OC1CC2CCC(C1)N2C

InChI Identifier

InChI=1S/C18H22N2O3/c1-20-11-6-7-12(20)9-13(8-11)23-18(21)15-10-19-17-14(15)4-3-5-16(17)22-2/h3-5,10-13,19H,6-9H2,1-2H3

InChI Key

GMKZFWHCKJSRHX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as indolecarboxylic acids and derivatives. Indolecarboxylic acids and derivatives are compounds containing a carboxylic acid group (or a derivative thereof) linked to an indole.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indolecarboxylic acids and derivatives

Direct Parent

Indolecarboxylic acids and derivatives

Alternative Parents

Substituents

Indolecarboxylic acid derivative
Tropane alkaloid
Indole
Pyrrole-3-carboxylic acid or derivatives
Anisole
Alkyl aryl ether
Benzenoid
N-alkylpyrrolidine
Substituted pyrrole
Piperidine
Heteroaromatic compound
Vinylogous amide
Pyrrolidine
Pyrrole
Tertiary aliphatic amine
Tertiary amine
Carboxylic acid ester
Amino acid or derivatives
Azacycle
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen 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	3.07	ALOGPS
logP	2.36	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	11.3	ChemAxon
pKa (Strongest Basic)	9.35	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.56 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	87.97 m³·mol⁻¹	ChemAxon
Polarizability	34.02 Å³	ChemAxon
Number of Rings	4	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	167.191	30932474
DeepCCS	[M-H]-	164.833	30932474
DeepCCS	[M-2H]-	198.128	30932474
DeepCCS	[M+Na]+	173.355	30932474
AllCCS	[M+H]+	178.2	32859911
AllCCS	[M+H-H2O]+	175.2	32859911
AllCCS	[M+NH4]+	181.1	32859911
AllCCS	[M+Na]+	181.9	32859911
AllCCS	[M-H]-	178.5	32859911
AllCCS	[M+Na-2H]-	178.4	32859911
AllCCS	[M+HCOO]-	178.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
7-Methoxy tropisetron	COC1=CC=CC2=C1NC=C2C(=O)OC1CC2CCC(C1)N2C	3464.7	Standard polar	33892256
7-Methoxy tropisetron	COC1=CC=CC2=C1NC=C2C(=O)OC1CC2CCC(C1)N2C	2610.8	Standard non polar	33892256
7-Methoxy tropisetron	COC1=CC=CC2=C1NC=C2C(=O)OC1CC2CCC(C1)N2C	2981.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
7-Methoxy tropisetron,1TMS,isomer #1	COC1=CC=CC2=C1N([Si](C)(C)C)C=C2C(=O)OC1CC2CCC(C1)N2C	2805.8	Semi standard non polar	33892256
7-Methoxy tropisetron,1TMS,isomer #1	COC1=CC=CC2=C1N([Si](C)(C)C)C=C2C(=O)OC1CC2CCC(C1)N2C	2758.7	Standard non polar	33892256
7-Methoxy tropisetron,1TMS,isomer #1	COC1=CC=CC2=C1N([Si](C)(C)C)C=C2C(=O)OC1CC2CCC(C1)N2C	3606.7	Standard polar	33892256
7-Methoxy tropisetron,1TBDMS,isomer #1	COC1=CC=CC2=C1N([Si](C)(C)C(C)(C)C)C=C2C(=O)OC1CC2CCC(C1)N2C	3006.8	Semi standard non polar	33892256
7-Methoxy tropisetron,1TBDMS,isomer #1	COC1=CC=CC2=C1N([Si](C)(C)C(C)(C)C)C=C2C(=O)OC1CC2CCC(C1)N2C	2956.8	Standard non polar	33892256
7-Methoxy tropisetron,1TBDMS,isomer #1	COC1=CC=CC2=C1N([Si](C)(C)C(C)(C)C)C=C2C(=O)OC1CC2CCC(C1)N2C	3695.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Methoxy tropisetron GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-9410000000-37b2506dfed45b51624d	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 7-Methoxy tropisetron 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

155016

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

178069

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 7-Methoxy tropisetron (HMDB0259513)

MOL for HMDB0259513 (7-Methoxy tropisetron)

3D MOL for HMDB0259513 (7-Methoxy tropisetron)

3D SDF for HMDB0259513 (7-Methoxy tropisetron)

3D-SDF for HMDB0259513 (7-Methoxy tropisetron)

PDB for HMDB0259513 (7-Methoxy tropisetron)

3D PDB for HMDB0259513 (7-Methoxy tropisetron)

SMILES for HMDB0259513 (7-Methoxy tropisetron)

INCHI for HMDB0259513 (7-Methoxy tropisetron)

Structure for HMDB0259513 (7-Methoxy tropisetron)

3D Structure for HMDB0259513 (7-Methoxy tropisetron)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra