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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 23:05:38 UTC

Update Date

2021-09-26 23:17:56 UTC

HMDB ID

HMDB0260031

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate

Description

Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate, also known as 5-isopropoxy-4-methyl-beta-carboline-3-carboxylic acid ethyl ester, 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 very few articles have been published on Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ethyl 4-methyl-5-(1-methylethoxy)-9h-pyrido(3,4-b)indole-3-carboxylate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate 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

HMDB0260031
     RDKit          3D
Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate
 43 45  0  0  0  0  0  0  0  0999 V2000
    5.5958    2.1140   -0.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4469    1.0027   -1.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4657    0.0549   -1.0322 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1091    0.4325   -0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9229    1.6262   -1.0294 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1719   -0.5971   -0.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6849   -1.8566   -0.3184 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9837   -2.9278   -0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6375   -2.7611    0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3172   -3.6433    0.5588 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4920   -3.0034    0.6730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7595   -3.4740    0.9677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8266   -2.6118    1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6296   -1.2711    0.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3563   -0.7596    0.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2812    0.5686    0.2065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2257    1.5450    0.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2489    2.3262   -1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8596    2.5343    1.3231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3175   -1.6454    0.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0391   -1.4868    0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8280   -0.4090   -0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
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   -2.8575   -4.5463    1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7991   -3.0122    1.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5174   -0.6682    0.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2332    1.2105    0.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1905    2.0870   -1.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4173    2.0074   -1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2971    3.3937   -0.8910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6291    3.2922    1.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7477    1.9081    2.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2102    1.2217    0.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2010    1.7062   -0.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2532    1.2614   -1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
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M  END


  Mrv1652309122101052D          

 23 25  0  0  0  0            999 V2000
    6.4235    1.9087    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6165    2.0803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0645    1.4672    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2575    1.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0025    2.4233    0.0000 O   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 N   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
    2.8985    1.1971    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6435    1.9817    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 C   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
    1.2243    1.9817    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6723    2.5948    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1347    2.4233    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9273    3.3795    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
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M  END
> <DATABASE_ID>
HMDB0260031

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)C1=NC=C2NC3=C(C2=C1C)C(OC(C)C)=CC=C3

> <INCHI_IDENTIFIER>
InChI=1S/C18H20N2O3/c1-5-22-18(21)17-11(4)15-13(9-19-17)20-12-7-6-8-14(16(12)15)23-10(2)3/h6-10,20H,5H2,1-4H3

> <INCHI_KEY>
VMDUABMKBUKKPG-UHFFFAOYSA-N

> <FORMULA>
C18H20N2O3

> <MOLECULAR_WEIGHT>
312.369

> <EXACT_MASS>
312.147392512

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
34.37067282061428

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
ethyl 4-methyl-5-(propan-2-yloxy)-9H-pyrido[3,4-b]indole-3-carboxylate

> <ALOGPS_LOGP>
3.83

> <JCHEM_LOGP>
3.548481609666668

> <ALOGPS_LOGS>
-4.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
12.051628341766715

> <JCHEM_PKA_STRONGEST_BASIC>
3.568764421451004

> <JCHEM_POLAR_SURFACE_AREA>
64.21

> <JCHEM_REFRACTIVITY>
88.38900000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.01e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl 5-isopropoxy-4-methyl-9H-pyrido[3,4-b]indole-3-carboxylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0260031
     RDKit          3D
Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate
 43 45  0  0  0  0  0  0  0  0999 V2000
    5.5958    2.1140   -0.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4469    1.0027   -1.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4657    0.0549   -1.0322 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1091    0.4325   -0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9229    1.6262   -1.0294 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1719   -0.5971   -0.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6849   -1.8566   -0.3184 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9837   -2.9278   -0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6375   -2.7611    0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3172   -3.6433    0.5588 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4920   -3.0034    0.6730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7595   -3.4740    0.9677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8266   -2.6118    1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6296   -1.2711    0.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3563   -0.7596    0.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2812    0.5686    0.2065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2257    1.5450    0.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2489    2.3262   -1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8596    2.5343    1.3231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3175   -1.6454    0.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0391   -1.4868    0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8280   -0.4090   -0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3124    0.9724   -0.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6745    2.3506   -0.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2427    1.7656    0.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1060    3.0564   -0.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2660    1.3829   -2.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -4.5174   -0.6682    0.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -3.2971    3.3937   -0.8910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6291    3.2922    1.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
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   -0.2102    1.2217    0.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2010    1.7062   -0.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2532    1.2614   -1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
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 23 43  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      11.990   3.563   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.484   3.883   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       9.454   2.739   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       7.947   3.059   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0       7.471   4.524   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0       6.917   1.914   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       7.393   0.450   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       6.362  -0.695   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.856  -0.374   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.380   1.090   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.410   2.235   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.935   3.699   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.840   1.090   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.364  -0.374   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0       3.610  -1.280   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       0.858  -0.695   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.173   0.450   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       0.303   1.914   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       1.810   2.235   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       2.285   3.699   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.255   4.844   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.251   4.524   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.731   6.308   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7   11                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   15                                                  
CONECT   10    9   11   13                                                  
CONECT   11   10    6   12                                                  
CONECT   12   11                                                            
CONECT   13   10   14   19                                                  
CONECT   14   13   15   16                                                  
CONECT   15   14    9                                                       
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   13   20                                                  
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   50    0
END

COMPND    HMDB0260031
HETATM    1  C1  UNL     1       5.596   2.114  -0.431  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.447   1.003  -1.428  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.466   0.055  -1.032  1.00  0.00           O  
HETATM    4  C3  UNL     1       3.109   0.433  -0.827  1.00  0.00           C  
HETATM    5  O2  UNL     1       2.923   1.626  -1.029  1.00  0.00           O  
HETATM    6  C4  UNL     1       2.172  -0.597  -0.423  1.00  0.00           C  
HETATM    7  N1  UNL     1       2.685  -1.857  -0.318  1.00  0.00           N  
HETATM    8  C5  UNL     1       1.984  -2.928  -0.001  1.00  0.00           C  
HETATM    9  C6  UNL     1       0.637  -2.761   0.238  1.00  0.00           C  
HETATM   10  N2  UNL     1      -0.317  -3.643   0.559  1.00  0.00           N  
HETATM   11  C7  UNL     1      -1.492  -3.003   0.673  1.00  0.00           C  
HETATM   12  C8  UNL     1      -2.759  -3.474   0.968  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.827  -2.612   1.007  1.00  0.00           C  
HETATM   14  C10 UNL     1      -3.630  -1.271   0.750  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.356  -0.760   0.448  1.00  0.00           C  
HETATM   16  O3  UNL     1      -2.281   0.569   0.207  1.00  0.00           O  
HETATM   17  C12 UNL     1      -3.226   1.545   0.197  1.00  0.00           C  
HETATM   18  C13 UNL     1      -3.249   2.326  -1.122  1.00  0.00           C  
HETATM   19  C14 UNL     1      -2.860   2.534   1.323  1.00  0.00           C  
HETATM   20  C15 UNL     1      -1.317  -1.645   0.421  1.00  0.00           C  
HETATM   21  C16 UNL     1       0.039  -1.487   0.148  1.00  0.00           C  
HETATM   22  C17 UNL     1       0.828  -0.409  -0.182  1.00  0.00           C  
HETATM   23  C18 UNL     1       0.312   0.972  -0.180  1.00  0.00           C  
HETATM   24  H1  UNL     1       6.674   2.351  -0.313  1.00  0.00           H  
HETATM   25  H2  UNL     1       5.243   1.766   0.555  1.00  0.00           H  
HETATM   26  H3  UNL     1       5.106   3.056  -0.764  1.00  0.00           H  
HETATM   27  H4  UNL     1       5.266   1.383  -2.456  1.00  0.00           H  
HETATM   28  H5  UNL     1       6.401   0.439  -1.477  1.00  0.00           H  
HETATM   29  H6  UNL     1       2.427  -3.910   0.074  1.00  0.00           H  
HETATM   30  H7  UNL     1      -0.157  -4.663   0.695  1.00  0.00           H  
HETATM   31  H8  UNL     1      -2.858  -4.546   1.162  1.00  0.00           H  
HETATM   32  H9  UNL     1      -4.799  -3.012   1.240  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.517  -0.668   0.800  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.233   1.210   0.428  1.00  0.00           H  
HETATM   35  H12 UNL     1      -4.190   2.087  -1.687  1.00  0.00           H  
HETATM   36  H13 UNL     1      -2.417   2.007  -1.752  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.297   3.394  -0.891  1.00  0.00           H  
HETATM   38  H15 UNL     1      -3.629   3.292   1.457  1.00  0.00           H  
HETATM   39  H16 UNL     1      -2.748   1.908   2.226  1.00  0.00           H  
HETATM   40  H17 UNL     1      -1.892   2.988   1.027  1.00  0.00           H  
HETATM   41  H18 UNL     1      -0.210   1.222   0.785  1.00  0.00           H  
HETATM   42  H19 UNL     1       1.201   1.706  -0.035  1.00  0.00           H  
HETATM   43  H20 UNL     1      -0.253   1.261  -1.037  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4
CONECT    4    5    5    6
CONECT    6    7    7   22
CONECT    7    8
CONECT    8    9    9   29
CONECT    9   10   21
CONECT   10   11   30
CONECT   11   12   12   20
CONECT   12   13   31
CONECT   13   14   14   32
CONECT   14   15   33
CONECT   15   16   20   20
CONECT   16   17
CONECT   17   18   19   34
CONECT   18   35   36   37
CONECT   19   38   39   40
CONECT   20   21
CONECT   21   22   22
CONECT   22   23
CONECT   23   41   42   43
END

HMDB0260031
     RDKit          3D
Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate
 43 45  0  0  0  0  0  0  0  0999 V2000
    5.5958    2.1140   -0.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4469    1.0027   -1.4279 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4657    0.0549   -1.0322 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1091    0.4325   -0.8266 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9229    1.6262   -1.0294 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1719   -0.5971   -0.4234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6849   -1.8566   -0.3184 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9837   -2.9278   -0.0013 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6375   -2.7611    0.2384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3172   -3.6433    0.5588 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4920   -3.0034    0.6730 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7595   -3.4740    0.9677 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8266   -2.6118    1.0069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6296   -1.2711    0.7499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3563   -0.7596    0.4480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2812    0.5686    0.2065 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2257    1.5450    0.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2489    2.3262   -1.1219 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8596    2.5343    1.3231 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3175   -1.6454    0.4207 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0391   -1.4868    0.1477 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8280   -0.4090   -0.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3124    0.9724   -0.1805 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6745    2.3506   -0.3133 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2427    1.7656    0.5551 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1060    3.0564   -0.7637 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2660    1.3829   -2.4564 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4013    0.4388   -1.4765 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4266   -3.9103    0.0738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1573   -4.6632    0.6946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8575   -4.5463    1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7991   -3.0122    1.2404 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5174   -0.6682    0.8005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2332    1.2105    0.4284 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1905    2.0870   -1.6875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4173    2.0074   -1.7518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2971    3.3937   -0.8910 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6291    3.2922    1.4568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7477    1.9081    2.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8919    2.9876    1.0272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2102    1.2217    0.7847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2010    1.7062   -0.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2532    1.2614   -1.0373 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  2  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  1  0
 16 17  1  0
 17 18  1  0
 17 19  1  0
 15 20  2  0
 20 21  1  0
 21 22  2  0
 22 23  1  0
 22  6  1  0
 21  9  1  0
 20 11  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  8 29  1  0
 10 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 17 34  1  0
 18 35  1  0
 18 36  1  0
 18 37  1  0
 19 38  1  0
 19 39  1  0
 19 40  1  0
 23 41  1  0
 23 42  1  0
 23 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylic acid	Generator
Ethyl 4-methyl-5-(propan-2-yloxy)-9H-pyrido[3,4-b]indole-3-carboxylic acid	HMDB
5-Isopropoxy-4-methyl-beta-carboline-3-carboxylic acid ethyl ester	HMDB

Chemical Formula

C₁₈H₂₀N₂O₃

Average Molecular Weight

312.369

Monoisotopic Molecular Weight

312.147392512

IUPAC Name

ethyl 4-methyl-5-(propan-2-yloxy)-9H-pyrido[3,4-b]indole-3-carboxylate

Traditional Name

ethyl 5-isopropoxy-4-methyl-9H-pyrido[3,4-b]indole-3-carboxylate

CAS Registry Number

Not Available

SMILES

CCOC(=O)C1=NC=C2NC3=C(C2=C1C)C(OC(C)C)=CC=C3

InChI Identifier

InChI=1S/C18H20N2O3/c1-5-22-18(21)17-11(4)15-13(9-19-17)20-12-7-6-8-14(16(12)15)23-10(2)3/h6-10,20H,5H2,1-4H3

InChI Key

VMDUABMKBUKKPG-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
Indole
Pyridine carboxylic acid
Pyridine carboxylic acid or derivatives
Alkyl aryl ether
Methylpyridine
Pyridine
Benzenoid
Heteroaromatic compound
Pyrrole
Carboxylic acid ester
Monocarboxylic acid or derivatives
Ether
Carboxylic acid derivative
Azacycle
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organooxygen compound
Organonitrogen compound
Organopnictogen 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	3.83	ALOGPS
logP	3.55	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	12.05	ChemAxon
pKa (Strongest Basic)	3.57	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	64.21 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	88.39 m³·mol⁻¹	ChemAxon
Polarizability	34.37 Å³	ChemAxon
Number of Rings	3	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
AllCCS	[M+H]+	174.185	32859911
AllCCS	[M+H-H2O]+	170.923	32859911
AllCCS	[M+Na]+	178.073	32859911
AllCCS	[M+NH4]+	177.206	32859911
AllCCS	[M-H]-	180.613	32859911
AllCCS	[M+Na-2H]-	180.292	32859911
AllCCS	[M+HCOO]-	180.075	32859911
DeepCCS	[M+H]+	181.106	30932474
DeepCCS	[M-H]-	178.748	30932474
DeepCCS	[M-2H]-	212.693	30932474
DeepCCS	[M+Na]+	187.92	30932474

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.	5.87 minutes	32390414
Predicted by Siyang on May 30, 2022	14.0736 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.35 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2554.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	386.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	171.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	197.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	146.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	677.6 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	748.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	70.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1100.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	527.1 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	1696.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	429.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	363.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	265.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	429.4 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	12.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate	CCOC(=O)C1=NC=C2NC3=C(C2=C1C)C(OC(C)C)=CC=C3	3117.4	Standard polar	33892256
Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate	CCOC(=O)C1=NC=C2NC3=C(C2=C1C)C(OC(C)C)=CC=C3	2620.1	Standard non polar	33892256
Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate	CCOC(=O)C1=NC=C2NC3=C(C2=C1C)C(OC(C)C)=CC=C3	2775.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate,1TMS,isomer #1	CCOC(=O)C1=NC=C2C(=C1C)C1=C(OC(C)C)C=CC=C1N2[Si](C)(C)C	3034.8	Semi standard non polar	33892256
Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate,1TMS,isomer #1	CCOC(=O)C1=NC=C2C(=C1C)C1=C(OC(C)C)C=CC=C1N2[Si](C)(C)C	2482.3	Standard non polar	33892256
Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate,1TMS,isomer #1	CCOC(=O)C1=NC=C2C(=C1C)C1=C(OC(C)C)C=CC=C1N2[Si](C)(C)C	3178.3	Standard polar	33892256
Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate,1TBDMS,isomer #1	CCOC(=O)C1=NC=C2C(=C1C)C1=C(OC(C)C)C=CC=C1N2[Si](C)(C)C(C)(C)C	3082.2	Semi standard non polar	33892256
Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate,1TBDMS,isomer #1	CCOC(=O)C1=NC=C2C(=C1C)C1=C(OC(C)C)C=CC=C1N2[Si](C)(C)C(C)(C)C	2663.5	Standard non polar	33892256
Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate,1TBDMS,isomer #1	CCOC(=O)C1=NC=C2C(=C1C)C1=C(OC(C)C)C=CC=C1N2[Si](C)(C)C(C)(C)C	3254.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-3190000000-4a4e0c44d8c9455defd4	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate 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

103086

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

115210

PDB ID

Not Available

ChEBI ID

93201

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 Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate (HMDB0260031)

MOL for HMDB0260031 (Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate)

3D MOL for HMDB0260031 (Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate)

3D SDF for HMDB0260031 (Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate)

3D-SDF for HMDB0260031 (Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate)

PDB for HMDB0260031 (Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate)

3D PDB for HMDB0260031 (Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate)

SMILES for HMDB0260031 (Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate)

INCHI for HMDB0260031 (Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate)

Structure for HMDB0260031 (Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate)

3D Structure for HMDB0260031 (Ethyl 4-methyl-5-(1-methylethoxy)-9H-pyrido(3,4-b)indole-3-carboxylate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra