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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2022-09-09 20:32:02 UTC

Update Date

2022-09-22 18:34:49 UTC

HMDB ID

HMDB0341339

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Methyl 1-pentyl-1H-indole-3-carboxylic acid

Description

Methyl 1-pentyl-1H-indole-3-carboxylic acid 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 Methyl 1-pentyl-1H-indole-3-carboxylic acid.

Structure

MOL SDF PDB SMILES InChI


  Mrv1652309092223102D          

 18 19  0  0  0  0            999 V2000
    2.4820    0.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1964    0.1631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9109    0.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6254    0.1631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3399    0.5756    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0543    0.1631    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.8080    0.4987    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3600   -0.1144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9475   -0.8289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2025   -1.6135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6504   -2.2266    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8435   -2.0551    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5885   -1.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1406   -0.6573    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1805   -0.0282    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5161    0.7255    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6654   -0.6956    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4859   -0.6094    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
  6  7  1  0  0  0  0
  7  8  2  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
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
  6 14  1  0  0  0  0
  8 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0341339

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCN1C=C(C(=O)OC)C2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C15H19NO2/c1-3-4-7-10-16-11-13(15(17)18-2)12-8-5-6-9-14(12)16/h5-6,8-9,11H,3-4,7,10H2,1-2H3

> <INCHI_KEY>
FMSUKWLGFFSMTP-UHFFFAOYSA-N

> <FORMULA>
C15H19NO2

> <MOLECULAR_WEIGHT>
245.322

> <EXACT_MASS>
245.141578856

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
28.58733700200964

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl 1-pentyl-1H-indole-3-carboxylate

> <JCHEM_LOGP>
4.067628518333333

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-6.9646951651047955

> <JCHEM_POLAR_SURFACE_AREA>
31.23

> <JCHEM_REFRACTIVITY>
72.5411

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
methyl 1-pentylindole-3-carboxylate

> <JCHEM_VEBER_RULE>
1

$$$$

HEADER    PROTEIN                                 09-SEP-22   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-SEP-22         0                                  
HETATM    1  C   UNK     0       4.633   1.075   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.967   0.305   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.300   1.075   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.634   0.305   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.968   1.075   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0      11.301   0.305   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      12.708   0.931   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      13.739  -0.214   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.969  -1.547   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.445  -3.012   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.414  -4.156   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.908  -3.836   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.432  -2.371   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.462  -1.227   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.270  -0.053   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      15.897   1.354   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      16.175  -1.298   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      17.707  -1.137   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   14                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   15                                                  
CONECT    9    8   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9    6                                                  
CONECT   15    8   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18                                                       
CONECT   18   17                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl 1-pentyl-1H-indole-3-carboxylate	Generator

Chemical Formula

C₁₅H₁₉NO₂

Average Molecular Weight

245.322

Monoisotopic Molecular Weight

245.141578856

IUPAC Name

methyl 1-pentyl-1H-indole-3-carboxylate

Traditional Name

methyl 1-pentylindole-3-carboxylate

CAS Registry Number

Not Available

SMILES

CCCCCN1C=C(C(=O)OC)C2=CC=CC=C12

InChI Identifier

InChI=1S/C15H19NO2/c1-3-4-7-10-16-11-13(15(17)18-2)12-8-5-6-9-14(12)16/h5-6,8-9,11H,3-4,7,10H2,1-2H3

InChI Key

FMSUKWLGFFSMTP-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
N-alkylindole
Indole
Pyrrole-3-carboxylic acid or derivatives
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Vinylogous amide
Methyl ester
Pyrrole
Carboxylic acid ester
Carboxylic acid derivative
Azacycle
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

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	4.07	ChemAxon
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	31.23 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	72.54 m³·mol⁻¹	ChemAxon
Polarizability	28.59 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Kovats Retention Indices

Not Available

Spectra

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

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

29341713

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

56642542

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

Simon-Manso Y, Marupaka R, Yan X, Liang Y, Telu KH, Mirokhin Y, Stein SE: Mass Spectrometry Fingerprints of Small-Molecule Metabolites in Biofluids: Building a Spectral Library of Recurrent Spectra for Urine Analysis. Anal Chem. 2019 Sep 17;91(18):12021-12029. doi: 10.1021/acs.analchem.9b02977. Epub 2019 Aug 30. [PubMed:31424920 ]

Showing metabocard for Methyl 1-pentyl-1H-indole-3-carboxylic acid (HMDB0341339)

MOL for HMDB0341339 (Methyl 1-pentyl-1H-indole-3-carboxylic acid)

3D MOL for HMDB0341339 (Methyl 1-pentyl-1H-indole-3-carboxylic acid)

3D SDF for HMDB0341339 (Methyl 1-pentyl-1H-indole-3-carboxylic acid)

3D-SDF for HMDB0341339 (Methyl 1-pentyl-1H-indole-3-carboxylic acid)

PDB for HMDB0341339 (Methyl 1-pentyl-1H-indole-3-carboxylic acid)

3D PDB for HMDB0341339 (Methyl 1-pentyl-1H-indole-3-carboxylic acid)

SMILES for HMDB0341339 (Methyl 1-pentyl-1H-indole-3-carboxylic acid)

INCHI for HMDB0341339 (Methyl 1-pentyl-1H-indole-3-carboxylic acid)

Structure for HMDB0341339 (Methyl 1-pentyl-1H-indole-3-carboxylic acid)

3D Structure for HMDB0341339 (Methyl 1-pentyl-1H-indole-3-carboxylic acid)

Predicted Kovats Retention Indices