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Showing metabocard for 5-Methoxyindole (HMDB0246822)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-10 23:50:09 UTC
Update Date2021-09-26 22:56:08 UTC
HMDB IDHMDB0246822
Secondary Accession NumbersNone
Metabolite Identification
Common Name5-Methoxyindole
Description5-Methoxyindole belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole. Based on a literature review a significant number of articles have been published on 5-Methoxyindole. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5-methoxyindole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5-Methoxyindole 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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0246822 (5-Methoxyindole)

  Mrv0541 05041401162D          

 11 12  0  0  0  0            999 V2000
    5.4223   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  7  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  2  2  0  0  0  0
  8  6  1  0  0  0  0
  9  3  2  0  0  0  0
  9  7  1  0  0  0  0
 10  5  1  0  0  0  0
 10  9  1  0  0  0  0
 11  1  1  0  0  0  0
 11  8  1  0  0  0  0
M  END
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3D MOL for HMDB0246822 (5-Methoxyindole)

HMDB0246822
     RDKit          3D
5-Methoxyindole
 20 21  0  0  0  0  0  0  0  0999 V2000
   -3.5430    0.3352    0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4240    1.1960    0.0061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1649    0.5590    0.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0386   -0.8135    0.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1665   -1.4807    0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3309   -0.7135    0.0055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6246   -1.0837   -0.0115 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3418    0.0495   -0.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5252    1.1372   -0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2099    0.6584   -0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053    1.3112   -0.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4789   -0.3241    0.9969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4720   -0.3413   -0.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4976    0.8711    0.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9583   -1.3831    0.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2520   -2.5571    0.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9586   -2.0705    0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4314    0.0694   -0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7566    2.1986   -0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0147    2.3821   -0.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  3  1  0
 10  6  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  4 15  1  0
  5 16  1  0
  7 17  1  0
  8 18  1  0
  9 19  1  0
 11 20  1  0
M  END
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3D SDF for HMDB0246822 (5-Methoxyindole)

  Mrv0541 05041401162D          

 11 12  0  0  0  0            999 V2000
    5.4223   -0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2949    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2789   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9934    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5645    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7798    1.0799    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7079   -0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  7  4  1  0  0  0  0
  7  6  2  0  0  0  0
  8  2  2  0  0  0  0
  8  6  1  0  0  0  0
  9  3  2  0  0  0  0
  9  7  1  0  0  0  0
 10  5  1  0  0  0  0
 10  9  1  0  0  0  0
 11  1  1  0  0  0  0
 11  8  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246822

> <DATABASE_NAME>
hmdb

> <SMILES>
COC1=CC=C2NC=CC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C9H9NO/c1-11-8-2-3-9-7(6-8)4-5-10-9/h2-6,10H,1H3

> <INCHI_KEY>
DWAQDRSOVMLGRQ-UHFFFAOYSA-N

> <FORMULA>
C9H9NO

> <MOLECULAR_WEIGHT>
147.1739

> <EXACT_MASS>
147.068413915

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
15.847742924564075

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-methoxy-1H-indole

> <ALOGPS_LOGP>
2.18

> <JCHEM_LOGP>
1.9143365433333335

> <ALOGPS_LOGS>
-1.53

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
16.765908030921814

> <JCHEM_PKA_STRONGEST_BASIC>
-4.830432957295699

> <JCHEM_POLAR_SURFACE_AREA>
25.02

> <JCHEM_REFRACTIVITY>
43.607699999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.30e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5-methoxyindole

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for HMDB0246822 (5-Methoxyindole)

HMDB0246822
     RDKit          3D
5-Methoxyindole
 20 21  0  0  0  0  0  0  0  0999 V2000
   -3.5430    0.3352    0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4240    1.1960    0.0061 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1649    0.5590    0.0057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0386   -0.8135    0.0820 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1665   -1.4807    0.0849 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3309   -0.7135    0.0055 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6246   -1.0837   -0.0115 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3418    0.0495   -0.0990 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5252    1.1372   -0.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2099    0.6584   -0.0710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053    1.3112   -0.0728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4789   -0.3241    0.9969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4720   -0.3413   -0.8062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4976    0.8711    0.0786 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9583   -1.3831    0.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2520   -2.5571    0.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9586   -2.0705    0.0361 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4314    0.0694   -0.1326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7566    2.1986   -0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0147    2.3821   -0.1350 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  3  1  0
 10  6  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  4 15  1  0
  5 16  1  0
  7 17  1  0
  8 18  1  0
  9 19  1  0
 11 20  1  0
M  END
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PDB for HMDB0246822 (5-Methoxyindole)

HEADER    PROTEIN                                 04-MAY-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-MAY-14         0                                  
HETATM    1  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0       0.000   0.000   0.000  0.00  0.00           N+0
HETATM   11  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2    3    8                                                       
CONECT    3    2    9                                                       
CONECT    4    5    7                                                       
CONECT    5    4   10                                                       
CONECT    6    7    8                                                       
CONECT    7    4    6    9                                                  
CONECT    8    2    6   11                                                  
CONECT    9    3    7   10                                                  
CONECT   10    5    9                                                       
CONECT   11    1    8                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END
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3D PDB for HMDB0246822 (5-Methoxyindole)

COMPND    HMDB0246822
HETATM    1  C1  UNL     1      -3.543   0.335   0.090  1.00  0.00           C  
HETATM    2  O1  UNL     1      -2.424   1.196   0.006  1.00  0.00           O  
HETATM    3  C2  UNL     1      -1.165   0.559   0.006  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.039  -0.814   0.082  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.166  -1.481   0.085  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.331  -0.714   0.005  1.00  0.00           C  
HETATM    7  N1  UNL     1       2.625  -1.084  -0.012  1.00  0.00           N  
HETATM    8  C6  UNL     1       3.342   0.050  -0.099  1.00  0.00           C  
HETATM    9  C7  UNL     1       2.525   1.137  -0.138  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.210   0.658  -0.071  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.005   1.311  -0.073  1.00  0.00           C  
HETATM   12  H1  UNL     1      -3.479  -0.324   0.997  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.472  -0.341  -0.806  1.00  0.00           H  
HETATM   14  H3  UNL     1      -4.498   0.871   0.079  1.00  0.00           H  
HETATM   15  H4  UNL     1      -1.958  -1.383   0.143  1.00  0.00           H  
HETATM   16  H5  UNL     1       0.252  -2.557   0.145  1.00  0.00           H  
HETATM   17  H6  UNL     1       2.959  -2.071   0.036  1.00  0.00           H  
HETATM   18  H7  UNL     1       4.431   0.069  -0.133  1.00  0.00           H  
HETATM   19  H8  UNL     1       2.757   2.199  -0.207  1.00  0.00           H  
HETATM   20  H9  UNL     1      -0.015   2.382  -0.135  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3
CONECT    3    4    4   11
CONECT    4    5   15
CONECT    5    6    6   16
CONECT    6    7   10
CONECT    7    8   17
CONECT    8    9    9   18
CONECT    9   10   19
CONECT   10   11   11
CONECT   11   20
END
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SMILES for HMDB0246822 (5-Methoxyindole)

COC1=CC=C2NC=CC2=C1
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INCHI for HMDB0246822 (5-Methoxyindole)

InChI=1S/C9H9NO/c1-11-8-2-3-9-7(6-8)4-5-10-9/h2-6,10H,1H3
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
5-Methoxy indoleHMDB
Chemical FormulaC9H9NO
Average Molecular Weight147.1739
Monoisotopic Molecular Weight147.068413915
IUPAC Name5-methoxy-1H-indole
Traditional Name5-methoxyindole
CAS Registry NumberNot Available
SMILES
COC1=CC=C2NC=CC2=C1
InChI Identifier
InChI=1S/C9H9NO/c1-11-8-2-3-9-7(6-8)4-5-10-9/h2-6,10H,1H3
InChI KeyDWAQDRSOVMLGRQ-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as indoles. Indoles are compounds containing an indole moiety, which consists of pyrrole ring fused to benzene to form 2,3-benzopyrrole.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassIndoles and derivatives
Sub ClassIndoles
Direct ParentIndoles
Alternative Parents
Substituents
  • Indole
  • Anisole
  • Alkyl aryl ether
  • Benzenoid
  • Heteroaromatic compound
  • Pyrrole
  • Azacycle
  • Ether
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID13272
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound13872
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]