Cannabis Compound Database: Showing Compound Card for Methyl indole (CDB005850)

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Record Information

Version

1.0

Created at

2020-04-27 17:02:48 UTC

Updated at

2021-01-06 19:06:57 UTC

CannabisDB ID

CDB005850

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

Methyl indole

Description

2-Methyl-1H-indole also known as 2-methyl-indole, belongs to the class of organic compounds known as alkylindoles. Alkylindoles are compounds containing an indole moiety that carries an alkyl chain. 2-Methylindole is a methylated derivative of Indole. Indole is widely distributed in nature and can be produced by a variety of bacteria. As an intercellular signal molecule, indole regulates various aspects of bacterial physiology, including spore formation, plasmid stability, resistance to drugs, biofilm formation, and virulence (PMID: 20070374 ). Indole occurs naturally in human feces and has an intense fecal odor. At very low concentrations, however, it has a flowery smell, and is a constituent of many flower scents (such as orange blossoms) and perfumes. It also occurs in coal tar. 2-Methyl-indole is formed during the combustion of cannabis and is therefore a constituent of cannabis smoke ( Ref:DOI ).

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2-Methylindole	ChEBI
2-Methylindole sodium salt	MeSH

Chemical Formula

C₉H₉N

Average Molecular Weight

131.17

Monoisotopic Molecular Weight

131.0735

IUPAC Name

2-methyl-1H-indole

Traditional Name

2-methylindole

CAS Registry Number

95-20-5

SMILES

CC1=CC2=CC=CC=C2N1

InChI Identifier

InChI=1S/C9H9N/c1-7-6-8-4-2-3-5-9(8)10-7/h2-6,10H,1H3

InChI Key

BHNHHSOHWZKFOX-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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

Indoles

Direct Parent

Indoles

Alternative Parents

Substituents

Indole
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

methylindole (CHEBI:49402 )
a small molecule (CPD-13298 )

Ontology

Not Available

Physical Properties

State

Not Available

Experimental 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

Predicted Properties

Property	Value	Source
logP	2.57	ALOGPS
logP	2.27	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	16.62	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	15.79 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	42.29 m³·mol⁻¹	ChemAxon
Polarizability	15.15 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Methyl indole, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Methyl indole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-001i-1900000000-dc0076af4e8da8f26301	Spectrum
Predicted GC-MS	Methyl indole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT 9V, positive	splash10-001i-0900000000-ff7c23263ce6871959be	2020-07-21	View Spectrum
MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-001i-0900000000-fc8248c089663d5790a0	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-0159-0900000000-c8d0abaa369b9638c3db	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 150V, Positive	splash10-014i-4900000000-02d4fd259b61df74170d	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 65V, Positive	splash10-014i-0900000000-7e8fdf69683f1dec58f4	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-001i-0900000000-7dcdf8bc66844136f235	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 180V, Positive	splash10-014u-9600000000-bae85e02c95ba8a98023	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 120V, Positive	splash10-014i-0900000000-3ee008e8cec925514619	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-001i-0900000000-2b79f860de8a6bce8a4a	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-001i-0900000000-fc0e24ce06ef8d045403	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 105V, Positive	splash10-014i-0900000000-2c031e30427d19318e0c	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-001i-0900000000-ff7c23263ce6871959be	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 45V, Positive	splash10-014i-0900000000-9362ba44b519a92e79f3	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 55V, Positive	splash10-014i-0900000000-a21e111d5746ceca7ba8	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-014i-0900000000-fa8df45e7e775a519192	2021-09-20	View Spectrum
MS/MS	LC-MS/MS Spectrum - 25V, Positive	splash10-001i-0900000000-146b35362eb4c5b1b61f	2021-09-20	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-05f3475f949e27a8307b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0900000000-fb6e42977461b51644b1	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-03di-0900000000-016b8dbce1da1df0fea7	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-0900000000-244a9c7ac26f19950926	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-0900000000-244a9c7ac26f19950926	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-003r-0900000000-191e06e40a5d9fdd9920	2021-10-12	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-001i-0900000000-69dfb8696f96fa09e40c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001i-0900000000-06987dc351ee2e1375d8	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-1900000000-adc2d7e89537d36f35bc	2016-08-03	View Spectrum

NMR

Not Available

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

HMDB0245234

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

6954

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

49402

References

General References

Lee JH, Lee J: Indole as an intercellular signal in microbial communities. FEMS Microbiol Rev. 2010 Jul;34(4):426-44. doi: 10.1111/j.1574-6976.2009.00204.x. Epub 2009 Dec 15. [PubMed:20070374 ]

Showing Compound Card for Methyl indole (CDB005850)

Structure for CDB005850 (Methyl indole)