| Record Information |
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| Version | 1.0 |
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| Created at | 2020-04-27 16:40:18 UTC |
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| Updated at | 2021-01-04 18:49:01 UTC |
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| CannabisDB ID | CDB005634 |
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| Secondary Accession Numbers | Not Available |
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| Cannabis Compound Identification |
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| Common Name | N-butyl-2-azacarbazole |
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| Description | N-butyl-2-azacarbazole or N-butyl-beta-carboline is an alkylcarboline. It is a butylated derivative of beta-carboline and one of several alkylated isomers of beta-carboline. More formally, N-butyl-beta-carboline belongs to the class of organic compounds known as β-Carbolines. Beta carbolines are compounds containing a 9H-pyrido[3,4-b]indole moiety. They can also be described as a group of indole alkaloids consisting of a pyridine ring that is fused to an indole skeleton. N-butyl-2-azacarbazole is also classified as an alkylazacarbazole and one of several alkyl derivatives of beta-carboline. There are three different isomers of carbolines – alpha, beta and gamma. They differ in the position of the nitrogen in the pyridine ring attached to the indole core, with the alpha isoform having the pyridine nitrogen closest to the indole nitrogen and the gamma isoform have the pyridine nitrogen furthest from the indole nitrogen. Beta-carboline alkaloids are widespread in plants and animals, and frequently act as GABAA inverse agonists (PMID: 7780638 ). Butyl-beta-carbolines are found in marijuana smoke and formed during the combustion of cannabis ( Ref:DOI ). |
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| Structure | |
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| Synonyms | Not Available |
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| Chemical Formula | C15H16N2 |
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| Average Molecular Weight | 224.31 |
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| Monoisotopic Molecular Weight | 224.1313 |
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| IUPAC Name | 9-butyl-9H-pyrido[3,4-b]indole |
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| Traditional Name | 9-butylpyrido[3,4-b]indole |
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| CAS Registry Number | Not Available |
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| SMILES | CCCCN1C2=CC=CC=C2C2=CC=NC=C12 |
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| InChI Identifier | InChI=1S/C15H16N2/c1-2-3-10-17-14-7-5-4-6-12(14)13-8-9-16-11-15(13)17/h4-9,11H,2-3,10H2,1H3 |
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| InChI Key | MJPRNBOUZKLLOF-UHFFFAOYSA-N |
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| Chemical Taxonomy |
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| Classification | Not classified |
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| Ontology |
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Not Available | | Physical Properties |
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| State | Not Available |
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| Experimental Properties | | Property | Value | Reference |
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| Melting Point | Not Available | Not Available | | Boiling Point | Not Available | Not Available | | Water Solubility | Not Available | Not Available | | logP | Not Available | Not Available |
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| Predicted Properties | [] |
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| Spectra |
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| EI-MS/GC-MS | Not Available |
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| MS/MS | | Type | Description | Splash Key | View |
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| Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Positive | Not Available | 2020-06-30 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Positive | Not Available | 2020-06-30 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Positive | Not Available | 2020-06-30 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 10V, Negative | Not Available | 2020-06-30 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 20V, Negative | Not Available | 2020-06-30 | View Spectrum | | Predicted MS/MS | Predicted LC-MS/MS Spectrum - 40V, Negative | Not Available | 2020-06-30 | View Spectrum |
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| NMR | Not Available |
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| Pathways |
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| Pathways | Not Available |
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| Protein Targets |
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| Enzymes | Not Available |
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| Transporters | Not Available |
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| Metal Bindings | Not Available |
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| Receptors | Not Available |
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| Transcriptional Factors | Not Available |
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| Concentrations Data |
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| Not Available |
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| External Links |
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| HMDB ID | Not Available |
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| DrugBank ID | Not Available |
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| Phenol Explorer Compound ID | Not Available |
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| FoodDB ID | Not Available |
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| KNApSAcK ID | Not Available |
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| Chemspider ID | 16137649 |
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| KEGG Compound ID | Not Available |
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| BioCyc ID | Not Available |
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| BiGG ID | Not Available |
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| Wikipedia Link | Not Available |
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| METLIN ID | Not Available |
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| PubChem Compound | 23112858 |
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| PDB ID | Not Available |
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| ChEBI ID | Not Available |
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| References |
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| General References | - Im HK, Im WB, Carter DB, McKinley DD: Interaction of beta-carboline inverse agonists for the benzodiazepine site with another site on GABAA receptors. Br J Pharmacol. 1995 Mar;114(5):1040-4. doi: 10.1111/j.1476-5381.1995.tb13310.x. [PubMed:7780638 ]
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