.BETA.-CARBOLINE-3-CARBOXYLIC ACID METHYL ESTER

Details

Stereochemistry	ACHIRAL
Molecular Formula	C13H10N2O2
Molecular Weight	226.2307
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure of .BETA.-CARBOLINE-3-CARBOXYLIC ACID METHYL ESTER

Structure Search

SMILES

COC(=O)C1=CC2=C(NC3=CC=CC=C23)C=N1

InChI

InChIKey=UKHFPVCOXBJPIN-UHFFFAOYSA-N

InChI=1S/C13H10N2O2/c1-17-13(16)11-6-9-8-4-2-3-5-10(8)15-12(9)7-14-11/h2-7,15H,1H3

HIDE SMILES / InChI

Molecular Formula	C13H10N2O2
Molecular Weight	226.2307
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Description
Sources: https://www.ncbi.nlm.nih.gov/pubmed/6300400 | https://www.ncbi.nlm.nih.gov/pubmed/19962429

Methyl beta-carboline-3-carboxylate (beta-CCM or beta-carboline-3 carboxylic acid methyl ester) is an inverse agonist of benzodiazepine site of GABA-A receptor. Experiments on rats have shown that beta-CCM does not reverse learning deficit induced by sleep deprivation.

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
GABA-A receptor; benzodiazepine site 38 Target ID: CHEMBL2109243 Sources: https://www.ncbi.nlm.nih.gov/pubmed/6300400	Inverse Agonist 80

Conditions

Condition	Modality	Targets	Highest Phase	Product
Unknown 2578

PubMed

Title	Date	PubMed
BetaCCM enhances retrieval of serial contextual but not of serial spatial memory in mice.	2004 Mar	15096912
Anxiolytic properties of green tea polyphenol (-)-epigallocatechin gallate (EGCG).	2006 Sep 19	16859659
Effects of toluene exposure during brain growth spurt on GABA(A) receptor-mediated functions in juvenile rats.	2007 Feb	17108153

Patents

Sample Use Guides

In Vivo Use Guide

Male Wistar rats: were treated with saline or 0.5mg/kg beta-CCM (Methyl β-carboline-3-carboxylat) before passive avoidance training (AD), and were tested 30 min or 24h later. beta-CCM increased passive avoidance (PA) performance in control animals in both short and long term retention tests, whereas SD and SR animals were unaffected by the drug treatment.

Route of Administration: Oral

In Vitro Use Guide

Unknown

Substance Class	Chemical Created by `admin` on `Sat Dec 16 18:10:33 GMT 2023` Edited by `admin` on `Sat Dec 16 18:10:33 GMT 2023`
Record UNII	I2A008F6YL
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

.BETA.-CARBOLINE-3-CARBOXYLIC ACID METHYL ESTER

Systematic Name

English

9H-.BETA.-CARBOLINE-3-CARBOXYLIC ACID METHYL ESTER

Systematic Name

English

Code System Code Type Description

MESH

C036150