Page last updated: 2024-11-08

carboline-3-carboxylic acid

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Cross-References

ID SourceID
PubMed CID173262
CHEMBL ID11908
CHEMBL ID1972187
SCHEMBL ID1180278
MeSH IDM0141157

Synonyms (39)

Synonym
LS-12749
nsc623957
nsc-623957
9h-pyrido[3,4-b]indole-3-carboxylic acid
9h-.beta.-carboline-3-carboxylic acid
EU-0087313
NCI60_007176
9h-beta-carboline-3-carboxylic acid
smr000559482
MLS001198085
carboline-3-carboxylic acid
HMS1620B11
CHEMBL11908
NCGC00245909-01
9h-pyrido[5,4-b]indole-3-carboxylic acid
74214-63-4
CCG-125106
beta-carboline carboxylic acid
9h-pyrido(3,4-b)indole-3-carboxylic acid
AM20061479
AB00824547-08
beta-carbolin-3-carboxylic acid
beta-carboline-3-carboxylic acid
ARLVFKCLBYUINL-UHFFFAOYSA-N
3-carboxy-beta-carboline
AKOS021730281
SCHEMBL1180278
DTXSID30225209
b-carboline-3-carboxylic acid
HMS3433I21
sr-01000092387
SR-01000092387-1
Z1508916425
mfcd00055076
D76242
CS-0101916
CHEMBL1972187
EN300-212215
PD178131
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (35)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, Putative fructose-1,6-bisphosphate aldolaseGiardia intestinalisPotency12.58930.140911.194039.8107AID2451
Chain A, JmjC domain-containing histone demethylation protein 3AHomo sapiens (human)Potency7.07950.631035.7641100.0000AID504339
Chain A, Ferritin light chainEquus caballus (horse)Potency31.62285.623417.292931.6228AID485281
thioredoxin reductaseRattus norvegicus (Norway rat)Potency63.12080.100020.879379.4328AID588453; AID588456
ATAD5 protein, partialHomo sapiens (human)Potency29.08100.004110.890331.5287AID504467
bromodomain adjacent to zinc finger domain 2BHomo sapiens (human)Potency3.98110.707936.904389.1251AID504333
eyes absent homolog 2 isoform aHomo sapiens (human)Potency223.87201.199814.641950.1187AID488837
histone-lysine N-methyltransferase 2A isoform 2 precursorHomo sapiens (human)Potency70.79460.010323.856763.0957AID2662
DNA polymerase iota isoform a (long)Homo sapiens (human)Potency11.22020.050127.073689.1251AID588590
histone acetyltransferase KAT2A isoform 1Homo sapiens (human)Potency39.81070.251215.843239.8107AID504327
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
nonstructural protein 1Influenza A virus (A/California/07/2009(H1N1))IC50 (µMol)5.26600.200024.4540100.0000AID504329
Gamma-aminobutyric acid receptor subunit piRattus norvegicus (Norway rat)Ki24.00000.00020.656110.0000AID40666
Gamma-aminobutyric acid receptor subunit alpha-1Bos taurus (cattle)IC50 (µMol)7.20000.00050.53857.2000AID41995
Gamma-aminobutyric acid receptor subunit alpha-1Bos taurus (cattle)Ki0.00120.00010.04380.1630AID41870
Gamma-aminobutyric acid receptor subunit beta-1Bos taurus (cattle)IC50 (µMol)7.20000.00050.53857.2000AID41995
Gamma-aminobutyric acid receptor subunit beta-1Bos taurus (cattle)Ki0.00120.00010.04380.1630AID41870
Gamma-aminobutyric acid receptor subunit alpha-2Bos taurus (cattle)IC50 (µMol)7.20000.00050.53857.2000AID41995
Gamma-aminobutyric acid receptor subunit alpha-2Bos taurus (cattle)Ki0.00120.00010.04530.1630AID41870
Gamma-aminobutyric acid receptor subunit alpha-3Bos taurus (cattle)IC50 (µMol)7.20000.00050.53857.2000AID41995
Gamma-aminobutyric acid receptor subunit alpha-3Bos taurus (cattle)Ki0.00120.00010.04530.1630AID41870
Gamma-aminobutyric acid receptor subunit beta-1Rattus norvegicus (Norway rat)Ki24.00000.00020.656110.0000AID40666
Gamma-aminobutyric acid receptor subunit deltaRattus norvegicus (Norway rat)Ki24.00000.00020.656110.0000AID40666
Gamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)Ki24.00000.00020.561410.0000AID40666
Gamma-aminobutyric acid receptor subunit alpha-5Rattus norvegicus (Norway rat)Ki24.00000.00020.635210.0000AID40666
Gamma-aminobutyric acid receptor subunit alpha-3Rattus norvegicus (Norway rat)Ki24.00000.00020.621710.0000AID40666
Gamma-aminobutyric acid receptor subunit alpha-4Bos taurus (cattle)IC50 (µMol)7.20000.00050.53857.2000AID41995
Gamma-aminobutyric acid receptor subunit alpha-4Bos taurus (cattle)Ki0.00120.00010.04530.1630AID41870
Gamma-aminobutyric acid receptor subunit gamma-2Bos taurus (cattle)IC50 (µMol)7.20000.00050.53857.2000AID41995
Gamma-aminobutyric acid receptor subunit gamma-2Bos taurus (cattle)Ki0.00120.00010.04530.1630AID41870
Gamma-aminobutyric acid receptor subunit gamma-1Rattus norvegicus (Norway rat)Ki24.00000.00020.675810.0000AID40666
Gamma-aminobutyric acid receptor subunit alpha-2Rattus norvegicus (Norway rat)Ki24.00000.00020.646910.0000AID40666
Gamma-aminobutyric acid receptor subunit alpha-4Rattus norvegicus (Norway rat)Ki24.00000.00020.656110.0000AID40666
Gamma-aminobutyric acid receptor subunit gamma-3Rattus norvegicus (Norway rat)Ki24.00000.00020.656110.0000AID40666
Gamma-aminobutyric acid receptor subunit alpha-6Rattus norvegicus (Norway rat)Ki24.00000.00020.671210.0000AID40666
Gamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)Ki24.00000.00020.557710.0000AID40666
Gamma-aminobutyric acid receptor subunit beta-3Rattus norvegicus (Norway rat)Ki24.00000.00020.640310.0000AID40666
Gamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)Ki24.00000.00020.570810.0000AID40666
GABA theta subunitRattus norvegicus (Norway rat)Ki24.00000.00020.656110.0000AID40666
Gamma-aminobutyric acid receptor subunit epsilonRattus norvegicus (Norway rat)Ki24.00000.00020.656110.0000AID40666
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
aryl hydrocarbon receptor nuclear translocatorHomo sapiens (human)AC501.80000.190023.3694115.5100AID651703
transforming acidic coiled-coil-containing protein 3Homo sapiens (human)AC501.80000.190024.2333115.5100AID651703
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (5)

Processvia Protein(s)Taxonomy
inhibitory synapse assemblyGamma-aminobutyric acid receptor subunit alpha-1Bos taurus (cattle)
monoatomic ion transportGamma-aminobutyric acid receptor subunit beta-1Bos taurus (cattle)
gamma-aminobutyric acid signaling pathwayGamma-aminobutyric acid receptor subunit beta-1Bos taurus (cattle)
cellular response to histamineGamma-aminobutyric acid receptor subunit beta-1Bos taurus (cattle)
inhibitory synapse assemblyGamma-aminobutyric acid receptor subunit alpha-2Bos taurus (cattle)
cellular response to histamineGamma-aminobutyric acid receptor subunit gamma-2Bos taurus (cattle)
chloride transmembrane transportGamma-aminobutyric acid receptor subunit gamma-2Bos taurus (cattle)
inhibitory synapse assemblyGamma-aminobutyric acid receptor subunit gamma-2Bos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (4)

Processvia Protein(s)Taxonomy
GABA-gated chloride ion channel activityGamma-aminobutyric acid receptor subunit alpha-1Bos taurus (cattle)
GABA-A receptor activityGamma-aminobutyric acid receptor subunit alpha-1Bos taurus (cattle)
GABA-gated chloride ion channel activityGamma-aminobutyric acid receptor subunit alpha-1Bos taurus (cattle)
GABA-A receptor activityGamma-aminobutyric acid receptor subunit beta-1Bos taurus (cattle)
ligand-gated monoatomic ion channel activityGamma-aminobutyric acid receptor subunit beta-1Bos taurus (cattle)
GABA-gated chloride ion channel activityGamma-aminobutyric acid receptor subunit beta-1Bos taurus (cattle)
GABA-A receptor activityGamma-aminobutyric acid receptor subunit alpha-3Bos taurus (cattle)
GABA-gated chloride ion channel activityGamma-aminobutyric acid receptor subunit alpha-3Bos taurus (cattle)
GABA-gated chloride ion channel activityGamma-aminobutyric acid receptor subunit gamma-2Bos taurus (cattle)
GABA-A receptor activityGamma-aminobutyric acid receptor subunit gamma-2Bos taurus (cattle)
chloride channel activityGamma-aminobutyric acid receptor subunit gamma-2Bos taurus (cattle)
GABA-gated chloride ion channel activityGamma-aminobutyric acid receptor subunit gamma-2Bos taurus (cattle)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (6)

Processvia Protein(s)Taxonomy
cytoplasmic vesicle membraneGamma-aminobutyric acid receptor subunit alpha-1Bos taurus (cattle)
postsynaptic specialization membraneGamma-aminobutyric acid receptor subunit alpha-1Bos taurus (cattle)
chloride channel complexGamma-aminobutyric acid receptor subunit alpha-1Bos taurus (cattle)
GABA-A receptor complexGamma-aminobutyric acid receptor subunit alpha-1Bos taurus (cattle)
plasma membraneGamma-aminobutyric acid receptor subunit beta-1Bos taurus (cattle)
postsynaptic membraneGamma-aminobutyric acid receptor subunit beta-1Bos taurus (cattle)
chloride channel complexGamma-aminobutyric acid receptor subunit beta-1Bos taurus (cattle)
GABA-A receptor complexGamma-aminobutyric acid receptor subunit beta-1Bos taurus (cattle)
cytoplasmic vesicle membraneGamma-aminobutyric acid receptor subunit alpha-2Bos taurus (cattle)
postsynaptic membraneGamma-aminobutyric acid receptor subunit alpha-2Bos taurus (cattle)
chloride channel complexGamma-aminobutyric acid receptor subunit alpha-2Bos taurus (cattle)
postsynaptic membraneGamma-aminobutyric acid receptor subunit alpha-3Bos taurus (cattle)
chloride channel complexGamma-aminobutyric acid receptor subunit alpha-3Bos taurus (cattle)
plasma membraneGamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)
postsynaptic membraneGamma-aminobutyric acid receptor subunit alpha-4Bos taurus (cattle)
chloride channel complexGamma-aminobutyric acid receptor subunit alpha-4Bos taurus (cattle)
plasma membraneGamma-aminobutyric acid receptor subunit gamma-2Bos taurus (cattle)
cytoplasmic vesicle membraneGamma-aminobutyric acid receptor subunit gamma-2Bos taurus (cattle)
postsynaptic specialization membraneGamma-aminobutyric acid receptor subunit gamma-2Bos taurus (cattle)
chloride channel complexGamma-aminobutyric acid receptor subunit gamma-2Bos taurus (cattle)
GABA-A receptor complexGamma-aminobutyric acid receptor subunit gamma-2Bos taurus (cattle)
plasma membraneGamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)
plasma membraneGamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (30)

Assay IDTitleYearJournalArticle
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID1758385Antiproliferative activity against human MCF7 cells assessed as reduction in cell viability incubated for 72 hrs by CCK-8 assay2021Bioorganic & medicinal chemistry letters, 05-15, Volume: 40Discovery of β-carboline-(phenylsulfonyl)furoxan hybrids as potential anti-breast cancer agents.
AID1758386Antiproliferative activity against human MDA-MB-231 cells assessed as reduction in cell viability incubated for 72 hrs by CCK-8 assay2021Bioorganic & medicinal chemistry letters, 05-15, Volume: 40Discovery of β-carboline-(phenylsulfonyl)furoxan hybrids as potential anti-breast cancer agents.
AID1243200Cytotoxicity against human Hep3B cells incubated for 48 hrs by MTT assay2015Bioorganic & medicinal chemistry letters, Sep-15, Volume: 25, Issue:18
Synthesis and biological evaluation of novel 3,9-substituted β-carboline derivatives as anticancer agents.
AID41870In vitro inhibition of [3H]flunitrazepam binding to GABA-A benzodiazepine receptor of bovine cerebral cortical membranes at 10 uM1992Journal of medicinal chemistry, Jun-12, Volume: 35, Issue:12
Benzodiazepine receptor affinity and interaction of some N-(indol-3-ylglyoxylyl)amine derivatives.
AID40666In vitro inhibition of [3H]diazepam binding to benzodiazepine receptor in rat cerebral cortical membrane1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
Beta-carbolines: synthesis and neurochemical and pharmacological actions on brain benzodiazepine receptors.
AID1243204Cytotoxicity against human 2774 cells incubated for 48 hrs by MTT assay2015Bioorganic & medicinal chemistry letters, Sep-15, Volume: 25, Issue:18
Synthesis and biological evaluation of novel 3,9-substituted β-carboline derivatives as anticancer agents.
AID1243203Cytotoxicity against human COLO205 cells incubated for 48 hrs by MTT assay2015Bioorganic & medicinal chemistry letters, Sep-15, Volume: 25, Issue:18
Synthesis and biological evaluation of novel 3,9-substituted β-carboline derivatives as anticancer agents.
AID1243205Cytotoxicity against human SKOV3 cells incubated for 48 hrs by MTT assay2015Bioorganic & medicinal chemistry letters, Sep-15, Volume: 25, Issue:18
Synthesis and biological evaluation of novel 3,9-substituted β-carboline derivatives as anticancer agents.
AID1243206Cytotoxicity against human Detroit 551 cells incubated for 48 hrs by MTT assay2015Bioorganic & medicinal chemistry letters, Sep-15, Volume: 25, Issue:18
Synthesis and biological evaluation of novel 3,9-substituted β-carboline derivatives as anticancer agents.
AID1243201Cytotoxicity against human H460 cells incubated for 48 hrs by MTT assay2015Bioorganic & medicinal chemistry letters, Sep-15, Volume: 25, Issue:18
Synthesis and biological evaluation of novel 3,9-substituted β-carboline derivatives as anticancer agents.
AID1243202Cytotoxicity against human A498 cells incubated for 48 hrs by MTT assay2015Bioorganic & medicinal chemistry letters, Sep-15, Volume: 25, Issue:18
Synthesis and biological evaluation of novel 3,9-substituted β-carboline derivatives as anticancer agents.
AID41995Concentration that inhibits specific [3H]flunitrazepam binding to benzodiazepine receptor in bovine brain1983Journal of medicinal chemistry, Apr, Volume: 26, Issue:4
beta-Carbolines as benzodiazepine receptor ligands. 1. Synthesis and benzodiazepine receptor interaction of esters of beta-carboline-3-carboxylic acid.
AID41983Relative binding to GABA-A receptor in the presence and absence of GABA (GABA shift), Ki(-GABA)/Ki(+GABA)1992Journal of medicinal chemistry, Jun-12, Volume: 35, Issue:12
Benzodiazepine receptor affinity and interaction of some N-(indol-3-ylglyoxylyl)amine derivatives.
AID1243199Cytotoxicity against human HL60 cells incubated for 48 hrs by MTT assay2015Bioorganic & medicinal chemistry letters, Sep-15, Volume: 25, Issue:18
Synthesis and biological evaluation of novel 3,9-substituted β-carboline derivatives as anticancer agents.
AID40659Hill coefficient for inhibition of ~2 nM [3H]diazepam binding to GABA-A benzodiazepine receptor of rat cerebral cortical membrane1982Journal of medicinal chemistry, Sep, Volume: 25, Issue:9
Beta-carbolines: synthesis and neurochemical and pharmacological actions on brain benzodiazepine receptors.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (25)

TimeframeStudies, This Drug (%)All Drugs %
pre-19906 (24.00)18.7374
1990's3 (12.00)18.2507
2000's2 (8.00)29.6817
2010's11 (44.00)24.3611
2020's3 (12.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.44

According to the monthly volume, diversity, and competition of internet searches for this compound, as well the volume and growth of publications, there is estimated to be weak demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index11.44 (24.57)
Research Supply Index3.26 (2.92)
Research Growth Index4.70 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.44)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews0 (0.00%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other25 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]