Page last updated: 2024-11-11

3-hydroxymethyl-beta-carboline

Description Research Excerpts Clinical Trials Roles Classes Pathways Study Profile Bioassays Related Drugs Related Conditions Protein Interactions Research Growth Market Indicators

Description

3-hydroxymethyl-beta-carboline: antagonizes anticonvulsant & anxiolytic actions of diazepam at doses which do not elicit overt behavioral effects in mice [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5353338
CHEMBL ID417982
CHEMBL ID1608978
CHEBI ID114188
SCHEMBL ID2216848
MeSH IDM0098955

Synonyms (40)

Synonym
BRD-K69585439-001-01-2
DIVK1C_000628
KBIO1_000628
BIOMOL-NT_000286
3-hydroxymethyl-b-carboline
3-hydroxymethyl-beta-carboline
PRESTWICK_970 ,
65474-79-5
BPBIO1_001234
IDI1_000628
NCGC00163294-01
NINDS_000628
CHEBI:114188
3-hmc
CHEMBL417982
HMS501P10
9h-pyrido[3,4-b]indol-3-ylmethanol
9h-pyrido[3,4-b]indole-3-methanol
9h-pyrido(3,4-b)indole-3-methanol
00qj5eqt3e ,
unii-00qj5eqt3e
3-hydroxymethyl-.beta.-carboline
3-hydroxymethyl-.beta.-carboline [mi]
CPBYHTDUBNSBQM-UHFFFAOYSA-N
3-(hydroxymethyl)-beta-carboline
9h-beta-carboline-3-methanol
AKOS024254583
(9h-pyrido[3,4-b]indol-3-yl)methanol
ac-lys-omehcl
SCHEMBL2216848
Q27195268
DTXSID20215795
CS-0260224
Z1255399072
(9h-beta-carbolin-3-yl)-methanol
CHEMBL1608978
mfcd00055074
3-hydroxymethyl- beta -carboline
{9h-pyrido[3,4-b]indol-3-yl}methanol
EN300-747025

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" beta CCE and beta CCtB produced dose-related, parallel shifts in the dose-response curve for the discriminative effects of diazepam, but the magnitude of the shifts was limited: the two highest doses of beta CCE and beta CCtB produced shifts that were not significantly different in magnitude."( Beta-carbolines as antagonists of the discriminative stimulus effects of diazepam in rats.
Cook, JA; Guzman, F; Hagen, TJ; Shannon, HE, 1988
)
0.27
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (1)

ClassDescription
beta-carbolinesAny pyridoindole containing a beta-carboline skeleton and their hydrogenated derivatives
[compound class information is derived from Chemical Entities of Biological Interest (ChEBI), Hastings J, Owen G, Dekker A, Ennis M, Kale N, Muthukrishnan V, Turner S, Swainston N, Mendes P, Steinbeck C. (2016). ChEBI in 2016: Improved services and an expanding collection of metabolites. Nucleic Acids Res]

Protein Targets (20)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, Ferritin light chainEquus caballus (horse)Potency50.11875.623417.292931.6228AID485281
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency31.62280.011212.4002100.0000AID1030
glucocerebrosidaseHomo sapiens (human)Potency3.54810.01268.156944.6684AID2101
histone acetyltransferase KAT2A isoform 1Homo sapiens (human)Potency31.62280.251215.843239.8107AID504327
[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)
Gamma-aminobutyric acid receptor subunit piRattus norvegicus (Norway rat)Ki735.73500.00020.656110.0000AID40666; AID40971
Gamma-aminobutyric acid receptor subunit beta-1Rattus norvegicus (Norway rat)Ki735.73500.00020.656110.0000AID40666; AID40971
Gamma-aminobutyric acid receptor subunit deltaRattus norvegicus (Norway rat)Ki735.73500.00020.656110.0000AID40666; AID40971
Gamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)Ki735.73500.00020.561410.0000AID40666; AID40971
Gamma-aminobutyric acid receptor subunit alpha-5Rattus norvegicus (Norway rat)Ki735.73500.00020.635210.0000AID40666; AID40971
Gamma-aminobutyric acid receptor subunit alpha-3Rattus norvegicus (Norway rat)Ki735.73500.00020.621710.0000AID40666; AID40971
Gamma-aminobutyric acid receptor subunit gamma-1Rattus norvegicus (Norway rat)Ki735.73500.00020.675810.0000AID40666; AID40971
Gamma-aminobutyric acid receptor subunit alpha-2Rattus norvegicus (Norway rat)Ki735.73500.00020.646910.0000AID40666; AID40971
Gamma-aminobutyric acid receptor subunit alpha-4Rattus norvegicus (Norway rat)Ki735.73500.00020.656110.0000AID40666; AID40971
Gamma-aminobutyric acid receptor subunit gamma-3Rattus norvegicus (Norway rat)Ki735.73500.00020.656110.0000AID40666; AID40971
Gamma-aminobutyric acid receptor subunit alpha-6Rattus norvegicus (Norway rat)Ki735.73500.00020.671210.0000AID40666; AID40971
Gamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)Ki735.73500.00020.557710.0000AID40666; AID40971
Gamma-aminobutyric acid receptor subunit beta-3Rattus norvegicus (Norway rat)Ki735.73500.00020.640310.0000AID40666; AID40971
Gamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)Ki735.73500.00020.570810.0000AID40666; AID40971
GABA theta subunitRattus norvegicus (Norway rat)Ki735.73500.00020.656110.0000AID40666; AID40971
Gamma-aminobutyric acid receptor subunit epsilonRattus norvegicus (Norway rat)Ki735.73500.00020.656110.0000AID40666; AID40971
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Ceullar Components (1)

Processvia Protein(s)Taxonomy
plasma membraneGamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)
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 (17)

Assay IDTitleYearJournalArticle
AID1347154Primary screen GU AMC qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1508630Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay2021Cell reports, 04-27, Volume: 35, Issue:4
A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID40829In vitro displacement of [3H]diazepam from GABA-A benzodiazepine receptor in rat cerebral cortex1987Journal of medicinal chemistry, Apr, Volume: 30, Issue:4
Synthesis of 6-substituted beta-carbolines that behave as benzodiazepine receptor antagonists or inverse agonists.
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.
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.
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.
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.
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.
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.
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.
AID40971In vitro inhibition of [3H]diazepam binding to rat cerebral cortical membrane benzodiazepine receptors1984Journal of medicinal chemistry, May, Volume: 27, Issue:5
Biomimetic approach to potential benzodiazepine receptor agonists and antagonists.
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.
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.
AID1777556Antiproliferative activity against human MCF7 cells assessed as inhibition of cell proliferation measured after 72 hrs by CCK-8 assay2021Bioorganic & medicinal chemistry, 09-01, Volume: 45Design and synthesis of β-carboline derivatives with nitrogen mustard moieties against breast cancer.
AID1777558Cytotoxicity against human MCF-10A cells assessed as inhibition of cell proliferation measured after 72 hrs by CCK-8 assay2021Bioorganic & medicinal chemistry, 09-01, Volume: 45Design and synthesis of β-carboline derivatives with nitrogen mustard moieties against breast cancer.
AID1777557Antiproliferative activity against human MDA-MB-231 cells assessed as inhibition of cell proliferation measured after 72 hrs by CCK-8 assay2021Bioorganic & medicinal chemistry, 09-01, Volume: 45Design and synthesis of β-carboline derivatives with nitrogen mustard moieties against breast cancer.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (16)

TimeframeStudies, This Drug (%)All Drugs %
pre-199012 (75.00)18.7374
1990's0 (0.00)18.2507
2000's0 (0.00)29.6817
2010's1 (6.25)24.3611
2020's3 (18.75)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 11.83

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 Index11.83 (24.57)
Research Supply Index2.83 (2.92)
Research Growth Index4.66 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (11.83)

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%
Other16 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]