Compounds > 1-acetyl-beta-carboline
Page last updated: 2024-12-09

1-acetyl-beta-carboline

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

Description

1-Acetyl-beta-carboline (1-Acetyl-β-carboline) is a chemical compound that has been the subject of research for its potential effects on the brain and its implications for various conditions.

**What is it?**

1-Acetyl-β-carboline is a derivative of β-carboline, a heterocyclic compound found naturally in plants and animals. It is specifically a derivative where an acetyl group (-COCH3) is attached to the first position of the β-carboline molecule.

**Importance in Research:**

1-Acetyl-β-carboline's importance in research stems from its potential interactions with the brain, particularly with receptors and enzymes involved in neurotransmission. Here are some key areas of interest:

* **Cognitive Enhancement:** Some studies suggest 1-Acetyl-β-carboline might enhance cognitive function, particularly in areas of memory and learning. This has led to research into its potential as a therapeutic agent for conditions like Alzheimer's disease.
* **Antioxidant Properties:** 1-Acetyl-β-carboline has shown antioxidant properties in vitro, suggesting it might protect cells from damage caused by free radicals. This could be relevant for conditions associated with oxidative stress, like neurodegenerative diseases.
* **Interactions with GABAergic System:** The GABAergic system plays a crucial role in regulating neuronal activity and is implicated in anxiety and sleep. 1-Acetyl-β-carboline has been shown to interact with GABA receptors, potentially influencing these processes.
* **Neuroprotective Potential:** Some studies suggest 1-Acetyl-β-carboline might protect brain cells from damage caused by various factors, including neurotoxins and ischemia.

**Important Considerations:**

While research on 1-Acetyl-β-carboline is promising, it's crucial to note:

* **Limited Human Studies:** Most research on 1-Acetyl-β-carboline has been conducted in cell cultures or animal models. More human trials are needed to confirm its safety and efficacy.
* **Potential Side Effects:** Like any compound, 1-Acetyl-β-carboline may have side effects. Further research is needed to understand its full safety profile.
* **Regulatory Status:** 1-Acetyl-β-carboline is not currently approved for any medical use.

**Overall:**

1-Acetyl-β-carboline is a complex molecule with interesting biological activity, particularly in the brain. While research is promising, more investigations are needed to fully understand its potential benefits and risks.

1-acetyl-beta-carboline: structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID638667
CHEMBL ID1682931
CHEBI ID69598
SCHEMBL ID4069498
MeSH IDM0587472

Synonyms (22)

Synonym
1-(9h-beta-carbolin-1-yl)ethanone
inchi=1/c13h10n2o/c1-8(16)12-13-10(6-7-14-12)9-4-2-3-5-11(9)15-13/h2-7,15h,1h
ethanone, 1-(9h-pyrido[3,4-b]indol-1-yl)-
1-acetyl-beta-carboline
1-(9h-pyrido[3,4-b]indol-1-yl)ethanone
CHEMBL1682931
chebi:69598 ,
50892-83-6
SCHEMBL4069498
DTXSID70348587
1-acetyl-|a-carboline
CS-0046518
1-acetyl-??-carboline
AKOS030597436
Q27137940
1-acetyl beta carboline
1-(9h-pyrido[3,4-b]indol-1-yl)ethan-1-one
D72789
1-acetyl beta-carboline
HY-W060074
mfcd18803841
FS-7524
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Roles (1)

RoleDescription
metaboliteAny intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
[role 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]

Drug Classes (1)

ClassDescription
harmala alkaloidAny member of a class of naturally occurring alkaloids based on a 1-methyl-9H-beta-carboline skeleton.
[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]

Bioassays (21)

Assay IDTitleYearJournalArticle
AID636821Cytotoxicity against human DU145 cells after 48 hrs by MTT assay2011Journal of natural products, Oct-28, Volume: 74, Issue:10
Antimalarial β-carboline and indolactam alkaloids from Marinactinospora thermotolerans, a deep sea isolate.
AID579637Antiinflammatory activity against mouse RAW246.7 cells assessed as inhibition of lipopolysaccharide/interferon-gamma induced nitric oxide production2011Bioorganic & medicinal chemistry, Mar-01, Volume: 19, Issue:5
Synthesis, in vitro anti-inflammatory and cytotoxic evaluation, and mechanism of action studies of 1-benzoyl-β-carboline and 1-benzoyl-3-carboxy-β-carboline derivatives.
AID636820Cytotoxicity against human HeLa cells after 48 hrs by MTT assay2011Journal of natural products, Oct-28, Volume: 74, Issue:10
Antimalarial β-carboline and indolactam alkaloids from Marinactinospora thermotolerans, a deep sea isolate.
AID579730Antiinflammatory activity against mouse RAW264.7 cells assessed as reduction of lipopolysaccharide/interferon-gamma induced PGE2 production at 10 uM after 18 hrs2011Bioorganic & medicinal chemistry, Mar-01, Volume: 19, Issue:5
Synthesis, in vitro anti-inflammatory and cytotoxic evaluation, and mechanism of action studies of 1-benzoyl-β-carboline and 1-benzoyl-3-carboxy-β-carboline derivatives.
AID579631Cytotoxicity activity against human KBVIN cells assessed as growth inhibition at 10 ug/ml after 72 hrs sulforhodamine B assay2011Bioorganic & medicinal chemistry, Mar-01, Volume: 19, Issue:5
Synthesis, in vitro anti-inflammatory and cytotoxic evaluation, and mechanism of action studies of 1-benzoyl-β-carboline and 1-benzoyl-3-carboxy-β-carboline derivatives.
AID636816Cytotoxicity against human SW1990 cells after 48 hrs by MTT assay2011Journal of natural products, Oct-28, Volume: 74, Issue:10
Antimalarial β-carboline and indolactam alkaloids from Marinactinospora thermotolerans, a deep sea isolate.
AID579729Antiinflammatory activity against mouse RAW264.7 cells assessed as reduction of lipopolysaccharide/interferon-gamma induced PGE2 production at 3 uM after 18 hrs2011Bioorganic & medicinal chemistry, Mar-01, Volume: 19, Issue:5
Synthesis, in vitro anti-inflammatory and cytotoxic evaluation, and mechanism of action studies of 1-benzoyl-β-carboline and 1-benzoyl-3-carboxy-β-carboline derivatives.
AID579728Antiinflammatory activity against mouse RAW264.7 cells assessed as reduction of lipopolysaccharide/interferon-gamma induced PGE2 production at 1 uM by EIA2011Bioorganic & medicinal chemistry, Mar-01, Volume: 19, Issue:5
Synthesis, in vitro anti-inflammatory and cytotoxic evaluation, and mechanism of action studies of 1-benzoyl-β-carboline and 1-benzoyl-3-carboxy-β-carboline derivatives.
AID636819Cytotoxicity against human A549 cells after 48 hrs by MTT assay2011Journal of natural products, Oct-28, Volume: 74, Issue:10
Antimalarial β-carboline and indolactam alkaloids from Marinactinospora thermotolerans, a deep sea isolate.
AID579639Cytotoxicity against mouse RAW246.7 cells by MTT assay2011Bioorganic & medicinal chemistry, Mar-01, Volume: 19, Issue:5
Synthesis, in vitro anti-inflammatory and cytotoxic evaluation, and mechanism of action studies of 1-benzoyl-β-carboline and 1-benzoyl-3-carboxy-β-carboline derivatives.
AID579632Antiinflammatory activity against human neutrophil assessed as inhibition of N-formyl-l-methionyl phenylalanine/cytochalasin B-induced superoxide anion generation by spectrophotometry2011Bioorganic & medicinal chemistry, Mar-01, Volume: 19, Issue:5
Synthesis, in vitro anti-inflammatory and cytotoxic evaluation, and mechanism of action studies of 1-benzoyl-β-carboline and 1-benzoyl-3-carboxy-β-carboline derivatives.
AID579630Cytotoxicity activity against human DU145 cells assessed as growth inhibition at 10 ug/ml after 72 hrs sulforhodamine B assay2011Bioorganic & medicinal chemistry, Mar-01, Volume: 19, Issue:5
Synthesis, in vitro anti-inflammatory and cytotoxic evaluation, and mechanism of action studies of 1-benzoyl-β-carboline and 1-benzoyl-3-carboxy-β-carboline derivatives.
AID579638Therapeutic index, ratio of CC50 for mouse RAW246.7 cells to EC50 for inhibition of lipopolysaccharide/interferon-gamma induced nitric oxide production in mouse RAW246.7 cells2011Bioorganic & medicinal chemistry, Mar-01, Volume: 19, Issue:5
Synthesis, in vitro anti-inflammatory and cytotoxic evaluation, and mechanism of action studies of 1-benzoyl-β-carboline and 1-benzoyl-3-carboxy-β-carboline derivatives.
AID579633Antiinflammatory activity against human neutrophil assessed as inhibition of N-formyl-l-methionyl phenylalanine/cytochalasin B-induced elastase release2011Bioorganic & medicinal chemistry, Mar-01, Volume: 19, Issue:5
Synthesis, in vitro anti-inflammatory and cytotoxic evaluation, and mechanism of action studies of 1-benzoyl-β-carboline and 1-benzoyl-3-carboxy-β-carboline derivatives.
AID1194597Inhibition of PTP1B (unknown origin) assessed as inhibition rate at 100 uM2015Bioorganic & medicinal chemistry letters, May-01, Volume: 25, Issue:9
Canthinone alkaloids are novel protein tyrosine phosphatase 1B inhibitors.
AID636815Cytotoxicity against human MCF7 cells after 48 hrs by MTT assay2011Journal of natural products, Oct-28, Volume: 74, Issue:10
Antimalarial β-carboline and indolactam alkaloids from Marinactinospora thermotolerans, a deep sea isolate.
AID636818Cytotoxicity against human NCI-H460 cells after 48 hrs by MTT assay2011Journal of natural products, Oct-28, Volume: 74, Issue:10
Antimalarial β-carboline and indolactam alkaloids from Marinactinospora thermotolerans, a deep sea isolate.
AID636822Cytotoxicity against human MDA-MB-231 cells after 48 hrs by MTT assay2011Journal of natural products, Oct-28, Volume: 74, Issue:10
Antimalarial β-carboline and indolactam alkaloids from Marinactinospora thermotolerans, a deep sea isolate.
AID579629Cytotoxicity activity against human A549 cells assessed as growth inhibition at 10 ug/ml after 72 hrs sulforhodamine B assay2011Bioorganic & medicinal chemistry, Mar-01, Volume: 19, Issue:5
Synthesis, in vitro anti-inflammatory and cytotoxic evaluation, and mechanism of action studies of 1-benzoyl-β-carboline and 1-benzoyl-3-carboxy-β-carboline derivatives.
AID636817Cytotoxicity against human SMMC7721 cells after 48 hrs by MTT assay2011Journal of natural products, Oct-28, Volume: 74, Issue:10
Antimalarial β-carboline and indolactam alkaloids from Marinactinospora thermotolerans, a deep sea isolate.
AID579628Cytotoxicity activity against human KB cells assessed as growth inhibition at 10 ug/ml after 72 hrs sulforhodamine B assay2011Bioorganic & medicinal chemistry, Mar-01, Volume: 19, Issue:5
Synthesis, in vitro anti-inflammatory and cytotoxic evaluation, and mechanism of action studies of 1-benzoyl-β-carboline and 1-benzoyl-3-carboxy-β-carboline derivatives.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (7)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (14.29)29.6817
2010's5 (71.43)24.3611
2020's1 (14.29)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.24

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 Index12.24 (24.57)
Research Supply Index2.08 (2.92)
Research Growth Index4.32 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.24)

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%
Other7 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
pimagedine
pimagedine: diamine oxidase & nitric oxide synthase inhibitor; an advanced glycosylation end product inhibitor; used in the treatment of diabetic complications; structure. aminoguanidine : A one-carbon compound whose unique structure renders it capable of acting as a derivative of hydrazine, guanidine or formamide.		2.0610guanidines;
one-carbon compound		EC 1.14.13.39 (nitric oxide synthase) inhibitor;
EC 1.4.3.4 (monoamine oxidase) inhibitor
chloroquine
Chloroquine: The prototypical antimalarial agent with a mechanism that is not well understood. It has also been used to treat rheumatoid arthritis, systemic lupus erythematosus, and in the systemic therapy of amebic liver abscesses.. chloroquine : An aminoquinoline that is quinoline which is substituted at position 4 by a [5-(diethylamino)pentan-2-yl]amino group at at position 7 by chlorine. It is used for the treatment of malaria, hepatic amoebiasis, lupus erythematosus, light-sensitive skin eruptions, and rheumatoid arthritis.		2.0610aminoquinoline;
organochlorine compound;
secondary amino compound;
tertiary amino compound		anticoronaviral agent;
antimalarial;
antirheumatic drug;
autophagy inhibitor;
dermatologic drug
indomethacin
Indomethacin: A non-steroidal anti-inflammatory agent (NSAID) that inhibits CYCLOOXYGENASE, which is necessary for the formation of PROSTAGLANDINS and other AUTACOIDS. It also inhibits the motility of POLYMORPHONUCLEAR LEUKOCYTES.. indometacin : A member of the class of indole-3-acetic acids that is indole-3-acetic acid in which the indole ring is substituted at positions 1, 2 and 5 by p-chlorobenzoyl, methyl, and methoxy groups, respectively. A non-steroidal anti-inflammatory drug, it is used in the treatment of musculoskeletal and joint disorders including osteoarthritis, rheumatoid arthritis, gout, bursitis and tendinitis.		2.0610aromatic ether;
indole-3-acetic acids;
monochlorobenzenes;
N-acylindole		analgesic;
drug metabolite;
EC 1.14.99.1 (prostaglandin-endoperoxide synthase) inhibitor;
environmental contaminant;
gout suppressant;
non-steroidal anti-inflammatory drug;
xenobiotic metabolite;
xenobiotic
2-(4-morpholinyl)-8-phenyl-4h-1-benzopyran-4-one
2-(4-morpholinyl)-8-phenyl-4H-1-benzopyran-4-one: specific inhibitor of phosphatidylinositol 3-kinase; structure in first source		2.0610chromones;
morpholines;
organochlorine compound		autophagy inhibitor;
EC 2.7.1.137 (phosphatidylinositol 3-kinase) inhibitor;
geroprotector
tryptophan
Tryptophan: An essential amino acid that is necessary for normal growth in infants and for NITROGEN balance in adults. It is a precursor of INDOLE ALKALOIDS in plants. It is a precursor of SEROTONIN (hence its use as an antidepressant and sleep aid). It can be a precursor to NIACIN, albeit inefficiently, in mammals.. tryptophan : An alpha-amino acid that is alanine bearing an indol-3-yl substituent at position 3.		210erythrose 4-phosphate/phosphoenolpyruvate family amino acid;
L-alpha-amino acid zwitterion;
L-alpha-amino acid;
proteinogenic amino acid;
tryptophan zwitterion;
tryptophan		antidepressant;
Escherichia coli metabolite;
human metabolite;
micronutrient;
mouse metabolite;
nutraceutical;
plant metabolite;
Saccharomyces cerevisiae metabolite
paclitaxel
Taxus: Genus of coniferous yew trees or shrubs, several species of which have medicinal uses. Notable is the Pacific yew, Taxus brevifolia, which is used to make the anti-neoplastic drug taxol (PACLITAXEL).		2.0610taxane diterpenoid;
tetracyclic diterpenoid		antineoplastic agent;
human metabolite;
metabolite;
microtubule-stabilising agent
norharman
norharman: RN given refers to parent cpd. beta-carboline : The parent compound of the beta-carbolines, a tricyclic structure comprising an indole ring system ortho- fused to C-3 and C-4 of a pyridine ring.		2.2510beta-carbolines;
mancude organic heterotricyclic parent		fungal metabolite;
marine metabolite
1-methyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid
1-methyl-1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid: precursor of mutagenic nitroso cpd in soy sauce; structure given in first source		2.1110harmala alkaloid
canthin-6-one
canthin-6-one: from Zanthoxylum usambarense; structure in first source. canthin-6-one : An indole alkaloid that is 6H-indolo[3,2,1-de][1,5]naphthyridine substituted by an oxo group at position 6.		2.1110enone;
indole alkaloid;
organic heterotetracyclic compound		antimycobacterial drug;
metabolite
1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid
1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid: structure given in first source; RN given refers to cpd without isomeric designation. 1,2,3,4-tetrahydro-beta-carboline-3-carboxylic acid : A member of the class of beta-carbolines that is 1,2,3,4-tetrahydro-beta-carboline substituted at position 3 by a carboxy group.		2.1110alpha-amino acid;
aromatic amino acid;
beta-carboline alkaloid		human urinary metabolite;
human xenobiotic metabolite;
plant metabolite;
rat metabolite
beta-carboline-3-carboxylic acid methyl ester
beta-carboline-3-carboxylic acid methyl ester: structure given in first source		2.1110beta-carbolines
pendolmycin
pendolmycin: indole alkaloid from Nocardiopsis; inhibitor of phosphatidylinositol turnover & binding of epidermal growth factor; structure given in first source		2.0610indolesmetabolite
5-methoxycanthin-6-one
5-methoxycanthin-6-one: isolated from Zanthoxylum chiloperone; structure in first source		2.1110alkaloid;
organic heterotetracyclic compound
Amalorin
[no description available]		2.1110alkaloid;
organic heterotetracyclic compound
Methyl nigakinone
4,5-dimethoxycanthin-6-one: an active metabolite of Picrasma quassiodes; structure in first source		2.1110beta-carbolines
harman
harman: a beta-carboline; RN given refers to parent cpd; structure. harman : An indole alkaloid fundamental parent with a structure of 9H-beta-carboline carrying a methyl substituent at C-1. It has been isolated from the bark of Sickingia rubra, Symplocus racemosa, Passiflora incarnata, Peganum harmala, Banisteriopsis caapi and Tribulus terrestris, as well as from tobacco smoke. It is a specific, reversible inhibitor of monoamine oxidase A.		2.1110harmala alkaloid;
indole alkaloid fundamental parent;
indole alkaloid		anti-HIV agent;
EC 1.4.3.4 (monoamine oxidase) inhibitor;
plant metabolite
dehydrocrenatidine
dehydrocrenatidine: a janus kinase inhibitor; structure in first source		2.1110
nigakinone
nigakinone: an NSAID that may be useful in treating ulcerative colitis; structure in first source		2.1110beta-carbolines
1-Ethyl-9H-pyrido[3,4-b]indole
[no description available]		2.1110harmala alkaloid
beta-carboline-1-propionic acid
[no description available]		2.1110harmala alkaloid
1-methyl-beta-carboline-3-carboxylic acid
1-methyl-beta-carboline-3-carboxylic acid: metabolite from cows fed with corn silage; structure in first source		2.1110
9-methoxycanthin-6-one
9-methoxycanthin-6-one: from roots of Eurycoma longifolia (Simaroubaceae). 9-methoxycanthin-6-one : An indole alkaloid that is the 9-methoxy derivative of canthin-6-one. Isolated from Eurycoma longifolia and Simaba multiflora, it exhibits cytotoxic activity towards human cancer cell lines.		2.1110aromatic ether;
indole alkaloid;
organic heterotetracyclic compound		antineoplastic agent;
antiplasmodial drug;
metabolite
rk 682
[no description available]		2.1110
ConditionIndicatedRelationship StrengthStudiesTrials