Compounds > malabaricone c
Page last updated: 2024-11-07

malabaricone c

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Description

Malabaricone C is a naturally occurring sesquiterpenoid with a unique molecular structure and has attracted considerable attention due to its diverse biological activities. It is isolated from the plant *Piper betle*, commonly known as betel leaf. Malabaricone C exhibits potent anti-inflammatory and antioxidant properties, and it has been found to inhibit the production of pro-inflammatory cytokines such as TNF-α and IL-6. These effects make it a promising candidate for the development of novel anti-inflammatory drugs. Moreover, Malabaricone C shows potential as an anticancer agent, exhibiting cytotoxicity against various cancer cell lines. Studies have revealed its ability to induce apoptosis and inhibit cell proliferation. Additionally, Malabaricone C possesses antimicrobial activity, demonstrating efficacy against both Gram-positive and Gram-negative bacteria. The complex and intriguing structure of Malabaricone C, coupled with its diverse biological activities, has sparked interest among researchers in understanding its synthesis, mechanism of action, and therapeutic potential. Researchers are actively studying the potential of Malabaricone C as a lead compound for the development of novel drugs in various therapeutic areas.'

malabaricone C: from maize (Myristica fragrans); structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID100313
CHEMBL ID524100
CHEBI ID69015
SCHEMBL ID7784918
MeSH IDM0194847

Synonyms (24)

Synonym
malabaricone c
63335-25-1
nsc287968
nsc-287968
MEGXP0_000379
1-(2,6-dihydroxyphenyl)-9-(3,4-dihydroxyphenyl)nonan-1-one
bdbm50182491
chebi:69015 ,
CHEMBL524100
unii-c9k53r3prn
c9k53r3prn ,
1-nonanone, 1-(2,6-dihydroxyphenyl)-9-(3,4-dihydroxyphenyl)-
nsc 287968
SCHEMBL7784918
DTXSID40212721
1-(2,6-dihydroxyphenyl)-9-(3,4-dihydroxyphenyl)-1-nonanone
Q27137360
MS-25640
XM175848
E88916
CS-0145503
HY-N8518
1-(2,6-bis(oxidanyl)phenyl)-9-(3,4-bis(oxidanyl)phenyl)nonan-1-one
AKOS040763675

Research Excerpts

Dosage Studied

ExcerptRelevanceReference
" Dosing safrole at 50mg/kg body weight and malabaricone C-containing mace extract at a ratio reflecting the relative presence in mace, and assuming 100% or 1% uptake of malabaricone C-containing mace extract, the model predicted inhibition of 1'-sulfooxysafrole formation for rats and humans by 90% and 100% or 61% and 91%, respectively."( Malabaricone C-containing mace extract inhibits safrole bioactivation and DNA adduct formation both in vitro and in vivo.
Boonpawa, R; Martati, E; Paini, A; Punt, A; Rietjens, IM; Spenkelink, A; van Bladeren, PJ; van den Berg, JH; Vervoort, J, 2014)		2.11
[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
butanoneAny ketone that is butane substituted by an oxo group at unspecified position.
[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 (9)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Pancreatic alpha-amylaseSus scrofa (pig)IC50 (µMol)10.63001.35304.31088.9300AID1497070
AlbuminBos taurus (cattle)IC50 (µMol)14.99003.00003.00003.0000AID1497073
AcetylcholinesteraseHomo sapiens (human)IC50 (µMol)1.94000.00000.933210.0000AID1308877
AcetylcholinesteraseHomo sapiens (human)Ki5.86000.00001.27869.7300AID1308872
Sialidase AStreptococcus pneumoniaeIC50 (µMol)0.30000.30005.050010.0000AID1467530
Sialidase AStreptococcus pneumoniaeKi0.10000.10002.92839.4000AID1467535
CholinesteraseEquus caballus (horse)IC50 (µMol)2.80000.00002.22149.4000AID1308869
CholinesteraseEquus caballus (horse)Ki11.46000.00203.45989.3700AID1308873
Phosphatidylcholine:ceramide cholinephosphotransferase 1 Homo sapiens (human)IC50 (µMol)2.50001.50002.57144.0000AID1600503; AID1600505
Phosphatidylcholine:ceramide cholinephosphotransferase 2Homo sapiens (human)IC50 (µMol)1.25001.00001.78574.0000AID1600504; AID1600506
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (24)

Processvia Protein(s)Taxonomy
cellular response to starvationAlbuminBos taurus (cattle)
negative regulation of mitochondrial depolarizationAlbuminBos taurus (cattle)
cellular response to calcium ion starvationAlbuminBos taurus (cattle)
acetylcholine catabolic process in synaptic cleftAcetylcholinesteraseHomo sapiens (human)
regulation of receptor recyclingAcetylcholinesteraseHomo sapiens (human)
osteoblast developmentAcetylcholinesteraseHomo sapiens (human)
acetylcholine catabolic processAcetylcholinesteraseHomo sapiens (human)
cell adhesionAcetylcholinesteraseHomo sapiens (human)
nervous system developmentAcetylcholinesteraseHomo sapiens (human)
synapse assemblyAcetylcholinesteraseHomo sapiens (human)
receptor internalizationAcetylcholinesteraseHomo sapiens (human)
negative regulation of synaptic transmission, cholinergicAcetylcholinesteraseHomo sapiens (human)
amyloid precursor protein metabolic processAcetylcholinesteraseHomo sapiens (human)
positive regulation of protein secretionAcetylcholinesteraseHomo sapiens (human)
retina development in camera-type eyeAcetylcholinesteraseHomo sapiens (human)
acetylcholine receptor signaling pathwayAcetylcholinesteraseHomo sapiens (human)
positive regulation of cold-induced thermogenesisAcetylcholinesteraseHomo sapiens (human)
ceramide biosynthetic processPhosphatidylcholine:ceramide cholinephosphotransferase 1 Homo sapiens (human)
sphingomyelin biosynthetic processPhosphatidylcholine:ceramide cholinephosphotransferase 1 Homo sapiens (human)
apoptotic processPhosphatidylcholine:ceramide cholinephosphotransferase 1 Homo sapiens (human)
sphingolipid biosynthetic processPhosphatidylcholine:ceramide cholinephosphotransferase 1 Homo sapiens (human)
regulation of intrinsic apoptotic signaling pathwayPhosphatidylcholine:ceramide cholinephosphotransferase 1 Homo sapiens (human)
ceramide biosynthetic processPhosphatidylcholine:ceramide cholinephosphotransferase 1 Homo sapiens (human)
sphingomyelin biosynthetic processPhosphatidylcholine:ceramide cholinephosphotransferase 2Homo sapiens (human)
sphingolipid biosynthetic processPhosphatidylcholine:ceramide cholinephosphotransferase 2Homo sapiens (human)
regulation of bone mineralizationPhosphatidylcholine:ceramide cholinephosphotransferase 2Homo sapiens (human)
ceramide phosphoethanolamine biosynthetic processPhosphatidylcholine:ceramide cholinephosphotransferase 2Homo sapiens (human)
ceramide biosynthetic processPhosphatidylcholine:ceramide cholinephosphotransferase 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (21)

Processvia Protein(s)Taxonomy
oxygen bindingAlbuminBos taurus (cattle)
DNA bindingAlbuminBos taurus (cattle)
fatty acid bindingAlbuminBos taurus (cattle)
protein bindingAlbuminBos taurus (cattle)
toxic substance bindingAlbuminBos taurus (cattle)
pyridoxal phosphate bindingAlbuminBos taurus (cattle)
metal ion bindingAlbuminBos taurus (cattle)
enterobactin bindingAlbuminBos taurus (cattle)
amyloid-beta bindingAcetylcholinesteraseHomo sapiens (human)
acetylcholinesterase activityAcetylcholinesteraseHomo sapiens (human)
cholinesterase activityAcetylcholinesteraseHomo sapiens (human)
protein bindingAcetylcholinesteraseHomo sapiens (human)
collagen bindingAcetylcholinesteraseHomo sapiens (human)
hydrolase activityAcetylcholinesteraseHomo sapiens (human)
serine hydrolase activityAcetylcholinesteraseHomo sapiens (human)
acetylcholine bindingAcetylcholinesteraseHomo sapiens (human)
protein homodimerization activityAcetylcholinesteraseHomo sapiens (human)
laminin bindingAcetylcholinesteraseHomo sapiens (human)
ceramide phosphoethanolamine synthase activityPhosphatidylcholine:ceramide cholinephosphotransferase 1 Homo sapiens (human)
kinase activityPhosphatidylcholine:ceramide cholinephosphotransferase 1 Homo sapiens (human)
sphingomyelin synthase activityPhosphatidylcholine:ceramide cholinephosphotransferase 1 Homo sapiens (human)
ceramide cholinephosphotransferase activityPhosphatidylcholine:ceramide cholinephosphotransferase 1 Homo sapiens (human)
ceramide phosphoethanolamine synthase activityPhosphatidylcholine:ceramide cholinephosphotransferase 2Homo sapiens (human)
protein bindingPhosphatidylcholine:ceramide cholinephosphotransferase 2Homo sapiens (human)
kinase activityPhosphatidylcholine:ceramide cholinephosphotransferase 2Homo sapiens (human)
sphingomyelin synthase activityPhosphatidylcholine:ceramide cholinephosphotransferase 2Homo sapiens (human)
ceramide cholinephosphotransferase activityPhosphatidylcholine:ceramide cholinephosphotransferase 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (19)

Processvia Protein(s)Taxonomy
extracellular regionAlbuminBos taurus (cattle)
extracellular spaceAlbuminBos taurus (cattle)
protein-containing complexAlbuminBos taurus (cattle)
extracellular regionAcetylcholinesteraseHomo sapiens (human)
basement membraneAcetylcholinesteraseHomo sapiens (human)
extracellular spaceAcetylcholinesteraseHomo sapiens (human)
nucleusAcetylcholinesteraseHomo sapiens (human)
Golgi apparatusAcetylcholinesteraseHomo sapiens (human)
plasma membraneAcetylcholinesteraseHomo sapiens (human)
cell surfaceAcetylcholinesteraseHomo sapiens (human)
membraneAcetylcholinesteraseHomo sapiens (human)
neuromuscular junctionAcetylcholinesteraseHomo sapiens (human)
synaptic cleftAcetylcholinesteraseHomo sapiens (human)
synapseAcetylcholinesteraseHomo sapiens (human)
perinuclear region of cytoplasmAcetylcholinesteraseHomo sapiens (human)
side of membraneAcetylcholinesteraseHomo sapiens (human)
Golgi trans cisternaPhosphatidylcholine:ceramide cholinephosphotransferase 1 Homo sapiens (human)
Golgi membranePhosphatidylcholine:ceramide cholinephosphotransferase 1 Homo sapiens (human)
nucleusPhosphatidylcholine:ceramide cholinephosphotransferase 1 Homo sapiens (human)
endoplasmic reticulumPhosphatidylcholine:ceramide cholinephosphotransferase 1 Homo sapiens (human)
plasma membranePhosphatidylcholine:ceramide cholinephosphotransferase 1 Homo sapiens (human)
membranePhosphatidylcholine:ceramide cholinephosphotransferase 1 Homo sapiens (human)
plasma membranePhosphatidylcholine:ceramide cholinephosphotransferase 1 Homo sapiens (human)
endoplasmic reticulum membranePhosphatidylcholine:ceramide cholinephosphotransferase 1 Homo sapiens (human)
Golgi membranePhosphatidylcholine:ceramide cholinephosphotransferase 1 Homo sapiens (human)
Golgi membranePhosphatidylcholine:ceramide cholinephosphotransferase 2Homo sapiens (human)
nucleoplasmPhosphatidylcholine:ceramide cholinephosphotransferase 2Homo sapiens (human)
Golgi apparatusPhosphatidylcholine:ceramide cholinephosphotransferase 2Homo sapiens (human)
plasma membranePhosphatidylcholine:ceramide cholinephosphotransferase 2Homo sapiens (human)
Golgi membranePhosphatidylcholine:ceramide cholinephosphotransferase 2Homo sapiens (human)
endoplasmic reticulum membranePhosphatidylcholine:ceramide cholinephosphotransferase 2Homo sapiens (human)
plasma membranePhosphatidylcholine:ceramide cholinephosphotransferase 2Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (108)

Assay IDTitleYearJournalArticle
AID1497072Cytotoxicity against rat L6 cells up to 50 uM after 24 hrs by MTT assay2018Bioorganic & medicinal chemistry, 07-23, Volume: 26, Issue:12
Antidiabetic potential of phytochemicals isolated from the stem bark of Myristica fatua Houtt. var. magnifica (Bedd.) Sinclair.
AID1600512Lipid lowering activity in human HepG2 cells assessed as change in oleic acid-induced free fatty acid level by ELISA2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID515732Induction of Escherichia coli pBR322 DNA cleavage at 25 uM after 45 mins by agarose gel electrophoresis in presence of 100 uM of copper and 250 uM of EDTA2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID337755Antimicrobial activity against Staphylococcus aureus NCTC 6571 after 48 hrs by agar dilution method
AID1467530Inhibition of Streptococcus pneumoniae sialidase NanA using 4-methylumbelliferyl-alpha-D-N-acetylneuraminic acid as substrate after 60 mins by FRET assay2017Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14
Sialidase inhibitory activity of diarylnonanoid and neolignan compounds extracted from the seeds of Myristica fragrans.
AID1600497Antiobesity activity in HFD-induced obese C57BL/6J mouse model assessed as decrease in body weight measured after 20 days relative to control2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID515739Induction of Escherichia coli pBR322 DNA cleavage at 25 uM after 45 mins by agarose gel electrophoresis in presence of 100 uM of copper and 100 mM of sodium azide2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID1600507Cytotoxicity against MEF cells at 0.01 to 1 mM incubated for 3 hrs by CCK8 assay relative to control2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID626501Cytotoxicity against mouse RAW264.7 cells assessed as cell viability at 50 uM after 24 hrs by MTT assay2011Bioorganic & medicinal chemistry letters, Nov-15, Volume: 21, Issue:22
Inhibitory effect on NO production of phenolic compounds from Myristica fragrans.
AID626984Inhibition of Pseudomonas aeruginosa PAO1 quorum sensing assessed as reduction of biofilm formation at 2 mg/ml after 18 hrs using crystal violet staining2011Journal of natural products, Oct-28, Volume: 74, Issue:10
Malabaricone C from Myristica cinnamomea exhibits anti-quorum sensing activity.
AID626981Inhibition of Pseudomonas aeruginosa PAO1 quorum sensing assessed as inhibition of pycocyanin production at >/= 0.1 mg/ml after overnight incubation2011Journal of natural products, Oct-28, Volume: 74, Issue:10
Malabaricone C from Myristica cinnamomea exhibits anti-quorum sensing activity.
AID337757Antimicrobial activity against Streptococcus durans NCTC 8307 after 48 hrs by agar dilution method
AID515742Induction of Escherichia coli pBR322 DNA cleavage assessed as supercoiled form of DNA at 25 uM after 45 mins by agarose gel electrophoresis in presence of 100 uM of copper and neocuproine2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID515730Induction of Escherichia coli pBR322 DNA cleavage assessed as supercoiled form of DNA at 25 uM after 45 mins by agarose gel electrophoresis in presence of 100 uM of copper2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID1308869Inhibition of equine serum BChE using S-butyrylthiocholine chloride as substrate incubated for 30 mins by Ellman's microplate assay2016Bioorganic & medicinal chemistry letters, 08-01, Volume: 26, Issue:15
Natural cholinesterase inhibitors from Myristica cinnamomea King.
AID1600498Toxicity in HFD-induced obese C57BL/6J mouse model assessed as induction of leaner phenotype measured over 2 months2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID1308874Inhibition of AChE (unknown origin) at 100 ug/ml using acetylthiocholine iodide as substrate incubated for 30 mins by Ellman's microplate assay2016Bioorganic & medicinal chemistry letters, 08-01, Volume: 26, Issue:15
Natural cholinesterase inhibitors from Myristica cinnamomea King.
AID1308873Mixed inhibition of equine serum BChE using S-butyrylthiocholine chloride as substrate incubated for 30 mins by Lineweaver-Burk plot analysis2016Bioorganic & medicinal chemistry letters, 08-01, Volume: 26, Issue:15
Natural cholinesterase inhibitors from Myristica cinnamomea King.
AID1600509Inhibition of SMS1 in MEF cells using C6-NBD-ceramide as substrate preincubated for 1 hr followed by substrate addition and measured after 1 hr by HPLC analysis2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID1600511Lipid lowering activity in human HepG2 cells assessed as reduction in oleic acid-induced intracellular TG accumulation by ELISA2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID1600516Antiobesity activity in HFD-induced obese C57BL/6J mouse model assessed as reduction in TG level in liver by ELISA2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID515762Induction of DNA damaging activity in human MCF7 cells assessed as increase in tail moment at 5 uM after 1 hr by alkaline comet assay relative to control2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID515761Cytotoxicity against human MCF7 cells assessed as cell viability at 5 uM after 72 hrs by MTT assay2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID1600515Antiobesity activity in HFD-induced obese C57BL/6J mouse model assessed as improved lipid metabolism by oil red O-staining based histopathological analysis2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID515757Induction of ROS production in human MCF7 cells after 3 hrs by DCFDA assay2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID515749Induction of superoxide radical production at 100 uM after 20 mins by NBT reduction assay relative to control in presence of 100 uM of copper2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID626980Inhibition of Chromobacterium violaceum CV026 quorum sensing assessed as N-3-oxohexanoyl-homoserine lactone-induced violacein production at 3 mg/ml relative to control2011Journal of natural products, Oct-28, Volume: 74, Issue:10
Malabaricone C from Myristica cinnamomea exhibits anti-quorum sensing activity.
AID515758Induction of ROS production in human MCF7 cells at 10 uM after 3 hrs by DCFDA assay relative to control2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID626502Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated COX2 expression after 18 hrs by immunoblot analysis2011Bioorganic & medicinal chemistry letters, Nov-15, Volume: 21, Issue:22
Inhibitory effect on NO production of phenolic compounds from Myristica fragrans.
AID515747Binding affinity to calf thymus DNA assessed as increase of ethidium bromide fluorescence quenching at 0.2 mM after 30 mins2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID1497076Antidiabetic activity in rat L6 cells assessed as effect on 2-NBDG uptake at 25 uM pretreated for 24 hrs followed by 2-NBDG addition after 30 mins by FACS (Rvb = 20%)2018Bioorganic & medicinal chemistry, 07-23, Volume: 26, Issue:12
Antidiabetic potential of phytochemicals isolated from the stem bark of Myristica fatua Houtt. var. magnifica (Bedd.) Sinclair.
AID1600496Lipid lowering activity in human HepG2 cells assessed as reduction in oleic acid-induced lipid droplet formation by nile red staining based fluorescence microscopic method2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID515726Induction of Escherichia coli pBR322 DNA cleavage assessed as linear form of DNA at 25 uM after 45 mins by agarose gel electrophoresis in presence of copper2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID1467529Inhibition of Streptococcus pneumoniae sialidase NanB using 4-methylumbelliferyl-alpha-D-N-acetylneuraminic acid as substrate after 60 mins by FRET assay2017Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14
Sialidase inhibitory activity of diarylnonanoid and neolignan compounds extracted from the seeds of Myristica fragrans.
AID1308877Inhibition of AChE (unknown origin) using acetylthiocholine iodide as substrate incubated for 30 mins by Ellman's microplate assay2016Bioorganic & medicinal chemistry letters, 08-01, Volume: 26, Issue:15
Natural cholinesterase inhibitors from Myristica cinnamomea King.
AID515746Binding affinity to calf thymus DNA at 50 uM after 5 mins by absorption spectroscopic analysis2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID1467534Noncompetitive inhibition of Streptococcus pneumoniae sialidase NanC using 4-methylumbelliferyl-alpha-D-N-acetylneuraminic acid as substrate after 60 mins by Lineweaver-Burk plot/Dixon plot analysis2017Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14
Sialidase inhibitory activity of diarylnonanoid and neolignan compounds extracted from the seeds of Myristica fragrans.
AID515733Induction of Escherichia coli pBR322 DNA cleavage at 25 uM after 45 mins by agarose gel electrophoresis in presence of 100 uM of copper and 250 uM of neocuproine2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID515731Induction of Escherichia coli pBR322 DNA cleavage assessed as open circular form of DNA at 25 uM after 30 mins by agarose gel electrophoresis in presence of 100 uM of copper2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID337754Antimicrobial activity against Candida albicans ATCC 12301 after 24 hrs by agar dilution method
AID1600508Lipid lowering activity in human HepG2 cells assessed as prevention in oleic acid-induced CD36/FAT activation2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID515745Induction of copper chelation assessed as compound copper complex formation at 25 uM by absorption spectroscopic analysis2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID1497077Antidiabetic activity in rat L6 cells assessed as effect on 2-NBDG uptake at 50 uM pretreated for 24 hrs followed by 2-NBDG addition after 30 mins by FACS (Rvb = 20%)2018Bioorganic & medicinal chemistry, 07-23, Volume: 26, Issue:12
Antidiabetic potential of phytochemicals isolated from the stem bark of Myristica fatua Houtt. var. magnifica (Bedd.) Sinclair.
AID1600504Inhibition of SMS2 (unknown origin) stably expressed in mouse ZS cells using C6-NBD-ceramide as substrate preincubated for 30 mins followed by substrate addition and measured after 3 hrs by HPLC analysis2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID1497071Inhibition of rat intestinal alpha-glucosidase using p-nitrophenyl alpha-D-glucopyranoside as substrate pretreated for 10 mins followed by substrate addition measured after 5 mins2018Bioorganic & medicinal chemistry, 07-23, Volume: 26, Issue:12
Antidiabetic potential of phytochemicals isolated from the stem bark of Myristica fatua Houtt. var. magnifica (Bedd.) Sinclair.
AID1497078Antidiabetic activity in rat L6 cells assessed as increase in 2-NBDG uptake pretreated for 24 hrs followed by 2-NBDG addition after 30 mins by FACS2018Bioorganic & medicinal chemistry, 07-23, Volume: 26, Issue:12
Antidiabetic potential of phytochemicals isolated from the stem bark of Myristica fatua Houtt. var. magnifica (Bedd.) Sinclair.
AID1600495Antiobesity activity in HFD-induced obese C57BL/6J mouse model assessed as increase in glucose tolerance administrated orally for 8 weeks and measured post treatment by OGTT assay2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID1600513Antiobesity activity in HFD-induced obese C57BL/6J mouse model assessed as decrease fat content in liver2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID515741Induction of Escherichia coli pBR322 DNA cleavage assessed as supercoiled form of DNA at 25 uM after 45 mins by agarose gel electrophoresis in presence of 100 uM of copper and EDTA2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID626504Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated alpha-tubulin expression at 0.1 to 10 uM after 18 hrs by immunoblot analysis2011Bioorganic & medicinal chemistry letters, Nov-15, Volume: 21, Issue:22
Inhibitory effect on NO production of phenolic compounds from Myristica fragrans.
AID515750Induction of hydrogen peroxide production at 100 uM after 20 mins by horse radish peroxidase assay relative to control in presence of 100 uM of copper2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID1600514Antiobesity activity in HFD-induced obese C57BL/6J mouse model assessed as resistance in steatosis development in liver by oil red O-staining based histopathological analysis2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID515736Induction of Escherichia coli pBR322 DNA cleavage at 25 uM after 45 mins by agarose gel electrophoresis in presence of 100 uM of copper and 500 mM of mannitol2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID626503Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-stimulated iNOS expression after 18 hrs by immunoblot analysis2011Bioorganic & medicinal chemistry letters, Nov-15, Volume: 21, Issue:22
Inhibitory effect on NO production of phenolic compounds from Myristica fragrans.
AID515756Induction of apoptosis in human MCF7 cells assessed as DNA ladder formation after 24 hrs using ethidium bromide staining by agarose gel electrophoresis2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID1467532Noncompetitive inhibition of Streptococcus pneumoniae sialidase NanB using 4-methylumbelliferyl-alpha-D-N-acetylneuraminic acid as substrate after 60 mins by Lineweaver-Burk plot/Dixon plot analysis2017Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14
Sialidase inhibitory activity of diarylnonanoid and neolignan compounds extracted from the seeds of Myristica fragrans.
AID626985Inhibition of Pseudomonas aeruginosa PAO1 quorum sensing assessed as reduction of biofilm formation at 3 mg/ml after 18 hrs using crystal violet staining2011Journal of natural products, Oct-28, Volume: 74, Issue:10
Malabaricone C from Myristica cinnamomea exhibits anti-quorum sensing activity.
AID515755Induction of morphological changes in human MCF7 cells at 2.5 to 40 uM after 24 hrs by phase contrast microscopic analysis2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID1308875Inhibition of equine serum BChE at 100 ug/ml using S-butyrylthiocholine chloride as substrate incubated for 30 mins by Ellman's microplate assay2016Bioorganic & medicinal chemistry letters, 08-01, Volume: 26, Issue:15
Natural cholinesterase inhibitors from Myristica cinnamomea King.
AID515737Induction of Escherichia coli pBR322 DNA cleavage at 25 uM after 45 mins by agarose gel electrophoresis in presence of 100 uM of copper and 500 U/ml of superoxide dismutase2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID1600505Noncompetitive inhibition of SMS1 (unknown origin) stably expressed in mouse ZS cells using 5 to 50 uM C6-NBD-ceramide as substrate preincubated for 30 mins followed by substrate addition and measured after 3 hrs by HPLC analysis2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID1497070Inhibition of porcine pancreatic alpha-amylase using starch as substrate after 30 mins by iodine reagent based assay2018Bioorganic & medicinal chemistry, 07-23, Volume: 26, Issue:12
Antidiabetic potential of phytochemicals isolated from the stem bark of Myristica fatua Houtt. var. magnifica (Bedd.) Sinclair.
AID337497Antimicrobial activity against Candida albicans 3110 after 24 hrs by agar dilution method
AID515729Induction of Escherichia coli pBR322 DNA cleavage at 5 to 10 uM uM after 45 mins by agarose gel electrophoresis in presence of 100 uM of copper2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID1497073Antiglycation activity in bovine serum albumin assessed as inhibition of advanced glycated end product formation after 24 hrs in presence of alpha-D-glucose by fluorescence assay2018Bioorganic & medicinal chemistry, 07-23, Volume: 26, Issue:12
Antidiabetic potential of phytochemicals isolated from the stem bark of Myristica fatua Houtt. var. magnifica (Bedd.) Sinclair.
AID337495Antimicrobial activity against Streptococcus durans NCTC 8307 after 24 hrs by agar dilution method
AID337493Antimicrobial activity against Staphylococcus aureus NCTC 6571 after 24 hrs by agar dilution method
AID515740Induction of Escherichia coli pBR322 DNA cleavage at 25 uM after 45 mins by agarose gel electrophoresis in presence of 100 uM of copper and 500 U/ml of catalase2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID1308871Selectivity index, ratio of IC50 for AChE (unknown origin) to IC50 for equine serum BChE2016Bioorganic & medicinal chemistry letters, 08-01, Volume: 26, Issue:15
Natural cholinesterase inhibitors from Myristica cinnamomea King.
AID337494Antimicrobial activity against Bacillus subtilis NCTC 10400 after 24 hrs by agar dilution method
AID1497075Antidiabetic activity in rat L6 cells assessed as effect on 2-NBDG uptake at 10 uM pretreated for 24 hrs followed by 2-NBDG addition after 30 mins by FACS (Rvb = 20%)2018Bioorganic & medicinal chemistry, 07-23, Volume: 26, Issue:12
Antidiabetic potential of phytochemicals isolated from the stem bark of Myristica fatua Houtt. var. magnifica (Bedd.) Sinclair.
AID515744Induction of Escherichia coli pBR322 DNA cleavage assessed as supercoiled form of DNA at 25 uM after 45 mins by agarose gel electrophoresis in presence of 100 uM of copper and catalase2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID515723Cytotoxicity against human MCF7 cells assessed as cell viability at 5 uM after 72 hrs by MTT assay pretreated with 1 mM of NAC relative to control2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID337759Antimicrobial activity against Candida albicans 3110 after 48 hrs by agar dilution method
AID515759Induction of ROS production in human MCF7 cells at 15 uM after 3 hrs by DCFDA assay relative to control2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID515734Induction of Escherichia coli pBR322 DNA cleavage at 25 uM after 45 mins by agarose gel electrophoresis in presence of 100 uM of copper and 100 mM of mannitol2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID515751Cytotoxicity against human MCF7 cells after 72 hrs by MTT assay2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID1600520Inhibition of SMS2 in HFD-induced obese C57BL/6J mouse liver tissue lysate using NBD-ceramide as substrate assessed as reduction in DAG synthesis preincubated for 30 mins followed by substrate addition and measured after 3 hrs by HPLC analysis2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID1600522Antiobesity activity in HFD-induced obese C57BL/6J mouse model assessed as decrease in liver weight relative to control2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID515735Induction of Escherichia coli pBR322 DNA cleavage at 25 uM after 45 mins by agarose gel electrophoresis in presence of 100 uM of copper and 250 U/ml of superoxide dismutase2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID1308870Selectivity index, ratio of IC50 for equine serum BChE to IC50 for AChE (unknown origin)2016Bioorganic & medicinal chemistry letters, 08-01, Volume: 26, Issue:15
Natural cholinesterase inhibitors from Myristica cinnamomea King.
AID1600517Antiobesity activity in HFD-induced obese C57BL/6J mouse model assessed as reduction in TG level in plasma by ELISA2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID1600503Inhibition of SMS1 (unknown origin) stably expressed in mouse ZS cells using C6-NBD-ceramide as substrate preincubated for 30 mins followed by substrate addition and measured after 3 hrs by HPLC analysis2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID1600499Toxicity in HFD-induced obese C57BL/6J mouse model assessed as effect on behavior measured over 2 months2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID1600518Antiobesity activity in HFD-induced obese C57BL/6J mouse model assessed as reduction in free fatty acid level in plasma by ELISA2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID515748Binding affinity to calf thymus DNA assessed as increase of viscosity of DNA solution at 0.2 mM after 30 mins2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID1467535Competitive inhibition of Streptococcus pneumoniae sialidase NanA using 4-methylumbelliferyl-alpha-D-N-acetylneuraminic acid as substrate after 60 mins by Lineweaver-Burk plot/Dixon plot analysis2017Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14
Sialidase inhibitory activity of diarylnonanoid and neolignan compounds extracted from the seeds of Myristica fragrans.
AID515760Induction of ROS production in human MCF7 cells at 1 mM after 3 hrs by DCFDA assay relative to control2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID337758Antimicrobial activity against Candida albicans 3153 after 48 hrs by agar dilution method
AID1600506Noncompetitive inhibition of SMS2 (unknown origin) stably expressed in mouse ZS cells using 5 to 50 uM C6-NBD-ceramide as substrate preincubated for 30 mins followed by substrate addition and measured after 3 hrs by HPLC analysis2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID337496Antimicrobial activity against Candida albicans 3153 after 24 hrs by agar dilution method
AID515724Induction of Escherichia coli pBR322 DNA cleavage assessed as open circular form of DNA at 25 uM after 45 mins by agarose gel electrophoresis in presence of copper2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID1308872Mixed inhibition of AChE (unknown origin) using acetylthiocholine iodide as substrate incubated for 30 mins by Lineweaver-Burk plot analysis2016Bioorganic & medicinal chemistry letters, 08-01, Volume: 26, Issue:15
Natural cholinesterase inhibitors from Myristica cinnamomea King.
AID626982Toxicity in Pseudomonas aeruginosa PAO1 quorum sensing assessed as cell viability2011Journal of natural products, Oct-28, Volume: 74, Issue:10
Malabaricone C from Myristica cinnamomea exhibits anti-quorum sensing activity.
AID337756Antimicrobial activity against Bacillus subtilis NCTC 10400 after 48 hrs by agar dilution method
AID1600521Toxicity in HFD-induced obese C57BL/6J mouse model assessed as effect in daily food intake relative to control2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID515728Induction of Escherichia coli pBR322 DNA cleavage at 25 uM after 45 mins by agarose gel electrophoresis in presence of <100 uM of copper2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID626983Inhibition of Pseudomonas aeruginosa PAO1 quorum sensing assessed as reduction of biofilm formation at 1 mg/ml after 18 hrs using crystal violet staining2011Journal of natural products, Oct-28, Volume: 74, Issue:10
Malabaricone C from Myristica cinnamomea exhibits anti-quorum sensing activity.
AID515727Induction of Escherichia coli pBR322 DNA cleavage at 25 uM after 45 mins by agarose gel electrophoresis2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID515738Induction of Escherichia coli pBR322 DNA cleavage at 25 uM after 45 mins by agarose gel electrophoresis in presence of 100 uM of copper and 100 mM of DMSO2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID1600510Inhibition of SMS2 in MEF cells using C6-NBD-ceramide as substrate preincubated for 1 hr followed by substrate addition and measured after 1 hr by HPLC analysis2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID1600519Inhibition of SMS1 in HFD-induced obese C57BL/6J mouse liver tissue lysate using NBD-phosphatidylcholine as substrate assessed as reduction in SM synthesis preincubated for 30 mins followed by substrate addition and measured after 3 hrs by HPLC analysis2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID1467533Inhibition of Streptococcus pneumoniae sialidase NanC using 4-methylumbelliferyl-alpha-D-N-acetylneuraminic acid as substrate after 60 mins by FRET assay2017Bioorganic & medicinal chemistry letters, 07-15, Volume: 27, Issue:14
Sialidase inhibitory activity of diarylnonanoid and neolignan compounds extracted from the seeds of Myristica fragrans.
AID1600500Toxicity in HFD-induced obese C57BL/6J mouse model assessed as effect on health measured over 2 months2019ACS medicinal chemistry letters, Aug-08, Volume: 10, Issue:8
Malabaricone C as Natural Sphingomyelin Synthase Inhibitor against Diet-Induced Obesity and Its Lipid Metabolism in Mice.
AID515743Induction of Escherichia coli pBR322 DNA cleavage assessed as supercoiled form of DNA at 25 uM after 45 mins by agarose gel electrophoresis in presence of 100 uM of copper and sodium azide2010Bioorganic & medicinal chemistry, Oct-01, Volume: 18, Issue:19
Comparative nuclease and anti-cancer properties of the naturally occurring malabaricones.
AID626986Inhibition of LuxR-dependent quorum sensing in Pseudomonas aeruginosa PAO1 assessed as inhibition of autoinducer production2011Journal of natural products, Oct-28, Volume: 74, Issue:10
Malabaricone C from Myristica cinnamomea exhibits anti-quorum sensing activity.
AID337760Antimicrobial activity against Candida albicans ATCC 12301 after 48 hrs by agar dilution method
AID626500Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production after 24 hrs by Griess reagent method2011Bioorganic & medicinal chemistry letters, Nov-15, Volume: 21, Issue:22
Inhibitory effect on NO production of phenolic compounds from Myristica fragrans.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (27)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's2 (7.41)18.2507
2000's4 (14.81)29.6817
2010's17 (62.96)24.3611
2020's4 (14.81)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 23.45

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 moderate demand-to-supply ratio for research on this compound.

MetricThis Compound (vs All)
Research Demand Index23.45 (24.57)
Research Supply Index3.37 (2.92)
Research Growth Index5.18 (4.65)
Search Engine Demand Index23.28 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (23.45)

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%
Other28 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
SubstanceRelationship StrengthStudiesTrialsClassesRoles
acetone
methyl ketone : A ketone of formula RC(=O)CH3 (R =/= H).		2.2510ketone body;
methyl ketone;
propanones;
volatile organic compound		EC 3.5.1.4 (amidase) inhibitor;
human metabolite;
polar aprotic solvent
methanol
Methanol: A colorless, flammable liquid used in the manufacture of FORMALDEHYDE and ACETIC ACID, in chemical synthesis, antifreeze, and as a solvent. Ingestion of methanol is toxic and may cause blindness.. primary alcohol : A primary alcohol is a compound in which a hydroxy group, -OH, is attached to a saturated carbon atom which has either three hydrogen atoms attached to it or only one other carbon atom and two hydrogen atoms attached to it.. methanol : The primary alcohol that is the simplest aliphatic alcohol, comprising a methyl and an alcohol group.		2.4920alkyl alcohol;
one-carbon compound;
primary alcohol;
volatile organic compound		amphiprotic solvent;
Escherichia coli metabolite;
fuel;
human metabolite;
mouse metabolite;
Mycoplasma genitalium metabolite
pyrogallol
benzenetriol : A triol in which three hydroxy groups are substituted onto a benzene ring.		2.1310benzenetriol;
phenolic donor		plant metabolite
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.		2.4420aromatic 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
metformin
Metformin: A biguanide hypoglycemic agent used in the treatment of non-insulin-dependent diabetes mellitus not responding to dietary modification. Metformin improves glycemic control by improving insulin sensitivity and decreasing intestinal absorption of glucose. (From Martindale, The Extra Pharmacopoeia, 30th ed, p289). metformin : A member of the class of guanidines that is biguanide the carrying two methyl substituents at position 1.		2.1710guanidinesenvironmental contaminant;
geroprotector;
hypoglycemic agent;
xenobiotic
myristicin
myristicin: asaricin is an isomer; structure; a methylene dioxy version of elemicin;		2.5420organic molecular entitymetabolite
omeprazole
Omeprazole: A 4-methoxy-3,5-dimethylpyridyl, 5-methoxybenzimidazole derivative of timoprazole that is used in the therapy of STOMACH ULCERS and ZOLLINGER-ELLISON SYNDROME. The drug inhibits an H(+)-K(+)-EXCHANGING ATPASE which is found in GASTRIC PARIETAL CELLS.. omeprazole : A racemate comprising equimolar amounts of (R)- and (S)-omeprazole.. 5-methoxy-2-{[(4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl}-1H-benzimidazole : A member of the class of benzimidazoles that is 1H-benzimidazole which is substituted by a [4-methoxy-3,5-dimethylpyridin-2-yl)methyl]sulfinyl group at position 2 and a methoxy group at position 5.		2.4420aromatic ether;
benzimidazoles;
pyridines;
sulfoxide
safrole
Safrole: A member of the BENZODIOXOLES that is a constituent of several VOLATILE OILS, notably SASSAFRAS oil. It is a precursor in the synthesis of the insecticide PIPERONYL BUTOXIDE and the drug N-methyl-3,4-methylenedioxyamphetamine (MDMA).. safrole : A member of the class of benzodioxoles that is 1,3-benzodioxole which is substituted by an allyl group at position 5. It is found in several plants, including black pepper, cinnamon and nutmeg, and is present in several essential oils, notably that of sassafras. It has insecticidal properties and has been used as a topical antiseptic. Although not thought to pose a significant carcinogenic risk to humans, findings of weak carcinogenicity in rats have resulted in the banning of its (previously widespread) use in perfumes and soaps, and as a food additive.		7.110benzodioxolesflavouring agent;
insecticide;
metabolite;
plant metabolite
desoxycorticosterone acetate
Desoxycorticosterone Acetate: The 21-acetate derivative of desoxycorticosterone.		2.1310corticosteroid hormone
physostigmine
Physostigmine: A cholinesterase inhibitor that is rapidly absorbed through membranes. It can be applied topically to the conjunctiva. It also can cross the blood-brain barrier and is used when central nervous system effects are desired, as in the treatment of severe anticholinergic toxicity.		2.1310carbamate ester;
indole alkaloid		antidote to curare poisoning;
EC 3.1.1.8 (cholinesterase) inhibitor;
miotic
pyocyanine
Pyocyanine: Antibiotic pigment produced by Pseudomonas aeruginosa.. pyocyanine : An iminium betaine that is 5-methylphenazin-5-ium which is substituted at position 1 by an oxidanidyl group. An antibiotic pigment produced by Pseudomonas aeruginosa.		2.0610iminium betaine;
phenazines		antibacterial agent;
bacterial metabolite;
biological pigment;
virulence factor
4-butyrolactone
4-Butyrolactone: One of the FURANS with a carbonyl thereby forming a cyclic lactone. It is an endogenous compound made from gamma-aminobutyrate and is the precursor of gamma-hydroxybutyrate. It is also used as a pharmacological agent and solvent.. tetrahydrofuranone : Any oxolane having an oxo- substituent at any position on the tetrahydrofuran ring.. gamma-butyrolactone : A butan-4-olide that is tetrahydrofuran substituted by an oxo group at position 2.		2.0610butan-4-olidemetabolite;
neurotoxin
nonane
iotrochotin: toxin from the Caribbean sponge Iotrochota birotulata, which selectively permeabilizes synaptosomes. nonane : A straight chain alkane composed of 9 carbon atoms.		210alkaneplant metabolite;
volatile oil component
catechin
Catechin: An antioxidant flavonoid, occurring especially in woody plants as both (+)-catechin and (-)-epicatechin (cis) forms.. catechin : Members of the class of hydroxyflavan that have a flavan-3-ol skeleton and its substituted derivatives.. rac-catechin : A racemate comprising equimolar amounts of (+)- and (-)-catechin. (+)-catechin : The (+)-enantiomer of catechin and a polyphenolic antioxidant plant metabolite.		2.0610catechinantioxidant;
plant metabolite
violacein
[no description available]		2.0610
acarbose
[no description available]		2.1710tetrasaccharide derivativeEC 3.2.1.1 (alpha-amylase) inhibitor;
EC 3.2.1.20 (alpha-glucosidase) inhibitor;
geroprotector;
hypoglycemic agent
2-deoxy-2,3-dehydro-n-acetylneuraminic acid
2-deoxy-2,3-dehydro-N-acetylneuraminic acid: also known as NeuAc2en, but this is also synonym for another compound. 2-deoxy-2,3-dehydro-N-acetylneuraminic acid : N-Acetylneuraminic acid reduced across the 2,3-bond with loss of the hydroxy group at C-2; it is a minor component of body fluids although abundant in sialuria.		2.1510N-acetylneuraminic acids
2-hydroxychavicol
2-hydroxychavicol: antimutagen from betel leaf; structure given in first source		2.0510
1-hexadecyl-2-acetyl-glycero-3-phosphocholine
Platelet Activating Factor: A phospholipid derivative formed by PLATELETS; BASOPHILS; NEUTROPHILS; MONOCYTES; and MACROPHAGES. It is a potent platelet aggregating agent and inducer of systemic anaphylactic symptoms, including HYPOTENSION; THROMBOCYTOPENIA; NEUTROPENIA; and BRONCHOCONSTRICTION.. 2-O-acetyl-1-O-hexadecyl-sn-glycero-3-phosphocholine : A 2-acetyl-1-alkyl-sn-glycero-3-phosphocholine betaine which has hexadecyl as the alkyl group. PAF is a potent phospholipid activator and mediator of many leukocyte functions, including platelet aggregation, inflammation, and anaphylaxis.		2.41102-acetyl-1-alkyl-sn-glycero-3-phosphocholineantihypertensive agent;
beta-adrenergic antagonist;
bronchoconstrictor agent;
hematologic agent;
vasodilator agent
celastrol
[no description available]		2.0610monocarboxylic acid;
pentacyclic triterpenoid		anti-inflammatory drug;
antineoplastic agent;
antioxidant;
EC 5.99.1.3 [DNA topoisomerase (ATP-hydrolysing)] inhibitor;
Hsp90 inhibitor;
metabolite
hydroxyl radical
Hydroxyl Radical: The univalent radical OH. Hydroxyl radical is a potent oxidizing agent.		2.0210oxygen hydride;
oxygen radical;
reactive oxygen species
malabaricone b
malabaricone B: from maize (Myristica fragrans); structure given in first source		3.97120
4-allyl-2,6-dimethoxyphenol
4-allyl-2,6-dimethoxyphenol: structure in first source. 4-allyl-2,6-dimethoxyphenol : A member of the class of phenols that is phenol substituted by an allyl group at position 4 and methoxy groups at positions 2 and 6 respectively.		2.1510dimethoxybenzene;
phenols;
phenylpropanoid
benzofurans
Benzofurans: Compounds that contain a BENZENE ring fused to a furan ring.		2.1310
malabaricone a
malabaricone A: from Myristica malabarica (rampatri), has antipromastigote activity; structure in first source		3.3560
glycogen
glycogen : A polydisperse, highly branched glucan composed of chains of D-glucopyranose residues in alpha(1->4) glycosidic linkage, joined together by alpha(1->6) glycosidic linkages. A small number of alpha(1->3) glycosidic linkages and some cumulative alpha(1->6) links also may occur. The branches in glycogen typically contain 8 to 12 glucose residues.		2.0410
lignans
Lignans: A class of dibenzylbutane derivatives which occurs in higher plants and in fluids (bile, serum, urine, etc.) in man and other animals. These compounds, which have a potential anti-cancer role, can be synthesized in vitro by human fecal flora. (From Singleton & Sainsbury, Dictionary of Microbiology and Molecular Biology, 2d ed)		2.5420
1,1-diphenyl-2-picrylhydrazyl
1,1-diphenyl-2-picrylhydrazyl: A diphenyl picrate; the ability to decolorize this stable radical indicates reactivity of tested compounds (Banda, Anal Chem 46:1772-7 1974)		2.0210
dinoprostone
prostaglandin E2 : Prostaglandin F2alpha in which the hydroxy group at position 9 has been oxidised to the corresponding ketone. Prostaglandin E2 is the most common and most biologically potent of mammalian prostaglandins.		2.4620prostaglandins Ehuman metabolite;
mouse metabolite;
oxytocic
Licarin A
[no description available]		2.1510benzofurans
ginkgolic acid
[no description available]		2.2110hydroxybenzoic acid
surinamensin
surinamensin: RN given for (S-(R*,R*-(E)))-isomer; structure in first source		2.1310phenylpropanoid
misoprostol
Misoprostol: A synthetic analog of natural prostaglandin E1. It produces a dose-related inhibition of gastric acid and pepsin secretion, and enhances mucosal resistance to injury. It is an effective anti-ulcer agent and also has oxytocic properties.. misoprostol : A diastereoisomeric mixture composed of approximately equal amounts of a double racemate of four of the sixteen possible diastereoisomers of methyl (13E)-11,16-dihydroxy-16-methyl-9-oxoprost-13-en-1-oate that is racemic prostaglandin E1 which is lacking the hydroxy group at position 15, but which has an additional hydroxy group at position 16. It is a synthetic prostaglandin E1 analogue, used in the treatment of gastric and duodenal ulcers. A weak abortifacient, it is also used for cervical ripening prior to surgical termination of pregnancy. The (11R,16S)-diastereoisomer is the pharmacologically active form.		2.0410
isoelemicin
isoelemicin: RN given refers to cpd without isomeric designation		2.1310olefinic compound
aldosterone
dehydrodiisoeugenol: an isoeugenol dimer, inhibits lipopolysaccharide-stimulated nuclear factor kappa B activation and cyclooxygenase-2 expression in macrophages; structure in first source		2.5820
licarin b
licarin B: neolignan; RN given for (2S-(2alpha,3beta,5(E)))-isomer; isolated from seeds of Myristica fragrans; structure in first source		2.1310
n-hexanoyl-l-homoserine lactone
N-hexanoyl-L-homoserine lactone: structure in first source		2.0610N-acyl-amino acid
verrucosin
verrucosin: disrupts ion homeostasis in the presence of acridine orange; isolated from Virola oleifera; structure in first source; do not confuse with either verrucosin A or verrucosin B		2.1510
ascorbic acid
Ascorbic Acid: A six carbon compound related to glucose. It is found naturally in citrus fruits and many vegetables. Ascorbic acid is an essential nutrient in human diets, and necessary to maintain connective tissue and bone. Its biologically active form, vitamin C, functions as a reducing agent and coenzyme in several metabolic pathways. Vitamin C is considered an antioxidant.. L-ascorbic acid : The L-enantiomer of ascorbic acid and conjugate acid of L-ascorbate.. L-ascorbate : The L-enantiomer of ascorbate and conjugate base of L-ascorbic acid, arising from selective deprotonation of the 3-hydroxy group. Required for a range of essential metabolic reactions in all animals and plants.. vitamin C : Any member of a group of vitamers that belong to the chemical structural class called butenolides that exhibit biological activity against vitamin C deficiency in animals. The vitamers include L-ascorbic acid and its salt, ionized and oxidized forms.		2.1710ascorbic acid;
vitamin C		coenzyme;
cofactor;
flour treatment agent;
food antioxidant;
food colour retention agent;
geroprotector;
plant metabolite;
skin lightening agent
epidermal growth factor
Epidermal Growth Factor: A 6-kDa polypeptide growth factor initially discovered in mouse submaxillary glands. Human epidermal growth factor was originally isolated from urine based on its ability to inhibit gastric secretion and called urogastrone. Epidermal growth factor exerts a wide variety of biological effects including the promotion of proliferation and differentiation of mesenchymal and EPITHELIAL CELLS. It is synthesized as a transmembrane protein which can be cleaved to release a soluble active form.		2.0410
ConditionIndicatedRelationship StrengthStudiesTrials
Diabetes Mellitus, Adult-Onset
[description not available]		02.1710
Diabetes Mellitus, Type 2
A subclass of DIABETES MELLITUS that is not INSULIN-responsive or dependent (NIDDM). It is characterized initially by INSULIN RESISTANCE and HYPERINSULINEMIA; and eventually by GLUCOSE INTOLERANCE; HYPERGLYCEMIA; and overt diabetes. Type II diabetes mellitus is no longer considered a disease exclusively found in adults. Patients seldom develop KETOSIS but often exhibit OBESITY.		02.1710
Innate Inflammatory Response
[description not available]		02.4110
Palmoplantaris Pustulosis
[description not available]		02.4110
Inflammation
A pathological process characterized by injury or destruction of tissues caused by a variety of cytologic and chemical reactions. It is usually manifested by typical signs of pain, heat, redness, swelling, and loss of function.		07.4110
Psoriasis
A common genetically determined, chronic, inflammatory skin disease characterized by rounded erythematous, dry, scaling patches. The lesions have a predilection for nails, scalp, genitalia, extensor surfaces, and the lumbosacral region. Accelerated epidermopoiesis is considered to be the fundamental pathologic feature in psoriasis.		07.4110
Benign Neoplasms
[description not available]		02.2510
Neoplasms
New abnormal growth of tissue. Malignant neoplasms show a greater degree of anaplasia and have the properties of invasion and metastasis, compared to benign neoplasms.		02.2510
Diabetes Mellitus
A heterogeneous group of disorders characterized by HYPERGLYCEMIA and GLUCOSE INTOLERANCE.		07.4110
Breast Cancer
[description not available]		02.110
Breast Neoplasms
Tumors or cancer of the human BREAST.		02.110
Disease Models, Animal
Naturally-occurring or experimentally-induced animal diseases with pathological processes analogous to human diseases.		02.4820
Blood Pressure, High
[description not available]		02.1310
Hypertension
Persistently high systemic arterial BLOOD PRESSURE. Based on multiple readings (BLOOD PRESSURE DETERMINATION), hypertension is currently defined as when SYSTOLIC PRESSURE is consistently greater than 140 mm Hg or when DIASTOLIC PRESSURE is consistently 90 mm Hg or more.		02.1310
Hypertrophy
General increase in bulk of a part or organ due to CELL ENLARGEMENT and accumulation of FLUIDS AND SECRETIONS, not due to tumor formation, nor to an increase in the number of cells (HYPERPLASIA).		02.1310
Cancer of Prostate
[description not available]		02.1310
Prostatic Neoplasms
Tumors or cancer of the PROSTATE.		02.1310
Black Fever
[description not available]		02.0310
Leishmaniasis, Visceral
A chronic disease caused by LEISHMANIA DONOVANI and transmitted by the bite of several sandflies of the genera Phlebotomus and Lutzomyia. It is commonly characterized by fever, chills, vomiting, anemia, hepatosplenomegaly, leukopenia, hypergammaglobulinemia, emaciation, and an earth-gray color of the skin. The disease is classified into three main types according to geographic distribution: Indian, Mediterranean (or infantile), and African.		02.0310
Gastric Ulcer
[description not available]		02.4420
Stomach Ulcer
Ulceration of the GASTRIC MUCOSA due to contact with GASTRIC JUICE. It is often associated with HELICOBACTER PYLORI infection or consumption of nonsteroidal anti-inflammatory drugs (NSAIDS).		02.4420