Page last updated: 2024-12-05

jkl 1073a

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Description

8-oxoberberine: structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID11066
CHEMBL ID11531
SCHEMBL ID229912
MeSH IDM0271287

Synonyms (43)

Synonym
jkl-1073a
jkl1073a
4a04ykb3ft ,
4-27-00-06654 (beilstein handbook reference)
unii-4a04ykb3ft
jkl 1073a
oxyberberin
NSC93138 ,
nsc 93138
8-oxyberberine
ketoberberine
brn 0339209
8-berbinone, 13,13a-didehydro-9,10-dimethoxy-2,3-(methylenedioxy)-
9,10-dimethoxy-2,3-(methylenedioxy)-13,13a-didehydro-8-berbinone
549-21-3
PRESTWICK_92
berlambine
oxyberberine
nsc-93138
CHEMBL11531
9,10-dimethoxy-5,6-dihydro-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinolin-8-one
berberin-8-one
8-oxoberberine
8h-benzo(g)-1,3-benzodioxolo(5,6-a)quinolizin-8-one, 5,6-dihydro-9,10-dimethoxy-
SCHEMBL229912
AC-35010
8h-benzo[g]-1,3-benzodioxolo[5,6-a]quinolizin-8-one, 5,6-dihydro-9,10-dimethoxy-
ZHYQCBCBTQWPLC-UHFFFAOYSA-N
9,10-dimethoxy-5,6-dihydro-8h-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinolin-8-one #
berbin-8-one, 13,13a-didehydro-9,10-dimethoxy-2,3-(methylenedioxy)-
DTXSID70203389
bdbm50508730
oxyberberine (berlambine)
FT-0701411
berlambine; 8-oxoberberine; ketoberberine
BCP23559
AKOS037514568
HY-N5027
CS-0032110
Q27259321
16,17-dimethoxy-5,7-dioxa-13-azapentacyclo[11.8.0.02,10.04,8.015,20]henicosa-1(21),2,4(8),9,15(20),16,18-heptaen-14-one
MS-25426
E80779
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (3)

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
CholinesteraseHomo sapiens (human)IC50 (µMol)68.00000.00001.559910.0000AID1537270
AcetylcholinesteraseHomo sapiens (human)IC50 (µMol)100.00000.00000.933210.0000AID1537269
Prolyl endopeptidaseHomo sapiens (human)IC50 (µMol)200.00000.00111.98969.7500AID1537274
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (26)

Processvia Protein(s)Taxonomy
xenobiotic metabolic processCholinesteraseHomo sapiens (human)
learningCholinesteraseHomo sapiens (human)
negative regulation of cell population proliferationCholinesteraseHomo sapiens (human)
neuroblast differentiationCholinesteraseHomo sapiens (human)
peptide hormone processingCholinesteraseHomo sapiens (human)
response to alkaloidCholinesteraseHomo sapiens (human)
cocaine metabolic processCholinesteraseHomo sapiens (human)
negative regulation of synaptic transmissionCholinesteraseHomo sapiens (human)
response to glucocorticoidCholinesteraseHomo sapiens (human)
response to folic acidCholinesteraseHomo sapiens (human)
choline metabolic processCholinesteraseHomo sapiens (human)
acetylcholine catabolic processCholinesteraseHomo sapiens (human)
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)
proteolysisProlyl endopeptidaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (18)

Processvia Protein(s)Taxonomy
amyloid-beta bindingCholinesteraseHomo sapiens (human)
catalytic activityCholinesteraseHomo sapiens (human)
acetylcholinesterase activityCholinesteraseHomo sapiens (human)
cholinesterase activityCholinesteraseHomo sapiens (human)
protein bindingCholinesteraseHomo sapiens (human)
hydrolase activity, acting on ester bondsCholinesteraseHomo sapiens (human)
enzyme bindingCholinesteraseHomo sapiens (human)
choline bindingCholinesteraseHomo sapiens (human)
identical protein bindingCholinesteraseHomo sapiens (human)
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)
serine-type endopeptidase activityProlyl endopeptidaseHomo sapiens (human)
protein bindingProlyl endopeptidaseHomo sapiens (human)
serine-type peptidase activityProlyl endopeptidaseHomo sapiens (human)
oligopeptidase activityProlyl endopeptidaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (18)

Processvia Protein(s)Taxonomy
extracellular regionCholinesteraseHomo sapiens (human)
nuclear envelope lumenCholinesteraseHomo sapiens (human)
endoplasmic reticulum lumenCholinesteraseHomo sapiens (human)
blood microparticleCholinesteraseHomo sapiens (human)
plasma membraneCholinesteraseHomo sapiens (human)
extracellular spaceCholinesteraseHomo sapiens (human)
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)
nucleusProlyl endopeptidaseHomo sapiens (human)
cytoplasmProlyl endopeptidaseHomo sapiens (human)
cytosolProlyl endopeptidaseHomo sapiens (human)
membraneProlyl endopeptidaseHomo sapiens (human)
cytosolProlyl endopeptidaseHomo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (16)

Assay IDTitleYearJournalArticle
AID151210In vitro antimalarial activity against Plasmodium falciparum D6.1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Protoberberine alkaloids as antimalarials.
AID1537277Permeability of the compound after 2.45 hrs by PAMPA2019Journal of natural products, 02-22, Volume: 82, Issue:2
Isoquinoline Alkaloids from Berberis vulgaris as Potential Lead Compounds for the Treatment of Alzheimer's Disease.
AID656690Antiparasitic activity against Toxoplasma gondii ATCC 50839 infected in human fibroblasts assessed as inhibition of replication of tachyzoites after 4 days by bacterial beta-galactosidase assay2012Bioorganic & medicinal chemistry letters, Apr-15, Volume: 22, Issue:8
Structure-activity studies of some berberine analogs as inhibitors of Toxoplasma gondii.
AID1537274Inhibition of POP (unknown origin) using (Z)-Gly-Pro-p-nitroanilide as substrate preincubated for 5 mins followed by substrate addition and measured after 30 mins by spectrophotometric method2019Journal of natural products, 02-22, Volume: 82, Issue:2
Isoquinoline Alkaloids from Berberis vulgaris as Potential Lead Compounds for the Treatment of Alzheimer's Disease.
AID136556In vivo Mean survival time of Plasmodium berghei parasitized mice dosed at 640 mg/kg1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Protoberberine alkaloids as antimalarials.
AID1537269Inhibition of human AChE using acetylthiocholine iodide as substrate measured for 1 min by Ellman's method2019Journal of natural products, 02-22, Volume: 82, Issue:2
Isoquinoline Alkaloids from Berberis vulgaris as Potential Lead Compounds for the Treatment of Alzheimer's Disease.
AID136551In vivo Mean survival time of Plasmodium berghei parasitized mice dosed at 160 mg/kg1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Protoberberine alkaloids as antimalarials.
AID151349In vitro antimalarial activity against Plasmodium falciparum W21988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Protoberberine alkaloids as antimalarials.
AID1732648Inhibition of amyloid beta (1 to 42 ) (unknown origin) aggregation at 10 uM after 20 hrs by thioflavin-T fluorescence method relative to control2021European journal of medicinal chemistry, Apr-05, Volume: 215The total synthesis of berberine and selected analogues, and their evaluation as amyloid beta aggregation inhibitors.
AID1732651Cytotoxicity against rat PC12 cells assessed as reduction in cell viability incubated for 24 hrs by WST-8 assay2021European journal of medicinal chemistry, Apr-05, Volume: 215The total synthesis of berberine and selected analogues, and their evaluation as amyloid beta aggregation inhibitors.
AID656691Cytotoxicity against human fibroblasts assessed as cell viability by microplate reader2012Bioorganic & medicinal chemistry letters, Apr-15, Volume: 22, Issue:8
Structure-activity studies of some berberine analogs as inhibitors of Toxoplasma gondii.
AID136554In vivo Mean survival time of Plasmodium berghei parasitized mice dosed at 40 mg/kg1988Journal of medicinal chemistry, Jun, Volume: 31, Issue:6
Protoberberine alkaloids as antimalarials.
AID656692Therapeutic index, ratio of TD50 for human fibroblast cell to ID 50 for Toxoplasma gondii ATCC 508392012Bioorganic & medicinal chemistry letters, Apr-15, Volume: 22, Issue:8
Structure-activity studies of some berberine analogs as inhibitors of Toxoplasma gondii.
AID1537271Selectivity index, ratio of IC50 for human BuChE to IC50 for human AChE2019Journal of natural products, 02-22, Volume: 82, Issue:2
Isoquinoline Alkaloids from Berberis vulgaris as Potential Lead Compounds for the Treatment of Alzheimer's Disease.
AID1537270Inhibition of human BuChE using butyrylthiocholine iodide as substrate measured for 1 min by Ellman's method2019Journal of natural products, 02-22, Volume: 82, Issue:2
Isoquinoline Alkaloids from Berberis vulgaris as Potential Lead Compounds for the Treatment of Alzheimer's Disease.
AID1537276Inhibition of GSK3B (unknown origin) at 10 uM relative to control2019Journal of natural products, 02-22, Volume: 82, Issue:2
Isoquinoline Alkaloids from Berberis vulgaris as Potential Lead Compounds for the Treatment of Alzheimer's Disease.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (8)

TimeframeStudies, This Drug (%)All Drugs %
pre-19901 (12.50)18.7374
1990's2 (25.00)18.2507
2000's1 (12.50)29.6817
2010's3 (37.50)24.3611
2020's1 (12.50)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.85

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 Index12.85 (24.57)
Research Supply Index2.20 (2.92)
Research Growth Index5.04 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.85)

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%
Other8 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]