Page last updated: 2024-12-11

cyclophostin

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

Description

cyclophostin: from Streptomyces lavendulae; structure given in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID9578246
CHEMBL ID603622
MeSH IDM0222490

Synonyms (8)

Synonym
cyclophostin
rac-cyclophostin
CHEMBL603622 ,
bdbm50308520
1h,6h-furo(3,4-e)(1,3,2)dioxaphosphepin-6-one, 8,8a-dihydro-3-methoxy-5-methyl-, 3-oxide, (3r-cis)-
3-methoxy-5-methyl-8,8a-dihydro-1h,3h,6h-3lambda~5~-furo[3,4-e][1,3,2]dioxaphosphepine-3,6-dione
DTXSID30932406
(3r,8ar)-3-methoxy-5-methyl-3-oxo-8,8a-dihydro-1h-furo[3,4-e][1,3,2]dioxaphosphepin-6-one
[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)
Hormone-sensitive lipaseRattus norvegicus (Norway rat)IC50 (µMol)100.00000.37001.27003.2500AID1192914
AcetylcholinesteraseHomo sapiens (human)IC50 (µMol)0.02860.00000.933210.0000AID1263069; AID1263071; AID462370
AcetylcholinesteraseHomo sapiens (human)Ki0.14000.00001.27869.7300AID1263070
Carboxylic ester hydrolase Musca domestica (house fly)IC50 (µMol)0.00080.00084.75549.5100AID1263068
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (14)

Processvia Protein(s)Taxonomy
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)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (10)

Processvia Protein(s)Taxonomy
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)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (15)

Processvia Protein(s)Taxonomy
lipid dropletHormone-sensitive lipaseRattus norvegicus (Norway rat)
cytosolHormone-sensitive lipaseRattus norvegicus (Norway rat)
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)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (16)

Assay IDTitleYearJournalArticle
AID1263070Irreversible inhibition of AChE (unknown origin)2015Bioorganic & medicinal chemistry, Dec-15, Volume: 23, Issue:24
Synthesis and comparison of the biological activity of monocyclic phosphonate, difluorophosphonate and phosphate analogs of the natural AChE inhibitor cyclophostin.
AID710296Inhibition of human recombinant pancreatic lipase expressed in Pichia pastoris at 200 molar excess compound concentration pre-incubated for 2 hrs with enzyme before substrate addition by pH-stat technique2012Journal of medicinal chemistry, Nov-26, Volume: 55, Issue:22
Synthesis and kinetic evaluation of cyclophostin and cyclipostins phosphonate analogs as selective and potent inhibitors of microbial lipases.
AID710299Inhibition of Fusarium solani pisi cutinase assessed as half inactivation time pre-incubated with enzyme before substrate addition by pH-stat technique2012Journal of medicinal chemistry, Nov-26, Volume: 55, Issue:22
Synthesis and kinetic evaluation of cyclophostin and cyclipostins phosphonate analogs as selective and potent inhibitors of microbial lipases.
AID1263069Inhibition of AChE (unknown origin)2015Bioorganic & medicinal chemistry, Dec-15, Volume: 23, Issue:24
Synthesis and comparison of the biological activity of monocyclic phosphonate, difluorophosphonate and phosphate analogs of the natural AChE inhibitor cyclophostin.
AID1263068Inhibition of housefly CSMA AChE2015Bioorganic & medicinal chemistry, Dec-15, Volume: 23, Issue:24
Synthesis and comparison of the biological activity of monocyclic phosphonate, difluorophosphonate and phosphate analogs of the natural AChE inhibitor cyclophostin.
AID710304Inhibition of Mycobacterium tuberculosis LipY pre-incubated for 30 mins with enzyme before substrate addition by pH-stat technique2012Journal of medicinal chemistry, Nov-26, Volume: 55, Issue:22
Synthesis and kinetic evaluation of cyclophostin and cyclipostins phosphonate analogs as selective and potent inhibitors of microbial lipases.
AID710303Inhibition of Mycobacterium tuberculosis LipY at 40 molar excess compound concentration pre-incubated for 30 mins with enzyme before substrate addition by pH-stat technique2012Journal of medicinal chemistry, Nov-26, Volume: 55, Issue:22
Synthesis and kinetic evaluation of cyclophostin and cyclipostins phosphonate analogs as selective and potent inhibitors of microbial lipases.
AID1263072Inhibition of human AChE at pH 62015Bioorganic & medicinal chemistry, Dec-15, Volume: 23, Issue:24
Synthesis and comparison of the biological activity of monocyclic phosphonate, difluorophosphonate and phosphate analogs of the natural AChE inhibitor cyclophostin.
AID710294Inhibition of dog recombinant gastric lipase expressed in transgenic maize at 200 molar excess compound concentration pre-incubated for 2 hrs with enzyme before substrate addition by pH-stat technique2012Journal of medicinal chemistry, Nov-26, Volume: 55, Issue:22
Synthesis and kinetic evaluation of cyclophostin and cyclipostins phosphonate analogs as selective and potent inhibitors of microbial lipases.
AID710295Inhibition of guinea pig recombinant PLRP2 expressed in Aspergillus oryzae at 200 molar excess compound concentration pre-incubated for 2 hrs with enzyme before substrate addition by pH-stat technique2012Journal of medicinal chemistry, Nov-26, Volume: 55, Issue:22
Synthesis and kinetic evaluation of cyclophostin and cyclipostins phosphonate analogs as selective and potent inhibitors of microbial lipases.
AID710302Inhibition of Fusarium solani pisi cutinase assessed as residual enzyme activity pre-incubated for 30 mins with enzyme before substrate addition by pH-stat technique2012Journal of medicinal chemistry, Nov-26, Volume: 55, Issue:22
Synthesis and kinetic evaluation of cyclophostin and cyclipostins phosphonate analogs as selective and potent inhibitors of microbial lipases.
AID462370Inhibition of AChE by modified Ellman's spectrophotometric method2010Bioorganic & medicinal chemistry, Mar-15, Volume: 18, Issue:6
Synthesis and kinetic analysis of some phosphonate analogs of cyclophostin as inhibitors of human acetylcholinesterase.
AID1263071Inhibition of human AChE at pH 82015Bioorganic & medicinal chemistry, Dec-15, Volume: 23, Issue:24
Synthesis and comparison of the biological activity of monocyclic phosphonate, difluorophosphonate and phosphate analogs of the natural AChE inhibitor cyclophostin.
AID710305Inhibition of Mycobacterium tuberculosis Rv0183 pre-incubated for 30 mins with enzyme before substrate addition by pH-stat technique2012Journal of medicinal chemistry, Nov-26, Volume: 55, Issue:22
Synthesis and kinetic evaluation of cyclophostin and cyclipostins phosphonate analogs as selective and potent inhibitors of microbial lipases.
AID1192914Inhibition of rat hormone sensitive lipase assessed as oleic acid release from [3H]triolein by scintillation counting2015Bioorganic & medicinal chemistry, Mar-01, Volume: 23, Issue:5
Rat hormone sensitive lipase inhibition by cyclipostins and their analogs.
AID710306Inhibition of Fusarium solani pisi cutinase pre-incubated for 30 mins with enzyme before substrate addition by pH-stat technique2012Journal of medicinal chemistry, Nov-26, Volume: 55, Issue:22
Synthesis and kinetic evaluation of cyclophostin and cyclipostins phosphonate analogs as selective and potent inhibitors of microbial lipases.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (13)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's1 (7.69)18.2507
2000's2 (15.38)29.6817
2010's8 (61.54)24.3611
2020's2 (15.38)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 12.44

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

MetricThis Compound (vs All)
Research Demand Index12.44 (24.57)
Research Supply Index2.64 (2.92)
Research Growth Index5.08 (4.65)
Search Engine Demand Index0.00 (26.88)
Search Engine Supply Index0.00 (0.95)

This Compound (12.44)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (15.38%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other11 (84.62%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]