Page last updated: 2024-12-09

haplamine

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

Description

haplamine: isolated from Haplophyllum acutifolium; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

FloraRankFlora DefinitionFamilyFamily Definition
Haplophyllumgenus[no description available]RutaceaeA plant family in the order Sapindales that grows in warmer regions and has conspicuous flowers.[MeSH]

Cross-References

ID SourceID
PubMed CID648601
CHEMBL ID1488010
CHEBI ID182487
SCHEMBL ID257952
MeSH IDM0505281

Synonyms (40)

Synonym
CBMICRO_015460
9-methoxy-2,2-dimethyl-6h-pyrano[3,2-c]quinolin-5-one
CHEBI:182487
OPREA1_832596
OPREA1_154408
smr000001289
MLS000073264 ,
tnp00205
NCGC00017285-01
OPREA1_706653
BIM-0015490.P001
9-methoxy-2,2-dimethyl-2,6-dihydro-pyrano[3,2-c]quinolin-5-one
NCGC00033691-03
NCGC00033691-02
9-methoxy-2,2-dimethyl-6-hydro-2h-pyrano[5,6-c]quinolin-5-one
AKOS005223971
CCG-202816
HMS2387D11
NCGC00017285-04
NCGC00017285-02
NCGC00017285-03
SCHEMBL257952
CHEMBL1488010
haplamine
cid_648601
bdbm36843
cambridge id 5255761
HMS3561F11
OPERA_ID_1486
52617-31-9
5h-pyrano[3,2-c]quinolin-5-one, 2,6-dihydro-9-methoxy-2,2-dimethyl-
ncgc00017285-04!haplamine
NCGC00017285-06
9-methoxy-2,2-dimethyl-2h-pyrano[3,2-c]quinolin-5(6h)-one
Q63408972
BRD-K54293982-001-18-5
9-methoxy-2,2-dimethyl-2h,5h,6h-pyrano[3,2-c]quinolin-5-one
9-methoxy-2,2-dimethyl-2,6-dihydro-5h-pyrano[3,2-c]quinolin-5-one
STL443725
DTXSID701346933

Research Excerpts

Pharmacokinetics

ExcerptReferenceRelevance
" The method was applied to a preliminary pharmacokinetic study in rats."( Validation of a simple HPLC method for assay of haplamine and its metabolites in plasma suitable for pharmacokinetic application in rats.
Aubert, C; Bun, H; Ciccolini, J; Ea, S; Giacometti, S; Siv, C, 2008
)
0.6

Bioavailability

ExcerptReferenceRelevance
"The ATP-binding cassette transporter P-glycoprotein (P-gp) is known to limit both brain penetration and oral bioavailability of many chemotherapy drugs."( A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
Ambudkar, SV; Brimacombe, KR; Chen, L; Gottesman, MM; Guha, R; Hall, MD; Klumpp-Thomas, C; Lee, OW; Lee, TD; Lusvarghi, S; Robey, RW; Shen, M; Tebase, BG, 2019
)
0.51

Dosage Studied

ExcerptRelevanceReference
" acutatum, Botrytis cinerea, Fusarium oxysporum, and Phomopsis obscurans in a dose-response growth-inhibitory bioassay at 50."( Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
Cantrell, CL; Dunbar, C; Kustova, TS; Mamonov, LK; Schrader, KK; Sitpaeva, GT; Wedge, DE, 2005
)
0.33
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Drug Classes (3)

ClassDescription
organic heterotricyclic compoundAn organic tricyclic compound in which at least one of the rings of the tricyclic skeleton contains one or more heteroatoms.
organonitrogen heterocyclic compoundAny organonitrogen compound containing a cyclic component with nitrogen and at least one other element as ring member atoms.
oxacycleAny organic heterocyclic compound containing at least one ring oxygen atom.
[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 (28)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, HADH2 proteinHomo sapiens (human)Potency25.11890.025120.237639.8107AID893
Chain B, HADH2 proteinHomo sapiens (human)Potency25.11890.025120.237639.8107AID893
Chain A, 2-oxoglutarate OxygenaseHomo sapiens (human)Potency24.03870.177814.390939.8107AID2147
acid sphingomyelinaseHomo sapiens (human)Potency31.622814.125424.061339.8107AID504937
glp-1 receptor, partialHomo sapiens (human)Potency16.53110.01846.806014.1254AID624172; AID624417
ATAD5 protein, partialHomo sapiens (human)Potency2.05960.004110.890331.5287AID504467
TDP1 proteinHomo sapiens (human)Potency10.55600.000811.382244.6684AID686978; AID686979
Smad3Homo sapiens (human)Potency12.58930.00527.809829.0929AID588855
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency28.37090.011212.4002100.0000AID1030
thyroid stimulating hormone receptorHomo sapiens (human)Potency5.01190.001318.074339.8107AID926
67.9K proteinVaccinia virusPotency11.90470.00018.4406100.0000AID720579; AID720580
bromodomain adjacent to zinc finger domain 2BHomo sapiens (human)Potency89.12510.707936.904389.1251AID504333
P53Homo sapiens (human)Potency44.66840.07319.685831.6228AID504706
IDH1Homo sapiens (human)Potency20.59620.005210.865235.4813AID686970
euchromatic histone-lysine N-methyltransferase 2Homo sapiens (human)Potency39.81070.035520.977089.1251AID504332
cytochrome P450 2C19 precursorHomo sapiens (human)Potency7.94330.00255.840031.6228AID899
cytochrome P450 2C9 precursorHomo sapiens (human)Potency25.11890.00636.904339.8107AID883
15-hydroxyprostaglandin dehydrogenase [NAD(+)] isoform 1Homo sapiens (human)Potency25.78770.001815.663839.8107AID894
chromobox protein homolog 1Homo sapiens (human)Potency100.00000.006026.168889.1251AID540317
nuclear factor erythroid 2-related factor 2 isoform 2Homo sapiens (human)Potency9.89080.00419.984825.9290AID504444; AID720524
huntingtin isoform 2Homo sapiens (human)Potency2.81840.000618.41981,122.0200AID1688
nuclear receptor ROR-gamma isoform 1Mus musculus (house mouse)Potency26.85090.00798.23321,122.0200AID2546
gemininHomo sapiens (human)Potency20.59620.004611.374133.4983AID624296
VprHuman immunodeficiency virus 1Potency3.16231.584919.626463.0957AID651644
muscleblind-like protein 1 isoform 1Homo sapiens (human)Potency25.11890.00419.962528.1838AID2675
lamin isoform A-delta10Homo sapiens (human)Potency35.48130.891312.067628.1838AID1487
Histamine H2 receptorCavia porcellus (domestic guinea pig)Potency25.11890.00638.235039.8107AID883
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Other Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
glycogen synthase kinase-3 alphaHomo sapiens (human)AC5010.43000.013529.7434171.7000AID463203
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (53)

Assay IDTitleYearJournalArticle
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).2014Journal of biomolecular screening, Jul, Volume: 19, Issue:6
A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum.
AID1794808Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL).
AID1508630Primary qHTS for small molecule stabilizers of the endoplasmic reticulum resident proteome: Secreted ER Calcium Modulated Protein (SERCaMP) assay2021Cell reports, 04-27, Volume: 35, Issue:4
A target-agnostic screen identifies approved drugs to stabilize the endoplasmic reticulum-resident proteome.
AID588460High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, Validation Compound Set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588460High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, Validation Compound Set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588460High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, Validation Compound Set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588497High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504810Antagonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
AID588461High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, Validation compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588461High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, Validation compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588461High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, Validation compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588459High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, Validation compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588459High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, Validation compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588459High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, Validation compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588499High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID504812Inverse Agonists of the Thyroid Stimulating Hormone Receptor: HTS campaign2010Endocrinology, Jul, Volume: 151, Issue:7
A small molecule inverse agonist for the human thyroid-stimulating hormone receptor.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Current protocols in cytometry, Oct, Volume: Chapter 13Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2006Cytometry. Part A : the journal of the International Society for Analytical Cytology, May, Volume: 69, Issue:5
Microsphere-based protease assays and screening application for lethal factor and factor Xa.
AID588501High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set2010Assay and drug development technologies, Feb, Volume: 8, Issue:1
High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors.
AID1745845Primary qHTS for Inhibitors of ATXN expression
AID1296008Cytotoxic Profiling of Annotated Libraries Using Quantitative High-Throughput Screening2020SLAS discovery : advancing life sciences R & D, 01, Volume: 25, Issue:1
Cytotoxic Profiling of Annotated and Diverse Chemical Libraries Using Quantitative High-Throughput Screening.
AID1346987P-glycoprotein substrates identified in KB-8-5-11 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1346986P-glycoprotein substrates identified in KB-3-1 adenocarcinoma cell line, qHTS therapeutic library screen2019Molecular pharmacology, 11, Volume: 96, Issue:5
A High-Throughput Screen of a Library of Therapeutics Identifies Cytotoxic Substrates of P-glycoprotein.
AID1347160Primary screen NINDS Rhodamine qHTS for Zika virus inhibitors2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1347159Primary screen GU Rhodamine qHTS for Zika virus inhibitors: Unlinked NS2B-NS3 protease assay2020Proceedings of the National Academy of Sciences of the United States of America, 12-08, Volume: 117, Issue:49
Therapeutic candidates for the Zika virus identified by a high-throughput screen for Zika protease inhibitors.
AID1103415Antialgal activity against Planktothrix agardhii assessed as inhibition measured for 96 hr2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
AID1103424Antifungal activity against Phomopsis obscurans assessed as growth inhibition at 50 uM measured at 120 hr by 96-well microtiter assay2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
AID1103428Antifungal activity against Diaporthe ampelina assessed as growth inhibition at 50 to 150 uM measured up to 120 hr by 96-well microtiter assay2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
AID1103413Antialgal activity against Pseudanabaena sp. LW397 assessed as lowest complete inhibition concentration measured for 4 days2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
AID1103427Antifungal activity against Colletotrichum gloeosporioides assessed as growth inhibition at 50 to 150 uM measured up to 72 hr by 96-well microtiter assay2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
AID1103416Antialgal activity against Planktothrix agardhii assessed as lowest complete inhibition concentration measured for 4 days2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
AID1103429Antifungal activity against Colletotrichum fragariae assessed as growth inhibition at 50 to 150 uM measured up to 72 hr by 96-well microtiter assay2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
AID1103417Antialgal activity against Planktothrix agardhii assessed as lowest observed effect concentration measured for 4 days2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
AID1103410Antialgal activity against Selenastrum capricornutum assessed as lowest complete inhibition concentration measured for 4 days2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
AID1103412Antialgal activity against Pseudanabaena sp. LW397 assessed as inhibition measured for 96 hr2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
AID1103420Antialgal activity against Oscillatoria perornata assessed as lowest complete inhibition concentration measured for 4 daysos2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
AID1103426Antifungal activity against Colletotrichum acutatum assessed as growth inhibition at 50 to 150 uM measured up to 72 hr by 96-well microtiter assay2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
AID1103419Antialgal activity against Oscillatoria perornata assessed as lowest observed effect concentration measured for 4 days2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
AID1103409Antialgal activity against Selenastrum capricornutum assessed as inhibition measured for 96 hr2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
AID1103430Antifungal activity against Phomopsis obscurans assessed as growth inhibition at 50 to 150 uM measured up to 120 hr by 96-well microtiter assay2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
AID1103423Antifungal activity against Phomopsis obscurans assessed as growth inhibition at 50 uM measured at 144 hr by 96-well microtiter assay2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
AID1103431Antifungal activity against Fusarium oxysporum assessed as growth inhibition at 50 to 150 uM measured up to 72 hr by 96-well microtiter assay2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
AID1103411Antialgal activity against Selenastrum capricornutum assessed as lowest observed effect concentration measured for 4 days2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
AID1103414Antialgal activity against Pseudanabaena sp. LW397 assessed as lowest observed effect concentration measured for 4 days2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
AID1103418Antialgal activity against Oscillatoria perornata assessed as inhibition measured for 96 hr2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
AID1103425Antifungal activity against Botryotinia fuckeliana assessed as growth inhibition at 50 to 150 uM measured up to 72 hr by 96-well microtiter assay2005Journal of agricultural and food chemistry, Oct-05, Volume: 53, Issue:20
Isolation and identification of antifungal and antialgal alkaloids from Haplophyllum sieversii.
AID1159537qHTS screening for TAG (triacylglycerol) accumulators in algae2017Plant physiology, Aug, Volume: 174, Issue:4
Identification and Metabolite Profiling of Chemical Activators of Lipid Accumulation in Green Algae.
AID1224864HCS microscopy assay (F508del-CFTR)2016PloS one, , Volume: 11, Issue:10
Increasing the Endoplasmic Reticulum Pool of the F508del Allele of the Cystic Fibrosis Transmembrane Conductance Regulator Leads to Greater Folding Correction by Small Molecule Therapeutics.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (18)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's5 (27.78)29.6817
2010's8 (44.44)24.3611
2020's5 (27.78)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

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%
Other18 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]