Page last updated: 2024-11-11

norstictic acid

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Description

norstictic acid: from Xanthoparmelia chlorochroa; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]

Cross-References

ID SourceID
PubMed CID5379540
CHEMBL ID228281
SCHEMBL ID13287269
MeSH IDM0551139

Synonyms (45)

Synonym
571-67-5
1,3-dihydro-1,4,10-trihydroxy-5,8-dimethyl-3,7-dioxo-7h-isobenzofuro(4,5-b)(1,4)benzodioxepin-11-carboxaldehyde
7h-isobenzofuro(4,5-b)(1,4)benzodioxepin-11-carboxaldehyde, 1,3-dihydro-1,4,10-trihydroxy-5,8-dimethyl-3,7-dioxo-
BRD-A80079592-001-02-4
SPECTRUM_000470
SPECTRUM4_001573
BSPBIO_001909
SPECTRUM5_000226
NCGC00095221-02
NCGC00095221-01
KBIO2_000950
KBIOSS_000950
KBIOGR_002126
KBIO3_001409 ,
KBIO2_003518
KBIO2_006086
SPECTRUM2_000171
SPBIO_000061
SPECTRUM3_000235
SPECTRUM201716
NCGC00095221-03
CHEMBL228281
norstictic acid
HMS1923A11
CCG-38381
bdbm50442875
SCHEMBL13287269
7h-isobenzofuro[4,5-b][1,4]benzodioxepin-11-carboxaldehyde, 1,3-dihydro-1,4,10-trihydroxy-5,8-dimethyl-3,7-dioxo-
bryopogonic acid
IEVVSJFLBYOUCJ-UHFFFAOYSA-N
1,4,10-trihydroxy-5,8-dimethyl-3,7-dioxo-1,3-dihydro-7h-2,6,12-trioxabenzo[5,6]cyclohepta[1,2-e]indene-11-carbaldehyde #
SR-05000002624-1
sr-05000002624
1,4,10-trihydroxy-5,8-dimethyl-3,7-dioxo-3,7-dihydro-1h-benzo[e]isobenzofuro[5,4-b][1,4]dioxepine-11-carbaldehyde
Q3604544
1,3-dihydro-1,4,10-trihydroxy-5,8-dimethyl-3,7-dioxo-7h-isobenzofuro[4,5-b][1,4]benzodioxepin-11-carboxaldehyde
D377V822FG
5,13,17-trihydroxy-7,12-dimethyl-9,15-dioxo-2,10,16-trioxatetracyclo[9.7.0.03,8.014,18]octadeca-1(11),3(8),4,6,12,14(18)-hexaene-4-carbaldehyde
BRD-A80079592-001-03-2
1,4,10-trihydroxy-5,8-dimethyl-3,7-dioxo-1,3-dihydro-7h-2,6,12-trioxabenzo[5,6]cyclohepta[1,2-e]indene-11-carbaldehyde
DTXSID30972564
CS-0532648
HY-N10457
norsticticacid
GLXC-26028

Research Excerpts

Treatment

ExcerptReferenceRelevance
"Norstictic acid treatment significantly suppressed MDA-MB-231/GFP tumor growth of a breast cancer xenograft model in athymic nude mice."( Norstictic Acid Inhibits Breast Cancer Cell Proliferation, Migration, Invasion, and In Vivo Invasive Growth Through Targeting C-Met.
Akl, MR; Bhattacharjee, J; Ebrahim, HY; Egbert, S; El Sayed, KA; Elsayed, HE; Mohyeldin, MM, 2016
)
2.6
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Protein Targets (34)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Chain A, MAJOR APURINIC/APYRIMIDINIC ENDONUCLEASEHomo sapiens (human)Potency19.95260.003245.467312,589.2998AID2517
Chain A, TYROSYL-DNA PHOSPHODIESTERASEHomo sapiens (human)Potency6.78330.004023.8416100.0000AID485290; AID489007
Chain A, Putative fructose-1,6-bisphosphate aldolaseGiardia intestinalisPotency15.81140.140911.194039.8107AID2451
Chain A, 2-oxoglutarate OxygenaseHomo sapiens (human)Potency39.81070.177814.390939.8107AID2147
USP1 protein, partialHomo sapiens (human)Potency39.81070.031637.5844354.8130AID504865
Microtubule-associated protein tauHomo sapiens (human)Potency7.94330.180013.557439.8107AID1460; AID1468
aldehyde dehydrogenase 1 family, member A1Homo sapiens (human)Potency6.30960.011212.4002100.0000AID1030
polyunsaturated fatty acid lipoxygenase ALOX12Homo sapiens (human)Potency2.23871.000012.232631.6228AID1452
15-hydroxyprostaglandin dehydrogenase [NAD(+)] isoform 1Homo sapiens (human)Potency10.00000.001815.663839.8107AID894
vitamin D3 receptor isoform VDRAHomo sapiens (human)Potency6.30960.354828.065989.1251AID504847
DNA polymerase kappa isoform 1Homo sapiens (human)Potency10.00000.031622.3146100.0000AID588579
cytochrome P450 3A4 isoform 1Homo sapiens (human)Potency39.81070.031610.279239.8107AID884; AID885
histone acetyltransferase KAT2A isoform 1Homo sapiens (human)Potency35.48130.251215.843239.8107AID504327
caspase-1 isoform alpha precursorHomo sapiens (human)Potency6.30960.000311.448431.6228AID900
Gamma-aminobutyric acid receptor subunit piRattus norvegicus (Norway rat)Potency39.81071.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit beta-1Rattus norvegicus (Norway rat)Potency39.81071.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit deltaRattus norvegicus (Norway rat)Potency39.81071.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)Potency39.81071.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-5Rattus norvegicus (Norway rat)Potency39.81071.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-3Rattus norvegicus (Norway rat)Potency39.81071.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit gamma-1Rattus norvegicus (Norway rat)Potency39.81071.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-2Rattus norvegicus (Norway rat)Potency39.81071.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-4Rattus norvegicus (Norway rat)Potency39.81071.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit gamma-3Rattus norvegicus (Norway rat)Potency39.81071.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-6Rattus norvegicus (Norway rat)Potency39.81071.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)Potency39.81071.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit beta-3Rattus norvegicus (Norway rat)Potency39.81071.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)Potency39.81071.000012.224831.6228AID885
GABA theta subunitRattus norvegicus (Norway rat)Potency39.81071.000012.224831.6228AID885
Gamma-aminobutyric acid receptor subunit epsilonRattus norvegicus (Norway rat)Potency39.81071.000012.224831.6228AID885
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Inhibition Measurements

ProteinTaxonomyMeasurementAverageMin (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Mediator of RNA polymerase II transcription subunit 25Homo sapiens (human)IC50 (µMol)2.30002.30002.30002.3000AID1870203
Solute carrier organic anion transporter family member 1B3Homo sapiens (human)IC50 (µMol)0.54950.10472.71957.0795AID977603
Solute carrier organic anion transporter family member 1B3Homo sapiens (human)Ki0.42000.08002.46889.8000AID977604
14 kDa phosphohistidine phosphataseHomo sapiens (human)IC50 (µMol)7.90007.90007.90007.9000AID1870205
Solute carrier organic anion transporter family member 1B1Homo sapiens (human)IC50 (µMol)1.14810.05002.37979.7000AID977600
Solute carrier organic anion transporter family member 1B1Homo sapiens (human)Ki0.63000.04401.36305.0000AID977601
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Biological Processes (25)

Processvia Protein(s)Taxonomy
negative regulation of transcription by RNA polymerase IIMediator of RNA polymerase II transcription subunit 25Homo sapiens (human)
positive regulation of transcription elongation by RNA polymerase IIMediator of RNA polymerase II transcription subunit 25Homo sapiens (human)
positive regulation of chromatin bindingMediator of RNA polymerase II transcription subunit 25Homo sapiens (human)
positive regulation of transcription by RNA polymerase IIMediator of RNA polymerase II transcription subunit 25Homo sapiens (human)
negative regulation of fibroblast proliferationMediator of RNA polymerase II transcription subunit 25Homo sapiens (human)
RNA polymerase II preinitiation complex assemblyMediator of RNA polymerase II transcription subunit 25Homo sapiens (human)
positive regulation of transcription initiation by RNA polymerase IIMediator of RNA polymerase II transcription subunit 25Homo sapiens (human)
positive regulation of mediator complex assemblyMediator of RNA polymerase II transcription subunit 25Homo sapiens (human)
xenobiotic metabolic processSolute carrier organic anion transporter family member 1B3Homo sapiens (human)
monoatomic ion transportSolute carrier organic anion transporter family member 1B3Homo sapiens (human)
organic anion transportSolute carrier organic anion transporter family member 1B3Homo sapiens (human)
bile acid and bile salt transportSolute carrier organic anion transporter family member 1B3Homo sapiens (human)
heme catabolic processSolute carrier organic anion transporter family member 1B3Homo sapiens (human)
sodium-independent organic anion transportSolute carrier organic anion transporter family member 1B3Homo sapiens (human)
transmembrane transportSolute carrier organic anion transporter family member 1B3Homo sapiens (human)
protein dephosphorylation14 kDa phosphohistidine phosphataseHomo sapiens (human)
actin cytoskeleton organization14 kDa phosphohistidine phosphataseHomo sapiens (human)
peptidyl-histidine dephosphorylation14 kDa phosphohistidine phosphataseHomo sapiens (human)
negative regulation of T cell receptor signaling pathway14 kDa phosphohistidine phosphataseHomo sapiens (human)
negative regulation of lyase activity14 kDa phosphohistidine phosphataseHomo sapiens (human)
lamellipodium organization14 kDa phosphohistidine phosphataseHomo sapiens (human)
positive regulation of cell motility14 kDa phosphohistidine phosphataseHomo sapiens (human)
negative regulation of ATP citrate synthase activity14 kDa phosphohistidine phosphataseHomo sapiens (human)
xenobiotic metabolic processSolute carrier organic anion transporter family member 1B1Homo sapiens (human)
monoatomic ion transportSolute carrier organic anion transporter family member 1B1Homo sapiens (human)
organic anion transportSolute carrier organic anion transporter family member 1B1Homo sapiens (human)
bile acid and bile salt transportSolute carrier organic anion transporter family member 1B1Homo sapiens (human)
prostaglandin transportSolute carrier organic anion transporter family member 1B1Homo sapiens (human)
heme catabolic processSolute carrier organic anion transporter family member 1B1Homo sapiens (human)
sodium-independent organic anion transportSolute carrier organic anion transporter family member 1B1Homo sapiens (human)
transmembrane transportSolute carrier organic anion transporter family member 1B1Homo sapiens (human)
thyroid hormone transportSolute carrier organic anion transporter family member 1B1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Molecular Functions (14)

Processvia Protein(s)Taxonomy
transcription coactivator bindingMediator of RNA polymerase II transcription subunit 25Homo sapiens (human)
protein bindingMediator of RNA polymerase II transcription subunit 25Homo sapiens (human)
nuclear retinoic acid receptor bindingMediator of RNA polymerase II transcription subunit 25Homo sapiens (human)
nuclear retinoid X receptor bindingMediator of RNA polymerase II transcription subunit 25Homo sapiens (human)
serine-type endopeptidase inhibitor activitySolute carrier organic anion transporter family member 1B3Homo sapiens (human)
organic anion transmembrane transporter activitySolute carrier organic anion transporter family member 1B3Homo sapiens (human)
bile acid transmembrane transporter activitySolute carrier organic anion transporter family member 1B3Homo sapiens (human)
sodium-independent organic anion transmembrane transporter activitySolute carrier organic anion transporter family member 1B3Homo sapiens (human)
protein binding14 kDa phosphohistidine phosphataseHomo sapiens (human)
calcium channel inhibitor activity14 kDa phosphohistidine phosphataseHomo sapiens (human)
transmembrane transporter binding14 kDa phosphohistidine phosphataseHomo sapiens (human)
actin filament binding14 kDa phosphohistidine phosphataseHomo sapiens (human)
protein histidine phosphatase activity14 kDa phosphohistidine phosphataseHomo sapiens (human)
organic anion transmembrane transporter activitySolute carrier organic anion transporter family member 1B1Homo sapiens (human)
bile acid transmembrane transporter activitySolute carrier organic anion transporter family member 1B1Homo sapiens (human)
prostaglandin transmembrane transporter activitySolute carrier organic anion transporter family member 1B1Homo sapiens (human)
sodium-independent organic anion transmembrane transporter activitySolute carrier organic anion transporter family member 1B1Homo sapiens (human)
thyroid hormone transmembrane transporter activitySolute carrier organic anion transporter family member 1B1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Ceullar Components (13)

Processvia Protein(s)Taxonomy
plasma membraneGamma-aminobutyric acid receptor subunit gamma-2Rattus norvegicus (Norway rat)
plasma membraneGamma-aminobutyric acid receptor subunit alpha-1Rattus norvegicus (Norway rat)
plasma membraneGamma-aminobutyric acid receptor subunit beta-2Rattus norvegicus (Norway rat)
nucleusMediator of RNA polymerase II transcription subunit 25Homo sapiens (human)
nucleoplasmMediator of RNA polymerase II transcription subunit 25Homo sapiens (human)
core mediator complexMediator of RNA polymerase II transcription subunit 25Homo sapiens (human)
transcription regulator complexMediator of RNA polymerase II transcription subunit 25Homo sapiens (human)
mediator complexMediator of RNA polymerase II transcription subunit 25Homo sapiens (human)
plasma membraneSolute carrier organic anion transporter family member 1B3Homo sapiens (human)
basal plasma membraneSolute carrier organic anion transporter family member 1B3Homo sapiens (human)
basolateral plasma membraneSolute carrier organic anion transporter family member 1B3Homo sapiens (human)
nucleoplasm14 kDa phosphohistidine phosphataseHomo sapiens (human)
cytosol14 kDa phosphohistidine phosphataseHomo sapiens (human)
plasma membrane14 kDa phosphohistidine phosphataseHomo sapiens (human)
nuclear body14 kDa phosphohistidine phosphataseHomo sapiens (human)
leading edge of lamellipodium14 kDa phosphohistidine phosphataseHomo sapiens (human)
extracellular exosome14 kDa phosphohistidine phosphataseHomo sapiens (human)
cytosol14 kDa phosphohistidine phosphataseHomo sapiens (human)
plasma membraneSolute carrier organic anion transporter family member 1B1Homo sapiens (human)
basal plasma membraneSolute carrier organic anion transporter family member 1B1Homo sapiens (human)
membraneSolute carrier organic anion transporter family member 1B1Homo sapiens (human)
basolateral plasma membraneSolute carrier organic anion transporter family member 1B1Homo sapiens (human)
[Information is prepared from geneontology information from the June-17-2024 release]

Bioassays (20)

Assay IDTitleYearJournalArticle
AID977602Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID1870208Time dependent inhibition of PHPT1 (unknown origin) at 10 uM using DiFMUP as fluorogenic substrate preincubated for 15 to 120 mins followed by substrate addition and measured for 30 mins by fluorogenic assay2022ACS medicinal chemistry letters, Jul-14, Volume: 13, Issue:7
Inhibitor Screen Identifies Covalent Inhibitors of the Protein Histidine Phosphatase PHPT1.
AID977599Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID977600pIC50 values for sodium fluorescein (10 uM) uptake in OATP1B1-transfected CHO cells2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID1870216Inhibition of LHPP (unknown origin) using pyrophosphate as substrate incubated for 30 mins followed by substrate addition and measured after 30 mins by fluorogenic assay2022ACS medicinal chemistry letters, Jul-14, Volume: 13, Issue:7
Inhibitor Screen Identifies Covalent Inhibitors of the Protein Histidine Phosphatase PHPT1.
AID292620Superoxide radical scavenging activity2007Journal of natural products, Jul, Volume: 70, Issue:7
Stictic acid derivatives from the lichen Usnea articulata and their antioxidant activities.
AID1870214Reversible inhibition of PHPT1 (unknown origin) at 100 uM using DiFMUP as fluorogenic substrate preincubated for 30 mins followed by substrate addition by dialysis method2022ACS medicinal chemistry letters, Jul-14, Volume: 13, Issue:7
Inhibitor Screen Identifies Covalent Inhibitors of the Protein Histidine Phosphatase PHPT1.
AID977603pIC50 values for sodium fluorescein (10 uM) uptake in OATP1B3-transfected CHO cells2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID1870215Inhibition of PTP1B (unknown origin) at 10 uM incubated for 30 mins2022ACS medicinal chemistry letters, Jul-14, Volume: 13, Issue:7
Inhibitor Screen Identifies Covalent Inhibitors of the Protein Histidine Phosphatase PHPT1.
AID977604Ki values for sodium fluorescein (10 uM) uptake in OATP1B3-transfected CHO cells2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID1870205Inhibition of PHPT1 (unknown origin) using DiFMUP as fluorogenic substrate incubated for 30 mins followed by substrate addition and measured every 60 seconds for 30 mins by fluorogenic assay2022ACS medicinal chemistry letters, Jul-14, Volume: 13, Issue:7
Inhibitor Screen Identifies Covalent Inhibitors of the Protein Histidine Phosphatase PHPT1.
AID1870203Inhibition of Med25 transcriptional activation in human MCF-7 cells by fluorescence polarization assay2022ACS medicinal chemistry letters, Jul-14, Volume: 13, Issue:7
Inhibitor Screen Identifies Covalent Inhibitors of the Protein Histidine Phosphatase PHPT1.
AID1870212Inhibition of PHPT1 (unknown origin) assessed as inactivation constant measured up to 100 uM incubated up to 30 mins using DiFMUP as fluorogenic substrate by fluorogenic assay2022ACS medicinal chemistry letters, Jul-14, Volume: 13, Issue:7
Inhibitor Screen Identifies Covalent Inhibitors of the Protein Histidine Phosphatase PHPT1.
AID977601Ki values for sodium fluorescein (10 uM) uptake in OATP1B1-transfected CHO cells2013Molecular pharmacology, Jun, Volume: 83, Issue:6
Structure-based identification of OATP1B1/3 inhibitors.
AID1316797Inhibition of wild type His-tagged translin/trax E126A mutant (unknown origin) coexpressed in Escherichia coli BL21 cells using RNase Alert as substrate at 30 uM incubated for 10 mins prior to substrate addition monitored over 60 mins by fluorescence assa2016Bioorganic & medicinal chemistry letters, 10-15, Volume: 26, Issue:20
A druggable target for rescuing microRNA defects.
AID1870211Inhibition of PHPT1 (unknown origin) assessed as inhibition constant measured up to 100 uM incubated up to 30 mins using DiFMUP as fluorogenic substrate by fluorogenic assay2022ACS medicinal chemistry letters, Jul-14, Volume: 13, Issue:7
Inhibitor Screen Identifies Covalent Inhibitors of the Protein Histidine Phosphatase PHPT1.
AID588519A screen for compounds that inhibit viral RNA polymerase binding and polymerization activities2011Antiviral research, Sep, Volume: 91, Issue:3
High-throughput screening identification of poliovirus RNA-dependent RNA polymerase inhibitors.
AID540299A screen for compounds that inhibit the MenB enzyme of Mycobacterium tuberculosis2010Bioorganic & medicinal chemistry letters, Nov-01, Volume: 20, Issue:21
Synthesis and SAR studies of 1,4-benzoxazine MenB inhibitors: novel antibacterial agents against Mycobacterium tuberculosis.
AID1159550Human Phosphogluconate dehydrogenase (6PGD) Inhibitor Screening2015Nature cell biology, Nov, Volume: 17, Issue:11
6-Phosphogluconate dehydrogenase links oxidative PPP, lipogenesis and tumour growth by inhibiting LKB1-AMPK signalling.
AID1159607Screen for inhibitors of RMI FANCM (MM2) intereaction2016Journal of biomolecular screening, Jul, Volume: 21, Issue:6
A High-Throughput Screening Strategy to Identify Protein-Protein Interaction Inhibitors That Block the Fanconi Anemia DNA Repair Pathway.
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (15)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's1 (6.67)29.6817
2010's11 (73.33)24.3611
2020's3 (20.00)2.80
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]

Market Indicators

Research Demand Index: 23.05

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 Index23.05 (24.57)
Research Supply Index2.83 (2.92)
Research Growth Index5.30 (4.65)
Search Engine Demand Index21.17 (26.88)
Search Engine Supply Index2.00 (0.95)

This Compound (23.05)

All Compounds (24.57)

Study Types

Publication TypeThis drug (%)All Drugs (%)
Trials0 (0.00%)5.53%
Reviews2 (12.50%)6.00%
Case Studies0 (0.00%)4.05%
Observational0 (0.00%)0.25%
Other14 (87.50%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]