fraxetin : A hydroxycoumarin that is 6-methoxycoumarin in which the hydrogens at positions 7 and 8 have been replaced by hydroxy groups. [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]
| ID Source | ID |
|---|---|
| PubMed CID | 5273569 |
| CHEMBL ID | 54909 |
| CHEBI ID | 5169 |
| SCHEMBL ID | 43472 |
| MeSH ID | M0275582 |
| Synonym |
|---|
| smr000112323 |
| 7,8-dihydroxy-6-methoxycoumarin |
| MLS002207123 |
| MEGXP0_000506 |
| BRD-K76587808-001-03-8 |
| 2h-1-benzopyran-2-one, 7,8-dihydroxy-6-methoxy- |
| KBIO1_001517 |
| DIVK1C_006573 |
| SPECTRUM_001507 |
| SPECTRUM4_001686 |
| tnp00177 |
| NCGC00017270-01 |
| BSPBIO_003224 |
| ACON1_000442 |
| ACON0_001071 |
| OPREA1_735469 |
| SPECTRUM5_000332 |
| C09265 |
| fraxetin |
| 7,8-dihydroxy-6-methoxy-2h-chromen-2-one |
| 574-84-5 |
| inchi=1/c10h8o5/c1-14-6-4-5-2-3-7(11)15-10(5)9(13)8(6)12/h2-4,12-13h,1h |
| 7,8-dihydroxy-6-methoxycoumarin, 98% |
| NCGC00096046-01 |
| NCGC00096046-02 |
| KBIO2_007123 |
| KBIO2_001987 |
| KBIO3_002724 |
| KBIO2_004555 |
| KBIOGR_001952 |
| KBIOSS_001987 |
| SPECTRUM3_001842 |
| SPECTRUM2_001639 |
| SPECPLUS_000477 |
| SPBIO_001737 |
| SPECTRUM1504069 |
| NCGC00169075-02 |
| NCGC00169075-01 |
| AKOS000277991 |
| ksc-11-207-12 |
| KUC106681N |
| chebi:5169 , |
| CHEMBL54909 , |
| 7,8-dihydroxy-6-methoxychromen-2-one |
| 7,8-dihydroxy-6-methoxy-chromen-2-one |
| bdbm50206215 |
| coumarin, 7,8-dihydroxy-6-methoxy- |
| 7,8-dihydroxy-6-methoxy-2-benzopyrone |
| unii-cd3gd44o3k |
| cd3gd44o3k , |
| einecs 209-376-2 |
| S9503 |
| CCG-38759 |
| NCGC00017270-03 |
| NCGC00017270-04 |
| NCGC00017270-05 |
| NCGC00017270-02 |
| FT-0632418 |
| SCHEMBL43472 |
| fraxetin [mi] |
| 7,8-dihydroxy-6-methoxy-2h-1-benzopyran-2-one |
| coumarin, 7,8-dihydroxy-6-methoxy |
| HAVWRBANWNTOJX-UHFFFAOYSA-N |
| 7,8-dihydroxy-6-methoxy-2h-chromen-2-one # |
| AC-34572 |
| Q-100662 |
| DTXSID00205992 |
| 7,8-dihydroxy-6-methoxy coumarin |
| mfcd00006873 |
| fraxetin, analytical standard |
| sr-05000002449 |
| SR-05000002449-1 |
| AS-67313 |
| fraxetol |
| Q15410973 |
| A14554 |
| STL564671 |
| HY-N0580 |
| CS-0009115 |
| 8-hydroxyscopoletin |
Fraxetin is a natural compound extracted from Fraxinus spp. It has been recognized as a promising anticancer agent for breast cancer and osteosarcoma.
| Excerpt | Reference | Relevance |
|---|---|---|
| "Fraxetin is a natural compound extracted from Fraxinus spp. " | ( Fraxetin induces cell death in colon cancer cells via mitochondria dysfunction and enhances therapeutic effects in 5-fluorouracil resistant cells. Lee, M; Lim, W; Park, S; Song, G; Yang, C, 2022) | 3.61 |
| "Fraxetin (FXT) is a potent plant-derived product and has been recognized as a promising anticancer agent for breast cancer and osteosarcoma." | ( Fraxetin Suppresses Proliferation of Non-Small-Cell Lung Cancer Cells via Preventing Activation of Signal Transducer and Activator of Transcription 3. Deng, W; Deng, Y; Li, R; Luo, J; Wang, L; Zhang, J; Zhang, Y; Zhao, P, 2019) | 2.68 |
Fraxetin has antioxidant, anti-inflammation and neuroprotective functions. Its role in ischemic stroke is still vague. FraxetIn has protective effects on the brain ischemia-reperfusion injury.
| Excerpt | Reference | Relevance |
|---|---|---|
| "Fraxetin has antioxidant, anti-inflammation and neuroprotective functions, however, its role in ischemic stroke is still vague. " | ( Fraxetin protects rat brains from the cerebral stroke Cui, Y; Liu, J; Liu, M; Wang, H; Zuo, L, 2022) | 3.61 |
| "Fraxetin has protective effects on the brain ischemia-reperfusion injury and promotes angiogenesis for cerebral repair " | ( Fraxetin protects rat brains from the cerebral stroke Cui, Y; Liu, J; Liu, M; Wang, H; Zuo, L, 2022) | 3.61 |
| "Fraxetin has numerous pharmacological activities including antioxidant, apoptosis inhibitor, anti-inflammatory, and antimicrobial agent." | ( Effect of Fraxetin on Oxidative Damage Caused by Isoproterenol-Induced Myocardial Infarction in Rats. Chen, G; Wang, L; Yin, Y; You, H, 2022) | 1.85 |
Fraxetin treatment significantly alleviated BLM-induced lung inflammation and fibrosis. Treatment also inhibited the expression of α-SMA, Collagen I,. Collagen IV, fibronectin, N-cadherin, vimentin, phosphorylated-ERK.
| Excerpt | Reference | Relevance |
|---|---|---|
| "Fraxetin treatment significantly alleviated BLM-induced lung inflammation and fibrosis. " | ( Fraxetin alleviates BLM-induced idiopathic pulmonary fibrosis by inhibiting NCOA4-mediated epithelial cell ferroptosis. Li, J; Nie, Y; Wang, Z; Zhai, X; Zhang, G; Zhu, J, 2023) | 3.8 |
| "Fraxetin treatment also inhibited the expression of α-SMA, Collagen I, Collagen IV, fibronectin, N-cadherin, vimentin, phosphorylated-ERK, and increased the expression of E-cadherin in UUO mice, as shown by immunohistochemical staining and western blot analysis." | ( In Vitro and In Vivo Antifibrotic Effects of Fraxetin on Renal Interstitial Fibrosis via the ERK Signaling Pathway. Chen, YS; Chiou, HL; Hsieh, YH; Huang, YN; Hung, TW; Lee, CC; Tsai, JP, 2021) | 1.6 |
| "Fraxetin and NAC treatments restored glutathione redox ratio diminished after rotenone challenge and decreased the levels of lipid peroxidation." | ( Neuroprotective effect of fraxetin and myricetin against rotenone-induced apoptosis in neuroblastoma cells. Andres, D; Benedi, J; Cascales, M; Molina-Jiménez, MF; Sánchez-Reus, MI, 2004) | 1.34 |
| "Fraxetin treatment was introduced at different ages." | ( Antioxidant activity of Fraxetin: in vivo and ex vivo parameters in normal situation versus induced stress. Barroso, I; Benedí, J; Fernandez-Puntero, B; Iglesias, I; Villar, A, 2001) | 1.34 |
| "Pre-treatment of fraxetin in group IV experimental rats resulted in decreased cardiac weight, diminished level of cardiac markers (cardiac troponin T (cTnT), creatine kinase, creatine kinase-MB, and cardiac troponin I (cTnI)), reduced level of oxidative stress biomarkers (LOOH and TBARS) in the plasma and cardiac tissue, amplified level of enzymes in antioxidant defense system (catalase (CAT), superoxide dismutase (SOD), glutathione (GSH), and glutathione peroxidase (GPx)) in the plasma and heart tissue, and elevated level of ATPase activities." | ( Effect of Fraxetin on Oxidative Damage Caused by Isoproterenol-Induced Myocardial Infarction in Rats. Chen, G; Wang, L; Yin, Y; You, H, 2022) | 1.45 |
| Excerpt | Reference | Relevance |
|---|---|---|
| " The method was successfully applied to a pharmacokinetic study after a single oral dose of fraxin at 50mg/kg to rats." | ( Simultaneous determination of fraxin and its metabolite, fraxetin, in rat plasma by liquid chromatography-tandem mass spectrometry and its application in a pharmacokinetic study. Hao, Z; Sun, Z; Wang, H; Xiao, B, 2016) | 0.68 |
| Excerpt | Reference | Relevance |
|---|---|---|
| "Iron is an essential but poorly bioavailable nutrient because of its low solubility, especially in alkaline soils." | ( Biosynthesis of redox-active metabolites in response to iron deficiency in plants. Chang, E; Giehl, RFH; Murgia, I; Rajniak, J; Sattely, ES; von Wirén, N, 2018) | 0.48 |
| "This study sought to improve the oral bioavailability and enhance the anti-enteritis effect of fraxetin by incorporating it into long circulating liposomes (F-LC-Lipo)." | ( Preparation of Fraxetin Long Circulating Liposome and Its Anti-enteritis Effect. Gu, M; Huang, J; Miao, Z; Wang, L; Wang, X; Xu, Y; Yan, J; Zhang, L, 2021) | 1.19 |
| Role | Description |
|---|---|
| Arabidopsis thaliana metabolite | Any plant metabolite that is produced by Arabidopsis thaliana. |
| antimicrobial agent | A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans. |
| apoptosis inhibitor | Any substance that inhibits the process of apoptosis (programmed cell death) in multi-celled organisms. |
| apoptosis inducer | Any substance that induces the process of apoptosis (programmed cell death) in multi-celled organisms. |
| antioxidant | A substance that opposes oxidation or inhibits reactions brought about by dioxygen or peroxides. |
| anti-inflammatory agent | Any compound that has anti-inflammatory effects. |
| hepatoprotective agent | Any compound that is able to prevent damage to the liver. |
| antibacterial agent | A substance (or active part thereof) that kills or slows the growth of bacteria. |
| hypoglycemic agent | A drug which lowers the blood glucose level. |
| [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] | |
| Class | Description |
|---|---|
| hydroxycoumarin | Any coumarin carrying at least one hydroxy substituent. |
| aromatic ether | Any ether in which the oxygen is attached to at least one aryl substituent. |
| [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 | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Chain A, MAJOR APURINIC/APYRIMIDINIC ENDONUCLEASE | Homo sapiens (human) | Potency | 2.8184 | 0.0032 | 45.4673 | 12,589.2998 | AID2517 |
| Chain A, TYROSYL-DNA PHOSPHODIESTERASE | Homo sapiens (human) | Potency | 14.1254 | 0.0040 | 23.8416 | 100.0000 | AID485290 |
| Chain A, Putative fructose-1,6-bisphosphate aldolase | Giardia intestinalis | Potency | 22.4824 | 0.1409 | 11.1940 | 39.8107 | AID2451 |
| Chain A, HADH2 protein | Homo sapiens (human) | Potency | 3.4408 | 0.0251 | 20.2376 | 39.8107 | AID886; AID893 |
| Chain B, HADH2 protein | Homo sapiens (human) | Potency | 3.4408 | 0.0251 | 20.2376 | 39.8107 | AID886; AID893 |
| Chain A, JmjC domain-containing histone demethylation protein 3A | Homo sapiens (human) | Potency | 6.3096 | 0.6310 | 35.7641 | 100.0000 | AID504339 |
| Chain A, 2-oxoglutarate Oxygenase | Homo sapiens (human) | Potency | 10.6024 | 0.1778 | 14.3909 | 39.8107 | AID2147 |
| glp-1 receptor, partial | Homo sapiens (human) | Potency | 19.9526 | 0.0184 | 6.8060 | 14.1254 | AID624417 |
| thioredoxin reductase | Rattus norvegicus (Norway rat) | Potency | 89.1251 | 0.1000 | 20.8793 | 79.4328 | AID588453 |
| 15-lipoxygenase, partial | Homo sapiens (human) | Potency | 12.5893 | 0.0126 | 10.6917 | 88.5700 | AID887 |
| phosphopantetheinyl transferase | Bacillus subtilis | Potency | 39.8107 | 0.1413 | 37.9142 | 100.0000 | AID1490 |
| GLS protein | Homo sapiens (human) | Potency | 12.5893 | 0.3548 | 7.9355 | 39.8107 | AID624170 |
| TDP1 protein | Homo sapiens (human) | Potency | 23.2626 | 0.0008 | 11.3822 | 44.6684 | AID686978; AID686979 |
| Microtubule-associated protein tau | Homo sapiens (human) | Potency | 16.0678 | 0.1800 | 13.5574 | 39.8107 | AID1460; AID1468 |
| apical membrane antigen 1, AMA1 | Plasmodium falciparum 3D7 | Potency | 3.5481 | 0.7079 | 12.1943 | 39.8107 | AID720542 |
| aldehyde dehydrogenase 1 family, member A1 | Homo sapiens (human) | Potency | 31.6228 | 0.0112 | 12.4002 | 100.0000 | AID1030 |
| hypothetical protein, conserved | Trypanosoma brucei | Potency | 33.0488 | 0.2239 | 11.2451 | 35.4813 | AID624173; AID720569; AID720584 |
| 67.9K protein | Vaccinia virus | Potency | 5.0119 | 0.0001 | 8.4406 | 100.0000 | AID720580 |
| cytochrome P450 2C19 precursor | Homo sapiens (human) | Potency | 39.8107 | 0.0025 | 5.8400 | 31.6228 | AID899 |
| cytochrome P450 2C9 precursor | Homo sapiens (human) | Potency | 25.1189 | 0.0063 | 6.9043 | 39.8107 | AID883 |
| 15-hydroxyprostaglandin dehydrogenase [NAD(+)] isoform 1 | Homo sapiens (human) | Potency | 20.4839 | 0.0018 | 15.6638 | 39.8107 | AID894 |
| importin subunit beta-1 isoform 1 | Homo sapiens (human) | Potency | 38.1456 | 5.8048 | 36.1306 | 65.1308 | AID540253; AID540263 |
| mitogen-activated protein kinase 1 | Homo sapiens (human) | Potency | 23.7359 | 0.0398 | 16.7842 | 39.8107 | AID995 |
| flap endonuclease 1 | Homo sapiens (human) | Potency | 8.9125 | 0.1337 | 25.4129 | 89.1251 | AID588795 |
| snurportin-1 | Homo sapiens (human) | Potency | 38.1456 | 5.8048 | 36.1306 | 65.1308 | AID540253; AID540263 |
| GTP-binding nuclear protein Ran isoform 1 | Homo sapiens (human) | Potency | 31.6228 | 5.8048 | 16.9962 | 25.9290 | AID540253 |
| DNA polymerase iota isoform a (long) | Homo sapiens (human) | Potency | 50.1187 | 0.0501 | 27.0736 | 89.1251 | AID588590 |
| geminin | Homo sapiens (human) | Potency | 0.6513 | 0.0046 | 11.3741 | 33.4983 | AID624297 |
| DNA polymerase kappa isoform 1 | Homo sapiens (human) | Potency | 22.6873 | 0.0316 | 22.3146 | 100.0000 | AID588579 |
| survival motor neuron protein isoform d | Homo sapiens (human) | Potency | 14.1254 | 0.1259 | 12.2344 | 35.4813 | AID1458 |
| caspase-1 isoform alpha precursor | Homo sapiens (human) | Potency | 23.7359 | 0.0003 | 11.4484 | 31.6228 | AID900 |
| lethal factor (plasmid) | Bacillus anthracis str. A2012 | Potency | 31.6228 | 0.0200 | 10.7869 | 31.6228 | AID912 |
| Histamine H2 receptor | Cavia porcellus (domestic guinea pig) | Potency | 25.1189 | 0.0063 | 8.2350 | 39.8107 | AID883 |
| Caspase-7 | Homo sapiens (human) | Potency | 17.9008 | 3.9811 | 18.5856 | 31.6228 | AID889 |
| Inositol monophosphatase 1 | Rattus norvegicus (Norway rat) | Potency | 16.3095 | 1.0000 | 10.4756 | 28.1838 | AID1457; AID901 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Protein | Taxonomy | Measurement | Average | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| Carbonic anhydrase 12 | Homo sapiens (human) | Ki | 7.7000 | 0.0002 | 1.1043 | 9.9000 | AID729559 |
| Carbonic anhydrase 1 | Homo sapiens (human) | Ki | 4.8600 | 0.0000 | 1.3726 | 10.0000 | AID729563 |
| Carbonic anhydrase 2 | Homo sapiens (human) | Ki | 94.3000 | 0.0000 | 0.7236 | 9.9200 | AID729562 |
| Prostaglandin G/H synthase 1 | Homo sapiens (human) | IC50 (µMol) | 524.0000 | 0.0002 | 1.5574 | 10.0000 | AID403341 |
| Carbonic anhydrase 7 | Homo sapiens (human) | Ki | 4.3200 | 0.0002 | 1.3737 | 9.9000 | AID729561 |
| Induced myeloid leukemia cell differentiation protein Mcl-1 | Homo sapiens (human) | IC50 (µMol) | 32.1000 | 0.0044 | 2.9235 | 10.0000 | AID1701173 |
| Induced myeloid leukemia cell differentiation protein Mcl-1 | Homo sapiens (human) | Ki | 5.5100 | 0.0010 | 1.4653 | 9.5400 | AID1701173 |
| Carbonic anhydrase 9 | Homo sapiens (human) | Ki | 0.6100 | 0.0001 | 0.7874 | 9.9000 | AID729560 |
| Carbonic anhydrase 13 | Homo sapiens (human) | Ki | 9.7300 | 0.0003 | 1.2309 | 9.8000 | AID729558 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID1794808 | Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL). | 2014 | Journal of biomolecular screening, Jul, Volume: 19, Issue:6 | A High-Throughput Assay to Identify Inhibitors of the Apicoplast DNA Polymerase from Plasmodium falciparum. |
| AID1794808 | Fluorescence-based screening to identify small molecule inhibitors of Plasmodium falciparum apicoplast DNA polymerase (Pf-apPOL). | |||
| AID588497 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set | 2010 | Current protocols in cytometry, Oct, Volume: Chapter 13 | Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening. |
| AID588497 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set | 2006 | Cytometry. 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. |
| AID588497 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain F protease, MLPCN compound set | 2010 | Assay and drug development technologies, Feb, Volume: 8, Issue:1 | High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors. |
| AID588501 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set | 2010 | Current protocols in cytometry, Oct, Volume: Chapter 13 | Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening. |
| AID588501 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set | 2006 | Cytometry. 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. |
| AID588501 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Lethal Factor Protease, MLPCN compound set | 2010 | Assay and drug development technologies, Feb, Volume: 8, Issue:1 | High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors. |
| AID651635 | Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression | |||
| AID1347083 | qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: Viability assay - alamar blue signal for LASV Primary Screen | 2020 | Antiviral research, 01, Volume: 173 | A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity. |
| AID1745845 | Primary qHTS for Inhibitors of ATXN expression | |||
| AID588499 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set | 2010 | Current protocols in cytometry, Oct, Volume: Chapter 13 | Microsphere-based flow cytometry protease assays for use in protease activity detection and high-throughput screening. |
| AID588499 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set | 2006 | Cytometry. 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. |
| AID588499 | High-throughput multiplex microsphere screening for inhibitors of toxin protease, specifically Botulinum neurotoxin light chain A protease, MLPCN compound set | 2010 | Assay and drug development technologies, Feb, Volume: 8, Issue:1 | High-throughput multiplex flow cytometry screening for botulinum neurotoxin type a light chain protease inhibitors. |
| AID1347082 | qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lassa (LASV) Arenavirus: LASV Primary Screen - GLuc reporter signal | 2020 | Antiviral research, 01, Volume: 173 | A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity. |
| AID1347086 | qHTS for Inhibitors of the Functional Ribonucleoprotein Complex (vRNP) of Lymphocytic Choriomeningitis Arenaviruses (LCMV): LCMV Primary Screen - GLuc reporter signal | 2020 | Antiviral research, 01, Volume: 173 | A cell-based, infectious-free, platform to identify inhibitors of lassa virus ribonucleoprotein (vRNP) activity. |
| AID715792 | Induction of apoptosis in human U937 cells assessed as PARP cleavage at 250 uM after 24 hrs by Western blot analysis | 2012 | Bioorganic & medicinal chemistry, Sep-15, Volume: 20, Issue:18 | Structure-anti-leukemic activity relationship study of ortho-dihydroxycoumarins in U-937 cells: key role of the δ-lactone ring in determining differentiation-inducing potency and selective pro-apoptotic action. |
| AID1701173 | Displacement of FAM-Bid peptide from recombinant N-terminal His6x-tagged human Mcl-1 expressed in Escherichia coli BL21 (DE3) incubated for 30 mins by fluorescence polarization assay | 2021 | Bioorganic & medicinal chemistry, 01-01, Volume: 29 | Synthesis and structure-activity relationship of coumarins as potent Mcl-1 inhibitors for cancer treatment. |
| AID333177 | Cytotoxicity against human HaCaT cells assessed as LDH release at 5 uM after 24 hrs | 2004 | Journal of natural products, Sep, Volume: 67, Issue:9 | Potential antipsoriatic avarol derivatives as antioxidants and inhibitors of PGE(2) generation and proliferation in the HaCaT cell line. |
| AID1105460 | Antifungal activity against Aspergillus fumigatus IPP 210 after 72 hr by broth microdilution method | 2013 | International journal of molecular sciences, Jan-10, Volume: 14, Issue:1 | Synthesis, structure-activity relationships (SAR) and in silico studies of coumarin derivatives with antifungal activity. |
| AID715794 | Induction of apoptosis in human U937 cells assessed as activation of caspase-3 at 250 uM after 24 hrs by colorimetric assay | 2012 | Bioorganic & medicinal chemistry, Sep-15, Volume: 20, Issue:18 | Structure-anti-leukemic activity relationship study of ortho-dihydroxycoumarins in U-937 cells: key role of the δ-lactone ring in determining differentiation-inducing potency and selective pro-apoptotic action. |
| AID729560 | Inhibition of human carbonic anhydrase 9 preincubated for 6 hrs by CO2 hydration stopped-flow assay | 2013 | Bioorganic & medicinal chemistry, Mar-15, Volume: 21, Issue:6 | Natural product coumarins that inhibit human carbonic anhydrases. |
| AID333175 | Inhibition of PGE2 production in human HaCaT cells at 5 uM after 24 hrs by RIA | 2004 | Journal of natural products, Sep, Volume: 67, Issue:9 | Potential antipsoriatic avarol derivatives as antioxidants and inhibitors of PGE(2) generation and proliferation in the HaCaT cell line. |
| AID333172 | Inhibition of TPA-induced ROS production in human neutrophils by chemiluminescence | 2004 | Journal of natural products, Sep, Volume: 67, Issue:9 | Potential antipsoriatic avarol derivatives as antioxidants and inhibitors of PGE(2) generation and proliferation in the HaCaT cell line. |
| AID715775 | Induction of free radicals production in RPMI 1640 medium at pH 7.4 by electron spin resonance analysis | 2012 | Bioorganic & medicinal chemistry, Sep-15, Volume: 20, Issue:18 | Structure-anti-leukemic activity relationship study of ortho-dihydroxycoumarins in U-937 cells: key role of the δ-lactone ring in determining differentiation-inducing potency and selective pro-apoptotic action. |
| AID1105456 | Antifungal activity against Aspergillus flavus ATCC 16013 after 72 hr by broth microdilution method | 2013 | International journal of molecular sciences, Jan-10, Volume: 14, Issue:1 | Synthesis, structure-activity relationships (SAR) and in silico studies of coumarin derivatives with antifungal activity. |
| AID1105459 | Antifungal activity against Aspergillus fumigatus ATCC 46913 after 72 hr by broth microdilution method | 2013 | International journal of molecular sciences, Jan-10, Volume: 14, Issue:1 | Synthesis, structure-activity relationships (SAR) and in silico studies of coumarin derivatives with antifungal activity. |
| AID1105458 | Antifungal activity against Aspergillus fumigatus ATCC 40640 after 72 hr by broth microdilution method | 2013 | International journal of molecular sciences, Jan-10, Volume: 14, Issue:1 | Synthesis, structure-activity relationships (SAR) and in silico studies of coumarin derivatives with antifungal activity. |
| AID1105454 | Antifungal activity against Aspergillus flavus LM 26 after 72 hr by broth microdilution method | 2013 | International journal of molecular sciences, Jan-10, Volume: 14, Issue:1 | Synthesis, structure-activity relationships (SAR) and in silico studies of coumarin derivatives with antifungal activity. |
| AID977599 | Inhibition of sodium fluorescein uptake in OATP1B1-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM | 2013 | Molecular pharmacology, Jun, Volume: 83, Issue:6 | Structure-based identification of OATP1B1/3 inhibitors. |
| AID357980 | Antioxidant activity in 12-O-tetradecanoylphorbol-13-acetate-stimulated human neutrophils assessed as inhibition of p-nitrophenol-induced elastase activity at 10 uM | 2001 | Journal of natural products, Oct, Volume: 64, Issue:10 | Inhibition of leukocyte functions by the alkaloid isaindigotone from Isatis indigotica and some new synthetic derivatives. |
| AID357979 | Antioxidant activity against 12-O-tetradecanoylphorbol-13-acetate-stimulated superoxide radical generation in human neutrophils assessed as chemiluminescence unit per 10'6 cells at 10 uM | 2001 | Journal of natural products, Oct, Volume: 64, Issue:10 | Inhibition of leukocyte functions by the alkaloid isaindigotone from Isatis indigotica and some new synthetic derivatives. |
| AID403341 | Inhibition of COX1 | 2005 | Journal of natural products, Jul, Volume: 68, Issue:7 | Expanding the ChemGPS chemical space with natural products. |
| AID1105457 | Antifungal activity against Aspergillus flavus LM 247 after 72 hr by broth microdilution method | 2013 | International journal of molecular sciences, Jan-10, Volume: 14, Issue:1 | Synthesis, structure-activity relationships (SAR) and in silico studies of coumarin derivatives with antifungal activity. |
| AID729563 | Inhibition of human carbonic anhydrase 1 preincubated for 6 hrs by CO2 hydration stopped-flow assay | 2013 | Bioorganic & medicinal chemistry, Mar-15, Volume: 21, Issue:6 | Natural product coumarins that inhibit human carbonic anhydrases. |
| AID715801 | Cell cycle arrest in human U937 cells assessed as accumulation at sub-G0/G1 phase at 250 uM after 24 hrs using propidium iodide staining by FACS analysis | 2012 | Bioorganic & medicinal chemistry, Sep-15, Volume: 20, Issue:18 | Structure-anti-leukemic activity relationship study of ortho-dihydroxycoumarins in U-937 cells: key role of the δ-lactone ring in determining differentiation-inducing potency and selective pro-apoptotic action. |
| AID306673 | Inhibition of TNFalpha production in UVB irradiated human HaCaT cells at 5 uM administered 2 hrs before irradiation by fluoroimmunoassay | 2007 | Bioorganic & medicinal chemistry letters, May-01, Volume: 17, Issue:9 | Synthesis and evaluation of diverse thio avarol derivatives as potential UVB photoprotective candidates. |
| AID306674 | Inhibition of TNFalpha production in UVB irradiated human HaCaT cells administered 2 hrs before irradiation by fluoroimmunoassay | 2007 | Bioorganic & medicinal chemistry letters, May-01, Volume: 17, Issue:9 | Synthesis and evaluation of diverse thio avarol derivatives as potential UVB photoprotective candidates. |
| AID306672 | Inhibition of TNFalpha production in UVB irradiated human HaCaT cells at 10 uM administered 2 hrs before irradiation by fluoroimmunoassay | 2007 | Bioorganic & medicinal chemistry letters, May-01, Volume: 17, Issue:9 | Synthesis and evaluation of diverse thio avarol derivatives as potential UVB photoprotective candidates. |
| AID1105461 | Antifungal activity against Aspergillus fumigatus ATCC 16913 after 72 hr by broth microdilution method | 2013 | International journal of molecular sciences, Jan-10, Volume: 14, Issue:1 | Synthesis, structure-activity relationships (SAR) and in silico studies of coumarin derivatives with antifungal activity. |
| AID1327605 | Inhibition of Saccharomyces cerevisiae alpha-glucosidase using 4-nitrophenyl alpha-D-glucopyranoside as substrate after 10 mins by UV-Vis spectrophotometric analysis | 2016 | Journal of natural products, 08-26, Volume: 79, Issue:8 | α-Glucosidase and α-Amylase Inhibitors from Arcytophyllum thymifolium. |
| AID729561 | Inhibition of human carbonic anhydrase 7 preincubated for 6 hrs by CO2 hydration stopped-flow assay | 2013 | Bioorganic & medicinal chemistry, Mar-15, Volume: 21, Issue:6 | Natural product coumarins that inhibit human carbonic anhydrases. |
| AID333171 | Inhibition of TPA-induced ROS production in human neutrophils at 5 uM by chemiluminescence | 2004 | Journal of natural products, Sep, Volume: 67, Issue:9 | Potential antipsoriatic avarol derivatives as antioxidants and inhibitors of PGE(2) generation and proliferation in the HaCaT cell line. |
| AID1349248 | Antioxidant activity assessed as DPPH radical scavenging activity incubated for 30 mins under dark condition | 2017 | Journal of natural products, 12-22, Volume: 80, Issue:12 | Regioselective IBX-Mediated Synthesis of Coumarin Derivatives with Antioxidant and Anti-influenza Activities. |
| AID357981 | Inhibition of 5LO-mediated LTB4 production in 12-O-tetradecanoylphorbol-13-acetate-stimulated human neutrophils at 10 uM by RIA | 2001 | Journal of natural products, Oct, Volume: 64, Issue:10 | Inhibition of leukocyte functions by the alkaloid isaindigotone from Isatis indigotica and some new synthetic derivatives. |
| AID306671 | Toxicity assessed as inhibition of cell viability of UVB irradiated human HaCaT cells at 5 uM administered 2 hrs before irradiation by MTT assay | 2007 | Bioorganic & medicinal chemistry letters, May-01, Volume: 17, Issue:9 | Synthesis and evaluation of diverse thio avarol derivatives as potential UVB photoprotective candidates. |
| AID333173 | Antiproliferative activity against human HaCaT cells assessed as [3H]thymidine incorporation at 5 uM after 24 hrs | 2004 | Journal of natural products, Sep, Volume: 67, Issue:9 | Potential antipsoriatic avarol derivatives as antioxidants and inhibitors of PGE(2) generation and proliferation in the HaCaT cell line. |
| AID729558 | Inhibition of human carbonic anhydrase 13 preincubated for 6 hrs by CO2 hydration stopped-flow assay | 2013 | Bioorganic & medicinal chemistry, Mar-15, Volume: 21, Issue:6 | Natural product coumarins that inhibit human carbonic anhydrases. |
| AID715800 | Inhibition of clonogenic activity in human U937 cells assessed as reduction of colony formation in soft agar at 100 to 250 uM after 24 hrs using crystal violet staining | 2012 | Bioorganic & medicinal chemistry, Sep-15, Volume: 20, Issue:18 | Structure-anti-leukemic activity relationship study of ortho-dihydroxycoumarins in U-937 cells: key role of the δ-lactone ring in determining differentiation-inducing potency and selective pro-apoptotic action. |
| AID1327604 | Inhibition of hog pancreas alpha-amylase using starch as substrate preincubated for 10 mins followed by substrate addition measured after 10 mins by dinitrosalicylic acid color reagent-based UV-Vis spectrophotometric analysis | 2016 | Journal of natural products, 08-26, Volume: 79, Issue:8 | α-Glucosidase and α-Amylase Inhibitors from Arcytophyllum thymifolium. |
| AID715790 | Induction of apoptosis in human U937 cells assessed as active 11 kDa fragment of caspase-3 at 250 uM after 24 hrs by Western blot analysis | 2012 | Bioorganic & medicinal chemistry, Sep-15, Volume: 20, Issue:18 | Structure-anti-leukemic activity relationship study of ortho-dihydroxycoumarins in U-937 cells: key role of the δ-lactone ring in determining differentiation-inducing potency and selective pro-apoptotic action. |
| AID729559 | Inhibition of human carbonic anhydrase 12 preincubated for 6 hrs by CO2 hydration stopped-flow assay | 2013 | Bioorganic & medicinal chemistry, Mar-15, Volume: 21, Issue:6 | Natural product coumarins that inhibit human carbonic anhydrases. |
| AID715803 | Antiproliferative activity against human U937 cells assessed as incorporation of [3H]-methyl-thymidine after 12 hrs by scintillation counting | 2012 | Bioorganic & medicinal chemistry, Sep-15, Volume: 20, Issue:18 | Structure-anti-leukemic activity relationship study of ortho-dihydroxycoumarins in U-937 cells: key role of the δ-lactone ring in determining differentiation-inducing potency and selective pro-apoptotic action. |
| AID306670 | Toxicity assessed as inhibition of cell viability of UVB irradiated human HaCaT cells at 10 uM administered 2 hrs before irradiation by MTT assay | 2007 | Bioorganic & medicinal chemistry letters, May-01, Volume: 17, Issue:9 | Synthesis and evaluation of diverse thio avarol derivatives as potential UVB photoprotective candidates. |
| AID715805 | Induction of apoptosis in human U937 cells assessed as reduction of normal cells at 250 uM after 24 hrs by Annexin V-FITC double staining | 2012 | Bioorganic & medicinal chemistry, Sep-15, Volume: 20, Issue:18 | Structure-anti-leukemic activity relationship study of ortho-dihydroxycoumarins in U-937 cells: key role of the δ-lactone ring in determining differentiation-inducing potency and selective pro-apoptotic action. |
| AID174708 | Gastric cytoprotective activity in male wistar rat | 1997 | Journal of medicinal chemistry, Jun-06, Volume: 40, Issue:12 | Structure-cytoprotective activity relationship of simple molecules containing an alpha,beta-unsaturated carbonyl system. |
| AID715802 | Cytotoxicity against human U937 cells after 48 hrs by trypan blue assay | 2012 | Bioorganic & medicinal chemistry, Sep-15, Volume: 20, Issue:18 | Structure-anti-leukemic activity relationship study of ortho-dihydroxycoumarins in U-937 cells: key role of the δ-lactone ring in determining differentiation-inducing potency and selective pro-apoptotic action. |
| AID1105455 | Antifungal activity against Aspergillus flavus LM 210 after 72 hr by broth microdilution method | 2013 | International journal of molecular sciences, Jan-10, Volume: 14, Issue:1 | Synthesis, structure-activity relationships (SAR) and in silico studies of coumarin derivatives with antifungal activity. |
| AID715774 | Induction of free radicals production in carbonate buffer at pH 9 by electron spin resonance analysis | 2012 | Bioorganic & medicinal chemistry, Sep-15, Volume: 20, Issue:18 | Structure-anti-leukemic activity relationship study of ortho-dihydroxycoumarins in U-937 cells: key role of the δ-lactone ring in determining differentiation-inducing potency and selective pro-apoptotic action. |
| AID729562 | Inhibition of human carbonic anhydrase 2 preincubated for 6 hrs by CO2 hydration stopped-flow assay | 2013 | Bioorganic & medicinal chemistry, Mar-15, Volume: 21, Issue:6 | Natural product coumarins that inhibit human carbonic anhydrases. |
| AID977602 | Inhibition of sodium fluorescein uptake in OATP1B3-transfected CHO cells at an equimolar substrate-inhibitor concentration of 10 uM | 2013 | Molecular pharmacology, Jun, Volume: 83, Issue:6 | Structure-based identification of OATP1B1/3 inhibitors. |
| AID1159607 | Screen for inhibitors of RMI FANCM (MM2) intereaction | 2016 | Journal 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. |
| AID1159550 | Human Phosphogluconate dehydrogenase (6PGD) Inhibitor Screening | 2015 | Nature cell biology, Nov, Volume: 17, Issue:11 | 6-Phosphogluconate dehydrogenase links oxidative PPP, lipogenesis and tumour growth by inhibiting LKB1-AMPK signalling. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 0 (0.00) | 18.7374 |
| 1990's | 1 (1.43) | 18.2507 |
| 2000's | 17 (24.29) | 29.6817 |
| 2010's | 33 (47.14) | 24.3611 |
| 2020's | 19 (27.14) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
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 strong demand-to-supply ratio for research on this compound.
| This Compound (49.79) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 2 (2.82%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 69 (97.18%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||