Page last updated: 2024-12-11
lupiwighteone
Description
Research Excerpts
Clinical Trials
Roles
Classes
Pathways
Study Profile
Bioassays
Related Drugs
Related Conditions
Protein Interactions
Research Growth
Description
lupiwighteone: has antineoplastic activity; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
Cross-References
| ID Source | ID |
|---|---|
| PubMed CID | 5317480 |
| CHEMBL ID | 3616491 |
| CHEBI ID | 185842 |
| SCHEMBL ID | 757741 |
| MeSH ID | M000610886 |
Synonyms (30)
| Synonym |
|---|
| MEGXP0_000421 |
| lupiwighteone |
| 5,7,4'-trihydroxy-8-prenylisoflavone |
| LMPK12050196 |
| 5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)chromen-4-one |
| CHEBI:185842 |
| SCHEMBL757741 |
| 4h-1-benzopyran-4-one,5,7-dihydroxy-3- (4-hydroxyphenyl)-8-(3-methyl-2-butenyl)- |
| 104691-86-3 |
| 5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-4h-1-benzopyran-4-one |
| 5,7,4'-trihydroxy-8-(3,3-dimethylallyl)isoflavone |
| 5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-4h-chromen-4-one # |
| YGCCASGFIOIXIN-UHFFFAOYSA-N |
| CHEMBL3616491 |
| 5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4h-1-benzopyran-4-one; 8-prenylgenistein |
| 5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)-4h-1-benzopyran-4-one, 9ci |
| 8-prenylgenistein |
| AKOS032950070 |
| BCP06418 |
| HY-N3354 |
| CS-0023972 |
| MS-25142 |
| E80612 |
| 5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4h-1-benzopyran-4-one |
| DTXSID601132953 |
| 8-isopentenylgenistein |
| 4h-1-benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)- |
| S5W46B3BUM |
| 4h-1-benzopyran-4-one, 5,7-dihydroxy-3-(4-hydroxyphenyl)-8-(3-methyl-2-butenyl)- |
| 3-(4-hydroxyphenyl)-8-(3-methylbut-2-enyl)-5,7-bis(oxidanyl)chromen-4-one |
Research Excerpts
Overview
Lupiwighteone (Lup) is a kind of natural isoflavone. Its pharmacological effect and active mechanism are rarely reported.
| Excerpt | Reference | Relevance |
|---|---|---|
| "Lupiwighteone (Lup) is a kind of natural isoflavone, but its pharmacological effect and active mechanism are rarely reported. " | ( Lupiwighteone induces cell cycle arrest and apoptosis and activates the Nrf2/ARE pathway in human neuroblastoma cells. Hu, K; Huang, Q; Ren, J; Xu, Y; Yang, J; Yang, M, 2015) | 3.3 |
| "Lupiwighteone (Lup) is an isoflavone-type compound." | ( Isoflavone lupiwighteone induces cytotoxic, apoptotic, and antiangiogenic activities in DU-145 prostate cancer cells. Hu, K; Huang, Q; Ren, J; Xu, Y; Yang, J; Yang, M, 2015) | 1.53 |
Effects
| Excerpt | Reference | Relevance |
|---|---|---|
| "Lupiwighteone has anticancer effects in prostate cancer cells and neuroblastoma cells." | ( Lupiwighteone induces caspase-dependent and -independent apoptosis on human breast cancer cells via inhibiting PI3K/Akt/mTOR pathway. Seo, KI; Won, YS, 2020) | 2.72 |
Treatment
| Excerpt | Reference | Relevance |
|---|---|---|
| "Lupiwighteone treatment decreased the viability of MCF-7 and MDA-MB-231 cells." | ( Lupiwighteone induces caspase-dependent and -independent apoptosis on human breast cancer cells via inhibiting PI3K/Akt/mTOR pathway. Seo, KI; Won, YS, 2020) | 2.72 |
[information is derived through text-mining from research data collected from National Library of Medicine (NLM), extracted Dec-2023]
Drug Classes (1)
| Class | Description |
|---|---|
| isoflavones | Any isoflavonoid with a 3-aryl-1-benzopyran-4-one (3-aryl-4H-chromen-4-one) skeleton and its substituted derivatives. |
| [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] | |
Bioassays (23)
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID1700386 | Antibacterial activity against Listeria monocytogenes assessed as reduction in microbial growth measured every 5 mins for 24 hrs | 2020 | Journal of natural products, 11-25, Volume: 83, Issue:11 | Total Syntheses of Prenylated Isoflavones from |
| AID1453623 | Inhibition of recombinant human PTP1B using p-nitrophenyl phosphate as substrate at 10 uM after 30 mins relative to control | 2017 | Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14 | Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata. |
| AID1484046 | Antiproliferative activity against human A549 cells at 10 uM after 24 hrs by MTS assay relative to control | 2017 | Journal of natural products, 02-24, Volume: 80, Issue:2 | Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra. |
| AID1453614 | Growth inhibition of human MCF7 cells at 10 uM after 24 hrs by MTS assay relative to control | 2017 | Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14 | Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata. |
| AID1453616 | Growth inhibition of human HepG2 cells at 10 uM after 24 hrs by MTS assay relative to control | 2017 | Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14 | Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata. |
| AID1484042 | Inhibition of LPS-induced NF-kappaB (unknown origin) transactivation expressed in human SW480 cells at 10 uM administered 1 hr after LPS stimulation measured after 6 hrs by luciferase reporter gene assay relative to control | 2017 | Journal of natural products, 02-24, Volume: 80, Issue:2 | Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra. |
| AID1890494 | Cytotoxicity against human HCT-116 cells assessed as reduction in cell viability incubated for 24 hrs by CellTiter-Blue cell viability assay | 2022 | Journal of natural products, 04-22, Volume: 85, Issue:4 | Antimicrobial Prenylated Isoflavones from the Leaves of the Amazonian Medicinal Plant |
| AID1484048 | Antiproliferative activity against human SW480 cells at 10 uM after 24 hrs by MTS assay relative to control | 2017 | Journal of natural products, 02-24, Volume: 80, Issue:2 | Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra. |
| AID1484037 | Inhibition of recombinant human PTP1B using pNPP as substrate at 10 uM after 30 mins relative to control | 2017 | Journal of natural products, 02-24, Volume: 80, Issue:2 | Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra. |
| AID1453615 | Growth inhibition of human SW480 cells at 10 uM after 24 hrs by MTS assay relative to control | 2017 | Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14 | Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata. |
| AID1890498 | Selectivity index, ratio of IC50 for human HaCaT cells to IC50 for human HCT-116 cells | 2022 | Journal of natural products, 04-22, Volume: 85, Issue:4 | Antimicrobial Prenylated Isoflavones from the Leaves of the Amazonian Medicinal Plant |
| AID1484039 | Activation of Nrf2 (unknown origin) expressed in human HepG2 cells at 10 uM after 6 hrs by ARE-driven luciferase reporter gene assay relative to control | 2017 | Journal of natural products, 02-24, Volume: 80, Issue:2 | Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra. |
| AID1484047 | Antiproliferative activity against human MCF7 cells at 10 uM after 24 hrs by MTS assay relative to control | 2017 | Journal of natural products, 02-24, Volume: 80, Issue:2 | Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra. |
| AID1890497 | Selectivity index, ratio of IC50 for human HaCaT cells to IC50 for human A-375 cells | 2022 | Journal of natural products, 04-22, Volume: 85, Issue:4 | Antimicrobial Prenylated Isoflavones from the Leaves of the Amazonian Medicinal Plant |
| AID1484045 | Antiproliferative activity against human HepG2 cells at 10 uM after 24 hrs by MTS assay relative to control | 2017 | Journal of natural products, 02-24, Volume: 80, Issue:2 | Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra. |
| AID1484034 | Inhibition of tyrosinase (unknown origin) using L-tyrosine as substrate at 10 uM preincubated for 15 mins followed by substrate addition relative to control | 2017 | Journal of natural products, 02-24, Volume: 80, Issue:2 | Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra. |
| AID1890493 | Cytotoxicity against human A-375 cells assessed as reduction in cell viability incubated for 24 hrs by CellTiter-Blue cell viability assay | 2022 | Journal of natural products, 04-22, Volume: 85, Issue:4 | Antimicrobial Prenylated Isoflavones from the Leaves of the Amazonian Medicinal Plant |
| AID1453621 | Inhibition of LPS-induced NF-kappaB transcription (unknown origin) expressed in human SW480 cells at 10 uM by luciferase reporter gene assay | 2017 | Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14 | Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata. |
| AID1248069 | Inhibition of baker's yeast alpha-glucosidase using p-nitrophenyl-alpha-D-glucopyranoside as substrate after 30 mins by spectrophotometric analysis | 2015 | Bioorganic & medicinal chemistry letters, Oct-15, Volume: 25, Issue:20 | Synthesis, α-glucosidase inhibitory and molecular docking studies of prenylated and geranylated flavones, isoflavones and chalcones. |
| AID1453619 | Antiinflammatory activity in mouse RAW264.7 cells assessed as inhibition of LPS-induced NO production at 10 uM after 24 hrs by Griess reagent based assay relative to control | 2017 | Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14 | Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata. |
| AID1890496 | Cytotoxicity against human HaCaT cells assessed as reduction in cell viability incubated for 24 hrs by CellTiter-Blue cell viability assay | 2022 | Journal of natural products, 04-22, Volume: 85, Issue:4 | Antimicrobial Prenylated Isoflavones from the Leaves of the Amazonian Medicinal Plant |
| AID1453625 | Inhibition of mushroom tyrosinase at 10 uM using L-tyrosine as substrate incubated for 15 mins followed by substrate addition relative to control | 2017 | Bioorganic & medicinal chemistry, 07-15, Volume: 25, Issue:14 | Screening for bioactive natural products from a 67-compound library of Glycyrrhiza inflata. |
| AID1484040 | Antiinflammatory activity against mouse RAW264.7 cells assessed as inhibition of LPS-induced nitric oxide production at 10 uM after 24 hrs by Griess assay relative to control | 2017 | Journal of natural products, 02-24, Volume: 80, Issue:2 | Glycybridins A-K, Bioactive Phenolic Compounds from Glycyrrhiza glabra. |
| [information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||||
Research
Studies (10)
| Timeframe | Studies, This Drug (%) | All Drugs % |
|---|---|---|
| pre-1990 | 0 (0.00) | 18.7374 |
| 1990's | 0 (0.00) | 18.2507 |
| 2000's | 1 (10.00) | 29.6817 |
| 2010's | 6 (60.00) | 24.3611 |
| 2020's | 3 (30.00) | 2.80 |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||
Study Types
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 1 (10.00%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 9 (90.00%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||