derrubone: an inhibitor of the Hsp90 protein folding machinery from Derris robusta; structure in first source [Medical Subject Headings (MeSH), National Library of Medicine, extracted Dec-2023]
| Flora | Rank | Flora Definition | Family | Family Definition |
|---|---|---|---|---|
| Derris | genus | A plant genus of the family FABACEAE. The root is a source of rotenoids (ROTENONE) and flavonoids. Some species of Pongamia have been reclassified to this genus and some to MILLETTIA. Some species of Deguelia have been reclassified to this genus.[MeSH] | Fabaceae | The large family of plants characterized by pods. Some are edible and some cause LATHYRISM or FAVISM and other forms of poisoning. Other species yield useful materials like gums from ACACIA and various LECTINS like PHYTOHEMAGGLUTININS from PHASEOLUS. Many of them harbor NITROGEN FIXATION bacteria on their roots. Many but not all species of beans belong to this family.[MeSH] |
| ID Source | ID |
|---|---|
| PubMed CID | 5810067 |
| CHEMBL ID | 412010 |
| CHEBI ID | 107656 |
| SCHEMBL ID | 24075574 |
| MeSH ID | M0519052 |
| Synonym |
|---|
| BRD-K59272984-001-02-6 |
| SDCCGMLS-0066443.P001 |
| SPECTRUM_001813 |
| BSPBIO_001879 |
| SPECTRUM5_001728 |
| NCGC00178932-01 |
| NCGC00095513-01 |
| KBIO2_002307 |
| KBIO2_004875 |
| KBIO3_001379 |
| KBIOSS_002309 |
| KBIO2_007443 , |
| KBIOGR_001532 |
| SPECTRUM2_000048 |
| SPBIO_000175 |
| SPECTRUM3_000230 |
| SPECTRUM4_000946 |
| SPECTRUM201650 |
| CHEBI:107656 |
| CHEMBL412010 |
| 3-(1,3-benzodioxol-5-yl)-5,7-dihydroxy-6-(3-methylbut-2-enyl)chromen-4-one |
| derrubone |
| LMPK12050239 |
| 5,7-dihydroxy-3',4'-methylenedioxy-6-prenylisoflavone |
| NCGC00095513-02 |
| CCG-40042 |
| 22044-58-2 |
| SR-05000002621-1 |
| sr-05000002621 |
| bdbm50477802 |
| Q5263162 |
| 3-(1,3-benzodioxol-5-yl)-5,7-dihydroxy-6-(3-methylbut-2-enyl)-1-benzopyran-4-one |
| 3-(1,3-benzodioxol-5-yl)-5,7-dihydroxy-6-(3-methyl-2-buten-1-yl)-4h-chromen-4-one |
| DTXSID601027239 |
| SCHEMBL24075574 |
| 4h-1-benzopyran-4-one, 3-(1,3-benzodioxol-5-yl)-5,7-dihydroxy-6-(3-methyl-2-butenyl)- ( |
| evn8g9t8c6 , |
| 3-(1,3-benzodioxol-5-yl)-5,7-dihydroxy-6-(3-methyl-2-buten-1-yl)-4h-1-benzopyran-4-one |
| unii-evn8g9t8c6 |
| isoflavone, 5,7-dihydroxy-6-(3-methyl-2-butenyl)-3',4'-(methylenedioxy)- |
| Class | Description |
|---|---|
| isoflavanones | Members of the class of isoflavans that have a 3,4-dihydro-3-aryl-2H-1-benzopyran-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] | |
| Protein | Taxonomy | Measurement | Average (µ) | Min (ref.) | Avg (ref.) | Max (ref.) | Bioassay(s) |
|---|---|---|---|---|---|---|---|
| USP1 protein, partial | Homo sapiens (human) | Potency | 50.1187 | 0.0316 | 37.5844 | 354.8130 | AID504865 |
| TDP1 protein | Homo sapiens (human) | Potency | 29.0929 | 0.0008 | 11.3822 | 44.6684 | AID686978; AID686979 |
| Microtubule-associated protein tau | Homo sapiens (human) | Potency | 8.9125 | 0.1800 | 13.5574 | 39.8107 | AID1468 |
| 67.9K protein | Vaccinia virus | Potency | 10.0000 | 0.0001 | 8.4406 | 100.0000 | AID720579; AID720580 |
| cellular tumor antigen p53 isoform a | Homo sapiens (human) | Potency | 28.3709 | 0.3162 | 12.4435 | 31.6228 | AID902; AID924 |
| 15-hydroxyprostaglandin dehydrogenase [NAD(+)] isoform 1 | Homo sapiens (human) | Potency | 25.1189 | 0.0018 | 15.6638 | 39.8107 | AID894 |
| mitogen-activated protein kinase 1 | Homo sapiens (human) | Potency | 23.7530 | 0.0398 | 16.7842 | 39.8107 | AID1454; AID995 |
| nuclear receptor ROR-gamma isoform 1 | Mus musculus (house mouse) | Potency | 7.4598 | 0.0079 | 8.2332 | 1,122.0200 | AID2546; AID2551 |
| DNA polymerase kappa isoform 1 | Homo sapiens (human) | Potency | 11.2202 | 0.0316 | 22.3146 | 100.0000 | AID588579 |
| cytochrome P450 3A4 isoform 1 | Homo sapiens (human) | Potency | 3.9811 | 0.0316 | 10.2792 | 39.8107 | AID884; AID885 |
| Gamma-aminobutyric acid receptor subunit pi | Rattus norvegicus (Norway rat) | Potency | 3.9811 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Integrin beta-3 | Homo sapiens (human) | Potency | 31.6228 | 0.3162 | 11.4157 | 31.6228 | AID924 |
| Integrin alpha-IIb | Homo sapiens (human) | Potency | 31.6228 | 0.3162 | 11.4157 | 31.6228 | AID924 |
| Gamma-aminobutyric acid receptor subunit beta-1 | Rattus norvegicus (Norway rat) | Potency | 3.9811 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit delta | Rattus norvegicus (Norway rat) | Potency | 3.9811 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit gamma-2 | Rattus norvegicus (Norway rat) | Potency | 3.9811 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-5 | Rattus norvegicus (Norway rat) | Potency | 3.9811 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-3 | Rattus norvegicus (Norway rat) | Potency | 3.9811 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit gamma-1 | Rattus norvegicus (Norway rat) | Potency | 3.9811 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-2 | Rattus norvegicus (Norway rat) | Potency | 3.9811 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-4 | Rattus norvegicus (Norway rat) | Potency | 3.9811 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit gamma-3 | Rattus norvegicus (Norway rat) | Potency | 3.9811 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-6 | Rattus norvegicus (Norway rat) | Potency | 3.9811 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit alpha-1 | Rattus norvegicus (Norway rat) | Potency | 3.9811 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit beta-3 | Rattus norvegicus (Norway rat) | Potency | 3.9811 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit beta-2 | Rattus norvegicus (Norway rat) | Potency | 3.9811 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Inositol monophosphatase 1 | Rattus norvegicus (Norway rat) | Potency | 11.2202 | 1.0000 | 10.4756 | 28.1838 | AID1457 |
| GABA theta subunit | Rattus norvegicus (Norway rat) | Potency | 3.9811 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| Gamma-aminobutyric acid receptor subunit epsilon | Rattus norvegicus (Norway rat) | Potency | 3.9811 | 1.0000 | 12.2248 | 31.6228 | AID885 |
| [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) |
|---|---|---|---|---|---|---|---|
| Heat shock protein HSP 90-alpha | Homo sapiens (human) | IC50 (µMol) | 14.0000 | 0.0004 | 0.6950 | 10.0000 | AID311894 |
| Heat shock protein HSP 90-beta | Homo sapiens (human) | IC50 (µMol) | 14.0000 | 0.0010 | 0.6836 | 10.0000 | AID311894 |
| [prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023] | |||||||
| Assay ID | Title | Year | Journal | Article |
|---|---|---|---|---|
| AID311898 | Inhibition of Hsp90 in human MCF7 cells assessed as induction of Her2 degradation after 36 hrs by Western blot analysis | 2007 | Journal of natural products, Dec, Volume: 70, Issue:12 | Derrubone, an inhibitor of the Hsp90 protein folding machinery. |
| AID311890 | Effect on geldanamycin-induced dissociation of Hsp90 and Cdc37 from HR1 in rabbit reticulocyte lysate | 2007 | Journal of natural products, Dec, Volume: 70, Issue:12 | Derrubone, an inhibitor of the Hsp90 protein folding machinery. |
| 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. |
| AID311885 | Inhibition of Hsp90-dependent activation of heme-regulated Eif2-alpha kinase in heme-deficient rabbit reticulocyte lysate at 10 uM | 2007 | Journal of natural products, Dec, Volume: 70, Issue:12 | Derrubone, an inhibitor of the Hsp90 protein folding machinery. |
| AID311899 | Inhibition of Hsp90 in human MCF7 cells assessed as induction of actin degradation after 36 hrs by Western blot analysis | 2007 | Journal of natural products, Dec, Volume: 70, Issue:12 | Derrubone, an inhibitor of the Hsp90 protein folding machinery. |
| AID311893 | Antiproliferative activity against human SkBr3 cells expressing ERalpha and Her2 | 2007 | Journal of natural products, Dec, Volume: 70, Issue:12 | Derrubone, an inhibitor of the Hsp90 protein folding machinery. |
| AID311884 | Inhibition of Hsp90-dependent maturation and activation of heme-regulated eIF2-alpha kinase in heme-deficient rabbit reticulocyte lysate at 100 uM | 2007 | Journal of natural products, Dec, Volume: 70, Issue:12 | Derrubone, an inhibitor of the Hsp90 protein folding machinery. |
| AID456226 | Antiproliferative activity against human MCF7 cells after 72 hrs by MTS/PMS assay | 2010 | Bioorganic & medicinal chemistry, Jan-01, Volume: 18, Issue:1 | The synthesis and evaluation of flavone and isoflavone chimeras of novobiocin and derrubone. |
| AID311895 | Inhibition of Hsp90 in human MCF7 cells assessed as induction of Raf degradation after 36 hrs by Western blot analysis | 2007 | Journal of natural products, Dec, Volume: 70, Issue:12 | Derrubone, an inhibitor of the Hsp90 protein folding machinery. |
| AID311894 | Inhibition of Hsp90 in human SkBr3 cells assessed as induction of Her2 degradation by ELISA | 2007 | Journal of natural products, Dec, Volume: 70, Issue:12 | Derrubone, an inhibitor of the Hsp90 protein folding machinery. |
| AID311896 | Inhibition of Hsp90 in human MCF7 cells assessed as induction of Akt degradation after 36 hrs by Western blot analysis | 2007 | Journal of natural products, Dec, Volume: 70, Issue:12 | Derrubone, an inhibitor of the Hsp90 protein folding machinery. |
| 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. |
| AID1604462 | Antiproliferative activity against human MCF7 cells after 72 hrs by MTS/PMS assay | 2020 | Journal of medicinal chemistry, 03-12, Volume: 63, Issue:5 | Heat Shock Protein 90 Inhibitors: An Update on Achievements, Challenges, and Future Directions. |
| AID311889 | Effect on binding of Hsp90 to HR1 relative to control | 2007 | Journal of natural products, Dec, Volume: 70, Issue:12 | Derrubone, an inhibitor of the Hsp90 protein folding machinery. |
| AID311887 | Inhibition of ATPase activity of bacterial DnaK at upto 400 uM | 2007 | Journal of natural products, Dec, Volume: 70, Issue:12 | Derrubone, an inhibitor of the Hsp90 protein folding machinery. |
| AID311883 | Inhibition of Hsp90-dependent luciferase refolding in rabbit reticulocyte at 100 uM after 20 mins | 2007 | Journal of natural products, Dec, Volume: 70, Issue:12 | Derrubone, an inhibitor of the Hsp90 protein folding machinery. |
| AID311892 | Antiproliferative activity against human MCF7 cells expressing ERalpha | 2007 | Journal of natural products, Dec, Volume: 70, Issue:12 | Derrubone, an inhibitor of the Hsp90 protein folding machinery. |
| AID311888 | Effect on binding of Cdc37 to HR1 relative to control | 2007 | Journal of natural products, Dec, Volume: 70, Issue:12 | Derrubone, an inhibitor of the Hsp90 protein folding machinery. |
| AID311897 | Inhibition of Hsp90 in human MCF7 cells assessed as induction of ERalpha degradation after 36 hrs by Western blot analysis | 2007 | Journal of natural products, Dec, Volume: 70, Issue:12 | Derrubone, an inhibitor of the Hsp90 protein folding machinery. |
| AID311891 | Effect on interaction of Hsp90 and Cdc37 with HR1 in rabbit reticulocyte lysate | 2007 | Journal of natural products, Dec, Volume: 70, Issue:12 | Derrubone, an inhibitor of the Hsp90 protein folding machinery. |
| AID311886 | Inhibition of ATPase activity of bovine Hsp70 at upto 400 uM | 2007 | Journal of natural products, Dec, Volume: 70, Issue:12 | Derrubone, an inhibitor of the Hsp90 protein folding machinery. |
| AID311881 | Inhibition of Hsp90 | 2007 | Journal of natural products, Dec, Volume: 70, Issue:12 | Derrubone, an inhibitor of the Hsp90 protein folding machinery. |
| 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 | 0 (0.00) | 18.2507 |
| 2000's | 2 (28.57) | 29.6817 |
| 2010's | 4 (57.14) | 24.3611 |
| 2020's | 1 (14.29) | 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 weak demand-to-supply ratio for research on this compound.
| This Compound (12.51) All Compounds (24.57) |
| Publication Type | This drug (%) | All Drugs (%) |
|---|---|---|
| Trials | 0 (0.00%) | 5.53% |
| Reviews | 2 (28.57%) | 6.00% |
| Case Studies | 0 (0.00%) | 4.05% |
| Observational | 0 (0.00%) | 0.25% |
| Other | 5 (71.43%) | 84.16% |
| [information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023] | ||