Page last updated: 2024-09-20

5-hydroxy-4-methoxy-5-(1-methylethenyl)-2-furanone

Cross-References

ID SourceID
PubMed CID4728
CHEMBL ID495778
CHEBI ID91702
SCHEMBL ID12142732

Synonyms (28)

Synonym
SDCCGMLS-0066880.P001
SPECTRUM_000460
BSPBIO_003286
SPECTRUM5_000651
ACON1_000413
MEGXM0_000095
MLS000876946
smr000440636
NCGC00094684-01
KBIO2_003508
KBIO2_006076 ,
KBIO2_000940
KBIO3_002506
KBIOSS_000940
SPECTRUM3_001703
SPBIO_000462
SPECTRUM2_000591
NCGC00094684-03
NCGC00094684-02
CHEMBL495778
5-hydroxy-4-methoxy-5-prop-1-en-2-ylfuran-2-one
CCG-39922
SCHEMBL12142732
CHEBI:91702
Q27163523
5-hydroxy-4-methoxy-5-(1-methylethenyl)-2-furanone
BS-1491
penicillic acid; 3-methoxy-5-methyl-4-oxo-2,5-hexadienoic acid

Drug Classes (1)

ClassDescription
butenolideA gamma-lactone that consists of a 2-furanone 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 Targets (16)

Potency Measurements

ProteinTaxonomyMeasurementAverage (µ)Min (ref.)Avg (ref.)Max (ref.)Bioassay(s)
Nrf2Homo sapiens (human)Potency31.62280.09208.222223.1093AID624171
thioredoxin reductaseRattus norvegicus (Norway rat)Potency14.12540.100020.879379.4328AID588453
ATAD5 protein, partialHomo sapiens (human)Potency18.34890.004110.890331.5287AID504466
USP1 protein, partialHomo sapiens (human)Potency35.48130.031637.5844354.8130AID743255
TDP1 proteinHomo sapiens (human)Potency9.98340.000811.382244.6684AID686978; AID686979
Microtubule-associated protein tauHomo sapiens (human)Potency5.62950.180013.557439.8107AID1460; AID1468
thioredoxin glutathione reductaseSchistosoma mansoniPotency6.30960.100022.9075100.0000AID485364
parathyroid hormone/parathyroid hormone-related peptide receptor precursorHomo sapiens (human)Potency19.95263.548119.542744.6684AID743266
histone-lysine N-methyltransferase 2A isoform 2 precursorHomo sapiens (human)Potency19.95260.010323.856763.0957AID2662
urokinase-type plasminogen activator precursorMus musculus (house mouse)Potency10.00000.15855.287912.5893AID540303
plasminogen precursorMus musculus (house mouse)Potency10.00000.15855.287912.5893AID540303
urokinase plasminogen activator surface receptor precursorMus musculus (house mouse)Potency10.00000.15855.287912.5893AID540303
nuclear receptor ROR-gamma isoform 1Mus musculus (house mouse)Potency10.16630.00798.23321,122.0200AID2546; AID2551
lethal(3)malignant brain tumor-like protein 1 isoform IHomo sapiens (human)Potency0.79430.075215.225339.8107AID485360
gemininHomo sapiens (human)Potency17.44880.004611.374133.4983AID624296; AID624297
lamin isoform A-delta10Homo sapiens (human)Potency8.91250.891312.067628.1838AID1487
[prepared from compound, protein, and bioassay information from National Library of Medicine (NLM), extracted Dec-2023]

Bioassays (27)

Assay IDTitleYearJournalArticle
AID730640Antiproliferative activity against mouse POS1 cells assessed as inhibition of cell viability after 72 hrs by XTT assay2013Journal of natural products, Feb-22, Volume: 76, Issue:2
Ligerin, an antiproliferative chlorinated sesquiterpenoid from a marine-derived Penicillium strain.
AID333691Cytotoxicity against human MIAPaCa2 cells by MTT assay2004Journal of natural products, Dec, Volume: 67, Issue:12
Cytotoxic and other metabolites of Aspergillus inhabiting the rhizosphere of Sonoran desert plants.
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.
AID730637Antiproliferative activity against rat AT6-1 cells assessed as inhibition of cell viability after 72 hrs by XTT assay2013Journal of natural products, Feb-22, Volume: 76, Issue:2
Ligerin, an antiproliferative chlorinated sesquiterpenoid from a marine-derived Penicillium strain.
AID730639Antiproliferative activity against human KB cells assessed as inhibition of cell viability after 72 hrs by MTT assay2013Journal of natural products, Feb-22, Volume: 76, Issue:2
Ligerin, an antiproliferative chlorinated sesquiterpenoid from a marine-derived Penicillium strain.
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.
AID333688Cytotoxicity against human NCI-H460 cells by MTT assay2004Journal of natural products, Dec, Volume: 67, Issue:12
Cytotoxic and other metabolites of Aspergillus inhabiting the rhizosphere of Sonoran desert plants.
AID730257Antiproliferative activity against mouse L929 cells assessed as inhibition of cell viability after 72 hrs by XTT assay2013Journal of natural products, Feb-22, Volume: 76, Issue:2
Ligerin, an antiproliferative chlorinated sesquiterpenoid from a marine-derived Penicillium strain.
AID1591946Cytotoxicity against human A2780 cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay2019Journal of natural products, 08-23, Volume: 82, Issue:8
Brominated Azaphilones from the Sponge-Associated Fungus
AID1591945Cytotoxicity against mouse L5178Y cells assessed as reduction in cell viability incubated for 72 hrs by MTT assay2019Journal of natural products, 08-23, Volume: 82, Issue:8
Brominated Azaphilones from the Sponge-Associated Fungus
AID333690Cytotoxicity against human SF268 cells by MTT assay2004Journal of natural products, Dec, Volume: 67, Issue:12
Cytotoxic and other metabolites of Aspergillus inhabiting the rhizosphere of Sonoran desert plants.
AID333692Cytotoxicity against human WI38 cells by MTT assay2004Journal of natural products, Dec, Volume: 67, Issue:12
Cytotoxic and other metabolites of Aspergillus inhabiting the rhizosphere of Sonoran desert plants.
AID333689Cytotoxicity against human MCF7 cells by MTT assay2004Journal of natural products, Dec, Volume: 67, Issue:12
Cytotoxic and other metabolites of Aspergillus inhabiting the rhizosphere of Sonoran desert plants.
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.
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.
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.
AID651635Viability Counterscreen for Primary qHTS for Inhibitors of ATXN expression
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.
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.
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.
AID1745845Primary qHTS for Inhibitors of ATXN expression
[information is prepared from bioassay data collected from National Library of Medicine (NLM), extracted Dec-2023]

Research

Studies (10)

TimeframeStudies, This Drug (%)All Drugs %
pre-19900 (0.00)18.7374
1990's0 (0.00)18.2507
2000's2 (20.00)29.6817
2010's7 (70.00)24.3611
2020's1 (10.00)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%
Other10 (100.00%)84.16%
[information is prepared from research data collected from National Library of Medicine (NLM), extracted Dec-2023]