| Stereochemistry | ACHIRAL |
| Molecular Formula | C6H6O3 |
| Molecular Weight | 126.11 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC1=CC(O)=CC(=O)O1
InChI
InChIKey=NSYSSMYQPLSPOD-UHFFFAOYSA-N
InChI=1S/C6H6O3/c1-4-2-5(7)3-6(8)9-4/h2-3,7H,1H3
4-Hydroxy-6-methyl-2-pyrone (also known as triacetic acid lactone) is a precursor of paragloboside contributing to insect and disease resistance of plant Gerbera hybrida and was recently demonstrated to be a potential platform chemical. 4-Hydroxy-6-methyl-2-pyrone is an isolated from the fungus, Hypoxylon investing, in 2014 which has not been extensively investigated for pharmacological activity. 4-Hydroxy-6-methyl-2-pyrone is a useful metabolite for analytical and bioassay dereplication of crude microbial extracts.
Originator
Approval Year
Targets
| Primary Target | Pharmacology | Condition | Potency |
|---|---|---|---|
| 6.3 mM [Ki] | |||
| 3.1 mM [Ki] | |||
| 8.1 mM [Ki] |
Conditions
| Condition | Modality | Targets | Highest Phase | Product |
|---|---|---|---|---|
Sample Use Guides
Mouse macrophage cell line (RAW 264.7) was obtained from Bioresource Collection and Research Center (BCRC 60001) and cultured at 37C in Dulbecco’s Modified Eagle’s Medium (DMEM) supplemented with 10% fetal bovine serum (FBS; Gibco), 4.5 g/l glucose, 4 mm glutamine, penicillin (100 units/ml), and streptomycin (100 mg/ml) in a humidified atmosphere in a 5% CO2 incubator. The cells were treated with 10, 25, and 50 mm natural products (4-Hydroxy-6-methyl-2-pyrone) in the presence of 1 mg/ml LPS (Sigma Aldrich) for 20 h. The concentration of NO in culture supernatants was determined as nitrite, a major stable product of NO, by Griess reagent assay, and cell viabilities were determined using the MTT assay. Levels of IL-6 production were measured in cell culture supernatants with a Mouse IL-6 ELISA Ready-SET-Go ELISA kit (eBiosciencee) according to the manufacturer’s recommendations and quantified with a microplate reader (m-Quant, Bio-Tek Instruments Inc).
SUBSTANCE RECORD
