496-64-0
Chemical Structure
3-Hydroxy-2-pyrone
- No. CAS: 496-64-0
- Formula:C5H4O3
- Molecular Weight:112.08
IUPAC Name: 3-hydroxy-2H-pyran-2-one
InChIKey: LIPRKYKMVQPYPG-UHFFFAOYSA-N
SMILES: O=C1OC=CC=C1O
Biological Activity: 3-Hydroxy-2-pyrone is an inhibitor of matrix metalloproteinases (MMPs) and 5-lipoxygenase (5-LOX), with inhibition rates of 50% and > 70% at 1 mM, respectively. 3-Hydroxy-2-pyrone also exhibits certain inhibitory activity against the copper-dependent enzyme tyrosinase. 3-Hydroxy-2-pyrone can also serve as a synthetic precursor for the Diels-Alder synthesis of LLL12 (HY-19536). 3-Hydroxy-2-pyrone can be used as a food additive. 3-Hydroxy-2-pyrone can be used in research related to cancer, infection, and inflammation[1][2][3].
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3-Hydroxy-2-pyrone | 3-Hydroxy-2-pyrone is an inhibitor of matrix metalloproteinases (MMPs) and 5-lipoxygenase (5-LOX), with inhibition rates of 50% and > 70% at 1 mM, respectively. 3-Hydroxy-2-pyrone also exhibits certain inhibitory activity against the copper-dependent enzyme tyrosinase. 3-Hydroxy-2-pyrone can also serve as a synthetic precursor for the Diels-Alder synthesis of LLL12 (HY-19536). 3-Hydroxy-2-pyrone can be used as a food additive. 3-Hydroxy-2-pyrone can be used in research related to cancer, infection, and inflammation. | |||||||||||||||||||||
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References
- [1]. Yang XY, et al. Metabolites from Two Dominant Thermophilic Fungal Species Thermomyces lanuginosus and Scytalidium thermophilum. Chemistry & biodiversity. 2020 May;17(5):e2000137. [Content Brief]
- [2]. Lin L, et al. A novel small molecule, LLL12, inhibits STAT3 phosphorylation and activities and exhibits potent growth-suppressive activity in human cancer cells. Neoplasia. 2010;12(1):39-50.
- [3]. Jacobsen JA, et al. Identifying chelators for metalloprotein inhibitors using a fragment-based approach. Journal of medicinal chemistry. 2011 Jan 27;54(2):591-602. [Content Brief]
