1076-38-6
1076-38-6
Chemical Structure
4-Hydroxycoumarin
- CAS No.: 1076-38-6
- Formula:C9H6O3
- Molecular Weight:162.14
IUPAC Name: 4-hydroxy-2H-chromen-2-one
InChIKey: VXIXUWQIVKSKSA-UHFFFAOYSA-N
SMILES: O=C1C=C(O)C2=CC=CC=C2O1
Biological Activity: 4-Hydroxycoumarin is an orally active coumarin derivative, one of the most versatile heterocyclic scaffolds, often used in the synthesis of various organic compounds. 4-Hydroxycoumarin possesses both electrophilic and nucleophilic properties. 4-Hydroxycoumarin is an HIV protease inhibitor and tyrosine kinase inhibitor. 4-Hydroxycoumarin has anti-inflammatory, antibacterial and anti-tumor effects[1][2][3][4].
| Cat. No. | Product Name | Purity | Description | Pricing | |||||||||||||||||||
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4-Hydroxycoumarin | 99.96% | 4-Hydroxycoumarin is an orally active coumarin derivative, one of the most versatile heterocyclic scaffolds, often used in the synthesis of various organic compounds. 4-Hydroxycoumarin possesses both electrophilic and nucleophilic properties. 4-Hydroxycoumarin is an HIV protease inhibitor and tyrosine kinase inhibitor. 4-Hydroxycoumarin has anti-inflammatory, antibacterial and anti-tumor effects. | ||||||||||||||||||||
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4-Hydroxycoumarin (Standard) | 99.26% | 4-Hydroxycoumarin (Standard) is the analytical standard of 4-Hydroxycoumarin. This product is intended for research and analytical applications. 4-Hydroxycoumarin is an orally active coumarin derivative, one of the most versatile heterocyclic scaffolds, often used in the synthesis of various organic compounds. 4-Hydroxycoumarin possesses both electrophilic and nucleophilic properties. 4-Hydroxycoumarin is an HIV protease inhibitor and tyrosine kinase inhibitor. 4-Hydroxycoumarin has anti-inflammatory, antibacterial and anti-tumor effects. | ||||||||||||||||||||
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3-Hydroxycoumarin | 99.30% | 3-Hydroxycoumarin is an inhibitor of tyrosinase and lipoxygenase with an IC50 for recombinant human tyrosinase (rHT) of 26 μM, and a Ki of 3.39 μM; its IC50 for LOX is 9.5 μM. 3-Hydroxycoumarin has DPPH free radical scavenging activity (IC50 = 31.2 μM). 3-Hydroxycoumarin has photoprotective effects on sea urchin zygotes and embryos. | ||||||||||||||||||||
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4-Hydroxy-6-methylcoumarin | 95.0% | 4-Hydroxy-6-methylcoumarin is a Coumarin product. | ||||||||||||||||||||
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8-Hydroxycoumarin | 99.63% | 8-Hydroxycoumarin is an intermediate in the microbial transformation of quinolone. | ||||||||||||||||||||
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Umbelliferone | 99.67% | Umbelliferone (7-Hydroxycoumarin), a natural orally active product of the coumarin family, is a fluorescing compound which can be used as a sunscreen agent. Umbelliferone induces cell cycle arrest, apoptosis and DNA fragmentation in HepG2 cells. Umbelliferone exhibits significant anticancer effects. Umbelliferone attenuates the alteration characteristics of allergic airway inflammation. Umbelliferone displays the neuroprotective effects and cross the blood-brain barrier. Umbelliferone exhibits anti-inflammatory and antioxidant effects in chronic alcohol-fed rats. | ||||||||||||||||||||
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5-Hydroxycoumarin | 5-Hydroxycoumarin is a monohydroxycoumarin compound that occurs in the stems of Alyxia lucida, a plant of the genus Alyxia (Apocynaceae). | |||||||||||||||||||||
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6-Hydroxycoumarin (Standard) | ≥98% | 6-Hydroxycoumarin (Standard) is the analytical standard of 6-Hydroxycoumarin (HY-N6656). This product is intended for research and analytical applications. 6-Hydroxycoumarin is a plant-derived secondary metabolite of the coumarin class, possessing insecticidal, antitumor, and other biological activities. 6-Hydroxycoumarin targets the midgut tissue of the red imported fire ant (Solenopsis invicta), inhibits CYP450, induces elevated activities of GST, CarE, and SOD, disrupts mitochondrial ultrastructure, triggers apoptosis, and also impairs insect neuromuscular behavior. 6-Hydroxycoumarin exhibits photoallergic properties and serves as an intermediate for the synthesis of isoxazolyl and triazolyl derivatives. 6-Hydroxycoumarin is applicable to research related to red imported fire ant control. | ||||||||||||||||||||
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4,7-Dihydroxycoumarin | 98.25% | 4,7-Dihydroxycoumarin is an EGFR inhibitor, estrogen receptor inhibitor, and progesterone receptor inhibitor. 4,7-Dihydroxycoumarin against breast cancer cells with an IC50 velue of 18.36 μg/mL. 4,7-Dihydroxycoumarin can be used for the research of breast cancer. | ||||||||||||||||||||
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4-Methoxycoumarin | 99.44% | 4-Methoxycoumarin (Compound 6) shows antibacterial activity of against R. solanacearum. | ||||||||||||||||||||
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5,7-Dihydroxycoumarin | 99.47% | 5,7-Dihydroxycoumarin is a coumarin isolated from the inflorescences of Macaranga triloba. 5,7-dihydroxycoumarin displays antibacterial characteristics with an MIC value in the range of 1000 mg/mL to >1000 mg/mL. Some 5,7-dihydroxycoumarin derivatives have antioxidant properties. | ||||||||||||||||||||
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Umbelliferone-13C6 | Umbelliferone-13C6 (7-Hydroxycoumarin-13C6) is the 13C-labeled Umbelliferone (HY-N0573). Umbelliferone (7-Hydroxycoumarin), a natural orally active product of the coumarin family, is a fluorescing compound which can be used as a sunscreen agent. Umbelliferone induces cell cycle arrest, apoptosis and DNA fragmentation in HepG2 cells. Umbelliferone exhibits significant anticancer effects. Umbelliferone attenuates the alteration characteristics of allergic airway inflammation. Umbelliferone displays the neuroprotective effects and cross the blood-brain barrier. Umbelliferone exhibits anti-inflammatory and antioxidant effects in chronic alcohol-fed rats. | |||||||||||||||||||||
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References
- [1]. Mohammadi Ziarani G, et al. The molecular diversity scope of 4-hydroxycoumarin in the synthesis of heterocyclic compounds via multicomponent reactions. Mol Divers. 2019 Jan 29. doi: 10.1007/s11030-019-09918-7. [Content Brief]
- [2]. Velasco-Velázquez MA, et al. 4-Hydroxycoumarin disorganizes the actin cytoskeleton in B16-F10 melanoma cells but not in B82 fibroblasts, decreasing their adhesion to extracellular matrix proteins and motility. Cancer Lett. 2003 Aug 20;198(2):179-86. [Content Brief]
- [3]. Salinas-Jazmín N, et al. Antimetastatic, antineoplastic, and toxic effects of 4-hydroxycoumarin in a preclinical mouse melanoma model. Cancer Chemother Pharmacol. 2010 Apr;65(5):931-40. [Content Brief]
- [4]. Luchini AC, et al. Intestinal anti-inflammatory activity of coumarin and 4-hydroxycoumarin in the trinitrobenzenesulphonic acid model of rat colitis. Biol Pharm Bull. 2008 Jul;31(7):1343-50. [Content Brief]
