Molecular structure of 3-Hydroxycoumarin, CAS Number: 939-19-5
3-Hydroxycoumarin (CAS 939-19-5)
Alternate Names:
3-Hydroxy-2-benzopyrone
Application:
3-Hydroxycoumarin is a metabolite of coumarin
CAS Number:
939-19-5
Molecular Weight:
162.14
Molecular Formula:
C9H6O3
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data.
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SDS & Certificate of Analysis
3-Hydroxycoumarin is a compound that functions as a fluorescent probe in biochemical and cellular assays. It is used to detect and measure the presence of metal ions, particularly iron, in biological samples. The compound chelates with metal ions, leading to a change in its fluorescence properties, allowing for the quantification of metal ion concentrations. 3-Hydroxycoumarin also acts as a photosensitizer, where it generates reactive oxygen species upon exposure to light, leading to cell death. 3-Hydroxycoumarin′s mechanism of action involves its ability to bind to metal ions and undergo photochemical reactions, which may be useful for studying metal ion homeostasis and for inducing cell death in experimental applications.
3-Hydroxycoumarin (CAS 939-19-5) References
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- Metabolism of coumarin by rat, gerbil and human liver microsomes. | Fentem, JH. and Fry, JR. 1992. Xenobiotica. 22: 357-67. PMID: 1496825
- 3-Hydroxycoumarin as a new matrix for matrix-assisted laser desorption/ionization time-of-flight mass spectrometry of DNA. | Zhang, Z., et al. 2006. J Am Soc Mass Spectrom. 17: 1665-8. PMID: 16908181
- Effect of inducers of cytochrome P-450 on the metabolism of [3-14C]coumarin by rat hepatic microsomes. | Peters, MM., et al. 1991. Xenobiotica. 21: 499-514. PMID: 1897250
- Photoprotective effect of coumarin and 3-hydroxycoumarin in sea urchin gametes and embryonic cells. | de Araujo Leite, JC., et al. 2015. J Photochem Photobiol B. 146: 44-51. PMID: 25795999
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- Origin of Remarkably Different Acidity of Hydroxycoumarins-Joint Experimental and Theoretical Studies. | Nowak, PM., et al. 2017. J Phys Chem B. 121: 4554-4561. PMID: 28406631
- A novel class of human 15-LOX-1 inhibitors based on 3-hydroxycoumarin. | Alavi, SJ., et al. 2018. Chem Biol Drug Des. 91: 1125-1132. PMID: 29388345
- 3-hydroxycoumarin loaded vesicles for recombinant human tyrosinase inhibition in topical applications. | Schlich, M., et al. 2018. Colloids Surf B Biointerfaces. 171: 675-681. PMID: 30107341
- Identification and Characterization of Two New 1- O-Acyl-glucose-ester Forming Glucosyltransferases from Erigeron breviscapus. | Yang, Y., et al. 2019. J Agric Food Chem. 67: 2848-2855. PMID: 30821967
- Achillea fragrantissima (Forssk.) Sch.Bip. methanolic extract exerts potent antimicrobial activity and causes cancer cell death via induction of caspase-dependent apoptosis and S-phase arrest. | Break, MKB., et al. 2022. Nat Prod Res. 36: 4645-4650. PMID: 34847782
- Coumarin derivatives as inhibitors of d-amino acid oxidase and monoamine oxidase. | Bester, E., et al. 2022. Bioorg Chem. 123: 105791. PMID: 35413582
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Ordering Information
| Product Name | Catalog # | UNIT | Price | Qty | FAVORITES | |
3-Hydroxycoumarin, 1 g | sc-231751 | 1 g | $22.00 |