EsculetinA hydroxyl radical and ROS scavenger that attenuates cellular oxidative stress

Esculetin (CAS 305-01-1)

Esculetin | CAS 305-01-1 is rated 5.0 out of 5 by 1.
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Synonym: 6,7-Dihydroxycoumarin; Aesculetin; Cichorigenin
Application: A hydroxyl radical and ROS scavenger that attenuates cellular oxidative stress
CAS Number: 305-01-1
Purity: >98%
Molecular Weight: 178.14
Molecular Formula: C9H6O4
* Refer to Certificate of Analysis for lot specific data (including water content).
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Esculetin, a phenolic compound, acts as a 5-LO (5-lipoxygenase; 5-LOX) inhibitor. Esculetin is reported to display antiinflammatory and antioxidant properties, as well as induce cell cycle arrest and apoptosis. In the presence of esculetin and HA14-1 (sc-205911) expression of the death receptor 4 (DR4) has been observed to be upregulated and extracellular-regulated kinase (ERK) to be activated. Other studies suggest that esculetin upregulates death receptor 5 (DR5) protein expression, and enhances TRAIL-induced apoptosis. Additionally, reports demonstrate that Esculetin also inhibits the activity of 12-LO (12-lipoxygenase), and decreases leukotriene biosynthesis during 5-LO inhibition.


References

1. Neichi, T., et al. 1983. Biochim. Biophys. Acta. 753: 130-132. PMID: 6411127
2. Du, L., et al. 2006. J. Biochem. 139: 715-723. PMID: 16672272
3. Kok, S.H., et al. 2009. Oral Oncol. 45: 1067-1072. PMID: 19720557
4. Witaicenis, A., et al. 2010. Chem. Biol. Interact. 186: 211-218. PMID: 20380826
5. Park, C., et al. 2010. Toxicol In Vitro. 24: 486-494. PMID: 19786087

Appearance :
Powder
Physical State :
Solid
Solubility :
Soluble in DMSO, DMF, 0.1 M NaOH (1 %) yielding a deep yellow solution, diluted alkalies with blue fluorescence, and acetone. Moderately soluble in Glacial acetic acid, and hot ethanol. Slightly soluble in water. Very faint turbidity in hot methanol. Almost insoluble in ether. Insoluble in hot water.
Storage :
Store at room temperature
Melting Point :
271-273° C (lit.)
Boiling Point :
~469.7° C at 760 mmHg (Predicted)
Density :
1.56 g/cm3 at 20° C
Refractive Index :
n20D 1.69 (Predicted)
IC50 :
ATPase: IC50 = 11.33 µM; A23187-induced LTC4 release: IC50 = 18 µM (mouse macrophage); A23187-induced PGE2 release: IC50 = 11 µM (mouse macrophage); Xanthine Oxidase: IC50 = 8.2 µM (human)
pK Values :
pKa: 7.74
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
GN6382500
PubChem CID :
5281416
Merck Index :
14: 3697
MDL Number :
MFCD00006874
EC Number :
206-161-5
Beilstein Registry :
152788
SMILES :
C1=CC(=O)OC2=CC(=C(C=C21)O)O

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Certificate of Analysis

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Esculetin  Product Citations

See how others have used Esculetin. Click on the entry to view the PubMed entry .

Citations 1 to 1 of 1 total

PMID: # 24291223  Jang, I. et al. 2014. Experimental cell research. 321: 276-87.

Citations 1 to 1 of 1 total

Can I get the synthesis information for sc-200486, lot number 12915 (esculeitn)

Asked by: nnnnnh93
Thank you for your question. Each lot of this chemical comes with a lot-specific Certificate Of Analysis which typically describes the percent purity as well as the method used to determine the purity. Pleae double check the Lot numver.You may request a lot-specific Certificate Of Analysis on our website. Alternatively, please contact our Technical Service Department to inquire about the purity of our most recent lot. Please call us directly at  (86 21) 6093-6350, email asia@scbio.cn, or contact us by live chat.
Answered by: Technical Service 11
Date published: 2017-11-14
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Rated 5 out of 5 by from Park et al Park et al. (PubMed ID 19786087) used Esculetin to induce apoptosis in human U937 leukemia cells by blocking Bcl-2 overexpression and restoring the Bcl-2 inhibitor, HA14-1. -SCBT Publication Review
Date published: 2015-07-06
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