JugloneA compound that inhibits RNA polymerases

Juglone (CAS 481-39-0)

Juglone | CAS 481-39-0 is rated 5.0 out of 5 by 1.
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Synonym: 5-Hydroxy-1,4-naphthoquinone
Application: A compound that inhibits RNA polymerases
CAS Number: 481-39-0
Purity: >95%
Molecular Weight: 174.15
Molecular Formula: C10H6O3
Supplemental Information: This is classified as a Dangerous Good for transport and may be subject to additional shipping charges.
* Refer to Certificate of Analysis for lot specific data (including water content).
Submit a review for this product and receive 15 CruzCredits

Juglone inhibits the transcription of Pol II (RNA polymerase II) by changing the sulfhydryl groups and blocking the assembly of the preinitiation complex. Other studies show that Juglone does not block T7 RNA polymerase but that it inhibits Pol II and Pol III (RNA polymerase II and III). Human Pin1, Escherichia coli parvulin, and the yeast Ess1/Ptf1 have been shown to be blocked specifically and irreversibly by Juglone. Additionally, Juglone is an antifibrotic compound and promotes apoptosis via the mitochondrial-dependent pathway. Juglone is an inhibitor of Cyclophilin and Pin4.


References

1. Hennig, L., et al. 1998. Biochemistry. 37: 5953-5960. PMID: 9558330
2. Chao, S.H., et al. 2001. Nucleic Acids Res. 29: 767-773. PMID: 11160900
3. Ji, Y.B., et al. 2009. Exp. Toxicol. Pathol. [Epub ahead of print]. PMID: 19815401
4. Xu, H.L., et al. 2010. Eur. J. Pharmacol. 645: 14-22. PMID: 20655907
5. Reese, S., et al. 2010. Fibrogenesis Tissue Repair. 3: 1. PMID: 20047646

Physical State :
Solid
Solubility :
Soluble in DMSO (10 mg/ml), ethanol (10 mg/ml), benzene (Freely soluble), chloroform (Freely soluble), ether, aqueous solution of alkalies, and hot water.
Storage :
Store at 4° C
Melting Point :
161-163° C (lit.)
Boiling Point :
~385.83° C at 760 mmHg (Predicted)
Density :
~1.4 g/cm3 (Predicted)
Refractive Index :
n20D 1.66
IC50 :
Indoleamine 2,3-dioxygenase: IC50 = 1 µM (human); HaCaT (Keratinocytes): IC50 = 0.8 µM (human); A2780 (Ovarian carcinoma cells): IC50 = 1.4 µM (human); Dual specificity phosphatase Cdc25B: IC50 = 19.8 µM (human); Dual specificity protein phosphatase 6: IC50 = 12.4 µM (Rattus norvegicus); Dual specificity protein phosphatase 1: IC50 = 13 µM (Mus musculus); Transcription in eukaryotic cells by RNA polymerase I: IC50 = 7 µM; Transcription in eukaryotic cells by RNA polymerase II: IC50 = 7 µM; Transcription in eukaryotic cells by RNA polymerase III: IC50 = 2 µM
pK Values :
pKa: 6.59
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
QJ5775000
PubChem CID :
3806
Merck Index :
14: 5269
MDL Number :
MFCD00001684
EC Number :
207-567-5
Beilstein Registry :
1909764
SMILES :
C1=CC2=C(C(=O)C=CC2=O)C(=C1)O

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Juglone  Product Citations

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

Citations 1 to 2 of 2 total

PMID: # 22669514  Patridge, EV. et al. 2012. Arch. Toxicol. 86: 1613-25.

PMID: # 10939594  Rippmann, JF. et al. 2000. Cell Growth Differ. 11: 409-416.

Citations 1 to 2 of 2 total

What are the products that Juglone are used in?

Asked by: Kian
Thank you for your question. Please refer to the product "Description" and "Technical Information", below the ordering information, on our website for more detailed information about this chemical. If you still have any specific unanswered questions, please contact our Technical Service Department for assistance.
Answered by: Technical Support
Date published: 2017-07-31

Soy un investigador Chileno y me gustaría adquirir la molécula. Quisiera solicitar orientación sobre la forma de compra y si hacen envíos internacionales.

Asked by: Jorge Olivares
Thank you for your question. Please contact our local distributor in Chile. They will be able to help you purchase the product and deliver it to you! You can find their contact information here: https://www.scbt.com/scbt/resources/distributors
Answered by: Tech Service
Date published: 2017-06-21
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Rated 5 out of 5 by from Rippmann Rippmann, F. et al. (PubMed 10939594) used Juglone, a compound that inhibits the transcription of RNA polymerase II, to determine whether Pin1 regulates the G2-M transition and/or progression through mitosis in tumor cells. They found that the catalytic activity of Pin1 is essential for tumor cell survival and entry into mitosis. -SCBT Publication Review
Date published: 2015-03-19
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