Quinalizarin
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    WARNING: This product is for research use only, not for human or veterinary use.

Hodoodo CAT#: H563606

CAS#: 81-61-8

Description: Quinalizarin is a potent, selective and cell-permeable protein kinase CK2 inhibitor. Quinalizarin can induce apoptosis of certain cancer cells.

Chemical Structure

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Quinalizarin
CAS# 81-61-8
Instruction

Theoretical Analysis

Hodoodo Cat#: H563606
Name: Quinalizarin
CAS#: 81-61-8
Chemical Formula: C14H8O6
Exact Mass: 272.03
Molecular Weight: 272.212
Elemental Analysis: C, 61.77; H, 2.96; O, 35.26

Price and Availability

Size Price Availability Quantity
5mg USD 450 2 Weeks
25mg USD 1050 2 Weeks
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Synonym: Alizarin Bordeaux BD; Alizarinbordeaux; Alizarine Bordeaux; Alizarine Bordeaux B; C.I. 58500; C.I. Mordant Violet 26; Khinalizarin; NSC 144046; NSC 4896; PHF 016; Quinalizarine; Quinazarin;

IUPAC/Chemical Name: 1,2,5,8-Tetrahydroxyanthraquinone

InChi Key: VBHKTXLEJZIDJF-UHFFFAOYSA-N

InChi Code: InChI=1S/C14H8O6/c15-6-3-4-7(16)11-10(6)12(18)5-1-2-8(17)13(19)9(5)14(11)20/h1-4,15-17,19H

SMILES Code: O=C(C1=C2C(O)=CC=C1O)C3=CC=C(O)C(O)=C3C2=O

Appearance: Solid powder

Purity: >95% (or refer to the Certificate of Analysis)

Shipping Condition: Shipped under ambient temperature as non-hazardous chemical. This product is stable enough for a few weeks during ordinary shipping and time spent in Customs.

Storage Condition: Dry, dark and at 0 - 4 C for short term (days to weeks) or -20 C for long term (months to years).

Solubility: Soluble in DMSO

Shelf Life: >3 years if stored properly

Drug Formulation: This drug may be formulated in DMSO

Stock Solution Storage: 0 - 4 C for short term (days to weeks), or -20 C for long term (months).

HS Tariff Code: 2934.99.03.00

More Info:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 272.21 Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.

Recalculate based on batch purity %
Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 1.15 mL 5.76 mL 11.51 mL
5 mM 0.23 mL 1.15 mL 2.3 mL
10 mM 0.12 mL 0.58 mL 1.15 mL
50 mM 0.02 mL 0.12 mL 0.23 mL
Formulation protocol:
In vitro protocol:
In vivo protocol:

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1: Meng LQ, Wang Y, Luo YH, Piao XJ, Liu C, Wang Y, Zhang Y, Wang JR, Wang H, Xu WT, Liu Y, Wu YQ, Sun HN, Han YH, Jin MH, Shen GN, Fang NZ, Jin CH. Quinalizarin Induces Apoptosis through Reactive Oxygen Species (ROS)-Mediated Mitogen-Activated Protein Kinase (MAPK) and Signal Transducer and Activator of Transcription 3 (STAT3) Signaling Pathways in Colorectal Cancer Cells. Med Sci Monit. 2018 Jun 3;24:3710-3719. doi: 10.12659/MSM.907163. PubMed PMID: 29860266; PubMed Central PMCID: PMC6014151.

2: Meng LQ, Liu C, Luo YH, Piao XJ, Wang Y, Zhang Y, Wang JR, Wang H, Xu WT, Liu Y, Wu YQ, Sun HN, Han YH, Jin MH, Shen GN, Zang YQ, Li J, Fang NZ, Cui YD, Jin CH. Quinalizarin exerts an anti-tumour effect on lung cancer A549 cells by modulating the Akt, MAPK, STAT3 and p53 signalling pathways. Mol Med Rep. 2018 Feb;17(2):2626-2634. doi: 10.3892/mmr.2017.8110. Epub 2017 Nov 20. PubMed PMID: 29207064.

3: Li Q, Li K, Yang T, Zhang S, Zhou Y, Li Z, Xiong J, Zhou F, Zhou X, Liu L, Meng R, Wu G. Association of protein kinase CK2 inhibition with cellular radiosensitivity of non-small cell lung cancer. Sci Rep. 2017 Nov 23;7(1):16134. doi: 10.1038/s41598-017-16012-1. PubMed PMID: 29170453; PubMed Central PMCID: PMC5700935.

4: Willibald M, Bayer G, Stahlhut V, Poschmann G, Stühler K, Gierke B, Pawlak M, Seeger H, Mueck AO, Niederacher D, Fehm T, Neubauer H. Progesterone receptor membrane component 1 is phosphorylated upon progestin treatment in breast cancer cells. Oncotarget. 2017 Aug 2;8(42):72480-72493. doi: 10.18632/oncotarget.19819. eCollection 2017 Sep 22. PubMed PMID: 29069804; PubMed Central PMCID: PMC5641147.

5: Schwind L, Nalbach L, Zimmer AD, Kostelnik KB, Menegatti J, Grässer F, Götz C, Montenarh M. Quinalizarin inhibits adipogenesis through down-regulation of transcription factors and microRNA modulation. Biochim Biophys Acta. 2017 Dec;1861(12):3272-3281. doi: 10.1016/j.bbagen.2017.09.018. Epub 2017 Sep 28. PubMed PMID: 28964816.

6: Mohamed ME, Frag EYZ, Hathoot AA, Shalaby EA. Spectrophotometric determination of fenoprofen calcium drug in pure and pharmaceutical preparations. Spectroscopic characterization of the charge transfer solid complexes. Spectrochim Acta A Mol Biomol Spectrosc. 2018 Jan 15;189:357-365. doi: 10.1016/j.saa.2017.08.027. Epub 2017 Aug 10. PubMed PMID: 28830039.

7: Liu C, Luo YH, Piao XJ, Wang Y, Meng LQ, Wang H, Wang JR, Zhang Y, Li JQ, Jin CH. [Quinalizarin induces apoptosis in gastric cancer AGS cells via MAPK and Akt signaling pathway]. Nan Fang Yi Ke Da Xue Xue Bao. 2017 Aug 20;37(8):1085-1091. Chinese. PubMed PMID: 28801290.

8: Bender M, Schwind L, Grundmann D, Martin M, Klotz M, Götz C, Montenarh M, Schäfer KH. Impact of protein kinase CK2 inhibitors on proliferation and differentiation of neural stem cells. Heliyon. 2017 Jun 9;3(6):e00318. doi: 10.1016/j.heliyon.2017.e00318. eCollection 2017 Jun. PubMed PMID: 28649667; PubMed Central PMCID: PMC5470557.

9: Ren Y, Han C, Wang J, Jia Y, Kong L, Eerdun T, Wu L, Jiang D. hBMP-7 induces the differentiation of adipose-derived mesenchymal stem cells into osteoblast-like cells. Genet Mol Res. 2016 Jul 25;15(3). doi: 10.4238/gmr.15038791. PubMed PMID: 27525862.

10: Zhou Y, Zhang S, Li K, Li QW, Zhou FZ, Li ZY, Ma H, Dong XR, Liu L, Wu G, Meng R. [The CK2 inhibitor quninalizarin enhances the anti-proliferative effect of icotinib on EGFR-TKIs-resistant cell lines and its underlying mechanisms]. Zhonghua Zhong Liu Za Zhi. 2016 Feb;38(2):100-4. doi: 10.3760/cma.j.issn.0253-3766.2016.02.005. Chinese. PubMed PMID: 26899328.

11: Pan X, Meng R, Yu Z, Mou J, Liu S, Sun Z, Zou Z, Wu G, Peng G. Quinalizarin enhances radiosensitivity of nasopharyngeal carcinoma cells partially by suppressing SHP-1 expression. Int J Oncol. 2016 Mar;48(3):1073-84. doi: 10.3892/ijo.2016.3338. Epub 2016 Jan 14. PubMed PMID: 26781335.

12: Lee JH, Kim YG, Yong Ryu S, Lee J. Calcium-chelating alizarin and other anthraquinones inhibit biofilm formation and the hemolytic activity of Staphylococcus aureus. Sci Rep. 2016 Jan 14;6:19267. doi: 10.1038/srep19267. PubMed PMID: 26763935; PubMed Central PMCID: PMC4725881.

13: Zhou Y, Li K, Zhang S, Li Q, Li Z, Zhou F, Dong X, Liu L, Wu G, Meng R. Quinalizarin, a specific CK2 inhibitor, reduces cell viability and suppresses migration and accelerates apoptosis in different human lung cancer cell lines. Indian J Cancer. 2015 Dec;52 Suppl 2:e119-24. doi: 10.4103/0019-509X.172508. PubMed PMID: 26728669.

14: Zaman MS, Johnson AJ, Bobek G, Kueh S, Kersaitis C, Bailey TD, Buskila Y, Wu MJ. Protein kinase CK2 regulates metal toxicity in neuronal cells. Metallomics. 2016 Jan;8(1):82-90. doi: 10.1039/c5mt00260e. PubMed PMID: 26623569.

15: Cozza G, Venerando A, Sarno S, Pinna LA. The Selectivity of CK2 Inhibitor Quinalizarin: A Reevaluation. Biomed Res Int. 2015;2015:734127. doi: 10.1155/2015/734127. Epub 2015 Oct 19. PubMed PMID: 26558278; PubMed Central PMCID: PMC4628998.

16: Ampofo E, Rudzitis-Auth J, Dahmke IN, Rössler OG, Thiel G, Montenarh M, Menger MD, Laschke MW. Inhibition of protein kinase CK2 suppresses tumor necrosis factor (TNF)-α-induced leukocyte-endothelial cell interaction. Biochim Biophys Acta. 2015 Oct;1852(10 Pt A):2123-36. doi: 10.1016/j.bbadis.2015.07.013. Epub 2015 Jul 17. PubMed PMID: 26189586.

17: Schwind L, Wilhelm N, Kartarius S, Montenarh M, Gorjup E, Götz C. Protein kinase CK2 is necessary for the adipogenic differentiation of human mesenchymal stem cells. Biochim Biophys Acta. 2015 Oct;1853(10 Pt A):2207-16. doi: 10.1016/j.bbamcr.2015.05.023. Epub 2015 May 27. PubMed PMID: 26025678.

18: Franchin C, Salvi M, Arrigoni G, Pinna LA. Proteomics perturbations promoted by the protein kinase CK2 inhibitor quinalizarin. Biochim Biophys Acta. 2015 Oct;1854(10 Pt B):1676-86. doi: 10.1016/j.bbapap.2015.04.002. Epub 2015 Apr 14. PubMed PMID: 25882195.

19: Franchin C, Cesaro L, Salvi M, Millioni R, Iori E, Cifani P, James P, Arrigoni G, Pinna L. Quantitative analysis of a phosphoproteome readily altered by the protein kinase CK2 inhibitor quinalizarin in HEK-293T cells. Biochim Biophys Acta. 2015 Jun;1854(6):609-23. doi: 10.1016/j.bbapap.2014.09.017. Epub 2014 Sep 30. PubMed PMID: 25278378.

20: Gouda AA. Cloud point extraction, preconcentration and spectrophotometric determination of trace amount of manganese(II) in water and food samples. Spectrochim Acta A Mol Biomol Spectrosc. 2014 Oct 15;131:138-44. doi: 10.1016/j.saa.2014.04.075. Epub 2014 Apr 26. PubMed PMID: 24825667.