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MedKoo Cat#: 598971 | Name: Liqcoumarin

Description:

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

Liqcoumarin belongs to the class of organic compounds known as hydroxycoumarins. These are coumarins that contain one or more hydroxyl groups attached to the coumarin skeleton. Liqcoumarin exists as a solid and is considered to be practically insoluble (in water) and relatively neutral. Within the cell, liqcoumarin is primarily located in the cytoplasm. Outside of the human body, liqcoumarin can be found in herbs and spices and tea. This makes liqcoumarin a potential biomarker for the consumption of these food products.

Chemical Structure

Liqcoumarin
CAS#36695-19-9

Theoretical Analysis

MedKoo Cat#: 598971

Name: Liqcoumarin

CAS#: 36695-19-9

Chemical Formula: C12H10O4

Exact Mass: 218.0579

Molecular Weight: 218.20

Elemental Analysis: C, 66.05; H, 4.62; O, 29.33

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
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Synonym
Liqcoumarin;
IUPAC/Chemical Name
6-acetyl-5-hydroxy-4-methyl-2H-chromen-2-one
InChi Key
UMNMVZFOKSPTJN-UHFFFAOYSA-N
InChi Code
InChI=1S/C12H10O4/c1-6-5-10(14)16-9-4-3-8(7(2)13)12(15)11(6)9/h3-5,15H,1-2H3
SMILES Code
O=C1OC2=C(C(O)=C(C(C)=O)C=C2)C(C)=C1
Appearance
Solid powder
Purity
>98% (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

Preparing Stock Solutions

The following data is based on the product molecular weight 218.20 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
1: Patil SA, Prabhakara CT, Halasangi BM, Toragalmath SS, Badami PS. DNA cleavage, antibacterial, antifungal and anthelmintic studies of Co(II), Ni(II) and Cu(II) complexes of coumarin Schiff bases: synthesis and spectral approach. Spectrochim Acta A Mol Biomol Spectrosc. 2015 Feb 25;137:641-51. doi: 10.1016/j.saa.2014.08.028. Epub 2014 Sep 10. PubMed PMID: 25244297. 2: Zhu T, Wang Y, Ding W, Xu J, Chen R, Xie J, Zhu W, Jia L, Ma T. Anticancer activity and DNA-binding investigations of the Cu(II) and Ni(II) complexes with coumarin derivative. Chem Biol Drug Des. 2015 Mar;85(3):385-93. doi: 10.1111/cbdd.12418. Epub 2014 Sep 15. PubMed PMID: 25141910. 3: Zhu T, Chen R, Yu H, Feng Y, Chen J, Lu Q, Xie J, Ding W, Ma T. Antitumor effect of a copper (II) complex of a coumarin derivative and phenanthroline on lung adenocarcinoma cells and the mechanism of action. Mol Med Rep. 2014 Nov;10(5):2477-82. doi: 10.3892/mmr.2014.2519. Epub 2014 Aug 26. PubMed PMID: 25176185. 4: Zhou XQ, Meng LB, Huang Q, Li J, Zheng K, Zhang FL, Liu JY, Xue JP. Synthesis and in vitro anticancer activity of zinc(II) phthalocyanines conjugated with coumarin derivatives for dual photodynamic and chemotherapy. ChemMedChem. 2015 Feb;10(2):304-11. doi: 10.1002/cmdc.201402401. Epub 2014 Nov 4. PubMed PMID: 25369981. 5: Liu XW, Shen YM, Li ZX, Zhong X, Chen YD, Zhang SB. Study on DNA binding behavior and light switch effect of new coumarin-derived Ru(II) complexes. Spectrochim Acta A Mol Biomol Spectrosc. 2015;149:150-6. doi: 10.1016/j.saa.2015.04.063. Epub 2015 Apr 27. PubMed PMID: 25956327. 6: García-Beltrán O, Cassels BK, Pérez C, Mena N, Núñez MT, Martínez NP, Pavez P, Aliaga ME. Coumarin-based fluorescent probes for dual recognition of copper(II) and iron(III) ions and their application in bio-imaging. Sensors (Basel). 2014 Jan 13;14(1):1358-71. doi: 10.3390/s140101358. PubMed PMID: 24419164; PubMed Central PMCID: PMC3926618. 7: Santos CI, Oliveira E, Santos HM, Menezes JC, Faustino MA, Cavaleiro JA, Capelo JL, Neves Mda G, Lodeiro C. Untangling interactions of a zinc(II) complex containing a coumarin-porphyrin unit with alkaloids in water solutions: a photophysical study. Photochem Photobiol Sci. 2015 Apr;14(4):757-64. doi: 10.1039/c4pp00359d. PubMed PMID: 25620620. 8: Wang ZC, Qin YJ, Wang PF, Yang YA, Wen Q, Zhang X, Qiu HY, Duan YT, Wang YT, Sang YL, Zhu HL. Sulfonamides containing coumarin moieties selectively and potently inhibit carbonic anhydrases II and IX: design, synthesis, inhibitory activity and 3D-QSAR analysis. Eur J Med Chem. 2013 Aug;66:1-11. doi: 10.1016/j.ejmech.2013.04.035. Epub 2013 May 9. PubMed PMID: 23777898. 9: Hou JT, Li K, Yu KK, Wu MY, Yu XQ. Coumarin-DPA-Cu(II) as a chemosensing ensemble towards histidine determination in urine and serum. Org Biomol Chem. 2013 Feb 7;11(5):717-20. doi: 10.1039/c2ob26955d. Epub 2012 Dec 13. PubMed PMID: 23238391. 10: Wu W, Ji S, Wu W, Shao J, Guo H, James TD, Zhao J. Ruthenium(II)-polyimine-coumarin light-harvesting molecular arrays: design rationale and application for triplet-triplet-annihilation-based upconversion. Chemistry. 2012 Apr 16;18(16):4953-64. doi: 10.1002/chem.201101377. Epub 2012 Mar 8. PubMed PMID: 22407570. 11: Sumiya S, Shiraishi Y, Hirai T. Mechanism for different fluorescence response of a coumarin-amide-dipicolylamine linkage to Zn(II) and Cd(II) in water. J Phys Chem A. 2013 Feb 21;117(7):1474-82. doi: 10.1021/jp3111315. Epub 2013 Feb 6. PubMed PMID: 23343117. 12: Patil SA, Unki SN, Kulkarni AD, Naik VH, Badami PS. Co(II), Ni(II) and Cu(II) complexes with coumarin-8-yl Schiff-bases: spectroscopic, in vitro antimicrobial, DNA cleavage and fluorescence studies. Spectrochim Acta A Mol Biomol Spectrosc. 2011 Sep;79(5):1128-36. doi: 10.1016/j.saa.2011.04.032. Epub 2011 May 12. PubMed PMID: 21665524. 13: Bekhradnia A, Domehri E, Khosravi M. Novel coumarin-based fluorescent probe for selective detection of Cu(II). Spectrochim Acta A Mol Biomol Spectrosc. 2016 Jan 5;152:18-22. doi: 10.1016/j.saa.2015.07.029. Epub 2015 Jul 7. PubMed PMID: 26186393. 14: Hamulakova S, Poprac P, Jomova K, Brezova V, Lauro P, Drostinova L, Jun D, Sepsova V, Hrabinova M, Soukup O, Kristian P, Gazova Z, Bednarikova Z, Kuca K, Valko M. Targeting copper(II)-induced oxidative stress and the acetylcholinesterase system in Alzheimer's disease using multifunctional tacrine-coumarin hybrid molecules. J Inorg Biochem. 2016 Aug;161:52-62. doi: 10.1016/j.jinorgbio.2016.05.001. Epub 2016 May 5. PubMed PMID: 27230386. 15: Jung HS, Han JH, Kim ZH, Kang C, Kim JS. Coumarin-Cu(II) ensemble-based cyanide sensing chemodosimeter. Org Lett. 2011 Oct 7;13(19):5056-9. doi: 10.1021/ol2018856. Epub 2011 Aug 29. PubMed PMID: 21875122. 16: Siters KE, Sander SA, Devlin JR, Morrow JR. Bifunctional Zn(II) complexes for recognition of non-canonical thymines in DNA bulges and G-quadruplexes. Dalton Trans. 2015 Feb 28;44(8):3708-16. doi: 10.1039/c4dt03004d. PubMed PMID: 25521076. 17: Elhusseiny AF, Aazam ES, Al-Amri HM. Synthesis of new microbial pesticide metal complexes derived from coumarin-imine ligand. Spectrochim Acta A Mol Biomol Spectrosc. 2014 Jul 15;128:852-63. doi: 10.1016/j.saa.2014.03.003. Epub 2014 Mar 17. PubMed PMID: 24704603. 18: Xu G, Shi C, Guo D, Wang L, Ling Y, Han X, Luo J. Functional-segregated coumarin-containing telodendrimer nanocarriers for efficient delivery of SN-38 for colon cancer treatment. Acta Biomater. 2015 Jul;21:85-98. doi: 10.1016/j.actbio.2015.04.021. Epub 2015 Apr 22. PubMed PMID: 25910639; PubMed Central PMCID: PMC4446163. 19: Liu S, Shao Y, Lin Q, Liu H, Zhang D. 7,8-Dihydroxy coumarin promotes chondrogenic differentiation of adipose-derived mesenchymal stem cells. J Int Med Res. 2013 Feb;41(1):82-96. doi: 10.1177/0300060513476614. Epub 2013 Jan 23. PubMed PMID: 23569133. 20: Bonneau A, Maresca A, Winum JY, Supuran CT. Metronidazole-coumarin conjugates and 3-cyano-7-hydroxy-coumarin act as isoform-selective carbonic anhydrase inhibitors. J Enzyme Inhib Med Chem. 2013 Apr;28(2):397-401. doi: 10.3109/14756366.2011.650692. Epub 2012 Feb 3. PubMed PMID: 22299576.

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CDR 87-209

CDR 87-209