MedKoo Cat#: 561510 | Name: MS-444

Description:

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

MS-444 is a small-molecule inhibitor of HuR. HuR is an RNA-binding protein implicated in immune homeostasis and various cancers, including colorectal cancer.

Chemical Structure

MS-444
MS-444
CAS#150045-18-4

Theoretical Analysis

MedKoo Cat#: 561510

Name: MS-444

CAS#: 150045-18-4

Chemical Formula: C13H10O4

Exact Mass: 230.0579

Molecular Weight: 230.21

Elemental Analysis: C, 67.82; H, 4.38; O, 27.80

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
MS-444; MS 444; MS444;
IUPAC/Chemical Name
5,8-Dihydroxy-3-methyl-naphtho[2,3-c]furan-4(9H)-one
InChi Key
TZUYDLKHNQUNKS-UHFFFAOYSA-N
InChi Code
InChI=1S/C13H10O4/c1-6-11-7(5-17-6)4-8-9(14)2-3-10(15)12(8)13(11)16/h2-3,5,14-15H,4H2,1H3
SMILES Code
O=C(C1=C(C)OC=C1C2)C3=C2C(O)=CC=C3O
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
>2 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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 230.21 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
1: Lang M, Berry D, Passecker K, Mesteri I, Bhuju S, Ebner F, Sedlyarov V, Evstatiev R, Dammann K, Loy A, Kuzyk O, Kovarik P, Khare V, Beibel M, Roma G, Meisner-Kober N, Gasche C. HuR Small-Molecule Inhibitor Elicits Differential Effects in Adenomatosis Polyposis and Colorectal Carcinogenesis. Cancer Res. 2017 May 1;77(9):2424-2438. doi: 10.1158/0008-5472.CAN-15-1726. Epub 2017 Feb 20. PubMed PMID: 28428272. 2: Bhople S, Gaikwad S, Deshmukh S, Bonde S, Gade A, Sen S, Brezinska A, Dahm H, Rai M. Myxobacteria-mediated synthesis of silver nanoparticles and their impregnation in wrapping paper used for enhancing shelf life of apples. IET Nanobiotechnol. 2016 Dec;10(6):389-394. doi: 10.1049/iet-nbt.2015.0111. PubMed PMID: 27906139. 3: Blanco FF, Preet R, Aguado A, Vishwakarma V, Stevens LE, Vyas A, Padhye S, Xu L, Weir SJ, Anant S, Meisner-Kober N, Brody JR, Dixon DA. Impact of HuR inhibition by the small molecule MS-444 on colorectal cancer cell tumorigenesis. Oncotarget. 2016 Nov 8;7(45):74043-74058. doi: 10.18632/oncotarget.12189. PubMed PMID: 27677075; PubMed Central PMCID: PMC5342034. 4: Romeo C, Weber MC, Zarei M, DeCicco D, Chand SN, Lobo AD, Winter JM, Sawicki JA, Sachs JN, Meisner-Kober N, Yeo CJ, Vadigepalli R, Tykocinski ML, Brody JR. HuR Contributes to TRAIL Resistance by Restricting Death Receptor 4 Expression in Pancreatic Cancer Cells. Mol Cancer Res. 2016 Jul;14(7):599-611. doi: 10.1158/1541-7786.MCR-15-0448. Epub 2016 Apr 6. PubMed PMID: 27053682; PubMed Central PMCID: PMC5312260. 5: Moradi F, Berglund P, Linnskog R, Leandersson K, Andersson T, Prasad CP. Dual mechanisms of action of the RNA-binding protein human antigen R explains its regulatory effect on melanoma cell migration. Transl Res. 2016 Jun;172:45-60. doi: 10.1016/j.trsl.2016.02.007. Epub 2016 Feb 23. PubMed PMID: 26970271. 6: Blanco FF, Jimbo M, Wulfkuhle J, Gallagher I, Deng J, Enyenihi L, Meisner-Kober N, Londin E, Rigoutsos I, Sawicki JA, Risbud MV, Witkiewicz AK, McCue PA, Jiang W, Rui H, Yeo CJ, Petricoin E, Winter JM, Brody JR. The mRNA-binding protein HuR promotes hypoxia-induced chemoresistance through posttranscriptional regulation of the proto-oncogene PIM1 in pancreatic cancer cells. Oncogene. 2016 May;35(19):2529-41. doi: 10.1038/onc.2015.325. Epub 2015 Sep 21. PubMed PMID: 26387536. 7: Takeuchi O. HuR keeps interferon-β mRNA stable. Eur J Immunol. 2015 May;45(5):1296-9. doi: 10.1002/eji.201545616. PubMed PMID: 25824620. 8: Meisner NC, Hintersteiner M, Mueller K, Bauer R, Seifert JM, Naegeli HU, Ottl J, Oberer L, Guenat C, Moss S, Harrer N, Woisetschlaeger M, Buehler C, Uhl V, Auer M. Identification and mechanistic characterization of low-molecular-weight inhibitors for HuR. Nat Chem Biol. 2007 Aug;3(8):508-15. Epub 2007 Jul 15. PubMed PMID: 17632515. 9: Tatsuta K, Yoshimoto T, Gunji H. Total synthesis of MS-444, a myosin light chain kinase inhibitor. J Antibiot (Tokyo). 1997 Mar;50(3):289-90. PubMed PMID: 9439708. 10: Tatsuta K, Yoshimoto T, Gunji H. Total synthesis of MS-444, a myosin light chain kinase inhibitor. J Antibiot (Tokyo). 1997 Mar;50(3):289-90. PubMed PMID: 9127208. 11: Aotani Y, Saitoh Y. Structure determination of MS-444; a new myosin light chain kinase inhibitor. J Antibiot (Tokyo). 1995 Sep;48(9):952-3. PubMed PMID: 7592061. 12: Nakanishi S, Chiba S, Yano H, Kawamoto I, Matsuda Y. MS-444, a new inhibitor of myosin light chain kinase from Micromonospora sp. KY7123. J Antibiot (Tokyo). 1995 Sep;48(9):948-51. PubMed PMID: 7592060.