Synonym
Slingshot inhibitor D3; JHN76359; JHN-76359; JHN 76359;
IUPAC/Chemical Name
(Z)-4-((4-((4-Oxo-2-thioxo-3-(o-tolyl)thiazolidin-5-ylidene)methyl)phenoxy)methyl)benzoic acid
InChi Key
JZFBPGPPIJBVMI-HMAPJEAMSA-N
InChi Code
InChI=1S/C25H19NO4S2/c1-16-4-2-3-5-21(16)26-23(27)22(32-25(26)31)14-17-8-12-20(13-9-17)30-15-18-6-10-19(11-7-18)24(28)29/h2-14H,15H2,1H3,(H,28,29)/b22-14-
SMILES Code
O=C(O)C1=CC=C(COC2=CC=C(/C=C(SC(N3C4=CC=CC=C4C)=S)/C3=O)C=C2)C=C1
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
|
Solvent |
mg/mL |
mM |
| Solubility |
| Soluble in DMSO |
0.0 |
0.00 |
Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.
Preparing Stock Solutions
The following data is based on the
product
molecular weight
461.55
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.
| 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: Lee SY, Kim W, Lee YG, Kang HJ, Lee SH, Park SY, Min JK, Lee SR, Chung SJ. Identification of sennoside A as a novel inhibitor of the slingshot (SSH) family proteins related to cancer metastasis. Pharmacol Res. 2017 May;119:422-430. doi: 10.1016/j.phrs.2017.03.003. Epub 2017 Mar 6. PubMed PMID: 28274853.
2: Bao Z, Han X, Chen F, Jia X, Zhao J, Zhang C, Yong C, Tian S, Zhou X, Han L. Evidence for the involvement of cofilin in Aspergillus fumigatus internalization into type II alveolar epithelial cells. BMC Microbiol. 2015 Aug 13;15:161. doi: 10.1186/s12866-015-0500-y. PubMed PMID: 26268695; PubMed Central PMCID: PMC4542120.
3: Wang Y, Kuramitsu Y, Kitagawa T, Baron B, Yoshino S, Maehara S, Maehara Y, Oka M, Nakamura K. Cofilin-phosphatase slingshot-1L (SSH1L) is over-expressed in pancreatic cancer (PC) and contributes to tumor cell migration. Cancer Lett. 2015 May 1;360(2):171-6. doi: 10.1016/j.canlet.2015.02.015. Epub 2015 Feb 12. PubMed PMID: 25684665.
4: Homma Y, Kanno S, Sasaki K, Nishita M, Yasui A, Asano T, Ohashi K, Mizuno K. Insulin receptor substrate-4 binds to Slingshot-1 phosphatase and promotes cofilin dephosphorylation. J Biol Chem. 2014 Sep 19;289(38):26302-13. doi: 10.1074/jbc.M114.565945. Epub 2014 Aug 6. PubMed PMID: 25100728; PubMed Central PMCID: PMC4176240.
5: Park H, Park SY, Ryu SE. Homology modeling and virtual screening approaches to identify potent inhibitors of slingshot phosphatase 1. J Mol Graph Model. 2013 Feb;39:65-70. doi: 10.1016/j.jmgm.2012.10.008. Epub 2012 Nov 8. PubMed PMID: 23220283.
6: Rana MK, Worthylake RA. Novel mechanism for negatively regulating Rho-kinase (ROCK) signaling through Coronin1B protein in neuregulin 1 (NRG-1)-induced tumor cell motility. J Biol Chem. 2012 Jun 22;287(26):21836-45. doi: 10.1074/jbc.M112.346114. Epub 2012 May 4. PubMed PMID: 22563075; PubMed Central PMCID: PMC3381146.
7: Oleinik NV, Krupenko NI, Krupenko SA. ALDH1L1 inhibits cell motility via dephosphorylation of cofilin by PP1 and PP2A. Oncogene. 2010 Nov 25;29(47):6233-44. doi: 10.1038/onc.2010.356. Epub 2010 Aug 23. PubMed PMID: 20729910; PubMed Central PMCID: PMC2992098.
8: Wang Z, Wang M, Carr BI. Involvement of receptor tyrosine phosphatase DEP-1 mediated PI3K-cofilin signaling pathway in sorafenib-induced cytoskeletal rearrangement in hepatoma cells. J Cell Physiol. 2010 Aug;224(2):559-65. doi: 10.1002/jcp.22160. PubMed PMID: 20432459.
9: Patterson KI, Brummer T, O'Brien PM, Daly RJ. Dual-specificity phosphatases: critical regulators with diverse cellular targets. Biochem J. 2009 Mar 15;418(3):475-89. Review. PubMed PMID: 19228121.
10: Ishibashi F. High glucose increases phosphocofilin via phosphorylation of LIM kinase due to Rho/Rho kinase activation in cultured pig proximal tubular epithelial cells. Diabetes Res Clin Pract. 2008 Apr;80(1):24-33. Epub 2008 Feb 21. PubMed PMID: 18093681.
