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MedKoo Cat#: 407160 | Name: Pluripotin
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Description:

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

Pluripotin, also known as SC-1, is a potent and selective activator of murine embryonic stem (ES) cell self-renewal. Pluripotin is a useful tool for studying cancer stem cell biology. Pluripotin enhances the expansion of rabbit limbal epithelial stem/progenitor cells in vitro. Pluripotin works through dual inhibition of RasGAP and ERK1. Pluripotin may not only facilitate practical applications of stem cells in research and therapy, but also provide previously undescribed insights into the complex biology of stem cells.

Chemical Structure

Pluripotin
Pluripotin
CAS#839707-37-8

Theoretical Analysis

MedKoo Cat#: 407160

Name: Pluripotin

CAS#: 839707-37-8

Chemical Formula: C27H25F3N8O2

Exact Mass: 550.2053

Molecular Weight: 550.55

Elemental Analysis: C, 58.90; H, 4.58; F, 10.35; N, 20.35; O, 5.81

Price and Availability

Size Price Availability Quantity
10mg USD 90.00 Ready to ship
25mg USD 150.00 Ready to ship
50mg USD 250.00 Ready to ship
100mg USD 450.00 Ready to ship
200mg USD 850.00 Ready to ship
500mg USD 1,550.00 Ready to ship
1g USD 2,850.00 Ready to ship
2g USD 5,450.00 Ready to ship
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Related CAS #
No Data
Synonym
SC-1; SC 1; SC1; Pluripotin
IUPAC/Chemical Name
N-[3-[7-(2,5-Dimethyl-2H-pyrazol-3-ylamino)-1-methyl-2-oxo-1,4-dihydro-2H-pyrimido[4,5-d]pyrimidin-3-yl]-4-methylphenyl]-3-trifluoromethyl-benzamide
InChi Key
NBZFRTJWEIHFPF-UHFFFAOYSA-N
InChi Code
InChI=1S/C27H25F3N8O2/c1-15-8-9-20(32-24(39)17-6-5-7-19(11-17)27(28,29)30)12-21(15)38-14-18-13-31-25(34-23(18)36(3)26(38)40)33-22-10-16(2)35-37(22)4/h5-13H,14H2,1-4H3,(H,32,39)(H,31,33,34)
SMILES Code
O=C(NC1=CC=C(C)C(N2CC3=CN=C(NC4=CC(C)=NN4C)N=C3N(C)C2=O)=C1)C5=CC=CC(C(F)(F)F)=C5
Appearance
White to off-white solid powder
Purity
>97% (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, not in water
Shelf Life
>5 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
Biological target:
Pluripotin is a dual inhibitor of ERK1 and RasGAP with KDs of 98 nM and 212 nM, respectively as well as inhibiting RSK1, RSK2, RSK3, and RSK4 with IC50s of 0.5, 2.5, 3.3, and 10.0 µM, respectively
In vitro activity:
Because enhanced clonogenic capacity in soft agar has been linked to CSC derived from patient CNS and prostate tumors, it was of interest to evaluate if SC-1 treated colon tumor lines were similarly affected. The 3 tumor lines with the largest SC-1 induced tumor formation (COLO 205, HCT-116, and HT29) had significant increases in cloning efficiencies (Figure 2A, n = 3, paired Student’s t test, p = 0.001 (COLO 205, HCT-116) and p = 0.01 (HT29)) as did HCC-2998 and KM12 tumor lines. It is notable that all tumor lines had increased cloning efficiency following SC-1 treatment if the assay was conducted using Matrigel instead of soft agar (data not shown). Thus, SC-1 is found to enhance colony formation in vitro. Additionally, a statistically significant increase in the number of cells expressing the CD133 glycosylated epitope was found for the HT29 tumor line following SC-1 treatment (Figure 2B, n = 3, paired two tailed Student’s t test, p = 0.003, mean±s.e.m, control treated: 11.6±3.7% positive, SC-1 treated: 27.6±3.6% positive). In the SW-620 tumor line, the CD44 subpopulation was increased following treatment with SC-1 (Figure 2B, n = 3, paired Student’s t test, p = 0.03, mean±s.e.m., control treated: 39.6±8.5% positive, SC-1 treated: 74.1±13.4% positive). No increased expression of the putative CSC markers was evident for the COLO 205 tumor line (a SC-1 sensitive tumor line). No changes in CD326 and CD166 surface expression were observed for any of the tumor lines. Thus, change in expression of certain CSC surface markers occurred following SC-1 treatment in colon tumor lines varied with the tumor line. Reference: PLoS One. 2013; 8(2): e57099. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3578829/
In vivo activity:
FES cells were selected from one of the C57BL/6 lines cultured in SC1-supplemented medium. These cells were alkaline phosphatase positive (Fig. 5D), expressed ES specific markers and are negative for the fibroblast marker fibrillin-2 (Fig. 5E–5G). The slight changes of colony morphology associated with SC1 were also noticed when we switched iPS cells from control ES medium to SC1-containing medium (Fig. 5C). We found that cells cultured in SC1-supplemented medium formed significantly more implantation sites in the 4N complementation tests (Table 2). In addition, more fES-4N, ntES-4N or iPS-4N full-term pups were generated from cells cultured in SC1-containing medium, although significant improvement was found only in the ntES cell group.SC1-supplementation is better for ES cell maintenance and in vivo developmental potentials. In summary, we demonstrated that all three types of pluripotent stem cells of the C57BL/6 background could generate full-term pups with high efficiency when cultured with SC1 (Table 2). Reference: PLoS One. 2014; 9(9): e106916. https://www.ncbi.nlm.nih.gov/pmc/articles/PMC4161378/
Solvent mg/mL mM comments
Solubility
DMSO 25.0 45.40
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 550.55 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.

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:
1. Mertins SD, Scudiero DA, Hollingshead MG, Divelbiss RD Jr, Alley MC, Monks A, Covell DG, Hite KM, Salomon DS, Niederhuber JE. A small molecule (pluripotin) as a tool for studying cancer stem cell biology: proof of concept. PLoS One. 2013;8(2):e57099. doi: 10.1371/journal.pone.0057099. Epub 2013 Feb 21. PMID: 23437320; PMCID: PMC3578829. 2. Wei Q, Liu H, Ai Z, Wu Y, Liu Y, Shi Z, Ren X, Guo Z. SC1 Promotes MiR124-3p Expression to Maintain the Self-Renewal of Mouse Embryonic Stem Cells by Inhibiting the MEK/ERK Pathway. Cell Physiol Biochem. 2017;44(5):2057-2072. doi: 10.1159/000485945. Epub 2017 Dec 12. PMID: 29241165. 3. Lin CJ, Amano T, Tang Y, Tian X. Improved derivation efficiency and pluripotency of stem cells from the refractory inbred C57BL/6 mouse strain by small molecules. PLoS One. 2014 Sep 11;9(9):e106916. doi: 10.1371/journal.pone.0106916. PMID: 25211343; PMCID: PMC4161378.
In vitro protocol:
1. Mertins SD, Scudiero DA, Hollingshead MG, Divelbiss RD Jr, Alley MC, Monks A, Covell DG, Hite KM, Salomon DS, Niederhuber JE. A small molecule (pluripotin) as a tool for studying cancer stem cell biology: proof of concept. PLoS One. 2013;8(2):e57099. doi: 10.1371/journal.pone.0057099. Epub 2013 Feb 21. PMID: 23437320; PMCID: PMC3578829. 2. Wei Q, Liu H, Ai Z, Wu Y, Liu Y, Shi Z, Ren X, Guo Z. SC1 Promotes MiR124-3p Expression to Maintain the Self-Renewal of Mouse Embryonic Stem Cells by Inhibiting the MEK/ERK Pathway. Cell Physiol Biochem. 2017;44(5):2057-2072. doi: 10.1159/000485945. Epub 2017 Dec 12. PMID: 29241165.
In vivo protocol:
1. Lin CJ, Amano T, Tang Y, Tian X. Improved derivation efficiency and pluripotency of stem cells from the refractory inbred C57BL/6 mouse strain by small molecules. PLoS One. 2014 Sep 11;9(9):e106916. doi: 10.1371/journal.pone.0106916. PMID: 25211343; PMCID: PMC4161378.
1: Liu MY, Ju YN, Jia BW, Sun XK, Qiu L, Liu HY, Xu GX, Tai QH, Tan J, Gao W. Inhibition of DNA methylation attenuates lung ischemia-reperfusion injury after lung transplantation. J Int Med Res. 2023 Feb;51(2):3000605231153587. doi: 10.1177/03000605231153587. PMID: 36756846; PMCID: PMC9912569. 2: Azhar M, Kincaid Z, Kesarwani M, Menke J, Schwieterman J, Ansari S, Reaves A, Ahmed A, Shehzad R, Khan A, Syed N, Amir N, Wunderlich M, Latif T, Seibel W, Azam M. Rational polypharmacological targeting of FLT3, JAK2, ABL, and ERK1 suppresses the adaptive resistance to FLT3 inhibitors in AML. Blood Adv. 2023 Apr 25;7(8):1460-1476. doi: 10.1182/bloodadvances.2022007486. PMID: 36044389; PMCID: PMC10125913. 3: Wei N, Song Y, Zhang F, Sun Z, Zhang X. Transcriptome Profiling of Acquired Gefitinib Resistant Lung Cancer Cells Reveals Dramatically Changed Transcription Programs and New Treatment Targets. Front Oncol. 2020 Aug 14;10:1424. doi: 10.3389/fonc.2020.01424. PMID: 32923394; PMCID: PMC7456826. 4: Ji F, Zhao C, Wang B, Tang Y, Miao Z, Wang Y. The role of 5-hydroxymethylcytosine in mitochondria after ischemic stroke. J Neurosci Res. 2018 Oct;96(10):1717-1726. doi: 10.1002/jnr.24274. Epub 2018 Jul 24. PMID: 30043506. 5: Li R, Tang X, Xu S, Chen Q, Chen B, Liu S, Li B, Li W, Yao Y, Wu W, Liu H. SC1 sustains the self-renewal capacity and pluripotency of chicken blastodermal cells by inhibiting the phosphorylation of ERK1 and promoting the phosphorylation of Akt. Reprod Domest Anim. 2018 Oct;53(5):1052-1059. doi: 10.1111/rda.13202. Epub 2018 Jul 20. PMID: 30028046. 6: Liu Y, Ren X, Ke J, Zhang Y, Wei Q, Shi Z, Ai Z, Guo Z. SC1 inhibits the differentiation of F9 embryonic carcinoma cells induced by retinoic acid. Acta Biochim Biophys Sin (Shanghai). 2018 Aug 1;50(8):793-799. doi: 10.1093/abbs/gmy069. PMID: 29945210. 7: Wei Q, Liu H, Ai Z, Wu Y, Liu Y, Shi Z, Ren X, Guo Z. SC1 Promotes MiR124-3p Expression to Maintain the Self-Renewal of Mouse Embryonic Stem Cells by Inhibiting the MEK/ERK Pathway. Cell Physiol Biochem. 2017;44(5):2057-2072. doi: 10.1159/000485945. Epub 2017 Dec 12. PMID: 29241165. 8: Gürdal M, Barut Selver Ö, Baysal K, Durak İ. Comparison of culture media indicates a role for autologous serum in enhancing phenotypic preservation of rabbit limbal stem cells in explant culture. Cytotechnology. 2018 Apr;70(2):687-700. doi: 10.1007/s10616-017-0171-7. Epub 2017 Dec 4. PMID: 29204944; PMCID: PMC5851963. 9: Lin CJ, Amano T, Tang Y, Tian X. Improved derivation efficiency and pluripotency of stem cells from the refractory inbred C57BL/6 mouse strain by small molecules. PLoS One. 2014 Sep 11;9(9):e106916. doi: 10.1371/journal.pone.0106916. PMID: 25211343; PMCID: PMC4161378. 10: Du J, Wu Y, Liu Y, Ai Z, Wu H, Shi X, Guo Z, Zhang Y. E-cadherin is critical for SC1-induced colony growth of F9 embryonic carcinoma cells. Cell Physiol Biochem. 2014;33(2):501-12. doi: 10.1159/000358630. Epub 2014 Feb 14. PMID: 24556957. 11: Li W, Li K, Wei W, Ding S. Chemical approaches to stem cell biology and therapeutics. Cell Stem Cell. 2013 Sep 5;13(3):270-83. doi: 10.1016/j.stem.2013.08.002. PMID: 24012368; PMCID: PMC3898630. 12: Al-Habib M, Yu Z, Huang GT. Small molecules affect human dental pulp stem cell properties via multiple signaling pathways. Stem Cells Dev. 2013 Sep 1;22(17):2402-13. doi: 10.1089/scd.2012.0426. Epub 2013 May 24. PMID: 23573877; PMCID: PMC3749717. 13: Mertins SD, Scudiero DA, Hollingshead MG, Divelbiss RD Jr, Alley MC, Monks A, Covell DG, Hite KM, Salomon DS, Niederhuber JE. A small molecule (pluripotin) as a tool for studying cancer stem cell biology: proof of concept. PLoS One. 2013;8(2):e57099. doi: 10.1371/journal.pone.0057099. Epub 2013 Feb 21. PMID: 23437320; PMCID: PMC3578829. 14: Wu Y, Guo Z, Liu Y, Tang B, Wang Y, Yang L, Du J, Zhang Y. Oct4 and the small molecule inhibitor, SC1, regulates Tet2 expression in mouse embryonic stem cells. Mol Biol Rep. 2013 Apr;40(4):2897-906. doi: 10.1007/s11033-012-2305-5. Epub 2012 Dec 20. PMID: 23254757. 15: Duan H, Wang Y, Yang L, Qu M, Wang Q, Shi W, Zhou Q. Pluripotin enhances the expansion of rabbit limbal epithelial stem/progenitor cells in vitro. Exp Eye Res. 2012 Jul;100:52-8. doi: 10.1016/j.exer.2012.04.012. Epub 2012 Apr 30. PMID: 22564971. 16: Pieters T, Haenebalcke L, Hochepied T, D'Hont J, Haigh JJ, van Roy F, van Hengel J. Efficient and user-friendly pluripotin-based derivation of mouse embryonic stem cells. Stem Cell Rev Rep. 2012 Sep;8(3):768-78. doi: 10.1007/s12015-011-9323-x. PMID: 22011883; PMCID: PMC3412084. 17: Xiong W, Gao Y, Cheng X, Martin C, Wu D, Yao S, Kim MJ, Liu Y. The use of SC1 (Pluripotin) to support mESC self-renewal in the absence of LIF. J Vis Exp. 2009 Nov 18;(33):1550. doi: 10.3791/1550. PMID: 19924098; PMCID: PMC3157853. 18: Kochegarov A. Small molecules for stem cells. Expert Opin Ther Pat. 2009 Mar;19(3):275-81. doi: 10.1517/13543770802709010. PMID: 19441903. 19: Yang W, Wei W, Shi C, Zhu J, Ying W, Shen Y, Ye X, Fang L, Duo S, Che J, Shen H, Ding S, Deng H. Pluripotin combined with leukemia inhibitory factor greatly promotes the derivation of embryonic stem cell lines from refractory strains. Stem Cells. 2009 Feb;27(2):383-9. doi: 10.1634/stemcells.2008-0974. PMID: 19056907. 20: Letso RR, Stockwell BR. Chemical biology: renewing embryonic stem cells. Nature. 2006 Dec 7;444(7120):692-3. doi: 10.1038/444692b. PMID: 17151647.