SC66
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MedKoo CAT#: 406624

CAS#: 871361-88-5

Description: SC66 is a novel and potent AKT inhibitor, which reduced cell viability in a dose- and time-dependent manner, inhibited colony formation and induced apoptosis in HCC cells. SC66 treatment led to a reduction in total and phospho-AKT levels. SC66 significantly potentiated the effects of both conventional chemotherapeutic and targeted agents, doxorubicin and everolimus, respectively. In vivo, SC66 inhibited tumor growth of Hep3B cells in xenograft models, with a similar mechanism observed in the in vitro model. SC66 had antitumor effects on HCC cells.

Chemical Structure

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SC66
CAS# 871361-88-5
Product data Instruction

Theoretical Analysis

MedKoo Cat#: 406624
Name: SC66
CAS#: 871361-88-5
Chemical Formula: C18H16N2O
Exact Mass: 276.13
Molecular Weight: 276.330
Elemental Analysis: C, 78.24; H, 5.84; N, 10.14; O, 5.79

Price and Availability

Size Price Availability Quantity
100mg USD 650
200mg USD 950
500mg USD 1850
1g USD 2650
2g USD 3950
5g USD 5650
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Synonym: SC66; SC66; SC 66.

IUPAC/Chemical Name: (2E,6E)-2,6-bis(pyridin-4-ylmethylene)cyclohexanone

InChi Key: CYVVJSKZRBZHAV-UNZYHPAISA-N

InChi Code: InChI=1S/C18H16N2O/c21-18-16(12-14-4-8-19-9-5-14)2-1-3-17(18)13-15-6-10-20-11-7-15/h4-13H,1-3H2/b16-12+,17-13+

SMILES Code: O=C1/C(CCC/C1=C\C2=CC=NC=C2)=C/C3=CC=NC=C3

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, not in water

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

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Product Data:
Product Data
Instruction:
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Biological target: SC66 reduces cell viability in a dose- and time-dependent manner, inhibits colony formation, and induces apoptosis in hepatocellular carcinoma cells.
In vitro activity: SC66 is a promising novel agent for patients with bladder cancer. SC66 inhibited cell proliferation, triggered mitochondria-mediated apoptosis, and initiated autophagy in bladder cancer cells. Study results suggested that SC66-caused apoptosis and autophagy were endoplasmic reticulum stress-dependent. Autophagy activation can partially protect bladder cancer cells from apoptosis under endoplasmic reticulum stress induced by SC66 treatment. Reference: Chem Biol Interact. 2023 Oct 1;384:110725. https://pubmed.ncbi.nlm.nih.gov/37741534/
In vivo activity: SC66 has potential in therapeutic treatment for ovarian cancer. A NOD-SCID xenograft mouse model demonstrated that SC66 treatment caused a reduction in tumor formation and enhanced the therapeutic efficacy of cisplatin. SC66-sensitized chemoresistant cells to cisplatin and paclitaxel treatment, and promoted apoptosis. Reference: Cell Death Dis. 2019 Apr 11;10(4):322. https://pubmed.ncbi.nlm.nih.gov/30975980/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 25.0 90.47

Preparing Stock Solutions

The following data is based on the product molecular weight 276.33 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. Wang L, Song R, Ma M, Chen Y, Jiang Y, Li J, Yang Z, Zhang L, Jing M, Wang X, Zhang M, Fan J. Inhibition of autophagy can promote the apoptosis of bladder cancer cells induced by SC66 through the endoplasmic reticulum stress pathway. Chem Biol Interact. 2023 Oct 1;384:110725. doi: 10.1016/j.cbi.2023.110725. Epub 2023 Sep 21. PMID: 37741534. 2. Gao L, Liu J, Xu P, Deng G, Liu B, Yuan F, Tan Y, Sun Q, Xu Y, Zhang H, Qi Y, Han S, Yang K, Geng R, Jiang H, Chen Q. AKT Inhibitor SC66 Inhibits Proliferation and Induces Apoptosis in Human Glioblastoma Through Down-Regulating AKT/β-Catenin Pathway. Front Pharmacol. 2020 Jul 31;11:1102. doi: 10.3389/fphar.2020.01102. PMID: 32848734; PMCID: PMC7411127. 3. Liu Y, Huang Y, Ding J, Liu N, Peng S, Wang J, Wang F, Zhang Y. Targeting Akt by SC66 triggers GSK-3β mediated apoptosis in colon cancer therapy. Cancer Cell Int. 2019 May 9;19:124. doi: 10.1186/s12935-019-0837-7. PMID: 31168297; PMCID: PMC6509835. 4. Wu YH, Huang YF, Chen CC, Chou CY. Akt inhibitor SC66 promotes cell sensitivity to cisplatin in chemoresistant ovarian cancer cells through inhibition of COL11A1 expression. Cell Death Dis. 2019 Apr 11;10(4):322. doi: 10.1038/s41419-019-1555-8. PMID: 30975980; PMCID: PMC6459878.
In vitro protocol: 1. Wang L, Song R, Ma M, Chen Y, Jiang Y, Li J, Yang Z, Zhang L, Jing M, Wang X, Zhang M, Fan J. Inhibition of autophagy can promote the apoptosis of bladder cancer cells induced by SC66 through the endoplasmic reticulum stress pathway. Chem Biol Interact. 2023 Oct 1;384:110725. doi: 10.1016/j.cbi.2023.110725. Epub 2023 Sep 21. PMID: 37741534. 2. Gao L, Liu J, Xu P, Deng G, Liu B, Yuan F, Tan Y, Sun Q, Xu Y, Zhang H, Qi Y, Han S, Yang K, Geng R, Jiang H, Chen Q. AKT Inhibitor SC66 Inhibits Proliferation and Induces Apoptosis in Human Glioblastoma Through Down-Regulating AKT/β-Catenin Pathway. Front Pharmacol. 2020 Jul 31;11:1102. doi: 10.3389/fphar.2020.01102. PMID: 32848734; PMCID: PMC7411127.
In vivo protocol: 1. Liu Y, Huang Y, Ding J, Liu N, Peng S, Wang J, Wang F, Zhang Y. Targeting Akt by SC66 triggers GSK-3β mediated apoptosis in colon cancer therapy. Cancer Cell Int. 2019 May 9;19:124. doi: 10.1186/s12935-019-0837-7. PMID: 31168297; PMCID: PMC6509835. 2. Wu YH, Huang YF, Chen CC, Chou CY. Akt inhibitor SC66 promotes cell sensitivity to cisplatin in chemoresistant ovarian cancer cells through inhibition of COL11A1 expression. Cell Death Dis. 2019 Apr 11;10(4):322. doi: 10.1038/s41419-019-1555-8. PMID: 30975980; PMCID: PMC6459878.

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1: Cusimano A, Puleio R, D'Alessandro N, Loria GR, McCubrey JA, Montalto G, Cervello M. Cytotoxic activity of the novel small molecule AKT inhibitor SC66 in hepatocellular carcinoma cells. Oncotarget. 2015 Jan 30;6(3):1707-22. PubMed PMID: 25596737.

2: Tran HT, Zhang S. Accurate prediction of the bound form of the Akt pleckstrin homology domain using normal mode analysis to explore structural flexibility. J Chem Inf Model. 2011 Sep 26;51(9):2352-60. doi: 10.1021/ci2001742. Epub 2011 Aug 25. PubMed PMID: 21834588; PubMed Central PMCID: PMC3807676.

3: Jo H, Lo PK, Li Y, Loison F, Green S, Wang J, Silberstein LE, Ye K, Chen H, Luo HR. Deactivation of Akt by a small molecule inhibitor targeting pleckstrin homology domain and facilitating Akt ubiquitination. Proc Natl Acad Sci U S A. 2011 Apr 19;108(16):6486-91. doi: 10.1073/pnas.1019062108. Epub 2011 Apr 4. PubMed PMID: 21464312; PubMed Central PMCID: PMC3081014.