O4I1potent Oct3/4 inducer CAS# 175135-47-4 |
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Quality Control & MSDS
Number of papers citing our products
Chemical structure
3D structure
| Cas No. | 175135-47-4 | SDF | Download SDF |
| PubChem ID | 2774690 | Appearance | Powder |
| Formula | C16H15NO2 | M.Wt | 253.3 |
| Type of Compound | N/A | Storage | Desiccate at -20°C |
| Solubility | DMSO : ≥ 38 mg/mL (150.02 mM) *"≥" means soluble, but saturation unknown. | ||
| Chemical Name | 2-[4-[(4-methoxyphenyl)methoxy]phenyl]acetonitrile | ||
| SMILES | COC1=CC=C(C=C1)COC2=CC=C(C=C2)CC#N | ||
| Standard InChIKey | QJEJLARVLKHYFW-UHFFFAOYSA-N | ||
| Standard InChI | InChI=1S/C16H15NO2/c1-18-15-6-4-14(5-7-15)12-19-16-8-2-13(3-9-16)10-11-17/h2-9H,10,12H2,1H3 | ||
| General tips | For obtaining a higher solubility , please warm the tube at 37 ℃ and shake it in the ultrasonic bath for a while.Stock solution can be stored below -20℃ for several months. We recommend that you prepare and use the solution on the same day. However, if the test schedule requires, the stock solutions can be prepared in advance, and the stock solution must be sealed and stored below -20℃. In general, the stock solution can be kept for several months. Before use, we recommend that you leave the vial at room temperature for at least an hour before opening it. |
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| About Packaging | 1. The packaging of the product may be reversed during transportation, cause the high purity compounds to adhere to the neck or cap of the vial.Take the vail out of its packaging and shake gently until the compounds fall to the bottom of the vial. 2. For liquid products, please centrifuge at 500xg to gather the liquid to the bottom of the vial. 3. Try to avoid loss or contamination during the experiment. |
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| Shipping Condition | Packaging according to customer requirements(5mg, 10mg, 20mg and more). Ship via FedEx, DHL, UPS, EMS or other couriers with RT, or blue ice upon request. | ||
| Description | Oct3/4 inducer. Increases Oct3/4 mRNA levels in HEK293 cells by 2.5- and 4-fold at 10 μM and 20 μM, respectively. Also increases expression of Oct3/4 in human adult and neonatal fibroblasts. |
O4I1 Dilution Calculator
O4I1 Molarity Calculator
| 1 mg | 5 mg | 10 mg | 20 mg | 25 mg | |
| 1 mM | 3.9479 mL | 19.7394 mL | 39.4789 mL | 78.9578 mL | 98.6972 mL |
| 5 mM | 0.7896 mL | 3.9479 mL | 7.8958 mL | 15.7916 mL | 19.7394 mL |
| 10 mM | 0.3948 mL | 1.9739 mL | 3.9479 mL | 7.8958 mL | 9.8697 mL |
| 50 mM | 0.079 mL | 0.3948 mL | 0.7896 mL | 1.5792 mL | 1.9739 mL |
| 100 mM | 0.0395 mL | 0.1974 mL | 0.3948 mL | 0.7896 mL | 0.987 mL |
| * Note: If you are in the process of experiment, it's necessary to make the dilution ratios of the samples. The dilution data above is only for reference. Normally, it's can get a better solubility within lower of Concentrations. | |||||
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O4I1 is a potent Oct3/4 inducer implicated in promoting the expression and stabilization of Oct3/4. O4I1 can enhance the transcriptional activity of Oct3/4 in a variety of human somatic cells. Oct3/4, also known as POU5F1 and Oct4, is a transcription factor which is essential for self-renewal and pluripotency of embryonic stem cells. Oct3/4 is specifically expressed in the ES cells, epiblast, preimplantation embryos, and germ cells, et al [1].
When treated the synthesized cDNA from RNA isolated from the HEK293 cells with 10 ?M and 20 ?M O4I1 for 72 hrs, the Oct3/4 mRNA levels increased about 2.5- and 4-fold respectively. In human adult primary fibroblast (HF) and human neonatal foreskin fibroblast (HFF) cell lines, treatment with 10 ?M O4I1 increased the gene and protein expression level of Oct3/4 after 72 hrs incubation in HF cells and 7 days in HFF cells. The derivatives of O4I1 such as compound 2, showed a time-dependent activation of Oct3/4 and markedly elevated the efficiency of Oct3/4 induction [1].
Reference:
Cheng X, Dimou E, Alborzinia H, et al. Identification of 2-[4-[(4-Methoxyphenyl) methoxy]-phenyl] acetonitrile and Derivatives as Potent Oct3/4 Inducers[J]. Journal of medicinal chemistry, 2015, 58(12): 4976-4983.
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Identification of 2-[4-[(4-Methoxyphenyl)methoxy]-phenyl]acetonitrile and Derivatives as Potent Oct3/4 Inducers.[Pubmed:25898186]
J Med Chem. 2015 Jun 25;58(12):4976-83.
Reprogramming somatic cells into induced-pluripotent cells (iPSCs) provides new access to all somatic cell types for clinical application without any ethical controversy arising from the use of embryonic stem cells (ESCs). Established protocols for iPSCs generation based on viral transduction with defined factors are limited by low efficiency and the risk of genetic abnormality. Several small molecules have been reported as replacements for defined transcriptional factors, but a chemical able to replace Oct3/4 allowing the generation of human iPSCs is still unavailable. Using a cell-based High Throughput Screening (HTS) campaign, we identified that 2-[4-[(4-methoxyphenyl)methoxy]phenyl]acetonitrile (1), termed O4I1, enhanced Oct3/4 expression. Structural verification and modification by chemical synthesis showed that O4I1 and its derivatives not only promoted expression and stabilization of Oct3/4 but also enhanced its transcriptional activity in diverse human somatic cells, implying the possible benefit from using this class of compounds in regenerative medicine.
