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AdipoGen Life Sciences
UBS109
90
CHF
CHF 90.00
In stock
AG-CR1-3704-M0011 mgCHF 90.00
AG-CR1-3704-50015 x 1 mgCHF 190.00
AG-CR1-3704-M01010 mgCHF 320.00
| Product Details | |
|---|---|
| Synonyms | (3E,5E)-1-Methyl-3,5-bis(2-pyridinylmethylene)-4-piperidinone; Monocarbonyl Analog of Curcumin |
| Product Type | Chemical |
| Properties | |
| Formula |
C18H17N3O |
| MW | 291.4 |
| CAS | 1258513-40-4 |
| Purity Chemicals | ≥95% (HPLC) |
| Appearance | Yellow solid. |
| Solubility | Soluble in DMSO (10mg/ml). Insoluble in water. |
| Identity | Determined by 1H-NMR. |
| Other Product Data |
Note: Always prepare and use fresh solution. We recommend to immediately use the fresh solution. In methanol and ethanol the compound decomposes rapidly. |
| InChi Key | VCLPNFMJSSBBKX-WFYKWJGLSA-N |
| Smiles | O=C(/C(CN(C)C/1)=C/C2=NC=CC=C2)C1=C\C3=CC=CC=N3 |
| Shipping and Handling | |
| Shipping | BLUE ICE |
| Short Term Storage | +4°C |
| Long Term Storage | -20°C |
| Handling Advice |
Keep cool and dry. Protect from light. |
| Use/Stability | Stable for at least 2 years after receipt when stored at -20°C. |
| Documents | |
| MSDS |
 Download PDF |
| Product Specification Sheet | |
| Datasheet |
Download PDF |
Description
- Most water soluble synthetic monocarbonyl analog of curcumin (MAC) for in vitro and in vivo application.
- Potently inhibits NF-κB and its nuclear translocation by suppressing IKK-α and IKK-β, consequently leading to apoptosis.
- Potent DNA hypomethylating agent. Inhibits HSP90 and NF-κB leading to downregulation of DNA methyltransferase-1 (DNMT-1) expression.
- Cytotoxic against several cancers in vitro and in vivo. Shows excellent activity against xenografts of head and neck squamous cell carcinoma, pancreatic cancer, colon cancer and breast cancer.
- Antiangiogenic agent. Induces the downregulation of HIF-1α, HSP90, COX-2 and VEGF in tumor samples from xenograft models compared to untreated xenografts.
- Shows preventive effects on bone loss induced by breast cancer cell bone metastasis. Found to have a potential stimulating effect on osteoblastogenesis and a suppressive effect on osteoclastogenesis in vitro through Smad activation and NF-κB inhibition. May have promise in the development into an antiosteoporotic agent capable of promoting new bone formation while simultaneously reducing bone resorption.
Product References
- Novel curcumin analogue UBS109 potently stimulates osteoblastogenesis and suppresses osteoclastogenesis: involvement in Smad activation and NF-kB inhibition: M. Yamaguchi, et al.; Integr. Biol. 4, 905 (2012)
- Novel synthetic curcumin analogues EF31 and UBS109 are potent DNA hypomethylating agents in pancreatic cancer: G. Nagaraju, et al.; Cancer Lett. 341, 195 (2013)
- Curcumin analogue UBS109 prevents bone loss in breast cancer bone metastasis mouse model: involvement in osteoblastogenesis and osteoclastogenesis: M. Yamaguchi, et al.; Cell Tissue Res. 357, 245 (2014)
- Liver S9 Fraction-Derived Metabolites of Curcumin Analogue UBS109: T.W. Moore, et al.; Med. Chem. Lett. 5, 288 (2014)
- Curcumin analog UBS109 prevents bone marrow osteoblastogenesis and osteoclastogenesis disordered by coculture with breast cancer MDA-MB-231 bone metastatic cells in vitro: M. Yamaguchi, et al.; Mol. Cell Biochem. 401, 1 (2015)
- Eliminating the Heart from the Curcumin Molecule: Monocarbonyl Curcumin Mimics (MACs): D. Shetty, et al.; Molecules 20, 249 (2015) (Review)
- Inhibition of breast cancer metastasis to the lungs with UBS109: M. Shoji, et al.; Oncotarget 9, 36102 (2018)
- Curcumin and derivatives function through protein phosphatase 2A and presenilin orthologues in Dictyostelium discoideum: M. Cocorocchio, et al.; Dis. Mod. Mechan. 11, dmm032375 (2018)
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