MedKoo Cat#: 126698 | Name: UBS109

Description:

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

UBS109 is an NF-κB inhibitor.

Chemical Structure

UBS109
UBS109
CAS#1258513-40-4

Theoretical Analysis

MedKoo Cat#: 126698

Name: UBS109

CAS#: 1258513-40-4

Chemical Formula: C18H17N3O

Exact Mass: 291.1372

Molecular Weight: 291.35

Elemental Analysis: C, 74.20; H, 5.88; N, 14.42; O, 5.49

Price and Availability

This product is currently not in stock but may be available through custom synthesis. To ensure cost efficiency, the minimum order quantity is 1 gram. The estimated lead time is 2 to 4 months, with pricing dependent on the complexity of the synthesis (typically high for intricate chemistries). Quotes for quantities below 1 gram will not be provided. To request a quote, please click the button below. Note: If this product becomes available in stock in the future, pricing will be listed accordingly.
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Related CAS #
No Data
Synonym
UBS109; UBS 109; UBS-109
IUPAC/Chemical Name
(3E,5E)-1-methyl-3,5-bis(pyridin-2-ylmethylene)piperidin-4-one
InChi Key
VCLPNFMJSSBBKX-WFYKWJGLSA-N
InChi Code
InChI=1S/C18H17N3O/c1-21-12-14(10-16-6-2-4-8-19-16)18(22)15(13-21)11-17-7-3-5-9-20-17/h2-11H,12-13H2,1H3/b14-10+,15-11+
SMILES Code
O=C1/C(CN(C)C/C1=C\C2=NC=CC=C2)=C/C3=NC=CC=C3
Appearance
To be determined
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
To be determined
Shelf Life
>2 years if stored properly
Drug Formulation
To be determined
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

Preparing Stock Solutions

The following data is based on the product molecular weight 291.35 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
1: Shoji M, Qian WP, Nagaraju GP, Brat DJ, Pessolano D, Luzietti R, Chennamadhavuni S, Yamaguchi M, Yang L, Liotta DC. Inhibition of breast cancer metastasis to the lungs with UBS109. Oncotarget. 2018 Nov 16;9(90):36102-36109. doi: 10.18632/oncotarget.26302. PMID: 30546830; PMCID: PMC6281413. 2: Nagaraju GP, Zhu S, Wen J, Farris AB, Adsay VN, Diaz R, Snyder JP, Mamoru S, El-Rayes BF. Novel synthetic curcumin analogues EF31 and UBS109 are potent DNA hypomethylating agents in pancreatic cancer. Cancer Lett. 2013 Dec 1;341(2):195-203. doi: 10.1016/j.canlet.2013.08.002. Epub 2013 Aug 7. PMID: 23933177. 3: Rajitha B, Nagaraju GP, Shaib WL, Alese OB, Snyder JP, Shoji M, Pattnaik S, Alam A, El-Rayes BF. Novel synthetic curcumin analogs as potent antiangiogenic agents in colorectal cancer. Mol Carcinog. 2017 Jan;56(1):288-299. doi: 10.1002/mc.22492. Epub 2016 Apr 29. PMID: 27128654. 4: Yamaguchi M, Zhu S, Zhang S, Wu D, Moore TM, Snyder JP, Shoji M. Curcumin analogue UBS109 prevents bone loss in breast cancer bone metastasis mouse model: involvement in osteoblastogenesis and osteoclastogenesis. Cell Tissue Res. 2014 Jul;357(1):245-52. doi: 10.1007/s00441-014-1846-4. Epub 2014 Apr 11. PMID: 24723227. 5: Yamaguchi M, Zhu S, Weitzmann MN, Snyder JP, Shoji M. Curcumin analog UBS109 prevents bone marrow osteoblastogenesis and osteoclastogenesis disordered by coculture with breast cancer MDA-MB-231 bone metastatic cells in vitro. Mol Cell Biochem. 2015 Mar;401(1-2):1-10. doi: 10.1007/s11010-014-2286-x. Epub 2014 Nov 22. PMID: 25416449. 6: Yamaguchi M, Moore TW, Sun A, Snyder JP, Shoji M. Novel curcumin analogue UBS109 potently stimulates osteoblastogenesis and suppresses osteoclastogenesis: involvement in Smad activation and NF-κB inhibition. Integr Biol (Camb). 2012 Aug;4(8):905-13. doi: 10.1039/c2ib20045g. Epub 2012 Jul 3. PMID: 22751853. 7: Zhu S, Moore TW, Morii N, Howard RB, Culver D, Arrendale RF, Reddy P, Evers TJ, Zhang H, Sica G, Chen ZG, Sun A, Fu H, Khuri FR, Shin DM, Snyder JP, Shoji M. Synthetic curcumin analog UBS109 inhibits the growth of head and neck squamous cell carcinoma xenografts. Curr Cancer Drug Targets. 2014;14(4):380-93. doi: 10.2174/1568009614666140312163524. PMID: 24628271. 8: Moore TW, Zhu S, Randolph R, Shoji M, Snyder JP. Liver S9 Fraction-Derived Metabolites of Curcumin Analogue UBS109. ACS Med Chem Lett. 2014 Jan 10;5(4):288-92. doi: 10.1021/ml4002453. PMID: 24900828; PMCID: PMC4027781. 9: Rajitha B, Belalcazar A, Nagaraju GP, Shaib WL, Snyder JP, Shoji M, Pattnaik S, Alam A, El-Rayes BF. Inhibition of NF-κB translocation by curcumin analogs induces G0/G1 arrest and downregulates thymidylate synthase in colorectal cancer. Cancer Lett. 2016 Apr 10;373(2):227-33. doi: 10.1016/j.canlet.2016.01.052. Epub 2016 Feb 2. PMID: 26850372.