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MedKoo Cat#: 563644 | Name: RL71

Description:

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

RL71 is a sselective inhibitor of SERCA2, specially binding to SERCA2 at a novel site, suppressing the Ca2+-ATPase activity of SERCA2, inducing apoptosis and downregulating Akt.

Chemical Structure

RL71
RL71
CAS#1195795-93-7

Theoretical Analysis

MedKoo Cat#: 563644

Name: RL71

CAS#: 1195795-93-7

Chemical Formula: C26H31NO7

Exact Mass: 469.2101

Molecular Weight: 469.53

Elemental Analysis: C, 66.51; H, 6.66; N, 2.98; O, 23.85

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
RL71; RL-71; RL 71;
IUPAC/Chemical Name
1-Methyl-3,5-bis-(3,4,5-trimethoxy-benzylidene)-piperidin-4-one
InChi Key
OGEWTDITEXRGCF-GCBPPVMSSA-N
InChi Code
InChI=1S/C26H31NO7/c1-27-14-18(8-16-10-20(29-2)25(33-6)21(11-16)30-3)24(28)19(15-27)9-17-12-22(31-4)26(34-7)23(13-17)32-5/h8-13H,14-15H2,1-7H3/b18-8+,19-9+
SMILES Code
O=C1/C(CN(C)C/C1=C\C2=CC(OC)=C(OC)C(OC)=C2)=C/C3=CC(OC)=C(OC)C(OC)=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
Shelf Life
>3 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
2934.99.03.00
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 469.53 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: Martey O, Nimick M, Taurin S, Sundararajan V, Greish K, Rosengren RJ. Styrene maleic acid-encapsulated RL71 micelles suppress tumor growth in a murine xenograft model of triple negative breast cancer. Int J Nanomedicine. 2017 Oct 4;12:7225-7237. doi: 10.2147/IJN.S148908. eCollection 2017. PubMed PMID: 29042771; PubMed Central PMCID: PMC5634372. 2: Gao J, Fan M, Peng S, Zhang M, Xiang G, Li X, Guo W, Sun Y, Wu X, Wu X, Liang G, Shen Y, Xu Q. Small-molecule RL71-triggered excessive autophagic cell death as a potential therapeutic strategy in triple-negative breast cancer. Cell Death Dis. 2017 Sep 14;8(9):e3049. doi: 10.1038/cddis.2017.444. PubMed PMID: 28906486; PubMed Central PMCID: PMC5636988. 3: Yang B, Zhang M, Gao J, Li J, Fan L, Xiang G, Wang X, Wang X, Wu X, Sun Y, Wu X, Liang G, Shen Y, Xu Q. Small molecule RL71 targets SERCA2 at a novel site in the treatment of human colorectal cancer. Oncotarget. 2015 Nov 10;6(35):37613-25. doi: 10.18632/oncotarget.6068. PubMed PMID: 26608678; PubMed Central PMCID: PMC4741952. 4: Taurin S, Nehoff H, Diong J, Larsen L, Rosengren RJ, Greish K. Curcumin-derivative nanomicelles for the treatment of triple negative breast cancer. J Drug Target. 2013 Aug;21(7):675-83. doi: 10.3109/1061186X.2013.796955. Epub 2013 May 16. PubMed PMID: 23679865. 5: Yadav B, Taurin S, Larsen L, Rosengren RJ. RL71, a second-generation curcumin analog, induces apoptosis and downregulates Akt in ER-negative breast cancer cells. Int J Oncol. 2012 Sep;41(3):1119-27. doi: 10.3892/ijo.2012.1521. Epub 2012 Jun 15. PubMed PMID: 22710975.