RM-581

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

Hodoodo CAT#: H464611

CAS#: unknown

Description: RM-581 is a promising pro-apoptotic small molecule initially identified from a phenotypic screening approach. RM-581 is an aminosteroid derivative comprised of a steroid core and a quinoline side chain showing potent cytotoxic activity on several types of cancer cells but for which the mechanism of action (MoA) remains to be fully elucidated. RM-581 is a methyl ether derivative of RM-133. RM-581 is the lead candidate emerging from this family and shows selective cytotoxicity in several cancer models (in vitro and in vivo).

Chemical Structure

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RM-581
CAS# unknown
Instruction

Theoretical Analysis

Hodoodo Cat#: H464611
Name: RM-581
CAS#: unknown
Chemical Formula: C41H54N4O4
Exact Mass: 666.41
Molecular Weight: 666.907
Elemental Analysis: C, 73.84; H, 8.16; N, 8.40; O, 9.60

Price and Availability

This product is not in stock, which may be available by custom synthesis. For cost-effective reason, minimum order is 1g (price is usually high, lead time is 2~3 months, depending on the technical challenge). Quote less than 1g will not be provided. To request quote, please email to sales @hodoodo.com or click below button.
Note: Price will be listed if it is available in the future.

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Synonym: RM-581; RM581; RM 581;

IUPAC/Chemical Name: (4-((2S,3S,5S,8R,9S,10S,13S,14S,17R)-17-ethynyl-17-hydroxy-3-methoxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-2-yl)piperazin-1-yl)((S)-1-(quinoline-2-carbonyl)pyrrolidin-2-yl)methanone

InChi Key: VSRPOLHERKBQMF-BNQUHPLSSA-N

InChi Code: InChI=1S/C41H54N4O4/c1-5-41(48)19-17-31-29-14-13-28-25-36(49-4)35(26-39(28,2)30(29)16-18-40(31,41)3)43-21-23-44(24-22-43)38(47)34-11-8-20-45(34)37(46)33-15-12-27-9-6-7-10-32(27)42-33/h1,6-7,9-10,12,15,28-31,34-36,48H,8,11,13-14,16-26H2,2-4H3/t28-,29+,30-,31-,34-,35-,36-,39-,40-,41-/m0/s1

SMILES Code: O=C(N1CCN([C@H]2C[C@]3(C)[C@@]4([H])CC[C@]5(C)[C@](O)(C#C)CC[C@@]5([H])[C@]4([H])CC[C@@]3([H])C[C@@H]2OC)CC1)[C@H]6N(C(C7=NC8=CC=CC=C8C=C7)=O)CCC6

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: 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:

Biological target:
In vitro activity:
In vivo activity:

Preparing Stock Solutions

The following data is based on the product molecular weight 666.91 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:
In vitro protocol:
In vivo protocol:

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1: Maltais R, Perreault M, Roy J, Poirier D. Minor chemical modifications of the aminosteroid derivative RM-581 lead to major impact on its anticancer activity, metabolic stability and aqueous solubility. Eur J Med Chem. 2020 Feb 15;188:111990. doi: 10.1016/j.ejmech.2019.111990. Epub 2019 Dec 23. PMID: 31893547.

2: Perreault M, Maltais R, Roy J, Picard S, Popa I, Bertrand N, Poirier D. Induction of endoplasmic reticulum stress by aminosteroid derivative RM-581 leads to tumor regression in PANC-1 xenograft model. Invest New Drugs. 2019 Jun;37(3):431-440. doi: 10.1007/s10637-018-0643-4. Epub 2018 Jul 30. PMID: 30062573.

3: Dutour R, Maltais R, Perreault M, Roy J, Poirier D. Parallel Solid-Phase Synthesis using a New Diethylsilylacetylenic Linker and Leading to Mestranol Derivatives with Potent Antiproliferative Activities on Multiple Cancer Cell Lines. Anticancer Agents Med Chem. 2018;18(10):1469-1481. doi: 10.2174/1871520618666180307130158. PMID: 29521249.

4: Perreault M, Maltais R, Roy J, Dutour R, Poirier D. Design of a Mestranol 2-N-Piperazino-Substituted Derivative Showing Potent and Selective in vitro and in vivo Activities in MCF-7 Breast Cancer Models. ChemMedChem. 2017 Jan 20;12(2):177-182. doi: 10.1002/cmdc.201600482. Epub 2017 Jan 6. PMID: 28060448.