SAK 3
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 584472

CAS#: 1256269-87-0

Description: SAK 3 is a potent CaV3.1/3.3 activator that is orally bioavailable.


Chemical Structure

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SAK 3
CAS# 1256269-87-0

Theoretical Analysis

MedKoo Cat#: 584472
Name: SAK 3
CAS#: 1256269-87-0
Chemical Formula: C20H23N3O4
Exact Mass: 369.17
Molecular Weight: 369.420
Elemental Analysis: C, 65.03; H, 6.28; N, 11.37; O, 17.32

Price and Availability

Size Price Availability Quantity
5mg USD 350
25mg USD 850
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Synonym: SAK 3; SAK3; SAK-3

IUPAC/Chemical Name: Ethyl 8'-methyl-2',4-dioxo-2-(piperidin-1-yl)-2'H-spiro[cyclopent[2]ene-1,3'-imidazo[1,2-a]pyridine]-3-carboxylate

InChi Key: WZHBYTVHUFURPY-UHFFFAOYSA-N

InChi Code: InChI=1S/C20H23N3O4/c1-3-27-18(25)15-14(24)12-20(16(15)22-9-5-4-6-10-22)19(26)21-17-13(2)8-7-11-23(17)20/h7-8,11H,3-6,9-10,12H2,1-2H3

SMILES Code: O=C(C1=C(N2CCCCC2)C3(N4C=CC=C(C)C4=NC3=O)CC1=O)OCC

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:

Product Data:
Biological target: SAK 3 enhances CaV3.1 and CaV3.3, but not CaV3.2 activity in vitro. SAK 3 elevates ACh levels in hippocampus. SAK 3 rescues impaired memory-related behaviors, promotes adult neurogenesis and displays antidepressant-like effects in OBX mice.
In vitro activity: SAK 3 possessed protective properties against cholinergic deficit, suggesting that it has potential for Alzheimer’s disease treatment. In human neuroblastoma SH-SY5Y cells, SAK 3 inhibited scopolamine-induced cellular apoptosis, increases in ROS levels, decreases in choline acetyltransferase level, phosphorylation of NF-κB, activation of Akt, JNK and p38 intracellular signaling pathways, and elevation of proinflammatory cytokines IL-1β and IL-6. Reference: Cytotechnology. 2020 Feb;72(1):155-164. https://pubmed.ncbi.nlm.nih.gov/31933104/
In vivo activity: SAK 3 could be a candidate for Alzheimer's disease treatment. SAK 3 significantly enhanced acetylcholine (ACh) release in the hippocampal CA1 region of naïve mice. Acute SAK 3 administration significantly enhanced hippocampal ACh levels in OBX mice, rescuing impaired memory-related behaviors. SAK 3-induced ACh releases were significantly blocked in the hippocampus from Cav3.1 knockout mice. Reference: Neuropharmacology. 2017 May 1;117:1-13. https://pubmed.ncbi.nlm.nih.gov/28093211/

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 36.9 100.00

Preparing Stock Solutions

The following data is based on the product molecular weight 369.42 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: 1. Suthprasertporn N, Mingchinda N, Fukunaga K, Thangnipon W. Neuroprotection of SAK3 on scopolamine-induced cholinergic dysfunction in human neuroblastoma SH-SY5Y cells. Cytotechnology. 2020 Feb;72(1):155-164. doi: 10.1007/s10616-019-00366-7. Epub 2020 Jan 14. PMID: 31933104; PMCID: PMC7002707. 2. Scaltriti E, Launay H, Genois MM, Bron P, Rivetti C, Grolli S, Ploquin M, Campanacci V, Tegoni M, Cambillau C, Moineau S, Masson JY. Lactococcal phage p2 ORF35-Sak3 is an ATPase involved in DNA recombination and AbiK mechanism. Mol Microbiol. 2011 Apr;80(1):102-16. doi: 10.1111/j.1365-2958.2011.07561.x. Epub 2011 Feb 15. PMID: 21276096. 3. Dhanalakshmi C, Janakiraman U, Moutal A, Fukunaga K, Khanna R, Nelson MA. Evaluation of the effects of the T-type calcium channel enhancer SAK3 in a rat model of TAF1 deficiency. Neurobiol Dis. 2021 Feb;149:105224. doi: 10.1016/j.nbd.2020.105224. Epub 2020 Dec 24. PMID: 33359140; PMCID: PMC8230513. 4. Yabuki Y, Matsuo K, Izumi H, Haga H, Yoshida T, Wakamori M, Kakei A, Sakimura K, Fukuda T, Fukunaga K. Pharmacological properties of SAK3, a novel T-type voltage-gated Ca2+ channel enhancer. Neuropharmacology. 2017 May 1;117:1-13. doi: 10.1016/j.neuropharm.2017.01.011. Epub 2017 Jan 16. PMID: 28093211.
In vitro protocol: 1. Suthprasertporn N, Mingchinda N, Fukunaga K, Thangnipon W. Neuroprotection of SAK3 on scopolamine-induced cholinergic dysfunction in human neuroblastoma SH-SY5Y cells. Cytotechnology. 2020 Feb;72(1):155-164. doi: 10.1007/s10616-019-00366-7. Epub 2020 Jan 14. PMID: 31933104; PMCID: PMC7002707. 2. Scaltriti E, Launay H, Genois MM, Bron P, Rivetti C, Grolli S, Ploquin M, Campanacci V, Tegoni M, Cambillau C, Moineau S, Masson JY. Lactococcal phage p2 ORF35-Sak3 is an ATPase involved in DNA recombination and AbiK mechanism. Mol Microbiol. 2011 Apr;80(1):102-16. doi: 10.1111/j.1365-2958.2011.07561.x. Epub 2011 Feb 15. PMID: 21276096.
In vivo protocol: 1. Dhanalakshmi C, Janakiraman U, Moutal A, Fukunaga K, Khanna R, Nelson MA. Evaluation of the effects of the T-type calcium channel enhancer SAK3 in a rat model of TAF1 deficiency. Neurobiol Dis. 2021 Feb;149:105224. doi: 10.1016/j.nbd.2020.105224. Epub 2020 Dec 24. PMID: 33359140; PMCID: PMC8230513. 2. Yabuki Y, Matsuo K, Izumi H, Haga H, Yoshida T, Wakamori M, Kakei A, Sakimura K, Fukuda T, Fukunaga K. Pharmacological properties of SAK3, a novel T-type voltage-gated Ca2+ channel enhancer. Neuropharmacology. 2017 May 1;117:1-13. doi: 10.1016/j.neuropharm.2017.01.011. Epub 2017 Jan 16. PMID: 28093211.

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Yabuki et al (2017) Pharmacological properties of SAK3, a novel T-type voltage-gated Ca2+ channel enhancer. Neuropharmacology 117 1 PMID: 28093211