L-817,818 | CAS#217480-27-8 | Sst5 Receptor Agonist

MedKoo Cat#: 532099 | Name: L-817,818

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Description:

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

L-817,818 is a potent and selective somatostatin sst5 receptor agonist. L-817,818 has Ki values are 0.4, 3.3, 52, 64 and 82 nM for cloned human sst5, sst1, sst2, sst3 and sst4 receptors respectively. L-817,818 inhibits growth hormone release from rat pituitary cells (EC50 = 3.1 nM) and insulin release from mouse pancreatic islets (EC50 = 0.3 nM) in vitro.

Chemical Structure

L-817,818

CAS#217480-27-8

Theoretical Analysis

MedKoo Cat#: 532099

Name: L-817,818

CAS#: 217480-27-8

Chemical Formula: C33H36N4O3

Exact Mass: 536.2787

Molecular Weight: 536.68

Elemental Analysis: C, 73.86; H, 6.76; N, 10.44; O, 8.94

Price and Availability

Size	Price	Availability	Quantity
10mg	USD 585.00	2 Weeks

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Synonym

L-817,818; L 817,818; L817,818, L-817818; L817818; L 817818

IUPAC/Chemical Name

[(2S)-2-aminopropyl] (2S)-6-amino-2-[[2-(2-naphthalen-2-yl-1H-benzo[g]indol-3-yl)acetyl]amino]hexanoate

InChi Key

NFVRGDRCCNEGBS-LGGPFLRQSA-N

InChi Code

InChI=1S/C33H36N4O3/c1-21(35)20-40-33(39)29(12-6-7-17-34)36-30(38)19-28-27-16-15-23-9-4-5-11-26(23)32(27)37-31(28)25-14-13-22-8-2-3-10-24(22)18-25/h2-5,8-11,13-16,18,21,29,37H,6-7,12,17,19-20,34-35H2,1H3,(H,36,38)/t21-,29-/m0/s1

SMILES Code

O=C(OC[C@@H](N)C)[C@@H](NC(CC1=C(C2=CC=C3C=CC=CC3=C2)NC4=C1C=CC5=CC=CC=C54)=O)CCCCN

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

>2 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

2934.99.9001

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Product Data

Product Data

Instruction

View handling instruction

Biological target:

L-817818 is a potent and subtype-selective agonist of the Somatostatin Receptor.

In vitro activity:

L817,818 treatment markedly suppressed TNF-α-induced NF-κB p65 phosphorylation, myosin light chain kinase (MLCK) upregulation and myosin light chain (MLC) phosphorylation. Reference: Mol Cell Endocrinol. 2021 Sep 15;535:111390. https://pubmed.ncbi.nlm.nih.gov/34224803/

In vivo activity:

The effects of sst5 receptor activation on T-type Ca2+ channels in acutely isolated retinal ganglion cells (RGCs) of rats were investigated using whole-cell patch-clamp techniques. The sst5 receptor specific agonist L-817,818 significantly and reversibly suppressed T-type Ca2+ currents, and shifted inactivation curve of the channels toward hyperpolarization direction. The effect of L-817,818 was in a dose-dependent manner, with an IC50 being 8.8 μM. Reference: Neurosci Lett. 2019 Aug 24;708:134337. https://pubmed.ncbi.nlm.nih.gov/31220522/

	Solvent	mg/mL	mM
Solubility
	DMSO	53.7	100.00

Note: There can be variations in solubility for the same chemical from different vendors or different batches from the same vendor. The following factors can affect the solubility of the same chemical: solvent used for crystallization, residual solvent content, polymorphism, salt versus free form, degree of hydration, solvent temperature. Please use the solubility data as a reference only. Warming and sonication will facilitate dissolving. Still have questions? Please contact our Technical Support scientists.

Preparing Stock Solutions

The following data is based on the product molecular weight 536.68 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.

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. Li Y, Li X, Geng C, Guo Y, Wang C. Somatostatin receptor 5 is critical for protecting intestinal barrier function in vivo and in vitro. Mol Cell Endocrinol. 2021 Sep 15;535:111390. doi: 10.1016/j.mce.2021.111390. Epub 2021 Jul 2. PMID: 34224803. 2. Zhang Y, Wu N, Li Q, Hu X, Wang L, Sun JG, Wang Z, Sun XH. Neuroprotective effect of the somatostatin receptor 5 agonist L-817,818 on retinal ganglion cells in experimental glaucoma. Exp Eye Res. 2021 Mar;204:108449. doi: 10.1016/j.exer.2021.108449. Epub 2021 Jan 16. PMID: 33465395. 3. Li Q, Zhang Y, Wu N, Yin N, Sun XH, Wang Z. Activation of somatostatin receptor 5 suppresses T-type Ca2+ channels through NO/cGMP/PKG signaling pathway in rat retinal ganglion cells. Neurosci Lett. 2019 Aug 24;708:134337. doi: 10.1016/j.neulet.2019.134337. Epub 2019 Jun 18. PMID: 31220522. 4. Kiagiadaki F, Savvaki M, Thermos K. Activation of somatostatin receptor (sst 5) protects the rat retina from AMPA-induced neurotoxicity. Neuropharmacology. 2010 Jan;58(1):297-303. doi: 10.1016/j.neuropharm.2009.06.028. Epub 2009 Jul 2. PMID: 19576912.

In vitro protocol:

In vivo protocol:

1. Li Q, Zhang Y, Wu N, Yin N, Sun XH, Wang Z. Activation of somatostatin receptor 5 suppresses T-type Ca2+ channels through NO/cGMP/PKG signaling pathway in rat retinal ganglion cells. Neurosci Lett. 2019 Aug 24;708:134337. doi: 10.1016/j.neulet.2019.134337. Epub 2019 Jun 18. PMID: 31220522. 2. Kiagiadaki F, Savvaki M, Thermos K. Activation of somatostatin receptor (sst 5) protects the rat retina from AMPA-induced neurotoxicity. Neuropharmacology. 2010 Jan;58(1):297-303. doi: 10.1016/j.neuropharm.2009.06.028. Epub 2009 Jul 2. PMID: 19576912.

1. Rohrer and Schaeffer (2000) Identification and characterization of subtype selective somatostatin receptor agonists. J.Physiol.Paris 94 211. PMID: 11087999.