YUN88562
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    WARNING: This product is for research use only, not for human or veterinary use.

MedKoo CAT#: 581029

CAS#: 1514888-56-2

Description: YUN88562, also known as S1p receptor agonist 1, is an S1P receptor agonist extracted from patent WO 2015039587 A1, compound example 2. Sphingosine 1-phosphate (S1P) suppresses the collagen-induced activation of human platelets via S1P4 receptor. S1P inhibits the collagen-induced human platelet activation through S1PR4 but not S1PR1. YUN88562 has CAS#1514888-56-2. This product has no formal name at the moment. For the convenience of communication, a temporary code name was therefore proposed according to MedKoo Chemical Nomenclature (see web page: https://www.medkoo.com/page/naming).


Chemical Structure

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YUN88562
CAS# 1514888-56-2

Theoretical Analysis

MedKoo Cat#: 581029
Name: YUN88562
CAS#: 1514888-56-2
Chemical Formula: C23H24FN3O3
Exact Mass: 409.1802
Molecular Weight: 409.46
Elemental Analysis: C, 67.47; H, 5.91; F, 4.64; N, 10.26; O, 11.72

Price and Availability

Size Price Availability Quantity
500.0mg USD 1850.0 2 Weeks
1.0g USD 2650.0 2 Weeks
2.0g USD 4650.0 2 Weeks
Bulk inquiry

Synonym: S1P-agonist-1; DC10392; S1p receptor agonist 1; YUN88562; YUN 88562; YUN-88562;

IUPAC/Chemical Name: 1-{2-Fluoro-4-[5-(4-isobutyl-phenyl)-[1,2,4]oxadiazol-3-yl]-benzyl}-azetidine-3-carboxylic acid

InChi Key: YBIFMTGYWXNIRZ-UHFFFAOYSA-N

InChi Code: InChI=1S/C23H24FN3O3/c1-14(2)9-15-3-5-16(6-4-15)22-25-21(26-30-22)17-7-8-18(20(24)10-17)11-27-12-19(13-27)23(28)29/h3-8,10,14,19H,9,11-13H2,1-2H3,(H,28,29)

SMILES Code: O=C(C1CN(CC2=CC=C(C3=NOC(C4=CC=C(CC(C)C)C=C4)=N3)C=C2F)C1)O

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

Preparing Stock Solutions

The following data is based on the product molecular weight 409.46 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

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1: Zhou Y, Guo F. A selective sphingosine-1-phosphate receptor 1 agonist SEW-2871 aggravates gastric cancer by recruiting myeloid-derived suppressor cells. J Biochem. 2017 Oct 3. doi: 10.1093/jb/mvx064. [Epub ahead of print] PubMed PMID: 29036438.

2: Mohamed AS, Hanafi NI, Sheikh Abdul Kadir SH, Md Noor J, Abdul Hamid Hasani N, Ab Rahim S, Siran R. Ursodeoxycholic acid protects cardiomyocytes against cobalt

chloride induced hypoxia by regulating transcriptional mediator of cells stress hypoxia inducible factor 1α and p53 protein. Cell Biochem Funct. 2017 Oct 12. doi: 10.1002/cbf.3303. [Epub ahead of print] PubMed PMID: 29027248.

3: Werth S, Müller-Fielitz H, Raasch W. Obesity-stimulated aldosterone release is not related to a S1P-dependent mechanism. J Endocrinol. 2017 Oct 2. pii: JOE-16-0550. doi: 10.1530/JOE-16-0550. [Epub ahead of print] PubMed PMID: 28970286.

4: Blanco R, Martínez-Navarrete G, Valiente-Soriano FJ, Avilés-Trigueros M, Pérez-Rico C, Serrano-Puebla A, Boya P, Fernández E, Vidal-Sanz M, de la Villa P. The S1P1 receptor-selective agonist CYM-5442 protects retinal ganglion cells in endothelin-1 induced retinal ganglion cell loss. Exp Eye Res. 2017 Nov;164:37-45. doi: 10.1016/j.exer.2017.08.005. Epub 2017 Aug 4. PubMed PMID: 28827028.

5: Sun X, Mathew B, Sammani S, Jacobson JR, Garcia JGN. Simvastatin-induced sphingosine 1-phosphate receptor 1 expression is KLF2-dependent in human lung endothelial cells. Pulm Circ. 2017 Mar 21;7(1):117-125. doi: 10.1177/2045893217701162. eCollection 2017 Mar. PubMed PMID: 28680571; PubMed Central PMCID: PMC5448536.

6: Onuma T, Tanabe K, Kito Y, Tsujimoto M, Uematsu K, Enomoto Y, Matsushima-Nishiwaki R, Doi T, Nagase K, Akamatsu S, Tokuda H, Ogura S, Iwama T,

Kozawa O, Iida H. Sphingosine 1-phosphate (S1P) suppresses the collagen-induced activation of human platelets via S1P4 receptor. Thromb Res. 2017 Aug;156:91-100. doi: 10.1016/j.thromres.2017.06.001. Epub 2017 Jun 2. PubMed PMID: 28609704.

7: Ahmed N, Linardi D, Decimo I, Mehboob R, Gebrie MA, Innamorati G, Luciani GB,

Faggian G, Rungatscher A. Characterization and Expression of Sphingosine 1-Phosphate Receptors in Human and Rat Heart. Front Pharmacol. 2017 May 24;8:312. doi: 10.3389/fphar.2017.00312. eCollection 2017. PubMed PMID: 28596734; PubMed Central PMCID: PMC5442178.

8: Flemming S, Burkard N, Meir M, Schick MA, Germer CT, Schlegel N. Sphingosine-1-phosphate Receptor-1 Agonist SEW2871 Causes Severe Cardiac Side Effects and does not Improve Microvascular Barrier Breakdown in Sepsis. Shock. 2017 May 23. doi: 10.1097/SHK.0000000000000908. [Epub ahead of print] PubMed PMID: 28538086.

9: Meshcheryakova A, Mechtcheriakova D, Pietschmann P. Sphingosine 1-phosphate signaling in bone remodeling: multifaceted roles and therapeutic potential. Expert Opin Ther Targets. 2017 Jul;21(7):725-737. doi: 10.1080/14728222.2017.1332180. Epub 2017 Jun 7. Review. PubMed PMID: 28524744; PubMed Central PMCID: PMC5470107.

10: Troupiotis-Tsaïlaki A, Zachmann J, González-Gil I, Gonzalez A, Ortega-Gutiérrez S, López-Rodríguez ML, Pardo L, Govaerts C. Ligand chain length

drives activation of lipid G protein-coupled receptors. Sci Rep. 2017 May 17;7(1):2020. doi: 10.1038/s41598-017-02104-5. PubMed PMID: 28515494; PubMed Central PMCID: PMC5435731.

11: Jiang H, Shen SM, Yin J, Zhang PP, Shi Y. Sphingosine 1-phosphate receptor 1

(S1PR1) agonist CYM5442 inhibits expression of intracellular adhesion molecule 1

(ICAM1) in endothelial cells infected with influenza A viruses. PLoS One. 2017 Apr 11;12(4):e0175188. doi: 10.1371/journal.pone.0175188. eCollection 2017. PubMed PMID: 28399143; PubMed Central PMCID: PMC5388330.

12: Caliman AD, Miao Y, McCammon JA. Activation mechanisms of the first sphingosine-1-phosphate receptor. Protein Sci. 2017 Jun;26(6):1150-1160. doi: 10.1002/pro.3165. Epub 2017 Apr 12. PubMed PMID: 28370663; PubMed Central PMCID:

PMC5441409.

13: James E, Pertusati F, Brancale A, McGuigan C. Kinase-independent phosphoramidate S1P(1) receptor agonist benzyl ether derivatives. Bioorg Med Chem Lett. 2017 Mar 15;27(6):1371-1378. doi: 10.1016/j.bmcl.2017.02.011. Epub 2017 Feb 9. PubMed PMID: 28236593.

14: Schnute ME, McReynolds MD, Carroll J, Chrencik J, Highkin MK, Iyanar K, Jerome G, Rains JW, Saabye M, Scholten JA, Yates M, Nagiec MM. Discovery of a Potent and Selective Sphingosine Kinase 1 Inhibitor through the Molecular Combination of Chemotype-Distinct Screening Hits. J Med Chem. 2017 Mar 23;60(6):2562-2572. doi: 10.1021/acs.jmedchem.7b00070. Epub 2017 Mar 6. PubMed PMID: 28231433.

15: Bettiga A, Aureli M, Colciago G, Murdica V, Moschini M, Lucianò R, Canals D,

Hannun Y, Hedlund P, Lavorgna G, Colombo R, Bassi R, Samarani M, Montorsi F, Salonia A, Benigni F. Bladder cancer cell growth and motility implicate cannabinoid 2 receptor-mediated modifications of sphingolipids metabolism. Sci Rep. 2017 Feb 13;7:42157. doi: 10.1038/srep42157. PubMed PMID: 28191815; PubMed Central PMCID: PMC5304189.

16: Green CL, Mitchell SE, Derous D, Wang Y, Chen L, Han JJ, Promislow DEL, Lusseau D, Douglas A, Speakman JR. The effects of graded levels of calorie restriction: IX. Global metabolomic screen reveals modulation of carnitines, sphingolipids and bile acids in the liver of C57BL/6 mice. Aging Cell. 2017 Jun;16(3):529-540. doi: 10.1111/acel.12570. Epub 2017 Jan 31. PubMed PMID: 28139067; PubMed Central PMCID: PMC5418186.

17: Giles C, Takechi R, Mellett NA, Meikle PJ, Dhaliwal S, Mamo JC. Differential

regulation of sphingolipid metabolism in plasma, hippocampus, and cerebral cortex of mice administered sphingolipid modulating agents. J Neurochem. 2017 May;141(3):413-422. doi: 10.1111/jnc.13964. Epub 2017 Feb 28. PubMed PMID: 28129448.

18: Mi J, Zhao M, Yang S, Jia Y, Wang Y, Wang B, Jin J, Wang X, Xiao Q, Hu J, Li

Y. Identification of cytochrome P450 isoforms involved in the metabolism of Syl930, a selective S1PR(1) agonist acting as a potential therapeutic agent for autoimmune encephalitis. Drug Metab Pharmacokinet. 2017 Feb;32(1):53-60. doi: 10.1016/j.dmpk.2016.07.002. Epub 2016 Jul 14. PubMed PMID: 28126315.

19: St-Cyr Giguère F, Attiori Essis S, Chagniel L, Germain M, Cyr M, Massicotte G. The sphingosine-1-phosphate receptor 1 agonist SEW2871 reduces Tau-Ser262 phosphorylation in rat hippocampal slices. Brain Res. 2017 Mar 1;1658:51-59. doi: 10.1016/j.brainres.2017.01.014. Epub 2017 Jan 16. PubMed PMID: 28104351.

20: Meissner A, Miro F, Jiménez-Altayó F, Jurado A, Vila E, Planas AM. Sphingosine-1-phosphate signalling-a key player in the pathogenesis of Angiotensin II-induced hypertension. Cardiovasc Res. 2017 Feb;113(2):123-133. doi: 10.1093/cvr/cvw256. Epub 2017 Jan 12. PubMed PMID: 28082452. .

YUN88562

500.0mg / USD 1850.0