MedKoo Cat#: 581945 | Name: Sovateltide

Description:

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

Sovateltide also known as IRL-1620 is a potent, specific ligand for the endothelin-B receptor.Highly selective ETB endothelin receptor agonist (Ki values are 0.016 and 1900 nM at ETB and ETA receptors respectively). Discriminates two subpopulations of ETB receptors.

Chemical Structure

Sovateltide
Sovateltide
CAS#142569-99-1

Theoretical Analysis

MedKoo Cat#: 581945

Name: Sovateltide

CAS#: 142569-99-1

Chemical Formula: C86H117N17O27

Exact Mass: 1819.8300

Molecular Weight: 1820.97

Elemental Analysis: C, 56.72; H, 6.48; N, 13.08; O, 23.72

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.
Bulk Inquiry
Related CAS #
No Data
Synonym
IRL-1620; sovateltide; sovateltidum; Endothelin-1 (8-21), succinyl-(glu(9),ala(11,15))-; Succinyl-(glu(9),ala(11,15))-endothelin-1 (8-21); Succinyl-(glutamyl(9)-alanyl(11,15))-endothelin-1 (8-21); Irl-1620.
IUPAC/Chemical Name
(2S,5S,8S,11S,14S,17S,20S,23S,26S,29S,32S,35S,38S,41S)-17-((1H-imidazol-4-yl)methyl)-2-((1H-indol-3-yl)methyl)-23-benzyl-5,8-di((S)-sec-butyl)-35,38-bis(2-carboxyethyl)-11,41-bis(carboxymethyl)-26-(4-hydroxybenzyl)-14-isobutyl-29-isopropyl-20,32-dimethyl-4,7,10,13,16,19,22,25,28,31,34,37,40,43-tetradecaoxo-3,6,9,12,15,18,21,24,27,30,33,36,39,42-tetradecaazahexatetracontanedioic acid
InChi Key
DXPHNGAMYPPTBJ-TZMIJSMNSA-N
InChi Code
InChI=1S/C86H117N17O27/c1-11-44(7)71(84(127)100-63(86(129)130)35-50-39-88-54-21-17-16-20-53(50)54)103-85(128)72(45(8)12-2)102-82(125)62(38-69(114)115)98-78(121)57(32-42(3)4)96-80(123)60(36-51-40-87-41-89-51)95-73(116)46(9)91-77(120)58(33-48-18-14-13-15-19-48)97-79(122)59(34-49-22-24-52(104)25-23-49)99-83(126)70(43(5)6)101-74(117)47(10)90-75(118)55(26-29-65(106)107)93-76(119)56(27-30-66(108)109)94-81(124)61(37-68(112)113)92-64(105)28-31-67(110)111/h13-25,39-47,55-63,70-72,88,104H,11-12,26-38H2,1-10H3,(H,87,89)(H,90,118)(H,91,120)(H,92,105)(H,93,119)(H,94,124)(H,95,116)(H,96,123)(H,97,122)(H,98,121)(H,99,126)(H,100,127)(H,101,117)(H,102,125)(H,103,128)(H,106,107)(H,108,109)(H,110,111)(H,112,113)(H,114,115)(H,129,130)/t44-,45-,46-,47-,55-,56-,57-,58-,59-,60-,61-,62-,63-,70-,71-,72-/m0/s1
SMILES Code
CC[C@H](C)[C@H](NC(=O)[C@@H](NC(=O)[C@H](CC(O)=O)NC(=O)[C@H](CC(C)C)NC(=O)[C@H](CC1=CNC=N1)NC(=O)[C@H](C)NC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CC1=CC=C(O)C=C1)NC(=O)[C@@H](NC(=O)[C@H](C)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CCC(O)=O)NC(=O)[C@H](CC(O)=O)NC(=O)CCC(O)=O)C(C)C)[C@@H](C)CC)C(=O)N[C@@H](CC1=CNC2=C1C=CC=C2)C(O)=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
>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
2934.99.9001
More Info

Preparing Stock Solutions

The following data is based on the product molecular weight 1,820.97 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: Briyal S, Ranjan AK, Hornick MG, Puppala AK, Luu T, Gulati A. Anti-apoptotic activity of ET(B) receptor agonist, IRL-1620, protects neural cells in rats with cerebral ischemia. Sci Rep. 2019 Jul 18;9(1):10439. doi: 10.1038/s41598-019-46203-x. PubMed PMID: 31320660; PubMed Central PMCID: PMC6639304. 2: Rutai A, Fejes R, Juhász L, Tallósy SP, Poles MZ, Földesi I, Mészáros AT, Szabó A, Boros M, Kaszaki J. Endothelin A and B Receptors: Potential Targets for Microcirculatory-Mitochondrial Therapy in Experimental Sepsis. Shock. 2019 Jul 16. doi: 10.1097/SHK.0000000000001414. [Epub ahead of print] PubMed PMID: 31318833. 3: Shihoya W, Izume T, Inoue A, Yamashita K, Kadji FMN, Hirata K, Aoki J, Nishizawa T, Nureki O. Crystal structures of human ET(B) receptor provide mechanistic insight into receptor activation and partial activation. Nat Commun. 2018 Nov 9;9(1):4711. doi: 10.1038/s41467-018-07094-0. PubMed PMID: 30413709; PubMed Central PMCID: PMC6226434. 4: Cifuentes EG, Hornick MG, Havalad S, Donovan RL, Gulati A. Neuroprotective Effect of IRL-1620, an Endothelin B Receptor Agonist, on a Pediatric Rat Model of Middle Cerebral Artery Occlusion. Front Pediatr. 2018 Oct 23;6:310. doi: 10.3389/fped.2018.00310. eCollection 2018. PubMed PMID: 30406063; PubMed Central PMCID: PMC6206019. 5: Gulati A, Hornick MG, Briyal S, Lavhale MS. A novel neuroregenerative approach using ET(B) receptor agonist, IRL-1620, to treat CNS disorders. Physiol Res. 2018 Jun 27;67(Supplementum 1):S95-S113. Review. PubMed PMID: 29947531. 6: Davenport AP, Kuc RE, Southan C, Maguire JJ. New drugs and emerging therapeutic targets in the endothelin signaling pathway and prospects for personalized precision medicine. Physiol Res. 2018 Jun 27;67(Supplementum 1):S37-S54. Review. PubMed PMID: 29947527. 7: Sun Y, Zhang X, Chen Z, Xu M, Ou M. Reduction of Uterine Perfusion Pressure Induced Redistribution of Endothelin Receptor Type-B Between the Intima and Media Contributes to the Pathogenesis of Pregnancy-Induced Hypertension. Cell Physiol Biochem. 2017;44(5):1715-1725. doi: 10.1159/000485777. Epub 2017 Dec 6. PubMed PMID: 29216636. 8: Kim R, Chiorean EG, Amin M, Rocha-Lima CMS, Gandhi J, Harris WP, Song T, Portnoy D. Phase 2 study of combination SPI-1620 with docetaxel as second-line advanced biliary tract cancer treatment. Br J Cancer. 2017 Jul 11;117(2):189-194. doi: 10.1038/bjc.2017.160. Epub 2017 Jun 20. PubMed PMID: 28632730; PubMed Central PMCID: PMC5520510. 9: Gulati S, Briyal S, Jones S, Bhalla S, Gulati A. Attenuation of opioid tolerance by ET(B) receptor agonist, IRL-1620, is independent of an accompanied decrease in nerve growth factor in mice. Heliyon. 2017 Jun 7;3(6):e00317. doi: 10.1016/j.heliyon.2017.e00317. eCollection 2017 Jun. PubMed PMID: 28626808; PubMed Central PMCID: PMC5466593. 10: Mule NK, Singh JN, Shah KU, Gulati A, Sharma SS. Endothelin-1 Decreases Excitability of the Dorsal Root Ganglion Neurons via ET(B) Receptor. Mol Neurobiol. 2018 May;55(5):4297-4310. doi: 10.1007/s12035-017-0640-1. Epub 2017 Jun 16. PubMed PMID: 28623618. 11: Mishin AV, Luginina AP, Potapenko AP, Borshchevskiy VI, Katritch V, Edelweiss E, Okhrimenko IS, Gordeliy VI, Cherezov VG. Expression and purification of an engineered human endothelin receptor B in a monomeric form. Dokl Biochem Biophys. 2016 Mar;467(1):157-61. doi: 10.1134/S1607672916020216. Epub 2016 May 20. PubMed PMID: 27193723. 12: Joshi MD, Oesterling BM, Wu C, Gwizdz N, Pais G, Briyal S, Gulati A. Evaluation of liposomal nanocarriers loaded with ETB receptor agonist, IRL-1620, using cell-based assays. Neuroscience. 2016 Jan 15;312:141-52. doi: 10.1016/j.neuroscience.2015.11.016. Epub 2015 Nov 18. PubMed PMID: 26592721. 13: Bhalla S, Leonard MG, Briyal S, Gulati A. Distinct Alteration in Brain Endothelin A and B Receptor Characteristics Following Focal Cerebral Ischemia in Rats. Drug Res (Stuttg). 2016 Apr;66(4):189-95. doi: 10.1055/s-0035-1559779. Epub 2015 Sep 23. PubMed PMID: 26398673. 14: Briyal S, Nguyen C, Leonard M, Gulati A. Stimulation of endothelin B receptors by IRL-1620 decreases the progression of Alzheimer's disease. Neuroscience. 2015 Aug 20;301:1-11. doi: 10.1016/j.neuroscience.2015.05.044. Epub 2015 May 27. PubMed PMID: 26022359. 15: Leonard MG, Prazad P, Puppala B, Gulati A. Selective Endothelin-B Receptor Stimulation Increases Vascular Endothelial Growth Factor in the Rat Brain during Postnatal Development. Drug Res (Stuttg). 2015 Nov;65(11):607-13. doi: 10.1055/s-0034-1398688. Epub 2015 Mar 25. PubMed PMID: 25806822. 16: Durgan DJ, Crossland RF, Lloyd EE, Phillips SC, Bryan RM. Increased cerebrovascular sensitivity to endothelin-1 in a rat model of obstructive sleep apnea: a role for endothelin receptor B. J Cereb Blood Flow Metab. 2015 Mar;35(3):402-11. doi: 10.1038/jcbfm.2014.214. Epub 2014 Nov 26. PubMed PMID: 25425077; PubMed Central PMCID: PMC4348382. 17: Maguire JJ, Davenport AP. Endothelin@25 - new agonists, antagonists, inhibitors and emerging research frontiers: IUPHAR Review 12. Br J Pharmacol. 2014 Dec;171(24):5555-72. doi: 10.1111/bph.12874. Epub 2014 Nov 24. Review. PubMed PMID: 25131455; PubMed Central PMCID: PMC4290702. 18: Mazzuca MQ, Li W, Reslan OM, Yu P, Mata KM, Khalil RA. Downregulation of microvascular endothelial type B endothelin receptor is a central vascular mechanism in hypertensive pregnancy. Hypertension. 2014 Sep;64(3):632-43. doi: 10.1161/HYPERTENSIONAHA.114.03315. Epub 2014 Jun 9. PubMed PMID: 24914193; PubMed Central PMCID: PMC4134432. 19: Briyal S, Shepard C, Gulati A. Endothelin receptor type B agonist, IRL-1620, prevents beta amyloid (Aβ) induced oxidative stress and cognitive impairment in normal and diabetic rats. Pharmacol Biochem Behav. 2014 May;120:65-72. doi: 10.1016/j.pbb.2014.02.008. Epub 2014 Feb 20. PubMed PMID: 24561065. 20: He L, Uçeyler N, Krämer HH, Colaço MN, Lu B, Birklein F, Sommer C. Methylprednisolone prevents nerve injury-induced hyperalgesia in neprilysin knockout mice. Pain. 2014 Mar;155(3):574-80. doi: 10.1016/j.pain.2013.12.003. Epub 2013 Dec 11. PubMed PMID: 24333776.