Click Here for 5% Off Your First Aladdin Purchase!

Ryanodine - ≥98%, high purity , CAS No.15662-33-6, Activator of RyR1;Channel blocker of RyR1;Activator of RyR2;Channel blocker of RyR2;Activator of RyR3

  • Moligand™
  • ≥98%
Item Number
R275320
Grouped product items
SKUSizeAvailabilityPrice Qty
R275320-1mg
1mg
Available within 8-12 weeks(?)
Production requires sourcing of materials. We appreciate your patience and understanding.
$633.90

Ca 2+ release modulator

Basic Description

Synonymsryanodine|15662-33-6|Ryanodin|Ryanodol, 3-(1H-pyrrole-2-carboxylate)|[(1R,2R,3S,6S,7S,9S,10R,11S,12R,13S,14R)-2,6,9,11,13,14-hexahydroxy-3,7,10-trimethyl-11-propan-2-yl-15-oxapentacyclo[7.5.1.01,6.07,13.010,14]pentadecan-12-yl] 1H-pyrrole-2-carboxylate|[(
Specifications & Purity≥98%
Storage TempStore at -20°C,Desiccated
Shipped InIce chest + Ice pads
GradeMoligand™
Action TypeACTIVATOR, CHANNEL BLOCKER
Mechanism of actionActivator of RyR1;Channel blocker of RyR1;Activator of RyR2;Channel blocker of RyR2;Activator of RyR3

Associated Targets

RYR1 Tclin Ryanodine receptor 1 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

RYR3 Tclin Ryanodine receptor 3 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

RYR2 Tclin Ryanodine receptor 2 0 Activities

Activity TypeActivity Value -log(M)Mechanism of ActionActivity ReferencePublications (PubMed IDs)

Names and Identifiers

IUPAC Name [(1R,2R,3S,6S,7S,9S,10R,11S,12R,13S,14R)-2,6,9,11,13,14-hexahydroxy-3,7,10-trimethyl-11-propan-2-yl-15-oxapentacyclo[7.5.1.01,6.07,13.010,14]pentadecan-12-yl] 1H-pyrrole-2-carboxylate
INCHI InChI=1S/C25H35NO9/c1-12(2)22(31)17(34-16(28)14-7-6-10-26-14)23(32)18(4)11-21(30)19(22,5)25(23,33)24(35-21)15(27)13(3)8-9-20(18,24)29/h6-7,10,12-13,15,17,26-27,29-33H,8-9,11H2,1-5H3/t13-,15+,17+,18-,19+,20-,21-,22+,23+,24+,25+/m0/s1
InChi Key JJSYXNQGLHBRRK-SFEDZAPPSA-N
Canonical SMILES CC1CCC2(C3(CC4(C5(C(C(C3(C5(C2(C1O)O4)O)O)OC(=O)C6=CC=CN6)(C(C)C)O)C)O)C)O
Isomeric SMILES C[C@H]1CC[C@@]2([C@@]3(C[C@]4([C@@]5([C@]([C@H]([C@@]3([C@]5([C@]2([C@@H]1O)O4)O)O)OC(=O)C6=CC=CN6)(C(C)C)O)C)O)C)O
PubChem CID 11317883
Molecular Weight 493.56

Certificates

Certificate of Analysis(COA)

Enter Lot Number to search for COA:

To view the certificate results,please click on a Lot number.For Lot numbers from past orders,please use our order status section

5 results found

Lot NumberCertificate TypeDateItem
A2417661Certificate of AnalysisJan 05, 2024 R275320
A2417662Certificate of AnalysisJan 05, 2024 R275320
F2308803Certificate of AnalysisMay 05, 2023 R275320
F2308804Certificate of AnalysisMay 05, 2023 R275320
A2305710Certificate of AnalysisDec 09, 2022 R275320

Chemical and Physical Properties

SolubilitySolubility:Soluble in water (slightly );ethanol (16 mg/ml);acetone;chloroform;ether;methanol (20 mg/ml);and DMSO (>29 mg/ml).
Refractive Index1.69 (Predicted)
Boil Point(°C)714.16° C at 176 mmHg (Predicted)
Melt Point(°C)219-220° C (dec.)

Safety and Hazards(GHS)

Pictogram(s) GHS09,   GHS07
Signal Warning
Hazard Statements

H302:Harmful if swallowed

H312:Harmful in contact with skin

H400:Very toxic to aquatic life

H410:Very toxic to aquatic life with long lasting effects

Precautionary Statements

P273:Avoid release to the environment.

P280:Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352:IF ON SKIN: wash with plenty of water.

P321:Specific treatment (see ... on this label).

P501:Dispose of contents/container to ...

P264:Wash hands [and …] thoroughly after handling.

P270:Do not eat, drink or smoke when using this product.

P362+P364:Take off contaminated clothing and wash it before reuse.

P391:Collect spillage.

P330:Rinse mouth.

P301+P317:IF SWALLOWED: Get medical help.

P317:Get emergency medical help.

Related Documents

References

1. Bruzzone S, Bodrato N, Usai C, Guida L, Moreschi I, Nano R, Antonioli B, Fruscione F, Magnone M, Scarfì S et al..  (2008)  Abscisic acid is an endogenous stimulator of insulin release from human pancreatic islets with cyclic ADP ribose as second messenger..  J Biol Chem,  283  (47): (32188-97).  [PMID:18784081]
2. Grigoryan G et al..  (2014)  Stress impairs synaptic plasticity in triple-transgenic Alzheimer's disease mice: rescue by ryanodine..  Neurodegener Dis,  13  (2-3): (135-8).  [PMID:24008840]
3. Collin T et al..  (2009)  Activation of metabotropic glutamate receptors induces periodic burst firing and concomitant cytosolic Ca2+ oscillations in cerebellar interneurons..  J Neurosci,  29  (29): (9281-91).  [PMID:19625518]
4. Pantazaka E et al..  (2013)  Ca(2+) signals evoked by histamine H1 receptors are attenuated by activation of prostaglandin EP2 and EP4 receptors in human aortic smooth muscle cells..  Br J Pharmacol,  169  (7): (1624-34).  [PMID:23638853]
5. Mukherjee S et al..  (2013)  Ca2+ oscillations, Ca2+ sensitization, and contraction activated by protein kinase C in small airway smooth muscle..  J Gen Physiol,  141  (2): (165-78).  [PMID:23359281]
6. Harari E et al..  (2018)  Direct Targeting of the mTOR (Mammalian Target of Rapamycin) Kinase Improves Endothelial Permeability in Drug-Eluting Stents-Brief Report..  Arterioscler Thromb Vasc Biol,  38  (9): (2217-2224).  [PMID:30026269]
7. Bhattacharya S et al..  (2012)  Distinct contributions by ionotropic purinoceptor subtypes to ATP-evoked calcium signals in mouse parotid acinar cells..  J Physiol,  590  (Pt 11): (2721-37).  [PMID:22451435]
8. Baker SA et al..  (2013)  Distribution and Ca(2+) signalling of fibroblast-like (PDGFR(+)) cells in the murine gastric fundus..  J Physiol,  591  (Pt 24): (6193-208).  [PMID:24144881]
9. Heise N et al..  (2011)  Effect of dexamethasone on Na+/Ca2+ exchanger in dendritic cells..  Am J Physiol Cell Physiol,  300  (6): (C1306-13).  [PMID:21307349]
10. Dixon RE et al..  (2011)  Electrical slow waves in the mouse oviduct are dependent on extracellular and intracellular calcium sources..  Am J Physiol Cell Physiol,  301  (6): (C1458-69).  [PMID:21881003]
11. Westcott EB et al..  (2012)  Function and expression of ryanodine receptors and inositol 1,4,5-trisphosphate receptors in smooth muscle cells of murine feed arteries and arterioles..  J Physiol,  590  (Pt 8): (1849-69).  [PMID:22331418]
12. McNally JM et al..  (2014)  Functional ryanodine receptors in the membranes of neurohypophysial secretory granules..  J Gen Physiol,  143  (6): (693-702).  [PMID:24863930]
13. Doengi M et al..  (2009)  GABA uptake-dependent Ca(2+) signaling in developing olfactory bulb astrocytes..  Proc Natl Acad Sci U S A,  106  (41): (17570-5).  [PMID:19805126]
14. Feng W et al..  (2010)  Green tea catechins are potent sensitizers of ryanodine receptor type 1 (RyR1)..  Biochem Pharmacol,  80  (4): (512-21).  [PMID:20471964]
15. Westcott EB & Jackson WF.  (2011)  Heterogeneous function of ryanodine receptors, but not IP3 receptors, in hamster cremaster muscle feed arteries and arterioles..  Am J Physiol Heart Circ Physiol,  300  (5): (H1616-30).  [PMID:21357503]
16. Ressmeyer AR et al..  (2010)  Human airway contraction and formoterol-induced relaxation is determined by Ca2+ oscillations and Ca2+ sensitivity..  Am J Respir Cell Mol Biol,  43  (2): (179-91).  [PMID:19767449]
17. Mukherjee S et al..  (2014)  Insights into the gating mechanism of the ryanodine-modified human cardiac Ca2+-release channel (ryanodine receptor 2)..  Mol Pharmacol,  86  (3): (318-29).  [PMID:25002270]
18. Castro-Piedras I & Perez-Zoghbi JF.  (2013)  Hydrogen sulphide inhibits Ca2+ release through InsP3 receptors and relaxes airway smooth muscle..  J Physiol,  591  (Pt 23): (5999-6015).  [PMID:24144878]
19. Ruiz A et al..  (2010)  Intracellular Ca2+ release through ryanodine receptors contributes to AMPA receptor-mediated mitochondrial dysfunction and ER stress in oligodendrocytes..  Cell Death Dis,  (e54).  [PMID:21364659]
20. Luo R et al..  (2019)  Impaired calcium homeostasis via advanced glycation end products promotes apoptosis through endoplasmic reticulum stress in human nucleus pulposus cells and exacerbates intervertebral disc degeneration in rats..  FEBS J,  286  (21): (4356-4373).  [PMID:31230413]
21. Sahu G et al..  (2019)  Junctophilin Proteins Tether a Cav1-RyR2-KCa3.1 Tripartite Complex to Regulate Neuronal Excitability..  Cell Rep,  28  (9): (2427-2442.e6).  [PMID:31461656]
22. King CM et al..  (2020)  Local Resting Ca2+ Controls the Scale of Astroglial Ca2+ Signals..  Cell Rep,  30  (10): (3466-3477.e4).  [PMID:32160550]
23. López-Sanjurjo CI et al..  (2013)  Lysosomes shape Ins(1,4,5)P3-evoked Ca2+ signals by selectively sequestering Ca2+ released from the endoplasmic reticulum..  J Cell Sci,  126  (Pt 1): (289-300).  [PMID:23097044]
24. Kyle BD et al..  (2013)  Mechanisms underlying activation of transient BK current in rabbit urethral smooth muscle cells and its modulation by IP3-generating agonists..  Am J Physiol Cell Physiol,  305  (6): (C609-22).  [PMID:23804200]
25. Guerra-Álvarez M et al..  (2015)  Positive allosteric modulation of alpha-7 nicotinic receptors promotes cell death by inducing Ca(2+) release from the endoplasmic reticulum..  J Neurochem,  133  (3): (309-19).  [PMID:25650007]
26. Govindan S & Taylor CW.  (2012)  P2Y receptor subtypes evoke different Ca2+ signals in cultured aortic smooth muscle cells..  Purinergic Signal,  (4): (763-77).  [PMID:22767215]
27. Touchberry CD et al..  (2010)  Phosphatidylinositol 3,5-bisphosphate (PI(3,5)P2) potentiates cardiac contractility via activation of the ryanodine receptor..  J Biol Chem,  285  (51): (40312-21).  [PMID:20947503]
28. Silswal N et al..  (2011)  Phosphatidylinositol 3,5-bisphosphate increases intracellular free Ca2+ in arterial smooth muscle cells and elicits vasocontraction..  Am J Physiol Heart Circ Physiol,  300  (6): (H2016-26).  [PMID:21421826]
29. Wang M et al..  (2018)  Regulation of Spontaneous Contractions in Intact Rat Bladder Strips and the Effects of Hydrogen Peroxide..  Biomed Res Int,  2018  (2925985).  [PMID:29511675]
30. Kur J et al..  (2014)  Role of ion channels and subcellular Ca2+ signaling in arachidonic acid-induced dilation of pressurized retinal arterioles..  Invest Ophthalmol Vis Sci,  55  (5): (2893-902).  [PMID:24699382]
31. Chen T et al..  (2019)  ROS-Mediated Mitochondrial Dysfunction and ER Stress Contribute to Compression-Induced Neuronal Injury..  Neuroscience,  416  (268-280).  [PMID:31425734]
32. Tykocki NR et al..  (2013)  Ryanodine receptors are uncoupled from contraction in rat vena cava..  Cell Calcium,  53  (2): (112-9).  [PMID:23177664]
33. Grigoryan G et al..  (2012)  Selective facilitation of LTP in the ventral hippocampus by calcium stores..  Hippocampus,  22  (7): (1635-44).  [PMID:22271636]
34. Seo MD et al..  (2012)  Structural and functional conservation of key domains in InsP3 and ryanodine receptors..  Nature,  483  (7387): (108-12).  [PMID:22286060]
35. des Georges A et al..  (2016)  Structural Basis for Gating and Activation of RyR1..  Cell,  167  (145-157.e17).  [PMID:27662087]
36. Garrity AG et al..  (2016)  The endoplasmic reticulum, not the pH gradient, drives calcium refilling of lysosomes..  Elife,    [PMID:27213518]

Solution Calculators