Ryanodine CAS: 15662-33-6
MF: C25H35NO9
MW: 493.55
A potent modulator of Ryanodine receptor activity.

Ryanodine (CAS 15662-33-6)

Ryanodine | CAS 15662-33-6 is rated 4.5 out of 5 by 2.
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Alternate Names: 3-(1H-pyrrole-2-carboxylate); Ryanadol
Application: Ryanodine is a potent modulator of Ryanodine receptor activity
CAS Number: 15662-33-6
Purity: ≥98%
Molecular Weight: 493.55
Molecular Formula: C25H35NO9
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
* Refer to Certificate of Analysis for lot specific data (including water content).
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Ryanodine is a complex alkaloid natural product and prototypic binder of the Ryanodine Ca2+ channel receptors. Ryanodine receptors regulate intracellular movement of Ca2+, and the storage and release of Ca2+ from the sarcoplasmic reticulum by these receptors has an important role in muscular excitation and contraction. Endogenous regulators of Ca2+ release at the Ryanodine receptors require the presence of Ca2+ for activation of the channels, in an event known as Ca2+-induced Ca2+ release. Ryanodine shows very strong and functionally variable binding on these receptors, with a profoundly deleterious effect on the natural flow of Ca2+ through the channels. Micromolar concentratrions of Ryanodine have been shown to shut down the channels completely, blocking any flux of ions. At lower nanomolar concentrations, Ryanodine locks the channels in a partially open state, leading to depletion of the Ca2+ gradient essential for normal regulation. The toxic effects of Ryanodine are produced by destroying the natural control of Ca2+ release from these receptors. Though originally identified through its toxicity to organisms, Ryanodine has proven an invaluable tool in elucidation of Ca2+ release and its relationship to excitation and contraction of cells.


References

1. Rogers, E.F., et al. 1948. J. Am. Chem. Soc. 70: 3086-3088. PMID: 18882544
2. Fabiato, A. 1983. Am. J. Physiol. 245: C1-14. PMID: 6346892
3. McPherson, P.S., et al. 1991. Neuron. 7: 17-25. PMID: 1648939
4. McPherson, P.S., et al. 1993. J. Biol. Chem. 268: 13765-13768. PMID: 8390976
5. Vites, A.M., et al. 1994. J. Pharmacol. Exp. Ther. 268: 1476-1484. PMID: 7511166
6. Zucchi, R., et al. 1997. Pharmacol. Rev. 49: 1-51. PMID: 9085308
7. Xu, L., et al. 1998. Ann. N.Y. Acad. Sci. 853: 130-148. PMID: 10603942
8. Xu, L. and Meissner, G. 2004. Biophys. J. 86: 797-804. PMID: 14747315

Physical State :
Solid
Derived From :
Ryania speciosa, Flacourtiaceae
Solubility :
Soluble in water (slightly ), ethanol (16 mg/ml), acetone, chloroform, ether, methanol (20 mg/ml), and DMSO (>29 mg/ml).
Storage :
Store at room temperature
Melting Point :
219-220° C (dec.)
Boiling Point :
714.16° C at 176 mmHg (Predicted)
Density :
1.56 g/cm3 (Predicted)
Refractive Index :
n20D 1.69 (Predicted)
IC50 :
Ca2+ release from sarcoplasmic reticulum: IC50 = 10 nM ( skeletal); Ca2+ release from sarcoplasmic reticulum: IC50 = 2.8 nM ( cardiac muscle)
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
VM4025000
PubChem CID :
Merck Index :
14: 8307
MDL Number :
MFCD00151119
EC Number :
239-732-2
Beilstein Registry :
6079034
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

Download SDS (MSDS)

Certificate of Analysis

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Ryanodine (CAS 15662-33-6)  Product Citations

See how others have used Ryanodine (CAS 15662-33-6). Click on the entry to view the PubMed entry .

Citations 1 to 10 of 15 total

PMID: # 31001087  Cabrera Zapata, LE.|Bollo, M.|Cambiasso, MJ.| et al. 2019. Front Cell Neurosci. 13: 122.

PMID: # 29754802  Klatt Shaw, D.|Gunther, D.|Jurynec, MJ.|Chagovetz, AA.|Ritchie, E.|Grunwald, DJ.| et al. 2018. Dev. Cell. 45: 512-525.e5.

PMID: # 29588343  King, JR.|Ullah, A.|Bak, E.|Jafri, MS.|Kabbani, N.| et al. 2018. Mol Pharmacol. 93: 601-611.

PMID: # 29968804  Schneider, C.|Gebhardt, L.|Arndt, S.|Karrer, S.|Zimmermann, JL.|Fischer, MJM.|Bosserhoff, AK.| et al. 2018. Sci Rep. 8: 10048.

PMID: # 29768467  King, JR.|Kabbani, N.| et al. 2018. PLoS ONE. 13: e0197247.

PMID: # 27864646  Yan, X. et al. 2017. Lasers Med Sci. 32: 169-180.

PMID: # 25263449  Andruska, N. et al. 2015. Oncogene. 34: 3760-9.

PMID: # 25875358  Fischer, MJ. et al. 2015. PloS one. 10: e0123762.

PMID: # 24924916  Park, HK. et al. 2014. Molecular cancer. 13: 148.

PMID: # 23660501  Dong, H. et al. 2013. American journal of physiology. Gastrointestinal and liver physiology. 305: G129-38.

Citations 1 to 10 of 15 total
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Rated 4 out of 5 by from Buon funzionamento Ho comprato questoa rticolo la scorsa settimana, lo uso da diverso tempo e sono soddisfatto
Date published: 2021-06-17
Rated 5 out of 5 by from Ryanodine Ryanodine, a complex alkaloid, has been reported in various publications to be a prototypic binder of the Ryanodine Calcium channel receptors. Upon binding, it shuts down channels (dose dependent manner), leading to toxic downstream effects. -SCBT Publication Review
Date published: 2015-02-09
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