PeptideDB

Ryanodine 15662-33-6

Ryanodine 15662-33-6

CAS No.: 15662-33-6

Ryanodine is a cell-penetrating/penetrable ryanodine receptor modulator. Depending on its concentration, Ryanodine can s
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This product is for research use only, not for human use. We do not sell to patients.

Ryanodine is a cell-penetrating/penetrable ryanodine receptor modulator. Depending on its concentration, Ryanodine can stimulate or inhibit Ryanodine-mediated Ca2+ release. Toxic diterpenes found in Ryania speciosa.

Physicochemical Properties


Molecular Formula C25H35NO9
Molecular Weight 493.54700
Exact Mass 493.231
CAS # 15662-33-6
PubChem CID 11317883
Appearance White to off-white solid powder
Density 1.6±0.1 g/cm3
Boiling Point 714.2±60.0 °C at 760 mmHg
Flash Point 385.7±32.9 °C
Vapour Pressure 0.0±2.4 mmHg at 25°C
Index of Refraction 1.685
LogP 3.86
Hydrogen Bond Donor Count 7
Hydrogen Bond Acceptor Count 9
Rotatable Bond Count 4
Heavy Atom Count 35
Complexity 1010
Defined Atom Stereocenter Count 11
SMILES

O[C@@]1([C@@]([C@@]2(O)O3)4C)[C@@]35[C@](O)(CC[C@H](C)[C@H]5O)[C@@](C2)(C)[C@@]1([C@H](OC(C6=CC=CN6)=O)[C@]4(O)C(C)C)O

InChi Key JJSYXNQGLHBRRK-SFEDZAPPSA-N
InChi Code

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
Chemical 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
HS Tariff Code 2934.99.9001
Storage

Powder-20°C 3 years

4°C 2 years

In solvent -80°C 6 months

-20°C 1 month

Shipping Condition Room temperature (This product is stable at ambient temperature for a few days during ordinary shipping and time spent in Customs)

Biological Activity


ln Vivo In a dose-related manner, ryanodine (100-5000 nM, 30-120 minutes) irreversibly suppresses both slow- and fast-twitch twitching as well as tonic tone [1]. Ryanodine generates frightening, slowly developing respiratory contractions at a dose of 250 nM, which cannot be stopped by 5 mM Co2+[1].
References

[1]. Ryanodine activation and inhibition of the Ca2+ release channel of sarcoplasmic reticulum. J Biol Chem. 1986 May 15;261(14):6300-6.

[2]. The action of ryanodine on rat fast and slow intact skeletal muscles. J Physiol. 1989 Jul;414:399-413.

Additional Infomation Ryanodine is an insecticide alkaloid isolated from South American plant Ryania speciosa. It has a role as a ryanodine receptor modulator and a phytogenic insecticide. It is an alkaloid and a cyclic hemiketal.
Ryanodine has been reported in Brassica napus and Ryania speciosa with data available.
A methylpyrrole-carboxylate from RYANIA that disrupts the RYANODINE RECEPTOR CALCIUM RELEASE CHANNEL to modify CALCIUM release from SARCOPLASMIC RETICULUM resulting in alteration of MUSCLE CONTRACTION. It was previously used in INSECTICIDES. It is used experimentally in conjunction with THAPSIGARGIN and other inhibitors of CALCIUM ATPASE uptake of calcium into SARCOPLASMIC RETICULUM.

Solubility Data


Solubility (In Vitro) DMSO : ~50 mg/mL (~101.31 mM)
Solubility (In Vivo) Solubility in Formulation 1: ≥ 1.25 mg/mL (2.53 mM) (saturation unknown) in 10% DMSO + 40% PEG300 + 5% Tween80 + 45% Saline (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 12.5 mg/mL clear DMSO stock solution to 400 μL PEG300 and mix evenly; then add 50 μL Tween-80 to the above solution and mix evenly; then add 450 μL normal saline to adjust the volume to 1 mL.
Preparation of saline: Dissolve 0.9 g of sodium chloride in 100 mL ddH₂ O to obtain a clear solution.

Solubility in Formulation 2: ≥ 1.25 mg/mL (2.53 mM) (saturation unknown) in 10% DMSO + 90% (20% SBE-β-CD in Saline) (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 12.5 mg/mL clear DMSO stock solution to 900 μL of 20% SBE-β-CD physiological saline solution and mix evenly.
Preparation of 20% SBE-β-CD in Saline (4°C,1 week): Dissolve 2 g SBE-β-CD in 10 mL saline to obtain a clear solution.

Solubility in Formulation 3: ≥ 1.25 mg/mL (2.53 mM) (saturation unknown) in 10% DMSO + 90% Corn Oil (add these co-solvents sequentially from left to right, and one by one), clear solution.
For example, if 1 mL of working solution is to be prepared, you can add 100 μL of 12.5 mg/mL clear DMSO stock solution to 900 μL of corn oil and mix evenly.

 (Please use freshly prepared in vivo formulations for optimal results.)
Preparing Stock Solutions 1 mg 5 mg 10 mg
1 mM 2.0261 mL 10.1307 mL 20.2614 mL
5 mM 0.4052 mL 2.0261 mL 4.0523 mL
10 mM 0.2026 mL 1.0131 mL 2.0261 mL
*Note: Please select an appropriate solvent for the preparation of stock solution based on your experiment needs. For most products, DMSO can be used for preparing stock solutions (e.g. 5 mM, 10 mM, or 20 mM concentration); some products with high aqueous solubility may be dissolved in water directly. Solubility information is available at the above Solubility Data section. Once the stock solution is prepared, aliquot it to routine usage volumes and store at -20°C or -80°C. Avoid repeated freeze and thaw cycles.