Structure via PubChem · Public domain (PubChem)
ryanodine
Sign in to saveRyanodine is a poisonous diterpenoid found in the South American plant Ryania speciosa (Salicaceae). It was originally used as an insecticide.
Chemical data
- Formula
- C25H35NO9
- Molecular weight
- 493.5 g/mol
- 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
- 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
- InChIKey
- JJSYXNQGLHBRRK-SFEDZAPPSA-N
- XLogP
- -0.5
- Polar surface area
- 173 Ų
- H-bond donors
- 7
- H-bond acceptors
- 9
- Formal charge
- 0
via PubChem
Research
13,864 papers- Ryanodine Receptors for Drugs and Insecticides: An Overview.Mini reviews in medicinal chemistry · 2019
- Role of ryanodine receptors.Critical reviews in biochemistry and molecular biology · 1994
- Cardiac ryanodine receptors: is a severe loss-of-function not so severe after all?Europace : European pacing, arrhythmias, and cardiac electrophysiology : journal of the working groups on cardiac pacing, arrhythmias, and cardiac cellular electrophysiology of the European Society of Cardiology · 2022
- Ryanodine-sensitive Ca2+ release mechanism in non-excitable cells (Review).International journal of molecular medicine · 2001
- Subcellular localization and transcriptional regulation of brain ryanodine receptors. Functional implications.Cell calcium · 2023
via PubMed
Wikidata facts
- Mass
- 493.2311817
Show 6 more facts
- 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)c6ccc[nH]6)(C(C)C)O)C)O)C)O
- chemical formula
- C₂₅H₃₅NO₉
- found in taxon
- Ryania speciosa
- canonical SMILES
- O=C(OC1C(O)(C(C)C)C2(C)C3(O)OC45C(O)C(C)CCC4(O)C(C)(C3)C1(O)C52O)C6=CC=CN6
- Commons category
- Ryanodine
- physically interacts with
- ryanodine receptor
Sources (1)
via Wikidata · CC0
~1 min read
Encyclopedic overview
3 sectionsContents
- See also
- References
- Further reading
Ryanodine is a poisonous diterpenoid found in the South American plant Ryania speciosa (Salicaceae). It was originally used as an insecticide.
The compound has extremely high affinity to the open-form ryanodine receptor, a group of calcium channels found in skeletal muscle, smooth muscle, and heart muscle cells. It binds with such high affinity to the receptor that it was used as a label for the first purification of that class of ion channels and gave its name to it.
Excerpted from Wikipedia’s “ryanodine” article, available under the CC BY-SA 4.0 licence.