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

CAS: 15662-33-6 Cat. No.: R275320 Molecular Weight: 493.56 EC Number: 239-732-2 PubChem CID: 11317883

GRADE & PURITY Moligand™, ≥98%

Synonyms

[(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 | 1H-Pyrrole-2-carboxylic acid, (3S,4R,4aR,6S,7S,8R,8aS,8bR,9S,9aS)-dod

Storage

Store at -20°C,Desiccated

Shipped In

Ice chest + Ice pads

Specifications

Synonyms

[(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 | 1H-Pyrrole-2-carboxylic acid, (3S, 4R, 4aR, 6S, 7S, 8R, 8aS, 8bR, 9S, 9aS)-dod

Specifications & Purity

Moligand™, ≥98%

Biochemical and Physiological Mechanisms

Alkaloid that binds with high affinity to ryanodine receptors to modulate intracellular Ca 2+ release. Has complex actions and may stimulate or inhibit Ca 2+ release, depending on the concentration used.

Storage

Store at -20°C, Desiccated

Shipped In

Ice chest + Ice pads

This product requires cold chain shipping. Ground and other economy services are not available.

Grade

Moligand™

Action Type

ACTIVATOR, CHANNEL BLOCKER

Mechanism of action

Activator of RyR1;Channel blocker of RyR1;Activator of RyR2;Channel blocker of RyR2;Activator of RyR3

Note

Wherever possible, you should prepare and use solutions on the same day. However, if you need to make up stock solutions in advance, we recommend that you store the solution as aliquots in tightly sealed vials at -20°C. Generally, these will be useable for up to one month. Before use, and prior to opening the vial we recommend that you allow your product to equilibrate to room temperature for at least 1 hour. Refer to SDS for further information. Need more advice on solubility, usage and handling? Please visit our frequently asked questions (FAQ) page for more details.

Purity

≥98%

Names and Identifiers

• 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
• 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
• InChIKey: JJSYXNQGLHBRRK-SFEDZAPPSA-N
• 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
• 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

Taxonomic Classification

Taxonomy Tree

• Kingdom Organic compounds
  • Superclass Lipids and lipid-like molecules
    • Class Prenol lipids
      • Subclass Diterpenoids

• Kingdom: Organic compounds
• Superclass: Lipids and lipid-like molecules
• Class: Prenol lipids
• Subclass: Diterpenoids
• Intermediate Tree Nodes: Not available
• Direct Parent: Diterpenoids
• Alternative Parents: Pyrrole carboxylic acids and derivatives Oxepanes Substituted pyrroles Oxanes Monosaccharides Tetrahydrofurans Tertiary alcohols Heteroaromatic compounds Secondary alcohols Carboxylic acid esters Cyclic alcohols and derivatives Hemiacetals Polyols Oxacyclic compounds Azacyclic compounds Monocarboxylic acids and derivatives Hydrocarbon derivatives Organic oxides Organonitrogen compounds Organopnictogen compounds
• Molecular Framework: Aromatic heteropolycyclic compounds
• Substituents: Diterpenoid - Ryanodane diterpenoid - Pyrrole-2-carboxylic acid or derivatives - Oxepane - Monosaccharide - Oxane - Substituted pyrrole - Cyclic alcohol - Heteroaromatic compound - Pyrrole - Tetrahydrofuran - Tertiary alcohol - Carboxylic acid ester - Hemiacetal - Secondary alcohol - Polyol - Oxacycle - Monocarboxylic acid or derivatives - Azacycle - Organoheterocyclic compound - Carboxylic acid derivative - Hydrocarbon derivative - Organooxygen compound - Organonitrogen compound - Organic oxide - Organopnictogen compound - Organic oxygen compound - Organic nitrogen compound - Alcohol - Aromatic heteropolycyclic compound
• Description: This compound belongs to the class of organic compounds known as diterpenoids. These are terpene compounds formed by four isoprene units.
• External Descriptors: alkaloid - cyclic hemiketal

Data sources

1. Djoumbou Feunang Y, Eisner R, Knox C, Chepelev L, Hastings J, Owen G, Fahy E, Steinbeck C, Subramanian S, Bolton E, Greiner R, and Wishart DS. ClassyFire: Automated Chemical Classification With A Comprehensive, Computable Taxonomy. Journal of Cheminformatics, 2016, 8:61.

DOI: 10.1186/s13321-016-0174-y

Associated Targets(Human)

RYR1 Tclin Ryanodine receptor 1 (0 Activities)

Discover Target: RYR1

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

RYR3 Tclin Ryanodine receptor 3 (0 Activities)

Discover Target: RYR3

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

RYR2 Tclin Ryanodine receptor 2 (0 Activities)

Discover Target: RYR2

Activity Type	Activity Value -log(M)	Mechanism of Action	Activity Reference	Publications (PubMed IDs)

Chemical and Physical Properties

• Solubility: Solubility：Soluble in water (slightly )；ethanol (16 mg/ml)；acetone；chloroform；ether；methanol (20 mg/ml）；and DMSO (>29 mg/ml).
• Refractive Index: 1.69 (Predicted)
• Boil Point(°C): 714.16° C at 176 mmHg (Predicted)
• Melt Point(°C): 219-220° C (dec.)
• Molecular Weight: 493.500 g/mol
• XLogP3: -0.500
• Hydrogen Bond Donor Count: 7
• Hydrogen Bond Acceptor Count: 9
• Rotatable Bond Count: 4
• Exact Mass: 493.231 Da
• Monoisotopic Mass: 493.231 Da
• Topological Polar Surface Area: 173.000 Ų
• Heavy Atom Count: 35
• Formal Charge: 0
• Complexity: 1010.000
• Isotope Atom Count: 0
• Defined Atom Stereocenter Count: 11
• Undefined Atom Stereocenter Count: 0
• Defined Bond Stereocenter Count: 0
• Undefined Bond Stereocenter Count: 0
• The total count of all stereochemical bonds: 0
• Covalently-Bonded Unit Count: 1