106821-51-6

Basic information

• Product Name: 3,4,6,7,8a,8b,9a-heptahydroxy-3-(hydroxymethyl)-6a,9-dimethyl-7-(propan-2-yl)dodecahydro-6,9-methanobenzo[1,2]pentaleno[1,6-bc]furan-8-yl 1H-pyrrole-2-carboxylate
• Synonyms: Ryanodol, 9,21-dihydroxy-, 3-(1H-pyrrole-2-carboxylate), (9α)- (9CI)
• CAS NO: 106821-51-6
• Molecular Formula: C₂₅H₃₅NO₁₁
• Molecular Weight: 525.5455
• Mol File: 106821-51-6.mol

Chemical Properties

• Boiling Point: 780.1°C at 760 mmHg
• Flash Point: 425.6°C
• Density: 1.68g/cm³
• Vapor Pressure: 1.28E-25mmHg at 25°C
• Refractive Index: 1.725
• CAS DataBase Reference: 3,4,6,7,8a,8b,9a-heptahydroxy-3-(hydroxymethyl)-6a,9-dimethyl-7-(propan-2-yl)dodecahydro-6,9-methanobenzo[1,2]pentaleno[1,6-bc]furan-8-yl 1H-pyrrole-2-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: 3,4,6,7,8a,8b,9a-heptahydroxy-3-(hydroxymethyl)-6a,9-dimethyl-7-(propan-2-yl)dodecahydro-6,9-methanobenzo[1,2]pentaleno[1,6-bc]furan-8-yl 1H-pyrrole-2-carboxylate(106821-51-6)
• EPA Substance Registry System: 3,4,6,7,8a,8b,9a-heptahydroxy-3-(hydroxymethyl)-6a,9-dimethyl-7-(propan-2-yl)dodecahydro-6,9-methanobenzo[1,2]pentaleno[1,6-bc]furan-8-yl 1H-pyrrole-2-carboxylate(106821-51-6)

Safety Data

• Hazardous Substances Data: 106821-51-6(Hazardous Substances Data)

Upstream product

• 94513-55-0 Dehydroryanodine 

Relevant articles and documents

Ryanodine action at calcium release channels. 2. Relation to substituents of the cyclohexane ring

Ryanodine (1) and dehydroryanodine (2) are equipotent probes for the ryanodine receptor (ryr) of calcium release channels and differ only in 9(eq)-methyl for 1 and 9,21-methylene for 2. Ryanoids 1 and 2 are used here to prepare novel modifications of the

Structural Aspects of Ryanodine Action and Selectivity

The topography and toxicological relevance of the Ca2+-ryanodine receptor complex are evaluated with ryanodine and two natural analogues (9,21-didehydro and the new 18-hydroxy), 13 ryanoid derivatives (prepared from ryanodine and didehydroryanodine by functionalizing the available pyrrole, olefin, and hydroxyl substituents), and four degradation products.The potency of ryanoids at the skeletal muscle sarcoplasmic reticulum specific binding site generally parallels their toxicity to mice, supporting the toxicological relevance of the Ca2+-ryanodine receptor.The optimal receptor potency of ryanodine and didehydroryanodine is reduced 3-14-fold by hydroxylation at an isopropyl methyl substituent, epimerization at C9, oxidation or acetylation of the C10-hydroxyl, or epoxidation at the 9,21-position; other ryanoids are less active.Ryanodol and didehydroryanodol, in contrast to ryanodine and didehydroryanodine, have low toxicity to mice and little activity at the mammalian receptor, yet they are potent knockdown agents for injected houseflies or cockroaches, suggesting a possible difference in the target sites of mammals and insects.