62394-04-1

Basic information

• Product Name: 3-Deoxyryanodol
• Synonyms: 3-Deoxyryanodol;Cinnzeylanol;Cinnzeylal
• CAS NO: 62394-04-1
• Molecular Formula: C20H32O7
• Molecular Weight: 384.466
• Mol File: 62394-04-1.mol
• Article Data: 2

Chemical Properties

• Boiling Point: 575.8 °C at 760 mmHg
• Flash Point: 302 °C
• Appearance: /
• Density: 1.48 g/cm³
• Vapor Pressure: 1.18E-15mmHg at 25°C
• Refractive Index: 1.658
• CAS DataBase Reference: 3-Deoxyryanodol(CAS DataBase Reference)
• NIST Chemistry Reference: 3-Deoxyryanodol(62394-04-1)
• EPA Substance Registry System: 3-Deoxyryanodol(62394-04-1)

Safety Data

• Hazardous Substances Data: 62394-04-1(Hazardous Substances Data)

Usage

General Description

3-Deoxyryanodol is a chemical compound that is a derivative of the natural product ryanodine. It is known for its potent insecticidal and anti-feeding properties, making it a potential candidate for use in agricultural pest control. 3-Deoxyryanodol has been found to selectively target certain types of insects while having minimal impact on non-target species, making it an environmentally friendly option for pest management. Its mode of action involves disrupting the calcium signaling pathways in insects, leading to paralysis and death. Research into the potential applications of 3-Deoxyryanodol in agriculture is ongoing, with the aim of developing effective and sustainable pest control solutions.

InChI:InChI=1/C20H32O7/c1-10(2)15(22)9-17(24)13(4)8-18(25)14(15,5)20(17,26)19(27-18)12(21)11(3)6-7-16(13,19)23/h10-12,21-26H,6-9H2,1-5H3/t11?,12-,13?,14?,15+,16?,17?,18?,19-,20?/m1/s1

Upstream product

• 150617-72-4 C₂₀H₃₀O₆ 
• 4889-37-6 (+)-anhydroryanodol 
• 65230-04-8 Dihydrobisanhydroryanolol 
• 188299-45-8 1,2-epoxyanhydrocinnzeylanol 
• 62203-47-8 Cinnzeylanine 

Downstream Products

• 65230-04-8 Dihydrobisanhydroryanolol 
• 62394-05-2 anhydrocinnzeylanine 

Relevant articles and documents

Ryanoids and related compounds. Identification of five new ryanoids from the plant Ryania speciosa Vahl. Formal total syntheses of 3-deoxyryanodol (cinnzeylanol), 10-O-acetyl-3-deoxyryanodol (cinnzeylanine), 2-deoxyryanodol, 2-deoxy-2-epiryanodol, 2,3-dideoxy-2,3-dihydroryanodol, 2-deoxy-3-epiryanodol, and 2-deoxy-3-epiryanodine

In the course of a preliminary investigation on the relationships between the chemical structure of ryanoids and their affinity to the ryanodine binding site, we have isolated, from the plant Ryania speciosa Vahl, four new members of this family of natural insecticidal compounds (ryanoids 3, 4, 5, and 6) and corrected the reported structure of a fifth one (ryanoid 7). In addition, we have synthesized, from anhydroryanodol (10), new members of this family having fewer hydroxyl groups in ring A: cinnzeylanol (14) and cinnzeylanine (15), 2,3-dideoxy-2,3-dihydroryanodol (16), 2-deoxy-3-epiryanodol (18), and 2-deoxy-3-epiryanodine (19), 2-deoxyryanodol (20), and 2-deoxy-2-epiryanodol (21). In the course of a preliminary investigation on the relationships between the chemical structure of *ryanoids and their affinity to the ryanodine binding site, we have isolated, from the plant Ryania speciosa Vahl, four new members of this family of natural insecticidal compounds (*ryanoids 3, 4, 5, and 6) and corrected the reported structure of a fifth one (ryanoid 7). In addition, we have synthesized, from anhydroryanodol (10), new members of this family having fewer hydroxyl groups in ring A: cinnzeylanol (14) and cinnzeylanine (15), 2,3-dideoxy-2,3-dihydroryanodol (16), 2-deoxy-3-epiryanodol (18), and 2-deoxy-3-epiryanodine (19), 2-deoxyryanodol (20), and 2-deoxy-2-epiryanodol (21).