139066-84-5

Basic information

• Product Name: (1S,3S,6S,8R,10S,13R,14R,16R)-3,6,8,14,16-Pentahydroxy-5,5,14-trimethyl-9-methylene-tricyclo[11.2.1.0^1,10]hexadecan-4-one
• CAS NO: 139066-84-5
• Molecular Weight: 368.47
• Mol File: 139066-84-5.mol

Chemical Properties

• CAS DataBase Reference: (1S,3S,6S,8R,10S,13R,14R,16R)-3,6,8,14,16-Pentahydroxy-5,5,14-trimethyl-9-methylene-tricyclo[11.2.1.0^1,10]hexadecan-4-one(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,3S,6S,8R,10S,13R,14R,16R)-3,6,8,14,16-Pentahydroxy-5,5,14-trimethyl-9-methylene-tricyclo[11.2.1.0^1,10]hexadecan-4-one(139066-84-5)
• EPA Substance Registry System: (1S,3S,6S,8R,10S,13R,14R,16R)-3,6,8,14,16-Pentahydroxy-5,5,14-trimethyl-9-methylene-tricyclo[11.2.1.0^1,10]hexadecan-4-one(139066-84-5)

Safety Data

• Hazardous Substances Data: 139066-84-5(Hazardous Substances Data)

Upstream product

• 4678-44-8 Grayanotoxin-II 
• 96829-64-0 Δ¹⁽¹⁰⁾-1,5-seco-grayanotoxin 

Relevant articles and documents

Synthesis of the Diterpenoid Grayanol B from Grayanotoxin II

Treatment of grayanotoxin II (1) with thallium(III) acetate in acetic acid at room temperature, followed by alkaline hydrolysis, yields grayanol B (3b).

Transformation of Grayanotoxin III to the 1,5-seco-Grayanotoxin Derivative, Grayanol B

Treatment of grayanotoxin (G) III with pyruvic acid in methanol gave the Δ1(10)-1,5-seco-G derivative.Photo-sensitized oxygenation of Δ1(10)-1,5-seco-G under UV light irradiation in methanol gave the 1(S)-perhydroxy- and 1(S)-hydroxy-1,5-seco-G derivatives.The IR and NMR data for Δ1(10)-1(S)-hydroxy-1,5-seco-G were identical with those of natural grayanol B described in the literature.