4678-45-9

Basic information

• Product Name: GRAYANOTOXIN III
• Synonyms: 4,8-tetramethyl-,(2s,3as,4r,4ar,7r,8r,9as,11r,11ar,12r)-1;6,10,14,16-hexol,(3-beta,6-beta,14r)-grayanotoxane-5;andromedol;deacetylandromedotoxin;deacylasebotoxini;GRAYANOTOXIN 3.1/2 ETHYL ACETATE ADDUCT;GRAYANOTOXIN III;GRAYANOTOXIN III HEMI(ETHYL ACETATE) ADDUCT
• CAS NO: 4678-45-9
• Molecular Formula: C20H34O6
• Molecular Weight: 370.48
• Product Categories: Monovalent Ion Channels;Other Sodium Channel Modulators;Sodium Channel Modulators
• Mol File: 4678-45-9.mol

Chemical Properties

• Melting Point: 218 °C (decomp)
• Boiling Point: 552.6°C at 760 mmHg
• Flash Point: 250.9°C
• Appearance: /
• Density: 1.36g/cm³
• Vapor Pressure: 1.63E-14mmHg at 25°C
• Refractive Index: 1.619
• Storage Temp.: 2-8°C
• PKA: 13.79±0.70(Predicted)
• CAS DataBase Reference: GRAYANOTOXIN III(CAS DataBase Reference)
• NIST Chemistry Reference: GRAYANOTOXIN III(4678-45-9)
• EPA Substance Registry System: GRAYANOTOXIN III(4678-45-9)

Safety Data

• Hazard Codes: T
• Statements: 23/24/25-36/38
• Safety Statements: 22-26-36/37/39-45
• RIDADR: UN 2811 6.1/PG 3
• WGK Germany: 3
• RTECS: PB9190000
• HazardClass: 6.1(a)
• PackingGroup: I
• Hazardous Substances Data: 4678-45-9(Hazardous Substances Data)

Usage

Hazard

A poison

InChI:InChI=1/C20H34O6/c1-16(2)13(21)7-12-18(4,25)11-6-5-10-15(23)19(11,9-17(10,3)24)8-14(22)20(12,16)26/h10-15,21-26H,5-9H2,1-4H3/t10?,11-,12-,13-,14+,15?,17+,18+,19-,20-/m0/s1

Upstream product

• 84893-93-6 Pieristoxin I 
• 4619-00-5 (3aR)-2c,4t,8t,11c,11ac-Pentahydroxy-12anti-acetoxy-1,1,4c,8-tetramethyl-(3arH,4acH)-tetradecahydro-7t,9at-methano-cyclopenta[b]heptalen 
• 160714-33-0 C₃₀H₅₀O₁₁ 
• 1027201-63-3 ((1R,2R,5R,6R,8R)-2-{(R)-1-[(1S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,3-dimethyl-2-oxo-cyclopentyl]-1-methoxymethoxy-ethyl}-6,8-bis-methoxymethoxy-6-methyl-bicyclo[3.2.1]oct-1-yl)-acetaldehyde 
• 1027224-66-3 ((1R,2R,5R,6R,8R)-2-{(R)-1-[(1S,4S)-4-(tert-Butyl-dimethyl-silanyloxy)-3,3-dimethyl-2-oxo-cyclopentyl]-1-hydroxy-ethyl}-6,8-bis-methoxymethoxy-6-methyl-bicyclo[3.2.1]oct-1-yl)-acetaldehyde 
• 160714-31-8 (1R,3S,5S)-3-(tert-Butyl-dimethyl-silanyloxy)-5-{1-[(1S,2S,5R,6R,8R)-1-(2-hydroxy-ethyl)-6,8-bis-methoxymethoxy-6-methyl-bicyclo[3.2.1]oct-2-yl]-vinyl}-2,2-dimethyl-cyclopentanol 
• 136063-28-0 {(1R,2R,5R,6R,8R)-2-[(R)-1-((1S,4S)-4-Hydroxy-3,3-dimethyl-2-oxo-cyclopentyl)-1-methoxymethoxy-ethyl]-6,8-bis-methoxymethoxy-6-methyl-bicyclo[3.2.1]oct-1-yl}-acetaldehyde 
• 160714-32-9 (1R,3S,5R)-3-(tert-Butyl-dimethyl-silanyloxy)-5-{(R)-1-hydroxy-1-[(1S,2R,5R,6R,8R)-1-(2-hydroxy-ethyl)-6,8-bis-methoxymethoxy-6-methyl-bicyclo[3.2.1]oct-2-yl]-ethyl}-2,2-dimethyl-cyclopentanol 
• 136063-30-4 C₂₆H₄₆O₉ 

Downstream Products

• 4678-44-8 Grayanotoxin-II 
• 38776-76-0 Dihydrograyanotoxin II 
• 104459-10-1 iso-grayanotoxin II 

Relevant articles and documents

Total Synthesis of (-)-Grayanotoxin III

Total synthesis of (-)-grayanotoxin III (3), a unique tetracyclic diterpene isolated from the leaves of various plants of the family Ericaceae, has been successfully accomplished featuring the highly stereoselective cyclization reactions induced by SmI2.

Studies on the Constituents of the Leaves of Pieris japonica D. Don

Four new diterpenoids, pieristoxins H(I), I(II), J(III) and K(IV), were isolated from the leaves of Pieris japonica D.Don, together with the known diterpenoids, asebotoxin IV(XI) and VII(XII).The chemical structures of I and II were established to be 7-O-hydroxy and 14-O-lactoyl grayanotoxin III, respectively.III and IV were shown to be esters of pieristoxin G(VI), one of the most highly oxygenated grayanoids.Keywords---Pieris japonica; Ericaceae; asebi; diterpenoids; pieristoxin H; pieristoxin I; pieristoxin J; pieristoxin K; grayanoid; toxin