77573-44-5

Basic information

• Product Name: (1aR,7bR)-1aα,2,7aα,13,14,14aα-Hexahydro-1,1,6,6,9,9,11,13α-octamethyl-10aαH-2α,12aα-methano-1H,4H-cyclopropa[5,6][1,3]dioxolo[2',3']cyclopenta[1',2':9,10]cyclodeca[1,2-d][1,3]dioxin-15-one
• Synonyms: (1aR,7bR)-1aα,2,7aα,13,14,14aα-Hexahydro-1,1,6,6,9,9,11,13α-octamethyl-10aαH-2α,12aα-methano-1H,4H-cyclopropa[5,6][1,3]dioxolo[2',3']cyclopenta[1',2':9,10]cyclodeca[1,2-d][1,3]dioxin-15-one;Ingenol-3,4:5,20-diacetonide;Ingenol 3,4:5,20-bisacetonide
• CAS NO: 77573-44-5
• Molecular Formula: C₂₆H₃₆O₅
• Molecular Weight: 428.561
• Mol File: 77573-44-5.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 521°Cat760mmHg
• Flash Point: 222.9°C
• Appearance: /
• Density: 1.2g/cm³
• Vapor Pressure: 5.92E-11mmHg at 25°C
• Refractive Index: 1.57
• CAS DataBase Reference: (1aR,7bR)-1aα,2,7aα,13,14,14aα-Hexahydro-1,1,6,6,9,9,11,13α-octamethyl-10aαH-2α,12aα-methano-1H,4H-cyclopropa[5,6][1,3]dioxolo[2',3']cyclopenta[1',2':9,10]cyclodeca[1,2-d][1,3]dioxin-15-one(CAS DataBase Reference)
• NIST Chemistry Reference: (1aR,7bR)-1aα,2,7aα,13,14,14aα-Hexahydro-1,1,6,6,9,9,11,13α-octamethyl-10aαH-2α,12aα-methano-1H,4H-cyclopropa[5,6][1,3]dioxolo[2',3']cyclopenta[1',2':9,10]cyclodeca[1,2-d][1,3]dioxin-15-one(77573-44-5)
• EPA Substance Registry System: (1aR,7bR)-1aα,2,7aα,13,14,14aα-Hexahydro-1,1,6,6,9,9,11,13α-octamethyl-10aαH-2α,12aα-methano-1H,4H-cyclopropa[5,6][1,3]dioxolo[2',3']cyclopenta[1',2':9,10]cyclodeca[1,2-d][1,3]dioxin-15-one(77573-44-5)

Safety Data

• Hazardous Substances Data: 77573-44-5(Hazardous Substances Data)

Usage

Uses

Ingenol-3,4:5,20-diacetonide is a derivative of Ingenol (I655795), the analogue of Ingenol 3-Angelate (I655800), which has anti-tumor activity when used topically for the treatment of actinic keratosis.

InChI:InChI=1/C26H36O5/c1-13-11-25-14(2)9-17-18(22(17,3)4)16(19(25)27)10-15-12-28-23(5,6)30-21(15)26(25)20(13)29-24(7,8)31-26/h10-11,14,16-18,20-21H,9,12H2,1-8H3

Upstream product

• 30220-46-3 ingenol 
• 67-64-1 acetone 
• 30220-45-2 ingenol 3,5,20-triacetate 
• 77573-43-4 (6S,6aR,7aR,9R,9aS,12S,12aR,12bR)-12,12a-dihydroxy-2,2,7,7,9,11-hexamethyl-4,6,6a,7,7a,8,9,12,12a,12b-decahydro-6,9a-methanocyclopenta[9,10]cyclopropa[5,6]cyclodeca[1,2-d][1,3]dioxin-13-one 

Downstream Products

• 30220-46-3 ingenol 
• 30220-45-2 ingenol 3,5,20-triacetate 
• 77573-46-7 Ingenol-3-acetat-5,20-acetonid 
• 79720-52-8 ingenol 20-trityl ether 
• 77573-45-6 (9R)-9-deoxo-9-hydroxyingenol-3,4:5,20-diacetonide 
• 77573-45-6 (9S)-9-deoxo-9-hydroxyingenol-3,4:5,20-diacetonide 
• 77573-43-4 (6S,6aR,7aR,9R,9aS,12S,12aR,12bR)-12,12a-dihydroxy-2,2,7,7,9,11-hexamethyl-4,6,6a,7,7a,8,9,12,12a,12b-decahydro-6,9a-methanocyclopenta[9,10]cyclopropa[5,6]cyclodeca[1,2-d][1,3]dioxin-13-one 

Relevant articles and documents

On the Chemistry of Ingenol, I. Ingenol and Some of its Derivatives

The tetracyclic polyfunctional diterpene ingenol (1) is the prototype of many diterpenoid parent alcohols of the ingenane type.Esters of these parent alcohols occur-partly together with esters of polyfunctional diterpene parent alcohols of the tigliane and daphnane type - as irritant, cocarcinogenic and antineoplastic principles in spesies of the family Euphorbiaceae (Spurge).Preparation of 1 from latex of Euphorbia ingens E.May as well as of some functional derivatives of 1 are described. - Key words: Cocarcinogens, Diterpene Esters, Euphorbiaceae, Tumor Promoters