778584-25-1

Basic information

• Product Name: 2,2-dimethyl-propionic acid 4-(3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3,3a,4,5,8,8a-octahydro-azulen-4-yloxymethyl)-phenyl ester
• CAS NO: 778584-25-1
• Molecular Weight: 428.612
• Mol File: 778584-25-1.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: 2,2-dimethyl-propionic acid 4-(3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3,3a,4,5,8,8a-octahydro-azulen-4-yloxymethyl)-phenyl ester(CAS DataBase Reference)
• NIST Chemistry Reference: 2,2-dimethyl-propionic acid 4-(3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3,3a,4,5,8,8a-octahydro-azulen-4-yloxymethyl)-phenyl ester(778584-25-1)
• EPA Substance Registry System: 2,2-dimethyl-propionic acid 4-(3-hydroxy-3-isopropyl-6,8a-dimethyl-1,2,3,3a,4,5,8,8a-octahydro-azulen-4-yloxymethyl)-phenyl ester(778584-25-1)

Safety Data

• Hazardous Substances Data: 778584-25-1(Hazardous Substances Data)

Upstream product

• 59012-91-8 2,2-dimethyl-propionic acid 4-hydroxymethyl-phenyl ester 
• 123-08-0 4-hydroxy-benzaldehyde 
• 623-05-2 (4-hydroxyphenyl)methanol 
• 41690-67-9 1-isopropyl-3a,6-dimethyl-1,2,3,3a,4,7,8,8a-octahydroazulene-1,8-diol 
• 58305-26-3 p-(bromomethyl)phenyl pivalate 

Relevant articles and documents

Structure-activity relationships of the estrogenic sesquiterpene ester ferutinin. Modification of the terpenoid core

Esterification of p-hydroxybenzoic acid, a very weak estrogenic compound, with the daucane alcohol jaeschkeanadiol (1b) leads to a spectacular magnification of the estrogenic activity. To identify the structural elements responsible for this effect, the terpenoid core of jaeschkeanadiol p-hydroxybenzoate (ferutinin, 1a) was modified, capitalizing on the presence of two functionalities, the monoacylated, hydrogen-bonded 1,3-diol system and the double bond. The hydrogen bonding, while possibly useful, was not critical for activity, while hydrogenation and cyclopropanation of the double bond were tolerated. Conversely, oxidative modifications of the double bond that placed a hydroxyl on the α-face of the molecule proved detrimental. Taken together, these observations identified the substitution at C-8/C-9 as critical for activity.