173143-66-3

Basic information

• Product Name: (1S,3S,4S,5S,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-7-hydroxy-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid
• Synonyms: (1S,3S,4S,5S,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-7-hydroxy-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid
• CAS NO: 173143-66-3
• Molecular Weight: 674.742
• Mol File: 173143-66-3.mol
• Article Data: 1

Chemical Properties

• CAS DataBase Reference: (1S,3S,4S,5S,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-7-hydroxy-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid(CAS DataBase Reference)
• NIST Chemistry Reference: (1S,3S,4S,5S,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-7-hydroxy-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid(173143-66-3)
• EPA Substance Registry System: (1S,3S,4S,5S,6R,7R)-1-((4S,5R)-4-Acetoxy-5-methyl-3-methylene-6-phenyl-hexyl)-6-((E)-(4S,6S)-4,6-dimethyl-oct-2-enoyloxy)-7-hydroxy-2,8-dioxa-bicyclo[3.2.1]octane-3,4,5-tricarboxylic acid(173143-66-3)

Safety Data

• Hazardous Substances Data: 173143-66-3(Hazardous Substances Data)

Upstream product

• 173143-69-6 <1S-<1α(4R*,5S*),3α,4α,5α,6α(2E,4R*,6R*),7β(2R*S*)>>-1-<4-(acetyloxy)-5-methyl-3-methylene-6-phenylhexyl>-6-hydroxy-7-<(2-tetrahydropyranyl)oxy>-2,8-dioxabicyclo<3.2.1>octane-3,4,5-tricarboxylic acid, 6-(4,6-dimethyl-2-octenoate), 3,4,5-tris... 
• 147506-55-6 <1S-<1α(4R*,5S*),3α,4β,5α,6α(2E,4R*,6R*),7β(2R*S*)>>-1-<4-(acetyloxy)-5-methyl-3-methylene-6-phenylhexyl>-4,6-dihydroxy-7-<(2-tetrahydropyranyl)oxy>-2,8-dioxabicyclo<3.2.1>octane-3,4,5-tricarboxylic acid, 6-(4,6-dimethyl-2-octenoate), 4-... 
• 147506-54-5 <1S-<1α(4R*,5S*),3α,4β,5α,6α(2E,4R*,6R*),7β(2R*S*)>>-1-<4-(acetyloxy)-5-methyl-3-methylene-6-phenylhexyl>-4,6-dihydroxy-7-<(2-tetrahydropyranyl)oxy>-2,8-dioxabicyclo<3.2.1>octane-3,4,5-tricarboxylic acid, 6-(4,6-dimethyl-2-octenoate), 3,4,5-tris.. 
• 144358-24-7 <1S-<1α(4R*,5R*),3α,4β,5α,6α(2E,4R*,6R*),7β>>-1-<4-(acetyloxy)-5-methyl-3-methylene-6-phenylhexyl>4,6,7-trihydroxy-2,8-dioxabicyclo<3.2.1>octane-3,4,5-tricarboxylic acid, 6-(4,6-dimethyl-2-octenoate), 3,4,5-tris(1,1-dimethylethyl) ester 
• 173143-70-9 <1S-<1α(4R*,5S*),3α,4α,5α,6α(2E,4R*,6R*),7β>>-1-<4-(acetyloxy)-5-methyl-3-methylene-6-phenylhexyl>-6-hydroxy-2,8-dioxabicyclo<3.2.1>octane-3,4,5-tricarboxylic acid, 6-(4,6-dimethyl-2-octenoate), 3,4,5-tris(1,1-dimethylethyl) ester 
• 64-18-6 formic acid 

Relevant articles and documents

The squalestatins: Decarboxy and 4-deoxy analogues as potent squalene synthase inhibitors

Squalestatins without either the hydroxy group at C-4 or the carboxylic acid at C-3 or C-4 were prepared and evaluated for their ability to inhibit rat liver microsomal squalene synthase (SQS) in vitro. These modifications were well tolerated for compounds with the 4,6-dimethylectenoate ester at C- 6 (S1 series). However in analogues without the C-6 ester (H1 series), removal of the C-4 hydroxy group gave compounds with reduced potency, whereas decarboxylation at C-3 resulted in a dramatic loss of SQS inhibitory activity. In comparison with S1 1, C-4 deoxyS1 3 and C-3 decarboxyS1 10 have shorter in vivo durations of action on the inhibition of hepatic cholesterol biosynthesis in rats. C-4 deoxyS1 3 retains good serum cholesterol-lowering ability in marmosets, while C-3 decarboxyS1 10 showed only a marginal effect even at high dose.