147444-03-9

Basic information

• Product Name: pyripyropene A
• Synonyms: pyripyropene A;FO 1289A
• CAS NO: 147444-03-9
• Molecular Formula: C31H37NO10
• Molecular Weight: 583.63
• Mol File: 147444-03-9.mol
• Article Data: 3

Chemical Properties

• Melting Point: 153-154℃
• Boiling Point: 690.753°C at 760 mmHg
• Flash Point: 371.554°C
• Appearance: /
• Density: 1.339g/cm³
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.587
• CAS DataBase Reference: pyripyropene A(CAS DataBase Reference)
• NIST Chemistry Reference: pyripyropene A(147444-03-9)
• EPA Substance Registry System: pyripyropene A(147444-03-9)

Safety Data

• Hazardous Substances Data: 147444-03-9(Hazardous Substances Data)

Usage

Uses

Pyripyropene A exhibits insecticidal properties and a useful compound for developing agrichemicals.

Definition

ChEBI: A sesquiterpenoid that consists of (3S,4R,4aR,6S,6aS,12R,12aS,12bS)-4-(acetoxymethyl)-12-hydroxy-4,6a,12b-trimethyl-11-o o-9-(pyridin-3-yl)-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromene-3,6-diol in which the hydrogens of the 3- and 6-hydroxy functions are substituted by acetyl groups.

InChI:InChI=1/C31H37NO10/c1-16(33)38-15-30(5)22-13-24(40-18(3)35)31(6)27(29(22,4)10-9-23(30)39-17(2)34)26(36)25-21(42-31)12-20(41-28(25)37)19-8-7-11-32-14-19/h7-8,11-12,14,22-24,26-27,36H,9-10,13,15H2,1-6H3/t22-,23+,24+,26+,27-,29+,30+,31-/m1/s1

Upstream product

• 138812-34-7 (R)-6-methylcarvone 
• 6485-40-1 (R)-Carvone 
• 1338724-15-4 C₁₄H₁₉NO₂ 
• 1338724-16-5 C₁₄H₁₉NO 
• 1338724-32-5 (3S,4R,4aR,6S,6aS,12aR,12bS)-3,6-bis((tert-butyldimethylsilyl)oxy)-4-(((tert-butyldimethylsilyl)oxy)methyl)-4,6a,12b-trimethyl-9-(pyridin-3-yl)-1,3,4,4a,5,6,6a,12b-octahydrobenzo[f]pyrano[4,3-b]chromene-11,12(2H,12aH)-dione 
• 1338724-12-1 (4aS,5S,6aR,7R,8S,10aS,10bR)-methyl 5,8-bis((tert-butyldimethylsilyl)oxy)-7-(((tert-butyldimethylsilyl)oxy)methyl)-3,4a,7,10a-tetramethyl-1-oxo-4a,5,6,6a,7,8,9,10,10a,10b-decahydro-1H-benzo[f]chromene-2-carboxylate 
• 1338724-30-3 5-((3S,4aR,5R,6S,8aS)-3,6-bis((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)-2,5,8a-trimethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carbonyl)-2,2,6-trimethyl-4H-1,3-dioxin-4-one 
• 1338724-29-0 C₄₀H₇₆O₇Si₃ 
• 1338724-14-3 (3S,4aR,5R,6S,8aS)-3,6-bis((tert-butyldimethylsilyl)oxy)-5-(((tert-butyldimethylsilyl)oxy)methyl)-2,5,8atrimethyl-3,4,4a,5,6,7,8,8a-octahydronaphthalene-1-carboxaldehyde 
• 1338724-24-5 (1aS,2aS,5S,6R,6aS,7aS)-5-((tert-butyldimethylsilyl)oxy)-6-(((tert-butyldimethylsilyl)oxy)methyl)-1a,2a,6-trimethyloctahydronaphtho[2,3-b]oxiren-2(1aH)-one 
• 1338724-23-4 (1aS,2aS,5S,6R,6aS,7aS)-5-hydroxy-6-(hydroxymethyl)-1a,2a,6-trimethyloctahydronaphtho[2,3-b]oxiren-2(1aH)-one 
• 1338724-26-7 C₁₆H₂₅BrO₅ 
• 1338724-25-6 (4aS,5R,6S,8aS)-6-hydroxy-5-(hydroxymethyl)-2,5,8a-trimethyl-4a,5,6,7,8,8a-hexahydronaphthalen-1(4H)-one 
• 1338724-20-1 C₁₄H₂₃BrO₄ 

Downstream Products

• 1163689-88-0 7-O-p-cyanobenzoyl-1,11-O-(di-tert-butylsilylene)-1,7,11-trideacetylpyripyropene A 
• 1259032-84-2 (3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3-((di-tert-butylfluorosilyl)oxy)-12-hydroxy-4-(hydroxymethyl)-4,6a,12b-trimethyl-11-oxo-9-(pyridin-3-yl)-1,2,3,4,4a,5,6,6a,11,12,12a,12b-dodecahydrobenzo[f]pyrano[4,3-b]chromen-6-yl 4-cyanobenzoate 
• 1163689-90-4 (3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3,12-dihydroxy-4-(hydroxymethyl)-4,6a,12b-trimethyl-11-oxo-9-(pyridin-3-yl)-1,2,3,4,4a,5,6,6a,11,12,12a,12b-dodecahydrobenzo[f]pyrano[4,3-b]chromen-6-yl 4-cyanobenzoate 
• 1259032-85-3 (3S,4R,4aR,6S,6aS,12R,12aS,12bS)-4-(((di-tert-butylfluorosilyl)oxy)methyl)-3,12-dihydroxy-4,6a,12b-trimethyl-11-oxo-9-(pyridin-3-yl)-1,2,3,4,4a,5,6,6a,11,12,12a,12bdodecahydrobenzo[f]pyrano[4,3-b]chromen-6-yl 4-cyanobenzoate 

Relevant articles and documents

Total synthesis of pyripyropene A

The total synthesis of pyripyropene A, a potent ACAT2 inhibitor with high isozyme selectivity, was completed. Key features of the synthetic strategy include Ti(III)-mediated radical cyclization and Peterson olefination for the construction of the AB ring

Relative and absolute stereochemistry of pyripyropene A, A potent, bioavailable inhibitor of Acyl-CoA: Cholesterol acyltransferase (ACAT)

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