110416-14-3

Basic information

• Product Name: epiisocitreoviridinol
• CAS NO: 110416-14-3
• Molecular Weight: 418.487
• Mol File: 110416-14-3.mol

Chemical Properties

• CAS DataBase Reference: epiisocitreoviridinol(CAS DataBase Reference)
• NIST Chemistry Reference: epiisocitreoviridinol(110416-14-3)
• EPA Substance Registry System: epiisocitreoviridinol(110416-14-3)

Safety Data

• Hazardous Substances Data: 110416-14-3(Hazardous Substances Data)

Upstream product

• 100652-54-8 (E)-3-((1S,3S,4S,5R,7R,8R)-4,8-Dihydroxy-1,3,5,7-tetramethyl-2,6-dioxa-bicyclo[3.2.1]oct-3-yl)-acrylic acid ethyl ester 
• 131530-44-4 Acetic acid (1S,3R,4S,5S,7R)-4-hydroxy-3-[(1E,3E,5E)-6-(4-methoxy-3-methyl-6-oxo-6H-pyran-2-yl)-hexa-1,3,5-trienyl]-1,3,5,7-tetramethyl-2,6-dioxa-bicyclo[3.2.1]oct-8-yl ester 
• 131530-44-4 Acetic acid (1S,3S,4S,5S,7R)-4-hydroxy-3-[(1E,3E,5E)-6-(4-methoxy-3-methyl-6-oxo-6H-pyran-2-yl)-hexa-1,3,5-trienyl]-1,3,5,7-tetramethyl-2,6-dioxa-bicyclo[3.2.1]oct-8-yl ester 
• 25425-12-1 (-)-citreoviridin 
• 131530-44-4 Acetic acid (1S,3R,4R,5S,7R)-4-hydroxy-3-[(1E,3E,5E)-6-(4-methoxy-3-methyl-6-oxo-6H-pyran-2-yl)-hexa-1,3,5-trienyl]-1,3,5,7-tetramethyl-2,6-dioxa-bicyclo[3.2.1]oct-8-yl ester 
• 131530-44-4 Acetic acid (1S,3S,4R,5S,7R)-4-hydroxy-3-[(1E,3E,5E)-6-(4-methoxy-3-methyl-6-oxo-6H-pyran-2-yl)-hexa-1,3,5-trienyl]-1,3,5,7-tetramethyl-2,6-dioxa-bicyclo[3.2.1]oct-8-yl ester 
• 131530-45-5 Acetic acid (1S,3R,5R,7R)-3-[(1E,3E,5E)-6-(4-methoxy-3-methyl-6-oxo-6H-pyran-2-yl)-hexa-1,3,5-trienyl]-1,3,5,7-tetramethyl-4-oxo-2,6-dioxa-bicyclo[3.2.1]oct-8-yl ester 
• 111786-72-2 (E)-3-((1S,3S,4S,5R,7R,8R)-4,8-Dihydroxy-1,3,5,7-tetramethyl-2,6-dioxa-bicyclo[3.2.1]oct-3-yl)-propenal 
• 111786-74-4 4-Methoxy-5-methyl-6-[3-(triphenyl-λ⁵-phosphanylidene)-propyl]-pyran-2-one 
• 110360-75-3 (E)-3-[(1R,3R,4R,5R,7R)-4-(1-Ethoxy-ethoxy)-8-hydroxy-1,3,5,7-tetramethyl-2,6-dioxa-bicyclo[3.2.1]oct-3-yl]-propenal 
• 96727-27-4 4-Methoxy-5-methyl-6-[(E)-3-(triphenyl-λ⁵-phosphanylidene)-propenyl]-pyran-2-one 
• 100652-51-5 (E)-3-((1S,3R,4R,5S,7R)-8-Acetoxy-4-hydroxy-1,3,5,7-tetramethyl-2,6-dioxa-bicyclo[3.2.1]oct-3-yl)-acrylic acid ethyl ester 

Relevant articles and documents

BIOMIMETIC SYNTHESIS OF CITREOVIRIDIN-TYPE COMPOUNDS AND ISOLATION OF EPICITREOVIRIDINOL, A NEW METABOLITE OF PENICILLIUM PEDEMONTANUM IFO 9583

On epoxidation using m-chloroperbenzoic acid, citreoviridin and its acetate have been converted to isocitreoviridinol, epiisocitreoviridinol and epicitreoviridinol and their acetates, respectively.Particularly, epicitreoviridinol has been newly isolated from the mycelium of Penicillium pedimontanum IFO 9583.

Isolatio, Structural Elucidation, and Total Synthesis of Epiisocitreoviridinol

Epiisocitreoviridinol, biogenetically relevant to citreoviridinol, has been isolated as a new metabolite of Penicillium citreo-viride B. (IFO 6049).Its stereostructure including the absolute configuration has been determined unambiguously by its total synthesis in optically active form.

Total Synthese of Citreoviridinol and Neocitreoviridinol

Both citreoviridinol and neocitreoviridinol, metabolites of Penicillium citreo-viride B., have been synthesized from the known synthetic intermediate of citreoviridin, in regio- and stereoselective manner.