23733-92-8

Basic information

• Product Name: trans-Methylkhellactone
• Synonyms: trans-Methylkhellactone;(9R,10S)-9,10-Dihydro-9-hydroxy-10-methoxy-8,8-dimethyl-2H,8H-benzo[1,2-b:3,4-b']dipyran-2-one
• CAS NO: 23733-92-8
• Molecular Formula: C15H16O5
• Molecular Weight: 276.28454
• Mol File: 23733-92-8.mol
• Article Data: 2

Chemical Properties

• Melting Point: 161-162℃
• Appearance: /
• CAS DataBase Reference: trans-Methylkhellactone(CAS DataBase Reference)
• NIST Chemistry Reference: trans-Methylkhellactone(23733-92-8)
• EPA Substance Registry System: trans-Methylkhellactone(23733-92-8)

Safety Data

• Hazardous Substances Data: 23733-92-8(Hazardous Substances Data)

Upstream product

• 67-56-1 methanol 
• 870481-49-5 (+)-4'-decanoyl-cis-khellactone 
• 477-33-8 (+)-samidin 
• 518-76-3 trans-kellactone 
• 518-76-3 (+)-cis-khellactone 

Relevant articles and documents

-

-

Phytotoxic compounds from Prionosciadium watsoni

Bioassay-guided fractionation of a phytotoxic extract of Prionosciadium watsoni led to the isolation of three new pyranocoumarins and two pyranochromones. The new compounds were characterized as propionic acid (9R,10R)-9-acetoxy-8,8-dimethyl-9-10-dihydro-2H,8H-benzo[1,2-b:3,4-b ′]dipyran-2-one-10-yl ester (1), isobutyric acid (9R,10R)-9-hydroxy-8,8-dimethyl-9,10-dihydro-2H,8H-benzo[1,2-b:3,4. b′]-dipyran-2-one-10-yl ester (2), isobutyric acid (9R)-8,8-dimethyl-9,10-dihydro-2H,8H-benzo[1,2-b:3,4-b′]dipyran-2 -one-9-yl ester (10), 2-methylbut-(2Z)-enoic acid (3R)-5-methoxy-3,4-dihydro-2,2,8-trimethyl-6-oxo-2H, 6H-benzo[1,2.b:5,4-b′]dipyran-3-yl ester (11), and isobutyric acid (3R)-5-methoxy-3,4-dihydro-2,2,8-trimethyl-6-oxo-2H,6H-benzo[1,2-b:5, 4-b′]dipyran-3-yl ester (12) by spectroscopic and chemical methods. The stereochemistry at the stereogenic centers was established by applying the Mosher ester methodology. The structures of 1 and 2 were corroborated by single-crystal X-ray diffraction studies. The phytotoxic activity of the isolated compounds was assessed on Amaranthus hypochondriacus, Echinochloa crus-galli, and Lemna pausicostata. The phytotoxins also modified the electrophoretic mobility of calmodulin from both bovine-brain and spinach.