53011-72-6

Basic information

• Product Name: Murralongin
• Synonyms: Murralongin
• CAS NO: 53011-72-6
• Molecular Formula: C15H14O4
• Molecular Weight: 258.26926
• Mol File: 53011-72-6.mol

Chemical Properties

• Melting Point: 132-134 °C(Solv: ethyl ether (60-29-7))
• Boiling Point: 463.6°Cat760mmHg
• Flash Point: 208.5°C
• Appearance: /
• Density: 1.198g/cm³
• Vapor Pressure: 8.99E-09mmHg at 25°C
• Refractive Index: 1.565
• Storage Temp.: ?20°C
• CAS DataBase Reference: Murralongin(CAS DataBase Reference)
• NIST Chemistry Reference: Murralongin(53011-72-6)
• EPA Substance Registry System: Murralongin(53011-72-6)

Safety Data

• Hazard Codes: T,N
• Statements: 25-50
• Safety Statements: 45-61
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• Hazardous Substances Data: 53011-72-6(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
Murralongin is used as a pharmaceutical agent for its potential in the treatment and prevention of various diseases and conditions. Its bioactive properties, including antioxidant, anti-inflammatory, antimicrobial, and anticancer activities, make it a promising candidate for further research and development in this field.
Used in Nutraceutical Industry:
Murralongin is used as a nutraceutical ingredient for its health-promoting properties. Its antioxidant, anti-inflammatory, and antimicrobial activities contribute to the development of dietary supplements and functional foods that can support overall health and well-being.

InChI:InChI=1/C15H14O4/c1-9(2)11(8-16)14-12(18-3)6-4-10-5-7-13(17)19-15(10)14/h4-8H,1-3H3

Upstream product

• 131652-25-0 murralonginol 
• 139115-65-4 Butyric acid 8-(1-acetoxymethyl-2-methyl-allyl)-2-oxo-2H-chromen-7-yl ester 
• 139115-63-2 Acetic acid (E)-3-methyl-4-(2-oxo-2H-chromen-7-yloxy)-but-2-enyl ester 
• 139115-66-5 7-Hydroxy-8-(1-hydroxymethyl-2-methyl-allyl)-chromen-2-one 
• 93-35-6 7-hydroxy-2H-chromen-2-one 
• 77-78-1 dimethyl sulfate 
• 112606-75-4 isomurralonginol 
• 6545-99-9 Phebalosin 
• 6545-99-9 8-(3-isopropenyloxiran-2-yl)-7-methoxy-2H-chromen-2-one 
• 67-56-1 methanol 

Relevant articles and documents

C-7 oxygenated coumarins from the fruits of micromelum minutum

A new 7-oxygenated coumarin, 7-demethylmurralonginol isovalerate (1), and a new natural product, murralonginol (2), together with seven known 7-oxygenated coumarins, murralonginol isovalerate (3), murralongin (4), micromelin (5), scopoletin (6), microminutin (7), murrangatin (8), and minumicrolin (9), were isolated from the fruits of Micromelum minutum. The structures of these compounds were established on the basis of their 1D and 2D NMR spectroscopic data. Among these isolates, compounds 2 and 4 - 9 exhibited cytotoxicity against cholangiocarcinoma cell line, KKU-100.

Coumarins from Galipea panamensis and their activity against Leishmania panamensis

Two new coumarin compounds (1 and 2), phebalosin (3), its derived artifact murralongin (4), and murrangatin acetonide (5) were isolated from the leaves of Galipea panamensis. The structures of 1 and 2 were assigned as 7-{[(2R*)-3,3-dimethyloxiran-2-yl]met

Total Syntheses of Microminutin and Other Coumarins Through the Key Intermediate Isomurralonginol

A straightforward route to isomurralonginol (1) from umbelliferone (4 steps, 59percent yield) is described.Isomurralonginol is used as the key intermediate in the preparation of isomurralonginol acetate (2) (1 step, 94percent yield), murralongin (3) (1 st

Studies on Rutaceae: Part VI - Reacrtions and Rearrangements of Coumarins

Interesting reactions and rearrangements of isoprenoid systems have been observed in naturally occuring compounds like 6-(3',4'-epoxy-3'-methyl-γ-butyrolactonyl)-7-methoxycoumarin (micromelumin) (1), 7-methoxy-8-(1',2'-epoxy-3'-methylbut-3'-enyl)coumarin (phebalosin) (2), 7-methoxy-8-(2'-hydroxy-3'-methylbut-3'-enyl)coumarin (auraptenol) (3) and 7-methoxy-8-(3'-methylbut-2'-enyl)coumarin (osthol) (4).These reactions/rearrangements have led to the synthesis of coumarins already isolated from nature.Micromelumin (1) with pyridinium chloride affords the naturally occuring angelical (5), 6-(3'-methyl-3'-chloro-4'-hydroxy-γ-butyrolactonyl)- 7-methoxycoumarin (6b), 7-methoxycoumarinyl-6-tetronic acid derivative (7) and 6-(1'-carboxy-2'-methyl-3',4'-dihydroxybutenyl)-7-methoxycoumarin (8).Phebalosin (2) has been used for the hemisynthesis of the two naturally occuring diastereoisomeric coumarins minumicrolin (9) and murrangatin (10).Osthol (4) and auraptenol (3) have been used for the synthesis of the naturally occuring arnottinin (14)

Lewis Acid Catalysed Reactions of Coumarins: 7-Methoxy-8-(3'-methylbut-2'-enyl)coumarin (Osthol) and 7-Methoxy-8-(1',2'-epoxy-3'-methylbut-3'-enyl)coumarin (Phebalosin) and PMR Identification of Friedel-Crafts Reaction Products of Toluene and Xylene

The transformation of the coumarins, 7-methoxy-8-(3'-methylbut-2'-enyl)coumarin (Osthol, I) and 7-methoxy-8-(1',2'-epoxy-3'-methylbut-3'-enyl)coumarin (phebalosin, XV) in the presence of various Lewis acids has been studied.Osthol (I) on treatment with anisole in the presence of aluminium chloride affords 7-methoxy-8-(3'-anisyl)isopentyl-(V)- and 7-methoxy-8-(3'-p-hydroxyphenyl)isopentyl-(VI)-coumarins in addition to 7-hydroxy-8-isopentylcoumarin (IV) while with chlorobenzene as solvent the usual disproportionation product (IV) is produced.It is further observed that toluene is converted into 2,7-(VIII)- and 2,6-(IX)-dimethyl anthracenes and xylene (o-,m- and p-) into 2,3,6,7-tetramethylanthracene (X), all these compounds being characterised from their detailed NMR analysis.Phebalosin (XV) in the presence of boron trifluoride etherate furnishes 7-methoxy-8-(1'-formyl-2'-methylprop-1'-enyl)coumarin (XVI) while with boron tribromide 2'-bromoseselin is produced.