ascofuranone Chemical Properties

Melting point:

84 °C

Boiling point:

581.2±50.0 °C(Predicted)

Density 

1?+-.0.06 g/cm3(Predicted)

pka

6.32±0.50(Predicted)

color 

Needles from Me2CO/hexane

Safety Information

Toxicity

LD50 ipr-rat: 1350 mg/kg JANTAJ 26,681,73

ascofuranone Usage And Synthesis

Uses

(-)-Ascofuranone is an antibiotic with antitumor activity. It suppresses PMA-mediated matrix metalloproteinase-9 gene activation through the Ras/Raf/MEK/ERK- and Ap1-dependent mechanisms. (-)-Ascofuranone was effective in the treatment against Trypanosoma brucei brucei infection in mice.

Definition

ChEBI: Ascofuranone is a dihydroxybenzaldehyde that is 2,4-dihydroxybenzaldehyde which is substituted by a (2E,6E)-7-[(2S)-5,5-dimethyl-4-oxotetrahydrofuran-2-yl]-3-methylocta-2,6-dien-1-yl group at position 3, chlorine at position 5, and a methyl group at position 6. A meroterpenoid produced by the soil fungus, Acremonium sclerotigenum. It is a promising drug candidate against the tropical disease, African trypanosomiasis. It has a role as an antineoplastic agent, an angiogenesis inhibitor, an antilipemic drug, a fungal metabolite and an antiprotozoal drug. It is a dihydroxybenzaldehyde, a member of monochlorobenzenes, an olefinic compound, a member of resorcinols, a meroterpenoid, a sesquiterpenoid and a tetrahydrofuranone. It is a conjugate acid of an ascofuranone(1-).

Safety Profile

Moderately toxic byintraperitoneal route. Whenheated to decomposition it emits toxic fumes of Cl^-.

ascofuranone(38462-04-3)Related Product Information

• 2-Methyltetrahydrofuran-3-one
• trans-dimethyl-2,5-dihydrofuran-3(2H)-one
• Dihydrofuran-3(2H)-one
• OCIMENE QUINTOXIDE
• 2-ALLYL-6-CHLOROPHENOL
• ascofuranone
• 5-CHLORO-2-HYDROXY-3-METHYLBENZALDEHYDE