| Identification | Back Directory | [Name]
ascofuranone | [CAS]
38462-04-3 | [Synonyms]
Ascofranone
Ascofuranon
ascofuranone
(-)-Ascofuranone
2-Methyl-3-chloro-4,6-dihydroxy-5-[(2E,6E)-3-methyl-7-[(2S)-4-oxo-5,5-dimethyltetrahydrofuran-2-yl]-2,6-octadienyl]benzaldehyde
3-Chloro-4,6-dihydroxy-2-methyl-5-[(2E,6E)-3-methyl-7-[(S)-tetrahydro-5,5-dimethyl-4-oxofuran-2-yl]-2,6-octadienyl]benzaldehyde | [Molecular Formula]
C23H29ClO5 | [MDL Number]
MFCD01666362 | [MOL File]
38462-04-3.mol | [Molecular Weight]
420.93 |
| Hazard Information | Back Directory | [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-. |
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