| Identification | Back Directory | [Name]
ILICICOLIN F | [CAS]
22738-98-3 | [Synonyms]
LL-Z 1272Z
ILICICOLIN F
Acetoxy-ascochlorin
8'-Acetoxyascochlorin
Ilicicolin F >=98% (HPLC), from Verticillium hemipterigenum
5-Chloro-2,4-dihydroxy-6-methyl-3-[(2E,4E)-5-[(1S)-3β-acetoxy-1,2α,6α-trimethyl-5-oxocyclohexyl]-3-methyl-2,4-pentadienyl]benzaldehyde
3-Chloro-4,6-dihydroxy-2-methyl-5-[(2E,4E)-3-methyl-5-[(1S)-5α-acetoxy-1β,2β,6β-trimethyl-3-oxocyclohexyl]-2,4-pentadienyl]benzaldehyde
Benzaldehyde, 3-[(2E,4E)-5-[(1S,2S,3S,6R)-3-(acetyloxy)-1,2,6-trimethyl-5-oxocyclohexyl]-3-methyl-2,4-pentadien-1-yl]-5-chloro-2,4-dihydroxy-6-methyl | [Molecular Formula]
C25H31ClO6 | [MDL Number]
MFCD08274582 | [MOL File]
22738-98-3.mol | [Molecular Weight]
462.96 |
| Chemical Properties | Back Directory | [Boiling point ]
597.6±50.0 °C(Predicted) | [density ]
1.24±0.1 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
DMSO: ≥10mg/mL | [form ]
solid | [pka]
6.26±0.50(Predicted) |
| Hazard Information | Back Directory | [Uses]
Ilicicolin F is a fungal metabolite that has been found in Fusarium and has diverse biological activities. It inhibits T. vivax alternative oxidase and the E. coli ubiquinol oxidase cytochrome bo (IC50s=0.43 and 0.37 μM, respectively) but not the E. coli ubiquinol oxidase cytochrome bd (IC50=85 μM).2 Ilicicolin F is active against the fungi A. fumigatus and C. albicans (MICs=1.66-3.33 and 6.66-13.33 μg/mL, respectively). It is cytotoxic to HeLa cells with an EC50 value of 0.003 μg/mL. | [References]
[1] Ellestad, et al. Some new terpenoid metabolites from an unidentified fusarium species. Tetrahedron 25(6), 1323-1334 (1969). |
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