| Identification | Back Directory | [Name]
bassianolide | [CAS]
64763-82-2 | [Synonyms]
bassianolide
(-)-Bassianolide
BASSIANOLIDE,>95% BY HPLC
4,10,16,22-tetramethyl-3,9,15,21-tetrakis(2-methylpropyl)-6,...
Cyclo[D-Hmb-N-methyl-L-Leu-D-Hmb-N-methyl-L-Leu-D-Hmb-N-methyl-L-Leu-D-Hmb-N-methyl-L-Leu-]
4,10,16,22-tetramethyl-3,9,15,21-tetrakis(2-methylpropyl)-6,12,18,24-tetra(propan-2-yl)-1,7,13,19-tetraoxa-4,10,16,22-tetraazacyclotetracosane-2,5,8,11,14,17,20,23-octone
Cyclo[(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-leucyl-(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-leucyl-(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-leucyl-(2R)-2-hydroxy-3-methylbutanoyl-N-methyl-L-leucyl] | [Molecular Formula]
C48H84N4O12 | [MDL Number]
MFCD28898444 | [MOL File]
64763-82-2.mol | [Molecular Weight]
909.2 |
| Chemical Properties | Back Directory | [Boiling point ]
1015.6±65.0 °C(Predicted) | [density ]
1.012±0.06 g/cm3(Predicted) | [solubility ]
DMF: Soluble; DMSO: Soluble; Ethanol: Soluble; Methanol: Soluble | [form ]
A solid | [pka]
-0.84±0.70(Predicted) |
| Hazard Information | Back Directory | [Uses]
Bassianolide is a cyclooctadepsipeptide insecticide isolated from the entomopathogenic fungi, Beauveria and Verticillium lecanii, first reported by researchers at University of Tokyo in 1978. Bassianolide is related to the insecticidal and nematocidal actives, PF1022 complex and the synthetic anthelminthic emodepside. While the mode of action of bassianolide is not fully resolved, it is thought to act on ion channels at the level of the neuromuscular junction, like emodepside. Bassianolide is one of the active components of Beauveria bassiana biocontrol products. | [Definition]
ChEBI: Bassianolide is a cyclodepsipeptide consisting of a cyclic tetramer of the depsipeptide D-Hiv-N-methyl-L-leucine (where D-Hiv = D-alpha-hydroxyisovaleric acid). Found in the fungal species Beauveria bassiana and Verticillium lecanii, it has insecticidal properties and is used as a commercial biopesticide to control of insects of agricultural, veterinary and medical significance. For elucidation of the structure, see Suzuki et al., Tetrahedron Lett. 1977 v25, 2167-2170. It has a role as an antineoplastic agent, an insecticide and a fungal metabolite. It is a cyclodepsipeptide and a cyclooctadepsipeptide. |
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