A cyclodepsipeptide insecticide
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Bassianolide

Item No. 22001

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
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]
CAS Number
64763-82-2
Synonyms
  • (-)-Bassianolide
  • NSC 321804
Molecular Formula
C48H84N4O12
Formula Weight
909.2
Purity
≥95%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMF: SolubleDMSO: SolubleEthanol: SolubleMethanol: Soluble
SMILES
O=C([C@H](CC(C)C)N1C)O[C@H](C(C)C)C(N(C)[C@@H](CC(C)C)C(O[C@@H](C(C)C)C(N(C)[C@@H](CC(C)C)C(O[C@H](C(C)C)C(N(C)[C@@H](CC(C)C)C(O[C@H](C(C)C)C1=O)=O)=O)=O)=O)=O)=O
InChi Code
InChI=1S/C48H84N4O12/c1-25(2)21-33-45(57)61-38(30(11)12)42(54)50(18)35(23-27(5)6)47(59)63-40(32(15)16)44(56)52(20)36(24-28(7)8)48(60)64-39(31(13)14)43(55)51(19)34(22-26(3)4)46(58)62-37(29(9)10)41(53)49(33)17/h25-40H,21-24H2,1-20H3/t33-,34-,35-,36-,37-,38+,39+,40+/m0/s1
InChi Key
QVZZPLDJERFENQ-GWUCKCKXSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

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    Product Description

    Bassianolide is a cyclodepsipeptide insecticide synthesized by the fungal species B. bassiana and V. lecanii.1,2 In vivo, the oral administration of bassianolide induces atony in the silkworm B. mori at a concentration of 4 ppm and is lethal at doses exceeding 8 ppm. Atony is similarly induced in silkworm larvae at oral doses as low as 2 µg/larva.1 In isolated guinea pig smooth muscle tissue, bassianolide (0.01-1 µM) specifically inhibits the muscarinic, but not nicotinic, receptor-induced contractions in response to acetylcholine.3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Suzuki, A., Kanaoka, M., Isogai, A., et al. Bassianolide, a new insecticidal cyclodepsipeptide from Beauveria bassiana and Verticillium lecanii. Tetrahedron Lett. 18(25), 2167-2170 (1977).

    2. Nakaiya, S., Shimizu, K., Kometani, A., et al. Inhibitory effect of bassianolide, a cyclodepsipeptide, on drug-induced contractions of isolated smooth muscle preparations. Jpn. J. Pharmacol. 32(1), 55-64 (1982).