Name: Bassianolide
Rating: 4 (6 reviews)

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HIT ID:HIT218662818
Cas No:
Common Name:Bassianolide
alias:NSC 321804, (-)-Bassianolide
IUPAC:4,10,16,22-tetramethyl-3,9,15,21-tetrakis(2-methylpropyl)-6,12,18,24-tetrakis(propan-2-yl)-1,7,13,19-tetraoxa-4,10,16,22-tetraazacyclotetracosan-2,5,8,11,14,17,20,23-octone
IUPAC:4,10,16,22-tetramethyl-3,9,15,21-tetrakis(2-methylpropyl)-6,12,18,24-tetrakis(propan-2-yl)-1,7,13,19-tetraoxa-4,10,16,22-tetraazacyclotetracosan-2,5,8,11,14,17,20,23-octone
InChI key:QVZZPLDJERFENQ-UHFFFAOYSA-N

Molecular Formula:C48H84N4O12
Molecular Weight:909.216
Hydrogen Bond Donor (HBD):
Hydrogen Bond Acceptor (HBA):
LogP:
SMILES:CC(C)CC1N(C)C(=O)C(OC(=O)C(CC(C)C)N(C)C(=O)C(OC(=O)C(CC(C)C)N(C)C(=O)C(OC(=O)C(CC(C)C)N(C)C(=O)C(OC1=O)C(C)C)C(C)C)C(C)C)C(C)C
SMILES:CC(C)CC1N(C)C(=O)C(OC(=O)C(CC(C)C)N(C)C(=O)C(OC(=O)C(CC(C)C)N(C)C(=O)C(OC(=O)C(CC(C)C)N(C)C(=O)C(OC1=O)C(C)C)C(C)C)C(C)C)C(C)C

Bassianolide, a cyclodepsipeptide insecticide produced by the fungal species B. bassiana and V. lecanii, demonstrates significant biological activity. Upon oral administration, it induces atony in B. mori silkworms at a concentration of 4 ppm and becomes lethal when concentrations exceed 8 ppm. Remarkably, atony in silkworm larvae can also be triggered by doses as low as 2 µg/larva. Further studies reveal that bassianolide (0.01-1 µM) specifically targets muscarinic receptors to inhibit contractions in isolated guinea pig smooth muscle tissue, elicited by acetylcholine, without affecting nicotinic receptor-induced contractions.

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