| Identification | Back Directory | [Name]
afidopyropen | [CAS]
915972-17-7 | [Synonyms]
Inscalis
afidopyropen
Cyclopropanecarboxylic acid, [(3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3-[(cyclopropylcarbonyl)oxy]-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-6,12-dihydroxy-4,6a,12b-trimethyl-11-oxo-9-(3-pyridinyl)-2H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-4-yl]methyl ester | [EINECS(EC#)]
815-966-6 | [Molecular Formula]
C33H39NO9 | [MDL Number]
MFCD32874219 | [MOL File]
915972-17-7.mol | [Molecular Weight]
593.66 |
| Chemical Properties | Back Directory | [Boiling point ]
742.1±60.0 °C(Predicted) | [density ]
1.39±0.1 g/cm3(Predicted) | [vapor pressure ]
0Pa at 25℃ | [form ]
Solid:particulate/powder | [pka]
11.78±0.70(Predicted) | [LogP]
3.45 at 25.2℃ and pH7.34-7.74 | [Surface tension]
49.7mN/m at 100.1mg/L and 20℃ | [EPA Substance Registry System]
Afidopyropen (915972-17-7) |
| Hazard Information | Back Directory | [Description]
Afidopyropen is an insecticide. It is moderately persistent in soil and water. It is moderately mobile and may leach to groundwaters. It has a favourable biodiversity toxicity profile including its impact on bees. It has a low oral toxicity to mammals. | [Uses]
Afidopyropen (ME-5343) is an Afidopyropen targets sucking insects such as whiteflies, aphids, and leafhoppers by acting on the Nanchung (Nan) and Inactive (Iav) encoding gene of insects, and affecting TRPV channel. Afidopyropen can be used for many crops for its degradability[1]. | [Definition]
ChEBI: Afidopyropen is an organic heterotetracyclic compound that is 1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromen-11-one which is substituted by methyl groups at positions 4, 6a, and 12b; hydroxy groups at positions 3, 6, and 9; and a cyclopropycarbonyloxymethyl group and a cyclopropylcarbonyloxy group at positions 17 and 18 respectively, and a pyridin-3-yl group at position 14 (the (3S,4R,4aR,6S,6aS,12R,12aS,12bS stereoisomer). It is an insecticide that is effective against sucking insects on fruit, vegetables and nuts. It has a role as an insecticide, an agrochemical and a TRPV channel modulator. It is a cyclopropanecarboxylate ester, a member of pyridines, an organic heterotetracyclic compound and a secondary alcohol. | [Production Methods]
Afidopyropen is produced commercially as a synthetic derivative of natural pyropenes. Its production involves fermentation-based generation of the pyropene core structure from actinomycete microorganisms, followed by semisynthetic chemical modification to introduce functional groups that enhance insecticidal activity and stability. | [Mechanism of action]
Disrupts insect feeding behaviour. A chlordotonal orgn TRPV (transient receptor potential vanilloid) channel modulatot | [References]
[1] Hou X, et al., Dissipation and safety evaluation of afidopyropen and its metabolite residues in supervised cotton field. Ecotoxicol Environ Saf. 2019 Sep 30;180:227-233. DOI:10.1016/j.ecoenv.2019.04.089 | [Pesticide Type]
Insecticide |
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