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CAS 147444-03-9

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pyripyropene A

Description:
Pyripyropene A is a natural product classified as a polyketide, primarily known for its role as a potent insecticide. It is derived from the fermentation of certain fungi, particularly those in the genus *Penicillium*. This compound exhibits a unique structure characterized by a complex bicyclic framework, which contributes to its biological activity. Pyripyropene A functions by inhibiting the activity of specific enzymes involved in the synthesis of chitin, a critical component of the exoskeletons of insects. This mechanism makes it effective against a variety of pest species, particularly in agricultural settings. Additionally, it has shown low toxicity to mammals, making it a favorable option for pest control. Its stability and efficacy under various environmental conditions further enhance its utility in integrated pest management strategies. Overall, pyripyropene A represents a significant advancement in the development of environmentally friendly insecticides, aligning with the growing demand for sustainable agricultural practices.
Formula:C31H37NO10
InChI:InChI=1/C31H37NO10/c1-16(33)38-15-30(5)22-13-24(40-18(3)35)31(6)27(29(22,4)10-9-23(30)39-17(2)34)26(36)25-21(42-31)12-20(41-28(25)37)19-8-7-11-32-14-19/h7-8,11-12,14,22-24,26-27,36H,9-10,13,15H2,1-6H3/t22-,23+,24+,26+,27-,29+,30+,31-/m1/s1
InChI key:InChIKey=PMMQOFWSZRQWEV-RVTXXDJVSA-N
SMILES:C[C@@]12[C@@]3([C@@](C)([C@@H](OC(C)=O)C[C@]1([C@@](COC(C)=O)(C)[C@@H](OC(C)=O)CC2)[H])OC4=C([C@@H]3O)C(=O)OC(=C4)C=5C=CC=NC5)[H]
Synonyms:
  • (3S,4R,4aR,6S,6aS,12R,12aS,12bS)-3,6-Bis(acetyloxy)-4-[(acetyloxy)methyl]-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-12-hydroxy-4,6a,12b-trimethyl-9-(3-pyridinyl)-2H,11H-naphtho[2,1-b]pyrano[3,4-e]pyran-11-one
  • (3S,4R,4aR,6S,6aS,12R,12aS,12bS)-4-[(acetyloxy)methyl]-12-hydroxy-4,6a,12b-trimethyl-11-oxo-9-(pyridin-3-yl)-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-2H,11H-benzo[f]pyrano[4,3-b]chromene-3,6-diyl diacetate
  • 2H,11H-Naphtho(2,1-b)pyrano(3,4-e)pyran-11-one, 1,3,4,4a,5,6a,12,12a,12b-decahydro-4-((acetyloxy)methyl)-3,6-bis(acetyloxy)-12-hydroxy-9-(3-pyridinyl)-4,6a,12b-trimethyl-
  • 2H,11H-Naphtho[2,1-b]pyrano[3,4-e]pyran-11-one, 3,6-bis(acetyloxy)-4-[(acetyloxy)methyl]-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-12-hydroxy-4,6a,12b-trimethyl-9-(3-pyridinyl)-, (3S,4R,4aR,6S,6aS,12R,12aS,12bS)-
  • 2H,11H-Naphtho[2,1-b]pyrano[3,4-e]pyran-11-one, 3,6-bis(acetyloxy)-4-[(acetyloxy)methyl]-1,3,4,4a,5,6,6a,12,12a,12b-decahydro-12-hydroxy-4,6a,12b-trimethyl-9-(3-pyridinyl)-, [3S-(3α,4β,4aβ,6α,6aα,12α,12aβ,12bα)]-
  • Fo 1289A
  • Pyripyropene A
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