163136-24-1
Chemical Structure
Shearinine A
Synonym(s): (+)-Shearinine A
- CAS No.: 163136-24-1
- Formula:C37H45NO5
- Molecular Weight:583.77
IUPAC Name: (3R,5bS,7aS,10aS,16bS,16cR,18aS)-5b-hydroxy-2,2,11,11,13,13,16b,16c-octamethyl-2,3,5b,6,7,7a,8,10,10a,11,13,16,16b,16c,17,18-hexadecahydro-4H-3,18a-epoxyoxepino[2'',3'':5',6']benzo[1',2':6,7]indeno[1,2-b]pyrano[4',3':3,4]cyclopenta[1,2-f]indol-4-one
InChIKey: YAGQIZPAJNEIKG-JHMFTDMYSA-N
SMILES: O[C@]12C=3[C@]4(O[C@](C(C)(C)O4)(C(=O)C3)[H])CC[C@]1(C)[C@@]5(C)C6=C(C[C@@]5(CC2)[H])C=7C(N6)=CC8=C(C7)C[C@]9(C8=CC(C)(C)OC9(C)C)[H]
Biological Activity: Shearinine A ((+)-Shearinine A) is an orally active insecticidal indole alkaloid present in the sclerotioid ascostromata of the endophytic fungi Aspergillus fumigatus GCV-12 and Eupenicillium shearii. Shearinine A inhibits methicillin-resistant Staphylococcus aureus (MRSA). Shearinine A exhibits biological activity against corn earworms and dried fruit beetles. Shearinine A can be used in studies related to bacterial infections[1][2].
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Shearinine A | Shearinine A ((+)-Shearinine A) is an orally active insecticidal indole alkaloid present in the sclerotioid ascostromata of the endophytic fungi Aspergillus fumigatus GCV-12 and Eupenicillium shearii. Shearinine A inhibits methicillin-resistant Staphylococcus aureus (MRSA). Shearinine A exhibits biological activity against corn earworms and dried fruit beetles. Shearinine A can be used in studies related to bacterial infections. | |||||||||||||||||||||
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References
- [1]. Bo H, et al. Indole-Diterpenoids with Anti-MRSA Activity from the Endophytic Fungus Aspergillus fumigatus. Chemistry of Natural Compounds. 2025;61:827-830.
- [2]. Belofsky GN, et al. Antiinsectan alkaloids: Shearinines A-C and a new paxilline derivative from the ascostromata of Eupenicillium shearii. Tetrahedron. 1995;51(14):3959-3968.
