163136-25-2
Chemical Structure
Shearinine B
Synonym(s): (+)-Shearinine B
- CAS No.: 163136-25-2
- Formula:C37H47NO5
- Molecular Weight:585.79
IUPAC Name: (2R,4bS,6aS,9aS,15bS,15cR,17aS)-4b-hydroxy-2-(2-hydroxypropan-2-yl)-10,10,12,12,15b,15c-hexamethyl-5,6,6a,7,9,9a,10,12,15,15b,15c,16,17,17a-tetradecahydro-2H-chromeno[5',6':6,7]indeno[1,2-b]pyrano[4',3':3,4]cyclopenta[1,2-f]indol-3(4bH)-one
InChIKey: JNCCSFRDVVNJKT-GYHKBIDESA-N
SMILES: C[C@]12C3=C(C[C@@]1(CC[C@]4(O)[C@]2(C)CC[C@]5(C4=CC(=O)[C@@H]([C@](C)(C)O)O5)[H])[H])C=6C(N3)=CC7=C(C6)C[C@]8(C7=CC(C)(C)OC8(C)C)[H]
Biological Activity: Shearinine B ((+)-Shearinine B) is an indole-diterpenoid alkaloid that can be found in the marine-derived fungus Penicillium janthinellum Biourge and Eupenicillium shearii. Shearinine B causes mortality in fall armyworm Spodoptera frugiperda and reduces growth rate of Helicoverpa zea larvae[1][2].
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Shearinine B | Shearinine B ((+)-Shearinine B) is an indole-diterpenoid alkaloid that can be found in the marine-derived fungus Penicillium janthinellum Biourge and Eupenicillium shearii. Shearinine B causes mortality in fall armyworm Spodoptera frugiperda and reduces growth rate of Helicoverpa zea larvae. | |||||||||||||||||||||
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References
- [1]. Smetanina OF, et al. Indole alkaloids produced by a marine fungus isolate of Penicillium janthinellum Biourge. J Nat Prod. 2007 Jun;70(6):906-9. [Content Brief]
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[2]. Gilbert N. Belofsky, et al. Antiinsectan alkaloids: Shearinines A-C and a new paxilline derivative from the ascostromata of Eupenicillium shearii. Tetrahedron Vol. 51, No. 14, pp. 3959-3968, 1995.
