An indole diterpene with antiinsectan activity
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Shearinine B

Item No. 45476

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(2R,4bS,6aS,9aS,15bS,15cR,17aS)-5,6,6a,7,9,9a,10,12,15,15b,15c,16,17,17a-tetradecahydro-4b-hydroxy-2-(1-hydroxy-1-methylethyl)-10,10,12, 12,15b,15c-hexamethyl-2H-1-benzopyrano[5′,6′:6,7]indeno[1,2-b]pyrano[4′,3′:3,4]cyclopent [1,2-f]indol-3(4bH)-one
CAS Number
163136-25-2
Molecular Formula
C37H47NO5
Formula Weight
585.8
Purity
≥95%
Formulation (Request formulation change)
A solid
SMILES
[H][C@@]12C(C)(OC(C)(C=C1C3=C(C=C4C(NC5=C4C[C@@]6(CC[C@@]7(O)C8=CC([C@@H](C(C)(C)O)O[C@]8(CC[C@]([C@]65C)7C)[H])=O)[H])=C3)C2)C)C
InChi Code
InChI=1S/C37H47NO5/c1-32(2)18-24-21-16-27-22(13-19(21)14-25(24)34(5,6)43-32)23-15-20-9-12-37(41)26-17-28(39)31(33(3,4)40)42-29(26)10-11-35(37,7)36(20,8)30(23)38-27/h13,16-18,20,25,29,31,38,40-41H,9-12,14-15H2,1-8H3/t20-,25-,29-,31-,35+,36+,37+/m0/s1
InChi Key
JNCCSFRDVVNJKT-GYHKBIDESA-N
Origin
Bacterium/Penicillium sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    250 µg

    $169

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    1 mg

    $608

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    Product Description

    Shearinine B is an indole diterpene originally isolated from E. shearii that has antiinsectan activity.1 Shearinine B (100 ppm in the diet) reduces the growth rate of H. zea larvae and the feeding rate of C. hemipterus larvae by 94 and 50%, respectively. It also induces 84% mortality in S. frugiperda larvae in a leaf disc assay.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Belofsky, G.N., and Gloer, J.B. Antiinsectan alkaloids: Shearinines A-C and a new paxilline derivative from the ascostromata of Eupenicillium shearii. Tetrahedron 51(14), 3959-3968 (1995).