A cyclic octapeptide with antiinsectan activity
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Shearamide A

Item No. 45506

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(6S,12S,15S,17aS,23S,26S,28aS)-12-((1H-indol-3-yl)methyl)-6-benzyl-15-((S)-sec-butyl)-23-((R)-1-hydroxyethyl)-26-isopropyloctadecahydro-1H,5H-dipyrrolo[1,2-a:1',2'-j][1,4,7,10,13,16,19,22]octaazacyclotetracosin-5,8,11,14,17,22,25,28(28aH)-octaone
CAS Number
212394-70-2
Synonyms
  • Cyclic(Pro-Val-Thr-Pro-Ile-Trp-Gly-Phe)
Molecular Formula
C47H63N9O9
Formula Weight
898.1
Purity
≥95%
Formulation (Request formulation change)
A solid
Peptide Sequence
c[PVTPIWGF]
SMILES
O=C([C@](NC([C@@]1([H])N(CCC1)C([C@](NC([C@@H](NC([C@@]2([H])N(CCC2)C([C@@H](NC(CNC3=O)=O)CC4=CC=CC=C4)=O)=O)C(C)C)=O)([H])[C@H](O)C)=O)=O)([H])[C@@H](C)CC)N[C@H]3CC5=CNC6=CC=CC=C56
InChi Code
InChI=1S/C47H63N9O9/c1-6-27(4)39-45(63)51-33(23-30-24-48-32-17-11-10-16-31(30)32)41(59)49-25-37(58)50-34(22-29-14-8-7-9-15-29)46(64)55-20-12-18-35(55)42(60)52-38(26(2)3)44(62)54-40(28(5)57)47(65)56-21-13-19-36(56)43(61)53-39/h7-11,14-17,24,26-28,33-36,38-40,48,57H,6,12-13,18-23,25H2,1-5H3,(H,49,59)(H,50,58)(H,51,63)(H,52,60)(H,53,61)(H,54,62)/t27-,28+,33-,34-,35-,36-,38-,39-,40-/m0/s1
InChi Key
SXPJEDLTKJQXTO-CKRDNGQNSA-N
Origin
Fungus/Talaromyces sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    500 µg

    $185

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    2.5 mg

    $394

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    Product Description

    Shearamide A is a cyclic octapeptide that has been found in E. shearii and has antiinsectan activity.1 It reduces the growth rate of H. zea larvae by 35% when administered in the diet at 100 ppm.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Belofsky, G.N., Gloer, J.B., Wicklow, D.T., et al. Shearamide A: A new cyclic peptide from the ascostromata of Eupenicillium shearii. Tetrahedron Lett. 39(31), 5497-5500 (1998).