A peptide antagonist of NK1 and NK2 receptors
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WIN 66,306

Item No. 33161

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
cyclo[glycyl-L-tryptophyl-L-prolylglycyl-L-valylglycyl-(βR)-β-hydroxy-3-(3-methyl-2-butenyl)-L-tyrosyl]
CAS Number
151928-32-4
Molecular Formula
C41H52N8O9
Formula Weight
800.9
Purity
≥95%
Formulation
A residue
SMILES
O=C(N1[C@@](C(NCC(N[C@H](C(NCC(N[C@@](C(NCC(N2)=O)=O)([H])[C@@H](C3=CC(C/C=C(C)\C)=C(C=C3)O)O)=O)=O)C(C)C)=O)=O)([H])CCC1)[C@@H]2CC4=CNC5=CC=CC=C45
InChi Code
InChI=1S/C41H52N8O9/c1-22(2)11-12-24-16-25(13-14-31(24)50)37(54)36-40(57)45-19-32(51)46-29(17-26-18-42-28-9-6-5-8-27(26)28)41(58)49-15-7-10-30(49)38(55)43-20-33(52)47-35(23(3)4)39(56)44-21-34(53)48-36/h5-6,8-9,11,13-14,16,18,23,29-30,35-37,42,50,54H,7,10,12,15,17,19-21H2,1-4H3,(H,43,55)(H,44,56)(H,45,57)(H,46,51)(H,47,52)(H,48,53)/t29-,30-,35-,36-,37+/m0/s1
InChi Key
BNPYZZVTLFIGQT-FAWZPQLUSA-N
Origin
Fungus/Aspergillus nanangensis
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

    $267

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    5 mg

    $1,062

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    Product Description

    WIN 66,306 is a cyclic heptapeptide antagonist of neurokinin-1 (NK1) and NK2 receptors originally isolated from A. flavipes.1 It binds to NK1 and NK2 receptors (Kis = 8 and 3.8 µM, respectively, for the human receptors) and inhibits contractions induced by substance P (Item No. 24035) in isolated guinea pig ileum in a concentration-dependent manner.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Barrow, C.J., Doleman, M.S., Bobko, M.A., et al. Structure determination, pharmacological evaluation, and structure-activity studies of a new cyclic peptide substance P antagonist containing the new amino acid 3-prenyl-β-hydroxytyrosine, isolated from Aspergillus flavipes. J. Med. Chem. 37(3), 356-363 (1994).