A diterpenoid with insecticidal and antinociceptive activities
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Rhodojaponin III

Item No. 36345

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2β,3β-epoxy-grayanotoxane-5,6β,10,14R,16-pentol
CAS Number
26342-66-5
Molecular Formula
C20H32O6
Formula Weight
368.5
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
DMSO: 10 mM
SMILES
O[C@H]1[C@@](C[C@H]2O)(C[C@]3(O)C)[C@](CC[C@]13[H])([H])[C@@](O)([C@@]([C@@](O4)([H])[C@@]4([H])C(C)5C)([H])[C@]25O)C
InChi Code
InChI=1S/C20H32O6/c1-16(2)15-12(26-15)13-18(4,24)10-6-5-9-14(22)19(10,8-17(9,3)23)7-11(21)20(13,16)25/h9-15,21-25H,5-8H2,1-4H3/t9-,10+,11-,12+,13+,14-,15+,17-,18-,19+,20-/m1/s1
InChi Key
VUMZHZYKXUYIHM-GLHQSWFFSA-N
Origin
Plant/Rhododendron molle
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    10 mg

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    25 mg

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    Product Description

    Rhodojaponin III is a diterpenoid that has been found in R. molle and has insecticidal and antinociceptive activities.1,2 It reduces pupation and the number of Colorado potato beetle (L. decemlineata) larvae on, and damage to, potato plants when applied at concentrations of 75 and 150 ppm.1 It also induces mortality in adult confused flour beetles (T. confusum). Rhodojaponin III has antinociceptive effects in mouse models of chemical, inflammatory, and neuropathic pain.2 It reduces acetic acid-induced writhing in mice (ID50 = 0.0469 mg/kg) and increases the paw withdrawal threshold for mechanical stimuli in a mouse model of diabetic peripheral neuropathic pain when administered at doses of 0.04 and 0.08 mg/kg. Rhodojaponin III is toxic to mice with an LD50 value of 0.271 mg/kg.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Mei-Ying, H., Klocke, J.A., Chiu, S.-F., et al. Response of five insect species to a botanical insecticide, rhodojaponin III. J. Econ. Entomol. 86(3), 706–711 (1993).

    2. Li, Y., Liu, Y.-B., Zhang, J.-J., et al. Antinociceptive grayanoids from the roots of Rhododendron molle. J. Nat. Prod. 78(12), 2887-2895 (2015).