Structure Database (LMSD)
Common Name
Rhodojaponin III
Systematic Name
2β,3β-epoxy-grayanotpxane-5β,6β,10α,14β,16β-pentol
Synonyms
3D model of Rhodojaponin III
Please note: Where there are chiral atoms but the stereochemistry is undefined, the 3D model takes an arbitrary conformation
Classification
Category
Main Class
Sub Class
Level 4 Class
Biological Context
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.
This information has been provided by Cayman Chemical
References
References
String Representations
InChiKey (Click to copy)
VUMZHZYKXUYIHM-GLHQSWFFSA-N
InChi (Click to copy)
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
SMILES (Click to copy)
[C@@H]12[C@@](O)(C)C[C@]3(C[C@@H](O)[C@]4(O)C(C)(C)[C@H]5O[C@H]5[C@@]4([H])[C@@](O)(C)[C@]3([H])CC1)[C@@H]2O
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
26
Rings
5
Aromatic Rings
0
Rotatable Bonds
0
Van der Waals Molecular Volume
345.50
Topological Polar Surface Area
113.68
Hydrogen Bond Donors
5
Hydrogen Bond Acceptors
6
logP
2.19
Molar Refractivity
95.61
Admin
Created at
-
Updated at
7th Jan 2025