Structure Database (LMSD)
Common Name
Quassin
Systematic Name
2,12-Dimethoxypicrasa-2,12-diene-1,11,16-trione
Synonyms
3D model of Quassin
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
Quassin is a quassinoid that has been found in Q. amara and has diverse biological activities.1,2,3 It is active against chloroquine-sensitive and -resistant strains of P. falciparum (IC50 = 0.15 µM for both).1 Quassin has antifeedant and insecticidal activity against the diamondback moth (P. xylostella) when applied to dietary cabbage leaf discs at 16, 31.9, or 63.7 µg/cm2.2 It increases viability of SH-SY5Y cells in a model of hydrogen peroxide-induced neuronal injury when used at concentrations of 25, 50, or 100 µM.3
This information has been provided by Cayman Chemical
References
References
String Representations
InChiKey (Click to copy)
IOSXSVZRTUWBHC-LBTVDEKVSA-N
InChi (Click to copy)
InChI=1S/C22H28O6/c1-10-7-14(26-5)20(25)22(4)12(10)8-15-21(3)13(9-16(23)28-15)11(2)18(27-6)17(24)19(21)22/h7,10,12-13,15,19H,8-9H2,1-6H3/t10-,12+,13+,15-,19+,21-,22+/m1/s1
SMILES (Click to copy)
[C@@]12(C)[C@@]3([H])CC(=O)O[C@]1([H])C[C@@]1([H])[C@H](C)C=C(OC)C(=O)[C@]1(C)[C@@]2([H])C(=O)C(=C3C)OC
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
28
Rings
4
Aromatic Rings
0
Rotatable Bonds
2
Van der Waals Molecular Volume
379.26
Topological Polar Surface Area
80.97
Hydrogen Bond Donors
0
Hydrogen Bond Acceptors
6
logP
3.11
Molar Refractivity
100.29
Admin
Created at
-
Updated at
11th Mar 2025