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
2. Daido, M., Fukamiya, N., Okano, M., et al. Antifeedant and insecticidal activity of quassinoids against diamondback moth (Plutella xylostella). Biosci. Biotechnol. Biochem. 57(2), 2440246 (1993).
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