Structure Database (LMSD)
Common Name
Ginkgetin
Systematic Name
Synonyms
- Amentoflavone 7,4'-dimethyl ether
3D model of Ginkgetin
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
Biological Context
Ginkgetin is a biflavonoid that has been isolated from G. biloba and has diverse biological activities, including pro-apoptotic, antiproliferative, anti-inflammatory, anti-atherosclerosis, and neuroprotective properties.1,2,3,4 It inhibits the proliferation of OVCAR-3 ovarian and HeLa cervical cancer cells (EC50s = 3 and 5.2 μg/ml, respectively) and induces apoptosis and caspase-3 cleavage in OVCAR-3 cells when used at a concentration of 3 μg/ml.1 Topical ginkgetin (20 μg/ear) reduces ear edema and prostaglandin E2 (PGE2) levels in a mouse model of chronic skin inflammation induced by phorbol 12-myristate 13-acetate (PMA).2 It decreases the thickness of the intima-media and lipid plaque deposition in the thoracic aorta in a rat model of high-fat diet-induced atherosclerosis when administered at a dose of 100 mg/kg.3 Ginkgetin (0.8 mg/kg per day) improves sensorimotor coordination and increases the time spent on a rotating bar in a mouse model of Parkinson's disease induced by MPTP.4
This information has been provided by Cayman Chemical
References
References
String Representations
InChiKey (Click to copy)
AIFCFBUSLAEIBR-UHFFFAOYSA-N
InChi (Click to copy)
InChI=1S/C32H22O10/c1-39-18-10-20(34)30-23(37)13-27(41-28(30)11-18)16-5-8-25(40-2)19(9-16)29-21(35)12-22(36)31-24(38)14-26(42-32(29)31)15-3-6-17(33)7-4-15/h3-14,33-36H,1-2H3
SMILES (Click to copy)
C1(OC)=CC2OC(C3C=CC(OC)=C(C4=C(O)C=C(O)C5C(=O)C=C(C6=CC=C(O)C=C6)OC4=5)C=3)=CC(=O)C=2C(O)=C1
Other Databases
Calculated Physicochemical Properties
Heavy Atoms
42
Rings
6
Aromatic Rings
6
Rotatable Bonds
5
Van der Waals Molecular Volume
468.26
Topological Polar Surface Area
159.80
Hydrogen Bond Donors
4
Hydrogen Bond Acceptors
10
logP
7.54
Molar Refractivity
154.81
Admin
Created at
-
Updated at
8th Jun 2021