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
1. Su, Y., Sun, C.M., Chuang, H.H., et al. Studies on the cytotoxic mechanisms of ginkgetin in a human ovarian adenocarcinoma cell line. Naunyn Schmiedebergs Arch. Pharmacol. 362(10), 82-90 (2000).
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
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Created at
-
Updated at
8th Jun 2021