Structure Database (LMSD)

Common Name
Ginkgetin
Systematic Name
Synonyms
  • Amentoflavone 7,4'-dimethyl ether
LM ID
LMPK12040003
Formula
Exact Mass
Calculate m/z
566.1213
Status
Curated


Classification

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

Taxonomy Information

Curated from
NCBI taxonomy class
Reference
Ginkgo biloba (#3311)
Ginkgoopsida (#29811)
Flavonoids of Ginkgo biloba,
Ginkgo Biloba A Global Treasure, 1997

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

KEGG ID
HMDB ID
CHEBI ID
PubChem CID
Cayman ID

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