| Identification | Back Directory | [Name]
GINKGETIN | [CAS]
481-46-9 | [Synonyms]
GINKGETIN
Ginkgetin, >98%
GINKGETIN USP/EP/BP
GINKGETIN(RG)(PLEASE CALL)
Ginkgetin, 98%, from Ginkgo biloba L.
4',5,5'',7-Tetrahydroxy-4''',7''-dimethoxy-8,3'''-biflavone
5,7-Dihydroxy-8-[2-methoxy-5-(5-hydroxy-7-methoxy-4-oxo-4H-1-benzopyran-2-yl)phenyl]-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
5,7-Dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenyl]-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
4H-1-Benzopyran-4-one,5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenyl]-2-(4-hydroxyphenyl)- | [Molecular Formula]
C32H22O10 | [MDL Number]
MFCD07370786 | [MOL File]
481-46-9.mol | [Molecular Weight]
566.51 |
| Chemical Properties | Back Directory | [Melting point ]
297 °C(Solv: acetone (67-64-1)) | [Boiling point ]
863.7±65.0 °C(Predicted) | [density ]
1.506±0.06 g/cm3(Predicted) | [storage temp. ]
Store at -20°C | [solubility ]
DMSO:64.0(Max Conc. mg/mL);112.97(Max Conc. mM)
DMSO:PBS (pH 7.2) (1:7):0.12(Max Conc. mg/mL);0.21(Max Conc. mM) | [form ]
powder | [pka]
6.18±0.40(Predicted) | [color ]
Light yellow | [InChIKey]
AIFCFBUSLAEIBR-UHFFFAOYSA-N | [SMILES]
C1(C2=CC=C(O)C=C2)OC2=C(C3=CC(C4OC5=CC(OC)=CC(O)=C5C(=O)C=4)=CC=C3OC)C(O)=CC(O)=C2C(=O)C=1 | [LogP]
4.450 (est) |
| Hazard Information | Back Directory | [Chemical Properties]
It is soluble in organic solvents such as methanol, ethanol, and DMSO, and is derived from Ginkgo biloba. | [Uses]
Ginkgetin, a biflavone, is isolated from Ginkgo biloba leaves. Ginkgetin exhibit anti-tumor, anti-inflammatory, neuroprotective, anti-fungal activities. Ginkgetin is also a potent inhibitor of Wnt signaling, with an IC50 of 5.92 μΜ[1][2][3][4][5]. | [Definition]
ChEBI: A biflavonoid that is the 7,4'-dimethyl ether derivative of amentoflavone. Isolated from Ginkgo biloba and Dioon, it exhibits anti-HSV-1, antineoplastic and inhibitory activities towards arachidonate 5-lipoxygenase and cyclooxyge
ase 2. | [in vivo]
Ginkgetin (25-100 mg/kg; i.p. 2 hours after the onset of ischemia) exerts anti-inflammatory effects on cerebral ischemia/reperfusion-induced injury in a rat model via the TLR4/NF-κB signaling pathway[4].
Ginkgetin (30 mg/kg; intragastrically once per day for 42 d) suppresses tumor growth in A549 cells bearing nude mice[5]. | Animal Model: | Male Sprague-Dawley rats (200-220 g)[4] | | Dosage: | 25, 50, 100 mg/kg | | Administration: | I.p. 2 hours after the onset of ischemia | | Result: | Reduced the neurological de?cit score.
Suppressed the expression of NF-κB, TLR4 and IκBαin ischemic penumbra cortex, and inhibited the degradation of IκBα.
Decreased the expressions of ICAM-1, COX-2, and iNOS.
Downregulated downstream in?ammatory factor PGE2 and TNF-α expression.
Decreased IL-1β, IL-6, IL-8, and IL-10 protein expression.
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| [References]
[1] Hu WH, et, al. Synergy of Ginkgetin and Resveratrol in Suppressing VEGF-Induced Angiogenesis: A Therapy in Treating Colorectal Cancer. Cancers (Basel). 2019 Nov 20;11(12):1828. DOI:10.3390/cancers11121828
[2] Ye ZN, et, al. Biflavone Ginkgetin, a Novel Wnt Inhibitor, Suppresses the Growth of Medulloblastoma. Nat Prod Bioprospect. 2015 Mar 29;5(2):91-97. DOI:10.1007/s13659-015-0056-4
[3] Xiong M, et, al. Ginkgetin exerts growth inhibitory and apoptotic effects on osteosarcoma cells through inhibition of STAT3 and activation of caspase-3/9. Oncol Rep. 2016 Feb;35(2):1034-40. DOI:10.3892/or.2015.4427
[4] Li Q, et, al. Ginkgetin exerts anti-inflammatory effects on cerebral ischemia/reperfusion-induced injury in a rat model via the TLR4/NF-κB signaling pathway. Biosci Biotechnol Biochem. 2019 Apr;83(4):675-683. DOI:10.1080/09168451.2018.1553608
[5] Lou J, et, al. Ginkgetin induces autophagic cell death through p62/SQSTM1-mediated autolysosome formation and redox setting in non-small cell lung cancer. Oncotarget. 2017 Oct 16;8(54):93131-93148. DOI:10.18632/oncotarget.21862 |
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