GINKGETIN
GINKGETIN Basic information
- Product Name:
- GINKGETIN
- Synonyms:
-
- GINKGETIN
- 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
- Ginkgetin, >98%
- 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
- GINKGETIN(RG)(PLEASE CALL)
- 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)-
- Ginkgetin, 98%, from Ginkgo biloba L.
- CAS:
- 481-46-9
- MF:
- C32H22O10
- MW:
- 566.51
- Mol File:
- 481-46-9.mol
GINKGETIN Chemical Properties
- 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) - pka
- 6.18±0.40(Predicted)
- form
- powder
- 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)
GINKGETIN Usage And Synthesis
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. |
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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GINKGETIN(481-46-9)Related Product Information
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- Ginkgolide A
- Ginkgolide B
- Ginkgolide C
- Ginkgo biloba extract
- TREMELLA FUCIFORMIS POLYSACCHARIDE
- Ginkgolic acid (13:0)
- 6-pentadecylsalicylic acid
- Ginkgolic Acid C17:1
- Ginkgolic Acid C17:2
- Ginkgolide J
- N-BUTYLISOCYANIDE
- Tosylmethyl isocyanide
- 2,4-PENTANEDIONE, SILVER DERIVATIVE
- Tris(2,4-pentanedionato)chroMiuM(III)
- Aluminum acetylacetonate
- SALCOMINE
- TERT-BUTYL ISOCYANIDE