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Merck

416154

Isoginkgetin

≥98% (HPLC), solid, pre-mRNA splicing inhibitor, Calbiochem®

Synonym(s):

Pre-mRNA Splicing Inhibitor, Isoginkgetin, 8-(5-(5,7-Dihydroxy-4-oxo-4H-chromen-2-yl)-2-methoxyphenyl)-5,7-dihydroxy-2-(4-methoxyphenyl)-4H-chromen-4-one

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About This Item

Empirical Formula (Hill Notation):
C32H22O10
CAS Number:
548-19-6
Molecular Weight:
566.51
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00597035
Assay:
≥98% (HPLC)
Form:
solid
Quality level:
100
Storage condition:
OK to freeze, protect from light

Key Documents

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Product Name

Pre-mRNA Splicing Inhibitor, Isoginkgetin, The Pre-mRNA Splicing Inhibitor, Isoginkgetin, also referenced under CAS 548-19-6, blocks the spliceosome-meidated splicing process.

SMILES string

[o]1c2c([c](cc1c6ccc(cc6)OC)=O)c(cc(c2c3c(ccc(c3)c4[o]c5c([c](c4)=O)c(cc(c5)O)O)OC)O)O

InChI

1S/C32H22O10/c1-39-18-6-3-15(4-7-18)26-14-24(38)31-22(36)12-21(35)29(32(31)42-26)19-9-16(5-8-25(19)40-2)27-13-23(37)30-20(34)10-17(33)11-28(30)41-27/h3-14,33-36H,1-2H3

InChI key

HUOOMAOYXQFIDQ-UHFFFAOYSA-N

assay

≥98% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

yellow

solubility

DMSO: 100 mg/mL

shipped in

ambient

storage temp.

2-8°C

Quality Level

100

Related Categories

General description

A cell-permeable, naturally isolated Ginkgo biloba biflavanoid that acts as a general pre-mRNA splicing inhibitor (ICmax = 50 µM in splicing assays using HeLa nuclear extract) by blocking the spliceosome-meidated splicing process at the prespliceosome/A complex stage. Isoginkgetin treatment is shown to result in growth arrest in HEK293-derived cultures in a reversible manner without affecting cell viability (33 µM for 24 h).
A naturally isolated Ginkgo biloba biflavanoid that acts as a cell-permeable, reversible inhibitor against spliceosome-mediated pre-mRNA splicing (IC50 and ICmax = 30 and 50 µM, respectively, in splicing assays using HeLa nuclear extract) by preventing the prespliceosome A complex from recruiting the U4/U5/U6 tri-snRNP (stable nuclear RNA and its associated proteins) to form B complex. Isoginkgetin treatment is shown to result in growth arrest in HEK293-derived cultures in a reversible manner without affecting cell viability (33 µM for 24 h).

Packaging

Packaged under inert gas

Other Notes

Kim, H.Y., et al. 2008. Arch. Pharm. Res.31, 265.
O′Brien, K., et al. 2008. J. Biol. Chem.283, 33147.
Yoon, S,O., et al. 2006. Mol. Cancer Ther.5, 2666.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Standard Handling (A)

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

416154-MG: + 416154-10MG:

jan

Certificates of Analysis (COA)

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Sang-Oh Yoon et al.
Molecular cancer therapeutics, 5(11), 2666-2675 (2006-11-24)
Matrix metalloproteinase (MMP)-9 plays a key role in tumor invasion. Inhibitors of MMP-9 were screened from Metasequoia glyptostroboides (Dawn redwood) and one potent inhibitor, isoginkgetin, a biflavonoid, was identified. Noncytotoxic levels of isoginkgetin decreased MMP-9 production profoundly, but up-regulated the
Wenbo Zhu et al.
ACS omega, 5(39), 25306-25311 (2020-10-13)
Deposition and dysfunction of U1 small nuclear ribonucleoprotein (snRNP) have been revealed in Alzheimer's disease (AD), but whether U1 is involved in the amyloid precursor protein (APP) and Tau pathways remains unclear. Here, we investigate this by inhibiting the U1
Kristine O'Brien et al.
The Journal of biological chemistry, 283(48), 33147-33154 (2008-10-02)
Membrane-permeable compounds that reversibly inhibit a particular step in gene expression are highly useful tools for cell biological and biochemical/structural studies. In comparison with other gene expression steps where multiple small molecule effectors are available, very few compounds have been
Hyun Pyo Kim et al.
Archives of pharmacal research, 31(3), 265-273 (2008-04-15)
Biflavonoids belong to a subclass of the plant flavonoid family. Distribution of biflavonoids in the plant kingdom is limited to several species. Previously, some pharmacological activities of biflavonoids were described such as inhibition of histamine release from mast cells and
Claudia Baumann et al.
Open biology, 13(11), 230133-230133 (2023-11-08)
In somatic cells, mitotic transcription of major satellite non-coding RNAs is tightly regulated and essential for heterochromatin formation and the maintenance of genome integrity. We recently demonstrated that major satellite transcripts are expressed, and chromatin-bound during mouse oocyte meiosis. Pericentric
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Global Trade Item Number

SKUGTIN
416154-10MGCN04055977187786

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