A biflavonoid inhibitor of pre-mRNA splicing
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Isoginkgetin

Item No. 25104

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8-[5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenyl]-5,7-dihydroxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
CAS Number
548-19-6
Molecular Formula
C32H22O10
Formula Weight
566.5
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMSO: 3 mg/mlDMSO:PBS (pH 7.2) (1:7): 0.12 mg/ml
λmax
213, 272, 328 nm
SMILES
O=C1C=C(C2=CC=C(OC)C=C2)OC3=C1C(O)=CC(O)=C3C4=CC(C5=CC(C(C(O)=CC(O)=C6)=C6O5)=O)=CC=C4OC
InChi Code
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
Origin
Plant/Ginkgo biloba L.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    5 mg

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    10 mg

    $235

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    25 mg

    $487

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    Cayman Chemical
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    Product Description

    Isoginkgetin is a biflavonoid that has been found in G. biloba and is an inhibitor of pre-mRNA splicing.1 Isoginkgetin (33 μM) reduces the activity of an mRNA-dependent luciferase reporter by 5-fold, shifts the composition of total RNA extract from predominantly mRNA to pre-mRNA, and arrests cell growth in HEK293 cells. Isoginkgetin (10 μM) suppresses mouse lymphocyte proliferation induced by concanavalin A (Con A; Item No. 14951) and LPS by approximately 87 and 90%, respectively.2 It also suppresses arachidonic acid release induced by phorbol 12-myristate 13-acetate (PMA; Item No. 10008014) and the calcium ionophore A23187 (Item No. 11016) by 32.5 and 48.4%, respectively, in rat peritoneal macrophages when used at a concentration of 10 μM.3 Isoginkgetin (5-20 μM) reduces matrix metalloproteinase-9 (MMP-9) activity, expression, and mRNA levels in and decreases cell invasion by HT1080 fibrosarcoma cells in a concentration-dependent manner.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. O'Brien, K., Matlin, A.J., Lowell, A.M., et al. The biflavonoid isoginkgetin is a general inhibitor of pre-mRNA splicing. The Journal of Biological Chemisty 283(48), 33147-33154 (2008).

    2. Lee, S.J., Choi, J.H., Son, K.H., et al. Suppression of mouse lymphocyte proliferation in vitro by naturally-occurring biflavonoids. Life Sci. 57(6), 551-558 (1995).

    3. Lee, S.J., Son, K.H., Chang, H.W., et al. Inhibition of arachidonate release from rat peritoneal macrophage by biflavonoids. Arch. Pharm. Res. 20(6), 533-538 (1997).

    4. Yoon, S.-O., Shin, S.S., Lee, H.-J., et al. Isoginkgetin inhibits tumor cell invasion by regulating phosphatidylinositol 3-kinase/Akt-dependent matrix metalloproteinase-9 expression. Mol. Cancer Ther. 5(11), 2666-2675 (2006).