Ginkgolic Acid

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Cat.No. 6326 - Ginkgolic Acid | C22H34O3 | CAS No. 22910-60-7
Description: Inhibits SUMOylation by binding E1
Chemical Name: 2-Hydroxy-6-(8Z)-8-pentadecenylbenzoic acid
Purity: ≥97% (HPLC)
Datasheet
Citations
Reviews
Literature

Biological Activity

Inhibitor of SUMOylation (IC50 = 3 μM). Directly binds E1 and inhibits formation of E1-SUMO intermediate. Protects against amyloid β-induced impairment of neurotransmission and synaptic plasticity. Also suppresses CD44 and MMP14 expression in breast cancer cells, eliminating cancer stem cells and inhibiting tumorigenesis.

Technical Data

M. Wt 346.5
Formula C22H34O3
Storage Store at -20°C
Purity ≥97% (HPLC)
CAS Number 22910-60-7
PubChem ID 5281858
InChI Key YXHVCZZLWZYHSA-FPLPWBNLSA-N
Smiles CCCCCC/C=C\CCCCCCCC1=C(C(O)=CC=C1)C(O)=O

The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.

All Tocris products are intended for laboratory research use only.

Solubility Data

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 34.65 100
ethanol 34.65 100

Preparing Stock Solutions

The following data is based on the product molecular weight 346.5. Batch specific molecular weights may vary from batch to batch due to solvent of hydration, which will affect the solvent volumes required to prepare stock solutions.

Concentration / Solvent Volume / Mass 1 mg 5 mg 10 mg
1 mM 2.89 mL 14.43 mL 28.86 mL
5 mM 0.58 mL 2.89 mL 5.77 mL
10 mM 0.29 mL 1.44 mL 2.89 mL
50 mM 0.06 mL 0.29 mL 0.58 mL

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Product Datasheets

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References

References are publications that support the products' biological activity.

Fukuda et al (2009) Ginkgolic acid inhibits protein SUMOylation by blocking formation of the E1-SUMO intermediate. Chem.Biol. 16 133 PMID: 19246003

Mango et al (2016) Ginkgolic acid protects against Aβ-induced synaptic dysfunction in the hippocampus. Front.Pharmacol. 7 401 PMID: 27833555

Bogachek et al (2016) Inhibiting the SUMO pathway represses the cancer stem cell population in breast and colorectal carcinomas. Stem Cell Reports. 7 1140 PMID: 27916539


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Keywords: Ginkgolic Acid, supplier, inhibitors, inhibits, SUMOylation, ubiquitin, activating, enzyme, E1, neuroprotective, CD44, Other, Ligases, Post-translational, Modifications, Cancer, Stem, Cells, Other, Ligases, Tocris Bioscience

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