An inhibitor of SUMOylation
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Anacardic Acid monoene

Item No. 18422

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-hydroxy-6-(8Z)-8-pentadecenyl-benzoic acid
CAS Number
22910-60-7
Synonyms
  • Anacardic Acid 15:1
  • Ginkgolic Acid I
  • Ginkogolic Acid C15:1
Molecular Formula
C22H34O3
Formula Weight
346.5
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 50 mg/mlDMSO: 30 mg/mlEthanol: 50 mg/mlEthanol:PBS(pH 7.2) (1:1): 0.5 mg/ml
λmax
243, 311 nm
SMILES
OC1=CC=CC(CCCCCCC/C=C\CCCCCC)=C1C(O)=O
InChi Code
InChI=1S/C22H34O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16-19-17-15-18-20(23)21(19)22(24)25/h7-8,15,17-18,23H,2-6,9-14,16H2,1H3,(H,24,25)/b8-7-
InChi Key
YXHVCZZLWZYHSA-FPLPWBNLSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $69

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    5 mg

    $280

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    10 mg

    $461

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    Product Description

    Anacardic acid monoene is a 2-hydroxy-6-alkylbenzoic acid in which the alkyl chain contains 15 carbons and is unsaturated at the 8 position.1 It inhibits SUMOylation in vitro (IC50 = 3 µM) and in cells without affecting protein ubiquitination.2,3 Anacardic acid monoene directly binds the SUMO-activating enzyme E1, blocking the formation of the E1-SUMO intermediate.2 Anacardic acid monoene also suppresses the development of pancreatic cancer xenografts in mice.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. He, X.g., Bernart, M.W., Nolan, G.S., et al. High-performance liquid chromatography-electrospray ionization-mass spectrometry study of ginkgolic acid in the leaves and fruits of the ginkgo tree (Ginkgo biloba). J. Chromatogr. Sci. 38, 169-173 (2000).

    2. Fukuda, I., Ito, A., Hirai, G., et al. Ginkgolic acid inhibits protein SUMOylation by blocking formation of the E1-SUMO intermediate. Chem. Biol. 16, 133-140 (2009).

    3. Luo, H.B., Xia, Y.Y., Shu, X.J., et al. SUMOylation at K340 inhibits tau degradation through deregulating its phosphorylation and ubiquitination. Proc. Natl. Acad. Sci. USA 111(46), 16586-16591 (2014).

    4. Ma, J., Duan, W., Han, S., et al. Ginkgolic acid suppresses the development of pancreatic cancer by inhibiting pathways driving lipogenesis. Oncotarget 6(25), 20993-21003 (2015).