An anacardic acid with diverse biological activities
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Ginkgoneolic Acid

Item No. 27656

Technical Information
Formal Name
2-hydroxy-6-tridecyl-benzoic acid
CAS Number
20261-38-5
Synonyms
  • Anacardic Acid A
  • Ginkgolic Acid C13:0
Molecular Formula
C20H32O3
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 25 mg/ml
SMILES
OC1=CC=CC(CCCCCCCCCCCCC)=C1C(O)=O
InChi Code
InChI=1S/C20H32O3/c1-2-3-4-5-6-7-8-9-10-11-12-14-17-15-13-16-18(21)19(17)20(22)23/h13,15-16,21H,2-12,14H2,1H3,(H,22,23)
InChi Key
VEPUCZUJLKAVNM-UHFFFAOYSA-N
Origin
Plant/Ginkgo biloba
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Ginkgoneolic acid is an anacardic acid and analog of anacardic acid monoene (Item No. 18422) originally isolated from G. biloba and has diverse biological activities.1,2,3,4 It inhibits glycerol-3-phosphate dehydrogenase (GPDH; IC50 = 3 μg/ml).1 Ginkgoneolic acid inhibits PI3Kδ (IC50 = 2.49 μM) and IgE-mediated RBL-2H3 mast cell degranulation in vitro (IC50 = 2.4 μM).2 It reduces S. mutans biofilm formation with a 50% biofilm inhibition concentration (MBIC50) value of 4 μg/ml.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Irie, J., Murata, M., and Homma, S. Glycerol-3-phosphate dehydrogenase inhibitors, anacardic acids, from Ginkgo biloba. Biosci. Biotechnol. Biochem. 60(2), 240-243 (1996).

    2. Guo, J.-F., Ning, Z.-Q., Wu, X., et alDiscovery of a natural PI3Kδ inhibitor through virtual screening and biological assay study. Biochem. Biophys. Res. Commun. 508(3), 709-714 (2019).

    3. He, J., Wang, S., Wu, T., et alEffects of ginkgoneolic acid on the growth, acidogenicity, adherence, and biofilm of Streptococcus mutans in vitro. Folia Microbiol. (Praha) 58(2), 147-153 (2013).

    4. Yang, X.-m., Chen, S.-x., Xia, L., et alMolluscicidal activity against Oncomelania hupensis of Ginkgo biloba. Fitoterapia 79(4), 250-254 (2008).