A PAFR antagonist
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Isomer(s)
29163Ginkgolide J
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Ginkgolide B

Item No. 14636

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
(1R,3S,3aS,4R,6aR,7aR,7bR,8S,10aS,11R,11aR)-3-(1,1-dimethylethyl)hexahydro-4,7b,11-trihydroxy-8-methyl-9H-1,7a-(epoxymethano)-1H,6aH-cyclopenta[c]furo[2,3-b]furo[3’,2’:3,4]cyclopenta[1,2-d]furan-5,9,12(4H)-trione
CAS Number
15291-77-7
Synonyms
  • BN 52021
  • BN 52051
Molecular Formula
C20H24O10
Formula Weight
424.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 25 mg/mlDMF:PBS(pH 7.2)(1:1): 0.5 mg/mlDMSO: 14 mg/ml
λmax
219 nm
SMILES
O=C(O1)[C@@H](C)[C@@]2(O)[C@]1([H])[C@H](O)C34[C@@]25OC6C3([C@@H](O)C(O6)=O)[C@H](C(C)(C)C)C[C@H]4OC5=O
InChi Code
InChI=1S/C20H24O10/c1-6-12(23)28-11-9(21)18-8-5-7(16(2,3)4)17(18)10(22)13(24)29-15(17)30-20(18,14(25)27-8)19(6,11)26/h6-11,15,21-22,26H,5H2,1-4H3/t6-,7+,8-,9+,10+,11+,15?,17?,18?,19-,20-/m1/s1
InChi Key
SQOJOAFXDQDRGF-RZXAINQJSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

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    Product Description

    Platelet-activating factor (PAF) is an important mediator of cell proliferation, angiogenesis, inflammatory response regulation, vasodilation, superoxide formation, and platelet aggregation.1 These cellular effects are mediated through its specific G-protein coupled receptor, PAFR.2 Ginkgolide B, a terpenoid extracted from G. biloba leaves, is a potent PAFR antagonist that inhibits platelet aggregation at concentrations from 10-500 μM.3 It has been shown to inhibit non-mucinous ovarian cancer proliferation by blocking cell cycling.4 Ginkgolide B also demonstrates number of other anti-inflammatory, anti-allergic, antioxidant, and neuroprotective effects.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Prescott, S.M., Zimmerman, G.A., and McIntyre, T.M. Platelet-activating factor. The Journal of Biological Chemisty 265(29), 17381-17384 (1990).

    2. Funkunaga, K., Ishii, S., Asano, K., et al. Single nucleotide polymorphism of human platelet-activating factor impairs G-protein activation. The Journal of Biological Chemisty 276(46), 43025-43030 (2001).

    3. Cho, H.J., and Nam, K.S. Inhibitory effect of ginkgolide B on platelet aggregation in a cAMP- and cGMP-dependent manner by activated MMP-9. J. Biochem. Mol. Biol. 40(5), 678-683 (2007).

    4. Aponte, M., Jiang, W., Lakkis, M., et al. Activation of PAF-receptor and pleiotropic effects on tyrosine phospho-EGFR/Src/FAK/paxillin in ovarian cancer. Cancer Res. 68(14), 5839-5848 (2008).

    5. Shi-hai, X., and Dian-chun, F. Pharmacological action and mechanisms of ginkgolide B. Chin. Med. J. (Engl.) 120(10), 922-928 (2007).