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    Ginkgolide A

    Available from stock

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      Ginkgolide A

      SKU
      G0221

      Category: Phytochemicals

      Synonyms
      BN-52020
      15291-75-5
      CAS-Number
      C20H24O9
      Molecular Formula
      408.40
      Molecular Weight

      For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.

      • Product Data
      • Handling
      • Safety Information
      • Details

      Specifications

      Purity
      ≥98% (HPLC)
      Appearance
      White powder
      Identity
      1H-NMR

      Properties

      Solvents
      DMSO (20 mg/ml), DMF (20 mg/ml), ethanol (3 mg/ml)
      Optical Activity
      55.8° (c = 0.5 in ethanol)
      Shipping
      AMBIENT
      Short Term Storage
      +4°C
      Long Term Storage
      -20°C
      Handling Advice
      Protect from light and moisture.
      Use / Stability
      Stable for at least 2 years after receipt when stored at -20°C.
      Transportation
      Not dangerous goods
      Description
      Ginkgolide A is a terpenoid lactone originally isolated from G. biloba leaves. It shows diverse biological activities, including antioxidant, neuroprotective, anti-inflammatory and antiproliferative effects. Ginkgolide A inhibits platelet activating factor (PAF)-dependent aggregation of human platelets. It inhibits nitric oxide (NO) production. It also shows anxiolytic-like activity. It Inhibits NF-?B activity by NF-?B-specific suppressor I?Bα. Ginkgolide A is a ligand of pregnane X receptor (PXR). It showed hepatoprotective efficacy by inducing cellular lipoapoptosis and by inhibiting cellular inflammation in NAFLD. Ginkgolide A reduced the proliferation rate of OVCA429 ovarian cancer cells by 40%.
      Smiles
      O=C1[C@@H](C)[C@]([C@](O1)([H])C2)(O)[C@]([C@]32[C@H]4C[C@@H](C(C)(C)C)[C@]53[C@H]6O)(C(O4)=O)O[C@]5([H])OC6=O
      InChi Key
      FPUXKXIZEIDQKW-VKMVSBOZSA-N
      References
      (1) H.W. Zhao & X.Y. Li, Int. Immunopharmacol. 2, 1551 (2002) , (2) H. Kuribara, et al., J. Nat. Prod. 66, 1333 (2003) , (3) E. Koch, Phytomedicine 12, 10 (2005) , (4) B. Ye, et al., Cancer Lett. 251, 43 (2007) , (5) Q. Zhao, et al., Int. Immunopharmacol. 25, 242 (2015) , (6) N. Ye, et al., Biomol. Ther. 24, 40 (2016) , (7) J. Zhaocheng, et al., Pharmazie 71, 588 (2016) , (8) H.S. Jeong, et al., Biomed. Pharmacother. 88, 625 (2017) , (9) Y. Li, et al., Int. J. Mol. Sci. 18, E794 (2017) , (10) L.C. Kuo, et al., J. Agric. Food Chem. 67, 81 (2019) , (11) S. Mohandas & B. Vairappan, Chem. Biol. Interact. 315, 108891 (2019) , (12) W. You, et al., Pharmazie 74, 698 (2019)
      InChi
      InChI=1S/C20H24O9/c1-7-12(22)26-10-6-17-9-5-8(16(2,3)4)18(17)11(21)13(23)28-15(18)29-20(17,14(24)27-9)19(7,10)25/h7-11,15,21,25H,5-6H2,1-4H3/t7-,8+,9-,10+,11+,15+,17-,18+,19-,20-/m1/s1

      Ginkgolide A is a terpenoid lactone originally isolated from G. biloba leaves. It shows diverse biological activities, including antioxidant, neuroprotective, anti-inflammatory and antiproliferative effects. Ginkgolide A inhibits platelet activating factor (PAF)-dependent aggregation of human platelets. It inhibits nitric oxide (NO) production. It also shows anxiolytic-like activity. It Inhibits NF-?B activity by NF-?B-specific suppressor I?Bα. Ginkgolide A is a ligand of pregnane X receptor (PXR). It showed hepatoprotective efficacy by inducing cellular lipoapoptosis and by inhibiting cellular inflammation in NAFLD. Ginkgolide A reduced the proliferation rate of OVCA429 ovarian cancer cells by 40%.

      SKU: G0221 Category: Phytochemicals
      • Additional information

      Additional information

      Synonyms

      BN-52020

      Purity

      ≥98% (HPLC)

      Appearance

      White powder

      CAS-Number

      15291-75-5

      Molecular Formula

      C20H24O9

      Molecular Weight

      408.40

      Identity

      1H-NMR

      Solvents

      DMSO (20 mg/ml), DMF (20 mg/ml), ethanol (3 mg/ml)

      Optical Activity

      55.8° (c = 0.5 in ethanol)

      Smiles

      O=C1[C@@H](C)[C@]([C@](O1)([H])C2)(O)[C@]([C@]32[C@H]4C[C@@H](C(C)(C)C)[C@]53[C@H]6O)(C(O4)=O)O[C@]5([H])OC6=O

      InChi Key

      FPUXKXIZEIDQKW-VKMVSBOZSA-N

      Shipping

      AMBIENT

      Short Term Storage

      +4°C

      Long Term Storage

      -20°C

      Handling Advice

      Protect from light and moisture.

      Use / Stability

      Stable for at least 2 years after receipt when stored at -20°C.

      Transportation

      Not dangerous goods

      References

      (1) H.W. Zhao & X.Y. Li, Int. Immunopharmacol. 2, 1551 (2002), (2) H. Kuribara, et al., J. Nat. Prod. 66, 1333 (2003), (3) E. Koch, Phytomedicine 12, 10 (2005), (4) B. Ye, et al., Cancer Lett. 251, 43 (2007), (5) Q. Zhao, et al., Int. Immunopharmacol. 25, 242 (2015), (6) N. Ye, et al., Biomol. Ther. 24, 40 (2016), (7) J. Zhaocheng, et al., Pharmazie 71, 588 (2016), (8) H.S. Jeong, et al., Biomed. Pharmacother. 88, 625 (2017), (9) Y. Li, et al., Int. J. Mol. Sci. 18, E794 (2017), (10) L.C. Kuo, et al., J. Agric. Food Chem. 67, 81 (2019), (11) S. Mohandas & B. Vairappan, Chem. Biol. Interact. 315, 108891 (2019), (12) W. You, et al., Pharmazie 74, 698 (2019)

      InChi

      InChI=1S/C20H24O9/c1-7-12(22)26-10-6-17-9-5-8(16(2,3)4)18(17)11(21)13(23)28-15(18)29-20(17,14(24)27-9)19(7,10)25/h7-11,15,21,25H,5-6H2,1-4H3/t7-,8+,9-,10+,11+,15+,17-,18+,19-,20-/m1/s1

      Quantity

      25 mg, Bulk

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