A biflavonoid with diverse biological activities
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Sciadopitysin

Item No. 27900

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5,7-dihydroxy-8-[5-(5-hydroxy-7-methoxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenyl]-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
CAS Number
521-34-6
Synonyms
  • NSC 45108
Molecular Formula
C33H24O10
Formula Weight
580.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 12 mg/mlDMSO: 12 mg/mlEthanol: partially solublePBS (pH 7.2): partially soluble
λmax
213, 273, 323 nm
SMILES
OC1=CC(O)=C2C(OC(C3=CC=C(OC)C=C3)=CC2=O)=C1C4=CC(C(OC5=C6C(O)=CC(OC)=C5)=CC6=O)=CC=C4OC
InChi Code
InChI=1S/C33H24O10/c1-39-18-7-4-16(5-8-18)27-15-25(38)32-23(36)13-22(35)30(33(32)43-27)20-10-17(6-9-26(20)41-3)28-14-24(37)31-21(34)11-19(40-2)12-29(31)42-28/h4-15,34-36H,1-3H3
InChi Key
YCXRBCHEOFVYEN-UHFFFAOYSA-N
Origin
Plant/Ginkgo biloba L.
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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    10 mg

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    25 mg

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    50 mg

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    Sciadopitysin is a biflavonoid originally isolated from G. biloba and has diverse biological activities.1,2,3,4 It reduces cytotoxicity induced by amyloid-β (1-42) (Aβ42; Item No. 20574) in PC12 cells (EC50 = 9.84 μM).2 Sciadopitysin (0.1-10 μM) decreases methylglyoxal-induced insulin secretion, production of reactive oxygen species (ROS), cardiolipin peroxidation, and cytotoxicity in RIN-m5F pancreatic β-cells.3 It inhibits P-glycoprotein (P-gp; IC50 = 53.42 μM) and increases cellular toxicity of paraquat and paclitaxel (Item No. 10461) in MDR1-MDCKII cells.5 Sciadopitysin inhibits RANKL-induced mRNA expression of the osteoclast-specific genes CTSK, TRAP, and MMP-9, activation of NF-κB, and osteoclastogenesis in a mouse model of LPS-induced bone loss.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Briançon-Scheid, F., Lobstein-Guth, A., and Anton, R. HPLC separation and quantitative determination of biflavones in leaves from ginkgo biloba. Planta Med. 49(12), 204-207 (1983).

    2. Sasaki, H., Kitoh, Y., Tsukada, M., et al. Inhibitory activities of biflavonoids against amyloid-β peptide 42 cytotoxicity in PC-12 cells. Bioorg. Med. Chem. 25(14), 2831-2833 (2015).

    3. Suh, K.S., Chon, S., and Choi, E.M. The protective effects of sciadopitysin against methylglyoxal-induced cytotoxicity in cultured pancreatic β-cells. J. Appl. Toxicol. 38(8), 1104-1111 (2018).

    4. Cao, J., Lu, Q., Liu, N., et al. Sciadopitysin suppresses RANKL-mediated osteoclastogenesis and prevents bone loss in LPS-treated mice. Int. Immunopharmacol. 49, 109-117 (2017).

    5. Bai, J., Zhao, S., Fan, X., et al. Inhibitory effects of flavonoids on P-glycoprotein in vitro and in vivo: Food/herb-drug interactions and structure-activity relationships. Toxicol. Appl. Pharmacol. 369, 49-59 (2019).