A biflavonoid with diverse biological activities
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Isomer(s)
34613Podocarpusflavone A
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Bilobetin

Item No. 27899

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
8-[5-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)-2-methoxyphenyl]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
CAS Number
521-32-4
Molecular Formula
C31H20O10
Formula Weight
552.5
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10mg/mLDMSO: 25mg/mLDMSO:PBS (pH 7.2) (1:6): 0.14mg/mLEthanol: 2.5mg/mL
λmax
273, 335 nm
SMILES
OC1=CC(O)=C2C(OC(C3=CC=C(O)C=C3)=CC2=O)=C1C4=CC(C(OC5=C6C(O)=CC(O)=C5)=CC6=O)=CC=C4OC
InChi Code
InChI=1S/C31H20O10/c1-39-24-7-4-15(26-12-22(37)29-19(34)9-17(33)10-27(29)40-26)8-18(24)28-20(35)11-21(36)30-23(38)13-25(41-31(28)30)14-2-5-16(32)6-3-14/h2-13,32-36H,1H3
InChi Key
IWEIJEPIYMAGTH-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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    1 mg

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    Product Description

    Bilobetin is a biflavonoid that has been found in G. biloba and has diverse biological activities.1,2,3 It is cytotoxic to HeLa, NCI-H460, Daudi, K562, SKOV3, MIA PaCa-2, and MCF-7 cells in vitro (IC50s = 14.79-97.28 μM).1 Bilobetin halts the cell cycle at the G2/M phase in HeLa cells in a concentration-dependent manner and induces apoptosis in HeLa cells when used at a concentration of 20 μM. It selectively inhibits matrix metalloproteinase-9 (MMP-9; IC50 = 10.33 μM) over MMP-2 and MMP-3 (IC50s = >100 μM).2 Bilobetin also inhibits aggregation of amyloid-β (1-40) peptide (Aβ40; Item No. 21617) in vitro with an IC50 value of 4.7 μM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Li, M., Li, B., Xia, Z.-M., et al. Anticancer effects of five biflavonoids from Ginkgo Biloba L. male flowers in vitro. Molecules 24(8), E1496 (2019).

    2. Wang, C.G., Yao, W.N., Ahang, B., et al. Lung cancer and matrix metalloproteinases inhibitors of polyphenols from Selaginella tamariscina with suppression activity of migration. Bioorg. Med. Chem. Lett. 28(14), 2413-2417 (2018).

    3. Sirimangkalakitti, N., Juliawaty, L.D., Hakim, E.H., et al. Naturally occurring biflavonoids with amyloid β aggregation inhibitory activity for development of anti-Alzheimer agent. Bioorg. Med. Chem. Lett. 29(15), 1994-1997 (2019).