A biflavonoid with diverse biological activities
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Hinokiflavone

Item No. 36338

Technical Information
Formal Name
6-[4-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenoxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
CAS Number
19202-36-9
Molecular Formula
C30H18O10
Formula Weight
Purity
≥95%
A solid
Acetone: SolubleChloroform: SolubleDichloromethane: SolubleDMSO: SolubleEthyl Acetate: Soluble
λmax
214, 271, 339 nm
SMILES
O=C1C=C(C2=CC=C(C=C2)OC3=C(C=C4OC(C5=CC=C(O)C=C5)=CC(C4=C3O)=O)O)OC6=CC(O)=CC(O)=C16
InChi Code
InChI=1S/C30H18O10/c31-16-5-1-14(2-6-16)24-12-21(35)28-26(40-24)13-22(36)30(29(28)37)38-18-7-3-15(4-8-18)23-11-20(34)27-19(33)9-17(32)10-25(27)39-23/h1-13,31-33,36-37H
InChi Key
WTDHMFBJQJSTMH-UHFFFAOYSA-N
Origin
Plant/Platycladus orientalis
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Hinokiflavone is a biflavonoid that has been found in A. dammara and has diverse biological activities.1,2,3,4 It inhibits the aggregation of amyloid-β (1-40) (Aβ40; Item No. 21617) in vitro (IC50 = 9.5 μM).1 Hinokiflavone (10 µM) promotes pre-mRNA splicing of the genes encoding myeloid cell leukemia-1 (Mcl-1) and eukaryotic translation initiation factor 4α subunit (eIF4α) and inhibits pre-mRNA splicing of the genes encoding heat shock protein 40 (Hsp40) and RIO kinase 3 (RIOK3) in NB4 cells, as well as increases protein SUMOylation in HEK293 cells.2 It has antiviral activity against the influenza A subtypes H1N1 and H1N3, influenza B, parainfluenza type 3, and respiratory syncytial virus (RSV) in cytopathic effect assays (IC50s = 1.4, 1.3, 1.2, 1, and 2.5 µg/ml, respectively).3 Hinokiflavone (10-40 µM) inhibits the migration and invasion of, and induces apoptosis in, KYSE-150 esophageal squamous cell carcinoma (ESCC) cells in vitro and reduces tumor volume in a KYSE-150 mouse xenograft model when administered at doses of 25 or 50 mg/kg.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

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

    2. Pawellek, A., Ryder, U., Tammsalu, T., et alCharacterisation of the biflavonoid hinokiflavone as a pre-mRNA splicing modulator that inhibits SENP. Elife 6:e27402, (2017).

    3. Lin, Y.-M., Flavin, M.T., Schure, R., et alAntiviral activities of biflavonoids. Planta. Med. 65(2), 120-125 (1999).

    4. Gou, J., Zhang, S., Wang, J., et alHinokiflavone inhibits growth of esophageal squamous cancer by inducing apoptosis via regulation of the PI3K/AKT/mTOR signaling pathway. Front. Oncol. 12:833719, (2022).