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SML3416

Sigma-Aldrich

Hinokiflavone

≥97% (HPLC)

Synonym(s):

4′,5,5′′,7,7′′-Pentahydroxy-4′′′,6-oxydi-flavone (8CI), 6-[4-(5,7-Dihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenoxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one

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About This Item

Empirical Formula (Hill Notation):
C30H18O10
CAS Number:
19202-36-9
Molecular Weight:
538.46
MDL number:
MFCD00017455
UNSPSC Code:
12352200
NACRES:
NA.77

Quality Level

100

assay

≥97% (HPLC)

form

powder

storage condition

desiccated

color

white to beige

solubility

DMSO: 2 mg/mL, clear

storage temp.

-10 to -25°C

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

Biochem/physiol Actions

Hinokiflavone is a plant biflavone that exhibit potent anticancer, hepatoprotective, antibacterial, antiviral, and anti-inflammatory activities. Hinokiflavone induces apoptosis and cell cycle arrest, and blocks migration and invasion of melanoma cells. It is a potent inhibitor of dengue 2 virus RNA-dependent RNA polymerase (DV-NS5 RdRp). Hinokiflavone is a modulator of pre-mRNA splicing in cells. It increases SUMOylation of a subset of spliceosome proteins by inhibiting SENP1 protease activity. It induces apoptosis in esophageal squamous cell carcinoma (ESCC) through regulation of PI3K/AKT/mTOR pathway.

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Paul Coulerie et al.
Planta medica, 78(7), 672-677 (2012-03-14)
In order to find new molecules for antiviral drug design, we screened 102 ethyl acetate extracts from New-Caledonian flora for antiviral activity against the dengue 2 virus RNA-dependant RNA polymerase (DV-NS5 RdRp). The leaf extract of Dacrydium balansae, which strongly
Andrea Pawellek et al.
eLife, 6 (2017-09-09)
We have identified the plant biflavonoid hinokiflavone as an inhibitor of splicing in vitro and modulator of alternative splicing in cells. Chemical synthesis confirms hinokiflavone is the active molecule. Hinokiflavone inhibits splicing in vitro by blocking spliceosome assembly, preventing formation
Shuping Yang et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 103, 101-110 (2018-04-11)
Melanoma, the highest degree of malignancy, is one of the most common skin tumors. However, there is no effective strategy to treat melanoma in current clinical practice. Therefore, it is urgent to find an efficient drug to overcome melanoma. Here

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