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HINOKIFLAVONE

Product Name
HINOKIFLAVONE
CAS No.
19202-36-9
Chemical Name
HINOKIFLAVONE
Synonyms
HINOKIFLAVONE;4',6''-BIAPIGENIN;4',6''-O-BIAPIGENIN;Hinokiflavone (6CI);4',5,5'',7,7''-Pentahydroxy-4''' 6-oxydiflavone;4''',5,5'',7,7''-Pentahydroxy(4',6''-oxybisflavone);Hinokiflavone, 98%, from Selaginella tamariscina (P. Beauv.) Spring;4',5,7-Trihydroxy-6-[4-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenoxy]flavone;6-(4-(5,7-Dihydroxy-4-oxo-4H-chromen-2-yl)phenoxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one;6-[4-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenoxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-benzopyrone
CBNumber
CB1686946
Molecular Formula
C30H18O10
Formula Weight
538.46
MOL File
19202-36-9.mol
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HINOKIFLAVONE Property

Melting point:
353-355°C
Boiling point:
841.5±65.0 °C(Predicted)
Density 
1.622
storage temp. 
2-8°C
solubility 
Acetone: Soluble; Chloroform: Soluble; Dichloromethane: Soluble; DMSO: Soluble; Ethyl Acetate: Soluble
form 
A solid
pka
5.70±0.40(Predicted)
color 
Light yellow to yellow
InChIKey
WTDHMFBJQJSTMH-UHFFFAOYSA-N
SMILES
C1(C2=CC=C(O)C=C2)OC2=CC(O)=C(OC3=CC=C(C4OC5=CC(O)=CC(O)=C5C(=O)C=4)C=C3)C(O)=C2C(=O)C=1
LogP
5.528 (est)
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Hazard and Precautionary Statements (GHS)

Symbol(GHS)
Signal word
Warning
Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

Precautionary statements

P264Wash hands thoroughly after handling.

P264Wash skin thouroughly after handling.

P280Wear protective gloves/protective clothing/eye protection/face protection.

P302+P352IF ON SKIN: wash with plenty of soap and water.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

P321Specific treatment (see … on this label).

P332+P313IF SKIN irritation occurs: Get medical advice/attention.

P337+P313IF eye irritation persists: Get medical advice/attention.

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N-Bromosuccinimide Price

Sigma-Aldrich
Product number
SML3416
Product name
Hinokiflavone
Purity
≥97% (HPLC)
Packaging
5MG
Price
$103.55
Updated
2025/07/31
Sigma-Aldrich
Product number
SML3416
Product name
Hinokiflavone
Purity
≥97% (HPLC)
Packaging
25MG
Price
$438
Updated
2025/07/31
Usbiological
Product number
300416
Product name
Hinokiflavone
Packaging
5mg
Price
$581
Updated
2021/12/16
Biosynth Carbosynth
Product number
FH74127
Product name
Hinokiflavone
Packaging
2mg
Price
$120
Updated
2021/12/16
Biosynth Carbosynth
Product number
FH74127
Product name
Hinokiflavone
Packaging
1mg
Price
$125
Updated
2021/12/16
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HINOKIFLAVONE Chemical Properties,Usage,Production

Chemical Properties

Pale yellow crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO, derived from Selaginella tamariscina (P.Beauv.) Spring.

Uses

Hinokiflavone is a novel modulator of pre-mRNA splicing activity extracted from plants with anti-inflammatory, anti-tumor and antiviral activities. Hinokiflavone is also a potent inhibitor for matrix metalloproteinases (MMPs). Hinokiflavone attenuates the virulence of Methicillin (HY-121544)-resistant staphylococcus aureus by inhibiting caseinolytic protease P (ClpP) with an IC50 value of 34.36 mg/mL. Hinokiflavone induces apoptosis via the reactive oxygen species-mitochondria-mediated apoptotic pathway and inhibits tumor cell migration and invasion. Hinokiflavone is a SUMO protease inhibitor against sentrin-specific protease 1 (SENP1) activity[1][2][3].

Definition

ChEBI: A biflavonoid that is apigenin substituted by a 4-(5,7-dihydroxy-4-oxo-4H-chromen-2-yl)phenoxy group at position 6. A diflavonyl ether, it is isolated from Rhus succedanea and has been found to possess significant cytotoxic otential.

Biological Activity

Hinokiflavone is a plant biflavone th at 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.

in vivo

Hinokiflavone (25 or 50 mg/kg, i.p., daily for 24 days) has antitumor activity via suppressing tumor proliferation, metastasis and inducing Apoptosis in CT26 tumor-bearing mice[2].
Hinokiflavone (100 mg/kg, s.c., every 12 h for 96 h) shows a protective effect on pneumonia infection by Improving survival rate in mice[3].

Animal Model:CT26 tumor-bearing mice model[2]
Dosage:25 or 50 mg/kg
Administration:i.p., daily for 24 days
Result:Resulted in retarded tumor progression and reduction of tumor weight without affecting body weight of mice, suppressed tumor proliferation and invasion ability by staining nuclear Ki-67 and MMP9, induced the apoptosis by staining cleaved caspase-3.

References

[1] Pawellek A, et al. Characterisation of the biflavonoid hinokiflavone as a pre-mRNA splicing modulator that inhibits SENP. Elife. 2017 Sep 8;6. pii: e27402. DOI:10.7554/eLife.27402
[2] Zhou J, et al. Antitumor activity in colorectal cancer induced by hinokiflavone. J Gastroenterol Hepatol. 2019 Sep;34(9):1571-1580. DOI:10.1111/jgh.14581
[3] Kong X, et al. Hinokiflavone Attenuates the Virulence of Methicillin-Resistant Staphylococcus aureus by Targeting Caseinolytic Protease P. Antimicrob Agents Chemother. 2022 Aug 16;66(8):e0024022. DOI:10.1128/aac.00240-22

HINOKIFLAVONE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from HINOKIFLAVONE manufacturers

Shanghai Standard Technology Co., Ltd.
Product
Hinokiflavone 19202-36-9
Price
US $0.00/mg
Min. Order
5mg
Purity
≥98%(HPLC)
Supply Ability
10 g
Release date
2020-03-16
Career Henan Chemical Co
Product
HINOKIFLAVONE 19202-36-9
Price
US $1.00/kg
Min. Order
1g
Purity
99%
Supply Ability
100KG
Release date
2018-12-24

19202-36-9, HINOKIFLAVONERelated Search:


  • HINOKIFLAVONE
  • 2-(4-Hydroxyphenyl)-5,7-dihydroxy-6-[4-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenoxy]-4H-1-benzopyran-4-one
  • 4''',5,5'',7,7''-Pentahydroxy(4',6''-oxybisflavone)
  • 4',5,7-Trihydroxy-6-[4-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenoxy]flavone
  • 6-[4-(5,7-Dihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenoxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
  • 4',5,5'',7,7''-Pentahydroxy-4''' 6-oxydiflavone
  • 4',6''-BIAPIGENIN
  • 4',6''-O-BIAPIGENIN
  • 6-[4-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenoxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-4-benzopyrone
  • Hinokiflavone, 98%, from Selaginella tamariscina (P. Beauv.) Spring
  • 4H-1-Benzopyran-4-one, 6-[4-(5,7-dihydroxy-4-oxo-4H-1-benzopyran-2-yl)phenoxy]-5,7-dihydroxy-2-(4-hydroxyphenyl)-
  • Hinokiflavone (6CI)
  • 6-(4-(5,7-Dihydroxy-4-oxo-4H-chromen-2-yl)phenoxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
  • 19202-36-9
  • Flavones