4',7-Dihydroxyflavone

Names

[ Name ]:
4',7-Dihydroxyflavone

[Synonym ]:
7,4'-Dihydroxyflavanone
4H-1-Benzopyran-4-one, 7-hydroxy-2-(4-hydroxyphenyl)-
7,4'-Dihydroxyflavone
FLAVONE,4',7-DIHYDROXY
7-Hydroxy-2-(4-hydroxyphenyl)-4H-chromen-4-one
7-hydroxy-2-(4-hydroxyphenyl)chromen-4-one
4',7-Dihydroxyflavone

Biological Activity

[Description]:

7,4'-Dihydroxyflavone (7,4'-DHF) is a flavonoid isolated from Glycyrrhiza uralensis, the eotaxin/CCL11 inhibitor, has the ability to consistently suppress eotaxin production and prevent dexamethasone (Dex)‐paradoxical adverse effects on eotaxin production[1]. 7,4'-Dihydroxyflavone (7,4'-DHF) inhibits MUC5AC gene expression, mucus production and secretion via regulation of NF-κB, STAT6 and HDAC2.7,4'-Dihydroxyflavone (7,4'-DHF) decreases phorbol 12-myristate 13-acetate (PMA) stimulated NCI-H292 human airway epithelial cell MUC5AC gene expression and mucus production with IC50 value of 1.4 µM[1].

[Related Catalog]:

Signaling Pathways >> GPCR/G Protein >> CCR

Signaling Pathways >> Immunology/Inflammation >> CCR

Research Areas >> Inflammation/Immunology

[Target]

IC50: 1.4 μM (NCI-H292 human airway epithelial cell) (7,4'-Dihydroxyflavone)[2]

[References]

[1]. Liu C, et al. The Flavonoid 7,4'-Dihydroxyflavone Prevents Dexamethasone Paradoxical Adverse Effect on Eotaxin Production by Human Fibroblasts. Phytother Res. 2017 Mar;31(3):449-458.

[2]. Liu C, et al. The Flavonoid 7,4'-Dihydroxyflavone Inhibits MUC5AC Gene Expression, Production, and Secretion via Regulation of NF-κB, STAT6, and HDAC2. Phytother Res. 2015 Jun;29(6):925-32.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
512.8±50.0 °C at 760 mmHg

[ Melting Point ]:
324-325ºC

[ Molecular Formula ]:
C₁₅H₁₀O₄

[ Molecular Weight ]:
254.238

[ Flash Point ]:
201.2±23.6 °C

[ Exact Mass ]:
254.057907

[ PSA ]:
70.67000

[ LogP ]:
2.54

[ Vapour Pressure ]:
0.0±1.4 mmHg at 25°C

[ Index of Refraction ]:
1.699

Toxicological Information

CHEMICAL IDENTIFICATION

RTECS NUMBER :: LK8329000

CHEMICAL NAME :: Flavone, 4',7-dihydroxy-

CAS REGISTRY NUMBER :: 2196-14-7

BEILSTEIN REFERENCE NO. :: 0224356

LAST UPDATED :: 199612

DATA ITEMS CITED :: 2

MOLECULAR FORMULA :: C15-H10-O4

MOLECULAR WEIGHT :: 254.25

WISWESSER LINE NOTATION :: T66 BO EVJ CR DQ& IQ

HEALTH HAZARD DATA

ACUTE TOXICITY DATA

TYPE OF TEST :: LD - Lethal dose

ROUTE OF EXPOSURE :: Intraperitoneal

SPECIES OBSERVED :: Rodent - mouse

DOSE/DURATION :: >1 gm/kg

TOXIC EFFECTS :: Details of toxic effects not reported other than lethal dose value

MUTATION DATA

TYPE OF TEST :: Mutation in microorganisms

TEST SYSTEM :: Bacteria - Salmonella typhimurium

DOSE/DURATION :: 100 ug/plate

REFERENCE :: ENMUDM Environmental Mutagenesis. (New York, NY) V.1-9, 1979-87. For publisher information, see EMMUEG. Volume(issue)/page/year: 3,401,1981

Safety Information

[ Hazard Codes ]:
Xi

[ HS Code ]:
2914501900

Synthetic Route

Click to get detail synthetic route

Customs

[ HS Code ]: 2914501900

[ Summary ]:
2914501900 other ketone-phenols。Supervision conditions:None。VAT:17.0%。Tax rebate rate:9.0%。MFN tariff:5.5%。General tariff:30.0%