CAS 57096-02-3|4'-Hydroxywogonin

Introduction:Basic information about CAS 57096-02-3|4'-Hydroxywogonin, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common Name4'-Hydroxywogonin
CAS Number57096-02-3Molecular Weight300.263
Density1.5±0.1 g/cm3Boiling Point578.1±50.0 °C at 760 mmHg
Molecular FormulaC16H12O6Melting Point/
MSDS/Flash Point220.9±23.6 °C

Names

Name5,7-dihydroxy-2-(4-hydroxyphenyl)-8-methoxychromen-4-one
SynonymMore Synonyms

4'-Hydroxywogonin BiologicalActivity

Description4′-Hydroxywogonin (8-Methoxyapigenin), a flavonoid, could be isolated from a variety of plants including Scutellaria barbata and Verbena littoralis. 4′-Hydroxywogonin has anti-inflammatory activity via TAK1/IKK/NF-κB, MAPKs and PI3/AKT signaling pathways. 4′-Hydroxywogonin inhibits angiogenesis by disrupting PI3K/AKT signaling. 4′-Hydroxywogonin inhibits cell proliferation and induces apoptosis[1][2][3].
Related CatalogSignaling Pathways >>Apoptosis >>Bcl-2 FamilySignaling Pathways >>NF-κB >>IKKSignaling Pathways >>Apoptosis >>ApoptosisResearch Areas >>CancerResearch Areas >>Cardiovascular DiseaseSignaling Pathways >>Immunology/Inflammation >>Interleukin RelatedSignaling Pathways >>PI3K/Akt/mTOR >>PI3KSignaling Pathways >>Apoptosis >>CaspaseSignaling Pathways >>MAPK/ERK Pathway >>p38 MAPKSignaling Pathways >>PI3K/Akt/mTOR >>AktResearch Areas >>Inflammation/Immunology
In Vitro4′-Hydroxywogonin (8-Methoxyapigenin; 0.5-15 μM; 0-24 h) has low cytotoxicity and inhibits NO and PGE2 production in LPS-stimulated RAW 264.7 macrophages by suppression of iNOS and COX-2 expression[1]. 4′-Hydroxywogonin (0.5-15 μM; 1 and 12 h) suppresses LPS-induced expression of pro-inflammatory cytokines in RAW 264.7 macrophages and suppresses LPS-induced activation of NF-κB[1]. 4′-Hydroxywogonin (0.5-15 μM; 1 h) suppresses LPS-induced degradation of IκB-α and activation of IKK and TAK and suppresses the phosphorylation of MAPK and AKTin in RAW 264.7 macrophages[1]. 4′-Hydroxywogonin (0.5-15 μM; 24 h) inhibits ROS production in LPS-stimulated RAW 264.7 macrophages[1]. 4′-Hydroxywogonin (0-10 μg/mL; 24 h) reduces the viability of SW620 cells in a concentration- and time-dependent manner and decreases the mRNA and protein expression of vascular endothelial growth factor-A (VEGF-A), the predominant pro-angiogenic cytokine in tumor angiogenesis[2]. 4′-Hydroxywogonin (24 h; SUP-B15 and Jurkat cells) induces apoptosis and decreases the expression of C-MYC, BCL-2 and cleaved caspase 3[3]. Cell Viability Assay[1] Cell Line: RAW 264.7 macrophages Concentration: 0.5, 5 and 15 μM Incubation Time: 24 hours Result: Had low cytotoxicity in RAW 264.7 macrophages. Western Blot Analysis[1] Cell Line: RAW 264.7 macrophages Concentration: 0.5, 5 and 15 μM Incubation Time: 1 hours Result: Attenuated the increase of iNOS and COX-2 mRNA expression induced by LPS in RAW 264.7 cells. Western Blot Analysis[1] Cell Line: RAW 264.7 macrophages Concentration: 0.5, 5 and 15 μM Incubation Time: 1 and 12 hours Result: Reduced TNF-α, IL-6 and IL-1β mRNA expression in a dose-dependent manner. Inhibited LPS-induced p65 phosphorylation and nuclear translocation. Western Blot Analysis[1] Cell Line: RAW 264.7 macrophages Concentration: 0.5, 5 and 15 μM Incubation Time: 1 hours Result: Attenuated LPS induced IκB-α degradation. Attenuated the phosphorylation of ERK1/2 and p38 in a dose-dependent manner. Reduced the intensity of the TAK1/TAB1 band. Western Blot Analysis[2] Cell Line: SW620 cells Concentration: 0.1, 1, and 10 μg/mL Incubation Time: 24 hours Result: Downregulated VEGF-Aexpression in colorectal cancer cells and suppressed angiogenesis.
In Vivo4′-Hydroxywogonin (10 and 20 mg/kg; i.p.; male C57BL/6 mice) alleviates LPS-induced acute lung injury (ALI) in a mouse model[1]. Animal Model: Male C57BL/6 mice (6-8 weeks old; 20 g) with acute lung injury model[1] Dosage: 10 and 20 mg/kg Administration: Intraperitoneal injection, 12 and 1 h before LPS treatment Result: Had potential protective effects against inflammation in LPS induced ALI mice. Attenuated the degree of leukocyte infiltration.

Chemical & Physical Properties

Density1.5±0.1 g/cm3
Boiling Point578.1±50.0 °C at 760 mmHg
Molecular FormulaC16H12O6
Molecular Weight300.263
Flash Point220.9±23.6 °C
Exact Mass300.063385
PSA100.13000
LogP1.37
Vapour Pressure0.0±1.7 mmHg at 25°C
Index of Refraction1.697
InChIKeyOEZZJTAJYYSQKM-UHFFFAOYSA-N
SMILESCOc1c(O)cc(O)c2c(=O)cc(-c3ccc(O)cc3)oc12

Safety Information

Hazard CodesXi

Synonyms

4'-Hydroxywogonin
isoscutellarein-8-methylether
8-Methoxy-iso-scutellargin
5,7,4'-trihydroxy-8-methoxyflavone
4'-Hydroxywogonine
4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(4-hydroxyphenyl)-8-methoxy-
5,7-Dihydroxy-2-(4-hydroxyphenyl)-8-methoxy-4H-1-benzopyran-4-one
5,7-Dihydroxy-2-(4-hydroxyphenyl)-8-methoxy-4H-chromen-4-one
isooscutellarein 8-methyl ether
Isoscutellarein 8-methyl ether
8-methoxy-hebacetin
CAS 870995-64-5|Methyl (5α,19Z)-5-methoxyakuammilan-17-oate
CAS 1246012-27-0|4'-O-trans-p-Coumaroylmussaeside
Recommended......
TOP