Irisflorentin

Names

[ Name ]:
Irisflorentin

[Synonym ]:
Irisflorentin
3',4',5',5-tetramethoxy-6,7-methylenedioxyisoflavone
irisflorentine
9-methoxy-7-(3,4,5-trimethoxy-phenyl)-[1,3]dioxolo[4,5-g]chromen-8-one
9-Methoxy-7-(3,4,5-trimethoxyphenyl)-8H-[1,3]dioxolo[4,5-g]chromen-8-one
9-Methoxy-7-(3,4,5-trimethoxyphenyl)-8H-1,3-dioxolo[4,5-g][1]benzopyran-8-one
8H-1,3-Dioxolo[4,5-g][1]benzopyran-8-one, 9-methoxy-7-(3,4,5-trimethoxyphenyl)-
N1426
9-Methoxy-7-(3,4,5-trimethoxyphenyl)-8H-1,3-dioxolo(4,5-g)(1)benzopyran-8-one
5,3',4',5'-Tetramethoxy-6,7-methylenedioxyisoflavone
8H-1,3-Dioxolo(4,5-g)(1)benzopyran-8-one, 9-methoxy-7-(3,4,5-trimethoxyphenyl)-

Biological Activity

[Description]:

Irisflorentin, a naturally occurring isoflavone, is an abundant active constituent in Rhizoma Belamcandae. Irisflorentin markedly reduces the transcriptional and translational levels of inducible nitric oxide synthase (iNOS) as well as the production of NO. Anti-inflammatory activity[1].

[Related Catalog]:

Signaling Pathways >> Immunology/Inflammation >> NO Synthase

Research Areas >> Inflammation/Immunology

[In Vitro]

Irisflorentin does not affect the LPS-stimulated RAW 264.7 macrophages viability up to a concentration of 40 μM[1]. Irisflorentin (10-40 μM) inhibits the LPS-induced production of NO in a concentration-dependent manner without affecting the iNOS activity in RAW 264.7 macrophages[1]. Irisflorentin (10-40 μM) concentration dependently inhibits the LPS (10 ng/mL)-induced increase in iNOS mRNA expression in LPS stimulated RAW 264.7 macrophages. Irisflorentin (10-40 μM) concentration-dependently suppresses the production of TNF-α, IL-1β and IL-6 in LPS stimulated RAW 264.7 macrophages[1]. Irisflorentin (10-40 μM) concentration dependently inhibits the LPS (10 ng/mL)-induced increase in iNOS protein levels. Irisflorentin (10-40 μM) concentration-dependently suppresses LPS-induced p38 and ERK1/2 phosphorylation in a concentration-dependent manner, but slightly affects JNK phosphorylation[1]. RT-PCR[1] Cell Line: LPS-stimulated RAW 264.7 macrophages Concentration: 10, 20, 40 μM Incubation Time: Result: Inhibited the LPS (10 ng/mL)-induced increase in iNOS mRNA expression. Suppressed the production of TNF-α, IL-1β and IL-6. Western Blot Analysis[1] Cell Line: LPS-stimulated RAW 264.7 macrophages Concentration: 10, 20, 40 μM Incubation Time: Result: Inhibited the LPS (10 ng/mL)-induced increase in iNOS protein levels. Suppressed LPS-induced p38 and ERK1/2 phosphorylation, but slightly affected JNK phosphorylation.

[References]

[1]. Gao Y, et al. Suppressive effects of irisflorentin on LPS-induced inflammatory responses in RAW 264.7 macrophages. Exp Biol Med (Maywood). 2014 Aug;239(8):1018-1024.

Chemical & Physical Properties

[ Density]:
1.3±0.1 g/cm3

[ Boiling Point ]:
569.1±50.0 °C at 760 mmHg

[ Melting Point ]:
169 °C

[ Molecular Formula ]:
C₂₀H₁₈O₈

[ Molecular Weight ]:
386.352

[ Flash Point ]:
250.5±30.2 °C

[ Exact Mass ]:
386.100159

[ PSA ]:
85.59000

[ LogP ]:
3.19

[ Vapour Pressure ]:
0.0±1.6 mmHg at 25°C

[ Index of Refraction ]:
1.593

[ Storage condition ]:
2-8°C

Safety Information

[ Safety Phrases ]:
24/25

[ RIDADR ]:
NONH for all modes of transport

[ HS Code ]:
2932999099

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2932999099

[ Summary ]:
2932999099. other heterocyclic compounds with oxygen hetero-atom(s) only. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:6.5%. General tariff:20.0%