Apigenin-7-glucuronide

Names

[ Name ]:
Apigenin-7-glucuronide

[Synonym ]:
Apigenin 7-O-glucuronide
5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-7-yl β-D-glucopyranosiduronic acid
(2S,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-2-(4-hydroxyphenyl)-4-oxochromen-7-yl]oxyoxane-2-carboxylic acid
4H-1-Benzopyran-4-one, 7-(β-D-glucopyranuronosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-

Biological Activity

[Description]:

Apigenin-7-glucuronide could inhibit Matrix Metalloproteinases (MMP) activities, with IC50s of 12.87, 22.39, 17.52, 0.27 μM for MMP-3, MMP-8, MMP-9, MMP-13, respectively.

[Related Catalog]:

Research Areas >> Cancer

Natural Products >> Flavonoids

[Target]

MMP-3:12.87 μM (IC50)

MMP-8:22.39 μM (IC50)

MMP-9:17.52 μM (IC50)

MMP13:0.27 μM (IC50)

[In Vitro]

Apigenin-7-Oglucuronide could inhibit Matrix Metalloproteinases (MMP) activities, with IC50s of 12.87, 22.39, 17.52, 0.27 μM for MMP-3, MMP-8, MMP-9, MMP-13, respectively [1]. Scutellarin A also inhibits the migrated capacity of ACHN and 786-O cells in a dose-dependent manner. It is also revealed that after treatment with Scutellarin A (30, 60, and 90 μM) for 24 h, the apoptosis rates in ACHN and 786-O cells are remarkably enhanced dose-dependently when compared to the control groups[2].

[References]

[1]. Crascì L, et al. Correlating In Vitro Target-Oriented Screening and Docking: Inhibition of Matrix Metalloproteinases Activities by Flavonoids. Planta Med. 2017 Jul;83(11):901-911.

[2]. Deng W, et al. Scutellarin inhibits human renal cancer cell proliferation and migration via upregulation of PTEN. Biomed Pharmacother. 2018 Nov;107:1505-1513.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.7±0.1 g/cm3

[ Boiling Point ]:
841.8±65.0 °C at 760 mmHg

[ Melting Point ]:
>300℃

[ Molecular Formula ]:
C₂₁H₁₈O₁₁

[ Molecular Weight ]:
446.361

[ Flash Point ]:
299.0±27.8 °C

[ Exact Mass ]:
446.084900

[ PSA ]:
187.12000

[ LogP ]:
-0.55

[ Vapour Pressure ]:
0.0±3.3 mmHg at 25°C

[ Index of Refraction ]:
1.740

[ Storage condition ]:
?20°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Hazard Codes ]:
Xn

[ Risk Phrases ]:
22

[ RIDADR ]:
NONH for all modes of transport

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Related Compounds

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.