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Apigenin-7-glucuronide

Names

[ CAS No. ]:
29741-09-1

[ 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]

GM 6001 | T-5224 | SB-3CT | Batimastat | Astragaloside IV | Marimastat (BB-2516) | edaravone | TAPI-2 | TAPI 1 | ISOGINKGETIN | Arctigenin | CTS-1027 | GI254023X | JNJ 0966 | CL-82198

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

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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

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Precursor & DownStream

Precursor

DownStream

Related Compounds