Name | Apigenin-7-O-glucuronide |
Synonyms | Glucuronyl-7-apigenin APIGENIN-7-GLUCURONIDE APIGENIN-7-O-GLUCURONIDE Apigenin-7-O-glucuronide Apigenin 7-O-β-D-glucuronide 5,4'-Dihydroxy-7-(β-D-glucopyranuronosyloxy)flavone Apigenin 7-glucuronide(Apigenin-7-O-β-D-glucuronide) 4',5-Dihydroxy-7-[(β-D-glucopyranuronosyl)oxy]flavone 7-(6-Oxo-β-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one |
CAS | 29741-09-1 |
InChIKey | JBFOLLJCGUCDQP-ZFORQUDYSA-N |
Molecular Formula | C21H18O11 |
Molar Mass | 446.36 |
Density | 1.737 |
Melting Point | >300℃ |
Boling Point | 841.8±65.0 °C(Predicted) |
Specific Rotation(α) | (c, 0.605 in Py aq.)-103 |
Solubility | DMSO : 65 mg/mL (145.62 mM; Need ultrasonic) |
Appearance | Powder |
pKa | 2.73±0.70(Predicted) |
Storage Condition | Sealed in dry,Store in freezer, under -20°C |
MDL | MFCD23699539 |
Physical and Chemical Properties | Yellow powder, soluble in methanol, ethanol, DMSO and other organic solvents, derived from scutellaria barbata, short scape, breviscapa. |
In vitro study | Apigenin-7-Oglucuronide could inhibit Matrix Metalloproteinases (MMP) activities, with IC 50 s of 12.87, 22.39, 17.52, 0.27 μM for MMP-3, MMP-8, MMP-9, MMP-13, respectively . 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. |
Hazard Symbols | Xn - Harmful |
Risk Codes | 22 - Harmful if swallowed |
WGK Germany | 3 |
Reference Show more | 1. Huang Mei, Yu Fulai, Chen Zhenxia, etc. Effects of soil factors on the contents of effective components in nudiflora pall. [J]. China Pharmacy, 2018, 25 (1):2095-2099. 2. Cheng Cheng Li. Extraction and purification of phenolics from Paeonia suffruticosa and its inhibitory activity against E. Coli and Staphylococcus aureus biofilm [D]. Jiangnan University, 2020. 3. Cui Xiaobing et al [IF = 1.618]. "Simultaneous Determination of 10 Flavonoids in Crude and Wine-Processed Radix scutellariae by UHPLC." J Chromatogr Sci. 2016 Mar;54(3):312-317 4. [IF=7.514] Jie Meng et al."Conduction of a chemical structure-guided metabolic phenotype analysis method targeting phenylpropane pathway via LC-MS: Ginkgo biloba and soybean as examples."FOOD CHEMISTRY. 2022 Oct;390:133155 |
biological activity | Apigenin-7-glucuronide can inhibit the activity of matrix metalloproteinase (MMP), which can inhibit the activity of MMP-3,MMP-8,MMP-9, the IC50 values MMP-13 were 12.87,22.39,17.52,0.27 μm, respectively. |
Use | apigenin-7-o-glucuronide has anti-inflammatory, anti-tumor and blood pressure-lowering effects. for content determination/identification/pharmacological experiments, etc |