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APIGENIN-7-GLUCURONIDE

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APIGENIN-7-GLUCURONIDE Basic information

Product Name:
APIGENIN-7-GLUCURONIDE
Synonyms:
  • APIGENIN-7-GLUCURONIDE
  • APIGENIN-7-O-GLUCURONIDE
  • 4',5-Dihydroxy-7-[(β-D-glucopyranuronosyl)oxy]flavone
  • 5,4'-Dihydroxy-7-(β-D-glucopyranuronosyloxy)flavone
  • 7-(6-Oxo-β-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
  • Apigenin 7-O-β-D-glucuronide
  • Glucuronyl-7-apigenin
  • Apigenin 7-glucuronide(Apigenin-7-O-β-D-glucuronide)
CAS:
29741-09-1
MF:
C21H18O11
MW:
446.36
Product Categories:
  • Miscellaneous Natural Products
Mol File:
29741-09-1.mol
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APIGENIN-7-GLUCURONIDE Chemical Properties

Melting point:
>300℃
Boiling point:
841.8±65.0 °C(Predicted)
Density 
1.737
storage temp. 
Sealed in dry,Store in freezer, under -20°C
solubility 
DMSO : 65 mg/mL (145.62 mM; Need ultrasonic)
form 
powder
pka
2.73±0.70(Predicted)
color 
Yellowish
InChIKey
JBFOLLJCGUCDQP-ZFORQUDYSA-N
SMILES
C12C=C(C(O)=CC=1C(=O)C=C(C1=CC=C(O)C=C1)O2)O[C@H]1[C@H](O)[C@H]([C@H](O)[C@@H](C(=O)O)O1)O |&1:20,21,23,24,26,r|
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
WGK Germany 
3
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APIGENIN-7-GLUCURONIDE Usage And Synthesis

Chemical Properties

Yellow powder, soluble in organic solvents such as methanol, ethanol, DMSO, etc., derived from Scutellaria barbata, Erigeron breviscapus, and Erigeron chinensis.

Uses

Apigenin 7-Glucuronide is a metabolite of Apigenin, which induces the reversion of transformed phenotypes of v-H-ras-transformed NIH 3T3 cells at low concentration (12.5 uM) by inhibiting MAP kinase activity. Also inhibits the proliferation of malignant tumor cells by G2/M arrest and induces morphological differentiation. Apigenin has also been reported to enhance the gap juntion intracellular communication in liver cells.

Definition

ChEBI: Apigenin 7-glucuronide is a member of flavonoids and a glucosiduronic acid.

target

NO | PGE | TNF-α | NOS | COX | AP-1 | ERK | p38MAPK | MMP-3 | MMP-8 | MMP-9 | MMP-13

IC 50

MMP-3: 12.87 μM (IC50); MMP-8: 22.39 μM (IC50); MMP-9: 17.52 μM (IC50); MMP13: 0.27 μM (IC50)

APIGENIN-7-GLUCURONIDESupplier

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