ChemicalBook Product Catalog Natural Products Flavonoids AVICULARIN

AVICULARIN

Product NameAVICULARIN
CAS572-30-5
MFC20H18O11
MW434.35
EINECS
MOL File572-30-5.mol

Chemical Properties

Melting point	207-208 °C
Boiling point	855.4±65.0 °C(Predicted)
Density	1.86±0.1 g/cm3(Predicted)
storage temp.	2-8°C
solubility	DMSO (Slightly, Sonicated), Ethanol (Slightly, Sonicated), Methanol (Slightly, Sonicated)
form	Solid
pka	6.17±0.40(Predicted)
color	Pale Yellow to Light Yellow
Stability	Hygroscopic
Major Application	food and beverages
InChI	InChI=1/C20H18O11/c21-8-4-11(24)14-13(5-8)30-18(7-1-2-9(22)10(23)3-7)19(16(14)27)31-20-17(28)15(26)12(25)6-29-20/h1-5,12,15,17,20-26,28H,6H2/t12-,15-,17+,20/s3
InChIKey	PZZRDJXEMZMZFD-TTYPJOBMNA-N
SMILES	C1(OC2=C(C(O)=CC(O)=C2)C(=O)C=1OC1OC[C@H](O)[C@H](O)[C@H]1O)C1C=CC(O)=C(O)C=1 \|&1:17,19,21,r\|

Safety Information

WGK Germany	3
Storage Class	11 - Combustible Solids

Usage And Synthesis

Chemical Properties

Pale yellow crystalline powder, soluble in organic solvents such as methanol, ethanol, and DMSO. It is derived from Saururus chinensis (Lour.) Baill.

Uses

Quercetin-3-arabinoside can be used to prevent or treat degenerative brain disease.

Definition

ChEBI: A quercetin O-glycoside in which an alpha-L-arabinofuranosyl residue is attached at position 3 of quercetin via a glycosidic linkage. It is isolated particularly from Juglans regia and ital Foeniculum vulgare.

in vivo

Avicularin (injected in articular cavity of the knee, 0.5-2 mg/kg, twice a week for 4 weeks) attenuates the development of OA (osteoarthritis) in ACLT-induced rats^[4].
Avicularin (oral administration, 50 and 100 mg/kg, for 21 days) attenuates memory Impairment in rats with amyloid Beta-induced Alzheimer's disease^[5].

Animal Model:	ACLT (anterior cruciate ligament transection)-induced rats^[4]
Dosage:	0.5, 1, 2 mg/kg
Administration:	Injected into the articular cavity of the right knee, twice a week for 4 weeks.
Result:	Alleviated the tibial subchondral osteolysis, reduces bone loss, and increases the bone mass of tibial subchondral bone. Attenuated ECM degradation, the loss of Aggrecan and Collagen II in ACLT-induced rats. Decreased the MMP3 and MMP13 protein level.

Animal Model:	Rats with amyloid Beta-induced Alzheimer's disease^[5]
Dosage:	25, 50, and 100 mg/kg
Administration:	Oral administration, for 21 days
Result:	Enhanced cognition activity, and reversed the effects of amyloid beta-induced inflammatory response and excessive oxidative stress.

IC 50

GLUT4; PPARγ; COX-2

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