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69251-96-3

69251-96-3 Structure

69251-96-3 Structure
IdentificationBack Directory
[Name]

(+)-Piresil-4-O-beta-D-glucopyraside
[CAS]

69251-96-3
[Synonyms]

(+)-pinor
Pinoresinol 4-glucoside
Pinoresinol 4-O-glucoside
(+)-pinoresinol-β-D-glucoside
(+)-Piresil-4-O-β-D-glucopyraside
Pinoresinol 4-O-β-D-glucopyranoside
(+)-Piresil-4-O-beta-D-glucopyraside
(+)-Pinoresinol-4-O-β-D-glucopyraside
Pinoresinol 4-O-beta-D-glucopyranoside
(+)-pinoresinol-4-O-β-D-glucopyranoside
(+)-pinoresinol-4-O-beta-D-glucopyranoside
3,5-dibromo-benzoic acid,3,5-dibromobenzoic acid
(+)-pinoresinol-β-D-glucoside(+)-pinoresinol-4-O-beta-D-glucopyranoside
4-[(1S,3aR,4S,6aR)-4-(4-Hydroxy-3-methoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenylβ-D-glucopyranoside
4-[(1S,3aR,4S,6aR)-4-(4-Hydroxy-3-methoxyphenyl)tetrahydro-1H,3H- furo[3,4-c]furan-1-yl]-2-methoxyphenyl β-D-glucopyranoside
β-D-Glucopyranoside, 2-methoxy-4-[(1S,3aR,4S,6aR)-tetrahydro-4-(4-hydroxy-3-methoxyphenyl)-1H,3H-furo[3,4-c]furan-1-yl]phenyl
[Molecular Formula]

C26H32O11
[MDL Number]

MFCD17214935
[MOL File]

69251-96-3.mol
[Molecular Weight]

520.53
Chemical PropertiesBack Directory
[Melting point ]

102-104 °C(Solv: methanol (67-56-1))
[Boiling point ]

752.5±60.0 °C(Predicted)
[density ]

1.418±0.06 g/cm3(Predicted)
[storage temp. ]

2-8°C
[form ]

Solid
[pka]

9.84±0.35(Predicted)
[color ]

White to light yellow
Hazard InformationBack Directory
[Chemical Properties]

Soluble in methanol, ethanol, DMSO and other organic solvents, derived from Forsythia.
[Uses]

(+)-Piresil-4-O-beta-D-glucopyraside is used for content determination/identification/pharmacological experiments, etc.
[Definition]

ChEBI: (+)-Pinoresinol 4-O-glucoside is a lignan and a glycoside.
[Biological Activity]

Pinoresinol 4-O-β-D-glucopyranoside ((+)-Pinoresinol 4-O-β-D-glucopyranoside) is the main active furofuranoside lignan in Forsythia. It has antioxidant, hypotensive and cyclic adenosine monophosphate (cAMP) phosphodiesterase inhibitory effects.
[in vivo]

Pinoresinol 4-O-β-D-glucopyranoside (50 mg/kg; p.o.; 20 days for hepatoprotective activity test, 10 days for antihyperglycaemic activity test) exhibits hepatoprotective activity by lowering AST and ALT levels in CCl4 (HY-Y0298)-induced hepatotoxicity mice, and shows antihyperglycaemic activity by causing a prominent decline in serum glucose level and a promising elevation in insulin level in Streptozotocin (HY-13753)-treated mice[4].
Pinoresinol 4-O-β-D-glucopyranoside (25-50 mg/kg; p.o.; twice with the second dose 1 h before pilocarpine injection) ameliorates the seizures in a dose-dependent manner in lithium/Pilocarpine (HY-B0726A)-induced epileptic seizures rats, manifested by retarding seizure onset, reducing the number of rats developing seizures, and enhancing the survival of animals after seizure exposure[7].

Animal Model:Male Swiss albino mice (weight: 27-30 g), CCl4-induced hepatotoxicity model and Streptozotocin-induced hyperglycaemia model[4]
Dosage:50 mg/kg b.w.
Administration:Oral gavage (p.o.), 20 days in the hepatotoxicity experiment; 10 days in the hyperglycaemia experiment
Result:Led to a 33.94% decline in AST, a 3.01% decline in ALT, and a 49.96% decline in LPO levels (in the CCl4-induced hepatotoxicity model).
Significantly enhanced CAT, SOD, and TAS levels by 130%, 90.45%, and 61.39% respectively compared to the CCl4-treated group (in the CCl4-induced hepatotoxicity model).
Caused a 37.83% reduction in serum glucose level and a 25.37% increase in insulin level (in the Streptozotocin-induced hyperglycaemia model).
Reduced lipid peroxide levels by 51.77% and increased serum levels of CAT, SOD, and TAS by 93.02%, 70.79%, and 101.90%, respectively (in the Streptozotocin-induced hyperglycaemia model).
Spectrum DetailBack Directory
[Spectrum Detail]

(+)-Piresil-4-O-beta-D-glucopyraside(69251-96-3)1HNMR
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