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Phillyrin

Names

[ CAS No. ]:
487-41-2

[ Name ]:
Phillyrin

[Synonym ]:
β-D-Glucopyranoside, 4-[(1S,3aR,4R,6aR)-4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl
Pillyrin
Chionanthin
4-[(1S,3aR,4R,6aR)-4-(3,4-Dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl β-D-glucopyranoside
PHILLYRIN
Phillyroside
phyllyrin
[1S-(1a,3aa,4b,6aa)]-4-[4-(3,4-Dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl-b-D-glucopyranoside

Biological Activity

[Description]:

Phillyrin is isolated from Forsythia suspensa Vahl (Oleaceae), has antibacterial and anti-inflammatory activities. Phillyrin has potential inductive effects on rat CYP1A2 and CYP2D1 activities, without affecting CYP2C11 and CYP3A1/2 activities[1].

[Related Catalog]:

Research Areas >> Cancer

[Target]

CYP1A2; CYP2D1[1]


[In Vitro]

Phillyrin (1–5 μM; pretreatment 1 hour; 24 hours) inhibits high glucose-induced FAS protein significantly in HepG2 cells[1]. Phillyrin (1–5 μM; pretreatment 1 hour; 24 hours) inhibits high glucose-induced FAS mRNA expression by suppressing SREBP-1c activation in human HepG2 hepatocytes[1]. RT-PCR[1] Cell Line: Human HepG2 hepatocyte cells Concentration: 1 μM; 2.5 μM; 5 μM Incubation Time: 24 hours Result: Reduced FAS and SREBP-1c mRNA expression.

[References]

[1]. Cheng Y, et al. Effects of phillyrin and forsythoside A on rat cytochrome P450 activities in vivo and in vitro. Xenobiotica. 2017 Apr;47(4):297-303.

[2]. Do MT, et al. Phillyrin attenuates high glucose-induced lipid accumulation in human HepG2 hepatocytes through the activation of LKB1/AMP-activated protein kinase-dependent signalling. Food Chem. 2013 Jan 15;136(2):415-25.

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
730.4±60.0 °C at 760 mmHg

[ Molecular Formula ]:
C27H34O11

[ Molecular Weight ]:
534.552

[ Flash Point ]:
395.5±32.9 °C

[ Exact Mass ]:
534.210083

[ PSA ]:
145.53000

[ LogP ]:
0.08

[ Vapour Pressure ]:
0.0±2.5 mmHg at 25°C

[ Index of Refraction ]:
1.596

Safety Information

[ Hazard Codes ]:
C

[ Safety Phrases ]:
22-24/25

[ RIDADR ]:
NONH for all modes of transport

[ WGK Germany ]:
3

[ HS Code ]:
29389090

Precursor & DownStream

Precursor

DownStream

Related Compounds