Phillyrin

Category	Influenza Virus
CAS	487-41-2
Description	Phillyrin is a natural lignan compound that has anti-obesity effects. It can reduce tumor necrosis factor secreted by macrophages, which plays an important role in fat adipocyte dysfunction.

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Product Information

Synonyms	β-D-Glucopyranoside, 4-[(1S,3aR,4R,6aR)-4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl; 4-[(1S,3aR,4R,6aR)-4-(3,4-Dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl β-D-glucopyranoside; Phyllyrin; β-D-Glucopyranoside, 4-[4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl, [1S-(1α,3aα,4β,6aα)]-; Phillygenin β-D-glucopyranoside; [1S-(1α,3aα,4β,6aα)]-4-[4-(3,4-dimethoxyphenyl)tetrahydro-1H,3H-furo[3,4-c]furan-1-yl]-2-methoxyphenyl-β-D-Glucopyranoside; Phillyroside
IUPAC Name	(2S,3R,4S,5S,6R)-2-[4-[(3R,3aR,6S,6aR)-3-(3,4-dimethoxyphenyl)-1,3,3a,4,6,6a-hexahydrofuro[3,4-c]furan-6-yl]-2-methoxyphenoxy]-6-(hydroxymethyl)oxane-3,4,5-triol
Molecular Weight	534.55
Molecular Formula	C27H34O11
Canonical SMILES	COC1=C(C=C(C=C1)C2C3COC(C3CO2)C4=CC(=C(C=C4)OC5C(C(C(C(O5)CO)O)O)O)OC)OC
InChI	InChI=1S/C27H34O11/c1-32-17-6-4-13(8-19(17)33-2)25-15-11-36-26(16(15)12-35-25)14-5-7-18(20(9-14)34-3)37-27-24(31)23(30)22(29)21(10-28)38-27/h4-9,15-16,21-31H,10-12H2,1-3H3/t15-,16-,21+,22+,23-,24+,25-,26+,27+/m0/s1
InChIKey	KFFCKOBAHMGTMW-LGQRSHAYSA-N
Boiling Point	730.4±60.0°C at 760 mmHg
Melting Point	166-168°C
Flash Point	395.5±32.9 °C
Purity	≥95%
Density	1.361±0.06 g/cm3
Solubility	Soluble in DMSO (Slightly), Methanol (Slightly)
Appearance	Off-white to Pale Beige Solid
Storage	Store at -20°C under inert atmosphere
Complexity	757
Exact Mass	534.21011190
Index Of Refraction	1.596
In Vitro	Phillyrin (1-5 μM; pretreatment 1 hour; 24 hours) inhibits high glucose-induced FAS protein significantly in HepG2 cells. 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.
PSA	145.53000
Target	Cytochrome P450; Influenza Virus; Bacterial
Vapor Pressure	0.0±2.5 mmHg at 25°C
XLogP3-AA	0