Phillyrin

Inquiry

For Research Use Only.

Category

Lignans

Cat.No.

NP4187

CAS

487-41-2

Product Name

Phillyrin

Structure

Product Details

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.

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

Form

Powder

Vapor Pressure

0.0±2.5 mmHg at 25°C

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