ASPERULOSIDE Chemical Properties

Melting point:

131-132°

alpha 

D25 -198.6° (c = 1.44 in water)

Boiling point:

704.2±60.0 °C(Predicted)

Density 

1.62±0.1 g/cm3(Predicted)

storage temp. 

-20°C

solubility 

Soluble in methanol and water

form 

powder

pka

12.76±0.70(Predicted)

color 

White

EPA Substance Registry System

1H-2,6-Dioxacyclopent[cd]inden-1-one, 4-[(acetyloxy)methyl]-5-(?-D-glucopyranosyloxy)-2a,4a,5,7b-tetrahydro-, (2aS,4aS,5S,7bS)- (14259-45-1)

Safety Information

Hazard Codes 

Xn

Risk Statements 

22

WGK Germany 

3

ASPERULOSIDE Usage And Synthesis

Description

Asperuloside is an iridoid glycoside that has been found in G. tunetanum and has diverse biological activities, including anti-angiogenic, anti-inflammatory, and anti-obesity properties. It reduces microvessel formation by 67% in a chick embryo chorioallantoic membrane assay when used at a concentration of 2 μg/egg. Asperuloside (20, 40, and 80 mg/L) inhibits LPS-induced increases in TNF-α, IL-1β, and IL-6 production in RAW 264.7 macrophages in a concentration-dependent manner. It reduces lung myeloperoxidase (MPO) activity and bronchoalveolar lavage fluid (BALF) levels of TNF-α, IL-1β, and IL-6 in a mouse model of LPS-induced acute lung injury when administered at doses of 20, 40, and 80 mg/kg. Dietary administration of asperuloside decreases body weight gain, white adipose tissue (WAT) weight, and the ratio of WAT weight to body weight in a high-fat diet-induced mouse model of metabolic syndrome.

Uses

Asperuloside is an iridoid found in Paederia foetida and is an inhibitor of xanthine oxidase and is used in the treatment of various disorders including inflammatory and cardiovascular diseases.

Definition

ChEBI: A iridoid monoterpenoid glycoside isolated from Galium verum.

ASPERULOSIDE(14259-45-1)Related Product Information

• GARDENOSIDE
• 1α-(β-D-Glucopyranosyloxy)-1,4a,5,6,7,7aα-hexahydro-4aα-hydroxy-7α-methyl-5-oxocyclopenta[c]pyran-4-carboxylic acid methyl ester
• Oleuropeinic acid
• OLEUROPEINAGLYCONE
• Deacetyl asperulosidic acid methyl ester
• Swertiamarine
• (1S)-1α-(β-D-Glucopyranosyloxy)-5β-hydroxy-7-(acetoxymethyl)-1,4aα,5,7aα-tetrahydrocyclopenta[c]pyran-4-carboxylic acid methyl ester
• Geniposide
• Scopoletin
• Sweroside
• 6-O-Acetylscandoside
• Oleuropein
• asperulosidic acid
• Catalpol
• Protocatechuic acid
• ASPERULOSIDE
• 3-methylbuten-2-yl methacrylate
• METHYL 5,5-DIMETHOXYVALERATE