Chemical Property of [5-(hexopyranosyloxy)-1-oxo-2a,4a,5,7b-tetrahydro-1H-2,6-dioxacyclopenta[cd]inden-4-yl]methyl acetate
Chemical Property:
- Melting Point:131-132°
- Boiling Point:704.2°Cat760mmHg
- PKA:12.76±0.70(Predicted)
- Flash Point:254.1°C
- PSA：161.21000
- Density:1.62g/cm3
- LogP:-2.29600
- Storage Temp.:?20°C
- XLogP3:-2.4
- Hydrogen Bond Donor Count:4
- Hydrogen Bond Acceptor Count:11
- Rotatable Bond Count:6
- Exact Mass:414.11621151
- Heavy Atom Count:29
- Complexity:746
- Purity/Quality:
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≥98% *data from raw suppliers
Asperuloside *data from reagent suppliers
Safty Information:
- Pictogram(s):
Xn
- Hazard Codes:Xn
- Statements:
22
- MSDS Files:
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SDS file from LookChem
Useful:
- Canonical SMILES:CC(=O)OCC1=CC2C3C1C(OC=C3C(=O)O2)OC4C(C(C(C(O4)CO)O)O)O
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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.
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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.
