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ChemicalBook--->CAS DataBase List--->14259-45-1

14259-45-1

14259-45-1 Structure

14259-45-1 Structure
IdentificationBack Directory
[Name]

ASPERULOSIDE
[CAS]

14259-45-1
[Synonyms]

Nsc 31760
Asperulosid
ASPERULOSIDE
RUBICHLORIC ACID
Einecs 238-137-5
Asperuloside >=95% (LC/MS-ELSD)
(2aS)-2a,4aα,5,7bα-Tetrahydro-4-acetoxymethyl-5α-(β-D-glucopyranosyloxy)-1H-2,6-dioxacyclopent[cd]inden-1-one
1H-2,6-Dioxacyclopent[cd]inden-1-one, 4-[(acetyloxy)methyl]-5-(β-D-glucopyranosyloxy)-2a,4a,5,7b-tetrahydro-, (2aS,4aS,5S,7bS)-
1H-2,6-Dioxacyclopentcdinden-1-one, 4-(acetyloxy)methyl-5-(.beta.-D-glucopyranosyloxy)-2a,4a,5,7b-tetrahydro-, (2aS,4aS,5S,7bS)-
1H-2,6-Dioxacyclopent(cd)inden-1-one, 4-((acetyloxy)methyl)-5-(beta-D-glucopyranosyloxy)-2A,4A,5,7B-tetrahydro-, (2as-(2aalpha,5alpha,7balpha))-
(2As-(2aalpha,4aalpha,5alpha,7balpha))-5-(beta-D-glucopyranosyloxy)-2A,4A,5,7B-tetrahydro-1-oxo-1H-2,6-dioxacyclopent(cd)inden-4-ylmethyl acetate
[2aS-(2aalpha,4aalpha,5alpha,7balpha)]-5-(beta-D-glucopyranosyloxy)-2a,4a,5,7b-tetrahydro-1-oxo-1H-2,6-dioxacyclopent[cd]inden-4-ylmethyl acetate
[EINECS(EC#)]

238-137-5
[Molecular Formula]

C18H22O11
[MDL Number]

MFCD02094172
[MOL File]

14259-45-1.mol
[Molecular Weight]

414.36
Chemical PropertiesBack Directory
[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 DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[WGK Germany ]

3
Hazard InformationBack Directory
[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.
Spectrum DetailBack Directory
[Spectrum Detail]

ASPERULOSIDE(14259-45-1)IR1
ASPERULOSIDE(14259-45-1)IR2
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