CAS 25368-11-0|Asperulosidic acid

Introduction:Basic information about CAS 25368-11-0|Asperulosidic acid, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameAsperulosidic acid
CAS Number25368-11-0Molecular Weight432.37600
Density1.64±0.1 g/cm3Boiling Point/
Molecular FormulaC18H24O12Melting Point/
MSDSUSAFlash Point/

Names

NameAsperulosidic acid
SynonymMore Synonyms

Asperulosidic acid BiologicalActivity

DescriptionAsperulosidic Acid (ASPA), a bioactive iridoid glycoside, is extracted from the herbs of Hedyotis diffusa Willd. Asperulosidic Acid (ASPA) has anti-tumor, anti-oxidant, and anti-inflammatory activities[1].ASPA is related to the inhibition of inflammatory cytokines (TNF-α, IL-6) and mediators via suppression of the NF-κB and mitogen-activated protein kinase (MAPK) signaling pathways[2].
Related CatalogResearch Areas >>CancerResearch Areas >>Inflammation/ImmunologySignaling Pathways >>MAPK/ERK Pathway >>ERKSignaling Pathways >>Stem Cell/Wnt >>ERK
In VitroAsperulosidic Acid (ASPA) (40-160 μg/mL; pre- 1 hour) significantly down-regulates the mRNA levels of TNF-α and IL-6 in LPS-induced RAW 264.7 cells compared with the group treated with LPS alone [1]. Asperulosidic Acid (ASPA) (40-160 μg/mL; pre- 1 hour) decreases IκB-α phosphorylation in a concentration-dependent manner, decreases Erk1/2 phosphorylation at all concentration levels, but there was no effect on p-p38 [1]. RT-PCR[2] Cell Line: RAW 264.7 cells Concentration: 40 μg/mL, 80 μg/mL, and 160 μg/mL Incubation Time: Pre-treatment 1 hour Result: Decreased TNF-α and IL-6 mRNA expression. Western Blot Analysis[2] Cell Line: RAW 264.7 cells Concentration: 40 μg/mL, 80 μg/mL, and 160 μg/mL Incubation Time: Pre-treatment 1 hour Result: Decreased IκB-α phosphorylation and Erk1/2 phosphorylation.
References

[1]. Xianyuan L , et al. Anti-renal fibrosis effect of asperulosidic acid via TGF-β1/smad2/smad3 and NF-κB signaling pathways in a rat model of unilateral ureteral obstruction. Phytomedicine. 2019 Feb;53:274-285.

[2]. He J, et al. Asperuloside and Asperulosidic Acid Exert an Anti-Inflammatory Effect via Suppression of the NF-κB and MAPK Signaling Pathways in LPS-Induced RAW 264.7 Macrophages. Int J Mol Sci. 2018 Jul 12;19(7). pii: E2027.

Chemical & Physical Properties

Density1.64±0.1 g/cm3
Molecular FormulaC18H24O12
Molecular Weight432.37600
Exact Mass432.12700
PSA192.44000
InChIKeyDGDWCRWJRNMRKX-DILZHRMZSA-N
SMILESCC(=O)OCC1=CC(O)C2C(C(=O)O)=COC(OC3OC(CO)C(O)C(O)C3O)C12
Storage condition2-8°C
Water SolubilityFreely soluble (160 g/L) (25 ºC)

Safety Information

RIDADRNONH for all modes of transport

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Synonyms

asuperlosidic acid
(1S,4aS,5S,7aS)-7-Acetoxymethyl-5-hydroxy-1-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-1,4a,5,7a-tetrahydro-cyclopenta[c]pyran-4-carboxylic acid
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