Harpagoside ( SMR001233395; Eharpagoside )

Catalog No. M18178 CAS No. 19210-12-9

COA

Datasheet

HNMR

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Product Name

Harpagoside
Note

Research use only, not for human use.
Brief Description

Harpagoside has anti-inflammatory activity at 3 mM concentration, shows moderate inhibition of seed germination.
Description

Harpagoside is an anti-inflammatory small molecule natural product originally isolated from the Harpagophytum procumbens (Devil’s Claw) root, but can be isolated from other plants such as Crophularia ningpoensis Hemsl (Figwort). Treatment of HepG2 cells with Harpagoside demonstrated suppression of NF-κB nuclear translocation and degradation of IκB-α, blocking NF-κB activation. Multiple anti-inflammatory cellular effects were correlated with this blockade, as Harpagoside was observed to inhibit the expression of inflammation-mediating enzymes cyclooxygenase-2 (COX-2) and inducible nitric oxide synthase (iNOS), and to reduce lipopolysaccharide-induced mRNA levels. The suppression of NF-κB activation is indicated as the mechanism beneath the anti-inflammatory effects of Harpagoside.
Synonyms

SMR001233395; Eharpagoside
Pathway

Others
Target

Other Targets
Recptor

Others
Research Area

Others-Field
Indication

——

CAS Number

19210-12-9
Formula Weight

494.49
Molecular Formula

C24H30O11
Purity

98%
Solubility

——
SMILES

CC1(CC(C2(C1C(OC=C2)OC3C(C(C(C(O3)CO)O)O)O)O)O)OC(=O)C=CC4=CC=CC=C4
Chemical Name

[(1S,4aS,5R,7S,7aS)-4a,5-dihydroxy-7-methyl-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-1,5,6,7a-tetrahydrocyclopenta[c]pyran-7-yl] (E)-3-phenylprop-2-enoate