An iridoid glycoside with diverse biological activities
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Harpagoside

Item No. 38967

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
1S,4aS,5R,6,7S,7aS-hexahydro-4a,5-dihydroxy-7-methyl-7-[[(2E)-1-oxo-3-phenyl-2-propen-1-yl]oxy]cyclopenta[c]pyran-1-yl β-D-glucopyranoside
CAS Number
19210-12-9
Molecular Formula
C24H30O11
Formula Weight
494.5
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Slightly solubleWater: Slightly soluble
SMILES
[H][C@]12[C@H](O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)CO)O)O)O)OC=C[C@@]1(O)[C@@H](C[C@]2(C)OC(/C=C/C4=CC=CC=C4)=O)O
InChi Code
InChI=1S/C24H30O11/c1-23(35-16(27)8-7-13-5-3-2-4-6-13)11-15(26)24(31)9-10-32-22(20(23)24)34-21-19(30)18(29)17(28)14(12-25)33-21/h2-10,14-15,17-22,25-26,28-31H,11-12H2,1H3/b8-7+/t14-,15-,17-,18+,19-,20-,21+,22+,23+,24-/m1/s1
InChi Key
KVRQGMOSZKPBNS-FMHLWDFHSA-N
Origin
Plant/Scrophularia ningpoensis
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $72

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    10 mg

    $129

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    25 mg

    $286

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    50 mg

    $501

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    Product Description

    Harpagoside is an iridoid glycoside that has been found in H. procumbens, also known as devil’s claw, and has diverse biological activities.1,2,3 It inhibits LPS-induced increases in COX-2 and nitric oxide (NO) levels, as well as TNF mRNA expression in HepG2 cells when used at concentrations ranging from 50 to 200 µM.1 In vivo, harpagoside (10 mg/kg) reduces synovial inflammation, joint destruction, and bone erosion in a mouse model of collagen-induced arthritis.2 It also decreases substantia nigra pars compacta neuronal cell death and increases time spent on the rod in a rotarod test in a mouse model of MPTP-induced Parkinson’s disease.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Huang, T.H., Tran, V.H., Duke, R.K., et al. Harpagoside suppresses lipopolysaccharide-induced iNOS and COX-2 expression through inhibition of NF-κB activation. J. Ethnaopharmacol. 104(1-2), 149-155 (2006).

    2. Kim, J.-Y., Cheon, Y.-H., Ahn, S.-J., et al. Harpagoside attenuates local bone erosion and systemic osteoporosis in collagen-induced arthritis in mice. BMC Complement Med. Ther. 22(1), 214 (2022).

    3. Sun, X., Xiong, Z., Zhang, Y., et al. Harpagoside attenuates MPTP/MPP⁺ induced dopaminergic neurodegeneration and movement disorder via elevating glial cell line-derived neurotrophic factor. J. Neurochem. 120(6), 1072-1083 (2012).