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Merck
CN

68527

Harpagoside

analytical standard

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About This Item

Empirical Formula (Hill Notation):
C24H30O11
CAS Number:
19210-12-9
Molecular Weight:
494.49
NACRES:
NA.24
PubChem Substance ID:
329760957
UNSPSC Code:
85151701
EC Number:
242-881-6
MDL number:
MFCD00017415

Key Documents

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Product Name

Harpagoside, analytical standard

InChI key

KVRQGMOSZKPBNS-FMHLWDFHSA-N

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

SMILES string

C[C@@]1(C[C@@H](O)[C@]2(O)C=CO[C@@H](O[C@@H]3O[C@H](CO)[C@@H](O)[C@H](O)[C@H]3O)[C@H]12)OC(=O)\C=C\c4ccccc4

grade

analytical standard

assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

Quality Level

100

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

General description

Harpagoside, a naturally occurring iridoid glycoside, is the main bioactive component of medicinal plants like Radix Scrophulariae, Scrophularia ningpoensis, Scrophularia buergeriana and Harpagophytum procumbens. It can exhibit a wide range of biological and pharmacological properties and hence used in the treatment of ailments like pharyngalgia, arthritis, rheumatism, tussis and constipation.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN1310
BCCL7893
BCCJ7009
BCCJ0281
BCCF9125

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Simultaneous determination of harpagoside and cinnamic acid in rat plasma by high-performance liquid chromatography: application to a pharmacokinetic study
Li P, et al.
Analytical and Bioanalytical Chemistry, 389, 2259-2264 (2007)
Harpagoside: from Kalahari Desert to pharmacy shelf
Georgiev.IM, et al.
Phytochemistry, 92, 8-15 (2013)
Steffen Wagner et al.
Journal of pharmaceutical and biomedical analysis, 48(3), 587-591 (2008-07-08)
Preparations of Harpagophytum procumbens and of Salix species are successfully used for the treatment of degenerative rheumatism and painful arthrosis. For the quality control of both drugs, rapid methods of quantification are desirable. Here we report the development of two
Eun Ju Jeong et al.
European journal of pharmacology, 588(1), 78-84 (2008-05-09)
The cognitive-enhancing activities of E-harpagoside and 8-O-E-p-methoxycinnamoylharpagide (MCA-Hg) isolated from Scrophularia buergeriana were evaluated in scopolamine-induced amnesic mice by the Morris water maze and by passive avoidance tests. E-harpagoside and MCA-Hg significantly improved the impairment of reference memory induced by
Maria Cecilia Anauate et al.
Phytotherapy research : PTR, 24(9), 1365-1369 (2010-09-03)
The present study evaluates the effect of isolated fractions of Harpagophytum procumbens (devil's claw) on cyclooxygenase (COX-1 and COX-2) activities and NO production using a whole blood assay. The activity of COX-1 was quantified as platelet thromboxane B(2) production in
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