Harpagoside

Names

[ CAS No. ]:
19210-12-9

[ Name ]:
Harpagoside

[Synonym ]:
8'-CINNAMOYLHARPAGIDE
1-(Hexopyranosyloxy)-4a,5-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl 3-phenylacrylate
2-Propenoic acid, 3-phenyl-, 1-(hexopyranosyloxy)-1,4a,5,6,7,7a-hexahydro-4a,5-dihydroxy-7-methylcyclopenta[c]pyran-7-yl ester
Harpagosid
MFCD00017415
8-O-E CINNAMOYL HARPAGIDE
Harpogoside
Einecs 242-881-6

Biological Activity

[Description]:

Harpagoside is isolated from Harpagophytum procumbens (Hp). Harpagoside has inhibitory effects on COX-1 and COX-2 activity and inhibits NO production[1].

[Related Catalog]:

Signaling Pathways >> Immunology/Inflammation >> COX

[Target]

COX-1

COX-2

[References]

[1]. Anauate MC, et al. Effect of isolated fractions of Harpagophytum procumbens D.C. (devil's claw) on COX-1, COX-2 activity and nitric oxide production on whole-blood assay. Phytother Res. 2010 Sep;24(9):1365-9.

Chemical & Physical Properties

[ Density]:
1.5±0.1 g/cm3

[ Boiling Point ]:
720.7±60.0 °C at 760 mmHg

[ Melting Point ]:
120ºC (dec.)

[ Molecular Formula ]:
C₂₄H₃₀O₁₁

[ Molecular Weight ]:
494.488

[ Flash Point ]:
244.3±26.4 °C

[ Exact Mass ]:
494.178802

[ PSA ]:
175.37000

[ LogP ]:
-0.92

[ Vapour Pressure ]:
0.0±2.4 mmHg at 25°C

[ Index of Refraction ]:
1.660

[ Storage condition ]:
2-8°C

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS07

[ Signal Word ]:
Warning

[ Hazard Statements ]:
H302

[ Precautionary Statements ]:
P301 + P312 + P330

[ Personal Protective Equipment ]:
dust mask type N95 (US);Eyeshields;Gloves

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R22

[ Safety Phrases ]:
22-45

[ RIDADR ]:
UN 3172

Precursor & DownStream

Precursor

DownStream

Articles

What the devil is in your phytomedicine? Exploring species substitution in Harpagophytum through chemometric modeling of 1H-NMR and UHPLC-MS datasets.

Phytochemistry 106 , 104-15, (2014)

Harpagophytum procumbens (Pedaliaceae) and its close taxonomical ally Harpagophytum zeyheri, indigenous to southern Africa, are being harvested for exportation to Europe where phytomedicines are devel...

Metabolic differentiations and classification of Verbascum species by NMR-based metabolomics.

Phytochemistry 72(16) , 2045-51, (2011)

The genus Verbascum L. (mulleins) comprises of about 360 species of flowering plants in the Scrophulariaceae family. Mulleins have been used in the traditional folk medicine for centuries, for treatme...

[Simultaneous determination of five constituents in Scrophularia ningpoensis by HPLC].

Zhongguo Zhong Yao Za Zhi 36(6) , 709-11, (2011)

To develop an HPLC method for the simultaneous quantitation of five constituents in Scrophularia ningpoensis.Samples were analyzed on an Agilent SB-C18 column(4.6 mm x 250 mm, 5 microm) eluted with ac...