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Harpagoside

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Harpagoside Basic information

Product Name:
Harpagoside
Synonyms:
  • HARPAGOSIDE
  • Harpagosid
  • [1S-[1alpha,4aalpha,5alpha,7alpha(E),7aalpha]]-1,4a,5,6,7,7a-hexahydro-4a,5-dihydroxy-7-methyl-7-[(allyl-1-oxo-3-phenyl)oxy]cyclopenta[c]pyran-1-yl-beta-D-glucopyranoside
  • [(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
  • HARPAGOSIDE WITH HPLC
  • 7,7a-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, (1S,4aS,5R,7S,7aS)-1,4a,5,6
  • 8-O-E CINNAMOYL HARPAGIDE
CAS:
19210-12-9
MF:
C24H30O11
MW:
494.49
EINECS:
242-881-6
Product Categories:
  • chemical reagent
  • pharmaceutical intermediate
  • reference substance
  • phytochemical
  • reference standards from Chinese medicinal herbs (TCM).
  • standardized herbal extract
  • Iridoids
  • HA -HTChemical Class
  • Herbal Drugs
  • Natural Compounds
  • Alphabetic
  • H
  • Nitric Oxide
  • 19210-12-9
Mol File:
19210-12-9.mol
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Harpagoside Chemical Properties

Melting point:
120°C (dec.)
Boiling point:
720.7±60.0 °C(Predicted)
Density 
1.52±0.1 g/cm3(Predicted)
storage temp. 
Inert atmosphere,2-8°C
solubility 
Aqueous Acid (Slightly), DMSO (Slightly), Methanol (Slightly)
pka
11.70±0.70(Predicted)
form 
Solid
color 
White to Light Yellow
optical activity
[α]/D -50 to -30°
Stability:
Hygroscopic
InChIKey
KVRQGMOSZKPBNS-FMHLWDFHSA-N
LogP
-1.591 (est)
CAS DataBase Reference
19210-12-9(CAS DataBase Reference)
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Safety Information

Hazard Codes 
Xn
Risk Statements 
22
Safety Statements 
22-45-24/25
RIDADR 
3172
WGK Germany 
3
HS Code 
29389090
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Harpagoside Usage And Synthesis

Uses

Harpagoside is an iridoid glycoside along with with Harpagide (H105270), the potential to be strong anti-inflammatory agents providing the bulk of the observed effects from their plant origins.

Definition

ChEBI: Harpagoside is a terpene glycoside.

Biological Activity

Harpagoside is an orally available iridoid glycoside and an active component of Harpagophytum extract with cardioprotective effects. Harpagoside is shown to directly bind to and activate ACE2. Allosterically inhibits ACE2 binding to spike protein and reduces viral entry and lessen SARS-CoV-2 infection. Harpagoside was reported to suppress AP-1, IL-6, COX-1/2, c-FOS, NF-ĸB expression and upregulate BMP2 and Wnt signaling pathways.

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