Harpagoside
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
- phytochemical
- reference standards from Chinese medicinal herbs (TCM).
- standardized herbal extract
- reference substance
- Nitric Oxide
- Iridoids
- HA -HTChemical Class
- Herbal Drugs
- Natural Compounds
- Alphabetic
- H
- 19210-12-9
- Mol File:
- 19210-12-9.mol
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)
Safety Information
- Hazard Codes
- Xn
- Risk Statements
- 22
- Safety Statements
- 22-45-24/25
- RIDADR
- 3172
- WGK Germany
- 3
- HS Code
- 29389090
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.
in vivo
Harpagoside (5 mg/kg; 15 mg/kg; po; once daily for 60 days) has potential neuroprotective effects against Aβ intoxication in an Aβ1-40-induced rat Alzheimer's disease (AD) model[3].
IC 50
COX-1; COX-2
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