Harpagoside CAS 19210-12-9

Introduction：Basic information about Harpagoside CAS 19210-12-9, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.

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 Rotation: [α]/D -50 to -30°
• Stability: Hygroscopic
• Cosmetics Ingredients Functions: SKIN CONDITIONING
• InChIKey: KVRQGMOSZKPBNS-FMHLWDFHSA-N
• SMILES: O[C@@]12C=CO[C@@H](O[C@@]3([H])[C@@H]([C@@H](O)[C@H](O)[C@@H](CO)O3)O)[C@]1([H])[C@@](C)(OC(=O)/C=C/C1C=CC=CC=1)C[C@H]2O |&1:1,5,7,9,10,12,14,19,21,35,r|
• 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
• Storage Class: 11 - Combustible Solids
• Hazard Classifications: Acute Tox. 4 Oral

Harpagoside Usage And Synthesis

Chemical Properties

White crystalline powder, easily soluble in methanol and water, derived from Scrophularia ningpoensis and Uncaria rhynchophylla.

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 Aβ_1-40-induced rat Alzheimer's disease (AD) model^[3].

IC 50

COX-1; COX-2