SML3425

Harpagoside

≥98% (HPLC)

• Synonym(s): (1S ,4aS ,5R ,7S ,7aS )-1,4a,5,6,7,7a-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
• Empirical Formula (Hill Notation): C₂₄H₃₀O₁₁
• CAS Number: 19210-12-9
• Molecular Weight: 494.49
• UNSPSC Code: 12352200
• NACRES: NA.77
• Assay: ≥98% (HPLC)
• Form: powder

Properties

• Quality Segment: 100
• assay: ≥98% (HPLC)
• form: powder
• optical activity: [α]/D -50 to -30°
• color: white to beige
• solubility: DMSO: 2 mg/mL, clear
• storage temp.: -10 to -25°C
• SMILES string: O1[C@H]([C@@H]([C@H]([C@@H]([C@H]1CO)O)O)O)O[C@@H]2OC=C[C@@]3([C@H]2[C@](C[C@H]3O)(OC(=O)\C=C\c4ccccc4)C)O
• 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
• InChI key: KVRQGMOSZKPBNS-FMHLWDFHSA-N

Description

Biochem/physiol Actions

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.

Orally available iridoid glycoside that exhibits cardioprotective effects; anti-viral and a direct ACE2 activator

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Codes: H302
• Precautionary Statements: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point (°F): Not applicable
• Flash Point (°C): Not applicable