SML3425

Harpagoside

≥98% (HPLC)

• Synonyma: (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
• Empirický vzorec (Hillův zápis): C₂₄H₃₀O₁₁
• Číslo CAS: 19210-12-9
• Molekulová hmotnost: 494.49
• UNSPSC Code: 12352200
• NACRES: NA.77

Vlastnosti

• Quality Level: 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

Popis

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

Bezpečnostní informace

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable