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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

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About This Item

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
Quality level:
100
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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

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

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pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
0000447642
0000447642
0000496746
0000496746
0000200594

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Global Trade Item Number

SKUGTIN
SML3425-25MG04065268781210
SML3425-5MG04065268781227