| Identification | More | [Name]
Harpagoside | [CAS]
19210-12-9 | [Synonyms]
8'-CINNAMOYLHARPAGIDE
8-O-E CINNAMOYL HARPAGIDE
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
Harpogoside
HARPAGOSIDE hplc
[(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
[(1S)-1,4a,5,6,7,7aα-Hexahydro-4aα,5α-dihydroxy-7-methyl-7α-[[(E)-1-oxo-3-phenyl-2-propenyl]oxy]cyclopenta[c]pyran-1α-yl]β-D-glucopyranoside | [EINECS(EC#)]
242-881-6 | [Molecular Formula]
C24H30O11 | [MDL Number]
MFCD00017415 | [Molecular Weight]
494.49 | [MOL File]
19210-12-9.mol |
| Chemical Properties | Back Directory | [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) | [form ]
neat | [pka]
11.70±0.70(Predicted) | [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 Data | Back Directory | [Hazard Codes ]
Xn | [Risk Statements ]
R22:Harmful if swallowed. | [Safety Statements ]
S22:Do not breathe dust .
S45:In case of accident or if you feel unwell, seek medical advice immediately (show label where possible) . | [RIDADR ]
3172 | [WGK Germany ]
3 | [HS Code ]
29389090 |
| Hazard Information | Back Directory | [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-1IL-6COX-1/2c-FOSNF-ĸB expression and upregulate BMP2 and Wnt signaling pathways. |
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