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CAS 19210-12-9

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Harpagoside

Description:
Harpagoside is a naturally occurring iridoid glycoside primarily found in the roots of the plant Harpagophytum procumbens, commonly known as devil's claw. It is characterized by its molecular formula, which includes carbon, hydrogen, and oxygen atoms, reflecting its glycosidic structure. Harpagoside is known for its potential anti-inflammatory and analgesic properties, making it of interest in herbal medicine and dietary supplements, particularly for conditions such as arthritis and joint pain. The compound exhibits a bitter taste and is often extracted for use in various formulations. In terms of solubility, harpagoside is generally soluble in water and organic solvents, which facilitates its extraction and incorporation into various products. Its pharmacological effects are attributed to its ability to modulate inflammatory pathways and influence pain perception. As with many natural compounds, the efficacy and safety of harpagoside can vary based on dosage and individual response, necessitating further research to fully understand its therapeutic potential and mechanisms of action.
Formula:C24H30O11
InChI: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:InChIKey=KVRQGMOSZKPBNS-FMHLWDFHSA-N
SMILES:O[C@@]12[C@@]([C@](OC(/C=C/C3=CC=CC=C3)=O)(C)C[C@H]1O)([C@H](O[C@@H]4O[C@H](CO)[C@@H](O)[C@H](O)[C@H]4O)OC=C2)[H]
Synonyms:
  • (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-<span class="text-smallcaps">D</span>-glucopyranoside
  • (1S,4aS,5R,7S,7aS)-1-(beta-D-glucopyranosyloxy)-4a,5-dihydroxy-7-methyl-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl (2E)-3-phenylprop-2-enoate
  • (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
  • 1-(Hexopyranosyloxy)-4A,5-Dihydroxy-7-Methyl-1,4A,5,6,7,7A-Hexahydrocyclopenta[C]Pyran-7-Yl 3-Phenylprop-2-Enoate
  • E-Harpagoside
  • Hapagoside
  • Harpagoside
  • β-<span class="text-smallcaps">D</span>-Glucopyranoside, (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-<span class="text-smallcaps">D</span>-Glucopyranoside, (1S,4aS,5R,7S,7aS)-1,4a,5,6,7,7a-hexahydro-4a,5-dihydroxy-7-methyl-7-[[(2E)-1-oxo-3-phenyl-2-propenyl]oxy]cyclopenta[c]pyran-1-yl
  • β-<span class="text-smallcaps">D</span>-Glucopyranoside, 1,4a,5,6,7,7a-hexahydro-4a,5-dihydroxy-7-methyl-7-[(1-oxo-3-phenyl-2-propenyl)oxy]cyclopenta[c]pyran-1-yl, [1S-[1α,4aα,5α,7α(E),7aα]]-
  • See more synonyms
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