CAS 19210-12-9
:Harpagoside
Description :
Harpagoside est un glycoside iridoïde qui se trouve naturellement principalement dans les racines de la plante Harpagophytum procumbens, communément connue sous le nom de griffe du diable. Il se caractérise par sa formule moléculaire, qui comprend des atomes de carbone, d'hydrogène et d'oxygène, reflétant sa structure glycosidique. Harpagoside est connu pour ses potentielles propriétés anti-inflammatoires et analgésiques, ce qui le rend intéressant en médecine herboriste et dans les compléments alimentaires, en particulier pour des conditions telles que l'arthrite et les douleurs articulaires. Le composé présente un goût amer et est souvent extrait pour être utilisé dans diverses formulations. En termes de solubilité, Harpagoside est généralement soluble dans l'eau et les solvants organiques, ce qui facilite son extraction et son incorporation dans divers produits. Ses effets pharmacologiques sont attribués à sa capacité à moduler les voies inflammatoires et à influencer la perception de la douleur. Comme de nombreux composés naturels, l'efficacité et la sécurité de Harpagoside peuvent varier en fonction de la dose et de la réponse individuelle, nécessitant des recherches supplémentaires pour comprendre pleinement son potentiel thérapeutique et ses mécanismes d'action.
Formule :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
Code InChI :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]
Synonymes :- (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]]-
- β-D-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
- (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
- β-D-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
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Harpagoside
CAS :Harpagoside analytical standard provided with w/w absolute assay, to be used for quantitative titration.Formule :C24H30O11Degré de pureté :(HPLC) ≥98%Couleur et forme :PowderMasse moléculaire :494.49Harpagoside
CAS :Formule :C24H30O11Degré de pureté :99%Couleur et forme :SolidMasse moléculaire :494.4884Harpagoside
CAS :Harpagoside has anti-inflammatory effects, it blocks lipopolysaccharide (LPS)-induced bone loss in an inflammatory osteoporosis model, and it does not prevent ovariectomy-mediated bone erosion in a postmenopausal osteoporosis model, it may lead to a partial prevention of obesity-induced atherosclerosis by attenuating inflammatory responses. Harpagoside suppresses lipopolysaccharide-induced iNOS and COX-2 expression through inhibition of NF-κB activation. Harpagoside exerts neuroprotection effect and ameliorates learning and memory deficit appears to be associated, at least in part, with up-regulation of brain-derived neurotrophic factor (BDNF) content as well as activating its downstream signaling pathways, e.g., MAPK/PI3K pathways.Formule :C24H30O11Degré de pureté :95%~99%Masse moléculaire :494.493Harpagoside
CAS :Formule :C24H30O11Degré de pureté :>95.0%(HPLC)Couleur et forme :White to Light yellow powder to crystalMasse moléculaire :494.49Harpagoside (Standard)
CAS :Harpagoside (Standard) is a reference standard for research and analysis in studies involving Harpagoside. 1. Harpagoside has anti-inflammatory activity. 2. Harpagoside at 3 mM concentration, shows moderate inhibition of seed germination. 3. Harpagoside can inhibit lipopolysaccharide-induced mRNA levels and protein expression of cyclooxygenase-2 and inducible nitric oxide in HepG2 cells.Formule :C24H30O11Masse moléculaire :494.49Harpagoside
CAS :(1S,4aS,5R,7S,7aS)-4a,5-Dihydroxy-7-methyl-1-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-1,4a,5,6,7,7a-hexahydrocyclopenta[c]pyran-7-yl cinnamateFormule :C24H30O11Degré de pureté :99%Masse moléculaire :494.49Harpagoside
CAS :Harpagoside: anti-inflammatory; 3 mM inhibits seed germination; reduces COX-2, iNOS mRNA, and protein in HepG2.Formule :C24H30O11Degré de pureté :99.71% - ≥95%Couleur et forme :White SolidMasse moléculaire :494.49Harpagoside
CAS :Natural glycosideFormule :C24H30O11Degré de pureté :≥ 95.0 % (HPLC)Couleur et forme :PowderMasse moléculaire :494.5Harpagoside
CAS :Applications 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.
References Zhang, L. et al.: Bioorg Med. Chem., 19, 4882 (2011); Wen, B. et al.: J. Ethnopharm., 147, 503 (2013);Formule :C24H30O11Couleur et forme :NeatMasse moléculaire :494.49Harpagoside
CAS :Harpagoside is a bioactive compound, which is an iridoid glycoside derived from the root of the plant Harpagophytum procumbens, commonly known as Devil’s Claw. This compound is predominantly sourced from Southern Africa, where the plant is native to semi-arid regions and has been traditionally used in herbal medicine.Formule :C24H30O11Degré de pureté :Min. 95%Couleur et forme :PowderMasse moléculaire :494.5 g/molHarpagoside-D5
CAS :Produit contrôléApplications Harpagoside-D5 is an isotope labelled analog of Harpagoside (H105275). 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.
References Zhang, L. et al.: Bioorg Med. Chem., 19, 4882 (2011); Wen, B. et al.: J. Ethnopharm., 147, 503 (2013);Formule :C24D5H25O11Couleur et forme :NeatMasse moléculaire :499.519
