Acteoside
Compound Structure: |
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Synonyms: | Acteoside;Verbascoside;Kusaginin;acetoside; 2R,3R,4R,5R,6R)-6-(3,4-Dihydroxyphenethoxy)-5-hydroxy-2-(hydroxymethyl)-4-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)tetrahydro-2H-pyran-3-yl (E)-3-(3,4-dihydroxyphenyl)acrylate | ||||||||||||||||||||||||||||||||||||||
Compound ID: | NMPC-555 | ||||||||||||||||||||||||||||||||||||||
PubChem ID: | |||||||||||||||||||||||||||||||||||||||
Molecular Formula: | C29H36O15 | ||||||||||||||||||||||||||||||||||||||
Canonical SMILES: | CC1C(C(C(C(O1)OC2C(C(OC(C2OC(=O)C=CC3=CC(=C(C=C3)O)O)CO)OCCC4=CC(=C(C=C4)O)O)O)O)O)O | ||||||||||||||||||||||||||||||||||||||
InChIKey: | FBSKJMQYURKNSU-ZLSOWSIRSA-N | ||||||||||||||||||||||||||||||||||||||
About the compound: | Verbascoside and acteoside are both phenylethanoid glycosides present in a variety of plants. Here are some key characteristics of each compound: Verbascoside: • It is categorized as a caffeoyl phenylethanoid glycoside. • The structure of verbascoside comprises caffeic acid, a phenylpropanoid, forming an ester bond, and hydroxytyrosol, a phenylethanoid, forming an ether bond to the rhamnose portion of a disaccharide. • The disaccharide portion of verbascoside is β-(3',4'-dihydroxyphenyl)ethyl-O-α-L-rhamnopyranosyl(1→3)-β-D-(4-O-caffeoyl)-glucopyranoside. • It functions as a plant metabolite. Acteoside: • Acteoside is a glycoside of hydroxytyrosol. • It is composed of alpha-L-rhamnosyl-(1->3)-beta-D-glucoside of hydroxytyrosol. • The hydroxy group at position 4 of the glucopyranosyl moiety undergoes esterification through formal condensation with trans-caffeic acid. • Acteoside serves various roles, including as a neuroprotective agent, antileishmanial agent, anti-inflammatory agent, and antibacterial agent. • It is classified as a cinnamate ester, a disaccharide derivative, and a member of catechols and polyphenols. Clinical Trial: • Acteoside is currently being investigated in clinical trial NCT02662283, which focuses on evaluating the efficacy and safety of reh-acteoside therapy for patients with IgA nephropathy. |
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Properties: |
Chemical
and Physical Properties Computed
Properties
Source: PubChem |
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Source Species: |
Landolphia owariensis Macaranga barteri |