ChemSpider 2D Image | verbascoside | C29H36O15

verbascoside

  • Molecular FormulaC29H36O15
  • Average mass624.587 Da
  • Monoisotopic mass624.205444 Da
  • ChemSpider ID4445112

  • Double-bond stereo - Double-bond stereo

    defined stereocentres - 10 of 10 defined stereocentres

More details:

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

(2E)-3-(3,4-Dihydroxyphényl)acrylate de (2R,3R,4R,5R,6R)-6-[2-(3,4-dihydroxyphényl)éthoxy]-5-hydroxy-2-(hydroxyméthyl)-4-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-méthyltétrahydro-2H-pyran-2-yl]oxy}tétrahydro-2H-pyran-3-yle
(2R,3R,4R,5R,6R)-6-[2-(3,4-Dihydroxyphenyl)ethoxy]-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 (2E)-3-(3,4-dihydroxyphenyl)acrylate
(2R,3R,4R,5R,6R)-6-[2-(3,4-Dihydroxyphenyl)ethoxy]-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-(2E)-3-(3,4-dihydroxyphenyl)acrylat
2-(3,4-Dihydroxyphenyl)ethyl 3-O-(6-deoxy-α-L-mannopyranosyl)-4-O-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]-β-D-glucopyranoside [ACD/IUPAC Name]
2-(3,4-Dihydroxyphenyl)ethyl 3-O-(6-deoxy-α-L-mannopyranosyl)-4-O-[(2E)-3-(3,4-dihydroxyphenyl)prop-2-enoyl]-β-D-glucopyranoside
2-(3,4-Dihydroxyphenyl)ethyl-3-O-(6-deoxy-α-L-mannopyranosyl)-4-O-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]-β-D-glucopyranoside
2-(3,4-Dihydroxyphenyl)ethyl-3-O-(6-desoxy-α-L-mannopyranosyl)-4-O-[(2E)-3-(3,4-dihydroxyphenyl)-2-propenoyl]-β-D-glucopyranosid [German] [ACD/IUPAC Name]
22323-52-0 [RN]
3-O-(6-Désoxy-α-L-mannopyranosyl)-4-O-[(2E)-3-(3,4-dihydroxyphényl)-2-propènan-1-oyl]-β-D-glucopyranoside de 2-(3,4-dihydroxyphényl)éthyle
3-O-(6-Désoxy-α-L-mannopyranosyl)-4-O-[(2E)-3-(3,4-dihydroxyphényl)-2-propenoyl]-β-D-glucopyranoside de 2-(3,4-dihydroxyphényl)éthyle [French] [ACD/IUPAC Name]
More...

Validated by Experts, Validated by Users, Non-Validated, Removed by Users

AIDS030638 [DBID]
AIDS-030638 [DBID]
C10501 [DBID]
NSC 603831 [DBID]
NSC603831 [DBID]
  • Miscellaneous

    • Chemical Class:

      A glycoside that is the <stereo>alpha</stereo>-<stereo>L</stereo>-rhamnosyl-(1<arrow>right</arrow>3)-<stereo>beta</stereo>-<stereo>D</stereo>-glucoside of hydroxytyrosol in which the hydroxy group at position 4 of the glucopyranosyl moiety has undergone esterification by formal condensation with <stereo>trans</stereo>-caffeic acid. ChEBI CHEBI:132853
      A glycoside that is the alpha-L-rhamnosyl-(1->3)-beta-D-glucoside of hydroxytyrosol in which the hydroxy group at position 4 of the glucopyranosyl moiety has undergone esterification by formal condens ation with trans-caffeic acid. ChEBI CHEBI:132853
      A glycoside that is the alpha-L-rhamnosyl-(1right3)-beta-D-glucoside of hydroxytyrosol in which the hydroxy group at ; position 4 of the glucopyranosyl moiety has undergone esterification by formal co ndensation with trans-caffeic acid. ChEBI https://www.ebi.ac.uk/chebi/searchId.do?chebiId=CHEBI:132853

    • Compound Source:

      Isolated from a plant Susan Richardson [Structure found in ChemSpider, confirmed from ACD/Dictionary and DOI: 10.1590/S0102-695X2008000200010]
      Lantana lilacina (Verbenaceae) Susan Richardson [Structure found in ChemSpider, confirmed from ACD/Dictionary and DOI: 10.1590/S0102-695X2008000200010]

    • Bio Activity:

      Others MedChem Express HY-N0021
      Verbascoside(Acteoside; TJC160), is a bioactive polyphenol from olive oil mill wastewater with known antioxidant activity; protein kinase C inhibitor (IC50 =25 uM). MedChem Express
      Verbascoside(Acteoside; TJC160), is a bioactive polyphenol from olive oil mill wastewater with known antioxidant activity; protein kinase C inhibitor (IC50 =25 uM).; IC50 value:; Target:; In fresh ooc ytes, VB exerted prooxidant short-term effects, that is, catalase activity increase and uncoupled increases of mitochondria and reactive oxygen species (ROS) fluorescence signals, and long-term effect s, that is, reduced blastocyst formation rate. MedChem Express HY-N0021
      Verbascoside(Acteoside; TJC160), is a bioactive polyphenol from olive oil mill wastewater with known antioxidant activity; protein kinase C inhibitor (IC50 =25 uM).;IC50 value:;Target:;In fresh oocytes, VB exerted prooxidant short-term effects, that is, catalase activity increase and uncoupled increases of mitochondria and reactive oxygen species (ROS) fluorescence signals, and long-term effects, that is, reduced blastocyst formation rate. In vitrified oocytes, VB increased ROS levels. Prooxidant VB effects in ovine prepubertal oocytes could be related to higher VB accumulation, which was found as almost one thousand times higher than that reported in other cell systems in previous studies [1]. Although some in vitro genotoxicity of verbascoside has been reported on human lymphocytes with an involvement of PARP-1 and p53 proteins, subsequent in vivo tests reported no genotoxicity for high dosage oral administration. It is a protein kinase C inhibitor. MedChem Express HY-N0021

Predicted data is generated using the ACD/Labs Percepta Platform - PhysChem Module, version: 14.00

Density: 1.6±0.1 g/cm3
Boiling Point: 908.8±65.0 °C at 760 mmHg
Vapour Pressure: 0.0±0.3 mmHg at 25°C
Enthalpy of Vaporization: 138.4±3.0 kJ/mol
Flash Point: 294.7±27.8 °C
Index of Refraction: 1.689
Molar Refractivity: 148.4±0.4 cm3
#H bond acceptors: 15
#H bond donors: 9
#Freely Rotating Bonds: 11
#Rule of 5 Violations: 3
ACD/LogP: 2.44
ACD/LogD (pH 5.5): 0.75
ACD/BCF (pH 5.5): 2.19
ACD/KOC (pH 5.5): 60.98
ACD/LogD (pH 7.4): 0.75
ACD/BCF (pH 7.4): 2.16
ACD/KOC (pH 7.4): 60.25
Polar Surface Area: 245 Å2
Polarizability: 58.8±0.5 10-24cm3
Surface Tension: 97.1±5.0 dyne/cm
Molar Volume: 388.6±5.0 cm3

Click to predict properties on the Chemicalize site


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