(E)-Resveratrol 3-glucoside (CHEM024565)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-25 21:47:15 UTC
Update Date2016-11-09 01:17:55 UTC
Accession NumberCHEM024565
Identification
Common Name(E)-Resveratrol 3-glucoside
ClassSmall Molecule
DescriptionA stilbenoid that is trans-resveratrol substituted at position 3 by a beta-D-glucosyl residue.
Contaminant Sources
  • FooDB Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
3,4',5-Trihydroxystilbene-3-beta-D-glucosideChEBI
3,4,5-Trihydroxystilbene-3-beta-monoglucosideChEBI
PiceidChEBI
PolydatinChEBI
trans-Resveratrol 3-beta-D-glucosideChEBI
trans-Resveratrol 3-beta-glucosideChEBI
trans-Resveratrol 3-O-beta-D-glucosideChEBI
3,4',5-Trihydroxystilbene-3-b-D-glucosideGenerator
3,4',5-Trihydroxystilbene-3-β-D-glucosideGenerator
3,4,5-Trihydroxystilbene-3-b-monoglucosideGenerator
3,4,5-Trihydroxystilbene-3-β-monoglucosideGenerator
trans-Resveratrol 3-b-D-glucosideGenerator
trans-Resveratrol 3-β-D-glucosideGenerator
trans-Resveratrol 3-b-glucosideGenerator
trans-Resveratrol 3-β-glucosideGenerator
trans-Resveratrol 3-O-b-D-glucosideGenerator
trans-Resveratrol 3-O-β-D-glucosideGenerator
3,4'-5-Trihydroxystilbene-3-beta-D-glucopyranosideHMDB
3,5,4'-Trihydroxystilbene 3-glucosideHMDB
Resveratrol 3-beta-D-glucosideHMDB
Resveratrol 3-beta-mono-D-glucosideHMDB
Resveratrol 3-glucosideHMDB
Resveratrol 3-O-glucosideHMDB
Resveratrol 5-O-glucosideHMDB
trans-Resveratrol 3-glucosideHMDB
trans-Resveratrol 3-O-glucosideHMDB
3,4,5-TSGMeSH
Polydatin, (e)-isomerMeSH
Resveratrol 3-O-beta-D-glucosideMeSH
3-Hydroxy-5-(2-(4-hydroxyphenyl)ethenyl)phenyl-beta-D-glucosideMeSH
5,4'-Dihydroxystilbene-3-O-beta-D-GLCPMeSH
3-Hydroxy-5-[(1E)-2-(4-hydroxyphenyl)ethenyl]phenyl beta-D-glucopyranosidePhytoBank
3-Hydroxy-5-[(1E)-2-(4-hydroxyphenyl)ethenyl]phenyl β-D-glucopyranosidePhytoBank
(-)-trans-Resveratrol 13-O-beta-D-glucopyranosidePhytoBank
(-)-trans-Resveratrol 13-O-β-D-glucopyranosidePhytoBank
(E)-PiceidPhytoBank
(E)-PolydatinPhytoBank
(E)-Resveratrol 3-O-beta-D-glucopyranosidePhytoBank
(E)-Resveratrol 3-O-β-D-glucopyranosidePhytoBank
3-Hydroxy-5-(p-hydroxystyryl)phenyl beta-D-glucosidePhytoBank
3-Hydroxy-5-(p-hydroxystyryl)phenyl β-D-glucosidePhytoBank
3-O-Glucosyl-resveratrolPhytoBank
PieceidPhytoBank
Polydotin peceidPhytoBank
Resveratrol 3-O-β-D-glucosidePhytoBank
Resveratrol 3-O-beta-glucopyranosidePhytoBank
Resveratrol 3-O-β-glucopyranosidePhytoBank
Resveratrol beta-D-glucosidePhytoBank
Resveratrol β-D-glucosidePhytoBank
Resveratrol beta-glucosidePhytoBank
Resveratrol β-glucosidePhytoBank
Resveratrol glucosidePhytoBank
trans-PiceidPhytoBank
trans-PolydatinPhytoBank
trans-3,5,4'-Trihydroxystilbene 3-O-beta-glucopyranosidePhytoBank
trans-3,5,4'-Trihydroxystilbene 3-O-β-glucopyranosidePhytoBank
trans-3,5,4’-Trihydroxystilbene 3-O-β-glucopyranosidePhytoBank
trans-3,5,4'-Trihydroxystilbene 3-O-beta-glucosidePhytoBank
trans-3,5,4'-Trihydroxystilbene 3-O-β-glucosidePhytoBank
trans-3,5,4’-Trihydroxystilbene 3-O-β-glucosidePhytoBank
trans-3,5,4'-Trihydroxystilbene 3-O-glucosidePhytoBank
trans-3,5,4’-Trihydroxystilbene 3-O-glucosidePhytoBank
trans-3,5,4'-Trihydroxystilbene 3-glucosidePhytoBank
trans-3,5,4’-Trihydroxystilbene 3-glucosidePhytoBank
3,5,4'-Trihydroxystilbene 3-O-beta-glucopyranosidePhytoBank
3,5,4'-Trihydroxystilbene 3-O-β-glucopyranosidePhytoBank
3,5,4’-Trihydroxystilbene 3-O-β-glucopyranosidePhytoBank
3,5,4'-Trihydroxystilbene 3-O-beta-glucosidePhytoBank
3,5,4'-Trihydroxystilbene 3-O-β-glucosidePhytoBank
3,5,4’-Trihydroxystilbene 3-O-β-glucosidePhytoBank
3,5,4'-Trihydroxystilbene 3-O-glucosidePhytoBank
3,5,4’-Trihydroxystilbene 3-O-glucosidePhytoBank
3,5,4’-Trihydroxystilbene 3-glucosidePhytoBank
Chemical FormulaC20H22O8
Average Molecular Mass390.388 g/mol
Monoisotopic Mass390.131 g/mol
CAS Registry Number27208-80-6
IUPAC Name(2S,3R,4S,5S,6R)-2-{3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol
Traditional Namepiceid
SMILESOC[C@H]1O[C@@H](OC2=CC(O)=CC(\C=C\C3=CC=C(O)C=C3)=C2)[C@H](O)[C@@H](O)[C@@H]1O
InChI IdentifierInChI=1S/C20H22O8/c21-10-16-17(24)18(25)19(26)20(28-16)27-15-8-12(7-14(23)9-15)2-1-11-3-5-13(22)6-4-11/h1-9,16-26H,10H2/b2-1+/t16-,17-,18+,19-,20-/m1/s1
InChI KeyHSTZMXCBWJGKHG-CUYWLFDKSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as stilbene glycosides. Stilbene glycosides are compounds structurally characterized by the presence of a carbohydrate moiety glycosidically linked to the stilbene skeleton.
KingdomOrganic compounds
Super ClassPhenylpropanoids and polyketides
ClassStilbenes
Sub ClassStilbene glycosides
Direct ParentStilbene glycosides
Alternative Parents
Substituents
  • Stilbene glycoside
  • Phenolic glycoside
  • Hexose monosaccharide
  • Glycosyl compound
  • O-glycosyl compound
  • Phenoxy compound
  • Styrene
  • Phenol ether
  • 1-hydroxy-4-unsubstituted benzenoid
  • 1-hydroxy-2-unsubstituted benzenoid
  • Phenol
  • Monocyclic benzene moiety
  • Monosaccharide
  • Benzenoid
  • Oxane
  • Secondary alcohol
  • Acetal
  • Oxacycle
  • Organoheterocyclic compound
  • Polyol
  • Alcohol
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Organic oxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.77 g/LALOGPS
logP0.65ALOGPS
logP1.13ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)8.6ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count8ChemAxon
Hydrogen Donor Count6ChemAxon
Polar Surface Area139.84 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity99.6 m³·mol⁻¹ChemAxon
Polarizability40.19 ųChemAxon
Number of Rings3ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-00fr-8849000000-afa4a3b76849d4e46f85Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (4 TMS) - 70eV, Positivesplash10-03di-2402019000-ab01e936362c2914933dSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, PositiveNot AvailableSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-qTof , Positivesplash10-004i-1491000000-fc0e407ffe35757fc820Spectrum
LC-MS/MSLC-MS/MS Spectrum - , positivesplash10-004i-1491000000-fc0e407ffe35757fc820Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Positivesplash10-004i-1590000000-a25f5c813c981cbef8b7Spectrum
LC-MS/MSLC-MS/MS Spectrum - 35V, Negativesplash10-004i-0090000000-a8d4e02058ab4ab69bb8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004l-0195000000-f31120d9fae6a1cf06b8Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0290000000-89bf9a9b2c10be6f77e5Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03g1-2950000000-b7f7d43f0fc634de498cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-002r-1269000000-6ecb4ee9f3695142ea71Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-1292000000-0d66247fee7f4b114acdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-3490000000-1b5a061a6c2b5bba6f2cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0093000000-655d741da505269e9db7Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0091000000-13fcae43c57e4384eb62Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-1890000000-a058f1a4a93bd575f520Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0093000000-87f7640e0f393a2506efSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0393000000-c0f86e21c3809680c244Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05r1-9853000000-f8d23ea0f94b8a70ea3fSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDDB11263
HMDB IDHMDB0030564
FooDB IDFDB002449
Phenol Explorer ID593
KNApSAcK IDC00002896
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider ID4445034
ChEBI ID8198
PubChem Compound ID5281718
Kegg Compound IDC10275
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=22956122
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=23137955
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=23241098
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=23342161
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=23431240
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=23499836
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23566471
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23637874
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=23646479
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=23742076
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=23788185
12. https://www.ncbi.nlm.nih.gov/pubmed/?term=23833942
13. https://www.ncbi.nlm.nih.gov/pubmed/?term=23862567
14. https://www.ncbi.nlm.nih.gov/pubmed/?term=23945645
15. https://www.ncbi.nlm.nih.gov/pubmed/?term=23980421
16. https://www.ncbi.nlm.nih.gov/pubmed/?term=24020412
17. https://www.ncbi.nlm.nih.gov/pubmed/?term=24138806
18. https://www.ncbi.nlm.nih.gov/pubmed/?term=24262561
19. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.