Record Information
Version1.0
Creation date2010-04-08 22:14:26 UTC
Update date2018-05-29 01:42:40 UTC
Primary IDFDB019572
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name(Z)-Resveratrol 3,4'-diglucoside
Description(Z)-Resveratrol 3,4'-diglucoside 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 (Z)-Resveratrol 3,4'-diglucoside is an extremely weak basic (essentially neutral) compound (based on its pKa) (Z)-Resveratrol 3,4'-diglucoside has been detected, but not quantified in, fruits. This could make (Z)-resveratrol 3,4'-diglucoside a potential biomarker for the consumption of these foods.
CAS Number501-36-0
Structure
Thumb
Synonyms
SynonymSource
(Z)-1-(3,5-Dihydroxyphenyl)-2-(4-hydroxyphenyl)ethylene 3,4'-di-O-b-D-glucopyranosidemanual
(Z)-Resveratrol 3,4'-di-O-b-D-glucopyranosidemanual
(Z)-Resveratrol 3,4'-diglucosidemanual
Predicted Properties
PropertyValueSource
Water Solubility1.1 g/LALOGPS
logP-0.39ALOGPS
logP-1.1ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)9.33ChemAxon
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count13ChemAxon
Hydrogen Donor Count9ChemAxon
Polar Surface Area218.99 ŲChemAxon
Rotatable Bond Count8ChemAxon
Refractivity131.74 m³·mol⁻¹ChemAxon
Polarizability54.8 ųChemAxon
Number of Rings4ChemAxon
Bioavailability0ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC26H32O13
IUPAC name2-{4-[(Z)-2-(3-hydroxy-5-{[3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol
InChI IdentifierInChI=1S/C26H32O13/c27-10-17-19(30)21(32)23(34)25(38-17)36-15-5-3-12(4-6-15)1-2-13-7-14(29)9-16(8-13)37-26-24(35)22(33)20(31)18(11-28)39-26/h1-9,17-35H,10-11H2/b2-1-
InChI KeyYGQPMDDXSJHKJT-UPHRSURJSA-N
Isomeric SMILESOCC1OC(OC2=CC=C(\C=C/C3=CC(O)=CC(OC4OC(CO)C(O)C(O)C4O)=C3)C=C2)C(O)C(O)C1O
Average Molecular Weight552.5245
Monoisotopic Molecular Weight552.18429111
Classification
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 ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 56.52%; H 5.84%; O 37.64%DFC
Melting PointNot Available
Boiling PointNot Available
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical Rotation[a]25D -42 (c, 1 in MeOH)DFC
Spectroscopic UV Data[neutral] lmax 282 (log e 4.14) (MeOH)DFC
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-01ox-3503790000-fd64e2798d29e92d06f3JSpectraViewer
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positivesplash10-00ai-4510009000-73d90173b40cdac7fdebJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00du-0049030000-7d9e9256ee6efa9b941bJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-00b9-0295000000-e42b1fec7dd414921250JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-1393000000-37d0e6aca85fcf7b09dcJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udr-1237290000-4733b85f41430d1ed647JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0079-0149020000-158528186a8cf809a1b7JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-2293000000-bddf7bd3668475ae9760JSpectraViewer
ChemSpider ID20058715
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID22298557
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB39910
CRC / DFC (Dictionary of Food Compounds) IDGZM37-C:MCH93-A
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference