Showing Compound (Z)-Resveratrol 4'-glucoside (FDB003500)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:50 UTC

Update date

2019-11-26 02:59:18 UTC

Primary ID

FDB003500

Secondary Accession Numbers

FDB002450

Chemical Information

FooDB Name

(Z)-Resveratrol 4'-glucoside

Description

(Z)-Resveratrol 4'-glucoside 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 4'-glucoside has been detected, but not quantified in, alcoholic beverages and fruits. This could make (Z)-resveratrol 4'-glucoside a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (Z)-Resveratrol 4'-glucoside.

CAS Number

38963-95-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(Z)-1-(3,5-Dihydroxyphenyl)-2-(4-hydroxyphenyl)ethylene 4'-O-b-D-glucopyranoside	manual
(Z)-Resveratrol 4'-glucoside	manual
(Z)-Resveratrol 4'-O-b-D-glucopyranoside	manual
3,4',5-Trihydroxystilbene 4'-O-beta-D-glucopyranoside	HMDB
3,5,4'-Trihydroxystilbene-4'-O-beta-D-glucoside	MeSH
3,5,4'-Trihydroxystilbene-4'-O-glucoside	MeSH
E.resveratroloside	MeSH
Resveratrol 4'-glucoside	HMDB
Resveratrol 4'-O-glucoside	HMDB
Resveratrol 4-beta-D-glucoside	HMDB

Showing 1 to 10 of 12 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.66 g/L	ALOGPS
logP	0.69	ALOGPS
logP	1.13	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	9.16	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	8	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	139.84 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	99.6 m³·mol⁻¹	ChemAxon
Polarizability	39.17 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C20H22O8

IUPAC name

2-{4-[(Z)-2-(3,5-dihydroxyphenyl)ethenyl]phenoxy}-6-(hydroxymethyl)oxane-3,4,5-triol

InChI Identifier

InChI=1S/C20H22O8/c21-10-16-17(24)18(25)19(26)20(28-16)27-15-5-3-11(4-6-15)1-2-12-7-13(22)9-14(23)8-12/h1-9,16-26H,10H2/b2-1-

InChI Key

RUOKEYJFAJITAG-UPHRSURJSA-N

Isomeric SMILES

OCC1OC(OC2=CC=C(\C=C/C3=CC(O)=CC(O)=C3)C=C2)C(O)C(O)C1O

Average Molecular Weight

390.3839

Monoisotopic Molecular Weight

390.13146768

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.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Stilbene glycosides

Direct Parent

Stilbene glycosides

Alternative Parents

Substituents

Stilbene glycoside
Phenolic glycoside
Hexose monosaccharide
O-glycosyl compound
Glycosyl compound
Phenol ether
Phenoxy compound
Resorcinol
Styrene
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Oxane
Benzenoid
Monosaccharide
Monocyclic benzene moiety
Secondary alcohol
Acetal
Oxacycle
Organoheterocyclic compound
Polyol
Alcohol
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organic oxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 61.53%; H 5.68%; O 32.79%	DFC
Melting Point	Mp 140-143°	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	(E)-Resveratrol 4'-glucoside, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0pk9-9558000000-0af7fae4e33cde9dbe3f	Spectrum
Predicted GC-MS	(E)-Resveratrol 4'-glucoside, 4 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-03di-4614029000-19f221dc313dd83619fe	Spectrum
Predicted GC-MS	(E)-Resveratrol 4'-glucoside, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004l-0195000000-a4d31d16e68a880eed3a	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0390000000-1134adb65edc1c47d54c	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03fr-2890000000-cfbaf7f0315803ed159b	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002r-1279000000-77afcb0be40a58edb023	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-1291000000-f66ee63dbe1510f89d74	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-3390000000-4af5e0b26cbfa9e3beac	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002r-0279000000-c05b8bfeaefa4c32c139	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-4293000000-9389a0ceb4da537ec616	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0694-1920000000-371c55d3e6ec9bde9595	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004l-0595000000-7a905e9e0a04ed9b1933	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-0195000000-e17fb4b7de2bd302aa3e	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0bwa-6973000000-21af2783c49f54e7ec2e	2021-09-23	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

Not Available

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB30565

CRC / DFC (Dictionary of Food Compounds) ID

GZM37-C:CZY12-H

EAFUS ID

Not Available

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

Not Available

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound (Z)-Resveratrol 4'-glucoside (FDB003500)

Structure for FDB003500 ((Z)-Resveratrol 4'-glucoside)