Showing Compound (E)-Resveratrol 3-(4''-sulfoglucoside) (FDB016060)

Record Information

Version

1.0

Creation date

2010-04-08 22:12:13 UTC

Update date

2019-11-26 03:12:41 UTC

Primary ID

FDB016060

Secondary Accession Numbers

FDB016065

Chemical Information

FooDB Name

(E)-Resveratrol 3-(4''-sulfoglucoside)

Description

(Z)-Resveratrol 3-(4''-sulfoglucoside) 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''-sulfoglucoside) has been detected, but not quantified in, green vegetables. This could make (Z)-resveratrol 3-(4''-sulfoglucoside) a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (Z)-Resveratrol 3-(4''-sulfoglucoside).

CAS Number

501-36-0

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

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Synonym	Source
(4,5-Dihydroxy-6-{3-hydroxy-5-[(Z)-2-(4-hydroxyphenyl)ethenyl]phenoxy}-2-(hydroxymethyl)oxan-3-yl)oxidanesulfonate	Generator
(4,5-Dihydroxy-6-{3-hydroxy-5-[(Z)-2-(4-hydroxyphenyl)ethenyl]phenoxy}-2-(hydroxymethyl)oxan-3-yl)oxidanesulphonate	Generator
(4,5-Dihydroxy-6-{3-hydroxy-5-[(Z)-2-(4-hydroxyphenyl)ethenyl]phenoxy}-2-(hydroxymethyl)oxan-3-yl)oxidanesulphonic acid	Generator
(E)-1-(3,5-Dihydroxyphenyl)-2-(4-hydroxyphenyl)ethylene 3-O-(4-O-sulfo-b-D-glucopyranoside)	manual
(E)-Resveratrol 3-(4''-sulfoglucoside)	manual
(e)-Resveratrol 3-(4''-sulphoglucoside)	Generator
(E)-Resveratrol 3-O-(4-O-sulfo-b-D-glucopyranoside)	manual
(Z)-Resveratrol 3-(4''-sulphoglucoside)	Generator

Showing 1 to 8 of 8 entries

Predicted Properties

Property	Value	Source
Water Solubility	2.93 g/L	ALOGPS
logP	0.13	ALOGPS
logP	-0.71	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	-2.1	ChemAxon
pKa (Strongest Basic)	-3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	10	ChemAxon
Hydrogen Donor Count	6	ChemAxon
Polar Surface Area	183.21 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	109.59 m³·mol⁻¹	ChemAxon
Polarizability	44.55 Å³	ChemAxon
Number of Rings	3	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Chemical Formula

C20H22O11S

IUPAC name

(4,5-dihydroxy-6-{3-hydroxy-5-[(Z)-2-(4-hydroxyphenyl)ethenyl]phenoxy}-2-(hydroxymethyl)oxan-3-yl)oxidanesulfonic acid

InChI Identifier

InChI=1S/C20H22O11S/c21-10-16-19(31-32(26,27)28)17(24)18(25)20(30-16)29-15-8-12(7-14(23)9-15)2-1-11-3-5-13(22)6-4-11/h1-9,16-25H,10H2,(H,26,27,28)/b2-1-

InChI Key

AUBJHOOEDBNQCQ-UPHRSURJSA-N

Isomeric SMILES

OCC1OC(OC2=CC(\C=C/C3=CC=C(O)C=C3)=CC(O)=C2)C(O)C(O)C1OS(O)(=O)=O

Average Molecular Weight

470.447

Monoisotopic Molecular Weight

470.088282236

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
Glycosyl compound
O-glycosyl compound
Monosaccharide sulfate
Phenoxy compound
Phenol ether
Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Alkyl sulfate
Sulfate-ester
Sulfuric acid monoester
Sulfuric acid ester
Benzenoid
Oxane
Monosaccharide
Monocyclic benzene moiety
Organic sulfuric acid or derivatives
Secondary alcohol
Acetal
Organoheterocyclic compound
Oxacycle
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Primary alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Biological role:

Nutrient

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 51.06%; H 4.71%; O 37.41%; S 6.82%	DFC
Melting Point	Not Available
Optical Rotation	[a]24D -59.5 (c, 0.08 in MeOH) (K salt)	DFC

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	(E)-Resveratrol 3-(4''-sulfoglucoside), non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0zj4-4983500000-ecd4d5a19a287ca5ac82	Spectrum
Predicted GC-MS	(E)-Resveratrol 3-(4''-sulfoglucoside), 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-4443019000-c60a77d117c0a4f26de4	Spectrum
Predicted GC-MS	(E)-Resveratrol 3-(4''-sulfoglucoside), non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	(E)-Resveratrol 3-(4''-sulfoglucoside), 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	splash10-004i-0191500000-d2a3d82b32dbbfdb23bb	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0291000000-e99167caf4b17f1c81ea	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01ti-5890000000-4e1ebdfa25192824c159	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-016r-0180900000-227ea03f9d84ef103413	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-1191100000-f91f9ab148e5f19618ac	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-2490000000-b4ff69f1f9c13d9f5bb1	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0050900000-1a4d13fd8746b2afad81	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0190000000-2968513c0938e88943ad	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004j-6590000000-7a6b33c0a8c915b92801	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00fu-0090500000-9cf15ecf921a0fe53764	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-1191200000-d6c56055266cc60fa766	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-4590100000-e5badf43a561393a0d64	2021-09-24	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

Not Available

CRC / DFC (Dictionary of Food Compounds) ID

GZM37-C:KMO41-O

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 (E)-Resveratrol 3-(4''-sulfoglucoside) (FDB016060)

Structure for FDB016060 ((E)-Resveratrol 3-(4''-sulfoglucoside))