Showing Compound (Z)-Resveratrol 3-(3''-sulfoglucoside) (FDB016064)

Record Information

Version

1.0

Creation date

2010-04-08 22:12:13 UTC

Update date

2019-11-26 03:12:42 UTC

Primary ID

FDB016064

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

(Z)-Resveratrol 3-(3''-sulfoglucoside)

Description

(Z)-Resveratrol 3-(3''-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-(3''-sulfoglucoside) has been detected, but not quantified in, green vegetables. This could make (Z)-resveratrol 3-(3''-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-(3''-sulfoglucoside).

CAS Number

501-36-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

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

Showing 1 to 7 of 7 entries

Predicted Properties

Property	Value	Source
Water Solubility	3.04 g/L	ALOGPS
logP	0.13	ALOGPS
logP	-0.72	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	44.56 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

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

InChI Identifier

InChI=1S/C20H22O11S/c21-10-16-17(24)19(31-32(26,27)28)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

GRCHJRYXBWXDQI-UPHRSURJSA-N

Isomeric SMILES

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

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
Phenoxy compound
Phenol ether
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
1-hydroxy-4-unsubstituted benzenoid
Monocyclic benzene moiety
Monosaccharide
Oxane
Benzenoid
Sulfuric acid ester
Sulfuric acid monoester
Sulfate-ester
Alkyl sulfate
Organic sulfuric acid or derivatives
Secondary alcohol
Oxacycle
Organoheterocyclic compound
Acetal
Organooxygen compound
Primary alcohol
Organic oxygen compound
Hydrocarbon derivative
Organic oxide
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 -40 (c, 0.2 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	(Z)-Resveratrol 3-(3''-sulfoglucoside), non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-05iu-9683400000-9d28b50043b4d3bb5df7	Spectrum
Predicted GC-MS	(Z)-Resveratrol 3-(3''-sulfoglucoside), 3 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-3844109000-97477cd232d6881c68f0	Spectrum
Predicted GC-MS	(Z)-Resveratrol 3-(3''-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-1191500000-881e2de5430572a591dc	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-0291000000-47ed2eda59bcd974ad85	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0201-4980000000-6fe1aa391ccce8b5e76b	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-016r-0080900000-52c53f98b06d2967482d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-1191100000-d57467be1220318f4cdd	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-056r-2490000000-f3d7c5a484e6c6edbf71	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00b9-0090500000-4f35fabb8d779072615f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-2590000000-d3da94a4f86c408a008f	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-056r-7970100000-0454bc998b443552054b	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-016r-0070900000-d0e41f69a81dbe569747	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-0190000000-a7e72cf5d3f5178d255a	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-4590000000-0bbb8a3614593a93dd84	2021-09-22	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

HMDB37078

CRC / DFC (Dictionary of Food Compounds) ID

GZM37-C:KMO46-T

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 3-(3''-sulfoglucoside) (FDB016064)

Structure for FDB016064 ((Z)-Resveratrol 3-(3''-sulfoglucoside))