ChemFOnt: Showing chemical card for Resveratrol 3-sulfate (CFc000022633)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:15:02 UTC

Chemfont ID

CFc000022633

Molecule Identification

Common Name

Resveratrol 3-sulfate

Definition

Resveratrol 3-sulfate, also known as resveratrol 3-sulphuric acid, is a polyphenol metabolite detected in biological fluids [http://phenol-explorer.eu/] (PMID: 20428313 ). Resveratrol 3-sulfate is classified as a member of the Stilbenes. Stilbenes are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids. Resveratrol 3-sulfate can be found in human biolfuids (http://phenol-explorer.eu/). Within a cell, Resveratrol 3-sulfate is primarily located in the cytoplasm and in the extracellular space.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
Resveratrol 3-sulfuric acid	Generator
Resveratrol 3-sulphate	Generator
Resveratrol 3-sulphuric acid	Generator
Resveratrol-3-O-sulfuric acid	HMDB
Resveratrol-3-O-sulphate	HMDB
Resveratrol-3-O-sulphuric acid	HMDB
3,5,4'-Trihydroxystilbene	HMDB
Resveratrol-3-sulfate	HMDB
trans-Resveratrol	HMDB
trans-Resveratrol-3-O-sulfate	HMDB
3,4',5-Stilbenetriol	HMDB
Resveratrol	HMDB
SRT 501	HMDB
SRT-501	HMDB
cis-Resveratrol	HMDB
3,4',5-Trihydroxystilbene	HMDB
Resveratrol 3 sulfate	HMDB
trans Resveratrol	HMDB
trans Resveratrol 3 O sulfate	HMDB
cis Resveratrol	HMDB

Chemical Formula

C₁₄H₁₂O₆S

Average Molecular Weight

308.306

Monoisotopic Molecular Weight

308.035458806

IUPAC Name

{3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenyl}oxidanesulfonic acid

Traditional Name

{3-hydroxy-5-[(E)-2-(4-hydroxyphenyl)ethenyl]phenyl}oxidanesulfonic acid

CAS Registry Number

None

SMILES

OC1=CC=C(\C=C\C2=CC(O)=CC(OS(O)(=O)=O)=C2)C=C1

InChI Identifier

InChI=1S/C14H12O6S/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(8-11)20-21(17,18)19/h1-9,15-16H,(H,17,18,19)/b2-1+

InChI Key

DULQFFCIVGYOFH-OWOJBTEDSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as stilbenes. These are organic compounds containing a 1,2-diphenylethylene moiety. Stilbenes (C6-C2-C6 ) are derived from the common phenylpropene (C6-C3) skeleton building block. The introduction of one or more hydroxyl groups to a phenyl ring lead to stilbenoids.

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Stilbenes

Sub Class

Not Available

Direct Parent

Stilbenes

Alternative Parents

Substituents

Stilbene
Phenylsulfate
Arylsulfate
Phenoxy compound
Styrene
Phenol
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Sulfuric acid ester
Sulfate-ester
Sulfuric acid monoester
Monocyclic benzene moiety
Benzenoid
Organic sulfuric acid or derivatives
Organic oxygen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

organic sulfate (CHEBI:84040 )
stilbenol (CHEBI:84040 )

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Excreta

Biofluid or Excreta

Urine (PMID: 17170057)

Cellular substructure

Extracellular (HMDB: HMDB0041772)
Cytoplasm (HMDB: HMDB0041772)

Source

Endogenous

Endogenous (HMDB: HMDB0041772)

Plant

Plant (HMDB: HMDB0041772)

Exogenous

Food

Food (HMDB: HMDB0041772)

Beverage

Alcoholic beverage

Red wine (HMDB: HMDB0041772)

Fruit

Grapes (HMDB: HMDB0041772)

Exogenous (HMDB: HMDB0041772)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0041772)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.14 g/L	ALOGPS
logP	0.65	ALOGPS
logP	2.93	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	-2.1	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	104.06 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	77.45 m³·mol⁻¹	ChemAxon
Polarizability	29.99 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0041772

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029944

KNApSAcK ID

Not Available

Chemspider ID

25068507

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

25113755

PDB ID

R3S

ChEBI ID

84040

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for Resveratrol 3-sulfate (CFc000022633)

MOL for CFc000022633 (Resveratrol 3-sulfate)

3D MOL for CFc000022633 (Resveratrol 3-sulfate)

3D SDF for CFc000022633 (Resveratrol 3-sulfate)

3D-SDF for CFc000022633 (Resveratrol 3-sulfate)

PDB for CFc000022633 (Resveratrol 3-sulfate)

3D PDB for CFc000022633 (Resveratrol 3-sulfate)

SMILES for CFc000022633 (Resveratrol 3-sulfate)

INCHI for CFc000022633 (Resveratrol 3-sulfate)

Structure for CFc000022633 (Resveratrol 3-sulfate)

3D Structure for CFc000022633 (Resveratrol 3-sulfate)