ChemFOnt: Showing chemical card for 2-Vinylphenol (CFc000335434)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:27:59 UTC

Chemfont ID

CFc000335434

Molecule Identification

Common Name

2-Vinylphenol

Definition

2-vinylphenol is a member of the class of compounds known as styrenes. Styrenes are organic compounds containing an ethenylbenzene moiety. 2-vinylphenol is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 2-vinylphenol can be found in ceylon cinnamon and chinese cinnamon, which makes 2-vinylphenol a potential biomarker for the consumption of these food products. 2-vinylphenol is a phenolic compound found in wine and beer. It is produced by the spoilage yeast Brettanomyces. When it reaches concentrations greater than the sensory threshold, it can give the wine aromas described as barnyard, medicinal, band-aids, and mousy. In wine, 4-vinylphenol can react with other molecules, such as anthocyanidins, to produce new chemical compounds. In white wines vinylphenols are dominant (4-vinylphenol 70-1 150 μg/l, 4-vinylguajacol 10-490 μg/l) whereas, in red wines, it's the corresponding ethyl-phenols .

Structure

MOL SDF PDB SMILES InChI

Synonyms

Not Available

Chemical Formula

C₈H₈O

Average Molecular Weight

120.1485

Monoisotopic Molecular Weight

120.057514878

IUPAC Name

2-ethenylphenol

Traditional Name

2-ethenylphenol

CAS Registry Number

695-84-1

SMILES

OC1=CC=CC=C1C=C

InChI Identifier

InChI=1S/C8H8O/c1-2-7-5-3-4-6-8(7)9/h2-6,9H,1H2

InChI Key

JESXATFQYMPTNL-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as styrenes. These are organic compounds containing an ethenylbenzene moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Styrenes

Direct Parent

Styrenes

Alternative Parents

Substituents

Styrene
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Not Available

Exogenous (FooDB: )

Food

Herb and spice

Spice

Chinese cinnamon (FooDB: FOOD00050)
Ceylon cinnamon (FooDB: FOOD00051)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	8.56 g/L	ALOGPS
logP	2.11	ALOGPS
logP	2.41	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	9.41	ChemAxon
pKa (Strongest Basic)	-6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	37.73 m³·mol⁻¹	ChemAxon
Polarizability	13.04 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0172088

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB010539

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

4-Vinylphenol

METLIN ID

Not Available

PubChem Compound

135442

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 2-Vinylphenol (CFc000335434)

MOL for CFc000335434 (2-Vinylphenol)

3D MOL for CFc000335434 (2-Vinylphenol)

3D SDF for CFc000335434 (2-Vinylphenol)

3D-SDF for CFc000335434 (2-Vinylphenol)

PDB for CFc000335434 (2-Vinylphenol)

3D PDB for CFc000335434 (2-Vinylphenol)

SMILES for CFc000335434 (2-Vinylphenol)

INCHI for CFc000335434 (2-Vinylphenol)

Structure for CFc000335434 (2-Vinylphenol)

3D Structure for CFc000335434 (2-Vinylphenol)