Showing Compound 4-Vinylphenol (FDB010540)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:10 UTC

Update date

2019-11-26 03:03:44 UTC

Primary ID

FDB010540

Secondary Accession Numbers

FDB007453

Chemical Information

FooDB Name

4-Vinylphenol

Description

Flavour component of tea; flavouring ingredient 4-hydroxystyrene occurs frequently in different ciders, wines, foods and berries, e.g. cloudberry. Styrene is a prohapten metabolized in the skin by aryl hydrocarbon hydroxylase (AHH, EC 1.14.14.1) to styrene epoxide acting as the true hapten. Styrene occurs in nature and as a synthetic product.(PMID: 6713846). 4-Vinylphenol is found in many foods, some of which are asparagus, highbush blueberry, tea, and beer.

CAS Number

2628-17-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
4-Vinylphenol	ChEBI
p-Hydroxystyrene	ChEBI
p-Vinylphenol	ChEBI
(4-Hydroxyphenyl)ethylene	db_source
4-Ethenylphenol	biospider
4-Ethenylphenol, 9CI	db_source
4-Hydroxystyrene	db_source
FEMA 3739	db_source
Methyl angolensate	biospider
P-hydroxystyrene	biospider
P-vinyl-phenol	biospider
P-vinylphenol	biospider
Para-vinyl phenol	biospider
Phenol, 4-ethenyl-	biospider
Phenol, 4-ethenyl- (9CI)	biospider
Phenol, p-vinyl-	biospider
Poly(4-hydroxystyrene)	biospider
Poly(4-vinylphenol)	biospider

Predicted Properties

Property	Value	Source
Water Solubility	8.4 g/L	ALOGPS
logP	2.07	ALOGPS
logP	2.41	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	9.56	ChemAxon
pKa (Strongest Basic)	-5.9	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	13.15 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

Chemical Formula

C8H8O

IUPAC name

4-ethenylphenol

InChI Identifier

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

InChI Key

FUGYGGDSWSUORM-UHFFFAOYSA-N

Isomeric SMILES

OC1=CC=C(C=C)C=C1

Average Molecular Weight

120.1485

Monoisotopic Molecular Weight

120.057514878

Classification

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-2-unsubstituted benzenoid
Phenol
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

phenols (CHEBI:1883 )
a small molecule (CPD-1075 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Poaceae

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Solid
Physical Description	Not Available
Mass Composition	C 79.97%; H 6.71%; O 13.32%	DFC
Melting Point	Mp 68-69°	DFC
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	4-Vinlyphenol, non-derivatized, GC-MS Spectrum	splash10-0006-0900000000-78e97f8689a1bddce8d1	Spectrum
GC-MS	4-Vinlyphenol, non-derivatized, GC-MS Spectrum	splash10-004l-1900000000-aabb90db206495e1949c	Spectrum
GC-MS	4-Vinlyphenol, non-derivatized, GC-MS Spectrum	splash10-0006-0900000000-78e97f8689a1bddce8d1	Spectrum
GC-MS	4-Vinlyphenol, non-derivatized, GC-MS Spectrum	splash10-004l-1900000000-aabb90db206495e1949c	Spectrum
Predicted GC-MS	4-Vinlyphenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00di-6900000000-e4b2ae72210dba8376c5	Spectrum
Predicted GC-MS	4-Vinlyphenol, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00fu-8900000000-96525d05990bd44a73e6	Spectrum
Predicted GC-MS	4-Vinlyphenol, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , negative	splash10-014i-0900000000-4748791daa3cc6db33cb	2020-07-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0900000000-b529604eb0086ce7d85a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-2900000000-cc4e2accb5dbfca1223a	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-9300000000-1a680f497983265f7000	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-992515c0effcfff51739	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-0900000000-adf06e57ffef41aa20d0	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014r-9600000000-7855fd6420cc0a980f56	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-0900000000-2c381eb3871f5dbd6a94	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00xr-9800000000-e2093cd31e1a5d12f825	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0v00-9000000000-dd7dfadb6034e83a56c0	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-972f865a96261dcb891a	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-3900000000-cc2986e6d45482e40a36	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0i2d-9000000000-6a5b5c88ab894e1f7233	2021-09-23	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

1883

Phenol-Explorer ID

706

DrugBank ID

Not Available

HMDB ID

HMDB04072

CRC / DFC (Dictionary of Food Compounds) ID

FCN76-C:FCN76-C

EAFUS ID

3854

Dr. Duke ID

4-VINYL-PHENOL

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

2628-17-3

GoodScent ID

rw1005801

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

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
almond shell	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
chemical	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
phenolic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
medical	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sweet	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
almondshell	Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0