Showing Compound 4'-Hydroxyacetophenone (FDB010503)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:09 UTC

Update date

2019-11-26 03:03:39 UTC

Primary ID

FDB010503

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

4'-Hydroxyacetophenone

Description

4'-hydroxyacetophenone, also known as (4-hydroxyphenyl)ethan-1-one or 4-acetylphenol, is a member of the class of compounds known as alkyl-phenylketones. Alkyl-phenylketones are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group. 4'-hydroxyacetophenone is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). 4'-hydroxyacetophenone is a mild, sweet, and balsam tasting compound found in sweet orange, which makes 4'-hydroxyacetophenone a potential biomarker for the consumption of this food product.

CAS Number

99-93-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
(4-Hydroxyphenyl)ethan-1-one	ChEBI
1-(4-Hydroxyphenyl)-1-ethanone	PhytoBank
1-(4-Hydroxyphenyl)ethanone	MeSH
1-(4-Hydroxyphenyl)ethanone, 9CI	db_source
4'-Hydroxyacetophenone	PhytoBank
4-Acetophenol	PhytoBank
4-Acetylphenol	ChEBI
4-Hydroxyacetophenone	ChEBI
4-Hydroxyphenyl methyl ketone	PhytoBank
4-Hydroxyphenylethanone	PhytoBank

Showing 1 to 10 of 23 entries

Predicted Properties

Property	Value	Source
Water Solubility	5.02 g/L	ALOGPS
logP	1.62	ALOGPS
logP	1.23	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	7.79	ChemAxon
pKa (Strongest Basic)	-6.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	38.44 m³·mol⁻¹	ChemAxon
Polarizability	14.03 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

C8H8O2

IUPAC name

1-(4-hydroxyphenyl)ethan-1-one

InChI Identifier

InChI=1S/C8H8O2/c1-6(9)7-2-4-8(10)5-3-7/h2-5,10H,1H3

InChI Key

TXFPEBPIARQUIG-UHFFFAOYSA-N

Isomeric SMILES

CC(=O)C1=CC=C(O)C=C1

Average Molecular Weight

136.1479

Monoisotopic Molecular Weight

136.0524295

Classification

Description

Belongs to the class of organic compounds known as alkyl-phenylketones. These are aromatic compounds containing a ketone substituted by one alkyl group, and a phenyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Alkyl-phenylketones

Alternative Parents

Substituents

Alkyl-phenylketone
Acetophenone
Aryl alkyl ketone
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
Benzenoid
Monocyclic benzene moiety
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

monohydroxyacetophenone (CHEBI:28032 )
an aromatic compound (CPD-10598 )
a methyl-ethyl-ketone (CPD-10598 )

Ontology

No ontology term

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Bp3 148°	DFC
Charge	Not Available
Density	Not Available
Experimental logP	1.35	HANSCH,C ET AL. (1995)
Experimental pKa	Not Available
Experimental Water Solubility	9.9 mg/mL at 22 oC	YALKOWSKY,SH & DANNENFELSER,RM (1992)
Isoelectric point	Not Available
Mass Composition	C 70.58%; H 5.92%; O 23.50%	DFC
Melting Point	Mp 109°	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	4'-Hydroxyacetophenone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-00du-7900000000-d662d6422b3203ce6789	Spectrum

MS/MS

Type	Description	Splash Key	View
MS/MS	LC-MS/MS Spectrum - Orbitrap 5V, positive	splash10-000i-0900000000-d0c8d0e2664443ed8987	2020-07-22	View Spectrum
MS/MS	LC-MS/MS Spectrum - n/a 9V, positive	splash10-0002-9000000000-b74cf4499a634c9ffb73	2020-07-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-0900000000-9e4c5c6c3c991ce66f11	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-1900000000-2f9b3f426dd159391ac1	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-9500000000-45be089438cc4e156875	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-41d0b95e36341e40ba73	2016-08-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-2900000000-ca421e03a2bcc4aa7b12	2016-08-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014l-9600000000-4735be11aa27c97b1740	2016-08-04	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

Not Available

ChEMBL ID

Not Available

KEGG Compound ID

C10700

Pubchem Compound ID

7469

Pubchem Substance ID

Not Available

ChEBI ID

28032

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

Not Available

CRC / DFC (Dictionary of Food Compounds) ID

FBR47-H:FBR47-H

EAFUS ID

1723

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

C00002698

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1013111

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

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Flavor	Citations
balsam	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
hawthorn	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
mild	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
mimosa	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.