Showing Compound Acetophenone (FDB012106)

Record Information

Version

1.0

Creation date

2010-04-08 22:09:59 UTC

Update date

2020-09-17 15:34:39 UTC

Primary ID

FDB012106

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Acetophenone

Description

Acetophenone, also known as 1-phenylethanone or acetylbenzene, 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. The chemical formula of acetophenone is C6H5C(O)CH3. It is the simplest aromatic ketone. This colourless, viscous liquid is a precursor to useful resins and fragrances. Acetophenone is used as a flavouring ingredient for fruit flavours and as a leavening agent. Acetophenone is also the starting material for the synthesis of some pharmaceuticals and is listed as an approved excipient by the U.S. FDA. Acetophenone is currently listed as a Group D carcinogen indicating that it does not produce carcinogenic effects in humans. In a 1994 report released by five top cigarette companies in the U.S., acetophenone was listed as one of the 599 additives to cigarettes. Acetophenone is found in many foods, some of which are chicory, spearmint, watermelon, rocket salad, and pepper (spice), apple, cheese, apricot, banana, beef, and cauliflower.

CAS Number

98-86-2

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
1-Phenyl-1-ethanone	HMDB
1-Phenyl-ethanone	HMDB
1-Phenylethan-1-one	HMDB
1-phenylethan-1-one	biospider
1-Phenylethanone	ChEBI
1-Phenylethanone (acetophenone)	HMDB
1-Phenylethanone, 9ci	HMDB
1-Phenylethanone, 9CI	db_source
Acetofenon	HMDB
Acetophenon	HMDB

Showing 1 to 10 of 34 entries

Predicted Properties

Property	Value	Source
Water Solubility	1.36 g/L	ALOGPS
logP	1.65	ALOGPS
logP	1.53	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	16.1	ChemAxon
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	17.07 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	36.46 m³·mol⁻¹	ChemAxon
Polarizability	13.05 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

1-phenylethan-1-one

InChI Identifier

InChI=1S/C8H8O/c1-7(9)8-5-3-2-4-6-8/h2-6H,1H3

InChI Key

KWOLFJPFCHCOCG-UHFFFAOYSA-N

Isomeric SMILES

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

Average Molecular Weight

120.1485

Monoisotopic Molecular Weight

120.057514878

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
Benzenoid
Monocyclic benzene moiety
Organic oxide
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

acetophenones (CHEBI:27632 )
an aromatic compound (PHENYL )
a methyl-ethyl-ketone (PHENYL )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant:

Cucurbitaceae

Biological location:

Biofluid and excreta:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Process

Naturally occurring process:

Biological process:

Biochemical pathway:

Asthma

Role

Environmental role:

Hazardous air pollutant

Industrial application:

Drug

Pharmaceutical industry:

Pharmaceutical

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Bp5 67°	DFC
Charge	Not Available
Density	d204 1.03	DFC
Experimental logP	1.58	HANSCH,C ET AL. (1995)
Experimental pKa	pKa1 -6.4 (25°, H2SO4 aq.)	DFC
Experimental Water Solubility	6.13 mg/mL at 25 oC	SOUTHWORTH,GR & KELLER,JL (1986)
Isoelectric point	Not Available
Mass Composition	C 79.97%; H 6.71%; O 13.32%	DFC
Melting Point	Mp 20°	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	Acetophenone, non-derivatized, GC-MS Spectrum	splash10-0a6r-9700000000-224496fb4a326cb28b65	Spectrum
GC-MS	Acetophenone, non-derivatized, GC-MS Spectrum	splash10-0a6r-9800000000-5d4a6da80c6c3c5f5fbb	Spectrum
GC-MS	Acetophenone, non-derivatized, GC-MS Spectrum	splash10-0a6r-8900000000-72a8572391def7a73d00	Spectrum
GC-MS	Acetophenone, non-derivatized, GC-MS Spectrum	splash10-0pdi-9600000000-d687340f90f63f7dc2db	Spectrum
GC-MS	Acetophenone, non-derivatized, GC-MS Spectrum	splash10-0pdi-9500000000-3f26e145dcae1ef98802	Spectrum
GC-MS	Acetophenone, non-derivatized, GC-MS Spectrum	splash10-0a6r-9600000000-558d4c95783742599522	Spectrum
GC-MS	Acetophenone, non-derivatized, GC-MS Spectrum	splash10-0adi-9700000000-6f2471f8e98524af3f5b	Spectrum
GC-MS	Acetophenone, non-derivatized, GC-MS Spectrum	splash10-0fr2-1900000000-a41b0cedd919c67e41f4	Spectrum
GC-MS	Acetophenone, non-derivatized, GC-MS Spectrum	splash10-0a6r-9700000000-224496fb4a326cb28b65	Spectrum
GC-MS	Acetophenone, non-derivatized, GC-MS Spectrum	splash10-0a6r-9800000000-5d4a6da80c6c3c5f5fbb	Spectrum
GC-MS	Acetophenone, non-derivatized, GC-MS Spectrum	splash10-0a6r-8900000000-72a8572391def7a73d00	Spectrum
GC-MS	Acetophenone, non-derivatized, GC-MS Spectrum	splash10-0pdi-9600000000-d687340f90f63f7dc2db	Spectrum
GC-MS	Acetophenone, non-derivatized, GC-MS Spectrum	splash10-0pdi-9500000000-3f26e145dcae1ef98802	Spectrum
GC-MS	Acetophenone, non-derivatized, GC-MS Spectrum	splash10-0a6r-9600000000-558d4c95783742599522	Spectrum
GC-MS	Acetophenone, non-derivatized, GC-MS Spectrum	splash10-0adi-9700000000-6f2471f8e98524af3f5b	Spectrum
GC-MS	Acetophenone, non-derivatized, GC-MS Spectrum	splash10-0fr2-1900000000-a41b0cedd919c67e41f4	Spectrum
Predicted GC-MS	Acetophenone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0pi0-9700000000-60050b91c62443766d21	Spectrum
Predicted GC-MS	Acetophenone, 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	splash10-00di-0900000000-7c012935d15ff7510bb2	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00di-1900000000-2aa01ede85e5b5caa8d8	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udi-6900000000-d47a5846f1d60b451390	2015-04-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-ba5d67d7d79e78cf111e	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-2900000000-b904a793250c40e784a3	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9400000000-f72df069d2851aa2de2a	2015-04-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-2900000000-9fe47ad4ae02d8640b56	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-016r-5900000000-bb7919a9d31b496bf441	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0fbc-9100000000-9e7d314dd7e6128835bc	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9200000000-9aee9a6157b9ef0e6d58	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-66cb89e73dbfd10f0117	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-a1759373fa5762f762e4	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

27632

Phenol-Explorer ID

Not Available

DrugBank ID

DB04619

HMDB ID

HMDB33910

CRC / DFC (Dictionary of Food Compounds) ID

HDG06-B:HDG06-B

EAFUS ID

Dr. Duke ID

ACETOPHENONE|METHYL-PHENYLKETONE

BIGG ID

Not Available

KNApSAcK ID

C00002685

HET ID

AC0

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

GoodScent ID

SuperScent ID

Wikipedia ID

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

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Descriptor	ID	Definition	Reference
anti bacterial	33282	A substance that kills or slows the growth of bacteria.	DUKE
fungicide	24127	A substance used to destroy fungal pests.	DUKE
hypnotic			DUKE
perfumery	48318	A substance, extract, or preparation for diffusing or imparting an agreeable or attractive smell.	DUKE
pesticide	25944	Strictly, a substance intended to kill pests. In common usage, any substance used for controlling, preventing, or destroying animal, microbiological or plant pests.	DUKE
soporific			DUKE

Showing 1 to 6 of 6 entries

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

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Flavor	Citations
acacia	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
almond	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 Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
bitter	Ayana Wiener, Marina Shudler, Anat Levit, Masha Y. Niv. BitterDB: a database of bitter compounds. Nucleic Acids Res 2012, 40(Database issue):D413-419. DOI:10.1093/nar/gkr755
chemical	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
flower	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
hawthorn	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
hawthorne	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
mimosa	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
must	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
pungent	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.