Showing Compound 1-Phenyl-1,2-propanedione (FDB013903)

Record Information

Version

1.0

Creation date

2010-04-08 22:10:58 UTC

Update date

2019-11-26 03:09:16 UTC

Primary ID

FDB013903

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

1-Phenyl-1,2-propanedione

Description

1-Phenyl-1,2-propanedione, also known as acetyl benzoyl or phenyl methyl diketone, belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety. 1-Phenyl-1,2-propanedione is a buttery, honey, and pepper tasting compound. 1-Phenyl-1,2-propanedione has been detected, but not quantified in, a few different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, and robusta coffees (Coffea canephora). This could make 1-phenyl-1,2-propanedione a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 1-Phenyl-1,2-propanedione.

CAS Number

579-07-7

Structure

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

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Synonym	Source
1,2-Propanedione, 1-phenyl-	biospider
1-Phenyl-1,2-dioxopropane	ChEBI
1-Phenyl-1,2-propandione	HMDB
1-Phenylpropane-1,2-dione	HMDB
3-Phenyl-2,3-propanedione	ChEBI
Acetyl benzoyl	ChEBI
Acetylbenzoyl	ChEBI
Benzoyl methyl ketone	ChEBI
Benzoylacetyl	ChEBI
FEMA 3226	HMDB

Showing 1 to 10 of 16 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.92 g/L	ALOGPS
logP	0.94	ALOGPS
logP	1.82	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	16.92	ChemAxon
pKa (Strongest Basic)	-8.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	34.14 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	41.81 m³·mol⁻¹	ChemAxon
Polarizability	15.23 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

C9H8O2

IUPAC name

1-phenylpropane-1,2-dione

InChI Identifier

InChI=1S/C9H8O2/c1-7(10)9(11)8-5-3-2-4-6-8/h2-6H,1H3

InChI Key

BVQVLAIMHVDZEL-UHFFFAOYSA-N

Isomeric SMILES

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

Average Molecular Weight

148.1586

Monoisotopic Molecular Weight

148.0524295

Classification

Description

Belongs to the class of organic compounds known as phenylpropanes. These are organic compounds containing a phenylpropane moiety.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Phenylpropanes

Direct Parent

Phenylpropanes

Alternative Parents

Substituents

Phenylpropane
Aryl ketone
Benzoyl
Alpha-diketone
Ketone
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

aromatic ketone (CHEBI:63552 )
alpha-diketone (CHEBI:63552 )
a small molecule (CPD-9949 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant:

Coffea

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Bp12 102°	DFC
Charge	Not Available
Density	d204 1.01	DFC
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	2.6 mg/mL at 20 oC	BEILSTEIN
Isoelectric point	Not Available
Mass Composition	C 72.96%; H 5.44%; O 21.60%	DFC
Melting Point	<20 oC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	1-Phenyl-1,2-propanedione, non-derivatized, GC-MS Spectrum	splash10-0a6r-9500000000-0ad1ba839fdf36b66932	Spectrum
GC-MS	1-Phenyl-1,2-propanedione, non-derivatized, GC-MS Spectrum	splash10-0a6r-9500000000-0ad1ba839fdf36b66932	Spectrum
Predicted GC-MS	1-Phenyl-1,2-propanedione, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4i-1900000000-0995a26dda9c3bc5dbec	Spectrum
Predicted GC-MS	1-Phenyl-1,2-propanedione, 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	splash10-000t-0900000000-23a8b7ff76e850b79b3e	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001j-0900000000-fb650b96ad441c16bed7	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pc0-6900000000-6693984118df075408bc	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-02e11fb73ce9229aee3c	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-052b-0900000000-11eb6ccaabf1484aba79	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0zi0-2900000000-2ba7d36b3c9387c11907	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0002-1900000000-9c4104ddeb2be69ca7cb	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-3900000000-978783f78075cb704283	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-004i-9100000000-d4f8904f7ef35220495f	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-0900000000-f55a05e2292ed812db8a	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-056s-6900000000-d8f40443c310f8ed55fa	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-004i-9100000000-e37b1d1d767deab85b70	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

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB35243

CRC / DFC (Dictionary of Food Compounds) ID

JJS08-X:JJS08-X

EAFUS ID

3013

Dr. Duke ID

Not Available

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1035591

SuperScent ID

11363

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
buttery	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
honey	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
pepper	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
plastic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.