Showing Compound 3-Methyl-1,2-cyclopentanedione (FDB008153)

Record Information

Version

1.0

Creation date

2010-04-08 22:07:57 UTC

Update date

2019-11-26 03:02:11 UTC

Primary ID

FDB008153

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

3-Methyl-1,2-cyclopentanedione

Description

3-Methyl-1,2-cyclopentanedione belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety. 3-Methyl-1,2-cyclopentanedione is a sweet, caramel, and coffee tasting compound. 3-Methyl-1,2-cyclopentanedione has been detected, but not quantified in, several different foods, such as arabica coffees (Coffea arabica), breakfast cereal, cereals and cereal products, coffee and coffee products, and robusta coffees (Coffea canephora). This could make 3-methyl-1,2-cyclopentanedione a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 3-Methyl-1,2-cyclopentanedione.

CAS Number

765-70-8

Structure

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

Synonyms

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Synonym	Source
1,2-Cyclopentanedione, 3-methyl-	biospider
2-Hydroxy-5-methyl-2-cyclopenten-1-one	HMDB
3-Methyl-1,2-cyclopentanedione	MeSH
Benzil-related compound, 45	HMDB
Corylone	HMDB
Cyclotene	HMDB
FEMA 2700	HMDB
Methylcyclopentenolone (diketo form)	HMDB

Showing 1 to 8 of 8 entries

Predicted Properties

Property	Value	Source
Water Solubility	63.9 g/L	ALOGPS
logP	0.71	ALOGPS
logP	1.43	ChemAxon
logS	-0.24	ALOGPS
pKa (Strongest Acidic)	16.14	ChemAxon
pKa (Strongest Basic)	-8.6	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	0	ChemAxon
Refractivity	28.97 m³·mol⁻¹	ChemAxon
Polarizability	11.3 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

C6H8O2

IUPAC name

3-methylcyclopentane-1,2-dione

InChI Identifier

InChI=1S/C6H8O2/c1-4-2-3-5(7)6(4)8/h4H,2-3H2,1H3

InChI Key

OACYKCIZDVVNJL-UHFFFAOYSA-N

Isomeric SMILES

CC1CCC(=O)C1=O

Average Molecular Weight

112.1265

Monoisotopic Molecular Weight

112.0524295

Classification

Description

Belongs to the class of organic compounds known as cyclic ketones. These are organic compounds containing a ketone that is conjugated to a cyclic moiety.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Cyclic ketones

Alternative Parents

Substituents

Cyclic ketone
Organic oxide
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Industrial application:

Food and nutrition:

Flavoring agent

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Not Available
Charge	Not Available
Density	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 64.27%; H 7.19%; O 28.54%	DFC
Melting Point	Mp 106.5-107° (anhyd.)	DFC
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
GC-MS	3-Methyl-1,2-cyclopentanedione, non-derivatized, GC-MS Spectrum	splash10-090u-9100000000-c6c4c4dbdc254a0bd933	Spectrum
GC-MS	3-Methyl-1,2-cyclopentanedione, non-derivatized, GC-MS Spectrum	splash10-090u-9100000000-c6c4c4dbdc254a0bd933	Spectrum
Predicted GC-MS	3-Methyl-1,2-cyclopentanedione, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0a4l-9000000000-8b72fd9087b3a4aa805c	Spectrum
Predicted GC-MS	3-Methyl-1,2-cyclopentanedione, 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	splash10-03di-3900000000-c337912e5b992e386707	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03dr-9300000000-e2baeae061a629833218	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0pdi-9000000000-9b5debdd9d51daa37516	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-0900000000-76c963d528f0d204fb03	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-03di-2900000000-0ef53fe951a294ab5718	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0zgv-9000000000-c66599080f8dec7b66f5	2017-09-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03di-9700000000-48f919bfefb025dac5bf	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4l-9000000000-1c6345d1013a8170ff5c	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052o-9000000000-0f90b14a2c64d2f5cdf2	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-03di-2900000000-26c6f1d78ba66490aa54	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-01q9-9300000000-b6ef91451abd3777ced8	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052f-9000000000-7df3308a995fe4bb67f0	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

17339416

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

16211403

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB31543

CRC / DFC (Dictionary of Food Compounds) ID

DCS07-L:DCS07-L

EAFUS ID

2302

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

rw1012711

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
caramel	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
coffee	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
maple	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sugar	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.
woody	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.