AFCDB: Cyclopentanone (FDB003481)

Record Information

Version

1.0

Creation date

2010-04-08 22:05:49 UTC

Update date

2019-11-26 02:59:16 UTC

Primary ID

FDB003481

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Cyclopentanone

Description

Cyclopentanone, also known as ketocyclopentane, 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. Cyclopentanone is a minty tasting compound. Cyclopentanone has been detected, but not quantified in, several different foods, such as dandelions (Taraxacum officinale), nances (Byrsonima crassifolia), macadamia nut (m. tetraphylla), strawberries (Fragaria X ananassa), and radishes (Raphanus sativus). This could make cyclopentanone a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Cyclopentanone.

CAS Number

120-92-3

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	66 g/L	ALOGPS
logP	0.45	ALOGPS
logP	1.04	ChemAxon
logS	-0.11	ALOGPS
pKa (Strongest Basic)	-7.3	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	0	ChemAxon
Refractivity	23.65 m³·mol⁻¹	ChemAxon
Polarizability	9.3 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

C5H8O

IUPAC name

cyclopentanone

InChI Identifier

InChI=1S/C5H8O/c6-5-3-1-2-4-5/h1-4H2

InChI Key

BGTOWKSIORTVQH-UHFFFAOYSA-N

Isomeric SMILES

O=C1CCCC1

Average Molecular Weight

84.1164

Monoisotopic Molecular Weight

84.057514878

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

cyclopentanones (CHEBI:16486 )
a small molecule (CYCLOPENTANONE )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Plant:

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 71.39%; H 9.59%; O 19.02%	DFC
Melting Point	Fp -58°	DFC
Boiling Point	Bp 130°	DFC
Experimental Water Solubility	Not Available
Experimental logP	0.38	DAYLIGHT (2003)
Experimental pKa	pKa 16.7 (25°)	DFC
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	n20D 1.4366	DFC

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
EI-MS	Mass Spectrum (Electron Ionization)	splash10-0a6r-9000000000-ed4a40412a8936be9922	2015-03-01	View Spectrum
GC-MS	Cyclopentanone, non-derivatized, GC-MS Spectrum	splash10-0a6r-9000000000-b0d14fca06b317eefa20	Spectrum
GC-MS	Cyclopentanone, non-derivatized, GC-MS Spectrum	splash10-0a6r-9000000000-92f1cd24f64620f953d5	Spectrum
GC-MS	Cyclopentanone, non-derivatized, GC-MS Spectrum	splash10-0a6u-9000000000-3c7c14d819f4199b4735	Spectrum
GC-MS	Cyclopentanone, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-f1b93590417de48fa28b	Spectrum
GC-MS	Cyclopentanone, non-derivatized, GC-MS Spectrum	splash10-0a5c-9000000000-b716805bbbc2ee7bbdd9	Spectrum
GC-MS	Cyclopentanone, non-derivatized, GC-MS Spectrum	splash10-0a6r-9000000000-b0d14fca06b317eefa20	Spectrum
GC-MS	Cyclopentanone, non-derivatized, GC-MS Spectrum	splash10-0a6r-9000000000-92f1cd24f64620f953d5	Spectrum
GC-MS	Cyclopentanone, non-derivatized, GC-MS Spectrum	splash10-0a6u-9000000000-3c7c14d819f4199b4735	Spectrum
GC-MS	Cyclopentanone, non-derivatized, GC-MS Spectrum	splash10-0a4i-9000000000-f1b93590417de48fa28b	Spectrum
GC-MS	Cyclopentanone, non-derivatized, GC-MS Spectrum	splash10-0a5c-9000000000-b716805bbbc2ee7bbdd9	Spectrum
Predicted GC-MS	Cyclopentanone, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-054o-9000000000-698c3e6d69d941130df8	Spectrum
Predicted GC-MS	Cyclopentanone, 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	splash10-000i-9000000000-9f75287ed439876ec6bb	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-9000000000-6098a8ff3941fa76494d	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kf-9000000000-7172dfe920124ca0c7e8	2015-05-26	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-9000000000-56cc5662f41dee4256b9	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-001i-9000000000-f0cf913f696a7fee27b7	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udl-9000000000-68fa7516bcf7f951fd2b	2015-05-27	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-014u-9000000000-f7112e3af79faf1a4c25	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0006-9000000000-ee1f677a224f6d59c24e	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-fd1599f276f5a98110f2	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-001i-9000000000-1fe8bbf8f6ab17ae0b2b	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00lr-9000000000-f46b40e1858ffd30f717	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0aou-9000000000-add7efb9ef4338c04b78	2021-09-24	View Spectrum

NMR

Type	Description	View
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 25.16 MHz, CDCl₃, experimental)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Spectrum

External Links

ChemSpider ID

ChEMBL ID

KEGG Compound ID

Pubchem Compound ID

Pubchem Substance ID

Not Available

ChEBI ID

16486

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB31407

CRC / DFC (Dictionary of Food Compounds) ID

CZF97-T:CZF97-T

EAFUS ID

806

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

rw1017921

SuperScent ID

Not Available

Wikipedia ID

Cyclopentanone

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

Files

MSDS

show

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Cyclopentanone (FDB003481)

Structure for FDB003481 (Cyclopentanone)