Showing Compound 4-Ethyl-2-hydroxy-3-methyl-2-cyclopenten-1-one (FDB019302)

Record Information

Version

1.0

Creation date

2010-04-08 22:14:16 UTC

Update date

2019-11-26 03:17:22 UTC

Primary ID

FDB019302

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

4-Ethyl-2-hydroxy-3-methyl-2-cyclopenten-1-one

Description

4-Ethyl-2-hydroxy-3-methyl-2-cyclopenten-1-one 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. 4-Ethyl-2-hydroxy-3-methyl-2-cyclopenten-1-one 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 4-ethyl-2-hydroxy-3-methyl-2-cyclopenten-1-one a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4-Ethyl-2-hydroxy-3-methyl-2-cyclopenten-1-one.

CAS Number

71387-71-8

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
2-Cyclopenten-1-one, 4-ethyl-2-hydroxy-3-methyl	HMDB
4-Ethyl-3-methyl-2-hydroxy-2-cyclopenten-1-one	HMDB
4-Ethyl-3-methyl-2-hydroxycyclopent-2-en-1-one	HMDB

Predicted Properties

Property	Value	Source
Water Solubility	17.2 g/L	ALOGPS
logP	0.72	ALOGPS
logP	1.5	ChemAxon
logS	-0.91	ALOGPS
pKa (Strongest Acidic)	9.45	ChemAxon
pKa (Strongest Basic)	-3.6	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	40.14 m³·mol⁻¹	ChemAxon
Polarizability	15.39 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

C8H12O2

IUPAC name

4-ethyl-2-hydroxy-3-methylcyclopent-2-en-1-one

InChI Identifier

InChI=1S/C8H12O2/c1-3-6-4-7(9)8(10)5(6)2/h6,10H,3-4H2,1-2H3

InChI Key

FFJYTCCZZSZBGQ-UHFFFAOYSA-N

Isomeric SMILES

CCC1CC(=O)C(O)=C1C

Average Molecular Weight

140.1797

Monoisotopic Molecular Weight

140.083729628

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
Enol
Organic oxide
Hydrocarbon derivative
Aliphatic homomonocyclic compound

Molecular Framework

Aliphatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Coffea

Biological location:

Subcellular:

Cell and elements:

Extracellular

Process

Naturally occurring process:

Biological process:

Cellular process:

Cell signaling

Role

Industrial application:

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 68.55%; H 8.63%; O 22.83%	DFC
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	4-Ethyl-2-hydroxy-3-methyl-2-cyclopenten-1-one, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-057i-9300000000-40394082e8fc329a955d	Spectrum
Predicted GC-MS	4-Ethyl-2-hydroxy-3-methyl-2-cyclopenten-1-one, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positive	splash10-02ka-9800000000-984637d38da0e75051c2	Spectrum
Predicted GC-MS	4-Ethyl-2-hydroxy-3-methyl-2-cyclopenten-1-one, 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	splash10-0006-1900000000-b82173495557861ec7d6	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-014i-9300000000-ed99c39758bd73656c8b	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-1000-9000000000-89bf8f3b94494b95b114	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-03baea4228b3a88d0414	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-2900000000-968a2fa22f6c5212ee2b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0abc-9300000000-4b77bd07d594a1174c66	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-006x-4900000000-ca179bafb3cce9f8d323	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9100000000-b5d33032237d3fcbbe4c	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a4l-9000000000-849df1cfacb983a45a3e	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-a5734f49b62679635a5a	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-4900000000-f9ec6c6f79069a61b2f6	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9100000000-4c385d0ad27c0b9967cc	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

460795

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

528704

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB39673

CRC / DFC (Dictionary of Food Compounds) ID

LWO16-N:LWO16-N

EAFUS ID

Not Available

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

Not Available

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

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

Not Available

Files

MSDS

Not Available

References

Synthesis Reference

Not Available

General Reference

Not Available

Content Reference

Showing Compound 4-Ethyl-2-hydroxy-3-methyl-2-cyclopenten-1-one (FDB019302)

Structure for FDB019302 (4-Ethyl-2-hydroxy-3-methyl-2-cyclopenten-1-one)