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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:43:58 UTC

Update Date

2023-02-21 17:20:47 UTC

HMDB ID

HMDB0031545

Secondary Accession Numbers

HMDB31545

Metabolite Identification

Common Name

2-Methyl-2-cyclopenten-1-one

Description

2-Methyl-2-cyclopenten-1-one, also known as aaee-ethanol or N-acryloylaminoethoxyethanol, 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. Based on a literature review a small amount of articles have been published on 2-Methyl-2-cyclopenten-1-one.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
2-Methyl-2-cycloheptenone	HMDB
2-Methyl-2-cyclopentenone	HMDB
2-Methylcyclopent-2-en-1-one	HMDB
Aaee-ethanol	HMDB
Methyl-cyclopentenone	HMDB
N-(2-(2-Hydroxyethoxy)ethyl)-2-propenamide	HMDB
N-Acryloylaminoethoxyethanol	HMDB

Chemical Formula

C₆H₈O

Average Molecular Weight

96.1271

Monoisotopic Molecular Weight

96.057514878

IUPAC Name

2-methylcyclopent-2-en-1-one

Traditional Name

2-cyclopenten-1-one, 2-methyl-

CAS Registry Number

1120-73-6

SMILES

CC1=CCCC1=O

InChI Identifier

InChI=1S/C6H8O/c1-5-3-2-4-6(5)7/h3H,2,4H2,1H3

InChI Key

ZSBWUNDRDHVNJL-UHFFFAOYSA-N

Chemical Taxonomy

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

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0031545)
Cytoplasm (HMDB: HMDB0031545)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031545)

Source

Endogenous

Endogenous (HMDB: HMDB0031545)

Plant

Poaceae (HMDB: HMDB0031545)

Exogenous

Food

Food (HMDB: HMDB0031545)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	32 g/L	ALOGPS
logP	0.84	ALOGPS
logP	1.44	ChemAxon
logS	-0.48	ALOGPS
pKa (Strongest Basic)	-4.6	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	29.1 m³·mol⁻¹	ChemAxon
Polarizability	10.6 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	119.609	31661259
DarkChem	[M-H]-	114.27	31661259
DeepCCS	[M+H]+	126.291	30932474
DeepCCS	[M-H]-	123.936	30932474
DeepCCS	[M-2H]-	160.116	30932474
DeepCCS	[M+Na]+	134.534	30932474
AllCCS	[M+H]+	119.0	32859911
AllCCS	[M+H-H2O]+	114.0	32859911
AllCCS	[M+NH4]+	123.7	32859911
AllCCS	[M+Na]+	125.1	32859911
AllCCS	[M-H]-	118.8	32859911
AllCCS	[M+Na-2H]-	121.9	32859911
AllCCS	[M+HCOO]-	125.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Methyl-2-cyclopenten-1-one	CC1=CCCC1=O	1322.0	Standard polar	33892256
2-Methyl-2-cyclopenten-1-one	CC1=CCCC1=O	856.7	Standard non polar	33892256
2-Methyl-2-cyclopenten-1-one	CC1=CCCC1=O	898.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Methyl-2-cyclopenten-1-one,1TMS,isomer #1	CC1=CCC=C1O[Si](C)(C)C	1082.5	Semi standard non polar	33892256
2-Methyl-2-cyclopenten-1-one,1TMS,isomer #1	CC1=CCC=C1O[Si](C)(C)C	1085.1	Standard non polar	33892256
2-Methyl-2-cyclopenten-1-one,1TBDMS,isomer #1	CC1=CCC=C1O[Si](C)(C)C(C)(C)C	1309.2	Semi standard non polar	33892256
2-Methyl-2-cyclopenten-1-one,1TBDMS,isomer #1	CC1=CCC=C1O[Si](C)(C)C(C)(C)C	1251.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methyl-2-cyclopenten-1-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fr2-9000000000-644c2e9d4c02bb8278e4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methyl-2-cyclopenten-1-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Methyl-2-cyclopenten-1-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-2-cyclopenten-1-one 10V, Positive-QTOF	splash10-0002-9000000000-44719f4ab1f12eb4c72d	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-2-cyclopenten-1-one 20V, Positive-QTOF	splash10-0002-9000000000-9de3a11df5e76d803ffa	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-2-cyclopenten-1-one 40V, Positive-QTOF	splash10-0f96-9000000000-ec660967c80fbb95dfca	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-2-cyclopenten-1-one 10V, Negative-QTOF	splash10-0002-9000000000-f0332b7a96a83bffedf1	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-2-cyclopenten-1-one 20V, Negative-QTOF	splash10-0002-9000000000-46c43c58276c9d31134c	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-2-cyclopenten-1-one 40V, Negative-QTOF	splash10-0ftg-9000000000-fdd680d576b8635ef6e9	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-2-cyclopenten-1-one 10V, Negative-QTOF	splash10-0002-9000000000-dc75a71cd84167e751db	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-2-cyclopenten-1-one 20V, Negative-QTOF	splash10-0002-9000000000-d134e884e75631da582a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-2-cyclopenten-1-one 40V, Negative-QTOF	splash10-066u-9000000000-1b668d8c4bd9256df7b5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-2-cyclopenten-1-one 10V, Positive-QTOF	splash10-0002-9000000000-5a8cc15463521bee3676	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-2-cyclopenten-1-one 20V, Positive-QTOF	splash10-00mk-9000000000-f7723273b95305f636c9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Methyl-2-cyclopenten-1-one 40V, Positive-QTOF	splash10-0uxu-9000000000-4565d9760490875750a1	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-30	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB008155

KNApSAcK ID

Not Available

Chemspider ID

13628

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14266

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Bol R, Poirier N, Balesdent J, Gleixner G: Molecular turnover time of soil organic matter in particle-size fractions of an arable soil. Rapid Commun Mass Spectrom. 2009 Aug 30;23(16):2551-8. doi: 10.1002/rcm.4124. [PubMed:19603490 ]
Mandal M, Yun H, Dudley GB, Lin S, Tan DS, Danishefsky SJ: Total synthesis of guanacastepene a: a route to enantiomeric control. J Org Chem. 2005 Dec 23;70(26):10619-37. [PubMed:16355979 ]
Dudley GB, Danishefsky SJ: A four-step synthesis of the hydroazulene core of guanacastepene. Org Lett. 2001 Jul 26;3(15):2399-402. [PubMed:11463326 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2-Methyl-2-cyclopenten-1-one (HMDB0031545)

MOL for HMDB0031545 (2-Methyl-2-cyclopenten-1-one)

3D MOL for HMDB0031545 (2-Methyl-2-cyclopenten-1-one)

3D SDF for HMDB0031545 (2-Methyl-2-cyclopenten-1-one)

3D-SDF for HMDB0031545 (2-Methyl-2-cyclopenten-1-one)

PDB for HMDB0031545 (2-Methyl-2-cyclopenten-1-one)

3D PDB for HMDB0031545 (2-Methyl-2-cyclopenten-1-one)

SMILES for HMDB0031545 (2-Methyl-2-cyclopenten-1-one)

INCHI for HMDB0031545 (2-Methyl-2-cyclopenten-1-one)

Structure for HMDB0031545 (2-Methyl-2-cyclopenten-1-one)

3D Structure for HMDB0031545 (2-Methyl-2-cyclopenten-1-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra