Jump To Section:

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 17:44:14 UTC

Update Date

2023-02-21 17:20:55 UTC

HMDB ID

HMDB0031591

Secondary Accession Numbers

HMDB31591

Metabolite Identification

Common Name

5-Methyl-5-hepten-2-one

Description

5-Methyl-5-hepten-2-one belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol. 5-Methyl-5-hepten-2-one has been detected, but not quantified in, root vegetables. This could make 5-methyl-5-hepten-2-one a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 5-Methyl-5-hepten-2-one.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₈H₁₄O

Average Molecular Weight

126.1962

Monoisotopic Molecular Weight

126.10446507

IUPAC Name

(5Z)-5-methylhept-5-en-2-one

Traditional Name

(5Z)-5-methylhept-5-en-2-one

CAS Registry Number

10339-67-0

SMILES

C\C=C(\C)CCC(C)=O

InChI Identifier

InChI=1S/C8H14O/c1-4-7(2)5-6-8(3)9/h4H,5-6H2,1-3H3/b7-4-

InChI Key

UBAUYTYZPNZXIM-DAXSKMNVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as ketones. These are organic compounds in which a carbonyl group is bonded to two carbon atoms R2C=O (neither R may be a hydrogen atom). Ketones that have one or more alpha-hydrogen atoms undergo keto-enol tautomerization, the tautomer being an enol.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Ketones

Alternative Parents

Substituents

Ketone
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031591)

Source

Endogenous

Endogenous (HMDB: HMDB0031591)

Plant

Plant (HMDB: HMDB0031591)

Exogenous

Food

Food (HMDB: HMDB0031591)

Vegetable

Root vegetable

Root vegetables (FooDB: FOOD00873)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0031591)

Role

Biological role

Energy storage (HMDB: HMDB0031591)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031591)

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	3.84 g/L	ALOGPS
logP	2.15	ALOGPS
logP	2.02	ChemAxon
logS	-1.5	ALOGPS
pKa (Strongest Acidic)	19.6	ChemAxon
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	3	ChemAxon
Refractivity	40.02 m³·mol⁻¹	ChemAxon
Polarizability	15.3 Å³	ChemAxon
Number of Rings	0	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]+	130.954	31661259
DarkChem	[M-H]-	125.951	31661259
DeepCCS	[M+H]+	132.846	30932474
DeepCCS	[M-H]-	130.404	30932474
DeepCCS	[M-2H]-	166.76	30932474
DeepCCS	[M+Na]+	141.726	30932474
AllCCS	[M+H]+	130.2	32859911
AllCCS	[M+H-H2O]+	125.9	32859911
AllCCS	[M+NH4]+	134.2	32859911
AllCCS	[M+Na]+	135.3	32859911
AllCCS	[M-H]-	131.6	32859911
AllCCS	[M+Na-2H]-	134.4	32859911
AllCCS	[M+HCOO]-	137.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Methyl-5-hepten-2-one	C\C=C(\C)CCC(C)=O	1320.0	Standard polar	33892256
5-Methyl-5-hepten-2-one	C\C=C(\C)CCC(C)=O	948.0	Standard non polar	33892256
5-Methyl-5-hepten-2-one	C\C=C(\C)CCC(C)=O	990.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Methyl-5-hepten-2-one,1TMS,isomer #1	C/C=C(/C)CC=C(C)O[Si](C)(C)C	1178.8	Semi standard non polar	33892256
5-Methyl-5-hepten-2-one,1TMS,isomer #1	C/C=C(/C)CC=C(C)O[Si](C)(C)C	1127.5	Standard non polar	33892256
5-Methyl-5-hepten-2-one,1TMS,isomer #2	C=C(CC/C(C)=C\C)O[Si](C)(C)C	1140.2	Semi standard non polar	33892256
5-Methyl-5-hepten-2-one,1TMS,isomer #2	C=C(CC/C(C)=C\C)O[Si](C)(C)C	1150.6	Standard non polar	33892256
5-Methyl-5-hepten-2-one,1TBDMS,isomer #1	C/C=C(/C)CC=C(C)O[Si](C)(C)C(C)(C)C	1396.4	Semi standard non polar	33892256
5-Methyl-5-hepten-2-one,1TBDMS,isomer #1	C/C=C(/C)CC=C(C)O[Si](C)(C)C(C)(C)C	1345.7	Standard non polar	33892256
5-Methyl-5-hepten-2-one,1TBDMS,isomer #2	C=C(CC/C(C)=C\C)O[Si](C)(C)C(C)(C)C	1353.7	Semi standard non polar	33892256
5-Methyl-5-hepten-2-one,1TBDMS,isomer #2	C=C(CC/C(C)=C\C)O[Si](C)(C)C(C)(C)C	1354.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methyl-5-hepten-2-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-9100000000-677c8c793907c8927a6d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methyl-5-hepten-2-one GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Methyl-5-hepten-2-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 - 5-Methyl-5-hepten-2-one 10V, Positive-QTOF	splash10-056r-2900000000-1660b85d8659fb87ba73	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methyl-5-hepten-2-one 20V, Positive-QTOF	splash10-0ar0-9700000000-9ee10f80e4f200df2c7f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methyl-5-hepten-2-one 40V, Positive-QTOF	splash10-1000-9000000000-b9694a672c48b69d43a7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methyl-5-hepten-2-one 10V, Negative-QTOF	splash10-004i-1900000000-b366da6a1f5e4ffb23d5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methyl-5-hepten-2-one 20V, Negative-QTOF	splash10-004i-6900000000-836cb65e6212d8f49d44	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methyl-5-hepten-2-one 40V, Negative-QTOF	splash10-0a4i-9100000000-53137ac14ddab0047bd8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methyl-5-hepten-2-one 10V, Negative-QTOF	splash10-004i-0900000000-b08da4d2091aa16d3bd8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methyl-5-hepten-2-one 20V, Negative-QTOF	splash10-0a4i-3900000000-47ca7ebb96f9654acfb1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methyl-5-hepten-2-one 40V, Negative-QTOF	splash10-0a4l-9000000000-38a853151f2d82705fab	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methyl-5-hepten-2-one 10V, Positive-QTOF	splash10-014i-9000000000-7e0996b651074be9d769	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methyl-5-hepten-2-one 20V, Positive-QTOF	splash10-0apl-9000000000-93cd7129dcf36fbcd3f8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Methyl-5-hepten-2-one 40V, Positive-QTOF	splash10-0k96-9000000000-f37e0950b2add5427de7	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)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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
Membrane

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

FDB008221

KNApSAcK ID

C00056369

Chemspider ID

30776910

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12663437

PDB ID

Not Available

ChEBI ID

172022

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 5-Methyl-5-hepten-2-one (HMDB0031591)

MOL for HMDB0031591 (5-Methyl-5-hepten-2-one)

3D MOL for HMDB0031591 (5-Methyl-5-hepten-2-one)

3D SDF for HMDB0031591 (5-Methyl-5-hepten-2-one)

3D-SDF for HMDB0031591 (5-Methyl-5-hepten-2-one)

PDB for HMDB0031591 (5-Methyl-5-hepten-2-one)

3D PDB for HMDB0031591 (5-Methyl-5-hepten-2-one)

SMILES for HMDB0031591 (5-Methyl-5-hepten-2-one)

INCHI for HMDB0031591 (5-Methyl-5-hepten-2-one)

Structure for HMDB0031591 (5-Methyl-5-hepten-2-one)

3D Structure for HMDB0031591 (5-Methyl-5-hepten-2-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra