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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:43:37 UTC

Update Date

2023-02-21 17:20:39 UTC

HMDB ID

HMDB0031487

Secondary Accession Numbers

HMDB31487

Metabolite Identification

Common Name

(E)-4-Hepten-2-one

Description

(E)-4-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. Thus, (e)-4-hepten-2-one is considered to be an oxygenated hydrocarbon (E)-4-Hepten-2-one has been detected, but not quantified in, fruits. This could make (e)-4-hepten-2-one a potential biomarker for the consumption of these foods (E)-4-Hepten-2-one is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on (E)-4-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

C₇H₁₂O

Average Molecular Weight

112.1696

Monoisotopic Molecular Weight

112.088815006

IUPAC Name

(4E)-hept-4-en-2-one

Traditional Name

(4E)-hept-4-en-2-one

CAS Registry Number

36678-43-0

SMILES

CC\C=C\CC(C)=O

InChI Identifier

InChI=1S/C7H12O/c1-3-4-5-6-7(2)8/h4-5H,3,6H2,1-2H3/b5-4+

InChI Key

VQKIKHHXFHNXJT-SNAWJCMRSA-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

methyl ketone (CHEBI:87582 )
olefinic compound (CHEBI:87582 )
Oxygenated hydrocarbons (LMFA12000104 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB31487)
Extracellular (HMDB: HMDB31487)

Route of exposure

Enteral

Ingestion (HMDB: HMDB31487)

Source

Exogenous

Food

Food (HMDB: HMDB31487)

Fruit

Fruits (FooDB: FOOD00871)

Endogenous

Plant

Plant (HMDB: HMDB31487)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB31487)

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	2.92 g/L	ALOGPS
logP	1.72	ALOGPS
logP	1.78	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	16.67	ChemAxon
pKa (Strongest Basic)	-7.4	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	35.74 m³·mol⁻¹	ChemAxon
Polarizability	13.62 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]+	127.552	31661259
DarkChem	[M-H]-	123.212	31661259
DeepCCS	[M+H]+	129.072	30932474
DeepCCS	[M-H]-	127.105	30932474
DeepCCS	[M-2H]-	162.998	30932474
DeepCCS	[M+Na]+	137.602	30932474
AllCCS	[M+H]+	127.0	32859911
AllCCS	[M+H-H2O]+	122.6	32859911
AllCCS	[M+NH4]+	131.1	32859911
AllCCS	[M+Na]+	132.3	32859911
AllCCS	[M-H]-	130.4	32859911
AllCCS	[M+Na-2H]-	133.6	32859911
AllCCS	[M+HCOO]-	137.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(E)-4-Hepten-2-one	CC\C=C\CC(C)=O	1217.5	Standard polar	33892256
(E)-4-Hepten-2-one	CC\C=C\CC(C)=O	856.8	Standard non polar	33892256
(E)-4-Hepten-2-one	CC\C=C\CC(C)=O	870.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(E)-4-Hepten-2-one,1TMS,isomer #1	CC/C=C/C=C(C)O[Si](C)(C)C	1142.1	Semi standard non polar	33892256
(E)-4-Hepten-2-one,1TMS,isomer #1	CC/C=C/C=C(C)O[Si](C)(C)C	1107.3	Standard non polar	33892256
(E)-4-Hepten-2-one,1TMS,isomer #2	C=C(C/C=C/CC)O[Si](C)(C)C	1045.9	Semi standard non polar	33892256
(E)-4-Hepten-2-one,1TMS,isomer #2	C=C(C/C=C/CC)O[Si](C)(C)C	1057.6	Standard non polar	33892256
(E)-4-Hepten-2-one,1TBDMS,isomer #1	CC/C=C/C=C(C)O[Si](C)(C)C(C)(C)C	1367.1	Semi standard non polar	33892256
(E)-4-Hepten-2-one,1TBDMS,isomer #1	CC/C=C/C=C(C)O[Si](C)(C)C(C)(C)C	1313.4	Standard non polar	33892256
(E)-4-Hepten-2-one,1TBDMS,isomer #2	C=C(C/C=C/CC)O[Si](C)(C)C(C)(C)C	1280.3	Semi standard non polar	33892256
(E)-4-Hepten-2-one,1TBDMS,isomer #2	C=C(C/C=C/CC)O[Si](C)(C)C(C)(C)C	1279.0	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-4-Hepten-2-one GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-81d11226714f94800bb0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (E)-4-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 - (E)-4-Hepten-2-one 10V, Positive-QTOF	splash10-03dj-9800000000-a88761f29b43f8b7c603	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-Hepten-2-one 20V, Positive-QTOF	splash10-01ot-9200000000-ac6d70c431de9ac13930	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-Hepten-2-one 40V, Positive-QTOF	splash10-0k96-9000000000-2f2b567cf99eae2c96a9	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-Hepten-2-one 10V, Negative-QTOF	splash10-03di-1900000000-896148ebc9edce6ff703	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-Hepten-2-one 20V, Negative-QTOF	splash10-03di-6900000000-d379304341adf63b3190	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-Hepten-2-one 40V, Negative-QTOF	splash10-052f-9000000000-13f0e00141f0426772b3	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-Hepten-2-one 10V, Positive-QTOF	splash10-00mk-9000000000-f654fb00489fa7cd6e05	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-Hepten-2-one 20V, Positive-QTOF	splash10-014i-9000000000-f2f1ce320880a349eaaf	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-Hepten-2-one 40V, Positive-QTOF	splash10-014i-9000000000-51af6c5de5edc7849cd2	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-Hepten-2-one 10V, Negative-QTOF	splash10-03di-0900000000-6e2ef191e20e94bd344c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-Hepten-2-one 20V, Negative-QTOF	splash10-052f-9100000000-f66c8cd7c4e953491369	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (E)-4-Hepten-2-one 40V, Negative-QTOF	splash10-0aou-9000000000-c0cd43046543ada79256	2021-09-25	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

FDB021432

KNApSAcK ID

Not Available

Chemspider ID

4515512

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5363123

PDB ID

Not Available

ChEBI ID

87582

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 (E)-4-Hepten-2-one (HMDB0031487)

MOL for HMDB0031487 ((E)-4-Hepten-2-one)

3D MOL for HMDB0031487 ((E)-4-Hepten-2-one)

3D SDF for HMDB0031487 ((E)-4-Hepten-2-one)

3D-SDF for HMDB0031487 ((E)-4-Hepten-2-one)

PDB for HMDB0031487 ((E)-4-Hepten-2-one)

3D PDB for HMDB0031487 ((E)-4-Hepten-2-one)

SMILES for HMDB0031487 ((E)-4-Hepten-2-one)

INCHI for HMDB0031487 ((E)-4-Hepten-2-one)

Structure for HMDB0031487 ((E)-4-Hepten-2-one)

3D Structure for HMDB0031487 ((E)-4-Hepten-2-one)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra