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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:42:00 UTC

Update Date

2023-02-21 17:20:15 UTC

HMDB ID

HMDB0031268

Secondary Accession Numbers

HMDB31268

Metabolite Identification

Common Name

Amyl propyl ketone

Description

Amyl propyl ketone, also known as nonan-4-one or propyl amyl ketone, 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, amyl propyl ketone is considered to be an oxygenated hydrocarbon. Based on a literature review very few articles have been published on Amyl propyl ketone.

Structure

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

COMPND    HMDB0031268
HETATM    1  C1  UNL     1       4.500   0.703   0.547  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.350   0.186  -0.322  1.00  0.00           C  
HETATM    3  C3  UNL     1       2.105   0.074   0.531  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.937  -0.408  -0.302  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.321  -0.522   0.524  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.421  -0.963  -0.359  1.00  0.00           C  
HETATM    7  O1  UNL     1      -1.152  -1.163  -1.543  1.00  0.00           O  
HETATM    8  C7  UNL     1      -2.818  -1.169   0.112  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.502   0.147   0.412  1.00  0.00           C  
HETATM   10  C9  UNL     1      -3.552   1.051  -0.782  1.00  0.00           C  
HETATM   11  H1  UNL     1       4.550   1.803   0.419  1.00  0.00           H  
HETATM   12  H2  UNL     1       5.433   0.212   0.269  1.00  0.00           H  
HETATM   13  H3  UNL     1       4.269   0.418   1.610  1.00  0.00           H  
HETATM   14  H4  UNL     1       3.603  -0.836  -0.711  1.00  0.00           H  
HETATM   15  H5  UNL     1       3.129   0.889  -1.149  1.00  0.00           H  
HETATM   16  H6  UNL     1       2.249  -0.505   1.441  1.00  0.00           H  
HETATM   17  H7  UNL     1       1.877   1.135   0.846  1.00  0.00           H  
HETATM   18  H8  UNL     1       1.123  -1.420  -0.729  1.00  0.00           H  
HETATM   19  H9  UNL     1       0.733   0.281  -1.134  1.00  0.00           H  
HETATM   20  H10 UNL     1      -0.541   0.430   1.043  1.00  0.00           H  
HETATM   21  H11 UNL     1      -0.112  -1.338   1.272  1.00  0.00           H  
HETATM   22  H12 UNL     1      -2.835  -1.870   0.967  1.00  0.00           H  
HETATM   23  H13 UNL     1      -3.391  -1.642  -0.710  1.00  0.00           H  
HETATM   24  H14 UNL     1      -4.547  -0.100   0.704  1.00  0.00           H  
HETATM   25  H15 UNL     1      -3.050   0.676   1.271  1.00  0.00           H  
HETATM   26  H16 UNL     1      -3.587   0.509  -1.751  1.00  0.00           H  
HETATM   27  H17 UNL     1      -2.615   1.659  -0.782  1.00  0.00           H  
HETATM   28  H18 UNL     1      -4.415   1.761  -0.755  1.00  0.00           H  
CONECT    1    2   11   12   13
CONECT    2    3   14   15
CONECT    3    4   16   17
CONECT    4    5   18   19
CONECT    5    6   20   21
CONECT    6    7    7    8
CONECT    8    9   22   23
CONECT    9   10   24   25
CONECT   10   26   27   28
END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Nonan-4-one	HMDB
Pentyl propyl ketone	HMDB
Propyl amyl ketone	HMDB

Chemical Formula

C₉H₁₈O

Average Molecular Weight

142.2386

Monoisotopic Molecular Weight

142.135765198

IUPAC Name

nonan-4-one

Traditional Name

4-nonanone

CAS Registry Number

4485-09-0

SMILES

CCCCCC(=O)CCC

InChI Identifier

InChI=1S/C9H18O/c1-3-5-6-8-9(10)7-4-2/h3-8H2,1-2H3

InChI Key

TYBCSQFBSWACAA-UHFFFAOYSA-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

Oxygenated hydrocarbons (LMFA12000148 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0031268)
Cell membrane (HMDB: HMDB0031268)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031268)

Source

Endogenous

Endogenous (HMDB: HMDB0031268)

Plant

Plant (HMDB: HMDB0031268)

Exogenous

Food

Food (HMDB: HMDB0031268)

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0031268)

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	188.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	284.4 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.015 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.61 g/L	ALOGPS
logP	3.07	ALOGPS
logP	3.29	ChemAxon
logS	-2.4	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	6	ChemAxon
Refractivity	43.85 m³·mol⁻¹	ChemAxon
Polarizability	18.32 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]+	134.715	31661259
DarkChem	[M-H]-	131.928	31661259
DeepCCS	[M+H]+	138.465	30932474
DeepCCS	[M-H]-	135.788	30932474
DeepCCS	[M-2H]-	172.572	30932474
DeepCCS	[M+Na]+	147.589	30932474
AllCCS	[M+H]+	137.4	32859911
AllCCS	[M+H-H2O]+	133.3	32859911
AllCCS	[M+NH4]+	141.2	32859911
AllCCS	[M+Na]+	142.4	32859911
AllCCS	[M-H]-	139.7	32859911
AllCCS	[M+Na-2H]-	142.0	32859911
AllCCS	[M+HCOO]-	144.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Amyl propyl ketone	CCCCCC(=O)CCC	1321.7	Standard polar	33892256
Amyl propyl ketone	CCCCCC(=O)CCC	1046.2	Standard non polar	33892256
Amyl propyl ketone	CCCCCC(=O)CCC	1053.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Amyl propyl ketone,1TMS,isomer #1	CCC=C(CCCCC)O[Si](C)(C)C	1249.7	Semi standard non polar	33892256
Amyl propyl ketone,1TMS,isomer #1	CCC=C(CCCCC)O[Si](C)(C)C	1244.1	Standard non polar	33892256
Amyl propyl ketone,1TMS,isomer #2	CCCCC=C(CCC)O[Si](C)(C)C	1241.7	Semi standard non polar	33892256
Amyl propyl ketone,1TMS,isomer #2	CCCCC=C(CCC)O[Si](C)(C)C	1226.1	Standard non polar	33892256
Amyl propyl ketone,1TBDMS,isomer #1	CCC=C(CCCCC)O[Si](C)(C)C(C)(C)C	1459.4	Semi standard non polar	33892256
Amyl propyl ketone,1TBDMS,isomer #1	CCC=C(CCCCC)O[Si](C)(C)C(C)(C)C	1432.9	Standard non polar	33892256
Amyl propyl ketone,1TBDMS,isomer #2	CCCCC=C(CCC)O[Si](C)(C)C(C)(C)C	1453.3	Semi standard non polar	33892256
Amyl propyl ketone,1TBDMS,isomer #2	CCCCC=C(CCC)O[Si](C)(C)C(C)(C)C	1403.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Amyl propyl ketone EI-B (Non-derivatized)	splash10-0006-9000000000-ed1056ec4790ac686ee3	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Amyl propyl ketone EI-B (Non-derivatized)	splash10-0006-9000000000-ed1056ec4790ac686ee3	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Amyl propyl ketone GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9000000000-770e1505d79f68968d7e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Amyl propyl ketone 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 - Amyl propyl ketone 10V, Positive-QTOF	splash10-0006-1900000000-ad5c040baedff51ef58e	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl propyl ketone 20V, Positive-QTOF	splash10-0596-9400000000-44fba80150416b680a14	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl propyl ketone 40V, Positive-QTOF	splash10-052f-9000000000-72c688fbe39710c01741	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl propyl ketone 10V, Negative-QTOF	splash10-0006-1900000000-2b5fda3f38e86d45bd88	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl propyl ketone 20V, Negative-QTOF	splash10-0006-5900000000-cbe3cd6de7f0c03b5887	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl propyl ketone 40V, Negative-QTOF	splash10-06s6-9100000000-51afe2b2f926ccf4b87b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl propyl ketone 10V, Positive-QTOF	splash10-000x-9100000000-e1c7f1c5ce0c172a5e18	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl propyl ketone 20V, Positive-QTOF	splash10-0596-9000000000-cd5b83dbffde7a66e2c5	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl propyl ketone 40V, Positive-QTOF	splash10-0006-9000000000-a38e90dd42c45d1f5613	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl propyl ketone 10V, Negative-QTOF	splash10-0006-0900000000-31a4c0b614cfbc7c3156	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl propyl ketone 20V, Negative-QTOF	splash10-0007-9500000000-2e27da366796c737c558	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl propyl ketone 40V, Negative-QTOF	splash10-066u-9000000000-3f59132aa8c3709b528f	2021-09-25	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]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

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

FDB003310

KNApSAcK ID

C00035504

Chemspider ID

70611

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

78236

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1452871

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 Amyl propyl ketone (HMDB0031268)

MOL for HMDB0031268 (Amyl propyl ketone)

3D MOL for HMDB0031268 (Amyl propyl ketone)

3D SDF for HMDB0031268 (Amyl propyl ketone)

3D-SDF for HMDB0031268 (Amyl propyl ketone)

PDB for HMDB0031268 (Amyl propyl ketone)

3D PDB for HMDB0031268 (Amyl propyl ketone)

SMILES for HMDB0031268 (Amyl propyl ketone)

INCHI for HMDB0031268 (Amyl propyl ketone)

Structure for HMDB0031268 (Amyl propyl ketone)

3D Structure for HMDB0031268 (Amyl propyl ketone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra