MiMeDB: Showing metabocard for 2-nonanone (MMDBc0033429)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 04:48:14 UTC

Update Date

2024-04-30 20:08:47 UTC

Metabolite ID

MMDBc0033429

Metabolite Identification

Common Name

2-nonanone

Description

2-Nonanone is found in alcoholic beverages. 2-Nonanone is present in banana, ginger, Brazil nut, attar of rose, clove oil, coconut oil, passionflower, sorghum, asparagus, tomato, corn, wine, cheese, beer, blackcurrant buds, melon, and strawberry jam. 2-Nonanone is a flavor and fragrance agent. It is a clear slightly yellow liquid. Ketones, such as 2-Nonanone, are reactive with many acids and bases liberating heat and flammable gases (e.g., H2). The amount of heat may be sufficient to start a fire in the unreacted portion of the ketone. Ketones react with reducing agents such as hydrides, alkali metals, and nitrides to produce flammable gas (H2) and heat.

Structure

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

COMPND    HMDB0031266
HETATM    1  C1  UNL     1       3.781   0.869   0.943  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.645  -0.101   0.605  1.00  0.00           C  
HETATM    3  C3  UNL     1       1.549   0.655  -0.122  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.398  -0.233  -0.491  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.213  -0.847   0.745  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.380  -1.742   0.402  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.485  -0.983  -0.303  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.024   0.115   0.525  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.639   1.519   0.265  1.00  0.00           C  
HETATM   10  O1  UNL     1      -3.805  -0.116   1.451  1.00  0.00           O  
HETATM   11  H1  UNL     1       4.220   1.294   0.008  1.00  0.00           H  
HETATM   12  H2  UNL     1       3.404   1.675   1.584  1.00  0.00           H  
HETATM   13  H3  UNL     1       4.531   0.273   1.502  1.00  0.00           H  
HETATM   14  H4  UNL     1       2.307  -0.516   1.567  1.00  0.00           H  
HETATM   15  H5  UNL     1       3.042  -0.941   0.008  1.00  0.00           H  
HETATM   16  H6  UNL     1       1.235   1.491   0.532  1.00  0.00           H  
HETATM   17  H7  UNL     1       2.024   1.106  -1.016  1.00  0.00           H  
HETATM   18  H8  UNL     1       0.730  -1.066  -1.147  1.00  0.00           H  
HETATM   19  H9  UNL     1      -0.324   0.392  -1.056  1.00  0.00           H  
HETATM   20  H10 UNL     1      -0.573  -0.082   1.456  1.00  0.00           H  
HETATM   21  H11 UNL     1       0.570  -1.504   1.193  1.00  0.00           H  
HETATM   22  H12 UNL     1      -1.003  -2.573  -0.223  1.00  0.00           H  
HETATM   23  H13 UNL     1      -1.782  -2.175   1.331  1.00  0.00           H  
HETATM   24  H14 UNL     1      -2.183  -0.577  -1.272  1.00  0.00           H  
HETATM   25  H15 UNL     1      -3.294  -1.739  -0.497  1.00  0.00           H  
HETATM   26  H16 UNL     1      -3.522   2.192   0.473  1.00  0.00           H  
HETATM   27  H17 UNL     1      -2.363   1.725  -0.783  1.00  0.00           H  
HETATM   28  H18 UNL     1      -1.846   1.889   0.957  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   22   23
CONECT    7    8   24   25
CONECT    8    9   10   10
CONECT    9   26   27   28
END

Synonyms

Value	Source
beta-Nonanone	ChEBI
Heptyl methyl ketone	ChEBI
Methyl heptyl ketone	ChEBI
Methyl N-heptyl ketone	ChEBI
N-C7H15COCH3	ChEBI
NONANONE-2	ChEBI
NSC 14760	ChEBI
b-Nonanone	Generator
Β-nonanone	Generator
Nonan-2-one	HMDB
2-Nonanone	ChEBI

Molecular Formula

C₉H₁₈O

Average Mass

142.2386

Monoisotopic Mass

142.135765198

IUPAC Name

nonan-2-one

Traditional Name

2-nonanone

CAS Registry Number

821-55-6

SMILES

CCCCCCCC(C)=O

InChI Identifier

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

InChI Key

VKCYHJWLYTUGCC-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

methyl ketone (CHEBI:77927 )
Oxygenated hydrocarbons (LMFA12000052 )

Functional Ontology

Not Available

Physical Properties

State

Liquid

Predicted Properties

Property	Value	Source
Water Solubility	0.18 g/L	ALOGPS
logP	3.08	ALOGPS
logP	3.03	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	19.64	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	6	ChemAxon
Refractivity	43.83 m³·mol⁻¹	ChemAxon
Polarizability	18.45 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4l-9000000000-0fe4be17f047f1cbaf58	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4l-9000000000-d4d90ed2a739f3ba43a2	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4i-9000000000-2a497da6778b253c580d	2017-09-12	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4l-9000000000-0fe4be17f047f1cbaf58	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4l-9000000000-d4d90ed2a739f3ba43a2	2018-05-18	View Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-0a4i-9000000000-2a497da6778b253c580d	2018-05-18	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-18cf9f4d8e442b44587a	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-002f-1900000000-b52f5c512f325c11c6ba	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004l-9800000000-33619c294c6393ac1969	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-725f3e8a97e5c68c351e	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0900000000-e13c834dc0e63fb72620	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-4900000000-de2b3a74f2f11e17dd72	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9200000000-08b8f165dbc8896c2068	2016-08-03	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0900000000-31a4c0b614cfbc7c3156	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0006-1900000000-1876fcaf8a524c0ed06e	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-4fd075076315784e420a	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0aor-9000000000-3c0d0ece6940e9b3808a	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4l-9000000000-16ea4b859f3f879e2388	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9000000000-2c2279aa10ada5dc60b8	2021-09-23	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-052f-9000000000-66af6754da6b5ba92948	2015-03-01	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 90 MHz, CDCl₃, experimental)		2015-03-01	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 15.09 MHz, CDCl₃, experimental)		2015-03-12	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Feces
Saliva

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Celiac disease	Slight Increase	Association	Human Feces	HMDB	21970810

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Food			FooDB	31437929
Plant	Fruit	Cucumis sativus	FooDB	31437929
Plant	Resin, exudate, sap	Rosmarinus officinalis	FooDB	31437929
Plant	Fruit	Vaccinium angustifolium	FooDB	31437929
Plant	Fruit juice	Citrullus lanatus	FooDB	31437929
Plant	Leaves		FooDB	31437929
Plant	Leaves		FooDB	31437929
Plant	Fruit	Syzygium aromaticum	FooDB	31437929
Plant	Leaves		FooDB	31437929
Plant	Rhizome	Zingiber officinale	FooDB	31437929
Plant	Fruit	Solanum lycopersicum	FooDB	31437929
Plant	Leaves	Camellia sinensis	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected and Quantified	0	141733.678	nmol/g wet feces	Children (1-13 years old)	Not Specified	Treated celiac disease	HMDB	21970810
Human Feces	Detected and Quantified	0	23950.367	nmol/g wet feces	Children (1-13 years old)	Not Specified	Normal	HMDB	21970810
Human Saliva	Detected but not Quantified				Adult (>18 years old)	Not Specified	Normal	HMDB	24421258
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	17314143
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	20055983
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	23454028
Human Feces	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	26806034

External Links

HMDB ID

HMDB0031266

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB003308

KNApSAcK ID

C00029463

Chemspider ID

12632

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Nonanone

METLIN ID

Not Available

PubChem Compound

13187

PDB ID

Not Available

ChEBI ID

77927

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Mahadevan K, Farmer L: Key odor impact compounds in three yeast extract pastes. J Agric Food Chem. 2006 Sep 20;54(19):7242-50. doi: 10.1021/jf061102x. [PubMed:16968089 ]
Tsakiris A, Koutinas AA, Psarianos C, Kourkoutas Y, Bekatorou A: A new process for wine production by penetration of yeast in uncrushed frozen grapes. Appl Biochem Biotechnol. 2010 Oct;162(4):1109-21. doi: 10.1007/s12010-009-8881-8. Epub 2010 Feb 12. [PubMed:20151225 ]
Yannai, Shmuel (2004). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. Boca Raton: Chapman & Hall/CRC..

Showing metabocard for 2-nonanone (MMDBc0033429)

MOL for #<Metabolite:0x00007fd0cbe05008>

3D MOL for #<Metabolite:0x00007fd0cbe05008>

3D SDF for #<Metabolite:0x00007fd0cbe05008>

3D-SDF for #<Metabolite:0x00007fd0cbe05008>

PDB for #<Metabolite:0x00007fd0cbe05008>

3D PDB for #<Metabolite:0x00007fd0cbe05008>

SMILES for #<Metabolite:0x00007fd0cbe05008>

INCHI for #<Metabolite:0x00007fd0cbe05008>

Structure for #<Metabolite:0x00007fd0cbe05008>

3D Structure for #<Metabolite:0x00007fd0cbe05008>