MiMeDB: Showing metabocard for Nonanal (MMDBc0047732)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 15:40:07 UTC

Update Date

2022-09-01 01:47:53 UTC

Metabolite ID

MMDBc0047732

Metabolite Identification

Common Name

Nonanal

Description

Nonanal, also known as nonyl aldehyde or pelargonaldehyde, belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms. Thus, nonanal is considered to be a fatty aldehyde lipid molecule. Nonanal acts synergistically with carbon dioxide in that regard. Nonanal is a very hydrophobic molecule, practically insoluble in water, and relatively neutral. Nonanal exists in all eukaryotes, ranging from yeast to humans. Nonanal is an aldehydic, citrus, and fat tasting compound. nonanal is found, on average, in the highest concentration in a few different foods, such as corns, tea, and gingers and in a lower concentration in sweet oranges, carrots, and limes. nonanal has also been detected, but not quantified, in several different foods, such as olives, cereals and cereal products, chinese cinnamons, common grapes, and oats. This could make nonanal a potential biomarker for the consumption of these foods. Nonanal has been identified as a compound that attracts Culex mosquitoes. Nonanal is a potentially toxic compound. Nonanal has been found to be associated with several diseases such as pervasive developmental disorder not otherwise specified, autism, crohn's disease, and ulcerative colitis; also nonanal has been linked to the inborn metabolic disorders including celiac disease. Nonanal, also called nonanaldehyde, pelargonaldehyde or Aldehyde C-9, is an alkyl aldehyde. Although it occurs in several natural oils, it is produced commercially by hydroformylation of 1-octene. A colourless, oily liquid, nonanal is a component of perfumes.

Structure

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

COMPND    HMDB0059835
HETATM    1  C1  UNL     1      -3.332  -0.369  -0.596  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.018  -0.999  -0.219  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.413  -0.384   1.026  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.138   1.059   0.905  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.255   1.565  -0.154  1.00  0.00           C  
HETATM    6  C6  UNL     1       1.153   1.178  -0.247  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.526  -0.239  -0.458  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.075  -0.254  -0.554  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.550  -1.630  -0.767  1.00  0.00           C  
HETATM   10  O1  UNL     1       2.788  -2.571  -0.846  1.00  0.00           O  
HETATM   11  H1  UNL     1      -3.628   0.411   0.135  1.00  0.00           H  
HETATM   12  H2  UNL     1      -4.124  -1.132  -0.752  1.00  0.00           H  
HETATM   13  H3  UNL     1      -3.222   0.159  -1.575  1.00  0.00           H  
HETATM   14  H4  UNL     1      -2.208  -2.078  -0.010  1.00  0.00           H  
HETATM   15  H5  UNL     1      -1.322  -0.952  -1.080  1.00  0.00           H  
HETATM   16  H6  UNL     1      -0.652  -1.020   1.447  1.00  0.00           H  
HETATM   17  H7  UNL     1      -2.270  -0.458   1.804  1.00  0.00           H  
HETATM   18  H8  UNL     1      -0.650   1.363   1.896  1.00  0.00           H  
HETATM   19  H9  UNL     1      -2.124   1.603   0.936  1.00  0.00           H  
HETATM   20  H10 UNL     1      -0.260   2.706  -0.047  1.00  0.00           H  
HETATM   21  H11 UNL     1      -0.703   1.437  -1.189  1.00  0.00           H  
HETATM   22  H12 UNL     1       1.685   1.569   0.686  1.00  0.00           H  
HETATM   23  H13 UNL     1       1.620   1.832  -1.053  1.00  0.00           H  
HETATM   24  H14 UNL     1       1.178  -0.682  -1.390  1.00  0.00           H  
HETATM   25  H15 UNL     1       1.286  -0.852   0.409  1.00  0.00           H  
HETATM   26  H16 UNL     1       3.410   0.371  -1.401  1.00  0.00           H  
HETATM   27  H17 UNL     1       3.438   0.192   0.383  1.00  0.00           H  
HETATM   28  H18 UNL     1       4.610  -1.824  -0.857  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   26   27
CONECT    9   10   10   28
END

Synonyms

Value	Source
N-Nonaldehyde	ChEBI
Nonanoic aldehyde	ChEBI
Nonyl aldehyde	ChEBI
Nonylaldehyde	ChEBI
Nonylic aldehyde	ChEBI
Pelargonaldehyde	ChEBI
Pelargonic aldehyde	ChEBI
N-Nonylaldehyde	HMDB
Nonanal	MeSH

Molecular Formula

C₉H₁₈O

Average Mass

142.2386

Monoisotopic Mass

142.135765198

IUPAC Name

nonanal

Traditional Name

nonanal

CAS Registry Number

Not Available

SMILES

CCCCCCCCC=O

InChI Identifier

InChI=1S/C9H18O/c1-2-3-4-5-6-7-8-9-10/h9H,2-8H2,1H3

InChI Key

GYHFUZHODSMOHU-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain aldehydes. These are an aldehyde with a chain length containing between 6 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Medium-chain aldehydes

Alternative Parents

Substituents

Medium-chain aldehyde
Alpha-hydrogen aldehyde
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

fatty aldehyde (CHEBI:84268 )
Fatty aldehydes (LMFA06000040 )
an <i>n</i>-alkanal (CPD-8491 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.06 g/L	ALOGPS
logP	3.81	ALOGPS
logP	2.99	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	17.79	ChemAxon
pKa (Strongest Basic)	-6.9	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	7	ChemAxon
Refractivity	43.95 m³·mol⁻¹	ChemAxon
Polarizability	18.54 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

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Chromatographic Retention Times and Retention Indices

Retention Times

Not Available

Retention Indices

Not Available

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Blood
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

Microbial Pathways

Pathways

Not Available

Metabolic Reactions

Reactions

This table shows at most 20 reactions. For the full list of associated reactions:

See All Associated Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference
Celiac disease	Slight Decrease	Association	Human Feces	HMDB	21970810
Uremia	Slight Increase	Association	Human Blood	HMDB	22626821

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	2	Human feces	Unknown

Exposure Sources

Food Exposures

Other Exposures

Source Type	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Age	Sex	Health Condition	Data Source	Reference
Human	Detected and Quantified			0	175854.749	Children (1-13 years old)	Not Specified	Treated celiac disease	HMDB	21970810
Human	Detected and Quantified	0.48	0.19			Adult (>18 years old)	Both	uremia	HMDB	22626821
Human	Detected and Quantified	0.26	0.16			Adult (>18 years old)	Both	Normal	HMDB	22626821
Human	Detected and Quantified			4874.439	470453.637	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 Saliva	Detected but not Quantified					Children (1-13 years old)	Both	Normal	HMDB	24657864
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	17314143
Human Feces	Detected but not Quantified					Newborn (0-30 days old)	Both	Normal	HMDB	21386183
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	23454028
Human Feces	Detected but not Quantified					Children (1-13 years old)	Both	Normal	HMDB	24130822
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	24922509
Human Feces	Detected but not Quantified					Adult (>18 years old)	Both	Normal	HMDB	26806034

External Links

HMDB ID

HMDB0059835

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB003303

KNApSAcK ID

C00030828

Chemspider ID

29029

KEGG Compound ID

Not Available

BioCyc ID

CPD-8491

BiGG ID

Not Available

Wikipedia Link

Nonanal

METLIN ID

Not Available

PubChem Compound

31289

PDB ID

Not Available

ChEBI ID

84268

Food Biomarker Ontology

Not Available

CMMC Knowledgebase

Not Available

General References

Duranton F, Cohen G, De Smet R, Rodriguez M, Jankowski J, Vanholder R, Argiles A: Normal and pathologic concentrations of uremic toxins. J Am Soc Nephrol. 2012 Jul;23(7):1258-70. doi: 10.1681/ASN.2011121175. Epub 2012 May 24. [PubMed:22626821 ]

Showing metabocard for Nonanal (MMDBc0047732)

MOL for #<Metabolite:0x00007f121800daf8>

3D MOL for #<Metabolite:0x00007f121800daf8>

3D SDF for #<Metabolite:0x00007f121800daf8>

3D-SDF for #<Metabolite:0x00007f121800daf8>

PDB for #<Metabolite:0x00007f121800daf8>

3D PDB for #<Metabolite:0x00007f121800daf8>

SMILES for #<Metabolite:0x00007f121800daf8>

INCHI for #<Metabolite:0x00007f121800daf8>

Structure for #<Metabolite:0x00007f121800daf8>

3D Structure for #<Metabolite:0x00007f121800daf8>